In his late teens, this troper has very thin and has long hair. This troper has to drop a Bridget on a teacher of his faculty (The dean of sexology, no less) dropped a few Bridgets in many parties... and dropped a Bridget on his very own mother!!! Nowadays this troper keeps his long hair, but also tends to have a LONG beard and BadassLongcoat. Just in case.

Recently, in a party my boss told me to take the beard off, for the sake of corporate image. The next day, I had to drop a bridget on that very one boss. Who incidentaly is a WOMAN.

I have had this happen several times recently, the sad thing is I don't even look feminine! And the guys get pissed at me for having the audacity to be male.

This Troper is playing an RP with a friend where her character (Sasha) is female, but acts and dresses like a boy. Her friends character has just met Sasha and is yet to learn the truth. She (the Troper) is waiting eagerly for the friends character's reaction when the Bridget is dropped.

This troper is oddly built for a boy, wide hips, no visible Adam's apple,feminine face,slender legs, feet, arms and hands, it seemed I inherited most of my looks from my mother. So, it's of no surprise, but much amusement that many mistake me for a girl in public. My friend's grandmother thought I was his girlfriend, which was awkward. It didn't help that My ex-girlfriend liked long hair, so I grew mine out very long, and ended up liking long hair for YEARS, to even now. I don't even crossdress. Curse of us asians I guess...One particularly funny story was when I was ordering food at the foodcourt of the local mall. One old dirty man was ogling my...Hindquarters, muttering sounds of...Appreciation...I caught a barely audible "Nice ass..." from his muttering, I guess my butt stuck out when I was leaning forward on the counter. So, in response, I turned around, tried my best to sound "manly" with a resounding "Hey, what the hell, man?" The Dirty Old Man hobbled off as far as possible, the long way around, because of the narrow aisles, it was kinda sad though, watching him limp off on his cane.

This (female) troper's close friend looks about as androgynous as you can get, even without makeup. When this troper, her friend, and another girl were talking/fixing our hair in the hallway of a con, a group of males walked past and shouted something to the effect of "Lookin' good, ladies!" This troper's friend looked around, pulling one unfinished pigtail out of the other girls' hand, and said in dismay "...Ladies? Do I really look like a girl?" Of course, he knows he looks like a girl, and he doesn't mind at all. But it's just so much more fun for him to pretend it hurts his feelings. (This troper also accidentally dropped a Bridget on her mother when she pointed at a photo of said friend and used masculine pronouns. She still doesn't understand why her mother was so appalled.)

Subverted and played straight. This (very feminine) lesbian troper was hitting on someone she thought was a butch lesbian, who turned out to be a transman. Opps. We ended up becoming very good friends, though, so it all worked out.

In middle school and part of high school there was this guy hat I always thought was a girl... even after he explained the fact. The gag crossdressing he did constantly didn't help. (But, with this guy's brother, I fear for their family's future.)

I wish the shoulders in this picture were shaped like a male so I could enjoy it.

This Troper had a character in a game of {{Rifts}} who got the hots for an effeminate Mystic. Said Mystic turned out to be a guy.

My barber (Or stylist as he calls himself). I kept thinking he was a girl. Then after I got out, I talk a bit about how the woman seemed odd to me. My friend says she thought that the barber was a woman at first also, but then she noticed 'her' Adam's apple. {{Squick}}.

Woman can have Adam's apples.

This troper doesn't mind Bridget-dropping much in real life, but it keeps happening. Finding out it's a transguy or a transgirl doesn't bother me, or dissuade me for that matter, but it's a little jarring realising what you thought was a really cute butch lesbian was actually just a biological male who happened to have a husky voice and a slight build. (In fiction, this is probably one of my favorite tropes. One memorable, though not necessarily realistic example used, had Lucifer, being radiantly beautiful and perfectly sexless, actually going through the effort of looking a little more male to {{squick}} a particularly homophobic character he was addressing.)

This troper once heard the story of a friend of a friend who made the rather stupid decision to walk home from a party alone in the middle of the night, dressed in drag. Walking through a park, he was grabbed from behind by some guy, who then looked at his face, went "Oh shit!" and ran off. Apparently he (the guy in drag) found it hilarious...

This troper, upon finding out that Bugsy was male, promptly asked "Wait... that's a GUY?!?!

This (male) troper lives in a country where it is perfectly acceptable for men to live as women. Since those men put more effort into looking feminine than the actual females many of them actually look the part better. This troper has got into the habit of looking at the throat before going any lower, just to make sure.

A friend of This Troper makes a ''lot'' of people double-take when they hear him. High-pitched voice, looks better with long hair (in my opinion), effeminate build, rather thin. She has overheard people in the halls talking about him, simply because of one phrase along the lines of "I can't even tell if he's a guy or a girl!"

This troper did it so many times in middle school. So many times. Oh, and she's a girl by the way.

This troper regularly drops Bridgets on call center agents whenever he has to call up any service that requires call center service. To his knowledge, no one had ever addressed him as "sir" when he starts talking on the phone. Must be CrossdressingVoices at work.

This troper's father told her a story about Spirit Week at his high school. Apparently, it was Cross-Dressing Day. A "new girl" appeared at the school, a cute one. "She" was hit on by several guys all day, until "she" revealed to them that his sister helped him put on the makeup and bought him stuff so he could "play the part of the girl. Suckers." This troper laughed so hard...

This Troper enjoys casual crossdressing for the lolz, and has the legs to be believable, if not the face. Being checked out by a random guy at school only for him to freak out when his eyes get to my face? Funny. Being mistaken for being a girl by my own roommate? priceless.

During the class trip to Spain, This Troper heard a story about how her entire male student body was so enamored with this one exotic dancer and kept going on about her. On the busride back, the Bridget was dropped so to say. While she wasn't there to see it, her friend who was told her that their reactions were actually a lot less squicky than she would've expected. Though the looks on their faces were supposedly priceless

In the uncomfortable transitional period between when I grew long hair and when I grew a beard, oftentimes when I was out walking about with my mom a member of the service industry would approach us from behind and ask "Can I help you, ladies?" However, this was not before my voice dropped into the baritone range, so I replied "ladies?!" in the huskiest tone I could muster. The looks never stopped being entertaining.

This troper looks clearly female in real life due to her long hair. However, online, nearly everyone she meets believes she's a guy until told otherwise. On a few occasions, an online friend has forgotten she's a girl and had the Bridget dropped on them a second time. This is probably because she met most of her online friends on GaiaOnline, and while her avatar is female, it wears masculine clothes and has short hair.

This troper's father always likes to tell a story of his ex-boss: he and his then-wife were on vacation, watching ''The Crying Game''. She went to the bathroom, he was almost sleeping while watching... then came that famous scene. He promptly woke up and screamed, causing the wife to come and hear him shout "she had a huge cock!".

This troper has been mistaken for a girl countless times. One of the most memorable times was the first time he went to a cram school. having arrived early, while he was waiting for the teacher to show up, a girl randomly kicks up a conversation with him about their respective plans for the future. This troper proceeds to jokingly tell her that since he was rather lazy and disliked the idea of working, he considered marrying a rich heiress. To which she replies: "you're lesbian!?"

One day, out of the blue, I got a text message from a person claiming to be a college friend of my sister. I was leery at first, until my sister confirmed it, and the person (named "Amber") actually called me. The girl had this sultry, flirty, extremely feminine voice, and I'd been rather unlucky at love for a while at that point, so I thought it would be fun to flirt with her a bit. (You can see where this is going.) Well, "she" was actually a "he"--with a really, ''really'' high pitched voice. Turns out he was a gay guy who wanted someone to flirt with, and my ditzy sister thought it'd be hilarious to play a cruel joke on her trusting brother, so this guy went along with it (and played the part of flirty girl eerily well). A couple of days later, my mother found out about my sister's prank, and told me the truth. I was not amused.

I was friends with a cosplayer in the short time I was visiting Japan. As an asexual, I didn't really care about the person's gender or anything; but I found it rather amusing when I noticed a...bump when "she" hugged me. The thing is that I look as nearly as feminine as this cosplayer himself; so we were both suprised.. Plus, the cosplayer wasn't a transsexual or homosexual (Yeah, feminine males can be straight. Personally I don't really know why a feminine male person is automatically stereotyped as gay either.) yet at the same time found me rather beautiful as well. Everyone around us was staring at us with "What the hell?!" expressions on their faces. Heres a picture of him.

He's cute.

So basically two guys thought the other was a girl and then you both hugged; making it two guys who look like two girls hugging?

This Troper is one of those who grew his hair out long and was constantly mistaken for a girl in Middle School and even into high school for a while, I even remember one particularly notable loud jackass driving down the street and shouting “Hey baby”, assuming it was an honest mistake on his part (ha!) he was still trying to flirt with a 13 year old boy. Anyway a bridget was dropped on me when I found out my middle school crush thought I was a girl that flirted with a couple of guys in the year before I met her (we hang out in an alley and talked). I did not take this too well. This story is actually pretty dull though, but interestingly my mother had even worse issues, first, in Kindergarten she thought she was a boy until a friend, uh, showed her the difference between himself and herself. Later in life, someone else had the gall to mistake her for a man when she was particularly big breasted and flashed him saying something amusing I don’t quite recall (I was not at the time born yet, but she was more than happy to recount this tale much to my horror). Also rather unfortunately, while my voice is more or less the way it will be for the rest of my life and isn’t at all high, my mother’s voice remains deeper than mine which doesn’t work out too well when she’s on the phone with someone she just met.

This female troper usually wears loose jeans and t-shirts, a large brown trenchcoat when its cold, has shaggy hair to her shoulders, thick brows, a deep contralto voice, is 4 or 5 inches above average in height, overweight, and has large feet and hands. Combined with her masculine mannerisms and forceful personality, she's often been mistaken for a guy. This is in total contrast to a person that goes to her school(friend of a friend) who she was convinced was a girl until she was told otherwise. Seriously, the guy has a figure and looks like he's wearing a sports bra!

I apparently make such a great trap that when I posted a photo of myself wearing somewhat masculine clothes on a fourm, one of the members, a gay man, said that I made him straight. It was a while until he then dropped a bridget on me when I learned that he is not a lesbian, as I had thought.

This lesbian troper is highly uncomfortable with her gender, and so started making efforts to hide it, beginning the summer of eighth grade when she chopped all her hair off. Hilarity ensued when a boy she'd been in school with for five years thought she was a new (male) student, and substitute teachers referred to her as 'young man.' She wore a dress for the last day of eighth grade - the look on the bus driver's face was hilarious.

I met a lesbian couple once and they both had male (nick)names, short hair, and one of them even had a totally flat chest (or at least very very good breast bandages). Randomly, when I was younger, my sister and I used to dress up our younger brother in a dress and a wig and he looked wonderful.

This troper has a little sister, and when I went around with her when I was 7 or so (she was 5) with our mother, we looked almost perfectly identical, including the clothes (she wore / wears my old hand-me-downs, so a tee and some shorts back then). Anyway, the best part was that there was this one ice-cream man who was always in our neighborhood, and when our mom finally bought us some ice-cream, he handed it to us, saying that our mom had "cute daughters". At this point, I opened my mouth and asked my mom, quite loudly, "Do I have another sister, momma?" To say the least, the man's face was priceless.

In high school, this troper was in classes with quite a few obnoxious straight males who would make lewd comments about female classmates. One of this troper's hobbies was to take what appeared to be foreign fashion magazines to school and page through them until one of the obnoxious straight males asked to look at "those hot chicks." This troper would give it a good five minutes and try to get some of their friends involved in the appraising before revealing that the magazines were music magazines and all the "hot chicks" they were ogling were in fact male visual kei artists. If memory serves, the ensuing Bridget-dropping did actually turn a few of the boys bi.

I was at the village shop a few years ago buying chocolate, waiting for the guy to finish at the counter so I could go. When he left, the attendant assumed the old guy standing behind him was in the cue. The old guy realised this and said "no, that young lady's before me" or something similar. I also fairly regularly got people singing "dude looks like a lady" around me. I have since cut my hair.

This troper has a friend on DeviantArt the makes the ultimate trap. I was brousing randomly and came across a picture of what I assumed to be a very cute girl. It never crossed my mind that someone so pretty could really be a guy in drag. But when I went to their profile, the gender said male. As it turns out, he's just a very feminin crossdresser}} crossdresser. Here is a pic of him (the hair is a wig.)

I actually had this happen to myself: this past weekend, I was attending the Tokyo in Tulsa 2010 anime convention, when I spotted a "girl" cosplaying Kuja from Final Fantasy 9...turns out it was a very feminine guy, thus I had a Bridget dropped on myself. That's th last time I'll hit on someone.

Kuja? You were asking for it.

My best friend's little sister did this. Unintentionally. To her DOCTOR. He thought she was a he during a checkup. "Okay, Mrs. (insert surname here), I'm going to have to see your son's testacles." Awkwardness ensued on all parites involved.

I had this happen to me when I took a university course last year. I didn't even think about it, I just assumed that the person sitting in front of me was a really short and unusually cute boy. It wasn't until more than a week into the course that I finally happened to catch the individual's first name and realised that "holy shit, it's a girl!"

This female troper encountered a trap. She was hanging over a friend of a friends house to play her first ever D&D session. She was geeking out. The friend she came with made a store run, leaving this troper alone with the friend whom she had the assumption was another girl. We went to play in the pool and by some freak accident a canadian goose crashed trying to land in said pool, blood and feathers floating in the water. We got over the shock of the odd freak accident, and i decided to help fish the body out the pool. 'She' fell and pulled me in with her. We climbed out and slunk back into the house. She offered me a change of clothing, and as we are peeling off our wet clothing i notice two things: she's incredibly flatchested and her boyshort panties had a fucking bulge in them. I'm standing there like a dumbass in my wet panties,decided not to wear a bra so i'm topless,gaping at the guy who i thought was another girl,horrified. I was not amused by his 'surprised huh?' and more or less shrieked " YOU MOTHER--- TRAP!!!!!"

It gets worse when he tries to hug me and 'apologize'--sitting on my lap and wrapping his arms around my neck. i was so bewildered i didn't know WHAT to do. Girl that was a guy dropped the ultimate bridget on me. When i tried to pry him off,hanging on like a freaking limpet with a surprisingly strong grip for someone so damn scrawny, i asked what the hell he/she was doing? If a guy dressed up as a girl, it meant they liked dudes,right? His/her reply:'I'm trying to seduce you,SILLY!"

I threw him/her over the couch,snatched the dry clothes he had brought, and hauled ass barefoot into the street. The funny thing? The DepravedBisexual wanted to hang out again..* shudder*

Never met him myself, but one of my work friends knows this guy who's half-Japanese/half-English who grew up in America. Saying he's a pretty boy is an understatement; he's so androgynous people apparently mistake him for a girl all the time, until they hear his incredibly deep, manly voice only an idiot could think is feminine. He lost the mother of all bets and had to skip around the mall in a dress and hit on one random person. He chose... a mall security cop. No points for guessing how spot on the mall cop was.

When I was in university I grew my hair long as part of my obsession with HeavyMithril. I also ate a lot of junk food, didn't exercise, and other such bodily abuse. The point is, I was about as far from looking like a girl as I could possibly imagine even with the long hair, or so I thought. Imagine my surprise when I was walking around Covent Garden and a tourist couple came up to me and said, "excuse me, miss?" and asked for directions. It was only when I started talking that they realised I was a guy. Possible overlap with PaperThinDisguise, except that I wasn't actually trying to disguise myself.

T.T. was reading some comments on LiveJournal when she saw a user with several avatars of a cartoon character T.T. had never seen before. These avatars were of a ''potently'' {{Adorkable}} nerd boy who, if the avatars were anything to go by, had a love of long coats and good books. Later, she found out that the avatars were from a cartoon called "{{Cybersix}}." Watch an episode, and... it turns out Mr. Adorkable is actually the alter ego of the ''very'' female heroine. So much for that PSL.

After working together for about six months, I went to dinner with a coworker on a business trip. During the meal, the conversation got onto the subject of LGBT rights and politics, and said coworker seemed unusually clueful about trans issues. I said to her, "um, you do know I'm trans, right?" at one point. Her reply: "Really? So am I."

The single dumbest person this troper has ever known has apparently mistaken him for female for quite some time. Since the person in question is persistently and willfully oblivious to the degree to which he annoys women, this troper (who tends to treat said stupid person with contempt anyway) told him "If I was a woman, I'd be a lot less nice."

She wasn't a guy, but she was intersex. With a penis and everything. She was born a guy and she was a (very effeminate and very gay) guy until she hit puberty. This troper was... shocked, to say the least. You'd expect a girl who used to be a guy to be, like, really ugly, with a little beard or something. It's a total surprise when it turns out that the stunningly, angelically, ''androgynously'' beautiful girl you have been dating was one.

This troper dropped quite a few Bridgets when she went to a new school. Everyone was calling me "he", and I didn't think to correct them for three days... until a ''teacher'' called me a boy. I decided to correct her and my classroom at the same time. Of course, in areas of my school outside of my classroom, I have a Bridget in the dropping. In one of my groups, the instructor was saying "he". I do this a lot, but not without intention. Usually, I don't correct them.