I Want to Know Your Most Embarrassing Moment On a Date

Personal Stories, Advice, and Support 1,012 People

    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
    2 Responses Nov 3, 2013

    Well I can tell you mine.

    I was out on a date with my now ex boyfriend. We went to a Chinese restaurant and I just got some iced tea. I ordered orange chicken and rice and an egg roll. It tasted kind of funny but I ate it anyways cuz I've never been there before and it could be a secret recipe. But...
    loveylaura loveylaura
    31-35, F
    1 Response Jul 20, 2014

    My most embarrassing moment on a date was

    when the woman that I was with laughed at the size of my penis. My penis is less than 3 inches and I posted a pic to verify this. Ladies, would you laugh at my penis size? I want your true comments no matter what!
    deleted deleted
    1 Response Dec 28, 2014

    I had been single for about a year

    after a disastrous long term relationship and I had no intention of EVER re partnering - I was definitely planning in being the crazy cat lady.. Anyway this particular evening my friend was wanting to go the pub to find a man and my role was to act as her 'wingman' I did a great...
    MollyJC MollyJC
    41-45, F
    Aug 15, 2014

    When I'm nervous, i talk really fast.

    When my date and I were talking, I had to keep repeating myself because of how nervous I was lol
    izzylark izzylark
    18-21, F
    3 Responses Nov 4, 2014

    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
    1 Response Dec 3, 2013

    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
    2 Responses Sep 1, 2013

    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

    When I can't find the sit roll in the movies

    theater. Returning back from the bathroom. It be so dark I can't remember where I was sitting. I have to take out my phone for the flash to find the sit roll.
    lorrena19 lorrena19
    22-25, F
    1 Response Jul 28, 2014
    JustDrakeGarcia JustDrakeGarcia
    22-25, M
    1 Response Jun 25, 2014

    So the guy brought cookies

    for our date, and gave them to me... I started eating one and I almost chocked to death... The rest of the date was awkward... 0_0
    jeyy90 jeyy90
    22-25, F
    1 Response Aug 7, 2014

    I was on my first date

    and we were walking hand in hand on a busy street when my heel got stuck in a crack in a pavement and i triped and then realised my shoe was left behind still stuck in the crack! To add to my embarracment a group of young clubbers starting laughing at me! I have never felt soooo...
    Anj13 Anj13
    26-30, F
    3 Responses May 3, 2014

    I went to see Titanic in 3D back

    when it was in theaters in 2012. I had never before watched it so I did not expect to be that invested into the movie. I ended up crying at the end of the movie in front of my old girlfriend, her friend, and sister πŸ˜”
    RedPowerRangerJoJo RedPowerRangerJoJo
    18-21, M
    1 Response Jul 17, 2014

    I went out on a first date to the cinema

    once to see "Trainspotting".We'd had a few drinks before hand and everything was going well.On reflection I think we should have stayed in the pub but inexperience told me to stick with the plan.Well after about 45 minutes my bladder felt fit to burst,it was obvious I was n't...
    Mrmeaner02 Mrmeaner02
    41-45, M
    2 Responses May 26, 2014

    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
    18-21, F
    2 Responses Mar 7, 2014
    deleted deleted
    3 Responses Jun 27, 2014

    Back in the day I had a roommate

    who told me he was buggaring off for the weekend. I busted my *** cleaning the joint on Friday evening. Late Saturday evening I returned to our hovel with a lovely young lady on my arm. On the carpet in the middle of my living room was an open pizza box. Apparently it was...
    Gooblaster Gooblaster
    41-45, M
    Feb 15, 2016

    Years ago i went over to a new friends house.

    They show you around their house, so proud and you finally sit on the couch. And the smell of your shoes reached Reached me. I had step in a fresh pile of dog poo. And I start looking around where I have been walking around. In the bedrooms, kitchen, hallways and living room...
    deleted deleted
    Sep 17, 2014

    Just got caught e-stalking a guy

    who I'm dating. Looked him up at Linked-in not remembering that it actually notifies people you've seen their profile. Now I got a notification that he's seen mine. Feeling really embarrassing. He probably thinks I'm a creep now. The worst thing is, I really like him and want...
    yellowtrees yellowtrees
    26-30, F
    1 Response Oct 14, 2014

    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
    18-21, F
    2 Responses Jan 26, 2014

    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
    26-30, F
    3 Responses Dec 13, 2013

    I started using this app called flyy that's all

    about talking about dating has anyone else used it?
    vivanatasha vivanatasha
    31-35, F
    Jul 28, 2015

    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
    26-30, F
    9 Responses Jan 15, 2014

    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
    46-50, F
    14 Responses Jul 25, 2008

    We'll I was hangin with my friend in the garage

    and suddenly saw him jackin off do his gf pic I'm not goin do lie I got turn on so bad I told him wish I knew how it feel sukin **** so hesay try it he'll yea I end up sukin him so good that we end up doin it everyday
    joe562 joe562
    26-30, M
    1 Response Apr 27, 2014

    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
    26-30, M
    1 Response Apr 2, 2014

    Well this isn't so much a date lol,

    it was the first night I slept over an old boy friend's house. I was nervous the whole night bc I had gas but was not at the stage to fart in front of him. As we fell sound asleep we both were knocked out of our slumber by an explosive fart that woke him AND me up!!! We were in...
    Dayzdreamer Dayzdreamer
    31-35, F
    1 Response Aug 14, 2014

    It was my first date in 5 years

    and I've only ever met this guy online. Before the date I had a nervous breakdown so I drank 4 glasses of wine "to calm myself down" before I set out on a 1 hour journey to meet him. I got drunk on the journey, but sobered up to the point of tipsy when I met him. He was a...
    april0132 april0132
    26-30, F
    3 Responses May 21, 2014

    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
    22-25, M
    6 Responses Jan 6, 2014

    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

    He whipped and nae naed.

    ..... Enough said πŸ˜‚πŸ˜‚πŸ˜‚πŸ˜‚πŸ˜‚πŸ˜‚πŸ˜‚πŸ˜‚
    Youreawizardharry Youreawizardharry
    22-25, F
    Dec 15, 2015

    Went on a date with this guy

    when we were quite young and attending high school. There's a style known as the "hat hair" which is what this so called stud of mine at the time chose to rock out during those high school years. Except his was extremely shaggy & un-maintained. We went on a cute little walk and...
    shamt shamt
    22-25, F
    1 Response Oct 29, 2014


    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
    34 Responses Jul 25, 2008

    I met this guy on Tinder,

    we didn't actually meet in person yet but we lived in the same area and even shopped at the same places. We really connected and were thinking of meeting. One day I was really horny (damn ovulating! ) and I basically told him I was ************ and thinking of him. It so wasn't...
    theprincessteph theprincessteph
    26-30, F
    1 Response Feb 14, 2016
    BeccaHasASoftHeart BeccaHasASoftHeart
    16-17, F
    1 Response Aug 16, 2014

    My most embarrassing date was

    when I first started dating my fiancΓ© it was our 3rd date. It was summer time so we were walking and it's a Dairy Queen not to far from where I use to live. I'm lactose intolerant so you know. He asked me did I want ice cream I said no. At the time he didn't know I couldn't...
    mizzkarmyello mizzkarmyello
    31-35, F
    4 Responses May 8, 2014

    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
    22-25, F
    1 Response Mar 19, 2014

    I was walking to her house carrying flowers

    for her and it was dark and I slipped and fell hard on black ice on the sidewalk. Lol
    Mike069 Mike069
    26-30, M
    1 Response Jul 25, 2014

    Omg the most embarrassing thing

    that happened to me on a date was with the guy that I'm with now lol. He made a hilarious joke (I'm all about laughing okay) and at the time my nose was stuffy and a damn booger flew out πŸ˜‚πŸ˜‚πŸ˜‚
    KyLeone KyLeone
    22-25, F
    3 Responses May 20, 2014
    mcfartcloud mcfartcloud
    70+, M
    Jun 29, 2014

    Well it was our third date.

    . I had come out of a bad relationship and didn't immediately accept that he was my rebound guy (hey we've all had one! :-)) ..And well I told him I loved him like I knew it was an out of body experience when I heard the words come out of my mouth but they did. To add insult to...
    Eemaan Eemaan
    Jun 24, 2014

    My Pesky Little Brother

    Β  Β  Β 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
    4 Responses Oct 2, 2013

    I got stuck in the women's toilet with him (my

    date) and three of my other friends:/
    18-21, F
    1 Response Aug 26, 2014

    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
    22-25, F
    7 Responses Feb 5, 2013

    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
    36-40, F
    3 Responses Apr 9, 2014

    I went on a date wearing panties.

    I got lucky which never happens and when we were getting dressed she noticed there where two pairs of panties on the floor. she was shocked. we didn't see each other after that.
    Therealjason Therealjason
    31-35, F
    1 Response Jan 17, 2015

    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...
    deleted deleted
    4 Responses Dec 9, 2013

    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
    26-30, F
    24 Responses Sep 5, 2009

    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
    5 Responses Sep 1, 2013

    i spent 25 minutes in the bathroom in the

    movies with explosive diarrhea, my excuse to my girlfriend was that the usher wouldn't let me back in...
    abc0924 abc0924
    22-25, M
    4 Responses Jul 27, 2014

    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
    26-30, F
    1 Response Feb 24, 2014

    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
    22-25, F
    2 Responses Feb 12, 2014
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