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20 Dates From Hell

By Every Day Story20 items
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🔥 6.2K votes

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On Reddit, people are sharing horrific yet entertaining first date stories that went downhill fast. From bringing unmentioned kids for a free meal to being rude to waitstaff, here are some terrifying tales to scare you off Tinder. Vote up the worst dates.

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  • 1

    From Redditor u/Hattix:

    The first date was uneventful. We discussed our backgrounds, upbringing, and other vague topics. It was late Saturday afternoon.

    I parted ways and went to a pub to meet some friends.

    The next morning, I slept in. I checked my phone and saw a flood of messages from my date.

    She listed everything I should have done or said better, pointing out annoyances. I read it feeling quite hurt. I wanted to write, "Wow, just say thanks and bye," but I held back from texting when I felt strong emotions.

    That afternoon, another message arrived:

    "When do you want to try again? Think it could be fun?"

    This time, I replied:

    "Never."

    Anything
    🔥 436 up · 3 down▲ 3 above editor
  • 2

    From Redditor u/smf101:

    He arrived forty minutes late without a text. Then he showed up with his laptop, claiming he needed to work. He gave me cash for coffee and something I wanted.

    I said, “Okay, sure,” and stood in line watching him put on his headphones and open his laptop. I brought back the drinks, and he said he just needed to finish and took a call.

    I sat there for another forty minutes with no talk, just him typing and chatting. This was a Saturday, and he set the time.

    After he finished, he suggested a bar for a real drink. We talked, and I tried to learn about him, but he acted like a jerk. He ordered drinks, then criticized me for not offering to pay and started ranting about double standards.

    Honestly, I remained angry about waiting ninety minutes and did not want to pay for his drink or see him again.

    Anything
    🔥 425 up · 3 down▲ 3 above editor
  • 3

    From Redditor u/AvaLadyofLight:

    He arrived nearly thirty minutes late to the restaurant, citing 'traffic' even though we do not live in a city. He appeared a bit drunk but I get it if he was nervous beforehand. I ordered a meal; he ordered three beers for himself.

    After drinking a few, he told me I was a seven out of ten. To reach a ten, he said I needed plastic surgery to become a model. I told him multiple times I liked how I looked, but he kept pushing about what I should get done.

    After I finished eating, I said I would pay for my meal and then go home. He wanted to go to the bar and convinced me to go with him. I ordered a drink, then looked up and saw him leaning over a couple of young women who looked uncomfortable. I put my drink down and left. I texted him the next day saying it would not work and blocked him.

    One week later, I got a call from an unknown number; it was his mom. She told me how he came to visit and shared everything about me. She said she is happy her son finally found someone and invited me to dinner, which I declined.

    Anything
    🔥 419 up · 2 down
  • 4

    From Redditor u/aknat907:

    She criticized everything. She attacked the car I drove, the clothes I wore, and the cologne I picked.

    We planned bowling, dinner, and drinks. An attendant asked if we wanted anything. I ordered my snacks and asked if she wanted anything. She replied, "You mean you don't know? What kind of date is this?"

    Halfway through the game, she mentioned I brought up the wrong topics. My brother called me out suddenly, asking to borrow fishing gear. I framed it as work calling me in. I could not leave.

    Anything
    🔥 408 up · 4 down▲ 5 above editor
  • 5

    From Redditor u/WiseFood4:

    She arrived at the bar already drunk; she needed my help to walk.

    She drove herself there.

    It was two o'clock in the afternoon.

    She wanted to keep drinking as soon as we met.

    Anything
    🔥 403 up · 10 down▲ 10 above editor
  • 6

    From Redditor u/particlegun:

    Many years ago, I agreed to meet a woman for coffee. She showed up with four screaming kids. They climbed the chairs and wrecked the place.

    Anything
    🔥 389 up · 4 down▲ 5 above editor
  • 7

    From Redditor u/justaladygingerneer:

    He stated, "Yeah, you are an engineer now, but once you get pregnant, you will move away from working... correct?"

    That one statement had too many assumptions. We had not even gotten our food yet.

    Anything
    🔥 383 up · 3 down▲ 1 above editor
  • 8

    From Redditor u/smcmbrn:

    This was my first and only blind date. A mutual friend set it up. She arrived, parked in a disabled spot. She got out and said she uses her Nan's disabled pass, which bothered me. She kept going anyway. We went bowling and to dinner. She was really rude to the service staff both times, which made me feel embarrassed and uncomfortable.

    I ended the dinner early, paid, and left. I never saw her again.

    Anything
    🔥 358 up · 3 down▲ 2 above editor
  • 9

    From Redditor u/Iperovic:

    When we reached the "what you do for a living" talk, she tried to sell me on her MLM scheme.

    When I politely said I was not interested but liked talking about old topics, she became argumentative, like a salesperson losing a client.

    Seeing the mood ruined and knowing we were leaving, I stood up. I paid for our drinks at the counter and left.

    Anything
    🔥 348 up · 2 down▼ 3 below editor
  • 10

    From Redditor u/Kaedon-Bolas:

    Her boyfriend, whom I knew nothing about, showed up.

    Anything
    🔥 350 up · 4 down▲ 2 above editor
  • 11

    From Redditor u/Annual_Rooster5678:

    She wanted to look at wedding dresses on a first date.

    Anything
    🔥 342 up · 2 down▼ 4 below editor
  • 12

    From Redditor u/MyStolenEchos:

    I was at the mall one summer day with friends. I saw a guy who looked like an old friend. I walked up to him, but he was not that friend. He was cute. We introduced ourselves and exchanged pleasantries. He gave me his beeper number (I'm old). We planned to get coffee.

    The day came. He worked at a Red Lobster near my house. I walked over after his shift ended. We went to seeThe CraftWe held hands and kissed during the movie in the second-run theater. We got coffee afterward and chatted.

    "What year are you?"

    "I'll be a junior this fall."

    "Cool, I never went to college."

    "College?"

    "Um... Oh, God. How old are you?"

    Two strangers vastly overestimated or underestimated each other's ages. I thought he was 17 or 18; he thought I was about 20. I was 15, and he was 25. He took me home, and we never saw each other again.

    Anything
    🔥 327 up · 17 down▲ 6 above editor
  • 13

    From Redditor u/shellwe:

    She wanted me to join her MLM. She said the only way she could get diamond status is if she married someone in the MLM and combined their sales.

    Anything
    🔥 301 up · 5 down
  • 14

    From Redditor u/Genaticz:

    I dated a guy I called the “PowerPoint Guy.” He showed up at our first coffee date with a presentation of non-negotiable demands for a future partner.

    This list included, but was not limited to:

    - Must be a housewife

    - Produce him two boys and a girl (in that order, gender specified)

    - He doesn't work or want a career.

    - Move 500 miles away to live on acreage in his parents' house (with them living there too)

    - Not have any male friends, but he also wanted someone open to sleeping with whoever he chose so he could watch

    The list continued.

    He spoke for about two hours, spitting out a list and talking about himself. I politely left then.

    This guy knew what he wanted, but the PowerPoint Guy did not get a second date with me.

    Anything
    🔥 232 up · 4 down▼ 13 below editor
  • 15

    From Redditor u/gingermonkey1:

    On a first date at a coffee shop, the guy picked up my foot (I wore cute sandals). He rubbed my foot for a second, and I thought, WTF...

    Then he put all my toes in his mouth...

    At the table...

    In the coffee shop.

    Anything
    🔥 227 up · 4 down▼ 13 below editor
  • 16

    From Redditor u/BridetoBe20:

    He took my hand and stroked it while calling me his "little strawberry."

    From Redditor u/Darth-Marshall:

    I am married to this woman and want to be clear; it was not me.

    From Redditor u/Davey_Jones_Locker:

    Stop being such a little strawberry.

    Anything
    🔥 222 up · 11 down▲ 4 above editor
  • 17

    From Redditor u/The_Gentleman_Jas:

    She used one of those "what would your baby look like" apps on our pictures and started talking about raising them.

    Anything
    🔥 183 up · 2 down▼ 1 below editor
  • 18

    From Redditor u/Hattix:

    Nice and simple. A nice girl gets that out of the way early.

    "I guess I better tell you that I expect you to stop talking to any other girls you might have in your life."

    She then explained: yes, everyone. No, she is serious. She gets jealous easily.

    Anything
    🔥 175 up · 2 down▼ 1 below editor
  • 19

    From Redditor u/NoseHairDread:

    She spoke loudly throughout the movie in the theater, yet she kept quiet... anyone who made the smallest sound...

    Anything
    🔥 163 up · 1 down▼ 5 below editor
  • 20

    From Redditor u/throwaway1847372748:

    He kissed me and then started growling like a dog.

    Anything
    🔥 157 up · 4 down▼ 1 below editor

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