Ladies, What do you find your biggest problem with cross dressing?

[MaxineF]

Hi there,

I have been lucky with not too many hitches along the way. Sure I have had a few snide remarks and a very funny comment from a young girl one day, She asked her mother is a rather loud voice why "that lady looks just like daddy at christmas!" :eek:

I suppose my biggest challenge was telling my partner at the time. I was so lucky that she was very understanding. Boy it was so hard telling her. Let's just say it took a fair amount working myself up to bring the topic up.

The best thing is now we are great friends (no longer together) but we have a great time when we hit the town.

What have you found your biggest challenge?

Maxine

[Sharon]

Passing

[pantylover1]

Passing, as well as make up. I guess its like anything else, it takes practice.

Hugs & Kisses pantylover1

[jjjjohanne]

...like daddy at Christmas! That is priceless!

[Marianne]

My biggest problems?

Squeezing into a size 16 dress! :)

[StephanieCD]

Not guilting myself into self hate.

[Petra Jane]

Biggest problem? Has to be hair....






Werewolves 'R' Us :eek:

[BonnieJG]

what size to get & look good, what to wear? what make up to put on is the color right

[Wendy me]

getting my wife to open up to wendy she knows but dosen't want to..... but that dosen't stop wendy time most days we get in 8 to 10 hoirs of wendy time.........

[melissacd]

- Passing
- Finding the right clothing sizes for me
- My wife's non-acceptance
- Panic stricken shopping
- Finding styles appropriate for me while panic stricken shopping
- Make-up, it ends up making me look like a clown

...oh and did I say passing? :p

[Deidra Cowen]

The money...I've spent a fortune!

[Rachelle A]

I would have to agree with Deidra, MONEY, or the lack there of!
Lets face it, if we had alot of X-TRA cash, we could:
Go to a spa and be pampered, have the plastic Drs. Add and Subtract from all the right places, Wear designer clothes with matching accessories, have a walk-in closet just for our shoes, drive a foreign convertable with our hair blowing in the warm sun in the south of france.

That's what I would do!

[kathy gg]

Prior to having our sweet baby we used to get out alot more and also have fun intimate times at home. But since I am staying at home Amanda works what ever overtime she is offered. That means less free time on weekends and overall means we have to choose our outings wisely. With the price of gas driving the hour drive to Toronto is now more luxery than commonplace. Then of course you have parking, drinks, food if you eat out and really it all adds up. We both don't regret becoming parents becuase one joy is replaced with another joy, but our TINC (two income no child) days are soo over. Of course since we plan on our little girl being raised with the dressing of course he can dress at home, but really hanging out at home is just not the same for either of us. I do hope as she gets older we can take her with us to movies and dinner and fun shopping but that is still a long way down to road.

I jsut wish we had more free time and that he money was not so tight. But I know in time that will all change as she enters school and I go back to work. But really it seems like a very very long time from now....but it is a choice we both did lkots of talking about and now we have to face the reality of not having all thta free time and money..

hugs
kathy in canada

[JocelynG]

My biggest challenges would be getting my wife to be supportive of this part of my life,losing weight to fit in clothes I like,gaining weight and not being able to fit in clothes anymore,and not letting the dressing up become sexual in nature because afterwards I become disgusted and feel depressed

[Vivian Best]

I guess my biggest challenge is AGE! I've been CDing for over 55 years and let me tell you girls it takes a lot of paint to cover an old barn but I still love it.

Vivian :p

[Alice Edwards]

Not getting to do it enought.

[tricot gal]

Vivian--I love that age and barn analogy that you referred to. But, just remember the old saying: "there may be snow on the roof but there's still FIRE in the furnace!"

[BonnieJG]

well :
what bra to put on
what to buy
Not getting to do it enought.
what make up to put on
What cothes to buy and to ware

were to go

[Rossie]

My biggest challenge was telling my wife. She was so confuse and now she is trying to undertand. We are good friends and we have a great time together.

[WendyLau]

I recently began my transformation. I am married, bi and in the closet. My crossdressing is on one hand an expression of my femme side but it's also sexual in the other. I have an older man who is a "friend" and has been very supportive but I can feel myself starting to slip.

I could definitely imagine myself living like a woman.

Any advice on how to get a handle on it? Like I said, I'm married. I love my wife, our sex is great, we're trying to have kids, but I'm spending a few hours a day doing research and so far a few hundred dollars dressing up.

There must be a way to reach a balance. Any ideas?

Take care.

[Gail Evans]

Not being able to dress often enough, is my difficulty.
Beard cover is also always difficult and takes too much time. Would love to get rid of the beard growth. I discussed it with my beautician (waxing) but laser treatment means staying out of the sun for a few weeks - impossible for me in my job!

Gail

[Natasha Anne]

1. Wearing low rise jeans. I can't tuck since an op and that makes it near impossible

2. Making my top half seem slimmer than my bottom half. I hate padding, but I don't mind corsets.

[eileen1969]

Hmm, I can think of a few? a funny one! two dirty old men trying to pick me up! OMG :eek: That was scary, in way and fending them off is another! omg! not my type honey! My curse is my legs! lol :p it cought them and even hooked! I can handle them now and even take this as a compliment! Dirty old men omg! :eek: lol thats my little 2 cents! much love n stay sexy Eileenx0x0x0x0x

[eileen1969]

I guess my biggest challenge is AGE! I've been CDing for over 55 years and let me tell you girls it takes a lot of paint to cover an old barn but I still love it.

Vivian :p
:) That is the sweetest Vivian! I smiled in kind ways for your courage and girl I look forword in aging gracefully! Think of being a sexy couger on the prowl! and look at those young sexy beasts out there! :cool:
I know I will! "MEOW~ :p " stay sexy Vivian Love Eileenx0x0x0x0x

[Laura Jane]

Having to take the clothes off again and get back in drab! :(

[sissy maid phylis]

:) ;) my biggest problem with crossdressing is that i cant dress as much more than i am doing.i fall in the catagorie of girls that want to be dressed all the time but because or family matters i can just dress and go out dressed twice a week,aside from that i am allways dressed under my drabs so that helps me a little bit .and i feel so depressed when i have to take off all my lovely clothing when i come home from my trips to new york city .well enough of that we all have to enjoy as much as we can and be gratefull that our so s are letting us be what we are all my love phylis anne

[Jan W]

Ditto Laura Jane, becomes more difficult each time!

[Priscilla1018]

My Depression,The images of the past that are still so real to me.My anger with things I cannot change.

Love and Hugs,
Priscilla

[stephanie1000]

I would have to say Purchasing clothing for myself. I can make up all the excuses( for the wife or Gift for a niece) but it always seems sales clerks always see right through me :o

[GypsyKaren]

I agree with Stephanie,not guilting myself with self hate, a war I always lost until I came out to my wife. Telling her everything was a piece of cake compared to all the years of guilt, shame, and self loathing I inflicted upon myself.
I am very lucky in that my wife is a very understanding person who now helps and supports me in every way. She is truly my best friend.
GypsyKaren

[Katie Ashe]

Well lets see here....

I guess not enough time to be dressed in a day.

My wieght would be the next...

Katie

[Kimberly]

Biggest problems:

Telling my (now ex) girlfriend. (She was incredibly accepting though.)
Hiding it from my parents.
Hair.
And making sure my friends don't see my shaven legs.

[ronna]

Honestly, dear, my biggest problem with it is that I can't do it enough!
But thanks for asking!

[Selina]

Hi Stephanie,


I would have to say Purchasing clothing for myself. I can make up all the excuses( for the wife or Gift for a niece) but it always seems sales clerks always see right through me :o

Why give an excuse? Isn't it obvious that as a man you wouldn't be buying them for yourself? :) If you start giving excuses then that's only going to make them wonder why you're so keen to justify the purchase.

If you really were buying for your wife, would you still give an excuse?

I've never tried to justify my purchases to the sales staff. I want to buy some stuff, that's all they need to know. I'm sure that some of the time they guess it's for me, but I think that trying to explain it away is just going to make them more likely to suspect you, not less.

FWIW, I usually find that if I've decided to go clothes shopping, the first couple of shops I go into I'm always nervous as hell, and I can't wait to get out again. But after the first few, I suddenly flip into 'who cares' mode, and start looking properly, and actually buying a few things.

It sounds to me like you're trying too hard...

Hope it doesn't sound like I'm being hard on you - just thought an alternative viewpoint might help...

Hugs - Selina.

[Selina]

Oh, and to answer the original question, the biggest problem I have is the fact that all the secrecy paranoia lessens the enjoyment and relaxation. (Is someone going to come round to the house unexpectedly? Can anyone see through the window? Etc.)

Sel.

[sophie/girl]

maxine my biggest problem is looking like a girl
love sophie/girl

[MaxineF]

Wow it looks like I need to invent a special clock with 8 extra hours a day for the fem side :)

I suppose another challenge I have found is to find other CD's to share my fun with. After all what is the point of getting that fabby hot dress if I cant have a girlfriend to show it off to! Ah the joys of living in a not so big Aussie town :)

Maxine

[Stormgirl]

Having to take the clothes off and wishing society would not care if we want to wear womens clothes.

[JenniferWPG]

I guess my biggest challenge is AGE! I've been CDing for over 55 years and let me tell you girls it takes a lot of paint to cover an old barn but I still love it.

Im sorry, but that is the absolutely BEST damn line I have heard ever! Well said indeed!

[wolf_in_shadow]

my biggest problem is me. I openly dress around my mate (female) and to be honest I worry that she will wake up one day and have a problem with it, not tell me, and I will end up loosing her.

We've talked and she says she would never have a problem, and even if she did she would tell me...I just worry

[JenniferWPG]

maxine my biggest problem is looking like a girl
OKay first of all, the problem with low self esteem and looking like a girl is that 1. If your honestly trying hard enough, you'll look like a girl just fine! and 2. Don't try to compare yourself to models (unless of course you actually are one) - most crossdressers (that I know of) are part timers, so I dont live my entire day working on makeup either... If im not shaved, and done in an hour, oh well! ;)

I know I don't look like a goddess either right now, BUT i have a fairly good idea what i need to improve my looks. Before I bought my black PVC knee boots, I was wearing normal winter boots, lets say that little things one by one add up and before you know it, everyone starts to notice you for who you are trying to be instead of who you were - next is a corset for me - then a decent wig with dredlocks and color - i dont plan on having this all by friday - but over time I'll eventually get to where I want to be! Anyways done ranting now! ;)

[Fallen Angel]

weather you belive this or not after all these years im still trying to find the right style me xxx

[MaxineF]

Miss Angle,

I love your style!

Sometimes I feel a little limited in the 60 style I love and then i see another fabby dress that I simply HAVE to have :)

Anyother 60's chicks out there?

Maxine

[Tiffy]

I would have to say losing weight, finding clothes to fit, finding shoes to fit ( I have none), and passing.

Kisses, April

[tgirlkari]

It may sound silly but I don't get to dress near enough

[TaylorAB]

I find my biggest problem to be my voice. It's probably the major reason why I haven't ventured out into the world yet. I'm starting to really get the swing of everything else, but have mercy, what those bloody male hormones did to my voice at age thirteen is simply horrible.

[michelle-jean]

getting my makeup right, thank goodness for my wife she has tought me alot and i am getting better,everthing else is ok.my wife says she wished she looked as good.and as sexy and pretty as i do. :o michelle-jean(mrs.highheels)

[AbbyLee]

My wife is the biggest problem and her inability to accept my dressing (except when she is not around) Also the opportunity to visit a larger city or somewhere where it is safe to go out.

Hugs AbbyLee

[RachelDenise]

The biggest problem I have is integrating the 2 halves of my life into 1. The need to be feminine and express this part of me constantly bumps into the reality of my male side. Work, relationships, and my psyche all are involved. I love my lifge but would like a break now and then. :p

[MarieTS]

The same problem all girls have... having to pee!
That can be a lot of work after gettting all dolled-up. Thank goodness ladies rooms all have private stalls.
:o

[sophie/girl]

i am with u laura
love sophie/girl