When a GG first dressed you

[casey86]

my then girlfriend came home with a corset, stockings and g-sting, gave them to me as a birthday present. then she started buying me dresses, etc...

[sherell]

I had persuaded my cousin to swap clothes. Half way through heavy knocking on a locked door put her off.We were both 12 years old at the time.

[brandie]

my first time was when i was about 19 my girl friend and my mother put me up to it for halloween. worked as a cook at howard johnsons. dressed every day for a week i was hooked but did not dress again tell i was about 30. and have been doing it of and on ever since. but like karren i like to do it my self. tryal and error what a way to learn to do it right

brandie

[kaitlin]

Hi Girls, I guess the first time a gg dressed me was when I was about 17 / 18 years old. I have been blessed with deep blue eyes and long eyelashes. She kept telling me she wanted to put makeup on them, I had to play the hard to get part, the whole time just about to bust out YES YES YES !!!! things progressed from there to completely dressed. Wow what a ride!! luvs Kaitlin

[Robin Leigh]

The very first time I was fully dressed up was for a school play when I was 10. I didn't really want to do it, but my mother convinced me, telling me about her experiences of playing boy characters in school plays. Ah, the joys of a Catholic education.

My mother provided the outfit I wore in this play, and did my makeup. I impressed a lot of people that night. In another production the next year, I wore a pink tutu. In junior highschool (at the same school) my French class put on a short, 3-person skit. I played a young French girl, in a short white dress, with pink polka-dots.

The first time I ever wore girly things was a few years before. I had no clean undies to wear to school one morning & mum made me wear my sister's frilly ones. It truly made me miserable, but she gave me no choice. I tried to tell her that the other boys would be able to tell that something was girly about me, but she told me I was being silly. I guess I was already in TG denial by the 2nd grade...

Robin

[Dena]

When I was about 6, my mom had me wear a pair of my sister's
tights when we were going to go ice skating (my long johns were
in the wash).

Then about the same time I was at school, several boys and I
were stomping ice in a puddle and I slipped and fell on my rear.
I was soaking wet from the waist down! We couldn't reach any
one to bring me dry clothes. I was offered some dry pants-girl's
pants! I refused, thinking my pants would magically dry fairly soon
HA! (I learned a lesson about Hollywood movies that day)!

[fionasboots]

Oh trust you, just ignore her girls,

Ignore who?

Honestly "Me Mam", haven't you taught her to talk proper yet, I mean the accent is just oozing out of the screen!

[fionasboots]

Hmmm, I've never had a GG dress me

Would be quite nice I guess, probably embarassing at first but it sounds fun.

I'm extremely jealous of all you girls that have experienced this!

[linnea]

It was my mother too. She didn't go very far with it. On a couple of occasions when I was in early elementary school, she took me clothes shopping with her. Mostly I just waited around while she tried on outfits that she was choosing for herself, but on a couple of occasions, she took me into the changing room with her. There she had a girl's outfit that she asked me to put on. The one I remember best was a red dress that buttoned in the back and had a big white bow in the front. She never bought any of these, as far as I know, for me, and we never did this after I got into junior high (seventh grade).
I remember the timing distinctly because that's when something else changed. Prior to that time, I had always worn girl's panties. My mother bought them for me, sometimes while I was along with her while she shopped. I never really paid attention to it as far as knowing that they were girl's rather than boy's. Now that I look back at it, I realize what she did. And the year that I started having PE classes at school was the year that I started wearing boy's underwear.
She told me several times that she wished that she had had a girl baby, but she never overtly told me that she wished that I had been a girl.
Other than that, I've never had a GG dress me, but I would like to have the experience.

Sorry,

Techically, the first time was when mother bought me s girl's shirt, asked if I'd wear it and I did.

[Alberta Daisy]

First time I ever wore anything of a girly nature, was at my wifes prompting. We were getting ready to go out for dinner, and I was grousing about the time she was taking. She said maybe I should try getting all dolled up for a night out. I laughed it off, but when we got home, she wouldn't let it go, so I gave in, just to shut her up. Two hours later I looked in the mirror, and the genie was out of the bottle for good!

[Myst]

There was one time when an ex-g/f wanted to trade underwear... this I am convinced is what truely re-fueled my interest in CD! It was however only bra and panties, but it was something she suggested and I jumped at the chance. It was the first time in years since I had put on anything feminine.

In more recent times, my current g/f dressed me up, hair, make-up... the works! She knew of my c/d'ing interest and suggested that I go all the way with it. It was an amazing feeling, but that was the one and only time anything like that ever happened. That is one night that I will never forget!

[RachelDenise]

I've never had a GG help or suggest that I dress. I think this thread is here to taunt me! It is something I would love to happen.

[Robin Leigh]

I've never had a GG help or suggest that I dress. I think this thread is here to taunt me! It is something I would love to happen.

Maybe you should save your pennies & treat yourself, Rachel (& Fiona)? I've never been to a professional Transformation service, but from all reports they do seem like fun. Sure, not quite as much fun as an enthusiastic gf doing your makeup, but hey it's always wonderful to be treated as one of the girls & to be a centre of attention.

A makeup expert can see ways to utilize the potential in a face much better than any amateur, so getting your makeup done by a professional can also be very educational. And it's nice to see the genuine feminine flair of a makeup job done by a GG. I'm pretty good at doing my makeup, but I'm always pleased when a GG offers to assist.

Robin

[june58]

I did. Went to a boutique owned by a GG married to a CD. She did a complete makeover and let me wear anything in the shop. Spent a couple of hours there modeling many different outfits. Fabulous time. She has since sold the boutique. Disappointing.

[juliek]

A couple weeks ago, I was getting ready to do some laundry. I told my wife I didn't have any clean "panties". We have always referred to my male undies as panties. She jokingly said I could wear a pair of hers. I said she didn't have any that would fit me. She is a size 8 and I am a 16. She said, "oh yes I do, the black pair of VS panties with the pink lace tie up the back."

She got the panties, I put them on and then she tied the lace on the back. They kind of cinch up like a corset. I was in heaven. She laughed and then wanted me to take them off. I really did not want to but she finally got me to take them off after about ten minutes.

Then the night before last I mentioned how much I liked wearing her panties. She said she had completely forgotten about it. I told her I couldn't forget about it. But she changed the subject.

That is the second time she had me put on her panties. The first time was years ago and she had me put on a thong during sex, which again she promptly wanted me to remove and I didn't want to.

[Gabriellia_Cd]

I never had the chance to be dressed by a GG. At least no fully. I have had my Wife buy me items here or there but she has never dressed me or helped me with makup

[BlkNYLONS]

I had a really cool cousin that knew or guessed I had a fetish for nylon stockings, we were alone one day for a couple of hours and she asked me if I wanted to put on her mothers (my Aunts) nylons to see how they would feel. We were only 14. I confessed I had been wearing my moms stockings and heels any chance I got. She wanted to see....I did. We both wore my Aunts lingerie stockings and heels. It was a amazing day I will never forget.

[Karen Johnson]

It was my suggestion. Very awkward, but it worked out well.

[Lisa Golightly]

My mum used to dress me as a tiny thing, but it was as a boy... although she did once try to use my sister's old things on me, but I screamed till they were taken off... I was six months old. There was this big scene when I was six when I was asked to wear a kilt (Go figure!?!). Since then it has been either the GG would only touch me dressed with tongs or it was a very mutual smoochie thing.

True, true, true.

[stefie22]

I totaly forgot but reading about school brought it back. Our class was short by two girls for a play. the teacher took the two smallest guys(i was one) and got us to play the parts.The other guy's mom was the costume designer so we had to do fittings alot. the costume was a little white dress, white nylons and fancy little shoes. there was also a bonnet. i didn't think about it ever again because at that time i was in total denile. if i'd only known then...

[Dawn29680]

Never have had the chance but sure would love too.

[carolinebrookes]

It was my big sister who first encouraged me to dress up. She tried in vain before to dress me up and I had always protested (too loudly it seems)
I finally succumbed for a fancy dress party when I allowed myself to be dressed up as a St Trinians schoolgirl.
She was a big help and didn't make fun of me either despite some of the kids at the party doing so.
Over the years, she has helped me in my cd'ing and is always there for me. We even go shopping together sometimes which means I nearly always have an up to date wardrobe.

Caroline

[SatinSarah]

Who suggested it, you or her?

For me, I asked my then girlfriend and after she laughed a little, willingly got one of her dresses and make-up out for me.

I started when I was about 7 dressing up with a girl from school. I had to stay and play with her every weekend and I loved playing in her party dresses and she didn't mind.

With my wife I told her I lved the feeling of her silky nightie etc a few times and then surprised her once by wearing her basque. It started slowly but when she was comfortable (ish) with me in a bit of silky underwear I started explaining bit by bit how I felt about wanting to wear more and more and to feel/look like a woman. Slow start - but worth the wait.

Love Sarah

[jjjjohanne]

Once, when my sister and her friends were dressing up for halloween, her friend asked me if I would let her dress me as a girl. I said no. Years later, I was asked to wear a costume as a woman for a thing. I jumped at that, not to let another opportunity pass. I asked a tall woman from work if she would loan me a dress for it. He laughed and said yes. I went to the store and bought some hose and went to my girlfriend's house. I used her restroom and put on the hose and dress. I walked out and sat beside her and she didn't notice for a minute or two. TOO distracted. When the time came closer for the outfit, my mother helped me with my bra, and slip. She let me try on her hose. I tried on just about every pair she had. She didn't act like that was odd at all. She laughed and laughed, and so did I. I walked around the house for 10-15 minutes in hose and shorts after we were through. The day of the event, I had the hose I had bought, and the stuff mom helped me with. My girlfriend helped me with my makeup. We had bought a $25 wig. I didn't look very femme, but it was a lot of fun and very stressful. I had to go to the mall dressed this way on a Saturday night. That was almost more than my heart could take!

[veronica_gr]

my wife convinced me to wear her panties 5 years ago.

from that moment my most times she chooses what I will wear.