Strange dating stories

We've rounded up the craziest stories from various Reddit threads that been ignoring it and we joked about it, nothing seemed too strange.
Table of contents

He was incredibly nervous about us, so my date kept cracking corny puns or awful jokes because he would forcibly laugh at anything designed with humor. We wished him a happy birthday, he hugged us, and we went on our way. The restaurant, unfortunately, no longer exists. About eight months ago, Tinder date. I pick her up at the Arpeggio apartments in Victory Park.


  1. Strange First Date Stories, As Told By The People That Suffered Through Them?
  2. signs a guy wants more than a hookup!
  3. 41 Men And Women Share The Most F**cking Insane Dates They’ve Ever Had To Suffer Through?
  4. funniest fake dating profiles!
  5. 18 Funny Dating Stories That Will Make You Cringe With Embarrassment.

Her apartment is beautiful, lots of high-dollar stuff, no roommate. She drinks an entire bottle of champagne by herself. We leave, and in the car she says she wants to stop by a shop in West Village.

Subscribe to our mailing list

I park in the parking garage and get out. We go into the shop. She takes a few dresses into the changing room and tells me to come over. I stand outside the changing room and she pulls me inside. She completely undresses, gets in the clothes, asks me what I think, undresses, gets in more clothes, etc. The damage is done.

She also buys a new pair of pants. She hangs up and tells me she has to go to her other apartment at the Cirque, also in Victory Park. She asks me to go in with her. We go into her apartment which is also completely beautiful and belongs only to her. She has a badass telescope that I start playing with.

In the mirror, I see her open a safe and put something in her purse. She tells me we need to leave and asks me to take her to my house. We go to my house and she instantly passes out. Stays passed out for about 6 hours. Wakes up, wants Dairy Queen. I take her to Sonic.

She gets a cheeseburger, a chili dog, cheese fries, and a sundae. We come home, she eats it and throws up. Passes out on my couch. I read and go to sleep. Next morning she asks if she can stay and watch football. I tell her I have plans and need to take her home. I tell her too bad, I have plans, and drop her off at Cirque. She texted asking when we could see each other again but I never responded.

13 Funny First Date Stories That’ll Make You Crack Up

I met a girl from Match. So, on the second date, she asked me to pick her up outside her place, which I did. I ended up selecting the wrong place from Waze, and we went way out of the way. I could sense she was a little annoyed, but I corrected it, and off we went to the other location. Dinner with plans to go to a band after.

18 Funny Dating Stories That Will Make You Cringe With Embarrassment

We had an hour wait for a table, but luckily that hour was filled with complete utter silence. Not wanting to be rude, I asked her if she still wanted to see the band. So, we pull up outside her apartment building and she looks over and says goodnight. I tell her it sticks, and lean over to open it for her. I get the door open as she counter-rapes my ear with her screams. I politely said no, I do not think that is a good idea.

That there is a pretty solid chance of bed bugs because sealing an item is what you try first when you have those nasty little things. She was having none of it. It was hard to hear since I came from absolutely nothing and worked my ass off to get to where I am. I suggested that she not call her boss and ask for the days off. I worked in the restaurant industry when I was younger and I knew that her supervisor would not let her call off from her fist weekend. She called her work anyway. Her boss fired her on the spot.

Hilarious and Bad First Date Stories | StyleCaster

I paid the check with both of our meals still steaming and untouched. On the way back to her house we reached a stop sign. She jumped out of my truck and ran towards a trash pile. She came back with a hand day-glow painted end table and threw it in the back of my truck.


  • Strange First Date Stories, As Told By The People That Suffered Through Them.
  • Hilarious dating revelations revealed!
  • More From Thought Catalog!
  • how to create a dating site username!

    • I was a waitress and I had a table of 2 guys. One was very cute and flirting with me and we exchanged numbers. He asked me out and I said yes. Me being young and dumb at the time thought that would be exciting. So he drives me a pretty good way from my house and we go to an elementary school. I was really confused. Apparently, he was a basketball coach and they had a game that night.

    So at this point, I notice I have no reception on my phone and I really wanted to leave but I thought maybe we were going somewhere fun afterward so I gave up trying to call someone to rescue me. Yeah, this was going well. Finally, the game ended and we go to get in the car and his friend from the restaurant gets in the front seat making me sit in the back.

    13 Funny First Date Stories That’ll Make You Crack Up

    They basically tell me they want to run a train on me. Take me home now. Had a good friend in uni who disappeared overseas for a year after we graduated. A different Joe from business school. Instead, we went to Pizza Hut. Anyway, he was older, of course. I lied about my age and even though I literally looked 11, he still believed me super dumb if me, right? He knew I was bullshitting. My date looks at me weird and he starts interrogating me, I literally cracked with embarrassment. I started sobbing and at that point, I tried to run inside the bar like I actually had a chance.

    People Share First Date Horror Stories

    I even threw a tantrum causing a HUGE scene. Way to show my true age. He holds me back and he found out I lied. He looks at me with a blank expression and I honestly was crushed. Nothing terrifies me more than being so close to someone and then watching them become a stranger again. Sign up for the Thought Catalog Weekly and get the best stories from the week to your inbox every Friday. You may unsubscribe at any time. By subscribing, you agree to the terms of our Privacy Statement.