WholesomeCrossdresser
#139356
This Troper's father used to dress up as a woman every halloween. The only thing wrong with his getup is... he never shaved.
#139357
This troper is a male crossdresser. I just love wearing women's clothing sometimes, and I always wear women's underwear. I am also 100% straight, and have a girlfriend who seems delighted with this fact.
#139358
This troper didn't realise she was turning into one of these until the day she wore a tailored coat, a man's shirt (a pink shirt, for pete's sake!), a tie, and trouser-cut pants out the door. And had several shopkeepers address her as "mister". She likes it. A lot. (And is not exactly {{bifauxnen}}.)
#139359
...This troper envies you. My long hair (even when tied back), noticable bustline and tendency to dress in clothing styles that would have been considered masculine in the ''late 19th century'' (or at weddings, admittedly) mean that whether or not I get mistaken for a man tends to be severely variable. Also, Irish males are, for the most part, ''hardly'' dapper. And I admittedly don't usually try to actually pass as male.
#139360
...do I know either of you two? If not, may I? (Personally, I'm a male who dresses foppishly male, and gets mistaken for female... which is another trope entirely.)
#139361
This troper would be extremely pleased to make your acquaintance. Foppishness is much appreciated. (In addition to the pink shirt debacle, and mild legitimate crossdressing tendencies, she has finally resigned herself to being mistaken for a guy no matter what her hair length is. With short hair, obviously it works out; with long hair, I look like a refugee 1920's sheik. Or possibly Oscar Wilde, depending on how charitable you want to be.)
#139362
Delighted to meet you, then! - @/SirFrederick
#139363
The above troper who barely manages to actually qualify for this trope would, however, like to mention that I was very puzzled by a cashier speaking much more warmly to me ''before'' I thanked her, until figuring out that my voice had
given me away as female.
#139364
This troper has a friend who is an absolute {{Bifauxnen}} and wears her dead grandfather's clothes. It's a total turn-on, which has led myself and my girlfriend to tell her we're going to kidnap her and make her our polyamorous lover someday.
#139365
Not if I get her first!
#139366
'wears her dead grandfather's clothes. It's a total turn-on' - That...probably could have been written better.
#139367
I don't try for this, but I fall into it sometimes. I'm either
Ma'am or Young Man. Apparently, I also suffer from AttractiveBentGender. Augh!
#139368
This troper's highschool had a tradition of "Gender Bender Day," where... yeah. It was a boarding school, and some students were so convincing they nearly got in trouble for being in the wrong (gender-restricted) dorms.
#139369
This troper finds that masculine clothing (tailored properly, of course) looks quite a bit better on her than feminine clothing. Being somewhat well-endowed with shoulder length hair means she's never mistaken for a guy, but she is gathering a collection of mens' hats, shirts and neckties. Win or fail?
#139370
Win - shirts just suit some girls. Bring on the gender confusion!
#139371
This (female) troper wants to try out dressing like a dude just once (or maybe more than once...). It sounds like fun! Too bad she isn't sure where she'd get the clothes or when she'd wear them.
#139372
This male troper sometimes wonders what it would be like to wear a {{meido}} outfit.
#139373
This also male troper does too, in addition to an elegant gothic lolita dress.
#139374
This troper's only done it twice in public, but I like it. It's fun. the only problem is going drinking as people would need to see my ID.
#139375
This Troper has never crossdressed, but he does harbour a great attraction to boys that do. Anyone looking for love?
#139377
I am eager to dress as a maid. Friends seem eager for me to do it too.
#139378
You're not the only one. Not only has my boyfriend tried repeatedly to get me to dress as one for halloween, but one of my friends
Squees whenever I mention a desire to. (Despite this, said friend
still believes she's asexual. Heh, heh, ''bullshit''!)
#139379
This troper did this as a Halloween costume for his main character (A male Magician) in {{MapleStory}}; who
lost a bet to one of his friends (That friend actually being my other character; a female Archer)
#139380
This editor knows a girl who makes an amazingly convincing
Sasuke. She even wears the spiky hair in real life.
#139381
When This Troper was 12 he cross-dressed while staying at his Aunt's
#139382
This troper doesn't dress in men's clothes all the time, but she loves wearing suit jackets and ties. She's even considered dressing in a men's suit and going with a female friend to prom if she doesn't get a date, just for fun. Her friends hate when she wears masculine clothes, though. =/
#139383
I know, right? There is just something so awesome about a good suit. This troper wishes she could find a properly tailored one somewhere, although she isn't actively trying to pass for a male or anything. As for your friends, sounds like they should mind their own business (not to be perceived as rude or anything, but it is really your choice, don't you think?)
#139384
This troper, for an anime convention, roomed with friends of both sexes. One of my female roommates made a male roommate dress in girl clothes. She then offered to do the same to me. Unfortunately for her ''and'' for me, we never got the chance.
#139385
This Male Troper has been very interested in this for a long time. I often get confused for a female over the phone (or sometimes even in person) by strangers, some figure it out I'm a boy after taking a another look, while others never do realize. It helps that I look much younger than I'm supposed to be (I'm 23 yet look around 17), have a very soft indoor voice and never really been the epitome of masculinity. But I would very much enjoy dressing up like a girl and looking cute, and maybe sexy to someone (boy or girl actually, though I'm not gay I find it amusing to tease people), of course the problem is that I have that I don't think I have the body shape down - I'm not buff or anything but I do have broad shoulders and have an a somewhat noticeable male build.
#139386
This male troper has been crossdressing since childhood and enjoys it. I've gone out in public several times and haven't been recognized yet. (Phew, I say.) Several of my friends failed to recognize me last Halloween. I'm even dolled up while writing this. Several of my female friends know and enjoy the opportunity to give me a makeover. They also say I am an example of {{Attractive Bent Gender}}.
#139387
This troper's best friend in the world is a MTF transsexual, and she's one of the nicest, most ''wholesome'' people in the world. Really not much else that needs to be said.
#139388
This tropers close friend is a crossdressing boy, and an awesome person, if something of a DeadpanSnarker. I also know an actual FtM transexual, who is equally as nice.
#139389
I find guy's clothing to be much more comfortable and better looking than womens' clothes, and tend to crossplay (because most of my favorite characters are male). My mother has asked me if I'm "gay". She's not the only one who's confused...
#139390
Back when this troper had long hair he'd get mistaken for a woman (which he didn't understand, he's not exactly a
bifauxjo). This troper is, however, up for anything at least once, so if he gets some physical-trickery-inclined friends he'll give it a bash.
#139391
This troper's friend crossdressed on "Dress as the Opposite Gender Day" during a spirit week at school. He came into anime club dressed in a pink tank top and a skirt. It was mind-scarring.
#139392
This troper
looks like a girl anyway, so he regularly goes out in drag and no one notices. Hooray for high-pitched voices and reasonably masculine boyfriends to add to the deception.
#139393
This tropes just sees the more boyish clothes as much more useful than dresses. Granted, her clothes are almost never fancy, because they have to stand being torn, muddy, snowy and last years. The ones she wears are cloth, yet hardy and warm enough to last for ages.
#139394
This troper is a proud {{Wholesome Crossdresser}}, and has gone out in public in drag on a few occasions, happily. I even snagged a date with a cute boy at the Montreal Otakuthon while I was dressed as a purple gothic lolita.
#139395
This troper wouldn't mind trying to actually pass as a boy at some point (or twice, or thrice) although her
assets get in the way a bit. I have been mistaken for a boy on numerous occasions, though, mostly because I sometimes wear baggy and/or masculine clothes. Hasn't happened since I started growing my hair out, though.
#139396
This troper used to be a tomboy in elementary school. Many mistook me for a boy. I even tricked some of my new classmates into thinking I ''was'' a boy. I grew out of the phase as I was older, but I can still pass as a boy, if I store my hair up in a cap and dress in a loose shirt in pants. Although, my
breasts tend to get in the way.
#139398
Edit-- I just got my hair cut far shorter. I could pass for a long haired boy...
#139399
This troper is genderfluid and biologically female. They often wear "women's" clothing even on days when they feel male, simply because they think it's prettier.
#139400
One of my friends has a Japanese-English friend who completely transcends {{Bishonen}} and hurdles straight into ViewerGenderConfusion, as I can attest from pictures I'd seen of him. Well, they had a bet one day over wether the word "flexitarian" is a real word (he was adamantly convinced it isn't), with the friend's friend agreeing that he'd wear a dress and hit on one other man at the mall if he lost. The dictionary was brought out and... well, you probably can guess the rest. Now for the fun part: He may look like a girl even when he's not wearing feminine clothing, but he has a deep, manly voice. So what does he do? Literally skips up to a mall cop, clad in what was possibly the girliest dress my friend could find, and says, "Hey, handsome. How's it going?"