41 Men And Women Share The Most Insane Dates They’ve Ever Had To Suffer Through

Daniella Urdinlaiz

1. Not A Real Fiance

Probably one from about 5 years or so back…

I had just moved to London, and met this guy on a dating website, he was generally not my type. Still, I was fresh out of a long-term damaging relationship and trying to meet new people yada, yada.

Fast forward to the date, and he takes a call from a girl and he says to her – ‘oh I’m just in the pub with (male roommates name)’ I can hear her on the other end getting worked up about something and him telling her to calm down. Alarm bells already ringing.

He hangs up the phone and says ‘that was my fiance, but not a real one, just one I’m with for her visa’ At this point I’m already thinking ‘bloody hell’. He continued on with his excuse ‘She also lives with me’ (in his 2-bed apartment with this other roommate – cozy). ‘Oh yeah, I should probably tell you I’m getting married in three weeks’

At this exact point, I just said ‘well, I’m going home’ and start pulling on my coat.

His reply was even more classic, ‘do you want to help me buy groceries first?’


2. Date Steals Phone

I went for a meal with this girl I met through a dating app and it was going really well. We started talking about movies and then we decided to go to the cinema to go watch Inception. She said there was a cinema nearby but I didn’t know the area at all, so I used the GPS on my phone and she held it and directed me. Once we got there we started walking inside and I realized I didn’t have my phone in my pocket. I said I must have left it in the car and started to walk back to get it. She was trying to get me to leave it and saying we would miss the film but the phone was only about a week old so I was really paranoid about it. We checked the car for about 10 minutes but we couldn’t find it. I asked her to check her jacket and her bag but she said it wasn’t there.

A couple parked next to us so I asked them to ring my number because I couldn’t find it. It started to ring and it was obviously coming from my dates handbag. She took it out and said she must have missed it. I thanked the couple and locked my car and as I turned back around she was walking the other way. I ran to catch up and asked what was going on but she was very dismissive and was barely talking. That’s when I realized it wasn’t an accident and just left her to walk home alone.


3. Girl Destroys Date, Complains About Date Being Destroyed

This was in high school.

Asked a girl out to coffee at a local coffee shop. She says yes, seems excited.

Show up at the agreed upon a time only to see that she’s brought a bunch of her friends. Okay, whatever, I guess this isn’t a date now.

Despite the weird situation, I have fun. Then I get a text from my brother that he’s going to be nearby and could pick me up in his car. Tell the girls that I need to get going. They stop talking and just stare at me. Nervously, I explain that my brother will be there soon. They don’t say anything. I hear my brother honk his horn outside the coffee shop and awkwardly slip out of my seat and head to the car, saying goodbye to the still silent and staring girls.

Then, a week or so later, I get a call from the girl I had asked out. She’s furious that I stood her up, apparently. Confused, I apologize and explain that the whole thing was really weird. She starts to laugh at me and informs me that I’m actually on speaker phone and all her friends (the ones from the coffee shop) are there. They all laugh and make fun of me for being confused and apologizing.

I just hung up and never spoke to them again. I never figured out what their angle was. Prior to the “date” me and the one girl got along well and she definitely seemed to be attracted to me.


4. A Miscommunication

I went on a date with a guy in my apartment block, only to see his disappointed face when my girlfriend called me on the way home. I realized he’d assumed I was gay and that I’d assumed he was just a friendly guy wanted to hang out.


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