Another 20 Questions

[Di]

Another 20 questions :) It was so much fun last time thought we would do it again.
. No comments on anyones answer please just your answers . If there is something you do not want to answer or it does not pertain to you just put N/A
Have you ever told anyone you were a Crossdresser?
2) Have you every shown anyone your pictures?
3)How did people take it when you told or showed your pictures?
4)Have you ever been caught?
5) If so scary or exciting?
6)Do you remember the first thing you bought?
7) Still have it?
8)Are you happy with your look?
9) What would you change about your look?
10) Short-or long skirts?
11)Do you go out dressed?
12) What kind of things do you like enjoy out and about?
13) Is there something you want to one day do ( bucket list)
14) Is there someone you try to copy look wise?
15) If you could go back and change one thing about your Crossdressing what would it be?
16) Do you feel being a Crossdresser makes you a better person? If yes how so?
17)Is there anyone you fear finding out?
18)What is your favourite article of clothing?
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?

[CrossKimmy]

1)Have you ever told anyone you were a Crossdresser? Never


2) Have you every shown anyone your pictures? Just to you lovely ladies! 😊


3)How did people take it when you told or showed your pictures? You have all been very complimentary



4)Have you ever been caught? Never wearing anything but a couple of times after when things weren?t returned in their right place, or minutes before changing into something.


5) If so scary or exciting? Very much both!!


6)Do you remember the first thing you bought? Yes, I went panty shopping at Fredericks of Hollywood. I was soooo nervous. The girls helping me were very sweet though.


7) Still have it? No, I purged them. I got more curvy since.


8)Are you happy with your look? Some days I am. I think I could pass if I went out dancing.


9) What would you change about your look? I want to get better at make up and styling my hair.


10) Short-or long skirts? Short!!!! I love showing off my legs.


11)Do you go out dressed? Only on drives


12) What kind of things do you like enjoy out and about? Just feeling free and living my truth


13) Is there something you want to one day do ( bucket list)? Get all dressed to the 9s and go out dancing and make some friends.


14) Is there someone you try to copy look wise? I have multiple role models. I love JLo, Kimberly Guilfoyle, girls that are glamorous but mean business


15) If you could go back and change one thing about your Crossdressing what would it be? To live my truth earlier in life. At least be braver.


16) Do you feel being a Crossdresser makes you a better person? If yes how so? This is broad. I think it makes me feel like I truly am but I am pretty selfish sadly.


17)Is there anyone you fear finding out?loke everyone!!!


18)What is your favourite article of clothing? I LOVE LOVE LOVE lingerie



19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Once at Macy?s I had a SA tell me that the dress I had in my hands that I wanted to try on was for women. Uhhhh that?s the point honey!!! Then another at Ross, I wanted to try a bra and the woman at the fitting room laughed at me out loud. I was so discouraged. I think she felt bad because she kept saying sorry but couldn?t stop laughing. So rude! 😡


20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? My one wish is that she be understanding at the very least. I didn?t ask to be this way but it?s a big part of me. I?d also like for her to be a willing participant because I think we would have so much more fun that way.

[VS Fan]

1)Have you ever told anyone you were a Crossdresser?

Wife, two friends (husband and wife and their two kids), my former massage therapist, aesthetician, hair stylist and another woman at that same spa, and my current ceralogist.

2) Have you every shown anyone your pictures?

Most of the same list above

3)How did people take it when you told or showed your pictures?

Very encouraging and positive with the exception of my wife lol

4)Have you ever been caught?

No, but some close calls before I came out to my wife

5) If so scary or exciting?

A little of both on my close calls haha

6)Do you remember the first thing you bought?

Pantyhose probably - but otherwise some VS lingerie

7) Still have it?

Yes - the lingerie anyway

8)Are you happy with your look?

Clothes, yes, ugly guy face and mild beer belly no lol

9) What would you change about your look?

Hair and face but not in this lifetime I guess

10) Short-or long skirts?

Medium and long

11)Do you go out dressed?

Have done so a few times but not overly confident about it so I mostly dress at home and in the car

12) What kind of things do you like enjoy out and about?

Absolutely love driving long distances dressed

13) Is there something you want to one day do ( bucket list)

Go to Vegas and spend the weekend dressed enjoying the nightlife

14) Is there someone you try to copy look wise?

Not specifically, but I dress very much like my wife did when we were first married - skirts and tops mainly

15) If you could go back and change one thing about your Crossdressing what would it be?

Like many I would have started sooner and accepted myself sooner

16) Do you feel being a Crossdresser makes you a better person? If yes how so?

I suppose it makes me more tolerant of other lifestyles since I certainly would not be one to throw stones...

17)Is there anyone you fear finding out?

Oh yeah - anyone else in the extended family - I do hope to tell my kids someday

18)What is your favourite article of clothing?

Haha all of it - but I’m wearing a skirt today that is ridiculously soft - might be my new fave

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?

Never had an issue - a couple odd looks over the years but nothing that made me feel uncomfortable beyond the split second moment

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?

Well - my wife and I nearly split over this but we decided to tough it out... and she is accepting to the point that she loves me despite this, she doesn’t particularly want to see me dressed. I hope I can break through that some after the kids are all off on their own ...

[Lana Mae]

OK some more fun!
1. Yes! I have also told many people I am transgender!
2. Yes, everyone at work and a few others!
3. Very well! No criticism! Just that I should be me!
4. N/A
5. N/A
6. A pack of assorted pastel panties at K-Mart!
7. Yes
8. Yes for the most part!
9. Surgeries!
10. Below the knee or longer!
11. 24/7
12. Shopping and eating out!
13. When this pandemic is over, I want to go to I-Hop in Winston-Salem, NC with my daughter!
14. No.
15. Not being so naive about it!
16. I am taking hormones and they improved my mental and emotional self!
17. Absolutely not!
18. My new sweatshirt that has"The Future Is Female" written on it!
19. No, never! I used to shop for my wife a lot!
20. N/A My wife passed away 4 years ago! I am not really looking for anyone but if it happens it happens!

[Davina Katherine]

1)Have you ever told anyone you were a Crossdresser? My wife, two adult daughters, 3 women at work.

2) Have you every shown anyone your pictures? Yes. Here. All the above (except daughters)

3)How did people take it when you told or showed your pictures? Positive, but honest. My girls are DADT.

4)Have you ever been caught? Both my daughters, saw a picture of me before they knew about "it".

5) If so scary or exciting? Horrifying! But it turned out mostly ok.

6)Do you remember the first thing you bought? Beautiful pair of colorful woven shoes.

7) Still have it? No, because they were too big :(

8)Are you happy with your look? For the most part.

9) What would you change about your look? Absolutely my eyes and lips.

10) Short-or long skirts? Love a short skirt! Otherwise, just above the knee or ankle.

11)Do you go out dressed? As often as I can.

12) What kind of things do you like enjoy out and about? Shopping, dining, driving.

13) Is there something you want to one day do ( bucket list) Go to work dressed.

14) Is there someone you try to copy look wise? No. Just envy those "pretty young things"!

15) If you could go back and change one thing about your Crossdressing what would it be? Start MUCH younger. I was a very late bloomer.

16) Do you feel being a Crossdresser makes you a better person? If yes how so? Yes. I;m more honest with myself, less inhibited.

17)Is there anyone you fear finding out? Not really. Wouldn't enjoy the awkwardness.

18)What is your favourite article of clothing? My wig. I'm not a girl until its on my head.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Yes. No issues yet.

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? My wife and I discovered this part of me together, and she's still with me!

[sara66]

1)Have you ever told anyone you were a Crossdresser? Several
2) Have you every shown anyone your pictures? Yes
3)How did people take it when you told or showed your pictures? I have not any negative feedback. They have been mostly supportive.
4)Have you ever been caught? When I was about 9ish, by my mom in my sister's underwear/
5) If so scary or exciting? just a little scared. The only thing said was don't wear you sister's clothes.
6)Do you remember the first thing you bought? Yes, a black lace one pieces Bali shaper. The scariest I have ever done.
7) Still have it? No.
8)Are you happy with your look? For the most part.
9) What would you change about your look? Loss weight.
10) Short-or long skirts? Knee length mostly, but it usually depends on the outfit.
11)Do you go out dressed? A couple of times a year.
12) What kind of things do you like enjoy out and about? Shopping and going to lunch with a couple of friend.
13) Is there something you want to one day do ( bucket list)A full week of total emersion.
14) Is there someone you try to copy look wise? No, I like what I like. I am not driven by trends.
15) If you could go back and change one thing about your Crossdressing what would it be? Tuff, I like where I am, but I would have like to have gone out when I was younger & prettier.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? No.
17)Is there anyone you fear finding out? My brother and the people I work with.
18)What is your favourite article of clothing? Bras & pantyhose I have to have both.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? I buy 99% of my things in person. Nearly every occasion has been great, if not fun. I have had a couple of time when the SA's have been a little cool, but not hostile. ]
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I will follow the wishes of my wife for the most part. I don't think I will stop again. She mainly doesn't want to see me dressed. So dress when she is not around. I wish to keep her happy first and foremost.

[Samm]

1)Have you ever told anyone you were a Crossdresser? Yes. Just my wife

2) Have you every shown anyone your pictures?
Outside of this forum...Yes. My wife, and some cd/tg friends

3)How did people take it when you told or showed your pictures?
My wife says I take ,more pics of me, than her, which is true.

4)Have you ever been caught?
No, but I've had a few close calls over the years.

5) If so scary or exciting?
Definitely NOT exciting

6)Do you remember the first thing you bought?
I think a pair of pumps online

7) Still have it?
No, but they've been replaced

8)Are you happy with your look?
I'm getting there

9) What would you change about your look?
I have too many tells to list. But it's a toss up between narrower shoulders and no adams apple

10) Short-or long skirts?
Both

11)Do you go out dressed?
Yes

12) What kind of things do you like enjoy out and about?
I'm still building confidence. I started with support groups, then social groups. Lately it's been shopping plazas and outlets.
And a couple of restaurants most recently.

13) Is there something you want to one day do ( bucket list)
I would love to have a professional makeover and photo shoot.

14) Is there someone you try to copy look wise?
Not particularly. I have a look I go for, which does coincide with one of my sisters....

15) If you could go back and change one thing about your Crossdressing what would it be?
I wish I didn't have to hide it so much. It's such a big part of who I am, But I feel I have to.

16) Do you feel being a Crossdresser makes you a better person? If yes how so?
Yes. I never was the typical macho male type. I believe having this feminine part of me is what makes me a caring and compassionate person. To a fault, sometimes.

17)Is there anyone you fear finding out?
Pretty much everyone, since my wife is the only one I've told.

18)What is your favourite article of clothing?
You do know, this is impossible to answer..... but I'd say my favorite boot cut jeans.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks etc?
Not yet....
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
Actually, it's been working out pretty well for us. It's not just the clothes for me, and my wife knows it. She knows when I need to express myself, and sometimes has to tell me to go and dress up.
But I make sure I give her plenty of male mode.

[Joyce Swindell]

1. Over the years I've told sever. My first wife, my sister, my current wife before we were married. My wife (now) told my brother in law (with my permission)
2. Same people as in #1 except my sister. Plus a crossdresser I met here in person once. (never seen them again)
3. Eh...wives participated. No reaction other than compliments
4. My first wife caught me once. She came home a little earlier than expected
5. Very scary to me
6. Not really.
7. No
8. Yes...pretty well. I'm as feminine as I think I can represent when I put in the work.
9. I would really love to have hips/butt to present a better figure
10. Just above the knee
11. As much as I can
12. Shopping, dinner, movies
13. Crossdresser cruise is on my list. I want to enjoy another Southern Comfort Convention this time with my wife. Sit around the campfire in my night gown when I retire
14. Not really. Just looking good enough to pass makes me happy.
15. I might have liked to have done more of it while I was younger, but the internet isn't what it is today for finding like minded folks.
16, Yes I do. I feel it give us a better understanding of both worlds. ("Broader" ? so to speak)
17. Just my customers. Some would be fine I suppose but others not so much. So why give it up? I'll be retiring soon enough!
18. My polka dot dress. But we just got the new bras that hook crisscross under your boobs that I'll be trying on tonight!
19. Nope
20. That we can retire and travel to places and participate in events with other crossdresser groups and friends I've met at the conventions.

[Elizabeth G]

1)Have you ever told anyone you were a Crossdresser?

Yes, my kids, my brothers and some friends.

2) Have you every shown anyone your pictures?

Yes.

3)How did people take it when you told or showed your pictures?

I have yet to get a negative reaction.

4)Have you ever been caught?

Once, by my wife. At the time I was agonizing daily over when and how to tell her when she found a bra. This was 5 minutes before we were leaving to go on a week long vacation with friends.

5) If so scary or exciting?

Definitely NOT exciting!

6)Do you remember the first thing you bought?

No. I think it may have been a pair of pantyhose. I was young and it was over forty years ago so I'm not certain.

7) Still have it?

Anything I had from that time would have long since been purged.

8)Are you happy with your look?

For the most part yes.

9) What would you change about your look?

I'm developing male pattern baldness so I'll never be able to grow my own hair out. I'll always have to wear a wig.

10) Short-or long skirts?

I have skirts that range from a few inches above the knee (but not too short) to maxi length. If I were (a lot) younger I might go shorter but not now.

11)Do you go out dressed?

I have and I really enjoyed it. I have not been able to go out often since my wife found out though. I'm hoping she will eventually be ok with me going out but for now I mostly keep my dressing at home.

12) What kind of things do you like enjoy out and about?

I have a friend who owns a consignment shop so I always stop in to visit and shop, I also like to visit the women at the wig shop I go to. Other than that I just enjoy walking around and poking in places and just looking around.

13) Is there something you want to one day do ( bucket list)

I would love to go out and about with my wife but that is never going to happen.

14) Is there someone you try to copy look wise?

No, not really.

15) If you could go back and change one thing about your Crossdressing what would it be?

I WOULD HAVE TOLD MY WIFE UP FRONT!!!

16) Do you feel being a Crossdresser makes you a better person? If yes how so?

Yes. It's kind of a glass houses thing. How can I be judgemental of others when I am the way I am.

17)Is there anyone you fear finding out?

Not really. I would probably be totally open about it if it my wife was ok with that.

18)What is your favourite article of clothing?

That changes constantly for me, so I would have to say I don't have one.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?

Not really. Most SA's are pretty cool about it and usually quite helpful. I don't try to hide it by telling them it's for my wife or anything like that. My worst experience was when a MUA at a Lancome counter reacted quite coolly to me when I asked about a makeover, telling me "I guess I could do it, it's not against company policy".


20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?

It's been about three and a half years since my wife found out and I'm no longer worried that it will be the catalyst for a divorce. I just hope that we can continue to work on our relationship and that my crossdressing never drives a wedge between us.

[laura.lapinski]

1)Have you ever told anyone you were a Crossdresser? No.
2) Have you every shown anyone your pictures? No. Only headless ones on this site a couple times, and after a while each time I eventually removed them.
3)How did people take it when you told or showed your pictures? Gracious compliments.
4)Have you ever been caught? NO. UPDATE: Well, I just thought of one time when in my twenties, my GF at the time found a Bra in my drawer. She thought I had cheated on her. If memory serves, I think I told her it was mine or for me, but I don't think she bought that line. We broke up, but not over that (I dated her only a year and a half, and actually she cheated on me...maybe twice, but I didn't find out about the first one until after I caught her the second time). I felt scared, and humility in admitting the bra was for me. Not a pleasurable experience at all.
5) If so scary or exciting? Any close call frightens me to death.
6)Do you remember the first thing you bought? NA
7) Still have it? NA
8)Are you happy with your look? When I can dress, I have liked the look.
9) What would you change about your look? Take it further, if I decided that is what I want to do.
10) Short-or long skirts? Mid-thigh, or sweater dresses
11)Do you go out dressed? No
12) What kind of things do you like enjoy out and about? NA
13) Is there something you want to one day do ( bucket list). Get made over, go out without worrying about what time I had to undress and be back home.
14) Is there someone you try to copy look wise? No. But I would imagine I would want to femulate the look I am attracted to. In other words, just look very pretty.
15) If you could go back and change one thing about your Cross-dressing what would it be? I don't have regrets about the life I have, but had I been born in Internet days I might have learned more about myself at a younger age, and may have done a few things different. For example, learning more about psychology and personality types and compatibility at a younger age.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? No. I think I would be no better, no worse if I never crossdressed. My spirit is as it is.
17)Is there anyone you fear finding out? Wife, family, friends.
18)What is your favourite article of clothing? Tight fitting dresses.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? NA
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? For me, I just want tranquility in my life, so this is why I don't come out to anyone. I guess I have it to a level of a happy medium, and keep it mostly in my head.

[Micki_Finn]

Have you ever told anyone you were a Crossdresser? Lots
2) Have you every shown anyone your pictures? Yes lots! I have a public Instagram
3)How did people take it when you told or showed your pictures? Pretty good for the most part
4)Have you ever been caught? No
5) If so scary or exciting? N/A
6)Do you remember the first thing you bought? No
7) Still have it? N/A
8)Are you happy with your look? Yes but there’s always room for improvement
9) What would you change about your look? N/A
10) Short-or long skirts? High-low all the way!
11)Do you go out dressed? Yes
12) What kind of things do you like enjoy out and about? Bars, shows, clubs. Any place with an active social scene and people to see me
13) Is there something you want to one day do ( bucket list) not really
14) Is there someone you try to copy look wise? No
15) If you could go back and change one thing about your Crossdressing what would it be? Would have started drag years ago
16) Do you feel being a Crossdresser makes you a better person? If yes how so? I’m already perfect
17)Is there anyone you fear finding out? No
18)What is your favourite article of clothing? I’ve got my Santee alley coat that I wear everywhere, but my favorite things are the pieces I made myself
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? No
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I don’t think we have any special rules or expectations

[Jenny22]

1) Have you ever told anyone you were a Crossdresser? My youngest sister. Someone in the family needs to know.

2) Have you every shown anyone your pictures? My sister, some 'sister' friends and my manicure tech.

3)How did people take it when you told or showed your pictures? All well. My M-tech couldn't believe it was me. I've been pretty at the salon.

4)Have you ever been caught? No, but my wife found by accident.

5) If so scary or exciting? Very scary.

6)Do you remember the first thing you bought? No... too long ago.

7) Still have it? No

8)Are you happy with your look? Clothing/visual presentation, Yes. large nose, earlobes and wrinkles, No

9) What would you change about your look? Full facial feminization !!!

10) Short-or long skirts? I have both but prefer short.

11)Do you go out dressed? Yes.

12) What kind of things do you like enjoy out and about? Shopping, dining and being with forum friends.

13) Is there something you want to one day do ( bucket list) Yes, have a date with a nice guy.

14) Is there someone you try to copy look wise? No

15) If you could go back and change one thing about your Crossdressing what would it be? To never wish to be a girl and to never CD.

16) Do you feel being a Crossdresser makes you a better person? If yes how so? Yes. I'm more empathetic towards women and to others in any type of minority.

17)Is there anyone you fear finding out? My eldest, Redneck (lovable) son.

18)What is your favourite article of clothing? My thigh highs plus may bra with enclosed girls.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Once in drab to pay for a dress, the clerk said, "did you try it on?" I said, "no, I know my size." Once in femme, paying for a bra, the clerk thanked me, Sir. I let it go.

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? NA. My wife passed away several years ago.

[susanmichelle]

Another 20 Questions
Another 20 questions

It was so much last time thought we would do it again.
. No comments on anyones answer please just your answers . If there is something you do not want to answer or it does not pertain to you just put N/A
Have you ever told anyone you were a Crossdresser? Yes many
2) Have you every shown anyone your pictures? Yes
3)How did people take it when you told or showed your pictures? Some were shocked said they had no idea others were all okay.
4)Have you ever been caught? Yes
5) If so scary or exciting? A Lille bit of both
6)Do you remember the first thing you bought? Yes
7) Still have it? Yes pierced earrings and 10k gold anklet
8)Are you happy with your look? Somewhat fighting a few wrinkles with older age other than that yes.
9) What would you change about your look?
Surgery on forehead and nose.
10) Short-or long skirts? Both look good in both have great legs women are jealous of.
11)Do you go out dressed? Yes often as I can.
12) What kind of things do you like enjoy out and about? Just enjoying life as much as I can. Living with being different.
13) Is there something you want to one day do ( bucket list) Been thinking of going full time. Tired of living a lie.
14) Is there someone you try to copy look wise? No just being myself can?t change anything else.
15) If you could go back and change one thing about your Crossdressing what would it be? To have not purged the first 3 times many years ago. Think about all the money and time I?ve wasted. Plus all the beautiful clothes I?ve thrown out especially my brooks leather dress I had.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Yes gives me more compassion for women what they go through thoughts and emotions feelings etc.
17)Is there anyone you fear finding out? No
18)What is your favourite article of clothing? A few dresses and my body suits.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? No none up to date all have been helpful.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? Yes I told her before we even started dating. We got married for 7 years then when I got hurt at work and couldn?t work anymore money was more important and she told her parents about me dressing and made that the issue instead of her money grubbing. She?s since been married and divorced twice more making 5 divorces in total for her.

[kayegirl]

1. Yes
2. Yes
3 . Wow
4. Yes
5. Scary, but turned out well.
6. Yes, a skirt
7. What after 20+ years?
8. Overall yes.
9. If only I could lose 15 years and 15kilos.
10. Both
11. Yes
12. Just normal day to day activities
13. Yes, But it has to remain a secret, for now.
14. No
15. Be more open at a much earlier time in life.
16. Yes, I am more tolerant, patient and balanced since fully accepting myself.
17. Yes, and that relates to no.13.
18. Where to start....
19. No
20. N/A, that is I don't have an answer.

[Kandi Robbins]

1) Have you ever told anyone you were a Crossdresser? Sure.
2) Have you every shown anyone your pictures? Absolutely.
3)How did people take it when you told or showed your pictures? Enthusiastically.
4)Have you ever been caught? Caught doing what? I am doing nothing wrong.
5) If so scary or exciting? Neither.
6)Do you remember the first thing you bought? Yes.
7) Still have it? No.
8)Are you happy with your look? Then? Extremely unhappy. Now? I am thrilled!!
9) What would you change about your look? I've done quite a bit and am very happy with who I am and how I look.
10) Short-or long skirts? Knee high.
11)Do you go out dressed? Every chance I get, three times a week pre-COVID.
12) What kind of things do you like enjoy out and about? Whatever any other woman would. I volunteer (used to) significantly.
13) Is there something you want to one day do ( bucket list) Be an actual bridesmaid.
14) Is there someone you try to copy look wise? Me.
15) If you could go back and change one thing about your Crossdressing what would it be? I would have accepted it much sooner.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Of course. Any time you are not authentic, you are not you.
17)Is there anyone you fear finding out? Fear, no. Prefer not to, sure.
18)What is your favourite article of clothing? I am very much a dress girl.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Never, ever and I have done so both in male and female modes frequently.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I'm good.

[Nastasha]

1)Have you ever told anyone you were a Crossdresser? Yes
2) Have you every shown anyone your pictures? No
3)How did people take it when you told or showed your pictures? NA
4)Have you ever been caught? Yes
5) If so scary or exciting? Little of both
6)Do you remember the first thing you bought? Yes, some panties and a bra.
7) Still have it? No, went out with my first purge.
8)Are you happy with your look? I suppose
9) What would you change about your look? Not sure.
10) Short-or long skirts? Long
11)Do you go out dressed? Occasionally
12) What kind of things do you like enjoy out and about? Swim, walk , just be out there.
13) Is there something you want to one day do (bucket list) Be able to wear what I want wherever I want.
14) Is there someone you try to copy look wise? Not really no.
15) If you could go back and change one thing about your Crossdressing what would it be? Not purge
16) Do you feel being a Crossdresser makes you a better person? If yes how so? No.
17)Is there anyone you fear finding out? No
18)What is your favourite article of clothing? Wedding dress, I have a few hanging up in my closet.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks etc? There have been a few, but more often than not, it's a positive experience.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? Not an issue - mine knows and is good with it.

[Teresa]

Di,
I know you're asking more for Cders but these questions are ones I've been through .
1) Yes
2) Yes , to me its' part of coming to terms with being a a CDer/or TG
3) Always well accepted if not surprised
4) Yes
5) More scary than exciting
6) Underwear on the pretext of my wife's birthday .
7) Yes .
8) Yes , for my age I feel it's as good as it gets .
9) I'm happy with my look .
10) shorter skirts not comfortable with ones calf length .
11) Full time .
12) My painting class , meeting friends for coffee . Basically integrating in the RW as Teresa .
13) To go on a cruise .
14) No I needed to find my own identity .
15) Coming out sooner .
16) I'm much happier because I'm not denying part of my existence .
17) Everyone knows so there isn't a problem , not forgetting knowing and seeing are two different things , only my son and mother haven't seen me .
18) I don't have a favourite , dressing appropriately for the occasion is more important .
19) I love the interaction with SAs , although in the past I've had some funny experiences when shopping in drab .
20) It wasn't working with my wife so we amicably separated , tough call after 45 years but we are both now happier .

Thanks again Di .

[Asew]

Yes, I have told people I CD.
Yes, I have shown people my pictures (early on my wife had me show a mutual a friend a picture when she was talking about how common CDing is, and I was like yeah it is and showed her the picture).
When I show pictures (or people see me) usually they are ok with it. Never a bad response in person with friends.
I was caught in college by my dorm mate.
It was scary and I was super awkward the rest of the year.
My first purchase was a white long line bra.
That bra was purged decades ago.
I am happy with my style.
But I don't like the weight I gained in the last few years.
Well my most common skirt is around my knees, so middle length skirts? I like long skirts for their flow but they are a tripping hazard and dust collector. I like short skirts for skimpiness but they require constant vigilence for modesty and not how I want to be seen.
Yes, I go out dressed.
I love to combine my trail running with running skirts. I love to so thrift store shopping when dressed. But overall I just like to be dressed for anything.
I don't really have a bucket list besides just eventually being able to just wear what I want when I want.
I don't try to copy any one but I am heavily influenced by 90s fashion.
Well if I accepted it earlier in my life my life would be totally be different now since my wife probably would have never dated me originally. So it would be hard to say I would change anything.
I think being a CDer makes us more accepting of differences.
I am out to everyone I care about. I was initially afraid of telling my mom about my CDing though.
Skirts are my favorite for sure.
I have never had an issue with shopping. Though when my wife worked at Torrid she wanted me to shop at other Torrid's due avoid any workplace drama.
I have a wife who is supportive but has limits. I expect it to stay the same level of acceptance. I wish it had less limits.

[DianeT]

Hi Di, thank you (and the ones who devised these questions) for animating this forum.

1) Have you ever told anyone you were a Crossdresser?
Yes, my wife, but I took a hell of a time to do so.
2) Have you every shown anyone your pictures?
No. Except my avatar picture, but it's far from revealing.
3)How did people take it when you told or showed your pictures?
My wife has been rather puzzled and distressed since I came out. I won't top that with showing her a picture anytime soon (or anytime ever, really, the pictures I take are for me).
4)Have you ever been caught?
Yes, around 10 or 11, by my mother. I was ill and stayed in bed that day, and took the opportunity to dress in a pantyhose I stole from her. She came to check on me and took the sheets down to verify if I was warm, and I got busted. She asked me if I wanted to dress as a girl, I babbled something in response that I don't remember today. I was also keeping a small stash with a few things of her (2 swimsuits and some pantyhose) in a double-walled column of the bed and she found it, I don't remember if it was that same day or another. She told me to not steal her things and didn't speak of it again. I wasn't punished, nor encouraged (e.g. no pantyhose for Christmas like I read in some posts here and there).
5) If so scary or exciting?
It scared the hell out of me. Plus my stepfather (she had remarried) was really brutal with us kids and I stewed for weeks wondering what she had told him, and possibly to neighbors and family as well, as she had a habit of disclosing (and complaining) a lot about her kids to relatives and friends. But I never had any news from it so it's possible she kept that one to her (except her husband presumably).
6)Do you remember the first thing you bought?
Yes, a tube of foundation, 29 years ago.
7) Still have it?
I still have it (it's not empty yet, I didn't use makeup a lot for a good while). Probably not very safe to use anymore :)
8)Are you happy with your look?
Since I finally bought my stuff one year ago (clothes, accessories, forms, wig, heels), I begin now to resemble something. Makeup is still the hard part. So, satisfied, yes, to some extent, but not fooling myself.
9) What would you change about your look?
Wig styling and better makeup.
10) Short-or long skirts?
Short for now, but I'd like long too. Trying to keep the budget under control, so it will wait.
11)Do you go out dressed?
No, and don't intend to change that.
12) What kind of things do you like enjoy out and about?
I'll have to pass on this one, see above.
13) Is there something you want to one day do ( bucket list)
Try pantyhose once with shaved legs.
Makeover once would be nice.
14) Is there someone you try to copy look wise?
Not really, but if I had to choose one it would be Diana Rigg as Emma Peel (whether in a dress or an Alun Hugues training suit), the epitome of modern femininity in my eyes when I was young.
15) If you could go back and change one thing about your Crossdressing what would it be?
Tell my wife at an early stage. Buy my stuff earlier.
16) Do you feel being a Crossdresser makes you a better person? If yes how so?
If anyone ever became awesome by slipping into a panty and dress, I would tend to think he was awesome to begin with. I am not awesome, so, no.
17)Is there anyone you fear finding out?
Since I came out to my wife, not really. Maybe the workplace would be the last I need to know.
18)What is your favourite article of clothing?
Pantyhose.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
I shop online, so the only problem is getting the sizes right and estimating what will fit a 210 lbs male in his fifties from pictures of clothes worn by young females of half this age and weight. I wasn't too bad at this game so far (on the other hand that could just prove that I am merely super-delusional).
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
Being able to keep dressing like I always did: privately, once in a good while.

[HelpMe,Rhonda]

1) Have you ever told anyone you were a Crossdresser? Not in real life
2) Have you every shown anyone your pictures? Only internet folks
3)How did people take it when you told or showed your pictures? N/a
4)Have you ever been caught? Several near misses over the years!
5) If so scary or exciting? Scary
6)Do you remember the first thing you bought? Dress or shoes?
7) Still have it? Nope
8)Are you happy with your look? Sometimes
9) What would you change about your look? No muffin top
10) Short-or long skirts? Below the knee
11)Do you go out dressed? Nope
12) What kind of things do you like enjoy out and about? Well, drab shopping
13) Is there something you want to one day do ( bucket list) Go out dressed
14) Is there someone you try to copy look wise? Your average TV news/weather woman
15) If you could go back and change one thing about your Crossdressing what would it be? The usual, more and earlier
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Don't know how to separate cd from the rest of me
17)Is there anyone you fear finding out? Work
18)What is your favourite article of clothing? LBD
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks etc? Have sometimes felt people looking askance, but sales people have been fine
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? Wish I could guarantee acceptance

[Raychel]

1) Have you ever told anyone you were a Crossdresser?
Yes,, Everyone in my family knows, my ex-wife, and all 3 of my boys. My Father, My sisters, And several friends know

2) Have you every shown anyone your pictures?
Yes, My sisters. and friends

3) How did people take it when you told or showed your pictures?
They really didnt care at all. My sisters were impressed with my wardrobe.

4) Have you ever been caught?
Yes one time by my youngest son in the middle of the night

5) If so scary or exciting?
Neither, Sent back to bed

6) Do you remember the first thing you bought?
Pantyhose

7) Still have it?
Yes I still have some, But certainly not the same pair, :lol2:

8) Are you happy with your look?
Yes, When I look in the mirror when dressed I like what I see when dressed, better then when in guy mode

9) What would you change about your look?
I need to loose some weight, Stomach too big.

10) Short-or long skirts?
Dresses, and mostly long

11) Do you go out dressed?
Only a few times, Not regularly

12) What kind of things do you like enjoy out and about?
One was a Halloween Party, I was very uncomfortable, Another time was to a CD function, that was pretty good

13) Is there something you want to one day do ( bucket list)
Not really CD related

14) Is there someone you try to copy look wise?
No

15) If you could go back and change one thing about your Crossdressing what would it be?
I would have told alot more people a lot sooner

16) Do you feel being a Crossdresser makes you a better person? If yes how so?
I dont know, Not really I guess, It is just part of me.

17)Is there anyone you fear finding out?
Not anymore, My father was the one I was most fearful of. But my ex-wife put me on the spot and I came out and told him

18)What is your favourite article of clothing?
A long dress

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
Never had any issue at all, And yes I have bought in stores before, plenty of times

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
I just hope of any relationship that I am accepted for who I am. Allowed to dress freely as I feel most comfortable

thanks Di for the question, this is fun, :) :) :)

[Kelly DeWinter]

1 )Have you ever told anyone you were a Crossdresser?
Yes

2) Have you every shown anyone your pictures?
OMG Yes, I also keep photos in various rooms throughout the house, One brother is convinced the photo of a cousin he thinks he knows.

3)How did people take it when you told or showed your pictures?
I've never had anything but compliments and encouragement

4)Have you ever been caught?
No

5) If so scary or exciting?
N/A

6)Do you remember the first thing you bought?
Yes, A cute purple skirt.

7) Still have it?
Strangely, yes, haven't worn it in years.

8)Are you happy with your look?
Absolutely,

9) What would you change about your look?
Breast, Hip and Butt Implants and if it ever becomes possible Full Hair implant and full foot reconstruction (Hey , you asked)

10) Short-or long skirts?
Short but not Mini, I do have nice legs, Jeannie agrees

11)Do you go out dressed?
Yes, but not as much as i would like

12) What kind of things do you like enjoy out and about?
Being with friends, shopping, pretty much the same thing i engoy now.

13) Is there something you want to one day do ( bucket list)
I would love to do some modeling, a prom or a wedding.

14) Is there someone you try to copy look wise?
No, not really

15) If you could go back and change one thing about your Crossdressing what would it be?
I would have worked towards transition.

16) Do you feel being a Crossdresser makes you a better person? If yes how so?
Absolutely although I identify more as TG

17)Is there anyone you fear finding out?
Not anymore.

18)What is your favourite article of clothing?
A good foundation garment, It brings everything together don't you think ?

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
Oh yeah, mostly with the older gals. The ocassional look or tone.

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
I'm fortunate to be in a relationship where my wife has know from our beginning, was and is very supporting .

[Pixie_94]

Here I go!

1) Have you ever told anyone you were a Crossdresser?
I have, at some points, mostly to know if there's anything I should do about it.

2) Have you every shown anyone your pictures?
There haven't been any pictures, nor there will be at any time.

3)How did people take it when you told or showed your pictures?
No such pictures exist.

4)Have you ever been caught?
Not exactly caught, rather busted (my stash was discovered).

5) If so scary or exciting?
It was scary and shameful, that shame hasn't gone away.

6)Do you remember the first thing you bought?
I unfortunately remember it.

7) Still have it?
No, I ripped it apart.

8)Are you happy with your look?
Not at all.

9) What would you change about your look?
Less kilos.

10) Short-or long skirts?
None. Only trousers.

11)Do you go out dressed?
No and I will never do it.

12) What kind of things do you like enjoy out and about?
I don't feel enjoyment out of anything recently.

13) Is there something you want to one day do ( bucket list)
No idea of it, I hate thinking about death.

14) Is there someone you try to copy look wise?
No, I don't even have a reference of it.

15) If you could go back and change one thing about your Crossdressing what would it be?
Probably not even trying it.

16) Do you feel being a Crossdresser makes you a better person? If yes how so?
I only feel it causes me trouble.

17)Is there anyone you fear finding out?
Yes, that's why I can't accept this.

18)What is your favourite article of clothing?
Anything that won't cause any trouble.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
Not that I remember, but I can't even get near stores anymore (guilt and shame).

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
I'd try to get rid for good of it if I were to be in a relationship like the above mentioned ones. I know it's often a source of trouble.

[Tomi]

1) Have you ever told anyone you were a Crossdresser?
Yes, my wife and my best friend.

2) Have you every shown anyone your pictures?
No.

3)How did people take it when you told or showed your pictures?
N/A

4)Have you ever been caught?
No, I never dress when my wife is in the house and she knows roughly where my clothes are so she doesn't find it accidentally

5) If so scary or exciting?
N/A

6)Do you remember the first thing you bought?
Yes, it was a black lace bra.

7) Still have it?
No I purged it thinking "it's not me and I'm never gonna do that again"

8)Are you happy with your look?
Yes.

9) What would you change about your look?
My butt doesn't look nearly as good with a pencil skirt as on a girl but I wouldn't change it (maybe butt pads). I like being a man

10) Short-or long skirts?
Short skater skirt and medium pencil skirt.

11)Do you go out dressed?
No, just underdress.

12) What kind of things do you like enjoy out and about?
N/A

13) Is there something you want to one day do ( bucket list)
Have sex while dressed and maybe going out for a coffee or a drink dressed

14) Is there someone you try to copy look wise?
Secretarys

15) If you could go back and change one thing about your Crossdressing what would it be?
I wouldn't change a thing

16) Do you feel being a Crossdresser makes you a better person? If yes how so?
No, not really.

17)Is there anyone you fear finding out?
My coworkers

18)What is your favourite article of clothing?
Bra. It was the first item I put on so first love I guess.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
No, sa's always pretended to think it's for someone else.

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
I wished that I could dress in my home study after everyone went asleep but my wife is uncomfortable with the thought of me dressing in the next room, or if there were prearanged times when I could dress at home freely. But for now I take what I can get and I'm not comlaining. I'm happy that she knows and accepts/tolerates it.

[Stephanie47]

1) My wife
2) Don't take pictures, so n/a
3) n/a
4) Yes
5) Scary as it was a nosy neighbor family, who probably told other neighbors
6) Yes, a pink peignoir set
7) Yes, it is vintage now. Bought in 1972 or 1973
8) Generally speaking, yes. I am 72 years old, so I have the aged face of a 72 year old
9) Can't go back fifty years, so I am resigned to it
10) Knee length dresses preferred, Range is three inches above the knee to floor length, like summer dresses
11) Yes, in the evening when the opportunity arises
12) I take evening strolls. I like the way the skirt of my dress and slip is played with by a gentle breeze.
13) I'd like to be able to find a local group of ladies to socialize with. The closest is about forty miles away.
14) No, other than the general category of a middle age woman who dresses tastefully in dresses
15) The seemingly impossible quest to find an accepting wife
16) Yes, it has had the effect of not judging others for who they are as long as they are not hurting others.
17) Yes, probably my son and daughter because, although they are great kids, I don't know how they would react. Destroying their image of dear old dad
18) A full slip
19) Not really a bad experience. Several times I sensed some women were uncomfortable with a man buying women's clothing even though I was neatly attired as a man. I had to assume they all had bad experiences with cross dressers. Some I sensed a deep dislike for cross dresser or transwomen.
20) Wow, I could write a book. Basically, I firmly believe the entire cross dressing issue should be hashed out before getting serious. None of this fashion creep. No starting off with panties and ending up drop dead gorgeous in a wedding dress. Surprise honey!!! If you're already into the wig, makeup, breasts forum and hip/butt pads let her know. On the woman's side, either accept him or walk away. Don't think it is cute, then do a 180 and nag him forever. If the woman finds cross dressing totally unacceptable, then get out of the relationship, kids and all. Don't make life unbearable for yourself and him. If a wife finds it tolerable but does not want to see it, then give him for space to express himself. That may be tough to do when you married a hairy ape and then he appears totally shaved. Me? My wife and I have it worked out in the sense she says nothing and I do nothing to upset her. My wife was a victim of female sexual assault in the army. An 18 year girl from a small town was not expecting to meet a woman who preyed on girls like her. Any transformation of myself into her life as a woman is a non starter. She wants that handsome young man she fell in love with. We worked it out in the manner I always have stated on this forum. "I do not know why I do what I do!" No bullshit about my feminine side. At this stage of life I would feel totally uncomfortable dressing in front of her as a woman.

[2B Natasha]

1) Have you ever told anyone you were a Crossdresser? Yes. Many people

2) Have you every shown anyone your pictures? Yes. Many people outside this web site. Those that want to see. Some do, some don't. I/We have gone so far as to go to a professional photographer and had photos taken of us. Super fun. I've been thinking about it going again. I've changed, we've changed. Document it. I highly recommend it to everyone. Chance to laugh and have both of you in the photo with the correct light and setting. Surly there is a photo studio in your area that would take your photo. Photographers love that stuff.

3)How did people take it when you told or showed your pictures? That's hard to say really. Most I think have been supporting. Never had anybody laugh or say anything negative, to my face.

4)Have you ever been caught? No

5) If so scary or exciting? N/A

6)Do you remember the first thing you bought? Not the first thing. But I do remember certain items that I bought that where early on for sure. The first outfit I bought, if you could call it that. That a white tee, black strip pants ( the real ones the first time they where popular ) knee high nylons and a pair or black patent sling back flats. All from JC Pennys. Ordered all of it over the phone.

7) Still have it? No. That was the first purge. I got all the clothes put them all on. Lord knows how or why, but they all fit perfect. God I loved those clothes. Felt on to of the world wearing them. Like those clothes you put on the first day of school. I owned them for a couple of days maybe a week. Freaked out that my mother or brothers where going to find them. Stashed them in my car. Found a very deserted road that could drive to work on. Then proceeded to throw them all out the window. I still drive that road and think about those clothes. How they felt and looked. I also feel bad about the littering. Should have just sent them to goodwill.

8)Are you happy with your look? For the most part ya. It's a body image thing that get me. I love my look.

9) What would you change about your look? My acceptance of how I look. I've recently decided to go sans wig. Wigs are really hot and get everywhere. I've been shaving my head now for about 30 years. Not really a hair on my type. Anyway. Looking in the mirror without the hair I still see a lot of the masculine self that tends to disappear when you put on a wig. A wig give you a thing to hide under. So i've recently changed that and I need to get comfortable with that. It's coming along. I still have the wigs if I ever want to go that route again.

10) Short-or long skirts? Yes. I own both but I would say this. I seem to gravitate to the long type skirts, Maxi's and such but dresses I tend to wear shorter. Nothing really in between. No midi skirts or dresses that hit at or below the knee either.

11)Do you go out dressed? yes

12) What kind of things do you like enjoy out and about? Theatre, We are regulars at the Rep. Restaurants, shopping, driving, lounging, That rush of adrenaline when get's dressing and going out has left. Going out dressed is just a thing now. My normal.

13) Is there something you want to one day do ( bucket list) No Not really. There are things i want to do sure. But nothing on a bucket list really that has to include a dress. Things on my bucket list are adventures.

14) Is there someone you try to copy look wise? No not really. Not anymore.

15) If you could go back and change one thing about your Crossdressing what would it be? Start earlier! if this is the path that life wants me to go down, and it seems to be. I would have liked to have come to grips with it earlier. Had the time to find a style. Find a group of close friends that I could be me with. Take all that wasted energy fighting with myself and channel it into something productive.

16) Do you feel being a Crossdresser makes you a better person? If yes how so? Heard to say really. Most of my family is very aware of societal needs and try hard to be good stewards of the earth and friend to all men. So I am like that also already. Am I more in tune with the wife on certain things? S'pose.

17)Is there anyone you fear finding out? Only my oldest brother. Not sure how he react. Don't really care actually. What I am concerned about is how it would spill over into my mothers life. I don't need him bitch'n and winning and complaining to her. She doesn't need that.

18)What is your favorite article of clothing? I don't have 1 favorite. I have several really. A red lace dress, a red knit top, a four color Maxi skirt, a pair of faux leather leggings, White button down tunic top.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Only once. It was a Macy's sales clerk that wouldn't let me use the changing room. I put the article back and left. I don't really shop there any more. Not because of that. They've just become such a mess inside. Closing stores and packing it all into the remaining stores. It's all hodge lodge in their stores now.

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? Since I told her from day one. And I told her that I wasn't planning on changing or stopping. Thats sounds like a laid down some edict I know. I did. The point was that if she chose to stay and date that this is not open for debate. Get on board or jump ship but don't come at me later saying anything like. I wish I knew this before. In turn. I accept all of her idiosyncrasy and don't ask her to change. Nothing really beyond what it is now. I've typed this out before, but it seems to be a continual question. She and I have made the same pledge to each other. Neither of us are going to do anything that will endanger PURPOSELY our revenue stream. I'm not going to post weird stuff on the net and make sex tapes and had them out as an example. Neither is she. But is we are out and run into a boss or a friend, so be it. And that has happened on occasion. We just behave like normal as if there is nothing unusual, because there isn't anything unusual.

[GracieRose]

1)Have you ever told anyone you were a Crossdresser? Just my wife
2) Have you every shown anyone your pictures? No
3)How did people take it when you told or showed your pictures? N/A
4)Have you ever been caught? Not by anyone I know. I've had a few strangers that obviously figured out that I wasn't a GG.
5) If so scary or exciting? N/A
6)Do you remember the first thing you bought? A long blond wig as a teenager. Boy, the story that I had put together to tell the SA why I was buying it. In retrospect, I'm sure she knew what was going on.
7) Still have it? No
8)Are you happy with your look? Mostly. I could do better with more practice and professional advice.
9) What would you change about your look? Anything to 'pass' or 'blend' better
10) Short-or long skirts? knee length, like GGs my age would wear.
11)Do you go out dressed? Yes
12) What kind of things do you like enjoy out and about? The daily activities of life; shopping, taking walks in the park.
13) Is there something you want to one day do ( bucket list) Go full time as a girl for a week or so, probably on a trip somewhere.
14) Is there someone you try to copy look wise? No
15) If you could go back and change one thing about your Crossdressing what would it be? I wish I could have been more comfortable with it, and less guilty, at an earlier age.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Probably yes. I am probably more sympathetic to others that are considered 'not normal' by the general population
17)Is there anyone you fear finding out? My wife fears anyone finding out. My concern with being 'found out' is how it would upset my wife.
18)What is your favourite article of clothing? probably a bra
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Never
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I would like to be more out about it with others, but that would disturb my wife, so it is what it is.

[Sara Jessica]

This looks like a fun diversion...

1) Have you ever told anyone you were a Crossdresser?

Disclosed being TG to many people, yet still firmly planted in a closet.

One can be out but not out.

2) Have you every shown anyone your pictures?

Yes, see #1.

3)How did people take it when you told or showed your pictures?

I pick my battles well, 100% positive.

4)Have you ever been caught?

Yes, by son in the wee hours of a dark morning. We have yet to speak of it. He isn't certain of what he saw from what I can tell.

5) If so scary or exciting?

Neither.

6)Do you remember the first thing you bought?

Aside from buying my own panties or hosiery, I remember buying my first heels of my own. Highlights black pumps from Payless. They had a cute scalloped pattern along the back of the heel box.

7) Still have it?

Nope, I became a designer snob and eschewed all things Payless.

8)Are you happy with your look?

Generally, yes.

9) What would you change about your look?

COVID-19 has been a good excuse for some weight gain. I eat regularly and more than ever before, not to mention the alcohol as a coping crutch (what is your COVID-19 alcoholic name? Your first name and your last name.

Times like these should present with more time than ever to exercise and be able to express ourselves in the body we want.

10) Short-or long skirts?

Both.

11)Do you go out dressed?

Often, or at least used to.

12) What kind of things do you like enjoy out and about?

Being with friends.

Rain.

Dinner.

Drinking.

Vegas.

Gambling.

Makeovers were always fun, especially when trying to be the best I can be.

Being with friends.

13) Is there something you want to one day do ( bucket list)

Nothing is really left.

14) Is there someone you try to copy look wise?

Not really. I often try to remind myself that less is often more. One of my BFF's, Diana (a natal female) can pull off the most amazing looks with less. I hate being overcooked next to her.

15) If you could go back and change one thing about your Crossdressing what would it be?

To be a crossdresser.

16) Do you feel being a Crossdresser makes you a better person? If yes how so?

Being transgender and/or transsexual by nature, I feel as if I have a perspective that does in fact make me a better person.

17)Is there anyone you fear finding out?

Four years ago I'd have answered that I really feared no one. I was keeping this to myself out of convenience but being with the same company for 20-ish years, I was secure in that I'd weather the storm if anyone found out. Having changed jobs a few years ago, my position is even more high profile and the lack of longevity there gives me pause. I shouldn't feel that way. The subject came up during annual sexual harassment training in terms of the weekend warrior TG individual shall not be harassed. The times, they are indeed changing.

18)What is your favourite article of clothing?

It isn't about an article of clothing, it is about the entire look.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?

Rarely.

20) What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?

Early in my marriage, I used to wish every single day that I would somehow achieve a level of understanding with my spouse that is greater than when I awoke, only to be disappointed daily by the time I went to sleep. Now, there are no hopes or expectations in this regard. She knows of my essence. She knows how it manifested itself in the past, how it does now and how it might in the future. That is all I can expect.

[TheHiddenMe]

Another 20 questions It was so much last time thought we would do it again.

Thanks.
. No comments on anyones answer please just your answers . If there is something you do not want to answer or it does not pertain to you just put N/A
Have you ever told anyone you were a Crossdresser?

Yes, but not anyone who knows the male me.

2) Have you every shown anyone your pictures?

Yes. Clerks, my GG friends, plus I write guest posts at Kandi's blog with my pictures.

3)How did people take it when you told or showed your pictures?

The first time was a clerk and I showed her a picture of me wearing a dress I wanted. She asked when my wife tried it on. I told her it was me.

4)Have you ever been caught?

No; well, my wife found out one time that I had been out without her knowing (I've been out lots of times without her knowledge) and caught me before I could clean up. That wasn't great.

5) If so scary or exciting?

More of an "oh s#$@".

6)Do you remember the first thing you bought?

Probably panties.

7) Still have it?

No.

8)Are you happy with your look?

Yes. Still would like to be a bit thinner.

9) What would you change about your look?

Be better at lipstick and eye makeup.

10) Short-or long skirts?

Definitely short. I've got great legs, so I'm told.

11)Do you go out dressed?

Yes, when not social distancing.

12) What kind of things do you like enjoy out and about?

Try on clothes, dinner, drinks with my GG friends.

13) Is there something you want to one day do ( bucket list)

Probably fly pretty.

14) Is there someone you try to copy look wise?

No.

15) If you could go back and change one thing about your Crossdressing what would it be?

I wouldn't have waited so long to start going out.

16) Do you feel being a Crossdresser makes you a better person? If yes how so?

No, it's just a part of me. I've wanted to try on dresses since I was 6 or 7 years old. Still do.

17)Is there anyone you fear finding out?

No.

18)What is your favourite article of clothing?

Dresses.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?

I have bought the majority of my clothes, and most in person, generally dressed.

No negative issues. Lots of positive issues. Made friends with two SAs I met and a nail tech I met. I've been lucky. Also had lots of positive experiences.

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?

Married, and my wife knows. She's reasonably tolerant. I just wish she were slightly more accepting.

[marlacd]

Have you ever told anyone you were a Crossdresser?
A few that I met online. Nobody that knows me on an ongoing basis.

2) Have you ever shown anyone your pictures?
Only what I posted online.


3)How did people take it when you told or showed your pictures?
Others seemed to like them, but they were CD's also.

4)Have you ever been caught?
No.

5) If so scary or exciting?
Came close a couple times. VERY scary!

6)Do you remember the first thing you bought?
Nope, too long ago.

7) Still have it?
Nope. I can't remember it, so I don't have it.

8)Are you happy with your look?
Depends on what day it is.

9) What would you change about your look?
Shorter. I'd be braver, then.

10) Short-or long skirts?
Depends on how I feel.

11)Do you go out dressed?
No.


13) Is there something you want to one day do ( bucket list)
uhh, no.

14) Is there someone you try to copy look wise?
No

15) If you could go back and change one thing about your Crossdressing what would it be?
Grown my hair longer. (When I had more)

16) Do you feel being a Crossdresser makes you a better person? If yes how so?
I have more empathy for women.

17)Is there anyone you fear finding out?
Everyone. Which is why I don't go out. It's a work thing.

18)What is your favourite article of clothing?
Tough call. There again, it's what mood I happen to be in.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
None.

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
Oh I dropped that all. Women are just too funny about men dressing up.

[Cynthia_0101]

1) Have you ever told anyone you were a Crossdresser? Yes, around 5 people.
2) Have you every shown anyone your pictures? Yes I have. Post quite a few to Twitter.
3) How did people take it when you told or showed your pictures? Seemed okay, never realy asked their opinions.
4) Have you ever been caught? No
5) If so scary or exciting?
6) Do you remember the first thing you bought? Clothing wise was a skirt from a second hand store and makeup was some terrible selections lipstick and eyeshadow.
7) Still have it? The skirt yes, makeup no.
8) Are you happy with your look? It still needs work but overall it's not nad right now.
9) What would you change about your look? I still really need to work on my makeup skills, the lips to be accurate.
10) Short-or long skirts? Long
11) Do you go out dressed? Only into the back yard.
12) What kind of things do you like enjoy out and about?
13) Is there something you want to one day do ( bucket list) Would love to get a profesional makeover.
14) Is there someone you try to copy look wise? No.
15) If you could go back and change one thing about your Crossdressing what would it be? Start sooner. It sucks trying to play catch-up with the skills.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? I think so, I am more aware of what Women have to go through day to day just to be thought of as human, let alone how they are supposed to portray themselves to society.
17) Is there anyone you fear finding out? Not really, if it ever happens I will deal with it then.
18) What is your favourite article of clothing? Some blouses I was gifted from my wife.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? None at all, they don't care why you are there as long as you spend money.
20) What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I knew it was something I had to tell her otherwise it would eat me up inside. It turned out great.

[SaraLin]

I feel I'm a bit more -um- trans, but here are my answers anyway...

1)Have you ever told anyone you were a Crossdresser? Yes. My friends and family know.
2) Have you every shown anyone your pictures? I don't really take pictures much.
3)How did people take it when you told or showed your pictures? N/A
4)Have you ever been caught? Yes.
5) If so scary or exciting? Scary. and then some.
6)Do you remember the first thing you bought? I think it was a pink terrycloth cover up. It was a long time ago... back when they were popular.
7) Still have it? no.
8)Are you happy with your look?no.
9) What would you change about your look? How about a complete body transplant? Can't seem to hide the male, no matter how I try.
10) Short-or long skirts? I like both, but with my veins, long is better.
11)Do you go out dressed? not any more.
12) What kind of things do you like enjoy out and about? N/A these days. Back when I did - just being/doing 'normal' stuff.
13) Is there something you want to one day do ( bucket list) spend an entire day/week/whatever as "just another woman in the crowd" NO double takes, giggles, or stares from ANYone.
14) Is there someone you try to copy look wise? Not really
15) If you could go back and change one thing about your Crossdressing what would it be? Less restriction, more breathing room.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Not exactly. I think it's more the other way around. Because I can't "buy in" to the male stereotypes, because I'm more aware of others' feelings, because I feel like I am more sensitive, caring, etc. - because of who I am, I dress.
17)Is there anyone you fear finding out? Fear? not really. I do keep it private because my wife insists - and it's just plain easier to dress the way people expect.
18)What is your favourite article of clothing? I'm not sure I have a favorite. Maybe my Tweety Bird T-shirt? I don't wear it much, in order not to wear it out.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? My biggest issue was getting a wig (long ago). I kept getting background grumbling about "freaks" and "perverts"
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I have no expectations of improvement. My wife is pretty firm in her stance. My wish is, of course, that she'd wholly embrace this side of me.

[michelleddg]

Fun! I'll play

1) Have you ever told anyone you were a crossdresser? Only my wife and service providers (hair, nails, makeup, lashes).
2) Have you every shown anyone your pictures? Same as 1).
3) How did people take it when you told or showed your pictures? They?re usually rather amazed, both that the photos are of me and that the transformation is compelling.
4) Have you ever been caught? No, I?m very cautious.
5) If so scary or exciting?
6) Do you remember the first thing you bought? Yes, of course. Pantyhose at the corner pharmacy in 10th grade.
7) Still have it? No, but I still have a variety of purchases 40 years old or older
8) Are you happy with your look? Generally yes.
9) What would you change about your look? Not crazy about galloping old age, but it beats the alternative.
10) Short-or long skirts? Knee length.
11) Do you go out dressed? On average I go 24/7 for a week or two a few times a year, coincident with my wife being out of town. This includes an annual week in Las Vegas every February.
12) What kind of things do you like enjoy out and about? Fine dining, wine bars, shopping, pampering (hair, nails, makeup, lashes)
13) Is there something you want to one day do (bucket list)? I?ve been working on my bucket list steadily for 10 or so years, it?s pretty much exhausted.
14) Is there someone you try to copy look wise? Not really.
15) If you could go back and change one thing about your crossdressing what would it be? Like most of the ladies here, I would have started perfecting my craft decades earlier.
16) Do you feel being a crossdresser makes you a better person? Not really.
17) Is there anyone you fear finding out? No need for any family, friends or work colleagues knowing. I?m very private about this.
18) What is your favourite article of clothing? I bought a splurge of a lifetime pair of Stuart Weitzman black high heels 6 years ago. Still love them.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks etc? Not really. I strongly believe in ?live? shopping to ensure I like what I get. I?ve also had lovely experiences with personal shoppers at Macy?s and Nieman Marcus.
20) What are your expectations of marriage or relationships that pertain to crossdressing? Or what do you wish/ hope for if you do not have it worked out with your partner? My wife and I have both reached our happy places with my dressing. She?s comfortable it?s harmless and glad it makes my happy as long as she doesn?t need to be involved. I?ve made my peace that it?s an integral part of me and no longer feel the shame and guilt I had for much of my early adult life.

[jacques]

1) Have you ever told anyone you were a Crossdresser? I told my wife I am
2) Have you every shown anyone your pictures? no pictures
3)How did people take it when you told or showed your pictures?
4)Have you ever been caught? sort of
5) If so scary or exciting? both
6)Do you remember the first thing you bought? yes
7) Still have it? probably
8)Are you happy with your look? yes
9) What would you change about your look?
10) Short-or long skirts? both
11)Do you go out dressed? underdressed
12) What kind of things do you like enjoy out and about?
13) Is there something you want to one day do ( bucket list) - rid the world of bigotry
14) Is there someone you try to copy look wise?
15) If you could go back and change one thing about your Crossdressing what would it be? accept myself sooner
16) Do you feel being a Crossdresser makes you a better person? If yes how so? yes. feel complete
17)Is there anyone you fear finding out?
18)What is your favourite article of clothing?
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? always shop for myself. only been refused once.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?

[phili]

1) Have you ever told anyone you were a Crossdresser? IYes- wife and daughter, best friend, neighbors, and anyone who sees me out
2) Have you every shown anyone your pictures? a friend in sewing class
3)How did people take it when you told or showed your pictures? She showed me hers- we had the same taste in sexy clothes
4)Have you ever been caught? NA I don't want to feel like I am subject to being 'caught' as if it is illegitimate
5) If so scary or exciting? NA
6)Do you remember the first thing you bought? No- but I remember how kind the SA was in Banana Republic passing me some very nice things, and I still remember the outfit I bought, and in particular the stunning 'look at me' blouse! I started as a child with free clothes from abandoned items in lost and found bins or free clothes giveaways and moved to thrift stores- so going downtown and actually buying regular price clothes was very memorable!
7) Still have it? I still have the black skirt but wistfully had to return the grey satin wrap top- it just didn't quite fit and at the time i didn't have the sewing skills to alter it.
8)Are you happy with your look? yes
9) What would you change about your look? As long as I look how I feel I am good!
10) Short-or long skirts? both
11)Do you go out dressed? Yes
12) What kind of things do you like enjoy out and about? Shopping, classes, museums, sightseeing
13) Is there something you want to one day do ( bucket list) I'm doing what is possible. If my wife dies before me, I will enjoy being perfectly free to be myself.
14) Is there someone you try to copy look wise? No
15) If you could go back and change one thing about your Crossdressing what would it be? Realized it was going to be really important and make sure it was a feature, not a bug, in my marriage.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Yes. I feel more complete and emotionally competent.
17)Is there anyone you fear finding out? No
18)What is your favourite article of clothing? I have lots of them - under and outerwear- I put them on and suddenly all is right with the world.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? No- almost every shop is positive. Only once kind of given the evil eye.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I have come to respect the fact that my wife is wired to react very strongly to anything that seems out of the ordinary safe zone of social life. So I have the challenge of making sure I keep it to myself, and effectively use any time we are apart.

[Tina Davis]

1)Have you ever told anyone you were a Crossdresser? Yes. Wife, daughter, and doctors (primary care, two therapists, and a social worker).
2) Have you every shown anyone your pictures?
Aside from here, to a couple of SAs.
3)How did people take it when you told or showed your pictures?
Either compliments or no reaction.
4)Have you ever been caught?
Yes, a few times.
5) If so scary or exciting?
Extremely scary, every single time.
6)Do you remember the first thing you bought?
Probably some pantyhose. Definitely remember the first dress I bought myself, a navy blue shirtdress with a belt.
7) Still have it?
No, all went in a purge when I moved in with my future wife.
8)Are you happy with your look?
For the most part, yes.
9) What would you change about your look?
I can always lose a few pounds, but I'd really like to get rid of my thick neck.
10) Short-or long skirts?
Short, nothing below the knee.
11)Do you go out dressed?
Yes.
12) What kind of things do you like enjoy out and about?
Shopping, dining out, meeting other CD/TG people.
13) Is there something you want to one day do ( bucket list)
It's a long list right now, includes a real bra fitting and going to work dressed.
14) Is there someone you try to copy look wise?
No.
15) If you could go back and change one thing about your Crossdressing what would it be?
To become more comfortable with it a lot sooner, and then to be able to tell my wife without all of the guilt.
16) Do you feel being a Crossdresser makes you a better person? If yes how so?
No. All the hiding I've done does not make me a better person.
17)Is there anyone you fear finding out?
No, although there are many people I would rather not have them know about it.
18)What is your favourite article of clothing?
Shoes have always been my favorite, I prefer the classic black pump with a stiletto heel.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
None that I've encountered. Both in male and female mode.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
Because my initial entry into CD was from a fetish point, I tried to hide it. I realize now that I should have been honest and upfront about my dressing before we got married. In my own circumstances, I wish that I could talk to her about dressing without the anger and hostility that she exhibits, even as she is tolerant/accepting to other LGBTQ people. Yes, another NIMBY relationship...

[kimdl93]

1) Have you ever told anyone you were a Crossdresser? Yes, including family members, friends and colleagues,
2) Have you every shown anyone your pictures? Yes
3)How did people take it when you told or showed your pictures? Generally, the comments were positive
4)Have you ever been caught? Not really. Close calls
5) If so scary or exciting? Close calls were scary.
6)Do you remember the first thing you bought? Panty hose
7) Still have it? No
8)Are you happy with your look? Meh...sometimes I think I look OK. Sometimes, I can?t bear to look in the mirror.
9) What would you change about your look? Not so masculine in stature and facial features.
10) Short-or long skirts? Depends... in summer casual/sports clothes I?ll wear shorter skirts. Also enjoy knee length in business casual, midi or floor length in other times. Not much opportunity to dress formally.
11)Do you go out dressed? Yes
12) What kind of things do you like enjoy out and about? When I go out in the real world I feel normal...part of life.
13) Is there something you want to one day do ( bucket list). Travel Europe as a woman.
14) Is there someone you try to copy look wise? Ha. Helen Mirren, Meryl Streep
15) If you could go back and change one thing about your Crossdressing what would it be? I would not feel ashamed.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? No. I think the shame and hiding have had numerous negative impacts on my conduct and relationships.
17)Is there anyone you fear finding out? Yes, my sons don?t know the full extent of my lifestyle.
18)What is your favourite article of clothing? Nothing in particular, but I do love sweaters
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Never once.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I have no expectations of ever having another relationship after two long term relationships totaling more than 40 years. My ex wives can barely bring themselves to acknowledge my existence. I am not willing to risk that a third time.

[Hayley Comets]

1)Have you ever told anyone you were a Crossdresser?
Yes, my ex gf and also my female best friend.

2) Have you every shown anyone your pictures?
Yes, to the above parties, though they have also seen me ?live?.

3)How did people take it when you told or showed your pictures?
Initially shocked, some form of disappointment which then eventually changed to being supportive.

4)Have you ever been caught?
Yes, not by a person I know. By hotel staff and gym staff.

5) If so scary or exciting?
Definitely scary. Situations happened overseas and I didn?t know how they would react.

6)Do you remember the first thing you bought?
Orange Nike bra and gym shorts!

7) Still have it?
Sadly no. It was kept the longest but ultimately got rid of it during a ?purge?

8)Are you happy with your look?
My ideal body has always been a fit athletic girl, though my body has changed from being ?cheerleader fit? to ?CrossFit gym fit? over the years. So technically still happy?

9) What would you change about your look?
Hair! My job doesn?t allow me to keep my hair out. But if I ever could I would love an asymmetric bob!

10) Short-or long skirts?
Short! Because I?m tall and legs for days!

11)Do you go out dressed?
Not anymore. I used to do so on overseas trips.

12) What kind of things do you like enjoy out and about?
Anything sporty. Would love a good hike!

13) Is there something you want to one day do ( bucket list)
Be able to go out and stay a prolonged as a girl

14) Is there someone you try to copy look wise?
Changes all the time! Lol buy aesthetics would be 1989 Taylor Swift but I wanna a fit body like Janet Layug!

15) If you could go back and change one thing about your Crossdressing what would it be?
Start earlier, don?t be scared and end up purging. Lost a lot of good clothes that way


16) Do you feel being a Crossdresser makes you a better person? If yes how so?
On hindsight yes, it?s an expression of myself and it feels comfortable. But no doubt there were ALOT of struggles.

17)Is there anyone you fear finding out?
My current partner. She?s probably the one. So I?m not sure I ever want to drop this bombshell on her

18)What is your favourite article of clothing?
Lululemon align leggings and align tank!

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
I?m pretty confident irl as a guy, so I always pull off the it?s a gift for so and so

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
Honestly I don?t know with my current partner. I don?t get how it would work out. Or at least I can?t imagine it happening right now

[BTWimRobin]

1)Have you ever told anyone you were a Crossdresser? Yes, I?m out to both my wife and my aunt

2) Have you every shown anyone your pictures? No

3)How did people take it when you told or showed your pictures? N/A

4)Have you ever been caught? Yes, wearing mascara by a girlfriend a loooooong time ago. I didn?t get it all off

5) If so scary or exciting? Very scary ... she flipped out

6)Do you remember the first thing you bought? The above mascara

7) Still have it? Nope, it got thrown out after the GF at the time caught me

8)Are you happy with your look? It?s starting to come together, a work in progress

9) What would you change about your look? I would really like to add a wig, makeup and earings

10) Short-or long skirts? I only have one knee length skirt

11)Do you go out dressed? Hybrid mode

12) What kind of things do you like enjoy out and about? I usually go shopping

13) Is there something you want to one day do ( bucket list)?
Go someplace where I can feel comfortable being me, P-Town for example.
Pierce my ears
Get a makeover
Get a wig

14) Is there someone you try to copy look wise? Not really

15) If you could go back and change one thing about your Crossdressing what would it be? Admit to myself sooner in life that I?m a crossdresser.

16) Do you feel being a Crossdresser makes you a better person? If yes how so? Yes, It really puts into perspective how much time and effort cis-women put into their look

17)Is there anyone you fear finding out? I live in a small town and don?t want to be labeled the town crossdresser.

18)What is your favourite article of clothing? Leggings ?. But I bought a pair of boot cut jeans which are really up there

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? So far there have been no issues. All were positive, empowering experiences.

20)What are your expectations of marriage or relationships that pertain to crossdressing? Or what do you wish/ hope for if you do not have it worked out with your partner? My wife?s only rules are nothing over the top, and no prancing. Whatever that means is up to interpretation. I wish we would talk about it more or at least my wife maybe comment from time to time. For example, I?ve been wearing pink nail polish on my toes for a couple of weeks. She has not said a word. I don?t know if she noticed or not. I just go with the no news is good news rule. She does let me know when my fingernail are getting too long but never says anything about the clear polish I wear.

[ellbee]

Seriously, thanks *so* much for doing these!!

Not only is it a great way for all of us to get involved with one another & be more active on the forum, but it can also be quite interesting & helpful, too. And I feel so honored to be able to participate! :battingeyelashes:



1) Have you ever told anyone you were a Crossdresser?

Quite a few! Voluntarily, at that, LOL. And not only did they hear it via words, but oftentimes also thru pics -- and even in-person!


2) Have you ever shown anyone your pictures?

See above.


3) How did people take it when you told or showed your pictures?

Way back when, online with male "internet strangers"? They thought I was a GG -- and proceeded to hit on me. Really opened my eyes! :confused2:

For those I know/knew IRL? They legit didn't believe it was me -- and I'm talking some serious, no-nonsense type of GG's. They immediately started treating me differently, but in a *positive* way! One that really stuck out to me, was a former GG-co-worker, who became very excited & unexpectedly privately shared with me how her hubby was a CD'er, as well. Even sought some advice about it from me, which I did the best I could while keeping both parties' well-being in mind.


4) Have you ever been caught?

Ugh, too many times, LOL! And no, it was never "planned" or anything. I think the first time was when I was like 8 or 9, long after I had started swiping some of her stuff? Hi, mom! :wave2: She was really cool & fair about it, though. Not encouraging, nor discouraging. It seems as though she was simply trying to gauge how "deep" it was for me, i.e., was I perhaps a TS-in-the-making? Or something a bit less "serious"? And this was decades ago, mind you.

Other times I've been caught/seen in passing, say, by a few males who I knew & figured out it was me by other unavoidable cues (car, place of residence, etc.). They, on the other hand, were not so kind. :thumbsdn:

Other GG's I knew? Maybe a bit confused, curious, even dropping hints that they had seen me, whatever. Nothing ever bad, per se, from them.


5) If so scary or exciting?

More on the "scary" side of things. Nervous, ashamed, guilty. Never exciting. In the case of my mom, also almost some disappointment on my part, as I kinda wish she had been more "encouraging" or running with it more... But looking back, I also understand why she didn't go that route, rightfully so.


6) Do you remember the first thing you bought?

I started dressing at a pretty young age (6 years old) -- with no sisters, at that. And I recall being attracted to & wanting to wear myself, things when I was like just 3 or 4? I say all this, because I made do for a very long time before having to actually purchase something in a store. For instance, I'd modify all kinds of things of mine (pillowcases, t-shirts, shorts, etc.) into skirts or dresses. Pretty amazing what one can accomplish with just some scissors, needle & thread, plus some vision, ingenuity & creativity! :D

Fast-forward to when I was a teenager. Maybe 14 or 15? Kid on a mission: Rode my bike a very long distance on some busy roads, by myself, a few towns over. Some regional department store, now long-defunct, kinda like a K-Mart. Hit the women's section, tried on some stuff (in the men's fitting room), ended up sheepishly buying a short red skirt, I want to say? :strugglin I dunno, so long ago.


7) Still have it?

Even if I did... Do you honestly think I could still fit into it?? :roflmao:


8) Are you happy with your look?

Yeah, I'm good, thanks! Of course, past my prime, IMO, with all this... But I certainly had my fill when it mattered most. So, no regrets there. Happy where I am now.


9) What would you change about your look?

Throughout my life, my weight has fluctuated. I can naturally gain -- or lose -- pretty quickly, even to this day. (Though admittedly, the latter has gradually become a bit more difficult.) I do look better when I'm at the lower-end of my range. My clothes fit better. And I feel better, because of all that. Aging can suck. And the life-long effects of testosterone can suck, as well, when it comes to all this. So, I have to make do with what I was dealt with. I try!


10) Short-or long skirts?

Eh, not a *huge* wearer of skirts/dresses, at least not anymore. But I do go on the shorter side, above the knee. Short, fuller & flared is what I like these days. That said, I really should experiment more with longer ones. I've owned a couple poofy floor-length gowns long ago, and I really enjoyed them... Looked & felt super classed-up!


11) Do you go out dressed?

Define "go out." And define "dressed." Ha!

These days I'm heavily into women's athleisure stuff... As I type, I'm wearing a pullover hoodie, layering top, work-out leggings with a bit of lower-leg mesh & a pair of slip-on sneakers. (Don't worry: I don't "go commando," LOL) All in guy-mode, mind you. Today on my day off I've been fluttering about my apartment building... Doing laundry in the community laundry-room, getting the mail, taking out the trash. I also wear this stuff when I'm out & about doing errands. Again, in guy-mode. Granted, this type of outfit isn't necessarily screaming "female"... But I assure you, no other guy is ever publicly dressed like this in my neck of the woods, anyway. I like the look, feel comfortable, very versatile. I also feel like I can "get away" with this, as it's not like I'm wearing a skirt, hose & heels, ya know? Seems like the general public does give at least *some* leeway with the athleisure look, no matter what the gender. That said, I still sometimes get double-takes, sneak-a-peek's, and even stares, LOL. And this is *with* me toning things down a bit when out in public, in terms of colors, prints, etc.

As for full-on en-femme mode, out in public? Not so much these days, just every now & again, by myself & in the evening/night, very mundane short-term "rookie" stuff, like going for drives, getting gas, going to the ATM, etc. However, throughout my 20's & 30's? Absolutely! :yippee:


12) What kind of things do you like enjoy out and about?

I used to hang with a former social circle of mine. Mixed group of GG's, gay males (presenting as such), a couple trans-types. We used to go clubbing & bar-hopping all the time -- even to the straight "vanilla" places. And we had a *blast*! Eventually had a bit of a falling-out, we grew apart, and I had geographically moved a good distance. All good, it happens. But yeah, it was definitely fun -- and eye-opening, for sure. Lots of surreal adventures, lots of bonding.


13) Is there something you want to one day do ( bucket list)?

Hmm, hard to say. I've already had more than my fair share with all this. In an alternate universe? I probably would have transitioned a long time ago... Because, why not, LOL! Honestly, depending on how the rest of my life goes, while knowing what this can be like for me, personally speaking? I can't rule that out. Retired, financially secure, no wife/kids -- and not to be too morbid, but much of my family eventually passed away? Maybe someday I will live my life as a trans-woman, who knows. Better late than never? I doubt it, but never say never. Perhaps even just socially-transitioning (i.e., no hormones/surgery, but everything else), as I've basically done that before in the past.

Again, this is only for my *personal* situation. One could argue that most are *not* like this. Just want to make that very clear. :)


14) Is there someone you try to copy look wise?

Specifically/individually? Not really. Ya know, it's weird, but as someone like this who's mainly hetero (with some bi tendencies)? Not only do I look at GG's, generally speaking, and think "typical guy things"... But at the same time I also study/observe how these same GG's are presenting. Like, what works, what doesn't, why they may have caught my attention in the first place (whether good or bad), etc. And then? I learn from that & put it to work for my own presentation, in my own way. So, it's more of a general GG-population thing, than any specific individual. Tons of great (and not-so-great) fashion/style ideas & inspirations out there!


15) If you could go back and change one thing about your Crossdressing what would it be?

Another hmm... I believe we had a similar question in another thread. And I think I had said something about simply accepting myself better/earlier, when it comes to all this. Life would have been that much easier & enjoyable, really.


16) Do you feel being a Crossdresser makes you a better person? If yes how so?

I view it as more of a "neutral." Both good things & bad, with pro's & cons. Which all kinda equal out, IMO. I will say, however, that it makes me a *different* person, compared to many other guys out there. And it's not something I willingly chose... This is just me, it's who I am & how I am. As someone who probably leans a bit more towards the "non-binary" aspect of the spectrum, if there is such a thing, I feel like I have this general innate sense of what it's like for both males & GG's -- at least on some levels. It's like I have a foot in *both* camps... Belonging to both, yet also truly belonging to neither. But as such, it gives me an interesting & atypical vantage point into both worlds. And that can certainly come in handy & make for a fairly unique life in all sorts of ways.


17) Is there anyone you fear finding out?

Well, I prefer keeping my professional life & my non-work life separate, depending on certain variables. Not always, but usually. Honestly, many co-workers anywhere & everywhere (I have job-hopped a lot in life, LOL), often already sense that I'm either sorta gay and/or girly, in their eyes. Oh, if they only knew the full true extent of it! :devil:

But to keep things simple for an efficient & successful-enough life? Yeah, given the nature of the beast, I aim for a peaceful & drama-free experience for my livelihood, thanks.


18) What is your favourite article of clothing?

Ummm.... LEGGINGS!!! :GD:

I am seriously obsessed with & hopelessly addicted to these things! Been that way for several years, and I don't see that going away anytime soon -- if ever. I've built up quite a wearable collection, of all styles, colors, prints, price-points, fabrics, etc. And while I totally "get" the basic black leggings thing? Come on, GG's... Live a little! My God, all these awesome choices at your fingertips, yet y'all typically go with plain black? Ugh! Fine, let's have the *guy* step up our leggings game for us, okay? LOL


19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks etc?

Not really, no. There have been a number of times where, depending on the cashier, my specific purchase, and/or my own occasional nervousness/weirdness, that last one may have rubbed off on them, reciprocating in kind, creating an awkward situation where one didn't have to exist. Lesson? Simply own it -- and they will most likely follow suit, as well.

Honestly, most of my shopping is done online these days. And if it's with an individual GG-seller? Sometimes we end up having the most awesome conversations about all this!


20) What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?

Well, I'm perpetually single -- mostly by design. (Which, oddly enough, enables me to provide a somewhat different perspective?)

However, if & when the time comes once again? Well, she'd have to be pretty special when it comes to all this, LOL. But, not only accepting & encouraging, even, but to be able to enjoy & share & explore with one another our true selves. Otherwise, what's the point? Because at the end of the day? It's *mostly* not really a big deal, when you think about it. Yes, I'm fully aware that a whole host of issues can sometimes inadvertently arise, but as long as that can be mutually dealt with, while being fair to both parties? Then I don't see how it couldn't work... In fact, having experience with plenty of platonic GG's, anyway, pertaining to all this? Oh, it can *really* open up a whole new dimension of one's relationship between two people.

Yes, there are some mental hurdles for both, for sure. But if one is able to transcend the conventional trappings, then some really good things can happen. :)

[BrendaPDX]

Here you go!

Have you ever told anyone you were a Crossdresser? Yes
2) Have you every shown anyone your pictures? Yes
3)How did people take it when you told or showed your pictures? Nice complements.
4)Have you ever been caught? Close but No
5) If so scary or exciting? Both
6)Do you remember the first thing you bought? Dress
7) Still have it? No, wish I did, but probably wouldn?t fit me now.
8)Are you happy with your look? Yes
9) What would you change about your look? Higher quality clothing.
10) Short-or long skirts? Just past the knees
11)Do you go out dressed? Yes, but not very often, just a few times a year.
12) What kind of things do you like enjoy out and about? Just being dressed and looking pretty good.
13) Is there something you want to one day do ( bucket list). Skydive
14) Is there someone you try to copy look wise? No
15) If you could go back and change one thing about your Crossdressing what would it be? To acknowledge sooner and accept it.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Yes, it makes me more empathetic, and accepting of others.
17)Is there anyone you fear finding out? Yes, coworkers
18)What is your favourite article of clothing? Skirt
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Yes
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? We are DADT, and I can live with that.

[Rachelakld]

Have you ever told anyone you were a Crossdresser? Yes
2) Have you every shown anyone your pictures? Yes
3)How did people take it when you told or showed your pictures? really great
4)Have you ever been caught? Yes
5) If so scary or exciting? Both, scary with work mates, exciting with everyone else
6)Do you remember the first thing you bought? Stockings
7) Still have it? Hate them now
8)Are you happy with your look? yes
9) What would you change about your look? my age
10) Short-or long skirts? both
11)Do you go out dressed? yes
12) What kind of things do you like enjoy out and about? brunch/movies
13) Is there something you want to one day do ( bucket list) Climb a snow capped mountain
14) Is there someone you try to copy look wise? maybe my sister a bit
15) If you could go back and change one thing about your Crossdressing what would it be? That I should have told my folks earlier
16) Do you feel being a Crossdresser makes you a better person? If yes how so? yes, much more calmer
17)Is there anyone you fear finding out? work mates
18)What is your favourite article of clothing? skirts
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? never any issues
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? Wife is tolerant just not a participant, she feels it reducers her in the eyes of the judgemental public.

[Petra1]

1) Have you ever told anyone you were a Crossdresser? Yes.
2) Have you every shown anyone your pictures? Yes.
3) How did people take it when you told or showed your pictures? I'm still friends with them.
4) Have you ever been caught? Yes.
5) If so scary or exciting? Scary.
6) Do you remember the first thing you bought? Yes.
7) Still have it? Yes.
8) Are you happy with your look? Ehh.
9) What would you change about your look? Less 5 o'clock shadow, less weight.
10) Short-or long skirts? Prefer short to show off my legs.
11) Do you go out dressed? Only under cover of dark.
12) What kind of things do you like enjoy out and about? All I've really done is drive. Would like to do more.
13) Is there something you want to one day do (bucket list)? Spend a day out and about after being transformed.
14) Is there someone you try to copy look wise? Not anyone specific.
15) If you could go back and change one thing about your Crossdressing what would it be? I threw out a couple of pairs of shoes instead of trying to get them fixed.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Maybe. I'm more tolerant of other people's lifestyle choices.
17) Is there anyone you fear finding out? Yes.
18) What is your favourite article of clothing? Based on my buying habits, probably bras.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks etc.? I have not had any issues with SAs.
20) What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? It would be nice to be able to dress without that nagging feeling in the back of my mind that she doesn't really like it though she does accept it.

[JuliaGirl]

1) Have you ever told anyone you were a Crossdresser? Yes. You all, two transformation makeup women, another forum, and some close friends in an on-line game.
2) Have you every shown anyone your pictures? You lovelies! And one bi-CD I know in the US.
3)How did people take it when you told or showed your pictures? Very positive and supportive.
4)Have you ever been caught? OMG no! So close once though.
5) If so scary or exciting? The most terrified I have ever been in my life (and I've parachuted).
6)Do you remember the first thing you bought? 40+ years ago? Nope.
7) Still have it? No.
8) Are you happy with your look? Sigh ... it's good enough for being closeted.
9) What would you change about your look? Nothing, just make it far more polished and professional (make-up especially).
10) Short-or long skirts? Short and mid-length.
11)Do you go out dressed? Closeted ... no.
12) What kind of things do you like enjoy out and about? NA
13) Is there something you want to one day do ( bucket list) Go out dressed. Go to London and visit that fabulous transformation woman, and set out with her for a drink.
14) Is there someone you try to copy look wise? No one specific. Trying for classy daytime look and seductive evening looks generally.
15) If you could go back and change one thing about your Crossdressing what would it be? Tell my wife when we met. Not hide this from anyone close.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? When dressed I feel calmer, less aggressive, sexier, nicer, happier.
17)Is there anyone you fear finding out? Everyone who could hurt me or not fully accept me.
18)What is your favourite article of clothing? All of it. The dresses, blouses, skirts, heels, lingerie ... the whole shebang.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Nope.
20) What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I would want my wife to embrace and accept, not simply tolerate or berate or chide. Not ever gonna happen. Julia will go to my grave, silent, never known.

[Genni]

1) Have you ever told anyone you were a Crossdresser?
Yes. My wife, a few gg friends, and a married couple that are close friends. I also told my adult daughters the basics.

2) Have you every shown anyone your pictures?
Not many. I don't take pictures very often.

3) How did people take it when you told or showed your pictures?
My wife (girlfriend at the time) was accepting until shortly after we married. Others have been quite accepting and often supportive. My daughters were generally supportive, but they didn't ask for details and I didn't share further.

4) Have you ever been caught?
Yes.

5) If so scary or exciting?
Perhaps more embarrassing than scary or exciting.

6) Do you remember the first thing you bought?
Yes. A bodysuit and tights when I was in high school.

7) Still have it?
No. Sadly it was lost to a purge.

8) Are you happy with your look?
My look is a work in progress.

9) What would you change about your look?
I would be skinnier and younger.

10) Short-or long skirts?
Medium or long.

11) Do you go out dressed?
Very, very seldom. Maybe twice or thrice to date.

12) What kind of things do you like enjoy out and about?
Shopping and entertainment such as a play or movie.

13) Is there something you want to one day do ( bucket list)
Spend a few days en femme.

14) Is there someone you try to copy look wise?
No

15) If you could go back and change one thing about your Crossdressing what would it be?
I would have found supportive friends and community earlier.

16) Do you feel being a Crossdresser makes you a better person? If yes how so?
I don't know that it makes me a better person. I am who I am regardless of how I'm dressed.

17) Is there anyone you fear finding out?
Not really. Most of those that I would want to know do. I don't worry about anyone else finding out.

18) What is your favorite article of clothing?
That is probably the every-day items that I wear as base- and mid-layers when teaching skiing.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
No significant issues - most clerks are helpful and professional.

20) What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
I would hope for support regardless of how I express myself, and not hostility or even just tolerance.

[giuseppina]

1)Have you ever told anyone you were a Crossdresser?

Only licensed health professionals.

2) Have you every shown anyone your pictures?

No pictures to show.

3)How did people take it when you told or showed your pictures?

N/A

4)Have you ever been caught?

Yes

5) If so scary or exciting?

Neither. More like an intrusion into my personal affairs.

6)Do you remember the first thing you bought?

An all-in-one girdle/bodysuit.

7) Still have it?

Confiscated. I was in my early 20s at the time. Regardless, the garment was treated with something that caused me contact dermatitis.

8)Are you happy with your look?
9) What would you change about your look?

Not in an environment I feel safe in trying things.

10) Short-or long skirts?

Prefer long. Don't want to be too concerned about others seeing things that are none of their business. Comfort is an issue in Canadian winters.

11)Do you go out dressed?

Not unless what I am wearing can be suitably hidden under other clothing.

14) Is there someone you try to copy look wise?

I prefer to find my own style.

16) Do you feel being a Crossdresser makes you a better person? If yes how so?

I like to think I am more sensitive to others than the average male, but that said, correlation does not imply causation.

17)Is there anyone you fear finding out?

Employers and colleagues don't need to know. While there are laws prohibiting discrimination pertaining to gender presentation, it's quite easy to come up with a legal reason to dismiss an employee who allegedly doesn't fit. The onus is on the ex-employee to prove discrimination in Canada.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?

Generally not, apart from an intolerant Sears (closed a few years ago in Canada) salesperson. She lost the sale. I prefer to shop in bricks and mortar stores and leave online browsing to find out what is available. For things that have to fit properly, like brassieres and eyeglasses, online shopping is a non-starter unless I already have one of the item in which I'm interested.

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?

If she can't accept it, the kindest thing is ending a new relationship. I prefer not to have to hide things.

If there is a lot of drama over things I can't change, that is a dealbreaker.

I am looking for someone who can accept me as I am. Sorry, GG ladies, but I've had more than my fill of gratuitous drama to the point that I don't have much tolerance for it. More information about what I'm looking for can be found in my reply to the thread containing the first 20+ questions.

[Michelle Crossfire]

1) Have you ever told anyone you were a Crossdresser?

Not directly.

2) Have you every shown anyone your pictures?

A few, not too many

3)How did people take it when you told or showed your pictures?

Mostly the people who took them, and my wife when I am trying to get her opinion on some clothing. No real reaction to speak of.

4)Have you ever been caught?

Doing what and by who?

5) If so scary or exciting?

Not sure. I always think that someone is watching me, just like everyone else does here.

6)Do you remember the first thing you bought?

No

7) Still have it?

Most likely, not

8)Are you happy with your look?

I think I do a pretty good job when I dress. So yes, for the most part.

9) What would you change about your look?

Lose more weight

10) Short-or long skirts?

Mostly knee length or just above the knees

11)Do you go out dressed?

Yes

12) What kind of things do you like enjoy out and about?

I do the GNO's in Warren. I like going to the mall and shopping and just getting out. I had been slowly expanding the horizons until the COVID 19 happened.

13) Is there something you want to one day do ( bucket list)

In relation to cross dressing, I am not sure

14) Is there someone you try to copy look wise?

Not really

15) If you could go back and change one thing about your Crossdressing what would it be?

Do it more often and sooner, when I was younger.

16) Do you feel being a Crossdresser makes you a better person? If yes how so?

To an extent. Provides me a better understanding of what women see and think when it comes to clothing and fashion.

17)Is there anyone you fear finding out?

Being that I don't tell anyone, yes, there are some people I would rather they never find out.

18)What is your favourite article of clothing?

I still like high heels, but my legs are giving me issues, as I have documented in the past with shin splints and possibly poorer circulation due to diabetes.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?

Not directly to my face. Actually gotten a few compliments. Probably just trying to be nice.

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?

Being that I am married and my wife is my biggest supporter, other than her being more participatory and me being able to dress more often, I am not sure I can ask for more out of her.

[Heisthebride]

1) Have you ever told anyone you were a Crossdresser? Yes, several
2) Have you every shown anyone your pictures? Yes, in person and I post to social media
3)How did people take it when you told or showed your pictures? Very well. I am of the ?know your audience? school of thought. So I had god expectations going in.
4)Have you ever been caught? Yes, my parents back in the 1980s
5) If so scary or exciting? Scary, I was young and it was less understood or acceptable back then.
6)Do you remember the first thing you bought? Pantyhose
7) Still have it? No, they wore out.
8)Are you happy with your look? In general, there is always room for improvement
9) What would you change about your look? More androgynous face.
10) Short-or long skirts? Yes
11)Do you go out dressed? Quite often
12) What kind of things do you like enjoy out and about? I perform in or attend burlesque shows
13) Is there something you want to one day do ( bucket list) Wedding photo shoot with groom and guests
14) Is there someone you try to copy look wise? Not really, if I see something I like I might try to incorporate into my look but it could come from anyone
15) If you could go back and change one thing about your Crossdressing what would it be? Life is short, don?t waste time in the closet or be ashamed. Get out and enjoy dressing up.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Better no, just that I am my own unique person
17)Is there anyone you fear finding out? Not any more, but I?m also not actively telling others. If they find out, big deal.
18)What is your favourite article of clothing? Stockings, specifically Gio brand.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Not that I recall. I?ve had good luck. It?s mostly getting over my own fear.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I am married, I told her early on in our relationship, she is very accepting. Again, know your audience.

[Brennx]

1) Have you ever told anyone you were a Crossdresser?
Yes, I?ve told my parents.
2) Have you ever shown anyone your pictures?
Nope.
3)How did people take it when you told or showed your pictures?
My dad didn?t speak to me for a few days however came to terms with it and everything is perfectly fine now, my mum educated herself and was supportive.
4)Have you ever been caught?
Not dressed up however my mum found clothing, this was how I ?came out? to my family.
5) If so scary or exciting?
A bit of both, felt scared at first but was also relieved, was a huge weight off my chest,
6)Do you remember the first thing you bought?
Not sure, either a skirt, dress or heels.
7) Still have it?
Nope.
8)Are you happy with your look?
Nope, would love to fully dress up and explore different looks.
9) What would you change about your look?
I would shave entirely, do nails and makeup, hair and full clothing. I can only really dress up as every other aspect would be noticeable/affect my day to day life.
10) Short-or long skirts?
Short.
11)Do you go out dressed?
I have not.
12) What kind of things do you like enjoy out and about?
N/A
13) Is there something you want to one day do ( bucket list)
Fully dress up and essentially live a few days as a woman, maybe on holiday idk?
14) Is there someone you try to copy look wise?
No one in particular.
15) If you could go back and change one thing about your Crossdressing what would it be?
I?d probably do it sooner, and more noticeable to the point were I wouldn?t have to hide it.
16) Do you feel being a Crossdresser makes you a better person? If yes how so?
N/A
17)Is there anyone you fear finding out?
My friends, they?re all manly-men and likely aren?t accepting.
18)What is your favourite article of clothing?
Hmm, either high heels, skirts or pvc dresses.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
Only had issues with the sizing of clothing though never actually purchased anyhing it person, always online.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
I hope to find a partner who is accepting off it, ideally someone who enjoys it/feminisation.

[MysteryWoman]

Have you ever told anyone you were a Crossdresser? My wife, but only after she discovered it herself
2) Have you every shown anyone your pictures? No
3)How did people take it when you told or showed your pictures? N/A
4)Have you ever been caught? No, but I've had some very close calls
5) If so scary or exciting? Scary
6)Do you remember the first thing you bought? A pair of extra-long pantyhose in a drug store. The sales clerk (a young girl) looked at me and said coyly, "She must be very tall".
7) Still have it? Long gone
8)Are you happy with your look? No, but I get more from the feel than the look
9) What would you change about your look? That would require extensive surgery
10) Short-or long skirts? Short---my legs are my best feature
11)Do you go out dressed? No
12) What kind of things do you like enjoy out and about? N/A
13) Is there something you want to one day do ( bucket list) Get a full transformation from a service
14) Is there someone you try to copy look wise? No
15) If you could go back and change one thing about your Crossdressing what would it be? Less purging
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Yes, because it relaxes me and makes me less irritable
17)Is there anyone you fear finding out? Everyone
18)What is your favourite article of clothing? Real nylon stockings. That's where it all started for me
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? I bought a pair of Hanes pantyhose once and the attractive young sales clerk asked, "Are these for you?" I froze completely
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I would love it if my wife fully participated, but I understand why she won't

[abby054]

1) Have you ever told anyone you were a Crossdresser? wife only. That was plenty.
2) Have you every shown anyone your pictures? No.
3)How did people take it when you told or showed your pictures?N/A
4)Have you ever been caught? yes. Wife. My. St. Helens was quieter.
5) If so scary or exciting? scary. Wife strongly opposes this behavior.
6)Do you remember the first thing you bought? A blouse with a pinstripe flower pattern.
7) Still have it? No, it did not survive my only purge.
8)Are you happy with your look? Mostly, I can always improve.
9) What would you change about your look? Blend into the surroundings better.
10) Short-or long skirts? Is YES an answer here? I like either for appropriate occasions.
11)Do you go out dressed? Yes, usually on vacation or business trips. Not locally.
12) What kind of things do you like enjoy out and about? Plays, movies, public attractions, parks, shopping
13) Is there something you want to one day do ( bucket list). Fly pretty
14) Is there someone you try to copy look wise? Yes, a combination of several. I read a few selected fashion blogs for forty something ordinary good looking women to get ideas and good sense.
15) If you could go back and change one thing about your Crossdressing what would it be. Get smart about fashion and makeup quicker.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? More understanding of what women experience
17)Is there anyone you fear finding out? Anyone on the job site.
18)What is your favourite article of clothing? My pink spring dress. It is so beautiful that it is worth putting up with winter just to get to wear it.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks etc? Yes, but rarely. Been kicked out of a dressing room but only once twenty years ago. One fussy SA in California, but that is all. Every SA otherwise has been great,
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? peace and quiet. That was my father?s daily goal by age 40 and the same for one of my two grandfathers. The other grandfather, no one was so fierce as would dare stir him up.

[Elizabeth Marie]

1) Have you ever told anyone you were a Crossdresser?
Yes, my ex-wife, 2 former girlfriends, my therapist, my hairdresser, my nail tech. Lots of other people have figured it out.

2) Have you every shown anyone your pictures?
Yes, ex-wife and 2 former girlfriends

3)How did people take it when you told or showed your pictures?
Mostly supportive

4)Have you ever been caught?
Only when I wanted to

5) If so scary or exciting?
Neither

6)Do you remember the first thing you bought?
A pair of pantyhose at JC Penney

7) Still have it?
No, it went the way of all pantyhose

8)Are you happy with your look?
Yes

9) What would you change about your look?
Darker hair

10) Short-or long skirts?
Yes

11)Do you go out dressed?
All the time

12) What kind of things do you like enjoy out and about?
Walks, shopping, movies, dinner

13) Is there something you want to one day do ( bucket list)
Spend a week as Beth in a city far from home.

14) Is there someone you try to copy look wise?
No

15) If you could go back and change one thing about your Crossdressing what would it be?
Come to a full acceptance of it much younger

16) Do you feel being a Crossdresser makes you a better person? If yes how so?
No

17)Is there anyone you fear finding out?
I would prefer that my employer not know, even though they have a very strong policy of supporting transgender employees

18)What is your favourite article of clothing?
My black dress. I don't get to wear it often enough.

19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
I have had some SAs act uncomfortable, but for the most part they are very supportive and helpful.

20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
None

[GaleWarning]

Have you ever told anyone you were a Crossdresser?
Yes.
2) Have you every shown anyone your pictures?
Only my SO
3)How did people take it when you told or showed your pictures?
She took the pictures
4)Have you ever been caught?
Years ago
5) If so scary or exciting?
Embarrassing
6)Do you remember the first thing you bought?
Probably a pair of stockings
7) Still have it?
No
8)Are you happy with your look?
No. I am a grumpy old man
9) What would you change about your look?
I wish I were young again
10) Short-or long skirts?
Knee-length
11)Do you go out dressed?
No, sometimes underdressed though.
12) What kind of things do you like enjoy out and about?
Meeting like-minded people.
13) Is there something you want to one day do ( bucket list)
Only travel more
14) Is there someone you try to copy look wise?
No
15) If you could go back and change one thing about your Crossdressing what would it be?
Get married to someone else, or not at all.
16) Do you feel being a Crossdresser makes you a better person? If yes how so?
I think it helped me become more broadminded.
17)Is there anyone you fear finding out?
I'd be unhappy if I were outed to someone I hadn't planned to tell
18)What is your favourite article of clothing?
Stockings and high heels
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
No.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
I hope to find somewhere where I can live quietly on my own, in the near future, and do my own thing.

[stephaniestilley]

Have you ever told anyone you were a Crossdresser? Yes
2) Have you every shown anyone your pictures? Yes
3)How did people take it when you told or showed your pictures? Most of my friends saw me as a woman for the first time in person, but mostly supportive and a lot of smiles
4)Have you ever been caught? Yes
5) If so scary or exciting? Scary the first time, but it's exciting when I want it to happen
6)Do you remember the first thing you bought? A pretty bad black and white dress
7) Still have it? Lol no I knew nothing about what looks good on me at first
8)Are you happy with your look? Yes
9) What would you change about your look? I wish I was good at doing my hair
10) Short-or long skirts? Short even though I haven't been shaving my legs
11)Do you go out dressed? Fairly often, I go to school dressed for certain classes
12) What kind of things do you like enjoy out and about? Relaxing at the park
13) Is there something you want to one day do ( bucket list) Wear a bikini at the beach
14) Is there someone you try to copy look wise? I've borrowed a lot of outfit ideas from PJ Harvey
15) If you could go back and change one thing about your Crossdressing what would it be? I should have dressed more like a woman than a girl at the start, but it felt like going through puberty a second time for the first month or two
16) Do you feel being a Crossdresser makes you a better person? If yes how so? Absolutely! It's been an absolute joy to get to know the woman in me
17)Is there anyone you fear finding out? Many of my older family members
18)What is your favourite article of clothing? Clothes that my GG friends have given me
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? None at all
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I've been single for a long time, but if I enter another relationship it would be brought up at the beginning and if they don't like it then it's time to move on

[mbmeen12]

1) Have you ever told anyone you were a Crossdresser? Yes
2) Have you every shown anyone your pictures? Yes
3)How did people take it when you told or showed your pictures? He became my admirer...(BF)
4)Have you ever been caught? No
5) If so scary or exciting?N/A
6)Do you remember the first thing you bought? Nylons...
7) Still have it? No
8)Are you happy with your look? Working on being more nat....
9) What would you change about your look? Grow my hair and breasts now
10) Short-or long skirts? short
11)Do you go out dressed? Yes
12) What kind of things do you like enjoy out and about? Being with other Trans gurls
13) Is there something you want to one day do ( bucket list)
14) Is there someone you try to copy look wise? Chrissy Hendricks
15) If you could go back and change one thing about your Crossdressing what would it be? Not one thing(very lucky)
16) Do you feel being a Crossdresser makes you a better person? If yes how so? yes I am more empathetic
17)Is there anyone you fear finding out? Work because they have a perception issue on how one must look.
18)What is your favourite article of clothing? Quality push up bra
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Once, she was convinced clothing was for me and not for my GG lol she was right.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? My GG takes care of herself i.e. mentally and physically in shape as much as I do.


P.S. These types of questions is college students studying psychology best dream lol

[jazzysherry]

1) Have you ever told anyone you were a Crossdresser? Yes, wife, some friends, doctor, optician, dentist, therapist and a few co-workers (when I was outed!)
2) Have you every shown anyone your pictures? Yes
3)How did people take it when you told or showed your pictures? Most were encouraging, some couldn't recognize me
4)Have you ever been caught? No
5) If so scary or exciting?N/A
6)Do you remember the first thing you bought? Tights
7) Still have it? No
8)Are you happy with your look? Yes, developed over time to be a blending in look
9) What would you change about your look? Improve my make-up skills
10) Short-or long skirts? Depends on the situation, I love short but am getting a bit old for them now
11)Do you go out dressed? Yes
12) What kind of things do you like enjoy out and about? Shopping, dining, theatre and travelling (flying dressed is my favorite with many long haul flights to/from the US)
13) Is there something you want to one day do? Fly in a private jet dressed, go to a formal dinner
14) Is there someone you try to copy look wise? No, I like an individual style
15) If you could go back and change one thing about your Crossdressing what would it be? Nothing really, I regret the early tarty look years but I think this is part of the t-girl evolution
16) Do you feel being a Crossdresser makes you a better person? If yes how so? yes, I have a greater level of empathy and respect towards others. Also its enlightening to be on the end of the type of crass treatment that women get sometimes
17)Is there anyone you fear finding out? Just wider family. I was 'outed' at work a bit and my bosses know and said it didn't worry them
18)What is your favourite article of clothing? Wolford tights (Neon 40)
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? None, everyone I have encountered has always been so pleasant.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? I told my SO about 6 years before we were married. She is not directly supportive but does borrow my stuff sometimes which is encouraging!

[Meghan4now]

Have you ever told anyone you were a Crossdresser?
Yes some family, certain coworkers, SAs wax girl
2) Have you every shown anyone your pictures?
Isn't that the point????
3)How did people take it when you told or showed your pictures?
Great, I get some wows, and really?
4)Have you ever been caught?
Maybe? Never a confrontation, so it maybe just a close call.
5) If so scary or exciting?
Uncomfortable
6)Do you remember the first thing you bought?
No, that was long ago.
7) Still have it?
No, purged
8)Are you happy with your look?
Mostly, but there are always areas to improve
9) What would you change about your look?
Real hair, chin, jawline, eye lift, whiter straighter teeth.
10) Short-or long skirts?
Mid
11)Do you go out dressed?
I certainly don't go out naked. But yes.
12) What kind of things do you like enjoy out and about?
All sorts of things. But mostly hang with friends. And I love a good game of 8 ball.
13) Is there something you want to one day do ( bucket list)
Boudoir photo shoot. Week long girls trip.
14) Is there someone you try to copy look wise?
Not really, but I do have many inspirations.
15) If you could go back and change one thing about your Crossdressing what would it be?
Figure this out at 15.
16) Do you feel being a Crossdresser makes you a better person? If yes how so?
Not specifically, but I think maybe it makes me more accepting of others
17)Is there anyone you fear finding out?
Fear, no. Rather not know, yes, my parents.
18)What is your favourite article of clothing?
High heeled slouch boots
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect?
Never had a problem. One time a store didn't want to rent to me, but they recanted two years later.
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner?
Tough one. I keep hope that my wife can become comfortable enough to spend time with Meghan.

[Frannie7]

Have you ever told anyone you were a Crossdresser? Yes, one friend (female) and my wife
2) Have you every shown anyone your pictures? Just the friend
3)How did people take it when you told or showed your pictures? She thought it was great and offered advice
4)Have you ever been caught? no, but very close--thank goodness for the shower
5) If so scary or exciting? scary it was my wife before she knew
6)Do you remember the first thing you bought? probably shoes
7) Still have it? no
8)Are you happy with your look? I think so. Most of the time I am
9) What would you change about your look? Lose the gut.
10) Short-or long skirts? mid
11)Do you go out dressed? yes
12) What kind of things do you like enjoy out and about? shopping, concerts
13) Is there something you want to one day do ( bucket list) go to a CD conference
14) Is there someone you try to copy look wise? no, I don't feel that accomplished
15) If you could go back and change one thing about your Crossdressing what would it be? tell my wife earlier
16) Do you feel being a Crossdresser makes you a better person? If yes how so? yes, I think it has changed my overall demeanor--I am a bit more patient, a little calmer (although some would disagree) less introverted
17)Is there anyone you fear finding out? was my wife but now just other people who I don't want to know
18)What is your favourite article of clothing? Probably a dress. Maybe the last one.
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? Never
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? I just told my wife in March. I haven't dressed since. She still does not accept any part of it so I waiting/hoping for something to change.

[Angie G]

! just my wife
2 no
3 she was OK with it
4 almost
5 scray
6 pantyhose's
7 no
8 all but the face
9 my man face
10 Short
11 no
12 under dressing
13 no
14 no
15 Started younger
16 yes immure caring
17 my family
18 skirts
19 no
20 it all worked out
:hugs: Angie

[JoannaCD]

1)Have you ever told anyone you were a Crossdresser? Yes, my optometrist over 50 years ago, my daughter, a woman friend who I've known for the last 7 years and a therapist whom I was seeing related to anxiety
2) Have you every shown anyone your pictures? Yes, the previously mentioned woman
3)How did people take it when you told or showed your pictures? Politely complimentary
4)Have you ever been caught? Not sure
5) If so scary or exciting? N.A.
6)Do you remember the first thing you bought? A pair of black pointed toe heels a Thom McCan store over 50 years ago.
7) Still have it? No, put then in the trash two weeks later
8)Are you happy with your look? It is what it is.
9) What would you change about your look? Find someone with an age reducing machine
10) Short-or long skirts? Either as they are only worn at home.
11)Do you go out dressed? Yes, but all clothes and shoes are passable as men's. Clear nail polish and a bit of makeup.
12) What kind of things do you like enjoy out and about? Going to plays and dinner and every day things.
13) Is there something you want to one day do ( bucket list) Ask stylist to create a unisex hair style
14) Is there someone you try to copy look wise? Wendy Sherman
15) If you could go back and change one thing about your Crossdressing what would it be? Open up the subject with my late wife.
16) Do you feel being a Crossdresser makes you a better person? If yes how so? It makes me more open differences in people.
17)Is there anyone you fear finding out? My son, but it would be another opportunity to discuss his judgmental nature.
18)What is your favourite article of clothing? shoes
19) If you have bought your own clothes, have you ever had any issues with shopping / sales clerks ect? No, but now I shop almost entirely online
20)What are your expectations of marriage or relationships that pertain to crossdressing ? Or what do you wish/ hope for if you do not have it worked out with your partner? Appreciation that this is a part of me