We all know that dating is hard (and the pandemic’s not making things easier) and nearly everyone has at least one truly awful horror story of a date they like to tell others to warn them of what’s out there. However, even some of our worst experiences can pale in comparison when we realize what stories are out there on the internet.
We’ve waded knee-deep through broken dreams, dashed expectations, and all-around romantic ickiness to bring you these stories of the worst dates ever that people shared on r/AskReddit here, here, and elsewhere. Scroll down to read about them. While some are absolutely creepy, others have a tinge of dark humor to them. When you’re done reading, you might want to take a gander at Bored Panda’s previous article about the worst first dates ever, right over here.
I reached out to relationship expert Dan Bacon, the founder of The Modern Man, for advice on dating and why it’s actually vital to keep going on dates if we want to see success in our relationships. He explained to Bored Panda that just because we’re in a long-term relationship, it doesn’t automatically make all of our dates great. Or that they happen at all. Scroll down to have a read, dear Pandas.
#21

Started fine with a decent dinner. One hour later she grabs me by the neck, looks me in the eye, and says “I want you to get me pregnant.”
Feeling completely uncomfortable, I said maybe it’s best we call it a night. On the way home, she starts screaming and yelling, then undid her seatbelt and began kicking the [hell] out of me while I was driving her home.
Pulled over, called the police, they came pretty quickly and fortunately took her home. Apparently she was on some kind of drugs and they kicked in right when dinner ended.
What a night.
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108points
#22

I went on a Tinder date with a guy who is now in my contacts as "Donotanswer Penispic."
Prior to the date he seemed normal. We texted and talked on the phone then arranged to meet at a restaurant/bar.
He was cute but definitely bitter about something. He was from California and apparently didn't like this new city we were in. He started talking about sex and blow jobs and complaining about how uptight everyone here is about sex.
He invited the waitress to a party his company was throwing, after sending back the French fries he ordered.
I showed him a picture of my dog on my phone; he took out his phone and showed me a picture of his penis.
We walked out of the restaurant together to get our cars from the valet. My car came first and I left. He texted me later that he had my sweater (apparently I dropped it on the way out) and if I wanted to see it again I'd have to hang out with him.
RIP, sweater.
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106points
#23

She started talking about her lifestory from childhood to that day. Year by year.. with every single traumatic story and emotions. That was our first ever date and she didn’t even let me speak for that duration. I was like “oh okay she is now talking about highschool 6 more years left, hold tight”
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106points
#24

I finally took a girl out I had been pining after for a long time.
She had been in a bad relationship for about two years, had a kid with the guy, and they finally broke up. I waited a few weeks, and asked her out. She agreed. I picked her up with a teddy bear holding some flowers, she loved them and put them in water immediately.
We went to a local sushi place, ate our fill and headed out for a movie. Watched the whole movie together in the theater, flirting and touching the whole time. Afterwards, we went driving around and just talked for about two hours before I took her home. We made out on her front steps for probably 20 minutes before we finally peeled ourselves away from each other. I went to bed feeling absolutely fantastic.
Woke up the next day and texted her good morning. No reply. Whatever, she had a baby. Figured she was busy. Went about my day. Finally got in Facebook during my lunch break and she was back together with her ex already. Haven't talked to her since.
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100points
#25

Went out with a girl I met on a dating site. We met for coffee, got our drinks, sat down…..and she forgot how to talk.
For almost an hour, I would try to start a conversation and bring up any and all topics I could think of. I tried talking about our jobs, hobbies, families, anything really. Her responses were just “Uh huh”, Oh yeah”, “That’s cool” and “Nice.”
She wasn’t looking at her cell phone, looking out the window or being distracted. Completely forgot how to have a conversation while staring at me for the hour we were at the coffee shop.
It was the shortest and longest date I’ve ever experienced. After leaving, I hit the McDonalds drive thru and had a consolation meal to put that bad date behind me.
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99points
#26

I've got a couple:
Meet a guy from OKCupid. He seems nice, but never stops talking. After interrupting me for the 3rd or 4th time, I finally ask him "do you want to hear anything I have to say?" He apologizes profusely, says "you're right, I'm so sorry!" and pulls out a pad of paper and a pen. He then jots notes as I'm telling him about myself and whatnot. I finally ask him what he's doing and he says "oh, I'm writing down things I want to tell you when it's my turn to talk again."
Met another guy from OKC. He knowingly used pictures that didn't accurately reflect the way he looked and kept saying "you look just like your pics!" in shock. He then told me I reminded him of his mother... Like it was a good thing.
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99points
#27

Met a girl through a dating site and we agreed to meet up for dinner. I learned very quickly that this girl had absolutely no sense of humor whatsoever. I don't even think she cracked a smile the entire night. The date just got more and more painful as the night went on. At one point, we were talking about online dating. She told me about a friend of hers that went out on a first date with a guy online. She said this crazy guy fell absolutely in love with her friend and said he wanted to marry her. So I said "Oh, well, I guess I shouldn't have picked up this engagement ring on the way here, then!" She just stared at me blankly and said "That's not funny."
Yes, it is. F**k you.
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95points
#28

Met a lovely girl over Tinder, we really hit it off and had a great conversation, decided to meet in person for coffee the next day.
She showed up on time, looked just like her pictures - and brought her boyfriend.
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82points
#29

She ordered a steak to go, then sat quietly and waited for me to finish eating. She didn't want to answer questions, and didn't have anything she wanted to talk to me about. "see you later," she said as I dropped her off. "Not likely." I answered.
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75points
#30

It was with a guy who had recently been broken up with. We were already friends so we went to his house to watch a movie/play video games. Right off the bat he lays on the couch goes on his phone, I have nowhere to sit and end up on the floor. He then opens his exes facebook page and proceeds to show me pictures of her. When he was done doing that he fell asleep. I had didn't have a car at the time so I called a ride and played his Xbox while I waited.
Did not have a second date.
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64points


