Men, have you ever crossdressed?

[XXVIII]

As a kid I once tried on my cousin's pantyhose. Got me hard as a rock, which is the probably the reason why women in pantyhose are still a huge turn on.

 

[AllAmericanMale]

Just once, in college, when I pledged my fraternity.

 

[JeanPanty]

I have worn panties twice, just to try

only twice?

 

[Briefsencounter]

only twice?

I really do need to buy some for myself

 

[easyoff]

Of course.

Love your legs, and of course your bulge

 

[cdstefi]

My wardrobe contains more panties and bras than male underwear, as well as loads of stockings, a couple of corsets, blouses and skirts. So yes, you could call me a crossdresser Totally out to my wife too and she kinda likes it.

While I'd played with some of my mum's stuff in earlier days, it was only when I moved into a house recently vacated by a bunch of women students in my early twenties and discovered a treasure trove of discarded panties, bras, tights and stockings that I discovered my true kinky self. Had the place to myself for a few weeks before a housemate moved in, and in that timespan I literally wanked myself stupid every day dressed up in those shabby and unwanted but so sexy and taboo underthings. It all had to go when the housemate moved in but pretty much all of it was stiff and stained with all the semen I'd pumped in and over every item anyway

 

[Wriggle]

Yes for a friends hen do - I do not fit a dress.

 

[bi_cpl_with_crossdresser]

Love to dress, when I can find the chance to that is. With a busy life, it's sometimes hard to find the actual time. I spend more time thinking about dressing than the actual act itself.

But I have ways to keep myself in the dressing spirit. I always keep my toenails painted anymore and seeing as I love to wear makeup I have got a whole new facial regime that I make sure I complete every night to make sure that I have a great canvas to start with. Sometimes it's the little things.

 

[OlderHubby71]

Yes. As a teenager i would baby-sit for a neighbor couple, she was a teacher and had some of the cutest dresses. After I'd get the kid down I would strip off my clothes and put on her panties, bra, stockings and garter belt and one of her dresses I'd wear them till it was about time for them to come home then change back to my clothes and put everything back in its proper place. I don't know if she ever knew what i was doing, if she did she never said. Now i just wear panties exclusively and have been for the last couple of years. Occasionally when the wife is out I'll dress in one of the few skirts that she has and one of her silk shirts. It's such a turn on.

Love the feel of my wife's panties - so soft and silky - Specially when i am home alone

 

[gtnlynn]

Once for a community fund-raiser "womanless wedding." I was the maid of honor and used half Nerf footballs for boobs. I did wear my usual underwear and shorts under the dress.

 

[Bisexguy70]

Um. See my Avatar? Yes i have. I started it years ago in a hotel by myself. On a whim i decided to buy a corset, panties, thigh highs and garter belt. The masturbation session was intense and i came multiple times. I jerked off so much i had dry orgasms. Later when i discovered naked fun with other men i tried sharing this outlet. Many men were turned on by it as i was also aroused. Ive never looked back. This week im planning a meet with one of my older men i know whom i call daddy. Ill dress sexy and plan on pleasing him the way he likes. Hell return the favor im sure.

 

[wifes_fag]

I wear the nylon type panties all the time. That's all I have. I dabbled in crossdressing for a boy in school. And in high school some of us would get together at this spot by the river on Saturday nights and drink a little and listen to music and just have a good time. If the weather was cool we would build a fire. There was three of us boys and our girlfriends there one night and we all got a little drunker than normal. We all ended up naked. Us boys were fucking each others girlfriends. The girls were playing with each other and talked us boys into playing with each other too. I sucked both of the other boys. I married my girlfriend and went into the army when we graduated. There was a nice couple that got to coming over to our apartment a lot on the weekends. Frank and Monica. She was very nice looking. We got into swapping and fucking each others wives. My wife was into kinky stuff like that. She knew I had sucked cock so she talked Frank into letting me suck his cock. Her and Monica would make out with each other. I had shaved smooth legs and Monica wanted me to try on her shorts. She said I had to wear her panties with them too. They looked good on me and felt good. They sent me to the store in them. I started wearing short cutoffs. My wife got me panties to go with them and said I should be wearing them anyway. She said the should feel much better. And she was right. Then she had me try on one of her simple dresses. God it felt so good. I got to wearing some of her clothes especially on the weekends around home. I would wear some of her shorts out and about but only let Frank and Monica see me in dresses. I was too afraid by being in the military. When we got out of the army we started doing a lot more. Sometimes on weekends we would go off and get a room some ways away and she would dress me up completely. We would take small steps like just going out and being outdoors, then to stores like walmart and kmart. I was nervous but absolutely loved it. She liked the sex with others and we started doing a few threesomes. One of her bulls required me to dress. And things kind of took off from there. And my wife liked that I had to do it for him. That's when I realized I was cucked and would do anything.

 

[bicuriouscd]

I'm not sure I consider it cross dressing anymore because all of my girl clothes and lingerie I buy myself so technically they are just my things , that said I wear a bra and panties or a thongs daily.

 

[mereltje]

Unfortunately All the reactions are made by men. There must be other women or girls ( like me) who have the same experiences. Yes, it is not crossdressing but more the use and discovering ( underwear ) worn by the same sex, eg mother,aunt and so on. Come on girls, tell or ask.

 

[stargame]

If wearing cute panties is crossdrdessing, than yes.

 

[CuttingEdge]

Unfortunately All the reactions are made by men. There must be other women or girls ( like me) who have the same experiences. Yes, it is not crossdressing but more the use and discovering ( underwear ) worn by the same sex, eg mother,aunt and so on. Come on girls, tell or ask.

In some ways it could be said that "cross-dressing" is more prevalent with ladies, than with men. It depends how you define it of course, but every long-term relationship I have ever been in had the ladies in my male life, wearing my jackets, shirts, other clothing, and not just once and awhile either. All the time!

I am sure there are other maternal instincts for that besides just sexual ones, but while I have never known a lady in my life to wear my underwear, all the more power to her if she did.

 

[bux_fan]

I want to add heels to my wardrobe. I'm looking at 2.5 inches to 4 inches. I found a very nice pair of 3 inch heels. Do I go lower or higher for my steps in heels? (Probably asked on other threads).

 

[BlackSatinKnight]

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.

 

[Ledipus]

I had a girlfriend in college who had a fetish for me wearing her panties. A few times it lead to me dressing up in a skirt, soft top, bra and panties. She would undress me, sometimes I’d lay her down and suck on of her dildos like it was he cock, then we’d fuck. Always with the lights on for the entire time.

 

[jp8155]

Crossdressing is the greatest feeling. I'm happiest when I'm dressed. Of course it also leads to dreaming about a nice hard cock.

 

[Daddoo]

I love to crossdress and have been doing it as long as I can remember. Growing up with five sisters. I was always so jealous of the nice things they got to wear. I’m not at all passable but do it whenever possible.

 

[smoothwiener]

Tried once or twice, didn't do much for me, I did enjoy the panties however.

 

[cowboyup6977]

I wore a dress at the little black dress ball at Burning Man

 

[EmberCD]

I’ve had a lingerie fetish most of my life, and I have lots of fem clothes. My preference though is to wear slutty outfits and lingerie.

 

[stargame]

I’ve had a lingerie fetish most of my life, and I have lots of fem clothes. My preference though is to wear slutty outfits and lingerie.

I actually can't remember NOT dressing feminine.