Tell Me Your Worst Dating Story?

[PEPPERJAX]

Thank goodness she gave you a second chance. LOL

That was the worst dating experience I ever had that oddly enough matched me with my future wife. All of my other dates/relationships prior to her were just about as ideal as you could ask for. The unusual leads to happiness.

 

[MAD]

Was my birthday and a ton of friends came from all over to go to a DMB concert and celebrate with me. My GF decides to do too many shots in the parking lot and I spend the whole concert holding her hair as she pukes and missed all my friends and most of the concert.

That sucked for you but it Shows what kind of guy you are, a true gentleman.

 

[MAD]

That was the worst dating experience I ever had that oddly enough matched me with my future wife. All of my other dates/relationships prior to her were just about as ideal as you could ask for. The unusual leads to happiness.

Love this, something for us all to remember.

 

[MAD]

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

Who knew these stories would be so great, right?
I’m enjoying every single one of them.

 

[MAD]

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!

This one cracks me up. I can’t imagine the disappointment. lol

 

[superdave1984]

Must have been pretty bad.

It involved her best friend and the night before. Plus other things.

 

[Wireless1]

Hallmark Channel this is not

 

[Tri-CitiesVol]

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.

Please be a true story

 

[LittleVol]

Karma is a real thing.

Here's my story, I was on my 4th date with a nurse I met at a plasma center. See they screen you there pretty well, and my blood was clean, so she felt good about talking to me. She had been kind of helping me through some family sickness drama.

So we go out to a Wednesday night swing dance session. We're having a great time, until a certain little maniac girl intrudes on my date. It was a girl I had dated 4 years before and just a bunch of drama with her. So she starts trying to talk to my date!! And then she brings up about how I left her on the side of the road when her car broke down. I took to long to get there, because she was annoying... That was me being a douche...i admit that.
. It doesnt end there

Highly annoyed we leave the swing dancing early and go get something to eat. And we go to a place that I hadn't tried yet (big mistake). Our waitress that evening turned out to be a friend of another girl that I had cut off abruptly the previous year. I didn;t even recognize her, and after she takes the order she talks about how she's glad that I can just find a new girlfriend after I broke her friends heart.

And I don't know what was wrong with me that evening, but as the friend (waitress) walked away I started checking her out haha. Her skirt was so short, and it was like reflex! THAT is what pissed y date off. Not the drams involving 3 girls, but my dumbass primal reactions...

She got up and left and said that I needed some time alone

 

[MAD]

Karma is a real thing.

Here's my story, I was on my 4th date with a nurse I met at a plasma center. See they screen you there pretty well, and my blood was clean, so she felt good about talking to me. She had been kind of helping me through some family sickness drama.

So we go out to a Wednesday night swing dance session. We're having a great time, until a certain little maniac girl intrudes on my date. It was a girl I had dated 4 years before and just a bunch of drama with her. So she starts trying to talk to my date!! And then she brings up about how I left her on the side of the road when her car broke down. I took to long to get there, because she was annoying... That was me being a douche...i admit that.
. It doesnt end there

Highly annoyed we leave the swing dancing early and go get something to eat. And we go to a place that I hadn't tried yet (big mistake). Our waitress that evening turned out to be a friend of another girl that I had cut off abruptly the previous year. I didn;t even recognize her, and after she takes the order she talks about how she's glad that I can just find a new girlfriend after I broke her friends heart.

And I don't know what was wrong with me that evening, but as the friend (waitress) walked away I started checking her out haha. Her skirt was so short, and it was like reflex! THAT is what pissed y date off. Not the drams involving 3 girls, but my dumbass primal reactions...

She got up and left and said that I needed some time alone

Fantastic story. A nightmare but a great story.
I was with someone who would freak out if they just thought I looked at another woman even if I didn’t.

 

[Vegas_Ferguson]

Please be a true story

I'm not certain the waiter's name was Pierre.

 

[LittleVol]

Fantastic story. A nightmare but a great story.
I was with someone who would freak out if they just thought I looked at another woman even if I didn’t.

The funny thing is...yeah that day was HORRIBLE. But, that was just the beginning of my relationship with the waitress
I ran into her friend that I had dated, and saw her with her new guy. And it was all cool.

So i used that as an excuse to go back to the restaurant to talk to her waitress friend that thought I was a scumbag intially. I let her know that "she looked happy" without me, and i was glad because i didn't treat her well.

And really all this was still driven by my primal carnal desire. I was still in my mid early twenties. But I wanted the waitress so bad! She was 5'7" slender, but not skinny. Brunette with some Italian and Irish in her. Was studying Law. I ended up becoming friends with her. And we'd even go on trips together haha.

She then moved to Texas with her BF a few years after I did. And we reconnected there. We both broke up with our partners and started to date more seriously for a bit. But she ended up going back to him, because he was a good dude, and I still hadn't really settled down.

It was fun while it lasted

 

[MAD]

The funny thing is...yeah that day was HORRIBLE. But, that was just the beginning of my relationship with the waitress
I ran into her friend that I had dated, and saw her with her new guy. And it was all cool.

So i used that as an excuse to go back to the restaurant to talk to her waitress friend that thought I was a scumbag intially. I let her know that "she looked happy" without me, and i was glad because i didn't treat her well.

And really all this was still driven by my primal carnal desire. I was still in my mid early twenties. But I wanted the waitress so bad! She was 5'7" slender, but not skinny. Brunette with some Italian and Irish in her. Was studying Law. I ended up becoming friends with her. And we'd even go on trips together haha.

She then moved to Texas with her BF a few years after I did. And we reconnected there. We both broke up with our partners and started to date more seriously for a bit. But she ended up going back to him, because he was a good dude, and I still hadn't really settled down.

It was fun while it lasted

I love how you have no problem admitting you faults at the time.
By the way as I reading this was hoping you ended up with her, would have made for a good romance novel.

 

[LittleVol]

I love how you have no problem admitting you faults at the time.
By the way as I reading this was hoping you ended up with her, would have made for a good romance novel.

She married that guy eventually and completely moved on from me.

I married 4 years after her.

Had I been just a little more mature, we would have. That's what she wanted. But she was such a powerful, stongwilled woman, that wanted to build an plan etc..
I just wanted to live free. She was waaaay to good for me at the time haha.

Life almost never ends up the way people wishes it should. But I'm pretty happy, and I'm sure she is too. Still...I wonder

 

[Jxn Vol]

I feel like this thread needed this in here.

 

[MAD]

I feel like this thread needed this in here.

Lol, this is funny and clever.

 

[VolNExile]

I feel like this thread needed this in here.

Oh yes, he definitely looks like someone who was plagued by hot and/or crazy women.

lol at “Anyone named Tiffany.”

 

[YankeeVol]

Oh yes, he definitely looks like someone who was plagued by hot and/or crazy women.

lol at “Anyone named Tiffany.”

He's not wrong

 

[VolNExile]

He's not wrong

@joevol33

 

[joevol33]

@joevol33

I can testify!!

 

[Firebirdparts]

Ageless wisdom

 

[Regulator]

Don't mess around with married women. In this particular scenario, this woman was "leaving" her scumbag POS husband because he was verbally/physically abusive to her AND had numerous affairs on her. We go out to dinner, have a couple drinks, laughter, flirting, conversation.... really just an awesome first date. She stayed at my place that night because she was too tipsy to drive home, but we didn't do anything more than make out. Spent the next day together, just hanging out (actually rode over to the Jeep Invasion in Pigeon Forge) and she was already getting a little distant towards the end of that day. Of course, the next day, she tells me that she just can't leave her husband, even though he's a POS and treats her terribly. We repeat this scenario over and over several times over the next year and a half or so....every time it winds up the same way. I swear that Cole Swindell wrote "Break Up in the End" about this relationship. After totally distancing myself from her for a couple years, we've become friends again, but that's all. I just don't think I could ever try the relationship thing with her again, even though she did finally leave that POS, got divorced...the whole nine yards, but I'm also now in a relationship and I'm the happiest I've ever been, including my 13+ year marriage.

I can't help but think sometimes about "what might have been" but then when I think about how happy I am now, it just makes me believe even more in fate and how things work out the way they're supposed to.

 

[Regulator]

One more story to tell, but not about the first date, just the relationship that sprang from it. Went out with a lady that I'd matched with on Tinder (first red flag!! lol) even though she only lived in the next town over and we had numerous mutual friends, and we worked in the same profession. First date was ok, nothing remarkable, but we set up another, then another, etc. Fast forward a couple months. It's still nice. We get along great, have some stuff in common, sex is good...but I'm also noticing that we have some basic, philosophical/ideological/political differences that are eventually going to be a problem. I went to NJ to work for 8 weeks during the pandemic, but we keep in touch (phone calls, FaceTime, text, etc.) while I'm gone, and then we pick back up with dating once I get back home. We're still getting along well, but I still know in the back of my mind that we have those differences that are going to be too much to overcome. Plus, I'm just not getting any "closer" to her now after 8 months than I was when we first went out. She's noticed this same feeling and calls me out on it, saying "I just don't feel we're as close as we should be after how long we've been dating." My response?? "You're right...and we're not getting any closer than we are right now." She proceeds to tell me that I can't predict the future, we don't know how we'll feel about things and another couple months, people change, etc. I told her under no uncertain terms "I do not love you. I'm not in love with you. I'm not ever going to be in love with you."

She basically said "Wait. Hold up. I didn't mean what I said about us not being as close as we should be. We're good. Let's work on this!" She basically refused to let me break up with her. I didn't have any other interests at the time, and I wasn't even mad at this one, no real reason to "break up" even though it was never going to last long-term, so we kept on, strictly FWB from my perspective, which I wasn't really proud of, but she was given all of the pertinent information.

I finally ended it for good a month or so later after I couldn't ignore any more of the crazy, conspiracy theory BS any longer and I pretty much had to ghost her because even then she was still begging me not to give up on us. "Hello!?!? There is no 'us'! You were given all of this info a couple months ago...and you didn't want to believe it."

 

[GrayWaterCanine]

Don't mess around with married women. In this particular scenario, this woman was "leaving" her scumbag POS husband because he was verbally/physically abusive to her AND had numerous affairs on her. We go out to dinner, have a couple drinks, laughter, flirting, conversation.... really just an awesome first date. She stayed at my place that night because she was too tipsy to drive home, but we didn't do anything more than make out. Spent the next day together, just hanging out (actually rode over to the Jeep Invasion in Pigeon Forge) and she was already getting a little distant towards the end of that day. Of course, the next day, she tells me that she just can't leave her husband, even though he's a POS and treats her terribly. We repeat this scenario over and over several times over the next year and a half or so....every time it winds up the same way. I swear that Cole Swindell wrote "Break Up in the End" about this relationship. After totally distancing myself from her for a couple years, we've become friends again, but that's all. I just don't think I could ever try the relationship thing with her again, even though she did finally leave that POS, got divorced...the whole nine yards, but I'm also now in a relationship and I'm the happiest I've ever been, including my 13+ year marriage.

I can't help but think sometimes about "what might have been" but then when I think about how happy I am now, it just makes me believe even more in fate and how things work out the way they're supposed to.

A wise man once said that some of God's greatest gifts are unanswered prayers.

 

[tbh]

This isn't the worst, but maybe my weirdest for me. Back in the day, I was in a bit of a rut in terms of dating...I was getting more responsibilities at the office, becoming more active in a young professionals group in town, etc. Anyhow, a good buddy of mine convinced me to give the whole internet dating thing a go.

After a couple of uneventful first dates with a few gals that didn't lead to second dates, the next one was a bit...odd. She lived a couple of towns away, but judging from her profile she was relatively cute, had a stable career (librarian), and seemed generally normal after some messaging back and forth. I scoped out a few restaurants in her town online, found an Italian place that, even if things didn't develop with the gal, at least it'd be a good dinner from a food standpoint. So we set up a night to meet up, the veil of normalcy still in place.

At the eatery, I noticed she was a bit more "Goth" than her profile pics let on...not my thing, but hey...I was hungry for some lasagna at any rate. Maybe the conversation would reveal some common ground, right? We talk books and literature for a bit, and she asks if I'd like to know why she's wearing the all-black getup (apparently my expressions made it more obvious than I had thought). She proceeds to tell me that she's heavily involved in a vampire-themed LARPing group in the area and they're meeting up later that night. Apparently they got together and drank "blood" (koolaid or wine) and did fake vampire stuff around a fire from what I gathered. She did extend an invitation which I politely declined. My dinner enjoyment at that point was in decline as I kept imagining her looking at the marinara on her plate in an unsettling way. There was no second date, haha.