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I Want to Know Your Most Embarrassing Moment On a Date

Personal Stories, Advice, and Support 816 People

    I took a girl to a really expensive seafood

    restaurant and let her order whatever she wanted, and we both got these really expensive cracker things with caviar and lobster, and then the bill came and I realised I didn't bring my wallet! OMG she ended up paying an over $120 bill. She never spoke to me again....
    CrimsonDrake CrimsonDrake 18-21, M 4 Responses Jan 6

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    So there I was outside her parents house in the

    car making out with her , couldn't hold it anymore and whizzed on a big oak tree five feet away. I think that was our last date .
    mrrabbitdigital mrrabbitdigital 46-50, M 1 Response Apr 6

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    Pee Girl!!

    I got drunk outside. Then ran across a large field to pee so the guy couldn't see me. While pulling up my pants I peed in my pants a little. For the longest time I didn't notice, while I pretty much sure the guy did. EMBARRASSING. Pee girl coming through!! The guy didn't say...
    GettingOverShit GettingOverShit 18-21, F 6 Responses Feb 5, 2013

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    This Is A True Story

    A few years ago we were having dinner with friends. As I was drinking water, my husband told a joke and I started to laugh a when huge gulp of water went down the wrong pipe and I started to choke. Drown, really. I couldn't speak and everyone jumped up in a panic. Somebody yelled...
    mrsbuzzkill mrsbuzzkill 51-55 7 Responses Sep 1, 2013

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    This a emmbarresing sex story

    so bare with me. i was 19 and I had barely gotton married with my ex and we were into 4 months of marriage we were fooling around and he told me to give him a bj i have never given a real one before my first ex boyfreind understood that i was un comfortable not with doing it...
    deleted deleted 26-30 2 Responses Apr 5

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    Embarrassing :/

    So I saw on my husbands phone he has a bunch of pics of my buttcrack and thongs hanging out. Why would he not tell me this and just take pics...it's really starting to get embarrassing.
    krykry08 krykry08 26-30, F 3 Responses Dec 3, 2013

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    Lol I was about 17 yrs old

    and had a cute yellow bikini,I dive into the swimming pool head first and my bikini bottom came off,ohhh my goodness I was frantically looking for it,found it and hurriedly put it back on,don't know if anyone ever seen me but that was a memorable embarrassing moment lol.
    dimples62 dimples62 51-55 10 Responses Mar 28

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    It was a group hang and my friends girlfriend

    needed a ride back to her house so drive her she is very silent and doesn't speak to me so I take a detour and she gets nervous and says 'where are you going?' ... I reply 'somewhere... Don't worry about it yet!' ... I pull out my phone and pretend to call someone and speak in a...
    cannabro cannabro 26-30, M 2 Responses Jan 14

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    Surprised hugged her.

    She started falling. I didn't realize she was falling when we both started falling...
    CalciumOxide CalciumOxide 70+, M 1 Response Jan 9

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    Dont Ever Do This to a Guy...

    ok self inflicted some might say.. and i have to agree! im a pretty open gal, i like to be playful and mess around. but seriously people, dont pat a guys crotch and say 'quizzically' "where the hell is it?" poor man! thinking back on it i must completely destroyed...
    JulySunSoul JulySunSoul 26-30, F 3 Responses Jun 2, 2009

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    I was on a date for the very first time with

    this guy. I had NEVER been on a date before and I was super excited ! We went to see a movie together. At the movie theatre, the guy decided he wanted to have some skittles so he bought a giant bag of them. We got in to the movie, and he was struggling to open the bag of...
    LoveGracee LoveGracee 18-21, F 4 Responses Jan 2

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    Oh, No! My Trousers!

    I was about 16, going on my first date with this guy. I got all dressed up in new jeans, a sparkly top (it was all about the sparkles back then!), expecting to go to the cinema for some back-row smooching, or maybe for a romantic walk in the park. He took me bowling. But hey...
    ChristieQ ChristieQ 22-25, F 2 Responses Sep 25, 2012

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    (This was when I was about 21) My date came

    over to my house and I was planning to cook him a delicious romantic dinner. Everything was going fine until dessert, I made a nut cake but what I didn't know was he was allergic to nuts. It was really embarrassing and an innocent date turned into a trip to the emergency room. I...
    xobluebirdxo xobluebirdxo 31-35, F 1 Response Apr 8

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    Well. I like to go outside in white socks

    and get the bottoms dirty/muddy. Does anybody ever go outside in socks?
    Kevinpierce Kevinpierce 16-17, M 2 Responses Jan 24

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    I went on a date with a bartender from a really

    upscale club in the city and I really wanted to impress him. I dressed up really nicely and wore heels that were way too high!! While on the date I had waay too much to drink and I accidentally knocked over 3 glass candle holders!! I was so embarrassed I jumped up to run to the...
    IAmNotPeppercorn IAmNotPeppercorn 22-25, F 2 Responses Feb 24

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    Ooops

    I was with this absolutely fabulous guy... tall, dark hair, peircing eyes, great build. dinner, wine, (lots of really good wine), and dancing. we were in a rather upscale club. not the kind of place my ex-hubs had ever taken me. dancng the night away. somehow decide to sway to...
    Tzech Tzech 46-50, F 36 Responses Jul 25, 2008

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    Well it's not really embarrassing on my part

    but I'll talk about it anyway. I was talking to this guy for about a month or two, and he suggested that we meet up to go on a date. For some reason guys always ask me what we should do, so I decided we would go to the cinema. He waited for me at the station there, so I got off...
    smgrl16 smgrl16 18-21, F 3 Responses Feb 12

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    I was having a conversation w/myself (I'm

    schizophrenic anyway), CUZ my date turned out 2 b a raisin!!
    pyeito pyeito 31-35, M 2 Responses Jan 8

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    I flashed my ex husband on our first date bc I

    just got new nibble rings. Then I was like, omg why am I acting like w$(;& I didn't sleep with him for months when we first got together. Lol We were only married for 3 months
    DreamerBeliever36 DreamerBeliever36 22-25, F 1 Response Jan 16

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    Murphy's Law

    Okay...I hadn't dated in a while, so of course the old "if anything can go wrong..." rule had to apply!!! First, in my nervousness, I pulled all my eyelashes out so my eyes were bald. As if that weren't bad enough, he came to my house to visit a bit before we went out...
    bluehaiku bluehaiku 41-45, F 6 Responses Jun 2, 2009

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    I choked on a grape and a waitress had to

    perform the hymnic manoeuvre on me. That was not my finest hour. Needless to say my relationship with her terminated rather quickly.
    projectgwyn101 projectgwyn101 16-17, M Apr 2

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    Fell asleep at movies on first date with girl!

    Saw the first five minutes woke up to the credits.
    jaml jaml 41-45, M 5 Responses Mar 19

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    I was hanging out with my boyfriend at the time

    and we talked for a bit and then he kissed my neck and pulled me close and started to feel me and i shared my very first kiss with him and it was horrible he smelled of weed and super cheap cologne and he tried to do it with me but i didn't want to and didn't hear me because he...
    ShyNerd17 ShyNerd17 16-17, F 2 Responses Jan 26

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    Unforgettable Memory ...

    It was 6 years ago when I was 15 .. I went out to theatre with my ex ... We were late for the movie bc I wanted to eat Pop-Corn .. When we got in,, It was so dark .. I slipped on the step and the popcorn in my hand was failed on one girl's head .. She screamed so loud bc it...
    DollyDiva DollyDiva 22-25, F 24 Responses Sep 5, 2009

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    How Embarrassing !

    I was getting ready for my first date at the movies with this guy I met through mutual friends. When we met up at the movies, we were in the lobby and then I saw a familiar face. It was my friend alex. I had made plans to go with him that day to the movies, but cancelled for my...
    MissMilan MissMilan 13-15, F Jul 30, 2013

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    Lol on my first date with my

    now fiancé, we went to steak and shake for lunch. I got the ketchup out so I could put some ketchup on my fries. When the ketchup came out it made a farting noise. I was trying so hard not to laugh, but it wasn't fooling him, but that's okay, because he started laughing too...
    divaMary3 divaMary3 18-21, F 1 Response Dec 12, 2013

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    Date and Braces-tough Mix

    I was 20 years old-had a mouth full of braces-was on a date-having a GREAT time-we clicked-we had gone to the movies, grabbed a bite to eat and a couple drinks-was a double date-the 4 of us went to local bar in our community--sitting in a booth-talking, flirting, having fun--I...
    donewiththis donewiththis 51-55 14 Responses Aug 25, 2008

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    My ex and I went to a water park along with a

    few family members. I was wearing some cute jean shorts (I don't do bathing suits) and we decided to get on a slide. Now this slide is kind of like a skater ramp (you slide down and you go back and forth until you stop and no one else could go until you get off, so there were a...
    queediana82 queediana82 31-35, F Mar 24

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    So I was in my boyfriends house

    and he was making his dinner, a nice stir fry. There were various ingredients including chilli. After his dinner we were watching a movie in his room, we started kissing and things started to get pretty heated. He put his hands down my pants and started doing his business, note...
    Ninukthelostgirl Ninukthelostgirl 16-17, F 3 Responses Jan 26

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    I Am the Popcorn Bandit!

    I was going out with this guy for the third time and a huge pet peeve of mine is tardiness.  If you are late for a date with fungirl and you don’t call I will wait for about 5 minutes and then I call my boys and we will go out playing and make fun of your a$$ all night...
    fungirlmmm fungirlmmm 41-45, F 14 Responses Jul 25, 2008

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    My Pesky Little Brother

         If I had picked up my girlfriend that evening, the fiasco at my parents’ house would never have happened. But my car was in the repair shop. I could hardly afford to fix it, still living, at 32, on the wages of a graduate student. You might blame me for that but, as a...
    Seiler Seiler 56-60, M 3 Responses Oct 2, 2013

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    Dinner Date That Was No So Perfect

    I went on a blind date with a guy once to a jazz club (I hate Jazz as it is!! So not. Good start!) As the menus were presented to us, he informed the waitress that he would be eating & proceeded to sit there eating his own home-made sandwiches which he had brought along with him...
    lavatwilightxxx lavatwilightxxx 36-40, F 2 Responses Nov 12, 2013

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    About a month ago, I had walked into a store

    and a girl came up to me and asked if I knew that the butt in my pants had ripped! Not just a little rip either, a huge tear! You could see almost my entire ***! Good thing I had on my cute Victoria's Secret booty shorts on. So embarrassing, I went home and cried! Lol
    emeraldtriangle420 emeraldtriangle420 22-25, F 5 Responses Jan 15

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    So there we was, waiting

    for my train to come on our about fourth date.. I knew he wanted to kiss me i was so nervous like seriously (i dont date much lol) but anyway we kissed! yay? no... i decided to try and do what they do in the movies ya know.. when they stop kissing for two seconds look into each...
    MissLorii MissLorii 18-21, F 3 Responses Mar 19

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    I'm in school right now.

    One of my classes is online and my other ones are on campus.. Any ways one day I was waiting in the lobby with my friends and I thought I saw my online professor ( he posted a picture of himself and his family on our school website we send our assignments on) so I say to him...
    kobe14 kobe14 22-25, F 4 Responses Dec 9, 2013

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    It's always when things get intimidate

    and she experiences confusion when confronted with my inadequate endowment and generally such shortfall is omnipresent from that moment until the end...
    Collomick Collomick 36-40, M 2 Responses Dec 19, 2013

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    We where at the club

    and there was a life music and at some point a singer started to invite however would like to volunteer and sing along. I wanted to impress my date so I got up on stage but only once I grabbed the microphone I realized I don't remember the words of the song at all!!! I felt so...
    lecosc lecosc 31-35, F 2 Responses Apr 9

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    I gotten pantsed today by my friend I was

    so embarrassed Every one saw my butt
    Jbt619 Jbt619 18-21, M 1 Response Jan 23

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    Heavy Flow In White Pants

    It was about 9 months into our relationship. He had just graduated from high school (I had finished my sophomore year) so his best friend (also a new high school graduate) said his parents said that he could take their boat out for the night as a graduation gift, so he asked my...
    arsenal456 arsenal456 18-21, F 2 Responses Jul 20, 2013

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    I was going out with this guy a few years ago,

    it was for a short bit, but he really sparkled my interest. At that point, it was the second time we met or so... We were supposed to meet at a party and as he arrived a bit later, I was already a little bit tipsy. We then had a few drinks together and everything was fun and...
    paradisejourney paradisejourney 22-25, F 3 Responses Dec 13, 2013

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    Hot Mess

    One of my most embarrassing dating moments was at a really fancy restaurant. No, this wasn't our first date, but it felt as if it was. Anyway, we ordered our food and I decided to order some nice herbal tea for us,since it was a little chilly outside. When our tea came, I decided...
    Vicki101 Vicki101 16-17, F 3 Responses Nov 26, 2013

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    I was in grade 8. I went on a date with this

    boy "bob". Well we went to the movies when the movie was over I went in for a kiss but ended up kissing his nose. 😩
    lunamars lunamars 16-17, F 3 Responses Mar 19

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    My first boyfriend asked me

    where I'd like to go for a date and I told him we should walk to the local ice cream shop. On the way back I kissed him on the cheek. Seconds later, to my horror, he began vomiting profusely. I thought it might have had something to do with the kiss, like maybe my breath was...
    Melisande96 Melisande96 16-17, F 1 Response Mar 7

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    When I was 16 my boyfriend **** on my chest

    after he just got done ******* me. Bet no one can too that.
    deleted deleted 26-30 6 Responses Jan 10

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    The Guy Was Too Early

    I went on a date with a guy who had recently turned 18. I'd known him already as being a friend of the family. It was at a dinner party and we were at the table kissing and I made the mistake of putting my hand on his thigh. He gasped and moved away from me. He looked very...
    Aprils22b Aprils22b 31-35 4 Responses Sep 1, 2013

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    I had fake fingernails on

    and one came off. Oh no, I had a more embarrassing one. I had these awesome pants that looked great but they weren't clean in time for my date, but I had nothing else so wore them anyway. I sprayed them with disinfectant before wearing them so they stunk but I didn't notice it...
    syntheticrhyme syntheticrhyme 41-45, F 1 Response Feb 10

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    These Boots Are Made For Walking...

    I take a while to get ready on a date sometimes, while others I grab my purse and go... This time was one of those times when I took a while. It was a fall date to the zoo, so I thought, sweater, boots. I have 2 pairs of riding boots, black and brown ones (I do so love my boots...
    ultimateK ultimateK 22-25, F 1 Response Nov 3, 2013

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    I was trying to be cool!

    !!! First date: my car broke down so I was 30mins late Her dad made me explain why and what my plans were for his daughter I was sooo nervousness I farted)-: and it stunk. On the car ride the my air went out and it was to hot with the windows up so I rolled them down just in...
    DrChante DrChante 22-25, M 1 Response Apr 2

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    Related Experiences

    My two most humiliating moments so far. Yesterday I went to the pool, and when I got there I immdeately dived in. When I dived in my baggy trunks slipped down to my kness despite...
    ray1357 ray1357 16-17, M Mar 29

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    Tell me feel free for it to be with anything I want to know what it is.
    Sealover22 Sealover22 16-17, F 1 Response Apr 7

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    I just got a new bathing suit at target and it was a bikini. I went swimming in the Hotel my friends family was staying at and we played a game. You had to act like an animal and...
    cotygal123 cotygal123 13-15, F 5 Responses Mar 26

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    Here is my most embarrassing nude story. My wife and I were visiting her parents. It was the morning after our arrival and we were asleep when the smoke alarm went off. I jumped...
    artonthebrain artonthebrain 41-45, M Apr 9

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    It was summer and my mom and I had driven 6 hrs to Utica "Middle of F*cking Nowhere", Mississippi for my first year on lower-staff at an overnight summer camp. Lower staff meets a...
    Amsch95 Amsch95 18-21, F 1 Response Apr 4

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    My most humiliating caning that I got was at a mixed secondary school when I was fourteen. We had a french student who was taking us for French lessons she was very young about...
    omgspinner omgspinner 61-65, M 2 Responses Mar 23

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    I'm so clumsy lol it's bad enough I'm socially awkward but I continue to embarrass myself on a daily bases. I've kind of gone unnoticed the past few days, thank goodness people don...
    Shygirl917 Shygirl917 18-21, F Mar 26

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    NOORANI MYSTIQUE RING CALL +27824793207 This is the oldest, mystique and the most powerful magic rings ang gemstones. This power organized by the great powerful magicians(460-800B...
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