Check Please: The Worst First Date Horror Stories Ever

- By Bossip Staff
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The Worst First Date Horror Stories Ever

First dates are stressful. They can change your life forever or turn your life all the way upside down. These horrible date stories are legendary. Take a look and make sure you update your Match.com account.

Via Reddit

“I had a great date I met on Match.com and I was walking her home at the end of the night and suddenly she started to run away. I started to chase after her and asked her what happened and she just said “Police! I have a warrant out for me.” Well when I found out she had a warrant I kept running, but a different direction than she went. I eventually got caught by the cops and I had to spend a good 20 minutes explaining to them the situation and how I was in no way involved in her crack cocaine dealing ring.”

“I had my first date in like 3 months after ending a serious relationship. She told me she’s scared of sleeping with a black person because of AIDS. Welp.”

“Out on a first date. We’re talking about mutual friends, neighbors, family, etc., and LOTS of the names are familiar.

Long story short, I discovered that she was my second cousin. Yay, rural Kentucky.”

“Girl broke down and started crying in the restaurant because the abortion she secretly got when she was younger was something she always regretted. All I asked her was how her day was going.”

“My worst date was with a girl who thought that Islam was a country that she wanted to go to. Her head was so full of air that when we left the restaurant and she invited me back to her place I started to make excuses why I couldn’t stay. She was so persistent that in the end I lied that I was a Christian and basically said that I thought that it’d be inappropriate to go back to hers.”

“I went on a date once with a guy who intended to study mortuary science. He asked me how I’d feel about taking a cold bath before s**, and then staying very still throughout. I couldn’t get out of that car fast enough!”

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    “A guy asked me to go to a concert with him, when I got to the venue, he also brought his girlfriend with him. I haven’t replied to his messages ever since.”

    “After dating a girl for about a month, she let me know that she had spent time in a mental institution two different times for trying to kill herself. She did not do it because she was depressed or something like that. She did it so she could enter “The land of the dragons”. As if that was not bad enough, she said that she still wanted to get there some day…”

    “I went on a date with a cute Lebanese girl, she was really smart and cute, we would Skype etc. and it all went fine. But I met her and she told me I had to meet her mom and say I was gay and that she was helping me find Jesus since her parents won’t let her date. Well I met her parents with them thinking I’m gay (nothing wrong with gays by the way), and then she decided she can’t kiss or even hug until engaged.”

    “I once went on a date with a guy, and while we were driving to dinner we got a speeding ticket. He asked me to pay for the ticket, because I was distracting him, and then took me to dinner where he made me foot the bill. After that he took me to a nightclub, where he told me about other girls he brought there. I then made him take me home, and told him to forget my number.”

    “I went on a movie date with this girl, and she asked if she could bring friends. I figured she meant a double date, so I said yes.

    She brought NINE OF HER FRIENDS to the date. NINE. We didn’t even sit in the same row, and I never got so much as a phone call. When I ran into her later, she said that the reason she didn’t call me was because I didn’t talk enough.”

    “Had to sit through Christmas With The Kranks while she argued about politics in my ear and tried to convince me she could talk to ghosts.”

    “I went on a date with a match.com chick. Ends up not looking like her pictures (of course) and she doesn’t drink alcohol (snoooooooze).
    Halfway into dinner, she starts talking about her ex-husband. I’m actually okay with talking about past relationships so this was fine. But she then explains how he was a pedophile…and how she stayed with him for years because she wanted to make the relationship work.”

    “My sister’s story: Met a guy online, seemed normal (don’t they all?). He requested she pick him up, which she thought was kind of odd, but she obliged. Goes to his house, apparently he’s been day drinking (it’s a Tuesday) and she has to drive. But they need to wait so he can grab some cash from his mom first.”

    “I went on a date with this person who spent the entire date telling me, while we were in a crowded Mexican restaurant, first, how much he hated his wife but wouldn’t divorce her because he hated her so much that he didn’t want her to have anything he had, followed by the detailed story of her suicide.”

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