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Speak Out: What Do You Find Sexy About Crossdressing?

First off, yes, we know that crossdressing isn’t for everybody. If there’s anything that our “Would You Date a Guy Who Does Drag?” post revealed, it’s that a lot of you guys don’t really want to date someone who dips their toes into the more feminine side of their personality.

This post is for those that not only don’t mind, but are actually attracted to it. Those who wouldn’t mind their guy wearing a pair of fishnets, a corset, or a skirt. This is for those who love the feel of stockings on their legs, or the constriction of a gown around their waist.

Crossdressing has been around for a long time. Thor and Loki both crossdressed in Norse myth. Shakespeare’s actors played the female roles in his plays. Whole movies are built around it, like Some like It Hot, The Adventures of Priscilla, Queen of the Desert, and To Wong Foo, Thanks For Everything, Julie Newmar.

There isn’t any exact numbers when it comes to people who engage in crossdressing because of the fact that it’s a form of sexual play usually reserved in the privacy of one’s bedroom. It also doesn’t help that a lot of media representations of crossdressers either toe the line between comedy and psychopathy.

Adam4Adam is a welcoming space, so we want to hear from the people who actually love to crossdress. What got you started in crossdressing? What is it that you find hot or appealing about it? For those attracted to crossdressers, what is it that you find attractive about it? Does it have anything to do with the clothing, or the attitude? Share your thoughts with us in the comments section below!


There are 39 comments

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  1. Johnny BL

    Im not into it. I never met any one who crossdressed. I like my men masculine but that man in the pic looks hot with those panty hose Woof!

  2. Russell Mccullough

    I hooked up with two guys when I was in my early 30s who liked wearing bras and panties now and then for erotic pleasure. One was the same age and married to a woman. The other was 20 and had a girlfriend. It was interesting that both identified as straight but sought out men and only wanted to wear lingerie for men. I found it very sexy! There stood two very masculine men, in appearance and mannerisms with large erections sticking out of tiny thong panties. Chest hair underneath bras. Luckily, they only wore basic lingerie. I did offer to take the married man to Victorias Secret and help him pick out some items “for the wife”, but he moved before we could. I do draw the line at high heels, wigs, and make up. Men wearing bras, panties, boustieres,stockings even I can work with. Trying to become a woman kind of flies in the face of being a gay man attracted to other men. Ya know.

  3. Darrell

    I find it arousing to undress a cross dresser and reveal a bulge behind lacy or sheer panties. To worship the person clad in female attire.

  4. BiGuy

    I find nothing sexy in cross-dressed men. If I want fem I fuck pussy.
    But there is nothing hotter than holding the head of some masculine dude and fucking his mouth and throat.

  5. Steve

    I started years ago with my mothers panties. It just felt good so smooth and silky. Later in life I started dating a Doctor friend he was into crossdressing bought me all kinds of sexy outfits. I know that’s not for everybody but so sucking a mans’ dick. We are gay it’s what some people do, so please lets get alone because we all know that some people in this world hate us. Kisses and Hugs

  6. Jim

    I find it sexy. I am not trying to fool anyone, i.e. getting a guy to think I’m a woman. I like the feel of playing the slut, don’t want to look like Mrs Doubtfire! More I enjoy envisioning myself as the high school slut in the boys locker room sucking cock and getting covered in cum. What got me started was High Heels, I’ve had a heel fetish forever! wore my sisters heels when I was younger, now enjoy mail order! Which made the dressing possible, so many of these places let you try stuff and return if it doesn’t fit. I dress at home when alone and frequently dress when away on business travel, then I get to go to adult clubs/party’s dressed. Its extremely exciting to be dressed walking down the hallway of a hotel, knowing you really don’t pass but are overtly expressing a sexuality. Its a part of my sexuality that I enjoy, but only a part.

  7. Chris

    I love to cross dress! There’s nothing like being fem and submissiv, pleasing a hot hung guy. And I love to play with straight guys that want to be curious. It makes me feel sexy. Just being wanted while dressed drives me crazy

  8. GregShane

    ABSOLUTELY NOTHING “SEXY” about this. Makes me vomit. Men are men, women are women. And what the fuck is wrong with these twisted people, make themselves look like a man/woman mix, and then go to a website where people are looking for MEN? GTFOH! Makes me SO sick to my stomach. (Oh, and by the way, THESE are the people who give such a bad name to gay people.)

  9. Gunther

    I think that on the right guy it is really hot. If he has slender legs and a nice butt, or looks like a woman when dressed what isn’t appealing about that? Longtime fantasy would be to meet a very sexy, attractive woman, things get hot and heavy and then be pleasantly surprised that she has a very nice surprise. I realize that could be dangerous for “her” in a real life situation, thus the fantasy.

    No desire to see a big hairy dude in a dress or stockings though.

    • Trent

      What really hot about it ?? Real women figure have much more natural appealing look to it more than men trying to be or at least try to look like a woman.

  10. Ketricd

    I have been attracted to all female clothing since a young age. I was always jealous that women got so many mor e options than men did..especially in underwear. Later as I wore my own and found that u was aroused by wearing it…it took on a whole new meaning. I am also attracted tonothera who dress and those that don’t. Personally I love how I feel when I dress and the attention I get when I do.

  11. 55btmguy

    I am attracted to cross dressers that actually can pull it off, seeing a smooth slim attractive CD is a turn on being I know there is a cock inside their jeans, skirt or dress. CD’s that just wear certain lingerie but are hairy is such a turn off. I have been with a few guys that because I like being the submissive one and keep my body smooth they have put me in panties and nylons but not much more and at one time I use to wear panties all the time because you couldn’t find men’s underwear in the material or styles that women have but now there are many sexy styles and materials for men (some even make women’s panties and bras designed for the male body) Trans women that have not had SRS yet and want to keep their cocks are my kryptonite when they love being sucked and love to top !!!! Best of both worlds!!!!!

  12. Wayne

    It turns me on the see someone dressed especially if they are smooth and passable with a soft voice. If they still look masculine… it does nothing for me I’m a total top who only like transgenders, fems, crossdressers, shemales and bio females. Anything masculine is a turn off when it comes to sex.

  13. mike

    Absolutely nothing. There is no bigger turnoff for me (besides maybe an actual vagina). I hooked up with a guy once who sprang that little tidbit on me after I got there, then proceeded to show me pics of him in drag… Let’s just say I couldn’t get that image out of my head, and I couldn’t get it up if i had a fist full if viagra and a floor jack.

  14. BJ

    Well, I’m not into cross dressing, TS, TG, etc. Doesn’t turn me on, but it does others though. I respect those who like it though, and I would say if it turns you on, go for it. Each to their own. Sometimes relationships, or even just sexual hookups happen in different ways. Personally I respect those who choose different views of life. Were all human, so if your gay, straight, bi, cross dresser, cultural or racial differences, handicaps, etc, so what. If 2 or more people like or love each other, just enjoy life, and don’t let your differences put a damper on things.

  15. Lamar

    Absolutely, NOTHING. I can’t even stand it when a muscular man ‘sounds’ or ‘acts’ like a woman, don’t try to attract me with muscle, masculine-bulk; when you’re actually a femme = DECEPTION.

    Not to mention dressing to any degree-like one. I love to watch-look at a beautiful woman with natural female curves, I adore-love-value them, actually, some of my closest friends are women. That, is where it stops. I want a man that looks, smells, and behaves-not acting (remember the DECEPTION thing) ‘sensibly’ as a man.

  16. Jon

    Not only do I dress fem, I also shave my legs, polish my toes, wear a bra with a form that makes me feel like I have boobies and panties that slide up the crack of my butt and stillettos.

    When I dress, I get an erection within seconds. Then I masturbate and shoot cum all the way to face. Then I lick it up and I enjoy the taste of “me.”

    Most of the comments on here by others are either negative because they don’t dress themselves and want the “masculine” type. Or the comments are of men that dress.

    I go one step further. Not only do I dress, but I am attracted to another man that dresses and the sex that I can have with another crossdresser or trans person while I am also crossdressing is fabulous.

    I don’t have to be with Rambo to feel sexy. In fact, I prefer to be with the opposite of Rambo, someone who is sensual, sexy, loving and soft spoken. Someone who actually knows how to caress before intercourse. Someone who enjoys making out before and after orgasm.

    I don’t get that with the Rambo gays of the world.

    Now I don’t use makeup or wear a wig because I would look stupid and it would defeat the purpose. But give me lacy panties and my dick is hard as a rock before I can get them up to my waistline.

    Years ago, the perception of a gay man was that he was feminine and that is what made him gay. So the idea of a gay man dressing fem and sexy seemed natural. I am not sure when it became the perception that one man sticking his penis in the butt of another was “masculine.” to me the entire concept of a masculine gay man is non-logical. The straight world would see any gay man, whether he wear panties are has a beard like Duck Dynasty simply as gay and there is no difference.

  17. Jay

    I think it’s hot as fuck if they can pass for a woman. Only thing about a man I find attractive is a cock so nothing better than a hot girl with a cock to change it up some.

  18. Jack

    Personally i dont get it! Had a buddy who wanted me to wear lace panties. I was very into his dick so i obliged! I did get off on him pulling the off me. I have a buddy now who likes to wear stilleos and thigh highs while he fucks me. I keep telling him i like him bareass naked but it turns him on and again… i like his dick so…

  19. Bruzer

    Nothing hotter to me than knowing that my sub bottom, macho, fit, handsome guy in jeans and tee shirt has a pair of sexy lace fem panties on underneath while going about town together!


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