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Men, have you ever crossdressed?

I have worn panties for almost forever. I like the nylon type and lacey. I wear womens shorts and sandals in the summertime. I have been out in a dress a few times with my wife. A wig, makeup and stuff I don't look too bad. That got started from a threesome. I am always drawed up but enjoy it and my wife liked me having to do it and said I should do it more
 
The extent of my crossdressing experience is oneday trying on a pair of my wifes panties. I took a pic of myself and thought it cringeworthy, never tried again, lol.
Having said that, I'm happy for the guys who can make it work for them, if I thought I actually looked sexy, I would have tried it again.
 
hilton1958 said:
The extent of my crossdressing experience is oneday trying on a pair of my wifes panties. I took a pic of myself and thought it cringeworthy, never tried again, lol.
Having said that, I'm happy for the guys who can make it work for them, if I thought I actually looked sexy, I would have tried it again.
Click to expand...
I don't know that I look to sexy.... but I feel sexy in it so that is why I do it.
 
Yes but not totally, I used to travel for work and often wore panties and stockings under my clothes, or somethings just pantyhose. On occasion I would wear a silky camisole as well. I sat through may meetings with a raging hard on caused by my under things or when my fantasies found me wanting to take the person I was meeting with to bed.
 
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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Have I ever cross dressed? I would have to say "N0"
I have a (usa) pantyhose / (UK) tights fetish and I do wear them, but only for sexual reasons
I have no intension of trying to dress like a female or wear any other female clothing,
So would you agree oe disagree with me on that ?
 
Also, when I was about 10 my classmate and neighbor who lived about a mile away over just across a creek was together one day and he asked if I ever jacked off. I said well of course. He suggested we do each other. Well we ended up sucking each other. He said lets go to the creek and take a swim. I told mom I needed some shorts as I didn't wear them. She said she wasn't cutting up any of my pants and got me some of my older sisters shorts and said wear them. They fit pretty good and were pretty short but I liked them. My buddy told me they were perfect for me since he was going to fuck me and make me his girl anyway. He fucked me at the creek and I knew I was going to have to wear them more now. I told mom I liked them and she said just got me a few more pair to wear, I started wearing her shorts all the time. But I knew I wanted more now. And the next time we met over at the creek he had swiped one of his sisters dresses and had me put it on. God I loved it.
 
bears_13_3 said:
women’s panties! Why can’t they make men’s underwear that comfortable?!?!?
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And in fancier styles and colors! Actually, I prefer wearing women's panties/thongs/g-strings. The male-equivalent ones that some places sell just don't do it for me.
 
BlackSatinKnight said:
Yes, in my own limited way. I wear almost exclusively women’s panties now. In fact, my wife has been with me on my last few shopping ventures. I’m shaved from the waste down, and right now my toes are sporting a festive coat of sparkling red polish. I’ve worn nighties, and other lingerie, but my favorites she doesn’t know about are panty hose or stockings. No bras or outer clothes.
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I'm stuck using (sneaking actually) my wife's lingerie. She never spent much money on her sexy stuff in the past so some of it feels a bit scratchy. May I ask where you go shopping and are the more expensive brands of lingerie more comfortable?
 
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.
Click to expand...
I've crossdressed for over 20 years, love it!
 
Crios said:
I'm stuck using (sneaking actually) my wife's lingerie. She never spent much money on her sexy stuff in the past so some of it feels a bit scratchy. May I ask where you go shopping and are the more expensive brands of lingerie more comfortable?
Click to expand...
I hate to say it, but the microfiber Fruit of the Loom panties at WallMart are some of the most comfortable I’ve found.
 
All my life.....first, experimenting from my sister's wardrobe. As I matured, my style changed to more sexy lingerie along with some slutty fetish wear. I dress in androgenous active wear out in public: 1/4 zip tight fitting women's tops that cling to my moobs and nipples, tights or fitted pants to show off my ass, with open toe sandals.
 
Last edited:
I have amd I love it.
Started with panties at an early age and have been into wearing them since. My favorite are satin string bikinis.

Also grew up wearing tights and leotards not to mention swimsuits whenever I could.

In college I wore panties, bra, a teddy, and some other things that id come across left behind in the laundry room
 
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