Tell Me Your Worst Dating Story?

entire 2nd marriage

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I left a girl in my truck after a date one time so I could play in a pickup ball tournament with my friends. A guy dropped out and they called me as I was just a few miles out. She lived 30 miles away, so it was geographically impossible to get her home. I didn't want to bring her in because it was my first date with her and I did not want to take a chance on any females being inside that I had dated, though I left that part out. She was cool with. We dated for a few years.

Fast forward a few years later, same girl. Tennessee/Georgia Tech football game is going into overtime. She looks at her watch and says it is about time to head home. After telling her that I would love to get her back as soon as the game was over, she leaves and begins to walk. She called some mutual friends to take her home, however, after not making it too far. To be fair, I made perfectly clear before the game that we would watch for the duration, no matter how late it went.

Flattering guy, I am.
 
You've got to be kidding me. Are you serious? That's the greatest thing I've ever read on this site. I can't believe you flew to Houston to see her after she pulled Celine Dion on you.

I know it sounds horrible but deep down, I seriously respected how bad she played me with the Celine documentary. I found it easier to deal with the confidence of an IDGAF attitude than having to deal with tiptoeing around insecurities.

I think this thread needs pics whenever possible

I found a pic right from that timeframe. No zombie makeup but I guess she's trying to be like a bat and hang upside down.

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Still scarred from this one, but back in the day had a first time date. Fast forward thru the boring sh!t went back to her place, after a lot of drinking. Got in the sack, she says she’s going to the bathroom to change. Change she did, damn. Anyway I’m making moves and we get nekid, she reaches in her nightstand and pulls out a sex toy. I’m like ok, this is new to me. I’m thinking she wants me to use on her, instead she wants to use on me. I said no, she said if you want this, you must do it first. I said he’ll no and left. There are some freaky women out there.
 
Still scarred from this one, but back in the day had a first time date. Fast forward thru the boring sh!t went back to her place, after a lot of drinking. Got in the sack, she says she’s going to the bathroom to change. Change she did, damn. Anyway I’m making moves and we get nekid, she reaches in her nightstand and pulls out a sex toy. I’m like ok, this is new to me. I’m thinking she wants me to use on her, instead she wants to use on me. I said no, she said if you want this, you must do it first. I said he’ll no and left. There are some freaky women out there.
Lol, this could be the start of a whole new thread. 🤣😂🤣
 
I guess this one is worse than my earlier story.... while this one wasn’t technically a date either...... me and a friend met two girls that were roommates and went out to the lake drinking and partying... and screwing.... well.... they both had boyfriends and we knew this but figured if they (the girls) didn’t care.... we didn’t either. The girl I was with had parked her car on campus and told her bf that she was doing something else... don’t recall... anyway... he found her car and was waiting for her when I pulled to drop her off.... I was drunk as a monkey.... I was kissing her goodnight when I heard something tapping on my driver’s side window.... I looked around and the BF had a 9mm pointed at me and was telling me to roll down the window .... the girl started yelling at the BF telling him to put the gun away while she was reaching over me and rolling down the window..... then she opened the passenger side door to get out and when the interior light came on I thought one of his friends were with him and had opened the door... I looked to see if anyone was getting in and then heard a loud crack!.... was slightly disoriented and realized that I’d just been hit with the pistol...I looked toward the window and bam! Another shot to the face with the gun.... then I saw him and the GF arguing and her pushing on him so I backed up and tried to run over him....I drove straight to my friend’s place that was with the other girl to warn him... I didn’t call the cops because I was drunk .... my head was bleeding.... my mouth was bleeding ... we jumped in his car to take the girl he was with home...the guy that pistol whipped me got out of town thinking I was going to call the cops, but when we pulled up the other boyfriend comes running out of her apartment and took a wild swing over his girlfriend’s shoulder and popped my friend in the jaw.... my friend grabbed the guy by the throat and pushed his head back over on to the roof of a car and started hammer fisting his face.... ..... that was a bad night
 
I guess this one is worse than my earlier story.... while this one wasn’t technically a date either...... me and a friend met two girls that were roommates and went out to the lake drinking and partying... and screwing.... well.... they both had boyfriends and we knew this but figured if they (the girls) didn’t care.... we didn’t either. The girl I was with had parked her car on campus and told her bf that she was doing something else... don’t recall... anyway... he found her car and was waiting for her when I pulled to drop her off.... I was drunk as a monkey.... I was kissing her goodnight when I heard something tapping on my driver’s side window.... I looked around and the BF had a 9mm pointed at me and was telling me to roll down the window .... the girl started yelling at the BF telling him to put the gun away while she was reaching over me and rolling down the window..... then she opened the passenger side door to get out and when the interior light came on I thought one of his friends were with him and had opened the door... I looked to see if anyone was getting in and then heard a loud crack!.... was slightly disoriented and realized that I’d just been hit with the pistol...I looked toward the window and bam! Another shot to the face with the gun.... then I saw him and the GF arguing and her pushing on him so I backed up and tried to run over him....I drove straight to my friend’s place that was with the other girl to warn him... I didn’t call the cops because I was drunk .... my head was bleeding.... my mouth was bleeding ... we jumped in his car to take the girl he was with home...the guy that pistol whipped me got out of town thinking I was going to call the cops, but when we pulled up the other boyfriend comes running out of her apartment and took a wild swing over his girlfriend’s shoulder and popped my friend in the jaw.... my friend grabbed the guy by the throat and pushed his head back over on to the roof of a car and started hammer fisting his face.... ..... that was a bad night
Whoa...This should be a movie. Incredible story.
 
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Titled “5 to 10 for Felony Assault”
I could have gotten that guy in a lot of trouble, but I didn’t call the cops. I was drunk and didn’t know if I’d get a dui if I said I was driving and etc..The next day I decided to wait and see if the guy my friend beat up was going to call the cops. He didn’t so I didn’t
 
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Oh man, love your storytelling, you got all the build up but not the result we wanted.
@Regulator is right, it can’t just end there.

Ha ha, sounds like my wedding night .... My embarrasing (and looking back at it, hilarious) run of really bad luck continued
 
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Well, after some of these stories I don’t feel so bad for walking out on one of mine. My best friend and his girlfriend wanted me to come home to Atlanta and take this girl to their formal. This chick and my buddy’s gf were both cheerleaders at Ga Tech. So I drive down from Knoxville on Saturday morning after having taken another girl at UT to her formal on Friday night. I was struggling. I’m thinking this should be a lot of fun, though, with little miss hottie body.

She was attractive and had that cheerleader body, but....had to be the rudest and most obnoxious chick I’ve ever been around. A complete b**** and had gone from zero to 100 with the alcohol which clearly she couldn’t handle. I looked across the table at my buddy’s gf and said thanks for the warning. I’ll be leaving soon. So, it was two sororities that were having their formals together at the same place. At some point I just finally had enough of this girl. Told her this just wasn’t going to work, I’m out of here. I ditched that distraction fast and headed for the door.

Leaving, I ran into a girl I grew up with that played tennis for Ga Tech that was also at the formal. Long tall, slender girl, legs for days and was looking better than ever. We had always been a little more than friends but never “addressed” it. Long story short, she was there with friends, no date, had just broken up with her boyfriend. Told her my situation with my date and said I was on my way out, headed home. She says, “well, you can be my date!” Things are now looking up! Done deal! She let me stay with her in her hotel room that night instead of driving home to my parents and surprising them at 2 or 3 am, saving me from certain doom and possibly a DUI. We ended up having a great time that night catching up and addressing that whole “more than friends” issue. Did I mention that she had Legs, For. Days.?
 
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Well, after some of these stories I don’t feel so bad for walking out on one of mine. My best friend and his girlfriend wanted me to come home to Atlanta and take this girl to their formal. This chick and my buddy’s gf were both cheerleaders at Ga Tech. So I drive down from Knoxville on Saturday morning after having taken another girl at UT to her formal on Friday night. I was struggling. I’m thinking this should be a lot of fun, though, with little miss hottie body.

She was attractive and had that cheerleader body, but....had to be the rudest and most obnoxious chick I’ve ever been around. A complete b**** and had gone from zero to 100 with the alcohol which clearly she couldn’t handle. I looked across the table at my buddy’s gf and said thanks for the warning. I’ll be leaving soon. So, it was two sororities that were having their formals together at the same place. At some point I just finally had enough of this girl. Told her this just wasn’t going to work, I’m out of here. I ditched that distraction fast and headed for the door.

Leaving, I ran into a girl I grew up with that played tennis for Ga Tech that was also at the formal. Long tall, slender girl, legs for days and was looking better than ever. We had always been a little more than friends but never “addressed” it. Long story short, she was there with friends, no date, had just broken up with her boyfriend. Told her my situation with my date and said I was on my way out, headed home. She says, “well, you can be my date!” Things are now looking up! Done deal! She let me stay with her in her hotel room that night instead of driving home to my parents and surprising them at 2 or 3 am, saving me from certain doom and possibly a DUI. We ended up having a great time that night catching up and addressing that whole “more than friends” issue. Did I mention that she had Legs, For. Days.?
Great story, did you run into the first girl at the party while you were with the second one?
 
Great story, did you run into the first girl at the party while you were with the second one?

Yeah, she saw us hanging out the rest of the night, but I didn’t make an effort to talk to her anymore. Figured I would steer clear, just let her stew and maybe sober up.
 
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17.

I went on a date with a girl who was on a break from her drug dealer boyfriend.

My parents were gone for the day and we decided to go back to my house.

She decides to smoke a joint and has a total psychotic breakdown.

Starts getting paranoid and thinks there are monsters outside trying to break in.

Wouldn't leave the house.

Parents come home and she thinks they are aliens and freaks out and runs out of the house and down the road.

I was told later that her friend picked her up. We never had a second date.
 
17.

I went on a date with a girl who was on a break from her drug dealer boyfriend.

My parents were gone for the day and we decided to go back to my house.

She decides to smoke a joint and has a total psychotic breakdown.

Starts getting paranoid and thinks there are monsters outside trying to break in.

Wouldn't leave the house.

Parents come home and she thinks they are aliens and freaks out and runs out of the house and down the road.

I was told later that her friend picked her up. We never had a second date.
Wow, that sounds so bizarre. Wonder what your parents must have been thinking?
 
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