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

  • Precious Johnson
    Published 2 years ago
    Love Me Not

    Love Me Not

    So me and him had been dating for a good month by now. He picked me up from work and I didn't expect to be going out on a double date with him and his friends so it was already a bad start for me anyways. I had at least an under shirt I could keep on and just had to work with my baggy work pants while they debated on going to a bar or out to eat. I would have preferred to stay in all together, but didn't want to be the rain over the parade so I let them decide and they settled on a small bar that I didn't really care for, but I was hoping for the bottle that they had already bought before picking me up to put me in a better mood or at least forget just a little bit about how uncomfortable I felt. As we drove to the bar we were all drinking and the girl I thought his homeboy was with was slumped in the back unable to even go into the club so we left her in the car. I wasn't even old enough to go to a bar at the time, but because he was well known around the city we were from I was able to just slide by security once we finally made in it there. Right as I made it to the dance floor all the 50 and up faces that were staring at me made me want to turn back around, but he seemed to be cool with it so I just made my way to the back of the club where I smelled chronic.
  • Nancy Fingerhood
    Published 2 years ago
    No Time for Head Games

    No Time for Head Games

    The date began on the night we met at a "Flirt" singles mixer in a chic wine bar in Denver. My wing couple was Lisa and Doug, married and supportive of my quest to find Mr. Adequate. As a single mother in my 40s, I had seen several Prince Charmings ride away without me. The four main requirements of my future betrothed were he be kind, attractive, and have a job, and his own place. A private entrance to his mom’s basement apartment didn’t count as his own place. I had my standards.
  • Opal O'Malley
    Published 2 years ago
    Condom Recycling

    Condom Recycling

    I have always had an "old soul." I've always had a need to protect the earth, and everything on it. As a child I was drawn to the concept of recycling, simply because it was the simplest way to help rid the earth of the ugliness that human beings has created.
  • Alex LeBlanc
    Published 2 years ago
    Finding 'Happily Ever After'

    Finding 'Happily Ever After'

    #MyWorstDateYou know, no one ever talks about dating or finding love from where I come from. They never talk about how they found it, and when they do, it is usually a story involving a drunken night, teenage pregnancy, and a shotgun wedding (though I give points for originality to the one couple who said they overdosed on heroine together and did it right on the hospital bed as soon as they woke up from the medications). There aren't a lot of real love stories that you hear about in my hometown that are really romantic and inspiring, so I guess it's a bit of my fault for having some standards and wants when it came to courting girls, and no one actually shared decent advice with me except what I saw in movies and TV (though I never saw any of MTV's "reality" shows). So when I moved to college and was looking for someone that I could spoil the shit out of on Valentine's Day, I had no training on social interactions except for what I learned in movies and TV. But it was not in college that I had the worst date ever, oh no, it was in college I found a way to move down to Disney World to work in an internship did I see her and started courting her, and that is where the heartache started.In the land where dreams come true, especially for a young lad with nothing but dreams and hopes for the future in his head, one can possibly see how the lad would get caught up in the pixie dust and believe that love truly is an open door. But just because it is open it does not mean it is open for everyone; case in point is Katie West. The day I saw her I knew I was crazy about her. The way she laughed, how her golden hair swayed in the wind, her smile, and the sound of her voice was the very song of a siren. A California dreamer with a passion for science and discovery; she was as interesting to listen to as she was beautiful, and we did talk as much as we could through text, through Facebook, and at class when we could. After a few months, I nut up and asked her out to Magic Kingdom to spend one of our days off together there. And boy was it a cold, awkward, and one-sided mess!To think that this girl that I could literally spend hours talking to through text and messenger I could not strike up a conversation with, even when we were sitting at a table in a quiet place in the one resort destination we and everyone else wanted to go to!? ( What's even more unbelievable, I WAS ABLE TO FIND A QUIET PLACE IN MAGIC KINGDOM TO HAVE DINNER AT AT ALL!!) Now I admit I am a social idiot and suck at making conversation, but that does not mean it is entirely my fault. Now before you turn away, let me ask you this...how the hell do you win someone over who is constantly on their phone or ignoring you!? Because let me tell you, it is not easy. Especially when the first word is "What" every time you try and talk. And I know this girl. She does not have a tragic backstory behind her and believe me, I would have known about it. Now maybe this is my fault because I never said this was a "date" officially to her, but honestly! It was clear she was not even paying attention to me the whole time. The one time she acknowledged me was when I got her a churro (her favorite treat) and she didn't even look at me but so graciously said "Thanks Allen" (and for those confused, yes my name is Alex, and I have no idea where Allen came from). And on that note, I would like to take this time to thank Katie for giving me a memory I will never forget. This was the FIRST time I ever had a terrible day in Magic Kingdom as well as the worst date I have ever been on. Well done, you.
  • Lil Gui
    Published 2 years ago
    My Worst Date

    My Worst Date

    When Botoxed Male Dates Are Not Recommended:
  • Faith Heple
    Published 2 years ago
    My Worst Valentine's Day Ever

    My Worst Valentine's Day Ever

    Valentine's Day is a day most people find the most difficult. But I find it is the day to be the most beautiful, full of love and hope. It's a day celebrating love in all stages! Whether you have a Valentine or not, it's a day to spread love!
  • Bruce Gandy
    Published 2 years ago
    Date? Call Me Maybe, Next Year

    Date? Call Me Maybe, Next Year

    I had finally called (after much angst and hanging up several times) and she remembered who I was (good, because at that point I wasn't sure I knew who I was), and I was going on a date with Marcy!
  • Richie Wills
    Published 2 years ago
    The Red Evening

    The Red Evening

    The evening is ruined in an instant. No warnings precede it and I’m left wondering how everything had gone so horribly wrong when just a moment ago it was by my perception close to being perfect. The day started as any day usually did for me during the cold winter month of December in Buffalo, New York. My phone alarm serenaded me awake with the rising timbre of beach waves hitting the shore as bird calls echoed in the background. I picked this particular one after reading an article about how early morning alarms could significantly impact an entire day. This was in vain as I existed in a constant state of dysania from reading or watching emotionally gut wrenching films late hours into the night.
  • Inesita de los Santos
    Published 2 years ago
    My Worst Date Story