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Worst date you have ever had

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When I moved into my first apartment, I had also just started a new job and my paycheques got delayed for ~2 months. I was broke as fuck - literally no money for anything but rent.

This guy asked me if I wanted to go see a movie, I said "sorry no, I'm broke, but I'd like to another time" and he said "no it's fine, let's go" and suggested we go see it. I assumed by him saying "it's fine" that he meant he'd buy the ticket.

Well, I assumed wrong. We got to the kiosk and he bought one ticket. Normally I wouldn't care and would buy my own but I had literally no money, and had only come on the date because I thought he was offering. He ended up buying the ticket but threw kind of a hissy fit, even though I said I'd treat him next time. He was literally pouting and complaining about it. After the movie when we were saying goodbye I gave him a hug, and he said "That's it?".

Older, wiser Gen would have left a lot sooner but I guess I still owe him a movie because we never saw each other again :bag:

ALSO I went on a date with a guy who had a fancy car, and his idea of a date was apparently to go to the dealership and look at newer, fancier cars. I think he thought it was impressive but it was boring as fuck.
 
Oh god... got set up on a blind date by a coworker with said coworker's daughter. I was in my early 20s at the time. I should have REALLY asked more questions while this was being set up.

Got to the date... and during the course of the initial conversation found that NOT ONLY did I have NOTHING in common with this person, but SHE WAS SEVERAL YEARS UNDER LEGAL AGE. Granted, I wasn't planning on anything happening, but it still kinda creeped me the fuck out. I ended that date ASAP.
 
Christ, soooo many...

Crashed my car on my way to my first ever date. When I tried to explain later why I never showed up, she didn't believe me.

Went out with this grad student and made a joke about women who didn't shave their legs. She looked at me with disdain and said, "I don't shave my legs." She also spent the whole evening hawking up phlegm. We did not repeat the experience.

Few years ago, first date after ending a long relationship, the woman I went out with started having severe back pain, so our date was me driving her to the ER, then sitting with her there for several hours. When we came back out, I had a flat and couldn't get the tire to come off the car (something about alloy wheels having a tendency to stick). Had to get hospital maintenance to come out and help and we eventually got the tired changed. I was embarrassed and she was unimpressed with my mechanical skills. We did not have another date.

My redneck aunt in Arkansas insisted on setting me up with her friend's daughter. The woman wanted to meet me at a Dairy Queen in the middle of podunk. She showed up in a car that was literally belching smoke, came in dragging three screaming kids, wearing a tank top with stains on it. She had a pretty face, but when she smiled, she was actually missing teeth, like every Arkansas stereotype (and she was only in her early 20s). She sat way too close, groped me several times and within 5 minutes or so was asking me if I had a good job. I bolted.
 
I once had a guy take me on a date to a really nice resturant (like you can easily spend $150 on two people). I am a really laidback person but I said yes because it was a really nice gesture. I even told him I was totally okay with going somewhere cheaper or like bowling or something but he insisted.

When we got there he wouldn't stop complaining about how uppity everyone was and how expensive the menu was. Then he spent the whole date complaining about his ex and telling me how horrid his family is. It was so awkward. Then at the end of the date he asked me if I was covering the bill or if he needed to get his half because it was "pricey as hell and going to ruin his wallet"... After he insisted we go to the dang expensive resturant! Needless to say I didn't go on a second date with him! :haha:
 
I once had a guy take me on a date to a really nice resturant (like you can easily spend $150 on two people)...Then at the end of the date he asked me if I was covering the bill or if he needed to get his half because it was "pricey as hell and going to ruin his wallet"... After he insisted we go to the dang expensive resturant! Needless to say I didn't go on a second date with him! :haha:

I think you showed great restraint in not sending him home injured.
 
McDonalds and a movie. Which would have been fine if I was 16, but I was 27.
I dunno, that sounds like a decent date. Did they at least let you get McNugs and let you pick the movie? :haha:
 
I dunno, that sounds like a decent date. Did they at least let you get McNugs and let you pick the movie? :haha:

I think it was an X-Men film that we saw primarily because she liked Hugh Jackman, and if by "McNugs" you mean, *ahem*...

bean.png

Then, um... no :(
 
I had a date with a beautiful 22 year-old woman. I planned a nice evening. We were going to a very nice (and not cheap) restaurant and the dancing. I showed up at her door 2 minutes early with 2 dozen red roses. Knocked on the door and no answer. I waited 15 minutes and there was no sign of her so I left the roses in front of her door (they were already in a vase with water) and left.
I talked to her 5 days later and she said "I'm sorry, I was gone for the weekend getting back together with my former boyfriend".
(And yes she had my phone number, so she could have called if she had wanted to).
 
She showed up in a car that was literally belching smoke, came in dragging three screaming kids, wearing a tank top with stains on it. She had a pretty face, but when she smiled, she was actually missing teeth, like every Arkansas stereotype (and she was only in her early 20s). She sat way too close, groped me several times and within 5 minutes or so was asking me if I had a good job. I bolted.
You f*cked her, didn't you?

:playful:
 
Wow, y'all make me feel extremely inexperienced........ I've only been on "dates" with exactly one person. Unless girls' night with my sister count.... Yikes. >.<
 
Hand had calluses. It was awful.
 
Wow, y'all make me feel extremely inexperienced........ I've only been on "dates" with exactly one person. Unless girls' night with my sister count.... Yikes. >.<
In the same boat here, ees okay! I mean...no, I haven't gone out on girls' night with your sister, but the one-person date-thing (and only a couple dates at that) happens to apply to me, too. I'm terrified I can't tell a worst-date story, though, because it's possible I might have been the worst part of said dates. *EEK*
 
In the same boat here, ees okay! I mean...no, I haven't gone out on girls' night with your sister, but the one-person date-thing (and only a couple dates at that) happens to apply to me, too. I'm terrified I can't tell a worst-date story, though, because it's possible I might have been the worst part of said dates. *EEK*
Dates are harder to brush off than bad sex, and at least with sex there usually isn't a discussion of outside topics. Imo, a lack of dating isn't a bad thing. It just means you're more selective of who you choose to spend your free time with. :)
 
Guy asked me out, came 2 HOURS late (I even got off cam early to prepare for it), when he picked me up he took me to a bar for drinks where he proceeded to ignore me the whole time talking to everyone else there BUT me...then invited me over his house where he attempted to fuck me, after I said no he ended up passing out and I just awkwardly was left stranded in his house petting his dog for hours since I was far from home and had no ride back. I kept trying to wake him up and finally got him up at around 4 am...my contacts were stuck to my eyelids, I was tired, annoyed -- he started texting someone else while I was there and was glued to his phone while driving me home (gahhh! uhhh safety! wtf!!) he dropped me off home gave me a weird "umm see ya'' and bolted before I even got to the front door (maybe I'm old fashioned but in general if it's super late at night you should wait for a lady to get into her house safely before driving away) OH! Also he made comments on how he isn't going to "kiss my ass" because he isn't one of my fans that I have online.... rude. That was my only date in over 4 years >_>
 
Wow, y'all make me feel extremely inexperienced........ I've only been on "dates" with exactly one person. Unless girls' night with my sister count.... Yikes. >.<

Maybe it's a good thing, like maybe you're just better at dating than we are. :)
 
I met a guy on a dating site that lived 4.5 hours North of me. We hit it off, and immediately planned a date despite the distance. It was supposed to be just a friend hang-out sorta thing to get to know each other. We decided to drive 6 hours South (of me, so 10.5 hours south of him) to see AFI and Green Day play in concert. Day of the date came, and he was at my house early. He drove his motorcycle the whole way, so he rented a car to drive to the concert. Everything was going well. Concert gets done, we drive back to my house. It's like 4 in the morning at this point, so I said he could sleep on my couch. He didn't seem creepy or anything at this point, in fact, he seemed pretty cool. Anyway, the next day, he couldn't get his motorcycle started. So I had to drive him all the way up to his house. Long-ass drive, but it was kinda my fault that he was stranded. Told him he could just leave his bike at my house for a few days until he could get a truck to haul it back home.

Then came the weird vibes. I told him that I wasn't interested in a relationship, but we could be friends. He wouldn't take no for an answer (over the phone). So he showed up at my house at 2 in the morning with flowers from a gas station. Apparently he owned a car, but it was also a POS. Begged me to reconsider. I told him no. He stayed in his car all night in my driveway. The next day, he wouldn't leave. He had spent the entire night texting me, switching from begging to threatening. At first, I was just annoyed, but his persistence and increasing threats made me worry that he would hurt me if I opened the door or let him in. I needed to leave for work, but he would not leave. He demanded to see me. I repeatedly told him that I didn't want to see or talk to him, and to never contact me again. Told him I'd call the cops if he didn't leave.

He got out of his car and sat on my front porch for an hour. Kept texting things like, "I don't care. Call the cops. I'd crawl naked over hot coals to look into your beautiful eyes again." I called the police and explained the situation. It took them an hour to show up. He stayed on my porch the whole time. I had to call work, and tell them why I was late. Cops show up. Read all my text messages. They tell him to never contact me again. That he has one week to remove his motorcycle from the property, and when he comes to get it, to only take the bike and not try to talk to or see me. He finally leaves.

A few days go by, and he comes back. But again, just in his car, alone. He doesn't talk to me, but he does put a cover over the bike. Leaves. He shows up again 3 days later, hauling a toolbox. He stays outside for a whole day working on the bike. Needless to say, I didn't leave the house that day. He doesn't come back for 2 months. I was about to call the cops and ask if I could get it hauled away or sell it, but I kept waiting because ... I dunno. I'm a good person, and I guess, even though he was super crazy, I just felt it was a shitty thing to do. Anyway, he comes back in a truck with a trailer and finally takes the thing away. He still contacted me through social media twice every year just to say that he was thinking about me until I blocked him completely.


Oh, you think the story's over? Not quite. The night that he stayed in my living room? Well, my computer was in there. And apparently he used it. Cause I got a huge virus and had one hell of a time getting it off. It was cause... dun dun dun... he installed a keylogger on it. And was searching for porn. While I was sleeping in the next room. His search terms were hilarious, though. He was googling, "big sexy tits," "girls with large boobs," "big breasts," etc. SERIOUSLY. What guy of 25 years old doesn't already know porn sites to go to directly or better porn descriptions than that???

Anyway, this whole situation was after we went on ONE date and kissed. That's it. I can't even imagine how crazy he'd be if we had gotten serious!! Some good did come of it, though. It caused me to purchase my first handgun. :whew: For those of you who read this whole wall of text, kudos.
 
Almost every date I have been on has pretty much been disastrous, one night stands though have always rocked. Is no surprise I have pretty much spent my life single. Take it too seriously and you are in for disaster.
As things get more serious, that is where things get more painful in my experience. Vomiting from an OD of cigarettes because you have been stood up, and being accused of cheating due to one of her friends lying, are my most unforgettable top 2 bad dates.

I have learnt to pick adventurous dates (i.e. ice skating), at least that way you get to knock them over accidentally a few times before they knock out your self esteem.
I would never take a date to a party, they have always ended in tragedy for me. Nothing worse than ending up trying to hit on the barmaid at the end of the night, or being a bore in front of your friends :asshat: hehe.
 
Some good did come of it, though. It caused me to purchase my first handgun. :whew: For those of you who read this whole wall of text, kudos.

I 'liked' your post for the buying the handgun part, not the psycho stalker part. Wanted a WTF for that, but the liking the handgun part took over.
 
I met a guy on a dating site that lived 4.5 hours North of me. We hit it off, and immediately planned a date despite the distance. It was supposed to be just a friend hang-out sorta thing to get to know each other. We decided to drive 6 hours South (of me, so 10.5 hours south of him) to see AFI and Green Day play in concert. Day of the date came, and he was at my house early. He drove his motorcycle the whole way, so he rented a car to drive to the concert. Everything was going well. Concert gets done, we drive back to my house. It's like 4 in the morning at this point, so I said he could sleep on my couch. He didn't seem creepy or anything at this point, in fact, he seemed pretty cool. Anyway, the next day, he couldn't get his motorcycle started. So I had to drive him all the way up to his house. Long-ass drive, but it was kinda my fault that he was stranded. Told him he could just leave his bike at my house for a few days until he could get a truck to haul it back home.

Then came the weird vibes. I told him that I wasn't interested in a relationship, but we could be friends. He wouldn't take no for an answer (over the phone). So he showed up at my house at 2 in the morning with flowers from a gas station. Apparently he owned a car, but it was also a POS. Begged me to reconsider. I told him no. He stayed in his car all night in my driveway. The next day, he wouldn't leave. He had spent the entire night texting me, switching from begging to threatening. At first, I was just annoyed, but his persistence and increasing threats made me worry that he would hurt me if I opened the door or let him in. I needed to leave for work, but he would not leave. He demanded to see me. I repeatedly told him that I didn't want to see or talk to him, and to never contact me again. Told him I'd call the cops if he didn't leave.

He got out of his car and sat on my front porch for an hour. Kept texting things like, "I don't care. Call the cops. I'd crawl naked over hot coals to look into your beautiful eyes again." I called the police and explained the situation. It took them an hour to show up. He stayed on my porch the whole time. I had to call work, and tell them why I was late. Cops show up. Read all my text messages. They tell him to never contact me again. That he has one week to remove his motorcycle from the property, and when he comes to get it, to only take the bike and not try to talk to or see me. He finally leaves.

A few days go by, and he comes back. But again, just in his car, alone. He doesn't talk to me, but he does put a cover over the bike. Leaves. He shows up again 3 days later, hauling a toolbox. He stays outside for a whole day working on the bike. Needless to say, I didn't leave the house that day. He doesn't come back for 2 months. I was about to call the cops and ask if I could get it hauled away or sell it, but I kept waiting because ... I dunno. I'm a good person, and I guess, even though he was super crazy, I just felt it was a shitty thing to do. Anyway, he comes back in a truck with a trailer and finally takes the thing away. He still contacted me through social media twice every year just to say that he was thinking about me until I blocked him completely.


Oh, you think the story's over? Not quite. The night that he stayed in my living room? Well, my computer was in there. And apparently he used it. Cause I got a huge virus and had one hell of a time getting it off. It was cause... dun dun dun... he installed a keylogger on it. And was searching for porn. While I was sleeping in the next room. His search terms were hilarious, though. He was googling, "big sexy tits," "girls with large boobs," "big breasts," etc. SERIOUSLY. What guy of 25 years old doesn't already know porn sites to go to directly or better porn descriptions than that???

Anyway, this whole situation was after we went on ONE date and kissed. That's it. I can't even imagine how crazy he'd be if we had gotten serious!! Some good did come of it, though. It caused me to purchase my first handgun. :whew: For those of you who read this whole wall of text, kudos.

Jesus Christ, Iris...you have the patience of fucking saint. That cheesy line about hot coals was reason by itself to shoot him.
 
I 'liked' your post for the buying the handgun part, not the psycho stalker part. Wanted a WTF for that, but the liking the handgun part took over.
Same here. haha. By the middle of the second paragraph, I was thinking "Time to fetch Daddy's long rifle and send one zippin' past his ear." :sweating:

S.O.B.'s like that deserve a colostomy bag. A great story.
 
Met a guy online that lived about an hour away from me. I asked him if he wanted to meet at my favorite bar, since I'd never met a person online before, but he found any excuse he could to just come over to my place. I tell him I planned a meal out, then he tells me he's vegan (woulda been great to know that earlier) so I go buy some cheap veggies and pasta to try and make something presentable. When he arrives, he goes right to calling be 'baby' the whole time. He smells like he hasn't showered in a week. We kissed for a total of 5 second which was pretty much him slobbering all over my face. So at this point I'm ready to tell him it's time to leave. Of course, he took an Uber here. My town doesn't offer an Uber service to bring him back. I don't own a car either. He showed up thinking I'd be totally okay with him spending the night. Plus it was the middle of February, and out of the stupid kindness in my heart, I let him spend the night. No, we didn't have sex. Any time he tried to put an arm around me that night, I grabbed it and moved it away. Pretty sure he got the hint because I haven't heard a word from him since.
 
Reading all your bad dates, one that i had in mind doesn't sound that bad. Few years a go i like having social media profiles like tagged, hi5 etc and you would meet a lot of people there.

I was talking with a guy who seem pretty cool.He said he is working at the church, administration something.He didn't seem super religious and even so, each with their beliefs.He asks me out and we go out one evening to have a juice and we talk for awhile and he is talking a lot about God and how he's the Lord and if i go church and how often I pray. I lie a bit and say that i do go church sometimes.Then he asks me if I'm a virgin. I thought this would be a cute moment and talk about astrology and see if our signs math or whatever.So i said "no, I'm Cancer, i told you my birthday was last month". "No, I mean, if you are a virgin..."
I paused for few seconds looking at him, and I start laughing.Badly. He was confused.

I said that i must go it was nice but i got something to do.Blocked him and moved on.
 
Reading all your bad dates, one that i had in mind doesn't sound that bad. Few years a go i like having social media profiles like tagged, hi5 etc and you would meet a lot of people there.

I was talking with a guy who seem pretty cool.He said he is working at the church, administration something.He didn't seem super religious and even so, each with their beliefs.He asks me out and we go out one evening to have a juice and we talk for awhile and he is talking a lot about God and how he's the Lord and if i go church and how often I pray. I lie a bit and say that i do go church sometimes.Then he asks me if I'm a virgin. I thought this would be a cute moment and talk about astrology and see if our signs math or whatever.So i said "no, I'm Cancer, i told you my birthday was last month". "No, I mean, if you are a virgin..."
I paused for few seconds looking at him, and I start laughing.Badly. He was confused.

I said that i must go it was nice but i got something to do.Blocked him and moved on.

That religion stuff on a first date can be confusing, too. I went out with a woman who told me during dinner that she was a devout Christian. We had a great time, hung out for about eight hours, even drove to another state just because. Since she'd told me about the Christian thing, I didn't try for a kiss or anything.

We went out a second time, and I'm still going out of my way to be extra circumspect because I didn't want to do anything that might cross her religious lines. Dinner, movie and dropped her off again without making any moves. I liked her and didn't want to ruin it by being too forward.

She didn't want to go out again and told me it was because I hadn't gotten physical with her. It confused the hell out of me at the time. A while later, being older and more experienced, I realized I should have been clued in when she insisted that we go see "Indecent Proposal" even though she'd seen it the week before - and made a comment about how she didn't mind my beard stubble because it would only scratch a little bit.
 
I went out with a woman who told me during dinner that she was a devout Christian...
These church women. Flaunting their repressed sexuality like it is a sign of self control. :rolleyes:
Get them behind closed doors, they are liable to rip you in half.
 
A couple years ago I reconnected with this gorgeous Chilean guy who had gone to my high school, we weren't in the same class, but we had friends in common and had met when we were in school. He asked me on a date, and I said yes. The plan was for him to pick me up and we were going to shoot pool and go to dinner. Sounded like a perfectly acceptable first date, right? So, he was late. Like really late. An hour and a half after the agreed upon time, he texted me to tell me he was at my house. I went outside, and he wasn't the only one picking me up. His whole family was in the car. I'm talking like 5 people other than me and him in that car.

The awkwardness doesn't stop there, though. The entire time we were in the car, (other than when I was first making introductions to people) his family spoke amongst themselves (like as if I wasn't there) in Spanish. That's fine, other than the guy had failed to mention to his family that I speak a little Spanish, and they totally were talking about me. SO awkward. Apparently I wasn't what they were expecting, and they were teasing him about how I'm so tall and I was going to tower over him basically.

They dropped us off, and he was obviously super uncomfortable about my height. He was a couple inches shorter than me. It was no big deal to me, but it was to him, it seemed. The whole time, he stood no closer to me than 4 feet away. He stayed awkwardly far away from me. We went to play pool, and I wiped the floor with him. I wasn't mean about it or anything, and I wasn't being overly competitive, but he was so huffy about me winning by so much.

It was sort of late, and we didn't have transportation really because his family dropped us off, so we walked to a diner we knew would be open that wasn't too far away. He INSISTED on paying, which made me feel super awkward. He was sort of rude about it, too. I usually don't like for anyone pay for me on the first date, because I don't want anyone to feel entitled to anything.

We had to wait around for a long time for his family to pick us up again. We sat on a bench, awkwardly far apart. He asked me what my favorite season was two separate times. That's the level of awkward small talk that was going on. It was dreadful.

Later I found out that the reason he had his family drive us was because he didn't have his license, not because he was scared of driving, or thought that public transportation was suitable, or he just didn't want to, but because he figured he would always live with his parents who could drive him wherever he needed to go. I had even offered to drive for the date when we were planning it, but he had said no, he would prefer to pick me up... It turns out he had a lot of weird ideas about masculinity and gender roles, and I guess that it's more embarrassing to have your female date drive you somewhere than to have your parents take you to pick her up. To this day, he's a grown up person who lives with his parents, doesn't work, and doesn't drive.
 
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