collection
My Worst Datehttps://o.school

My Worst Date

Maybe it was an unbelievable blind date, or an anonymous hook-up with a twist. Submit your Worst Date stories today! Sponsored by O.school

  • C Alexandra
    Published 2 years ago
    And Then His Car Wouldn't Start

    And Then His Car Wouldn't Start

    #MyWorstDate Story
  • Jason Rhode
    Published 2 years ago
    #MyWorstDate

    #MyWorstDate

    Joey, my then girlfriend, and I were walking home from I don’t remember where… that’s how bad this date was, right? We probably were walking home from the movies before the buses started running in our town, so being in wheelchairs, we had no choice but to walk.
  • Caitlyn Siehl
    Published 2 years ago
    #MyWorstDate Story: 'We Thought You Got Kidnapped'

    #MyWorstDate Story: 'We Thought You Got Kidnapped'

    When you're sixteen years old and obsessed with Twilight (Listen, it was 2009 and we all make mistakes), it's easy to pine after men who don't deserve you.
  • Jennifer R
    Published 2 years ago
    Should Have Stayed Home

    Should Have Stayed Home

    I've been on a decent number of dates and I would say that the majority of them went decently well. Even if we decided not to go forward with a relationship, the date was always pretty good, for the most part. Except for one. Truth be told, I can't even remember the guy's name. (It was so bad, I didn't bother committing it to memory!) For sake of argument, let's call him Tom.
  • Jessica Blake
    Published 2 years ago
    Why You Should Never Go On a Date if You Fear Dying

    Why You Should Never Go On a Date if You Fear Dying

    A few years ago I was working at my hotel on a quiet Sunday morning. An extremely attractive man, think Bradly Cooper hot, came over from the restaurant to steal some of the lobby coffee. He was super hot, I wasn't going to stop him. I started my friendly customer service chatter "Good morning, how are you?" with some fake smiles and laughs. We had friendly banter for a few minutes. As he was walking away I said, "Have a good day!" He stopped and came back to the desk. Apparently, that was a trigger of some kind. He asked me how old I was (22 at the time) and told me I "didn't look a day over 16." Red flag #1. He then went on to tell me how beautiful I was and asked if he could take me to dinner. I said "yes" against better judgment. Again, you do not say "no" to Bradly Cooper's twin. You just don't. He stayed for awhile and went and sat on the edge of the front desk. He looked at me and said, "Ask me what I'm doing," so I did. His response was "Staring at you." Red flag #3. He left and 15 minutes later I walked into the office to look at my phone. I had received two text messages and voicemail from him saying "He'd never felt this way about anyone." Red flag #4 with big flares!
  • Nobe Audi
    Published 2 years ago
    The First Date I Ever Went on: #MyWorstDate
  • Bailey Schooley
    Published 2 years ago
    December 12, 2012

    December 12, 2012

    December 12, 2012 is the date I will never forget for as long as I live. It has been six years since the day and I still have nightmares. Alex and me had dated for six years; we were high school sweethearts. Two lovely daughters together and a lifetime of maturity. At eighteen, we had our first daughter; our aunt could not have children. Our way of life, at that point, was not secure enough for a baby; we chose adoption for her. Three years later our little girl, Emi, entered our world. She became our everything.
  • Christian Ellis
    Published 2 years ago
    #MyWorstDate

    #MyWorstDate

    I've told this story a couple of times, but hey, might as well do it again.
  • Bryanna Burshnick
    Published 2 years ago
    My Worst Date

    My Worst Date

    Everybody, and I mean everybody, has a worst date story. Maybe the person was boring, or was into some strange things, or maybe they were rude. Whatever the reason was, it was the worst date you'd ever been on. This person could have been a blind date your best friend set you up on, or maybe you met this person on an online dating site, or maybe this person was charming at the bar, but a bore on the date. For me, my worst date was a man I met on Tinder. Tinder of all places, and since then I've boycotted going on dates with men from Tinder.