What are your crossdresser MileStones?

[traciethetg]

I went to an all women store and tried on there way too small and short clothing but they have large size sandals that i got.

I perfected my makeup techniques to where I get mistaken for a full classy yet sexy female.

I entered an all women restroom without being clocked and did my business and not speak and blow my cover ( I don't sound feminine at all).

I got hit on by a lesbian stud mistaken for a women.


I was called pretty after I perfected my makeup by multiple strangers in the womens fashion store.

[JulieAmanda]

That's so cool! Well done!

What's next?

[traciethetg]

Getting a 24 inch waist so I have a Coke bottle like Figure.

My goal to look good and feminine in a Two piece bikini ( not reached yet).I look good in many types of dresses,trousers and skirts but not skimpy stuff like a bikini .

[alwayshave]

Finally, getting my eye makeup perfected. Loosing my belly so I look better in clothes. Going to Keystone or Viva Las Vegas.

[Beverley Sims]

Aw! at the moment 30,001.

[Vikky]

In order of achievement
1. Buying my first bra
2. Buying my first forms
3. Going out for a drive
Vikky

[Majella St Gerard]

losing weight to fit into a dress that I bought too small in order to lose weight. is that a milestone? more of an achievement. LOL.

[rockerreds]

1. Going dressed to church.
2. Going into the city dressed.
3. Easter with the family dressed.
4. Using the ladies room at the main branch of the public library.
5. Being asked at a salon when buying shampoo whether "either of you ladies like something to drink?"

[faltenrock]

I was at a bar (Amstel 54) in Amsterdam last fall, on Sunday they have a big drag day, but it was Friday at about 7:30 pm.

However, there was an older couple from the US sitting at the next table. When they left, the man came up to me and said 'you look georgeus...', that was very nice. I was wearing a short long sleeve floral dress in dark blue with long sleeves and black heels.

[Princess Chantal]

Getting 250,000 miles on one pair of heels before needing to retire them

[BTWimRobin]

Hi Tracie,

Yeah!!! Those are some awesome milestones!!!

I am new to this so I don't know if I would consider these milestones but here goes?
1- Came to terms with myself that I need to get to know my female side
2- Joined this forum
3- Started to take better care of my skin (with the wife's help, I still need to come out to her)

Cheers,
Robin

[Teresa]

Tracie,
Being out full time the crossdressing label no longer applies , dressing in drab feels more like crossdressing . I reached that milestone just over a year ago , I must admit it's one I never expected to pass . It makes the rest of the list a little superfluous .

If I had a milestone perhaps it would be standing in front of a full lecture theatre as Teresa to talk about my experiences with the NHS . A double whammy really , I'd never attempted public speaking before let alone doing it dressed and I also winged it without any notes , I still can't believe I did it .

[Nikki A.]

1 Accepting that this a part of who I am
2 Going out as Nikki and interacting with the world around me
3 Getting ready and doing a good job on my make-up in a reasonable amount of time
4 Getting to a point where however I am dressed I fell comfortable and natural and just be myself.

[Sallee]

Going to a nail salon for a mani-pedi.
going into dressing rooms at department stores with no problems
Getting asked to dance in a straight bar by a guy (I said no)
Being mistaken for a woman at my wig salon
I still have a few more to go I just have to get out there and do them

[Stephanie47]

Although the occasions were on Halloween it was interacting with people full en femme.

[Ressie]

Meeting other CDs and dressing in public. Only went out solo twice. Not much desire to do more than that.

In fact, dressing in public isn't important to me. At this point I just want nicer clothes, wigs, jewelry etc. Becoming more passable and learning more about emulating a woman doesn't really interest me.

[Victoria_R]

1. Loss weight. That I am working on now done lost 8 pounds.
2. Get make up done
3. Got out side dressed
This is my goals so far with baby steps after these goals then I move on the the bigger ones like out in public at restaurants or stores.

[Mermaiden]

1. Admitting it to myself
2. Telling my wife
3. Buying panties with my wife
4. Buying dress on my own.
5. Still on the journey

[JeanTG]

Going "all the way": wig, forms, underwear, dress, shoes, woman head-to-toe.
Going out for the first time (to my therapist)
Shopping en femme for women's clothing
Running errands en femme
Taking makeup lessons from MAC
And my favourite: getting ma'am'd.

[docrobbysherry]

Isn't it all a matter of degrees, Tracie? At one time long ago, driving around dressed during daylite hours was beyond my imagination!:eek:

But, probably my top 3 r things I never could ever have imagined!:brolleyes:

1. Appearing in a TV documentary where they filmed Sherry out in my home town.
2. Portraying Angela Jolie's Tomb Raider character in Angkor Wat where the movie was filmed.
3. Playing the LEAD FEMALE in a TV series guest appearance and in a real music video.

[Patience]

Coming to terms with my dressing.
Shopping for fem clothing in spite of all the fear.
Finding out what sizes work for me.
Coming out to a friend, then multiple friends.
Going out dressed for the first time.
Getting my first makeover and proper wig (with the help of a gg friend).
Going dressed to places where I was well known in guy mode. (In multiple cities)
Coming out to my mother.
Doing DJ work dressed.

...and more to come. I’ve only been out a year and a half. I’m having a great time.

[sometimes_miss]

Really, only the big one: That it's not my fault, and that I don't have to feel guilty about it, because I'm hurting no one. That's a pretty big milestone.

[CarlaWestin]

Aw! at the moment 30,001.

Corn-gratulations, Bev. Always enjoy your posts. I mean really. All of them.

-Ears pierced.
-Wife's full acceptance.
-Dual gender retirement

[Ina Girdle]

I am NOT passable, I am very much an introvert, so for me,

Buying a girdle in person at a Sears store, (I thought my face was going catch fire), years ago.

Finding & joining this forum, which very quickly enabled me to accept the fact I AM A CROSSDRESSER, and come out to my wife, who loves me and supports me.

Calling and asking if the local bra shop, is open to serving crossdressers and getting a great response from the owner who said she has several male customers. She said that she thinks it’s wonderful that I am allowing myself the expression of who I am and that she would be happy to help me get started. I am going next week for a fitting and I am going to treat myself to several new bras!

[Asew]

Achieved milestones:
Accepting I am a crossdresser.
Coming out to my wife.
Coming out to most of my friends and family.
Going out in the world (work, shopping, etc).
Shopping as I want.
Making crossdresser friends.

Future milestones:
To have shoulder length hair (getting close).
Pride parade.
To be able to go about my day not having to change for certain places or people.

[Tracii G]

Accepting myself I guess.

[CrossKimmy]

Definitely trying on outfits in the store and buying them. Even asking the opinion of the ladies around me.

[April Rose]

many years ago; coming out to my (then) future wife.

[junetv]

-buying my own clothes instead of trying on my mom's
-getting dressed up for Halloween in college for costume party
-buying wigs, makeup, shoes for dressing entirely
-going out dressed to a crossdresser group meeting
-going out dressed to a crossdresser friendly bar
-trying on clothes en drab at the Limited and Macy's
-trying on clothes en femme at stores
-getting caught by my wife
-going to dinner en femme (for some reason this is still difficult)
-reluctant acceptance by wife - I don't have to hide it completely - just have to have it out of her sight
-flying en-femme or "pretty"

[t-girlxsophie]

Been far too many in the years since 2001 and the first time Sophie came to life.

But in the last two years there been a few milestones,and quite big ones for me at least

Getting Nails done in nail bar
Pro Wig fitting
Dining out in "normal" Restuarant
Using Women's changing room (cant believe took me so long)

And biggest of all leaving from home fully dressed,and hopping onto train into the city,that was the biggest of all

Sophie

[Meghan4now]

Milestones left?

Boudior shoot.
Major convention.
My wife ENJOYING a GNO
Meeting certain friends IRL (and re meeting others!)
Placing higher in photo contest.
Interviewed for another magazine.
Meet more friends
More advocacy events
Nail salon

Accomplished:
Make over
Photo shoot
Good wig
Shopping
Dancing
Dining
GNO with wife
Join support group
Meet girls across the country
Cover girl in TG magazine
Place top 20 in TG photo contest
Editor for TG newsletter.
Republished in other journals.
Pride booth work.
Pierced ears

[Angie G]

I only milestone that means anything to me is coming out to my wife and having her acceptance and participation. :hugs:
Angie

[BLUE ORCHID]

To be able to keep dressing for another 24 years so I can get my picture on the Jelly jar dressed en-femm.

>>>>>>>>>>>>>>Orchid ...:daydreaming:+..

[Billie Jean]

Dressed for a event at work and 2 visits to a th friendly club. Also 2 pedicures. Billie Jean

[Sissy_in_pink]

Wearing full make up to work even though I'm still in male mode, been doing it for a couple of weeks now.

[Susan Smokes]

No real milestones, but I am glad I still enjoying dressing, and glad I can dress on my own terms.

[Lana Mae]

Well, I am more transgender than crossdresser but...flying pretty at the end of June! There may be many more after that, who knows! Hugs Lana Mae

[Cheshire girl]

There are lots of little steps on the journey for me. From the early days of wearing mummy’s clothes shoes and makeup to buying my first clothes to now when I have a large collection of clothes and accessories and go out in public has been a long journey. The biggest step forward was going to a beauty salon and cosmetics stores and getting good advice on makeup brows and eyelashes. Buying proper bras and breast forms made a huge difference. Going out with women dressed in mainstream society and being accepted as a woman was another big leap forward. Although I don’t seek male company when dressed its nice when I’m treated as a woman even it it’s only to have a door held open. I never thought I’d get this far and am glad I did.xx

[susan54]

Going out in public dressed first time (Newcastle)
Getting first bra fitting as Susan
Using fitting room to try on womenswear for first time (as man, LTS London)
First meal out dressed in company of GG
First hotel trip as Susan (pretending to be actual woman for several days)
First hotel trip as Susan (openly crossdressing instead of pretending to be woman for several days)
First beautician session as Susan (leg wax and pedicure)
First swim as Susan
First use of Ladies restroom
1000th dress purchase
Getting colours and style done as woman
Guest at fashion show as Susan and getting kissed by woman I know who did not recognise me
Going to theatre as Susan
Going clothes shopping with GGs
Visiting tourist attraction as Susan
Using public transport as Susan
First time wearing skirt as man
First time wearing dress as man
Using store personal shopper for first time (Fenwick, York)

No more milestones left

[abbiedrake]

Wow, way to make a gal feel inadequate, ladies!
I feel like I have so little to contribute but some stuff I have done...
Come out to my wife
Come out to a couple of friends
Shopped in RL for my own makeup, lingerie, women's clothing (in drab)
Gone out in hybrid mode, dressed male but with some makeup and female jewellery.
Joined an LGBT social group on Meetup (Though I've yet to attend a get together. I had to decline the last one as my wife had a cancer appointment that day. Far from ideal)
Joined this oh so helpful band of sisters
Asked for help from SAs with makeup, making it clear it was for me

Still to come...
Well the big one is to go out en femme and I have no idea when that might be. It feels a million miles away right now. I know I wouldn't pass but neither do I care. My wife, though...

[Jodie_Lynn]

Milestones Achieved:

Ears pierced
Out to family & friends
Dining out en femme
Mani/pedi at a salon (with my ex!)
Out in public and attending events as "ME"
my own wardrobe, neatly hung in my closet
Shopping for girl things, in drab and en femme
My first kiss :o


Milestones to Achieve:

Come out at work
Beginning HRT
Attending a Pride event
Going on vacation

[Patience]

Learning to do my own makeup. Still got a long way to go...

[Manasi]

✔ Realizing that I envy girls
✔ Trying on my mum’s clothes
✔ Getting fitted for a bra & buying bras and panties
✔ Buying a pair of women’s jeans
✔ Coming out to some friends
✔ Accepting myself
✔ Attending a trans* support meeting
✔ Going out in public (different country, then different city then my city)
✔ Shopping for women’s clothes
✔ Using women’s restroom
✔ Getting makeup lessons & buying makeup
✔ Spending half a vacation as a girl
✔ Going on a girls’ night out
✔ Travelling en femme
✔ Buying & getting Indian clothes stitched
✔ Going to work as a woman
✔ Kissing a guy as a girl

⏳ Flying pretty
⏳ Crossing airport security & immigration en femme
⏳ Kissing a girl as a girl
⏳ Attending a pride event
... & many more

[Angela Marie]

Several years ago I had a makeover about 2 hours away from home. It came out beautiful. I drove directly home and was about to take the makeup off when I decided I had to finally take the step of going out in public dressed. I had never done this before. I drove to a local supermarket. My stomach was in knots as I left the car and walked in. Nothing happened. I finally realized that my fears were of my own making. Thatt gave me the confidence to begin going out in public on a regular basis.

[MonicaPVD]

✔ Spending an entire weekend dressed
✔ Going on an elegant date (dinner and pops concert)
✔ Going shopping at my nearby mall, seeing several acquaintances (they did not see me) and not freaking out
✔ Air travel (including TSA nonsense)
✔ Looking good in a very fitted, non-stretchy size 12 dress

[Bruce64]

I want to wear a bra with forms, a garter and stay up and be with a woman for a long time, dining, walking, sleeping, having sex.
I want to buy a skirt and wear it, a mini skirt, planning on it this summer.
All of the things I wanted to do I have done
I also accepted myself as someone that wear feminine under clothing mostly.
I have told my wife that this is part of who I am.
Wear Panties in a plane across continents.
Wear Panties only, stop wearing men underwear.
Wear a Brassiere at an Opera concert.
I have a short list

[Jenny22]

Manasi, Re: your post, how many lives have you lived, anyhow? I'll bet there are some good stories you could share with your sisters here.

[Karmen]

Realising that I like woman's cloths and shoes
Trying on mum's clothes and shoes
Using mom's lipstick and later full makeup, including nail polish
Buying my own panties and pantyhose
Starting to wear panties and pantyhose under my male clothes at home occasionally
Buying my first female shoes (high heel sandals) and wearing them while home alone (also tried them on in the shop)
Buying my first miniskirt and wearing it at home (also tried it on in the shop)
Going out for a short night walk in a neighbourhood in the opposite side of town where I lived wearing heels with my male clothes (I done this a few times and it was really stupid and risky decision looking back, but luckily I was never seen by anyone I know or confronted by strangers). It was still the time when phone cameras didn't exist yet.
Going out during the day wearing black nail polish on my hands

Moved out of parent's house and started to wear panties and pantyhose under my male clothes all the time and female clothes while at home
I bought my first wig
After about 10 years walking and dressing at home, I went out fully dressed for the first time (night walk in a quiet neighbourhood)
I was stopped by a cop while fully dressed (most nervous time in my CD life)
I visited female public restroom fully dressed for the first time
I went out fully dressed into a nightclub during Halloween night and interacted with people there
I went out fully dressed during the day in a neighbouring city where nobody knows me
I went out shopping in a neighbouring city party dressed (female pants, unisex Tshirt, female flat shoes, light makeup and unisex wig)
I was stopped by a group of drunk men during one of my night walks and verbally bullied (most scary moment in my CD life)
I went to a doctor office underdressed and have to take of my clothes during my exam (I didn't expect that, but it went well and now I can underdress ever time I visit that doctor and that makes me happy)
A woman I know saw me while I was shopping party dressed for female clothes. Either she didn't recognised me, even she said hello in the shop or she didn't want me to know she recognised me when I met her a few day later in my neighbourhood (very nervous few days, still not sure)

That's where I'm today and if nothing changes, I think it will stay that way more or less, because I'm not ready to come out of the closet yet and I doubt I'll ever be.

[BTWimRobin]

Hi Tracie,

Yeah!!! Those are some awesome milestones!!!

I am new to this so I don't know if I would consider these milestones but here goes?
1- Came to terms with myself that I need to get to know my female side
2- Joined this forum
3- Started to take better care of my skin (with the wife's help, I still need to come out to her)

Cheers,
Robin

So couple of months go by and.....
4 - came out to wife
5 - went shopping in the wild and asked an SA for help
6 - shaved my legs (totally love how smooth they are)
7 - wear panties most days I'm home
8 - keep my toes painted
9 - dress in femme jeans, shorts, and leggings

[Manasi]

:) It's surprising how bold you can be once you are living on a different continent than your family, and you stop caring what other people think! I do write up my stories on my Facebook and was recently invited to contribute them to a blog (let me know by PM if you are interested, I can share the link)!

xoxo,

- Manasi


Manasi, Re: your post, how many lives have you lived, anyhow? I'll bet there are some good stories you could share with your sisters here.

[BLUE ORCHID]

I guess that my real major milestone would be getting my ears pierced @ age 72 Four years ago.

>>>>>>>>>>>Orchid ..o:daydreaming:o..

[chrissietoo]

My milestones are all pretty small, perhaps they should be called MILDstones, but here they are...

My first milestone, and awareness of certain feelings, was choosing to be a girl at Halloween at about 8 years old. I didn't think about it, just did it, and it felt wonderful.
My second was after my gf in high school left her bikini in my car, and that night I slipped it on, with a rush of sexuality and joy. After that I began sometimes dressing in "borrowed" lingerie.
My third milestone was getting found out by a girlfriend, years later, and admitting to her how good it made me feel. She was sympathetic, and although we broke up, it led to
My fourth milestone, discovering "crossdressing" on the internet, and understanding there were others who had similar desires and joys, and that for us it is natural to dress.
My fifth milestone happened at a Target store, where I went with a note of specific lingerie I'd found on line and wanted, and the women there were very helpful. I was my own gurl now!
My sixth milestone was meeting a women, on line, who understood and was sympathetic to my feminine feelings and identity, and let me admire and confide in her. I began dressing at home because it was natural and fun.

Sexuality seems to weave in and out. When I first dressed before puberty, there was nothing sexual about it. When I put on my gf's bikini, I became very aroused, but it was different from how I felt as a guy, being aroused was part of an avalanche of wonderful feelings. Feeling femme is definitely sexy, but only part of the good feelings. I love to clean house en femme, or do office work, but it's hard to get to sleep if I wear lingerie, because it's way too sexy....I wonder what my next milestone will be :)

[Tracy Ann]

1 Start wearing panties, hose and women blue jeans.
2 wearing skirts and dresses at home on a regular basis. 2 years ago I was looking at skirts and the wife said that she would divorce me if I ever wore one.
3 shopping for woman's clothing for myself at goodwill with wife.

Slow process and may have hit a wall now but tomorrow is another day.

[StevieTV]

Accepting my self as trans.
Coming out to family and friends
Finally living my life as I should.

[Kate Jennings]

Having the courage to try on my Mom's things
Applying makeup while dressed
Wearing a wig with makeup
While my family was away, spending my first overnight dressed
Buying my first outfits lingerie and wigs
Taking my femme things out of a suitcase and putting them in drawers and a closet in my first apartment
Go out at night for a drive while dressed
Getting out of the car and taking a stroll while dressed in a downtown setting
Walking into a gay bar while dressed
Kissing a man while dressed en femme
Being with a man while dressed
Entering a drag show
Being with my girlfriend while dressed
Confessing to a new girlfriend that I dressed
Sharing that with her
Going out to crossdresser events

[susan2010]

1. first time I bought a slip for myself (at a department store) age 19

2. first time I asked to try on a dress in a store. age 45

3. first time out "in public" in a dress (at a cd support group meeting). age 55

[Roxanne Lanyon]

My milestones?
1. Becoming completely dressed, by myself.
2. Successfully putting on my make-up.
3. Meeting other "girls" and joining a support group.
4. Going out on the town with some other "girls".
5. Making a "best friend" on line, in London.
6. Becoming more feminine in my thinking, more than simply being a crossdresser.
7. Desiring a relationship with another trannie.
8. Wishing for a serious relationship with a sweet, gentle , understanding Significant Other.
9. Next?

Roxanne Lanyon "A Girl Within Me"

[Stephanie Julianna]

I think after 40 years of dressing in public every year there has been some small milestone. But when I think of it 2 years ago I went to Planned Parenthood to get some bloodwork done and went enfemme. There form asked how I referred to my gender and I checked of "gender fluid". The Doctor and staff treated me wonderfully and when it was my turn to be called in from the waiting room it was Stephanie they called for. I almost cried with joy to hear my true name in public.

[Lucy Long Legs]

1. Dressing in my mother's clothes as a child.
2. Dressing in front of my wife.
3. Going to a dressing service and make up artist.
4. Going to TV meetings.
5. Going to a TV party.
6. Going shopping en femme.
7. Seeing a therapist, dressed.
8. Being hit on by a guy and saying no.
What's next to do?

[Jess West]

I think pumping gas. Even more than going into a store or what not. Something about filling the gas tank, person 2 feet away on the other side of the pump, another 20 feet away at the next pump... Folks driving by. It just felt like such a "normal every day thing to do" that it some how felt like a solid mile stone for me.

Discussing it with my wife, her seeing me fully done, the first time I drove out the garage dressed... all memorable. But some how pumping gas feels like a milestone to me - because it's so "normal".

[mbmeen12]

Ill keep it simple, I attended many events in CT.

[xEvelyn]

Going outside fully dressed and interacting with SA has definitely been a big milestone for me.
The next step might be going to a bar/club that is CD friendly if i find the courage...