What are your crossdresser MileStones?

[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.
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 ...+..

[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


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.