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
My Worst Date Ever
It was my sophomore year of college and I wasn’t exactly looking for a relationship. I had been single since my junior year of high school and enjoyed the single life. Unfortunately, many of my friends were in long-term relationships and didn’t share my lifestyle views. They were constantly preaching the virtues and happiness to be found in relationships and were always trying to set me up with girls that were “perfect for me.”
By Jesse Kinney8 years ago in Humans
#MyWorstDate
So there I was on the good ole Meetme site. You know that one where you can just slap any random picture down as your profile pic and start searching for your perfect match while trying to sidestep those nasty messages you disgust so much. Well that was me. I created an account and put some crappy pictures of me on there. Might as well right? If the person I meet is my “perfect match” they are going to see my good, bad, and ugly side. So why not just show them who I am right then and there? Sure people will look at the photos and think negatively about them. But if they like the photos then they will like the real me so there's nothing to worry about. At least that's what I thought.
By Erin Taylor8 years ago in Humans
It's 3 AM, I Must Be Lonely
We had been seeing each other for about a month. I typically pencilled Matt in between mediocre dates and meaningless sex with other men. I liked Matt—we had both a spark and a power struggle that I didn't have with the other guys in my life. A stormy mix of both of our egos in addition to both of our half-broken "just-out-of-a-relationship" hearts, and we were destined for a rollercoaster that I wasn't about to sign up for. Therefore, Matt was my midnight knock at the door, for a glass of wine and witty banter, but no sex...yet.
By Celina Carissa8 years ago in Humans
I’m in No Mood to Hunt
#My Worst Date Ever: I’d never been on a serious date before; I’d been asked on dates by "little boys," but I never had decent clothes or shoes to wear, and even though I was embarrassed to explain why, I’d always find an excuse not to accept the date.
By Martina R. Gallegos8 years ago in Humans
My Friends Are Probably Having the Best Time Right Now
My friends are probably having the best time right now. I peered out the window as the reflection of her porcelain pale skin obstructed my vision of the field outside the bunk. The scratchy, sheet-less mattress we had chosen as our playground for the next 30 minutes scraped into my back like sandpaper as our bodies surged back and forth. I imagined the beers being shotgunned and songs being sung, not a ten minute walk from us. I imagined the warm greeting that awaited me when I returned to those wooden halls. It was all I could do to make this go by faster. I looked back at her, tits swaying perfectly like pendulums, and let out an insincere, hopefully convincing moan of pleasure. She glanced down at me, stared deeply into my eyes, and said, “I fucking hate you.” Not convincing enough I suppose.
By Will Vasquez8 years ago in Humans
Thanks, Sass God
My college friends and I often speculated about the existence of a god. It was one of our go-to drunken philosophical debates, a pseudo-intellectual exercise born out of a need to feel like the shitty things happening to us in our early twenties were happening for a reason. The consensus was that there was a god. We called him Sass God, and he was not a benevolent deity, yet also not cruel. He just kind of enjoyed playing cruel tricks.
By Emma Castor8 years ago in Humans
Killing the Dating Game
Even as a relatively conservative person I have always advocated for dating around. Not in a sleazy way, but just a casual "let's get to know each other" outing. I firmly believe that getting to know different types of people ultimately teaches you more about yourself than anything else. And what do millennials love more than self-reflection?
By Faith Bercier8 years ago in Humans
Tattoo Parlors and Vomit on the Second Date
Okay, so this was for sure #MyWorstDate experience ever. It happened when I was about 17 years old. This older guy from school and I had been friends for a while, but after months of flirting in class, we finally decided it was time to admit that we liked each other and do something about it. So, that was the beginning. Upon this admittance of our feelings for each other, we decided we should go on an actual date. Our first date was fun, filled with tacos, laughter, and a great performance of A Chorus Line that a mutual friend from school was starring in. The evening was a success. We thought, "Hmm, tonight was a lot of fun. We should do this again!" For our second date, however, we decided to spice things up by making it a double date with two of our mutual friends who had been dating for basically forever. So, we settled to attend this date, and then began the night of my woes...
By Laurie O'Daniel8 years ago in Humans
My Worst Date
High school, 2007. Let me start with a little context. I was queen of the nerds throughout my four years of public charter high school. Which meant that, while I enjoyed the relationships I did have, most of my dates weren't exactly chiseled out of marble, and when you're a pubescent teenager coming to terms with sexuality, there are the occasional fantasies of "the hot boy/girlfriend."
By Ruthie Hanson8 years ago in Humans














