Best Dating Disasters Post

The Dating Disasters cases readers rated highest and believed most — the jury's all-time picks.

  1. I Accidentally Texted My Date That He Might Be a Disappointment

    The whole disaster hinged on one text I sent to the wrong person, so let me set the stage properly. I had a first date scheduled with a guy …

    175 Upvote · 67% of readers believe this story

  2. My First Date Turned Out to Be a Stranger's Funeral

    We had planned to meet at a coffee shop on Sunday. His name was Devon. Online, he was warm and quick, the kind of texter who made you laugh …

    168 Upvote · 65% of readers believe this story

  3. My Grandma Set Me Up With a Fake Doctor Named Kyle

    My grandmother set me up. That is the first thing you need to know, because it explains why I could not simply leave. She met a woman at her…

    154 Upvote · 67% of readers believe this story

  4. He Ghosted Me by Faking an Entire Vacation to Portugal

    Ghosting I understand. People vanish. It stings but it is clean. What Marcus did was elaborate, and honestly I respect the commitment even a…

    141 Upvote · 68% of readers believe this story

  5. My Online Girlfriend Was Secretly a Toledo Weather Reporter

    I met her on a dating app and her name was Renata and she was, without exaggeration, the most beautiful woman who had ever shown interest in…

    122 Upvote · 69% of readers believe this story

  6. The Man Who Brought His Mother to Our First Date

    We matched on a Tuesday and he seemed normal. That was my first mistake -- assuming normal. His name was Grant and his profile said he liked…

    96 Upvote · 69% of readers believe this story

  7. The Worst Ghosting of My Life Was Not Even Her

    Priya and I met on an app and had one first date that went, by every measurable standard, extremely well. That is what makes the disappearan…

    88 Upvote · 70% of readers believe this story

  8. The Catfish Had a Cousin, a Fake Boat, and a Whole Committee

    I want to be clear that I do not usually drink much on first dates. But I was nervous, and the restaurant had a two-for-one thing, and by th…

    77 Upvote · 64% of readers believe this story

All Dating Disasters

New Stories

Top True By Votes

Random Stories