Men, have you ever crossdressed?

[storypost603]

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.

I don't know that I look to sexy.... but I feel sexy in it so that is why I do it.

 

[Beachguy23]

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.

 

[hilton1958]

I don't know that I look to sexy.... but I feel sexy in it so that is why I do it.

Well, feeling sexy is a good feeling, so as they say, if it feels good ...

 

[aguywithakink]

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.

 

[aguywithakink]

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 ?

 

[wifes_fag]

[ material prohibited per our forum guidelines]

 

[storypost603]

took some time and did a little crossdressing yesterday. Put on my black bra, white lace top, Pink panties and black stockings and had a pink short skirt with black high heel ankle booties..... felt good as I walked around the house.

 

[bears_13_3]

women’s panties! Why can’t they make men’s underwear that comfortable?!?!?

 

[Crios]

women’s panties! Why can’t they make men’s underwear that comfortable?!?!?

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.

 

[Crios]

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.

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?

 

[stargame]

Adam and Eve's

 

[Jimmy1958]

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.

I've crossdressed for over 20 years, love it!

 

[BlackSatinKnight]

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?

I hate to say it, but the microfiber Fruit of the Loom panties at WallMart are some of the most comfortable I’ve found.

 

[xdresssissytoes]

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.

 

[easyoff]

I have only wore panties, I love the way the satin feels on my cock. I'm half hard all day when I wear them especially thongs.

 

[writerzblok92]

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

 

[thighhiman]

https://www.sex.com/pin/23129547-troybottomworldcrossdressedcumslutshow-all-the-ladies-out/

 

[xdresssissytoes]

https://www.sex.com/pin/23129547-troybottomworldcrossdressedcumslutshow-all-the-ladies-out/

Mmmm.....yesssss........love crave mistress's cock in my horny hole!

 

[thighhiman]

https://www.sex.com/pin/58298881-sissy/

 

[thighhiman]

https://www.sex.com/pin/61047833-sissy-feminization-female-domination-caption-pics/

 

[opnudists]

I love to dress. Discovered it in my preteen years. Stopped in my 30’s but back at it. Love the way I look and feel

 

[smoothwiener]

Temu, love them or hate them, you can get good and inexpensive stuff there.

 

[P0peye]

I really don't understand the appeal of cross dressing. Most men look like Gene Hackman did in "Birdcage". I have only ever seen one cross dresser who looked good as a woman, and he/she was a pre-op transsexual. I'm reminded of the hilarious segment in the movie "Everything you wanted to know about Sex but were afraid to ask"

 

[Crios]

I really don't understand the appeal of cross dressing. Most men look like Gene Hackman did in "Birdcage". I have only ever seen one cross dresser who looked good as a woman, and he/she was a pre-op transsexual. I'm reminded of the hilarious segment in the movie "Everything you wanted to know about Sex but were afraid to ask"

I realize most of us men look ridiculous to others when we're dressing. For me, however, it's more about the way the soft fabric feels, the amazing colors and textures and the fantasy when I wear those clothes. Not all crossdressers are bi or gay but, for me, the fantasy also includes a man (or men!) taking me while I'm dressed.

 

[NewEng]

I used to use my sisters and mum's stuff in my teens (they didn't know) and once, later in life, I went to a place near Euston for a full makeover - prospect exciting, reality a flop - pardon the pun!