Embarrassing Moments!

If you're here to discover the most embarrassing stories of nakedness and humiliation, from the wild and wacky to the down right indecent, you've come to the right place.

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Showing 10 stories, ranked by: Random (click for more) - Top rated - Least votes - Most recent - Most votes

My Most Ebarrassing! Story by farrah101

My most ebrassing story was when my brother he was 17 and im 16 he invited me and hes 5 friends to the beach it was kinda weird he invited me cuz he never invites me anymore but he invited me so i went with him and hes 5 friends he was driving so we finially got to the beach we park but there was a loud noise he told me to check what was it so i hop off the car and check while i was looking my brother friends hop off too and they grabbed me one of them hold me still and they took all of my clothes of and they gave my clothes to my brother and my brother threw it and they grabbed me and took me to the beach and they shout aloud HEY EVERYONE LOOK AT THE NAKED GIRL! and ppl look bak and they started laughing and i ran away and they chase me and they hold me still to the wall and taking pictures of me like 100 of them and when they finish taking the picture they started putting them on facebook! then when they finish uploading them they took me to the car tied me up put something on my mouth and went to the beach and had FUN! and i was there trying to get off almost started crying but then wen like 2 hours pass they got a sunburn so they got so mad they started hitting me everywhere and they where slapping me hitting me touching my boobs and everything they touch it and they started kissing me and my brother was laughing and laughing and they started playing truth or dare my brother dare them to touch my boobs for like 30 seconds and he did and he dare hes other friend to touch my butt and they dare the other one to touch me everywhere and when they drive to the house no one was there so they take me to the shower and started washing me they put soap on my boobs everywhere and they took me to the living room and they started drawing on my body putting lots of mean stuff then they look at the window they saw that my crush came my crush is my next door neighbor so they took me outside and my crush was laughing and laughing and they said that i like him and my crush went to join them and my crush was slapping my butt and touching my boobs then when they were tired they took me outside in the backyard they took me to the sun and tied me up and then they started pouring hot and cold water on me then they wanted to throw me to the pool and they did then they went to my room got all of my clothes and threw them to the pool they started throwing pics of my undies and bra and when they let me there i got like a bad sunburn and i wanted to die and they were taking video of that and next day i went to school and everyone saw that video and there like gave me a nick name nakedbitch! and the bully! call everyone to the bathroom and when i wnet to the bathroom they lock me up all naked and i was knocking and i was late to class and the teacher was complaining saying to the class wheres FARRAH! and this girl said last time i saw her at the bathroom and see went to the bathroom she saw me knocking so she open the door and i fell and she told me WHAT IS WRONG WITH U AND I TOLD HER THE WHOLE STORY SO NOW SHE GAVE EVERYONE A DETENTION FOR 4 HOURS AND SHE TALK TO MY PARENTS AND MY PARENTS GROUND MY BROTHERS! and tehy got to the facebook erase the pics told my brothers friends mom they ground them and hit them hard!!!!!!! then at school everyone said srry and they hug me i beat up my brother friend and i beat my crush ass i told my cuzin to beat the heck out of my brother friends and my brother so then i beat my brother ass and they never mess wit me anymore

(Rated 5.44 out of 10) with 1006 votes
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Wearing A Girls Bathing Suit by mutt

I was always small for a boy, short and small built, and to make it worse I had more of a girls figure than a boys. I got razzed a lot in school, in high school I got taken to the showers a few times by the bigger boys, made to undress and get in with them, and listen to all the comments. The weather was super nice just after graduation, I had just turned 18, my older brother, one of his friends and my two cousins invited some kids from school to come to gramps farm for an afternoon of swimming in the stream. I went wearing cut off jeans, most of the other boys had on regular swim trunks, there were no girls there. As soon as everbody was there, my brother and his friend got me down, took off my cut off jeans, and made me put on a blue pair of his friends sisters bikini swim bottoms. They were the kind that tied on each side, and with me being very small in the guy area, they did fit me really good. I had worn panties before and liked the fit, but didn't think anybody knew about it. But like all secrets, they do get found out, they stood around laughting like mad, saying that I looked better in them than his sister did. I was embarrassed as hell, and that made them more happy. Then they all hit the water, and took me in with them, but after some pinches and a little more jokes, they started playing water ball. There was this 15 year old black kid there, and as I started swimming on down stream, he came with me. We swam around a bend and got out of the water, he started telling me how good I looked in that blue bikini bottom. I knoticed that he had a bulge in his swim trunks, and it embarrassed me knowing that he was getting hard looking at me. He started getting stronger with his comments, and as the old saying goes, one thing let to another, and right there in the grass I ended up letting him fuck me. But to tell the truth I loved what he did, untill after he got done, then the embarrassment, guilt and ashame feelings strated. We got back in out swim attire and headed back to the others, they were so absorbed in the game they didn't even know we wern't there. I saw the kid again a few days afterward, but he never mentioned anything, but that was my most embarrassing day.

(Rated 5.12 out of 10) with 778 votes
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Bathing Suit Disaster by Swanton

I was invited to a swimming party when I was about 16. My mother was strict and would only allow me to wear a one piece since there were going to be boys at the party. Mom and I went shopping and finally found a bathing suit we both could agree on in all white. I was amazed at the amount of attention I got from all the guys at the party despite the fact I wasn't wearing a bikini. It wasn't until I went to the restroom and looked in the mirror that I realized that the bathing suit was completely transparent when wet.

(Rated 6.12 out of 10) with 1476 votes
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Succ Me You Sycho by 72978

i was in band class and my teacher mr lebbofidis came and pushed me into his office. then he shoved his violion up my ass and i started crying. he stripped me nackced and then the whole class came to the windowwe to watch. he started to feel my boobs and then shoevd a trumpet in my vagina it was s o awful and i yelled and yelled ans suddenly my waifu came in and saved me . she punched him with her Doudble D boobs and he ran out crying. the whole class cheered. then me and my waifu fucked and the whole class watched and mastecated. when i came in the net day my teacher showed a dildo in my mouth. so ambraccasing!!!!!!

(Rated 5.23 out of 10) with 269 votes
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Always Dress Before Moving Furniture by Mars

My girlfriend tricked me and I was dumb enough to fall for it lol. I was at her apartment, and we were waiting for a new sofa to arrive. The guys were late so I figured I would take a quick shower. I got done and was wrapping the towel around me when she called out to come help her. So I step out of the bathroom to see the door wide open and the sofa sitting out in the hallway. Apparently, she told the guys to just leave it in the hallway and that we would bring it in the rest of the way. She asked me to grab one of the ends, and without thinking I said, "Sure". We lift up the sofa and it was pretty heavy! I asked her why she did not just have the guys bring it in for her and she said she was sure we could handle it. I did not notice at the time, but she had maneuvered herself to where she was the one backing into the apartment and I was out in the hallway. The sofa was about halfway through when it got stuck so we started to turn it, and thats when it happened...my towel fell off!! I yelled to her to put the sofa down because that my towel dropped, and she said, "Nope! We almost got the sofa in!". So there I was, standing in the hallway naked holding a sofa in my hands and a towel pooled around my feet lol!!! I pressed my boobs against the sofa so that they were covered, but my butt was in full view of anyone who might have happened to come down the hallway. After a very long few minutes we finally got the sofa unstuck, and got it in her apartment. After putting the sofa down I ran to grab my towel and shut the door. She was laughing her ass off at this point, can not say I blame her lol!

(Rated 5.18 out of 10) with 483 votes
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Omg Embarrassing Story Evr!!!!!!! by prettygirl

one time me and my friend were at this water park and we were having lots of fun we like went to this big water slide and we were at the top it was HUGGGEEE!!! and so like my strings on my bottoms were loose (thats wat my freind said) and so i told her to tighten then she said ok so she did and i went down the water slide and like my bottoms came right off!!1 i came to the bottom and i didnt know yet and like everyone was lookin at me it was soooo!!! embarassing!!! i couldnt find then anywhere. i ran and ran and evryone can see my pussy i didnt know where to go i found this towl like just laying there so i put it on wen i found my friend i like yelled at her she said she was sry so we hugged. she had my bottoms so i put them on when i got home my friend came too and i got her back for revenge i can do thit cause there were like no one home wen we got outside we were stil in our bikinis so when she was turned around i sneeked behind her i like quick pulled her bottoms down and whhen she fell i got them off and like ran like heck and i threw them in the neigbors yard she like had to go all the way around to get them it was lmao idk why she didnt just go bak in the house? i gues she felt what i did back at the watr park :)

(Rated 5.32 out of 10) with 795 votes
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O Woops Y Dasy !? by 72978

when i was 16 my 23 year old gf (im lesbo btw) was ramming me hard against our table and i think she broke my asshole. sludendly.... my old PRINCIPLE CAME IN SCREAMING (I dropped out of school to spend fule time wit mi babee). suddenly he starts screaming and apparently my gf was his waifu. so not only did my ol pricipwelw see me naked (we totally fucked after) he was maried to mi lil babi whoops. its okat we had good theesome later but ill alwazs be loyAL TO MY GF CAUSE HER PUSSY TASTES LIKE RAMEN. we bot 8 he r out rlly funni.

(Rated 5.35 out of 10) with 254 votes
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Spanked by Canadian315

I used to work at a gas station in my town. My boss was really nice and everything and it had been my second or third day. I wanted the job because one of my friends worked there and i thought that would be a good idea. One day my boss took me into her office and said " we're all girls here right ? " i said " yeah why" and then she said " well that's gonna make this easy". Then she walked behind me, yanked down my pants and underwear, and spanked me like 10 times. I was terrified because my boss had never seen my bare ass and it was really embarassing. On like the third spank or something, she's like " this is your inniation by the way" and then continued spanking me. I was desperately trying to get away but she held on to me and probably got a great view of my bum. And of course to make it all worse my friend comes into the office at the worst moment and see's my pussy, shaved and everything for her to see. I shrieked and tried to cover it, and then my friend said " i remember my inniation! I was so embarrassed to have to big arse out in the open!". After that day i learned that when there was nobody in the store my boss and the girls that work there pantsed and spank each other every chance they get and that i had to get used to my naked butt being exposed. Nobody's got my boss yet, except for when one girl pulled her pants down from the front and everyone saw her hairy vagina.

(Rated 5.54 out of 10) with 91 votes
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Saddest Party Ever by GamerPlaysGames

Ok so i was getting ready for this party i wore a white bra and white dress and i didnt realize tht i was wearing any padding so my nipples were showing and i have huge breasts and it was a pool party and i was not informed but i started to strip to my bra loke everyone else who didnt bring a bikini and swim butttt white is not gonna br a good choice so everything was visible and some guys stripped me down tied me under water so if i wanted to escape i had to risk me being shown naked again and again or stay under water and i chose to stay under water bad idea he started to put my head under water and he was naked trying to get me to suck it? So i bit it and i got raped becuz his friends knew and were mad but they slowly turned me on and my bf wasnt there he was somewhere and he fingered me and i of course got turned on especially under water and i moaned super loud the neighbors came to see wht happened they see a whole group of guys and girls trying to make me turned on and seem like a slut/whore and they LEFT LIKE REALLY... Then i started begging and beggig for them to stop and i needed to pee then they all lifted me upside down ontop of the water and tried to make me piss my touching me in my sensitive areas i eventually pissed and the boys pissed on me WHICH WAS DISGUSTING and the sad thing was they forced me to dribk all their piss of course i drabk it with them forcing me and the next day i see photos of my online somewhere or in the school website or posters at school... WORST PARTY EVER

(Rated 5.62 out of 10) with 394 votes
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My Friend Saw My Pussy by Canadian315

Me and my friend were staying in a hotel together. I wanted to put shorts on over my bikini bottoms but they were still wet from the pool. I told my friend to turn around because i had nothing on underneath. Almost immediately after i dropped them she turned around, laughed and said nice pussy. I immediately covered myself and yelled at her because i had just shaved so she saw my bald vagina. Then i said fine if your gonna see me you might as well see my ass too. Then i turned around to show her my pale ass and asked if she was happy.

(Rated 4.62 out of 10) with 180 votes
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