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. These 20 horrible stories prove that dating can be the worst for some people.
1. When the guy shares too much about his ex-wife
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. Read more…
2. Turns out the date was a delinquent.
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. Read more…
3. Date who turns out to be a relative
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. Read more…
4. Date who ends up being PRETTY into drugs
This weekend actually, got invited to a party as a second date. Girl met me at the door and walked me to where the band was playing, she then walked away with some guy. I didn’t see her for a good hour before I decided to leave. Turns out he had some coke and she fucked him to score some. Guess he did me a favor. Read more…
5. Too emotional of a date
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. Read more…
6. A date that turned into an accident
I was on a second date with a guy I met on the Internet. Boring guy, fast car. He decides to evade the police while driving 120mph on the highway, takes an exit & I end up in an upside-down 350Z, which had rolled over at 90mph into a stone wall & a telephone poll. Over a year of physical therapy. Minor nerve damage. Will never Internet date again! Read more…
7. Scariest date of all time
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 sex, and then staying very still throughout. I couldn’t get out of that car fast enough! Read more…
8. A girl with a gun
Somehow got on the topic of CCW permits on a date with a girl, she asked if I had mine. “Yes.” “Do you have your gun on you?” “No, we’re drinking at a bar and there’s a posted sign on the door, so..that would be a terrible idea.” “Oh, I have mine! Want to see!?” Before I could say no, I had a Sig Sauer p238 pointed at me. Never in my life have I moved faster out of the way than I did that night. I took it from her, field stripped it (chamber was empty, thank god.), put the pieces back in her bag, walked her home and said “Never contact me again.” That sucked. Read more…
9. A date with a pedophile for an ex-husband.
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. Read more…
10. A date that turned out not to be a date at all
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. Read more…
11. A crazy, suicidal date
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… Read more…
12. A very dumb-witted date
Went to a date with this gorgeous girl I’ve had a crush on for a while. She is thoroughly convinced that the sun revolves around the earth in a perfect circle. I paid the bill and left. Read more…
13.
I pushed her back gently and told her to calm down. She was angry and went on to the bar to chat with a guy I assume she didn’t know and went with him to sit at a different table.
Still standing next to the other couple, I didn’t know how to feel, so we burst out laughing to shake the tension. I wished them a lovely evening and went. I guess this is one of my worst ones. Read more…
14. Turns out the date’s dad is in the mafia
Went on a date with a girl and when I picked her up discovered that her father was apparently a big mafia guy. Still diddled her because she wanted to, but just that once, and it wasn’t fun. Read more…
15. An awkward date
I went to dinner recently and she came back to smoke afterwards. I had full intention of kissing her, but when we got into my room I didn’t close the door behind us and felt weird about getting up once we were sitting because I didn’t want it to come off as “LET’S FUCK NOW”. Also my roommate was in the living room and could here us joking around and would let out the odd chuckle making me super self-conscious. At one point I decided to make the jump but was so in my head that I only half jumped. What I mean is, when we hit a lull, I put my arm around her and instead of kissing her, just leaned us both back so we were lying down and THAT’S IT. I just laid there awkwardly for a few minutes until she said she had to go. Never saw her again haha. Read more…
16. The least gentlemanly date
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. Read more…
17.
She was pregnant—which actually I was totally ok with. Ladies growing babies need social lives too. But then she had a cider. Ok, I’ll be open minded. Some doctors say you can have a glass of wine right? Then she had a whiskey. Then she lit a cigarette. Then I left. Read more…
18. Self-harming date
With a woman who taught little girls ballet, first date: “I think five needles pushed through the skin on the wrist is better than an orgasm. Read more…
19. A date who was much better looking the first go-around
I agreed to go on a date with a woman I had drunkenly hooked up with, I walk into the restaurant and I’m turning my head looking for her and from my right I hear “Oh hey Pepino!!” She was NOT that ugly when I was drunk. I still went through on the date and was all gentlemanly, but…damn. Never called that one back. Read more…
20. A girl brings her friends on a dat
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. Read more…
