Tell me about crossdressing.

[slayer]

If you do it, then why? Are you male/female and do you crossdress as <opposite gender>? Are you attracted to the opposite sex (straight), attracted to the same sex (gay), or do you like both (bi)? Do you crossdress just to feel sexy? Or do you have deeper feelings behind it? What kind of clothes do you like to wear when dressing up as the opposite sex? If you don't crossdress, then do you like to see your preferred sex crossdress? (example: You are female and like guys who crossdress as girls) Also, pictures are welcome.

[no-Name]

would love to try crossdressing. love the idea of it, as well as the practical application. most friends of mine that crossdress are transgender, and live (or would like to live) as a gender they weren't born with. and yes, to the last question.

[slayer]

What do you mean by practical application? And to answer my own questions... I am male and I do crossdress. I am straight. I like to crossdress because it makes me feel happy (and sexy :3) I have some normal clothes, and a couple of suggestive clothing... I am into girls, and I don't really like seeing them crossdress. Pics might come later.

[no-Name]

practical application as in seeing actual crossdressing, not just the idea of it.

[Maria92]

I love to see women in men's clothing. Sexy-awesome. As for actually doing it myself, I've never tried. Thought about it, loosely considered it, but never managed to grow the massive balls to walk into target and try on clothing. If my GF brought me some clothes and asked me to try them on, I'd go ahead and do it. I'm more interested in the idea of swapping genders entirely, and so pursue it through dreaming. I'm straight, by the way. I suppose that means I'd be a lesbian. As for physically swapping genders, I don't find the current methods appealing; nor do I like the permanence of such procedures. I'd be interested in a painless, easy, inexpensive, and reversible procedure, though. The appeal is...complicated. I don't really understand it myself. Perhaps it's the sort of taboo around the whole issue, or that I find my personality more suited to the female gender role. It's sort of like one part of me enjoys being a man, and another is curious about being a woman. Then there's a whole other dom/sub axis that's likewise at war. It's...complicated.

[DeletePlease]

I am straight. I like to crossdress because it makes me feel happy (and sexy :3) If you don't mind me asking, what is it about crossdressing that makes you happy? Like, is it just something fun for you to do (getting the right look, getting into character, etc) or do you look in the mirror and imagine it's some woman looking back at you rather than yourself? Sorry if that's an odd question, I just never "got" the concept of crossdressing. .-. Also, why did you start? Did you just happen to walk by the mirror one day and figure you could pull off a tube top or did it stem from something else like cosplay? EDIT: Mario92 kind of answered the questions before I could ask them. Male, do not crossdress. Straight. N/A N/A It's not exactly a turn-on of mine but I guess it could be kinda hot with certain outfits (as long as they didn't get into character).

[Tara]

Sally, you crossdress? Maaan, I love you more everyday. I don't crossdress, but I would love to. I wore only men's clothing when I was in grade 6 and 7, but that was a, "I'm not comfortable with myself so I'll just wear super baggy guy clothes all the time, etc etc", but some actual crossdressing would be nice, like some formal men's clothing. Suits and ties and all that, oh yes. I am attracted to men, women, and any other gender/sex/trans/intersex/etc. I don't care what's in your head or in your pants or what you had when you came outta yo' mama. I'm pansexual. I love seeing girls in boy clothes, I love seeing boys in girl clothes. I love when girls are the more dominant role in the relationship. It's all so great. It's great when everything is switched up and mixed around and fresh.

[Philosopher8659]

If you do it, then why? Are you male/female and do you crossdress as <opposite gender>? Are you attracted to the opposite sex (straight), attracted to the same sex (gay), or do you like both (bi)? Do you crossdress just to feel sexy? Or do you have deeper feelings behind it? What kind of clothes do you like to wear when dressing up as the opposite sex? If you don't crossdress, then do you like to see your preferred sex crossdress? (example: You are female and like guys who crossdress as girls) Also, pictures are welcome. I have never had even the remotest idea of it, however, I do know that you might get a Freudian Slip at some dress shops. There are just so many brain dead competitions going on, one does not know which ones to enter.

[slayer]

If you don't mind me asking, what is it about crossdressing that makes you happy? Like, is it just something fun for you to do (getting the right look, getting into character, etc) or do you look in the mirror and imagine it's some woman looking back at you rather than yourself? Sorry if that's an odd question, I just never "got" the concept of crossdressing. .-. Also, why did you start? Did you just happen to walk by the mirror one day and figure you could pull off a tube top or did it stem from something else like cosplay? It's about getting into character. Being a whole different person, but at the same time I can still be myself. Kind of hard to explain... As for why I started, it just sort of came into my head one day. I was alone at the house and decided to just try it out and I liked it. Sally, you crossdress? Maaan, I love you more everyday. :3

[Philosopher8659]

On second thought, I do like to cross dress as an ape. Something like the Emperors New what ever. Nude is the right dress for me. Or maybe I am just the first Nudist cross dresser.

[slayer]

Actually I think what really got me into crossdressing was that I bought a shirt that was a bit small on me. Ok well, it was the right size, but I wear one to two sizes bigger. I bought a shirt because it looked awesome, and I noticed that it was a medium sized shirt, and I thought it was a large. I tried it on anyway and it fit, but I don't really like shirts that rise up when you lift your arm. Anyway, I finally noticed that tight clothes like this really show off my body, instead of the usually baggy pants and big hoodie.

[Marvo]

Sally, you crossdress? Maaan, I love you more everyday. I don't crossdress, but I would love to. I wore only men's clothing when I was in grade 6 and 7, but that was a, "I'm not comfortable with myself so I'll just wear super baggy guy clothes all the time, etc etc", but some actual crossdressing would be nice, like some formal men's clothing. Suits and ties and all that, oh yes. I am attracted to men, women, and any other gender/sex/trans/intersex/etc. I don't care what's in your head or in your pants or what you had when you came outta yo' mama. I'm pansexual. I love seeing girls in boy clothes, I love seeing boys in girl clothes. I love when girls are the more dominant role in the relationship. It's all so great. It's great when everything is switched up and mixed around and fresh. This is pretty much my answer too. Crossdressing boys and girls are both awesome. I've considered crossdressing, but I'd need to lose some weight, before I could pull it off and be happy with my self. I have no reason to do it though really, since I'm pretty confident in my gender. It just might be a fun exercise. A friend of mine said he might crossdress for some cosplay thing. Not sure what to take away from that.

[Tara]

Sally, from what I've seen, you're a pretty slender guy and should wear smaller shirts because you'd look mighty fine, IMO. Also, found this blog: http://fyandrogyny.tumblr.com/ and thought of you. I think I will take a picture for it with a tie and all that and if I do, I will post it here.

[Zhaylin]

Thank you, Franklin. I was wondering how in the world a woman could even crossdress in todays day and age and then you answered: "...like some formal men's clothing. Suits and ties and all that, oh yes." But even those things are used by both genders pretty commonly. Both my girls love ties and have worn them with everything from skirts to pants and jeans. Maybe I'm just too exposed lol and don't see it as odd. I'm not into crossdressing at all. Female/36/LOVES wearing dresses and skirts. Their not oppressive, feel freeing, CAN look nice (I tend to go for more frumpy looks- so say my daughters lol) Right now, though, I'm wearing jeans. Then again, it's all I have to wear (gotta do laundry ) I'm not turned on by guys wearing dresses and such, but I don't understand why men don't (unless they live where it's more commonly accepted). Other than society, perhaps manual labor is better done in pants etc. (loose material can be outright dangerous around some machinery). When I was a kid, I watched "Just one of the guys" and I tried fooling my friends by dressing like a guy. It didn't work and I felt like a major idiot :blush: **EDIT** I love androgynous looks though it drives me insane. I like knowing if I'm looking at a male/female. It doesn't matter in the least, it's just one of those things. I tend to stare when I can't figure it out- though I am subtle about it.

[slayer]

I don't know...I have a pretty feminine body but it's easy to tell I'm a guy because of my face. Edit: I also have to ask this... Just how far do you go when you crossdress? I mean, do you just put on a shirt and some pants, or do you go as far as to put on the opposite sex's underwear as well? Like if you're a guy, do you put on a bra and some panties?

[Jeff777]

Walking in high heels around the house out of sheer curiosity is the extent of the "cross dressing" that I've done. Walking in high heels should be an olympic sport.. that ish is hard.

[Zhaylin]

lol Jeff. I don't wear heels either. I CAN, but it's God-awful-uncomfortable! And here the cross-dressing lines are blurred again. Why is it acceptable for girls to wear guys boxers? My girls do that too. They say boxers are more comfortable and even wear them as shorts sometimes I think it would be weird for a guy to wear a bra and full makeup. One of my 15 yo's gay guy friends loves wearing makeup, so she puts it on him- eyeliner, eyeshadow, lipstick. No foundation of blush though. He looks good in makeup because the shades are subtle and it's not overdone.

[Jeff777]

lol Jeff. I don't wear heels either. I CAN, but it's God-awful-uncomfortable! And here the cross-dressing lines are blurred again. Why is it acceptable for girls to wear guys boxers? My girls do that too. They say boxers are more comfortable and even wear them as shorts sometimes I think it would be weird for a guy to wear a bra and full makeup. One of my 15 yo's gay guy friends loves wearing makeup, so she puts it on him- eyeliner, eyeshadow, lipstick. No foundation of blush though. He looks good in makeup because the shades are subtle and it's not overdone. Personally speaking, I think some girls can look really sexy in boxer shorts.

[Tara]

Girls wearing boxers, suits, ties, all that jazz is technically cross dressing. It's just widely, widely, widely accepted for girls to wear masculine clothing whereas when a guy wears feminine clothing, it's strange. Part of it is probably because of the feminist movement. Women were all, HERE US ROAR WE CAN WEAR GUY CLOTHING AND DO GUY STUFF IF WE WANT, whereas men have always been 'dominant', so they never had any oppression to stand up against and spark a trend of dress-wearing men. Sally, the next time I go shopping for underwear, I'm buying men's briefs. They won't be for cross dressing though. I genuinely want to wear guys undies all day, erryday.

[slayer]

I want to see you wearing a tie, Moose. Take a picture.

[slayer]

Was going to ask this last night, but was too tired to get out of bed. When you crossdress and have the courage to go out in public (with friends or whatever) which restroom do you use? It just popped into my head last night. Do you use the opposite sex's bathroom? Or your own?

[LucidJuggalo]

I have done to an extent (worn a bra and blown up condoms to get bust, and tights) but have no female clothing of my own (If I could, I'd go all the way and buy various things, but that would be difficult 'cause I'm still living at home) so I just whack on one of my own shirts over the top. Sometimes it's for a turn on, sometimes it's just 'cause I wanna feel womanly and beautiful. I don't like being male half the time; I'd much rather prefer to be a girl. Also I've got long hair and often wear make-up (I'm gothic) so I can get away with wearing a 'girly' make-up style because it's all black and just 'the norm' to others. I'm also a guy. I'm not bi/gay. Perfectly straight.

[KingYoshi]

Yeah Jeff, I have definitely walked around in high heels as well. I don't know you gals pull it off . I have also let people fix/adjust my hair in girly fashion, dye it, and put makeup on me. Me and a couple friends put on dresses and walked downstairs to a party for laughs. It isn't a turn-on for me, but I wouldn't hesitate to cross dress for Halloween or for some shock value/laughs . I'm really into females wearing mens clothing. Especially suits, pants suits, ties, hats, button up shirts w/ ties and just about anything else not traditionally worn my females. For some reason, I really like when a female puts on my clothes. I am male and straight, btw.

[anderj101]

I have never had a desire to put on female clothing at all. I do have long hair and have let my friends put my hair up into all kinds of different male and female styles. I have no desire to put on makeup but if one of my closest friends insisted, I might let them - only if they promise to remove all of it when they are done. High heels look extremely uncomfortable, and I couldn't imagine wearing a skirt even if I didn't have male parts. I don't think high heels, a mini skirt, and a low cut top would fare well in the shop while I'm arc welding and grinding metal. lol A few of my friends do the drag thing and I think that's awesome. However, I just wouldn't do it myself... BTW, I'm male and definitely not straight.

[slayer]

sup ladies you like the panties? Spoiler for nsfw?: