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crossdress while in high school

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Recent activity

admirercd31i like teasing, dressing in stockings, short skirts, and very high heels, sexy emails, pantyhose sex, group sex, and being a secret slut

i like teasing, dressing in stockings, short skirts, and very high heels, sexy emails, pantyhose sex, group sex, and being a secret slut 5 years ago


334643Crossdress while in High School

It sounds like it’s going to be a ton of fun. I just have to get some clothes together 5 years ago


drauganusFun times

I’ve done this several times at my high school and look forward to doing it many times in college. theres lots of levels u can take it to. you can shave, or not, wear make up or not, ect. Just do what you want and look cute! 5 years ago


carolineakacodydo it it is soooooo much fun

allright i’m a freshman and i am a guy but noone knows this i moved to a new area during the first week of school. i had always had an intrest in crossdressing and had done it in private then for friends and then next thing i new i was datting my friend.( i love my seany poo).anyways what gave me confidense was i was bet to crossdress to the mall of georgia were i used to live and was asked out by like 10 super hot guys lol i have weighed like 106 pounds 4 like ever and alway had a really really really, like it was to girly, femine voice and a female hairline/eyebrowsand he knows.another thing that really helped was the support of my mom (dad is dead) she came 2 me one day and asked if this is what i wanted to do 4 like the rest of my life and i said of course so she took me to a plastic surgeon and i recieved brest augmentations and noone knows and i’ve been taking female hormones for about a year and it made my uknowwhat shrink up to like non exsistant because i took them pre prubessant and now i can even wear a bikinni without any one being able to tell the diffrance bottom line do it if you can do it looking good ask friends(boys,go in public,take a picture and ask ranom guy if you think this girl is hot)then start thinking like a girl andthen work on your voice get a wardrobe and get cleavage.! IF YOU THINK YOU CAN DO IT YOU CAN DO IT6 years ago


Vince3224Untitled

did it as a halloween joke my senior year, but was hooked on it since. definately worth trying 6 years ago


gowithbazzaCrossDressing 4 me

Crossdressing 4 me is my life without it I would be a sorry state for a man,
I’ve been Crossdressing sins I was a very young lad I’m now 45 years old I’ve had my moments where I’ve tried not to but have found it very hard to cope with the feelings,
I also have Klinefelters Syndrome 47xxy & suffer from Gender Dysphoria & Paraphillia i.e. a fetish for female clothing the female form, i.e. gender confusion,
I have got to admit if I was a girl/woman the dressing activities would not be a problem with anyone because to them it would be a natcheral thing for me to do yet in the general publics eyes I’m a very sick person or gay witch I am neither ok I would consider myself as a Bi man as I have been with another man in a sexual manner but at the time I was in the cloths of the girl I feel inside so I was the girl that was having sex with the man not a man having sex with a man it was a one off but that’s not to say I will not try it agen,
Anyway like I sed I have been Crossdressing sins I was a young lad back then it was a very privet afer but these days many of my friends now of my activities I for one am not ashamed of what I do it helps me to feel good about myself & sometime I feel very sexy in the cloths I wear I generally wear a bras & panties with a dress or a top/blouse or shirt with a skirt I will admit I most defiantly have the shopping fever when it comes to buying new feminine cloths my closet has way more feminine cloths than it has men’s, I also fantasize sometimes about being with a man in a sexual manner this mainly happens because I have to take Testosterone H.R.T witch makes you very randy at the best of times & when I am at the Hi point of randy-ness I get very gender dysphoric & a strong need to be the woman within me & so feel the needs as any woman may feel to be with a man in a sexual act I personally see nothing wrong in this having a man touch me as if I was a woman witch at the time I am feeling like the dressing up eases some of them feelings I’m not a transsexual & have no wishes to become a woman although sometimes wish I was a woman,
Such as life is I’m xxy intersexed 50/50 a bit of both.

www.xxytalk.com a forum for people with xxy & variant there parents & friends or partners 6 years ago


debi34love it

i been dressing since i was 6 years old and i am 35 and still lovong it 6 years ago


xxGabbyxxI'm gonna DO this!

I’m going to crossdress for Children in Need in November, so I’m going to tell my parents closer to then. I’m thinking about getting a schoolgirl outfit with top, skirt, heels and wig! I can’t wait!! _6 years ago


makehersuckBought my first pair of high heels

Bought my first pair of 5” heels online to crossdress in secret. Feels so good to wear them. 6 years ago


sharp_young_ladyGoal complete

Unfortunately two things got in my way: my obviously feminine glasses (after a couple of hours attempting to not use them, I concluded I’m just too blind and gave up) and the weight I’ve gained recently, resulting in a stunning, womanly ass completely unsuited for the task. Otherwise it went smoothly; got a few double-takes which assures that at least I genderfucked somewhat, if not a fullblown crossdressing experience. 7 years ago


sharp_young_ladySlowly I add more

to my boy-wardrobe. This time a shirt and some undershirts, and a fairly spiffy white hat. I saw Andrea Gibson last night and she was dressed kinda what I’m going for. But my new corollary to this goal is that I want it accomplished by the end of March. I’m not going to go to school on the last day all gender-fucking because I procrastinated. That would be lame. 7 years ago


ajones282Did it for kicks

It was a halloween thing. I dressed up in girls clothes and stuff and went from house to house. I think it looked too realistic, because one lady said, “What are you supposed to be?” 7 years ago


sharp_young_ladyI went butch

Yesterday I felt not like I wanted to wear anything tight, which ruled out most of my wardrobe. So I put on my new boy pants, a sportsbra and a t-shirt from one of my plays, and tucked my hair up under my hat.

I really will have to cut my hair sometime soon, though. It’s not what I want at all right now. 7 years ago


sharp_young_ladyThe first step

I have bought men’s pants.

My sister and I were shopping in a local used clothes/vintage store downtown today, ostensibly for a dress for her for New Year’s. Instead, I buy these pants. They are one of, like, two decent items of men’s clothing in the place, and they fit PERFECTLY. Of course that may also be due to the fact that I have eaten at least an eighth of a pound of chocolate (on average) every day since Thanksgiving, but hey, I can buy a belt.

I’ll put up pictures when I have more to wear with them. And of course I’m not stopping just there!

On a somewhat unrelated note, I asked my father for a tie for Christmas, which he gladly delivered upon. Silk, very nice, but the salesclerks gave him lip about it (“Unpatterned pink is out of season!” they’d hiss at him.). I bring it up because as soon as I broke it out he got all proud and wanted to show me how to tie it. We did it together, in the mirror. I have never gotten the feeling that my father ever missed not having a son, but that night I noted how proud he was that he got to show his kid how to tie a tie. Just how fatherly and father-like proud he felt, in a masculine way somehow different from the other times he’s been proud of me.

I also told my mother today that I want to build a masculine wardrobe and crossdress at school. I joked, “You know, just so you won’t be surprised at that strange man in your house.” She said, “I wouldn’t be surprised,” and asked me how I would go about doing this.

I am so, so lucky. 7 years ago


sharp_young_ladyA question

For those who know...what is the best way to look male in this world of oh-so-unstylish males? 'Cause just wearing a t-shirt and baggy pants makes me look like I don't care, not like I'm male. 7 years ago


KöziFeels Good!!!

I’ve done this, Girl’s shirt, Skirt, Makeup, I love it. Despite being called gay, which has nothing to do with appearance, people are just IDIOTS I guess. 7 years ago


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