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Men, have you ever crossdressed?

.I was pretty well raised in my older sisters clothes. I got new boys clothes when i started to school at age 6 but I took them off when I got home to save them. We lived off out in the country so not a lot knew except a boy in my class and his female cousins. But they were used to me wearing them especially in the summer. Mom kept my hair long i don't know if on purpose or what. I quit wearing her dresses when I was maybe 8--9 but I still wore her shorts. Later on in college I would dress up on occasion because I remembered liking it. One Halloween I dressed up in a short nurses dress and uniform. I had a ball. More like two. I got to where I would do it a lot of weekends. Several knew. We would go to a local friendly bar a lot. Met my present wife there. Life is good.
 
wifes_fag said:
.I was pretty well raised in my older sisters clothes. I got new boys clothes when i started to school at age 6 but I took them off when I got home to save them. We lived off out in the country so not a lot knew except a boy in my class and his female cousins. But they were used to me wearing them especially in the summer. Mom kept my hair long i don't know if on purpose or what. I quit wearing her dresses when I was maybe 8--9 but I still wore her shorts. Later on in college I would dress up on occasion because I remembered liking it. One Halloween I dressed up in a short nurses dress and uniform. I had a ball. More like two. I got to where I would do it a lot of weekends. Several knew. We would go to a local friendly bar a lot. Met my present wife there. Life is good.
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I have a very similar experience.
 
CurtGiles46 said:
Men, have you ever crossdressed?

When I was a senior in high school, I came home from school one afternoon and tried on one of my older sister’s pink nightgowns.

As an experience, crossdressing is quite fascinating. Maybe the hottest part is the emotional rush of fear worrying about getting caught. Also, the shocking thoughts of what your school classmates would say if they knew.

During my 20’s, I still lived at home with my parents and I sometimes slept wearing one of my mother’s slips. It was super relaxing, the feeling of sleeping like a girl.
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Nope, no desire to but I had a Mistress who locked me in chastity and made me wear thong panties for weeks at a time
 

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I've never "fully" cross dressed, but I've played around in panties, I've worn silky camisoles, fishnet stockings, and a lacy bodysuits...it was never in an effort to try to look feminine, but because it made me feel sexy and slutty, and I love the contrast between the feminine and masculine
 
My sister, 2 years older, always had such nice clothes. I was curious about what it felt like to wear a skirt or dress and those thin, silky panties. I tried it and liked it. One day when I was home alone I wore panties, bra, a full slip, blouse and skirt all day. I tried her pantyhose and did not like those. I found out lacy panties are not nearly as nice as plain ones and that has affected what I buy for my wife. I also wondered what it was like to sleep all night in those silky nighties she wore to bed. I never got the chance to find out. Anyway, that was a long time ago.
 
liked the way neighbor girls panties felt on me when I was over at their house playing. Some yrs back I used my son wife panties an bra an some of her clothes when there an they were gone. Put on his gf panties an thin sexy nitie when they gone too. Felt so good.
 
crem said:
I would wear my wife’s panties and matching bra and go to the ABS and suck dick.
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Same. I usually wore pantyhose, bra & panties under my clothes. Then I would strip down in the arcade area. Put on a pair of high heels & use a magic wand on my nylon covered cock.
 
Have worn mens panties under my work clothes many times.
When my wife is away I love wearing a nightgown and often other clothes but never have in public.
Have often fantasized about getting together with a group of friends who all like cross dressing to watch games all day on a Saturday while our wives go shopping.
Then when our wives pick us up from our play date we all probably a little drunk but all they ask is if we had fun but no other details because what happens at Saturday parties stays at Saturday parties and we always go home to our wives and families
 
Cardinal said:
Have worn mens panties under my work clothes many times.
When my wife is away I love wearing a nightgown and often other clothes but never have in public.
Have often fantasized about getting together with a group of friends who all like cross dressing to watch games all day on a Saturday while our wives go shopping.
Then when our wives pick us up from our play date we all probably a little drunk but all they ask is if we had fun but no other details because what happens at Saturday parties stays at Saturday parties and we always go home to our wives and families
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Invite me next time.
 
When I came out, back in 7th grade, I wore girls' clothes exclusively. It caused a problem with the school but my mommy went down and raised Hell so they backed off. The other kids teased me relentlessly, but I didn't let it bother me because I was trying to attract boys to me. I gradually stopped cross-dressing, except on special occasions, because I stay home all the time and mostly go naked.
 
The only crossdressing I've ever done was back in the day, when I was doing theater, and the script called for it. Other than that, I must admit - and I apologize - I don't get it.
 
I have worn panties and hold ups for a lovely lady who was very into it and given her response I would do it again, without question! Never felt the urge to do it alone, but it did feel sexy for sure :)
 
I have. I did quite frequantly in my late 20's and early 30's. I still wear panties quiet often.
 
I had an interest from an early age that only got stronger in my late twenties. I secretly wear panties and underthings several times a week when I get the chance. Wearing puts me in a wonderful calm place. Been straight all of my life, until the last four years when I started to have an interest in finding an 60+ friend who also wears to share the experience. And while I have encountered several crossdressers and trans people even in my town, I've not been able to have a conversation with them. Very frustrating.
 
Oshkosh60 said:
I had an interest from an early age that only got stronger in my late twenties. I secretly wear panties and underthings several times a week when I get the chance. Wearing puts me in a wonderful calm place. Been straight all of my life, until the last four years when I started to have an interest in finding an 60+ friend who also wears to share the experience. And while I have encountered several crossdressers and trans people even in my town, I've not been able to have a conversation with them. Very frustrating.
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Have you thought about connecting through Skype
 
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