Tell Me Your Worst Dating Story?

[Toujours Pret]

Billy Joe Shaver, songwriter hero of mine.

I would be pissed to this day

 

[Wireless1]

A friend of mine was technically raped by a chick. He had a little to much to drink (among other things probably) and passed out on a friends bed. He woke up to her putting protection on him. Passed back out and woke up to her being on top of him. Now granted at least she was a good looking girl, probably drunk herself and never seemed overly crazy but holy cow. There was never any flirting between them any type of lead on from his part. Plus her boyfriend was a jealous, beast of a man who could punch like a mule. Luckily I don’t think he ever found out.

DraftKings say 75% chance he dreamed that.

 

[hog88]

Worst date was senior year in HS. Buddy asked me to double date with him and this girl he'd been after so I said sure, she was hot so I figured her friend had to be pretty good looking. We get to her house to pick our dates up and my date is her 12 year old sister!

 

[FallCreekVols]

I would be pissed to this day

I have never forgotten it. And you have good taste.

 

[FallCreekVols]

She went to Georgia on a fast train that night in the conjugal trailer, even if you didn’t

LOL, probably so.

“It was fun while it lasted, but it didn’t last long”. -BJS

 

[LouderVol]

Worst date was senior year in HS. Buddy asked me to double date with him and this girl he'd been after so I said sure, she was hot so I figured her friend had to be pretty good looking. We get to her house to pick our dates up and my date is her 12 year old sister!

Ok this strikes close enough to one of the stories I mentioned i will give more details.

I asked a girl out in college, due to scheduling during finals, the first date couldnt happen for a few weeks.

The weekend after a friend calls me up talking up this girl. Tells me she wont go out with him unless she can take a friend along, and she needs a date. Wants me to be the double.

Tell him I cant, dating someone. He asks for details finds out the date isnt for a while. Convinces me it wouldnt very cheating, it's one date with no follow up required. And I could just consider it practice.

I agree, date is at Calhouns on the river. Friend and I are there drinking before when in walk the two girls. One is a drop dead gorgeous blonde, other is a decently attractive brunette. I tell my friend I could see why he had to have this date, the blonde is gorgeous. Friend tells me he has never seen the blonde before his date is the brunette.

Easily the hottest chick I have ever been on a date with. Double date goes extremely well. Laughter, conversation, plenty of flirting.

Afterwords we say our awkward goodbyes. "Too bad it was just one date" type of thing.

Anyway, original date happens. Things just dont go well. I am being talkative, charming, nothing was resonating. Ask if something was wrong, never had the cold shoulder from her before. Turns out my date works at Calhouns and saw the double date.

Cant convince her my intentions were honest.

Never been the type to get girls easily and I lost two good ones doing my friend a favor.

 

[MAD]

Ok this strikes close enough to one of the stories I mentioned i will give more details.

I asked a girl out in college, due to scheduling during finals, the first date couldnt happen for a few weeks.

The weekend after a friend calls me up talking up this girl. Tells me she wont go out with him unless she can take a friend along, and she needs a date. Wants me to be the double.

Tell him I cant, dating someone. He asks for details finds out the date isnt for a while. Convinces me it wouldnt very cheating, it's one date with no follow up required. And I could just consider it practice.

I agree, date is at Calhouns on the river. Friend and I are there drinking before when in walk the two girls. One is a drop dead gorgeous blonde, other is a decently attractive brunette. I tell my friend I could see why he had to have this date, the blonde is gorgeous. Friend tells me he has never seen the blonde before his date is the brunette.

Easily the hottest chick I have ever been on a date with. Double date goes extremely well. Laughter, conversation, plenty of flirting.

Afterwords we say our awkward goodbyes. "Too bad it was just one date" type of thing.

Anyway, original date happens. Things just dont go well. I am being talkative, charming, nothing was resonating. Ask if something was wrong, never had the cold shoulder from her before. Turns out my date works at Calhouns and saw the double date.

Cant convince her my intentions were honest.

Never been the type to get girls easily and I lost two good ones doing my friend a favor.

Man, that really sucks big time. Great story though.

 

[Wireless1]

While at UT a buddy and his girlfriend wanted me to double date to a Chicago concert with me and a friend of hers. We pick up the girl who I had an acquaintance with but didn’t know well. Went to the concert and get something to eat, took her home she jumped out went inside. Eh, I’m out the tickets and dinner but no big loss.
Fast forward a couple of months I’m blindsided harder than I’ve ever been hit playing football by a guy on my team, found out it was her soldier boyfriend

 

[MAD]

While at UT a buddy and his girlfriend wanted me to double date to a Chicago concert with me and a friend of hers. We pick up the girl who I had an acquaintance with but didn’t know well. Went to the concert and get something to eat, took her home she jumped out went inside. Eh, I’m out the tickets and dinner but no big loss.
Fast forward a couple of months I’m blindsided harder than I’ve ever been hit playing football by a guy on my team, found out it was her soldier boyfriend

Discovering that a lot of girls aren't being truthful and also use guys after reading a lot of these stories. Always assumed it was more a guy thing, but nope.

 

[RDU VOL#14]

A friend of mine was technically raped by a chick. He had a little to much to drink (among other things probably) and passed out on a friends bed. He woke up to her putting protection on him. Passed back out and woke up to her being on top of him. Now granted at least she was a good looking girl, probably drunk herself and never seemed overly crazy but holy cow. There was never any flirting between them any type of lead on from his part. Plus her boyfriend was a jealous, beast of a man who could punch like a mule. Luckily I don’t think he ever found out.

#MeToo

 

[GVF]

In college, went on a date with a girl A twin. Total knock out and seemed awfully nice, but slightly less extroverted than her sister, so suited me quite well. I was surprised she even accepted to go out. It was a nice date I thought, and we were both kinda the quieter type. She was really, really pretty. Zona/Cali blonde pretty. I was fairly shy at 19. Never asked her out again figuring she wouldn't want to, and me being from GA and her living in Carmel....The sad part is me not asking for a second date, as she was one of the prettiest girls at ACU at the time.

As far as the kind of date we are speaking of, there's two:
1. Buddy of mine through a grad party for another friend two years our younger. We were all friends. It was in the woods behind his house. One of the guys was a good looking chick magnet. Not much scruples with who he bagged. I had recently gone out with a girl and had a good time, but had not asked her out again yet. I was unsure. Me and my buddy and this guy (we were casual friends) were in my car and he wanted me to stop and pick someone else up. So we pull in the drive, and guess who comes out and gets in my car with him ????!! And guess who he banged in my back seat while we were all in the camp drinking ???!!! No second date. She was a ho I found out.

2. Nice girl at work. Didn't work for me so it was cool at the place. Spent alot of time talking to her. Pretty attractive too. Eventually asked her out. I had an early bag phone I had mounted in my truck. She spent most of the date fixated on the fact that she wanted a phone. Didn't know if I was supposed to offer to buy her one, but I didn't ask her out anymore to find out.

The best and most classic bad date was not mine. I'm not sure I should share. Involves the two friends in #1 above on a double date. I can severely edit to clean it up, but it still may be offensive. I'll hold off for now. But, I almost broke ribs laughing about it when they told me.

 

[GVF]

Discovering that a lot of girls aren't being truthful and also use guys after reading a lot of these stories. Always assumed it was more a guy thing, but nope.

That's over generalizing. I have never cheated on a girlfriend or wife. Didn't apply those standards to just casual dating, but if we were exclusive, married or not, I keep it honest. Now, my first wife cheated within 6 months of marriage. And several times after that. And I've had many an offer from spoken for girls and wives. But, that just doesn't seem safe. My wife and I both agree that if that's what we wanted to do, we'd just divorce first.

 

[n_huffhines]

I moved to a new HS my sophomore year and I had liked this cheerleader for 2 years and when we were seniors she finally broke up with her BF. I asked her to Homecoming. A week before homecoming we hung out and rented a movie. We made out and she kept on saying really flattering things to the point that it was turning me off. Then her BF showed up, who her Mom turned away saying she wasn't home.

An hour or two later, she took me home and he was up the street from her house waiting to follow us. She really tried to lose him, LOL. I made her pull over so we could talk to him. He runs up on us and just starts pouring his heart out to her and I'm like "Man, can this wait until she takes me home?" and he says "How can you do this to me? I thought we were friends." which we were barely acquaintances. I said "You guys are broken up." and he starts freaking out "When did we break up?!" It calmed down without resolution and she took me home. I was totally turned off to her at this point, whether or not they had really broken up. I didn't even care what the truth was.

I wasn't mature enough to think I could just call off the homecoming date so we went and I had a terrible time.

 

[GVF]

The other was a bad girlfriend more than a bad date. College girlfriend. Quite pretty. She was from long Beach. We got along great, and had lots of fun. Shed a lot of naiveness that semester. Found out she was a truly compulsive liar. When you'd drop her off at dorm, she'd act like she was going in, and when you were gone she'd head back out. Found out she had dropped all her classes and somehow managed to stay at school and in dorm. tried to tell me she was pregnant when she got back to Cali. Another friend said oh I see her all the time, she looks great and isn't pregnant. Another passing friend asked me who I was dating, and I told him. He said, oh she has a mattress on her back. I can't even recall half the stuff that ended up being lies. First time I had knowingly ever known a person like that.

 

[superdave1984]

My worst date story is not suitable for this forum. I am in no way proud of it either.

 

[Vegas_Ferguson]

Seeking to impress a lovely woman, we went to an expensive French restaurant outside Dallas many years ago. Our third date. The menus were printed French. Needless to say, she orders for both of us. Dim candlelight for romance and making the bill impossible to read.

She’s a well-educated, polished woman wearing perfume that cost more than my living quarters at the time. We enjoy the evening and begin the first of several courses. She has a couple food allergies so we advised the waiter. All going very well. She excuses herself the ladies.

Also, there’s a woman selling flowers in the restaurant. For once taking the advice of my sisters/ past dates/lady friends, “Be romantic, you prick.” So’s I buy her red roses. Because red roses, right? While this transaction is being conducted, a waiter brings a new course of something I don’t recognize and can’t see if I did.

She returns from the ladies room. We resume the evening. A few minutes later I produce the roses. Got these for you from the, uh, flower girl. She takes them and smiles. Suddenly, her face drops as do the roses. She brings her hand to her throat. “What’s wrong?”

Her face and throat start swelling. Right in front of me, she’s turning into a ****ing beet. She grabs her purse and starts motioning with a stabbing motion. She then projectile vomits across the table. “P-p-pen!!!!” “EpiPen?” Holy ****, she’s allergic to roses? I think.

Scrounging through a woman’s purse trying to find an EpiPen in a dimly lit restaurant is not easy. She’s near passing out and waiters are running to our assistance. Thanks for the ****ing towel, Pierre. I grab her arm and hit her with the pen and click. No effect. Again and again. What the **** with this EpiPen?! I yell. Alas, as my eyes adjust to the light, I’m actually sticking her in the arm with a ballpoint pen drawing blood that is now staining an expensive dress.

Finally, I get the Epi. Pop and click. In. Carry her out to the waiting area knocking over serving trays and a bottle of champagne. Ice, blood, table scraps, vomit, and rose petals trailing behind us. Turns out, Pierre gave her my dish that contained pine nuts. That’s what caused the reaction.

We get outside in the air, she starts coming around. We go to the nearest ED where she’s observed for a couple hours. She says, I’ll be fine, but please just take me to my parents’ home.

We drive in silence to the house. We get out, look at each other and start laughing. Thanks for not stabbing me to death, and saving my life, and the roses, she says.

Call her the next day and all is fine. She says, shockingly, call me if you want a do-over. Okay, I say. But I never did.

 

[MAD]

In college, went on a date with a girl A twin. Total knock out and seemed awfully nice, but slightly less extroverted than her sister, so suited me quite well. I was surprised she even accepted to go out. It was a nice date I thought, and we were both kinda the quieter type. She was really, really pretty. Zona/Cali blonde pretty. I was fairly shy at 19. Never asked her out again figuring she wouldn't want to, and me being from GA and her living in Carmel....The sad part is me not asking for a second date, as she was one of the prettiest girls at ACU at the time.
Must make you always wonder what could have been.
I think we all have stories like that.


As far as the kind of date we are speaking of, there's two:
1. Buddy of mine through a grad party for another friend two years our younger. We were all friends. It was in the woods behind his house. One of the guys was a good looking chick magnet. Not much scruples with who he bagged. I had recently gone out with a girl and had a good time, but had not asked her out again yet. I was unsure. Me and my buddy and this guy (we were casual friends) were in my car and he wanted me to stop and pick someone else up. So we pull in the drive, and guess who comes out and gets in my car with him ????!! And guess who he banged in my back seat while we were all in the camp drinking ???!!! No second date. She was a ho I found out.
This is truly a nightmare. Happened to me once where I liked a girl but she slept with my roommate. Never was interested after that.

2. Nice girl at work. Didn't work for me so it was cool at the place. Spent alot of time talking to her. Pretty attractive too. Eventually asked her out. I had an early bag phone I had mounted in my truck. She spent most of the date fixated on the fact that she wanted a phone. Didn't know if I was supposed to offer to buy her one, but I didn't ask her out anymore to find out.

The best and most classic bad date was not mine. I'm not sure I should share. Involves the two friends in #1 above on a double date. I can severely edit to clean it up, but it still may be offensive. I'll hold off for now. But, I almost broke ribs laughing about it when they told me.
Hope you share it.

 

[MAD]

That's over generalizing. I have never cheated on a girlfriend or wife. Didn't apply those standards to just casual dating, but if we were exclusive, married or not, I keep it honest. Now, my first wife cheated within 6 months of marriage. And several times after that. And I've had many an offer from spoken for girls and wives. But, that just doesn't seem safe. My wife and I both agree that if that's what we wanted to do, we'd just divorce first.

Been through that with my ex wife too.
I agree with you, marriage should be sacred. Get out instead of cheat, it’s only fair.

 

[MAD]

I moved to a new HS my sophomore year and I had liked this cheerleader for 2 years and when we were seniors she finally broke up with her BF. I asked her to Homecoming. A week before homecoming we hung out and rented a movie. We made out and she kept on saying really flattering things to the point that it was turning me off. Then her BF showed up, who her Mom turned away saying she wasn't home.

An hour or two later, she took me home and he was up the street from her house waiting to follow us. She really tried to lose him, LOL. I made her pull over so we could talk to him. He runs up on us and just starts pouring his heart out to her and I'm like "Man, can this wait until she takes me home?" and he says "How can you do this to me? I thought we were friends." which we were barely acquaintances. I said "You guys are broken up." and he starts freaking out "When did we break up?!" It calmed down without resolution and she took me home. I was totally turned off to her at this point, whether or not they had really broken up. I didn't even care what the truth was.

I wasn't mature enough to think I could just call off the homecoming date so we went and I had a terrible time.

Lol, you sound like a pretty good guy. Was her loss.
Great worst date story by the way.

 

[MAD]

The other was a bad girlfriend more than a bad date. College girlfriend. Quite pretty. She was from long Beach. We got along great, and had lots of fun. Shed a lot of naiveness that semester. Found out she was a truly compulsive liar. When you'd drop her off at dorm, she'd act like she was going in, and when you were gone she'd head back out. Found out she had dropped all her classes and somehow managed to stay at school and in dorm. tried to tell me she was pregnant when she got back to Cali. Another friend said oh I see her all the time, she looks great and isn't pregnant. Another passing friend asked me who I was dating, and I told him. He said, oh she has a mattress on her back. I can't even recall half the stuff that ended up being lies. First time I had knowingly ever known a person like that.

Wow, she put you through so much with her lies.

 

[MAD]

My worst date story is not suitable for this forum. I am in no way proud of it either.

Must have been pretty bad.

 

[MAD]

Seeking to impress a lovely woman, we went to an expensive French restaurant outside Dallas many years ago. Our third date. The menus were printed French. Needless to say, she orders for both of us. Dim candlelight for romance and making the bill impossible to read.

She’s a well-educated, polished woman wearing perfume that cost more than my living quarters at the time. We enjoy the evening and begin the first of several courses. She has a couple food allergies so we advised the waiter. All going very well. She excuses herself the ladies.

Also, there’s a woman selling flowers in the restaurant. For once taking the advice of my sisters/ past dates/lady friends, “Be romantic, you prick.” So’s I buy her red roses. Because red roses, right? While this transaction is being conducted, a waiter brings a new course of something I don’t recognize and can’t see if I did.

She returns from the ladies room. We resume the evening. A few minutes later I produce the roses. Got these for you from the, uh, flower girl. She takes them and smiles. Suddenly, her face drops as do the roses. She brings her hand to her throat. “What’s wrong?”

Her face and throat start swelling. Right in front of me, she’s turning into a ****ing beet. She grabs her purse and starts motioning with a stabbing motion. She then projectile vomits across the table. “P-p-pen!!!!” “EpiPen?” Holy ****, she’s allergic to roses? I think.

Scrounging through a woman’s purse trying to find an EpiPen in a dimly lit restaurant is not easy. She’s near passing out and waiters are running to our assistance. Thanks for the ****ing towel, Pierre. I grab her arm and hit her with the pen and click. No effect. Again and again. What the **** with this EpiPen?! I yell. Alas, as my eyes adjust to the light, I’m actually sticking her in the arm with a ballpoint pen drawing blood that is now staining an expensive dress.

Finally, I get the Epi. Pop and click. In. Carry her out to the waiting area knocking over serving trays and a bottle of champagne. Ice, blood, table scraps, vomit, and rose petals trailing behind us. Turns out, Pierre gave her my dish that contained pine nuts. That’s what caused the reaction.

We get outside in the air, she starts coming around. We go to the nearest ED where she’s observed for a couple hours. She says, I’ll be fine, but please just take me to my parents’ home.

We drive in silence to the house. We get out, look at each other and start laughing. Thanks for not stabbing me to death, and saving my life, and the roses, she says.

Call her the next day and all is fine. She says, shockingly, call me if you want a do-over. Okay, I say. But I never did.

This is absolutely the best story ever. Oh wow, they could make a book out of this, but with a romantic ending.

 

[PEPPERJAX]

Took this girl out (my wife of 16 years now). She said she had to eat dinner at a certain time. Her stomach did not respond well if she ate dinner too late in the evening. I said Ok but let’s stop over at my friend’s house first for a couple of drinks. An hour later than originally planned we almost get to the restaurant before she asks me to pull over at the nearest gas station. She ran into the restroom and hurls. She came out angrier than a hornet and remined me that she had to eat at a certain time. Luckily, I got that second date and haven’t had a problem with a late dinner since.

 

[MAD]

Took this girl out (my wife of 16 years now). She said she had to eat dinner at a certain time. Her stomach did not respond well if she ate dinner too late in the evening. I said Ok but let’s stop over at my friend’s house first for a couple of drinks. An hour later than originally planned we almost get to the restaurant before she asks me to pull over at the nearest gas station. She ran into the restroom and hurls. She came out angrier than a hornet and remined me that she had to eat at a certain time. Luckily, I got that second date and haven’t had a problem with a late dinner since.

Thank goodness she gave you a second chance. LOL

 

[VOL-TIL-I-DIE]

@mad4vols thanks for starting this gem. What a great idea. I’ve had some laughs for sure!