The Worst Date You've Been On?

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Not a bush guy, eh? I would've dived in head first baby! haha
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If I wanted a hand full of cotton candy I would have got cotton candy.
 
Met up with some girl recently off of OKCupid. She asked me to go with her to some stupid local event, and when I got there she was with a couple of friends. Ok, no big deal. Well, they all but excluded me from the conversation. They eventually wandered off while I was at the bar, so I chugged that drink and got the fuck out of there.

Oh I had a date like this. It was her birthday and she celebrated with me and a bunch of her friends at a local bar/club. I ended up talking more to this chick I met there than my actual date.
 
Ok, I had been dating this girl for bit, but I think it still counts in the spirit of the replies. She collected seas shells from different places, and I happened to have kept some from Connecticut because I thought the looked nice. So one day I said why don't I stop by and bring one of them. She said it was a good idea, she was having friends over for a movie, but somehow I end up getting the movie from redbox and some snacks. For some reason I felt weird about making moves on her in front other, but in my mind I was doing everything else to show her and her friends that I was cool. Movie ended and her friends left, for some reason I had it in my mind that the friends would be back and they were roommates... Even tho they were actually building mates, they lived in another apartment. In my mind I was gonna go back home and return the dvd on the way. She kept saying things like, oh we can return the dvd tomorrow, and I was all like it's not a big deal. Then she was like you should stay over, and I reluctantly agreed. For whatever reason I offered to sleep on the couch and she got me to join her in bed. Thinking about it now and I didn't even try anything that night, when we woke up we started cuddling, probably the best cuddler I've been with in my life. I remember saying "I don't want to ruin this" but I started heading downtown either way. She cold stopped me and said a defiant, "what are you doing?" I kinda panicked and stopped. We got out of bed and she kept saying she was late to something, but kept saying she wishes we had more time and stuff to that effect. But I was so fixated on when she stopped me and that she was late that I was totally oblivious. A week or so later she broke up with me and said we didn't have the right chemistry and blamed me for other things. Looking back tho, its obvious that she wanted me to try something else. I'm really big on eye contact, I thought she was mad at me for something cause she was making all these weird facial expressions at me all night. I was also reading some stupid rape culture debate the day before and that made me feel like what I was doing was wrong, so screw you people. Believe me tho, I learned my lesson after that.

Or did I? A year later, on the subway, I made eye contact with this girl for like 5 whole seconds. After trying to figure out how to talk to her on the crowded train or exactly how interested she was. She got off the train and I did too even tho it wasn't exactly my stop, but my transfer worked out. Anyway, I stopped her and said that I really enjoyed that moment. We talked a bit but she was in a rush so she gave me her phone number and said maybe we could link up later. I called her later and she basically told me how attractive that was and that she wished we would have just made out. We met up later, I hung out with her friends, and we left to a different bar. Time came when we both proved to be bumbling about what to do next and we decided to go home. She ended up at my place, and we were still flirting cuddled up on the couch. She was all like what should we do now watch a movie or go to bed. So in my mind I was thinking of the lesson I learned from the first story. And I just went for it and tried to undress her. She started freaking and said shes not a "one night stand" type of person and threatened to leave my house at 4am to walk back thru my bad neighborhood. I was so frustrated at this point I just did what it took to make her feel safe I guess and forgot about myself. I mean what kinda girl goes to a guys house like that, knowing what's up, just to act like that. I could have definitely played that a lot smoother, and probably suceeded, but I've lost so much patience over the past years.
 
When I was a teen, the second girl I ever went on a date with asked me to finger her. I did, she came, and then she started crying. Like, CRYING. She later told me that she was molested as a child, and this was her first non-abusive experience with a guy.

So yeah, bad date. Oddly enough, that wasn't the end of things. We dated for years after that.
 
When I was a teen, the second girl I ever went on a date with asked me to finger her. I did, she came, and then she started crying. Like, CRYING. She later told me that she was molested as a child, and this was her first non-abusive experience with a guy.

So yeah, bad date. Oddly enough, that wasn't the end of things. We dated for years after that.

Did she cry every time?
 
Mine wasn't exactly a horror story, but I went on a date once where things were going great for the first half of the night, then when we hit the second half of the night the chemistry between us just fizzled out for some reason. We sat next to each other for a solid hour or two awkwardly trying to keep the conversation going even though it was obvious that this wasn't working out.
 
Oh, here's a couple of others.

Around the age of 17. Had met a girl online, lived maybe around half an hour away. First time meeting her, she came with her parents to come get me, and I spent the night at her house. We had joked around online about playing Jeopardy for NES, and me interrupting her trying to enter an answer by kissing her. So, when I was over we played Jeopardy for NES, and while she was answering one of the questions, I tried to kiss her...

She told me not to. The entire rest of the day was basically just filled with awkward silence and uncomfortable sitting around. Was very glad to go home the next day.



My biggest one, though, when I was 15, dating my first girlfriend. She lived about an hour away, so only got to see her about once a month. Her mother knew about my plans for this - I saved up and bought her a diamond engagement ring (it was only around $500, not that great of a ring - hey, I was 15 - but still), and the third time we got to see each other, when I went to her house for her 16th birthday, I proposed to her with it...

She kind of, sort of, said yes I guess. And she relunctantly eventually put it on. But, she refused to be photographed with me kissing her or anything. Again, just a very awkward situation... She would end up cheating on me about 6 months later (although I would later found out she cheated on me earlier in the relationship as well) and broke up with me.
I never got the ring back. Not that I would have wanted it anyway. Darn cursed thing.
 
Mine wasn't exactly a horror story, but I went on a date once where things were going great for the first half of the night, then when we hit the second half of the night the chemistry between us just fizzled out for some reason. We sat next to each other for a solid hour or two awkwardly trying to keep the conversation going even though it was obvious that this wasn't working out.

More or less the same. Don't have any crazy nightmare stories, just dates where it was abundantly clear that there wasn't really anything there and it was mostly me trying to sustain the conversation and not getting much back, having really different/incompatible senses of humour, etc.
 
I once took a girl on a date to a restaurant. We seemed to be getting along pretty well (though I'm a shit judge of these things). Anyhow, I made some sort of comment/piss-take that I thought was amusing but she got totally offended. I can't even remember now what it was that I said. She'd ordered a lemonade type drink that I think was homemade and had like a quarter lemon in it. She pulled the lemon out of her drink and literally threw it in my face, got up and walked out, leaving me sat there dripping in lemonade and everyone in the restaurant staring at me....So yeah, that one didn't go too well.
 
But as soon as we sat down, I knew I was in for a long night. She wouldn't look at me. She would barely speak to me, and when she did talk, it was this weird combination of sarcasm and extreme nervousness that made it impossible to carry on a conversation. And every 3-4 minutes, she would squawk like a bird. I guess she had some form of Tourette's Syndrome. It was just too much to handle.

That got a legit lol from me. I wish my bad dates were that bizarre.
 
The one thing I've learned from online dating is that no matter how long or how much you text or talk before the actual date, no matter how good your "pre-date" chemistry is, it doesn't matter at all once you get on the date. I've dated girls that I talked to for hours on the phone, texted everyday, yada yada but we meet and there's no chemistry and never saw or heard from them again.
 
I don't think I can beat some of these, but...

Young guy on the bus* and I have a great conversation and he asks for my number. I'm new to LA and haven't really made much of an effort to date, so I say what hell. We have a nice fun time at a Japanese place I like that night, and each paid our own bits. He calls later the next day as says he wants to take me out proper somewhere. He gives me his apartment address and I'm to meet him there.

His place is way out in Santa Monica which was a helluva a bus ride in traffic, but I make my way over and when I get there he asks me to wait while he gets ready. He gets in the shower for a long ass time. Wait for a while and admire his photographs (he was a photographer) and see a pile of birthday cards wishing him a happy '22' (I was 27 at the time). Feeling like a cradle robber I wait some more.

About an hour later he finally emerges and we go to this big mall area nearby where there are some restaurants. He says we're going to Pink Taco. I wonder if he completely forgot a huge chunk of conversation the night before where I said how much I dislike Mexican food in general. I ask if there are other options he likes as well and seeming not to care he says that's fine but can we stop at the Container Store on the way.

We shop for garbage cans for the next hour.

It's around 9 PM by this point, so I bring up eating (hadn't since lunch) and he says, yeah, let's go to the mall cafeteria. We get there and he says he'll meet me back at one of the communal tables in a bit with his food. I'm left by myself, and seemingly in charge of the garbage cans. Feeling really disillusioned at this point I drag the cans over to cheap Chinese, order a fried rice and proceed to wait for a half hour until he returns. I've finished eating long before this point and sit and wait while he eats his. He asks me if I want to go to his place after. I decline. I get back on the bus and head home.

Next day he calls and wants to go out again. I decline.

He texts me again that night wanting to go out. I politely tell him my interest is gone and good day.

He spends the next week texting and calling me at random hours. I ask him to stop trying to contact me. He ramps it up and I get voice mails and further texts saying what a bitch I am. My phone is a piece of shit and doesn't seem to have a block function, so I just ignore him.

A year later I get a text from a number I don't recognize. It's the same guy saying he wants to make it up to me with some nice 'stuff' he got. I decline to reply.

The end.



Tl;dr - Psycho kid I met on bus takes me to mall cafeteria to shop for garbage cans.


*First mistake, I know.
 
The one thing I've learned from online dating is that no matter how long or how much you text or talk before the actual date, no matter how good your "pre-date" chemistry is, it doesn't matter at all once you get on the date. I've dated girls that I talked to for hours on the phone, texted everyday, yada yada but we meet and there's no chemistry and never saw or heard from them again.

Yep. It's astounding how some people can be so charming and eloquent online, but completely devoid of personality or energy in person.

It often works both ways too. I've gone on dates with girls who seemed completely dull online, but were actually a lot of fun once we met.
 
My worst was without question this girl I met over the internet back in 2004. Can't believe it's been 10 years. Anyway, I don't remember where on the net that we met, but she was hot as hell. I was about 23, I think she was 21.

I could go into detail but i'll try keep it short, I pulled up in front of her apartment and she was already waiting outside, while she was walking to my car I was so damn excited because I knew she was down to get down and she was so ridiculously good looking, and on top of that, had a great personality, we talked for weeks before meeting and she seemed great.

Then it suddenly all went to hell when she got into my car. She smelled so damn bad, like, unbelievably bad. Sifting through garbage surrounded by vomit, feces, feet and a dead fish on a hot day couldn't have smelled as foul as this woman.

I had plans for the evening and the first was to go down to the beach and just have a walk, talk and what not, then head for drinks nearby. Driving down there was so uncomfortable. I had my AC on in the car but the smell was so bad that I turned it off and cranked all the windows the hell down.

We get to the beach and we walk for about 10 minutes, talking, yadda yadda. Then she suggests we sit down, I agree.

The moment we sit down this girl is all over me, sits on my lap, starts kissing my neck and not giving a damn as to who is watching and I thought I was going to puke, I think I held my breath for a good minute before I got extremely lucky and got a call on my cell from a buddy, I pretended that I had to go, ending the date short and dropping her off.

I stopped talking to her after that day even though she tried to contact me several times and normally I'd tell a girl I wasn't interested, and for what reasons, but how do you tell someone they smell so bad it makes you dizzy? She looked so clean though, she looked like she recently had a shower, I dunno, it was nasty as hell. First and last time I met up with someone over the internet.


tldr: She was beautiful but reeked like hot garbage.
 
I don't think I can beat some of these, but...

Tl;dr - Psycho kid I met on bus takes me to mall cafeteria to shop for garbage cans.

*First mistake, I know.

Man, what an inconsiderate jerk. Though I'm curious: was he acting completely different on the night of the disaster from the time at the Japanese place?

The one thing I've learned from online dating is that no matter how long or how much you text or talk before the actual date, no matter how good your "pre-date" chemistry is, it doesn't matter at all once you get on the date. I've dated girls that I talked to for hours on the phone, texted everyday, yada yada but we meet and there's no chemistry and never saw or heard from them again.

Very true.

Yep. It's astounding how some people can be so charming and eloquent online, but completely devoid of personality or energy in person.

It often works both ways too. I've gone on dates with girls who seemed completely dull online, but were actually a lot of fun once we met.

Lol. I think I'm guilty of this, actually. Because of my history with online communities/messaging versus in-person dating (which I've just now gotten back into after too long), I type up a much meaner game in terms of persona than I believe I present in real life.

I mean, I'm not a boring disaster and can hold up an energetic conversation fairly well. However, I know my online presence is much better naturally because I have more experience with it and, of course, can carefully construct what I say. My past handful haven't been bad, on contrary, I was told they were good and was asked for more. But they "fell off" all rather easily. I'll certainly keep an eye out for that aspect with myself.
 
I posted this before, but I met this girl from OKC and let's just say her pictures were a little inaccurate. But that's not what bothered me. Up until the moment we met she sounded pretty enthused about meeting up (we texted to find each other moments before). When we met she was as bored as she could possibly be. First thing out of her mouth was even "heyyy...." in the most bored way possible. She was also really eager to do the "omg such an awkward silence" sigh if the pause between the conversation was longer than 0.1 seconds. She seemed to be actively looking for openings to do the sigh.

She went from "Yep I'll see you there!!" via text to "heyy....." the next moment. After a while I just cut that shit out and asked which direction she was going just so I would go to the complete opposite.
 
Yep. It's astounding how some people can be so charming and eloquent online, but completely devoid of personality or energy in person.

It often works both ways too. I've gone on dates with girls who seemed completely dull online, but were actually a lot of fun once we met.

I don't think it's a function of personality, but rather whether or not a person feels a spark or interest during the first few minutes of meeting you. Or that you've simply ran out of things to say or ask.
 
It's not something that'll be entered in the Guiness Book of World Records or anything, but it was an immensely disappointing and regrettable one.

This was the first date that I had when I joined OKCupid (and my first online date in general). The girl was around my age (28 at the time) and seemed friendly enough but only had a few pictures of her, both of them head shots. But she had a seemingly cute face so I was like whatever. We meet up and it turns out she's pretty hideous. Even worse, she cut her hair so she ruined what would have otherwise been an okay looking face, her only redeeming feature.

As if that wasn't bad enough, we have dinner at this fancy Italian restaurant and seems she's not much of a conversationalist. There's plenty of awkward silences throughout. By this point I'm dying for our dinner to finish up so I could get the hell out of there already.

Now that would have been the end of that, and I'd be a little grumpy but otherwise fine.

BUT NO.

For some inexplicably idiotic reason, I asked her if she wanted to do something else! I don't know why, but I did! So we went to the movies and saw Seven Psychopaths. The movie was fine, so it wasn't a total bust. There wasn't any particularly bad thing that happened after dinner, but overall, I lost around $80 that night for pretty much no goddamned reason.

Still bothers me to this day...
 
Everything is going fine and so she asks where we going to go eat? I'm kinda broke so I suggest Aldi, there we can get pizza, Mats cookies and good BBQ chips. She calls me cheap as I asks if she can help pay. She suggest we go to her place and cook something. I tell her in my culture the guys don't cook. I need a woman who wlll get in the kitchen and make me a pot pie, that Just kind of slipped out, though I had been thinking it all night. She called me sexist and was very seriously going on about that, but when I started reenacting the dance scene from short circuit, you know the one from Saturday Night Fever, she started to smile. She wanted some excitement and wanted to go roller rink skating, but as I said was broke, so I told her I had a plan, we ended up roller skating through a bad neighborhood for thrills. After this exciting move and being chased by a very muscular white dude with dreadlocks that turned out to be a chick, this girl couldn't get enough of me. We went back to her place, she invited me to her bed,but I said no way, no way am I sleeping with you, you must think I'm crazy right? She said what do you mean. I said I read GAF... I know your vagina smells like rotting fish, with that I left and never heard from her again.
 
tldr: She was beautiful but reeked like hot garbage.

I wonder what it was. Old clothes or something...? I'm sorry your date didn't go well, but I feel kinda bad for her that she'll never know. I'm always worried I smell or something and don't know it (completely irrational unless everyone's just being really nice to me. :(


Man, what an inconsiderate jerk. Though I'm curious: was he acting completely different on the night of the disaster from the time at the Japanese place?

I was at a loss too. That's why I added "seeming not to care" about me bringing up the Mexican food thing, because it just seemed like such a thoughtless or contrary choice given how emphatic I was at the Japanese place about food likes and dislikes when we were chatting, but maybe he was annoyed? He certainly didn't seem so, and it still seems hella bizarre to me to say you want to take someone on a 'proper' date and then treat them like they were the 5th thing on your mind. It was a very weird experience.

His fury afterwards when I told him I hadn't appreciated it/or had a particularly good time was really out of proportion. I thought I was the crazy one for a while. Had I expected too much from a 'date'? Is garbage can shopping the norm? Tell me, Gaf!


Sorry to read about your missed opportunity, btw. Shame you didn't take her up on that offer. ;)


I've said this a million times on GAF, and I'll say it a million more.

Chick I was on a date with farted loudly to the point where the whole restaurant went dead silent.

She turns to them saying, "DA FUCK YA'LL looking at!?"

I wanted to die on the spot.

Thanks, TFox. I enjoyed this.
 
I was at a loss too. That's why I added "seeming not to care" about me bringing up the Mexican food thing, because it just seemed like such a thoughtless or contrary choice given how emphatic I was at the Japanese place about food likes and dislikes when we were chatting, but maybe he was annoyed? He certainly didn't seem so, and it still seems hella bizarre to me to say you want to take someone on a 'proper' date and then treat them like they were the 5th thing on your mind. It was a very weird experience.

His fury afterwards when I told him I hadn't appreciated it/or had a particularly good time was really out of proportion. I thought I was the crazy one for a while. Had I expected too much from a 'date'? Is garbage can shopping the norm? Tell me, Gaf!

Sorry to read about your missed opportunity, btw. Shame you didn't take her up on that offer. ;)

I see. Hah, you certainly weren't asking for too much! I hope you've run into or are currently getting much more positive experiences because engaging with someone that thinks of you as an afterthought is extremely...well, you know. lol

And, I truly appreciate the sympathy. I've long decided to take that night as a learning experience as I put myself out there to meet more people! :)
 
Not sure if this counts as a date really

But I was hanging out with my girlfriend of about 9 months, we were in highschool and it was about 3am, we were having a good time and I asked if she was hungry and wanted to get food, we end up agreeing on Dennys and going 50/50 on it because its the only place open and im broke. We order a meal and split it, having a good time laughing and everything and when it came time to pay she refused to. I literally had 3 dollars to my name and a debit card with less than a dollar on it, I tell her I can't pay for it all and that we had agreed to split the cost 50/50. She knew I didn't have the money for it and we both knew she had over $100 in her purse and she refused to pay the other half of our 6 dollar meal. She insisted I put it on my debit card and take the $35 over draft fee. Every bone in my body made me want to tell her I'd be right back and go outside and drive home.

Happened to my friend back in the early 90's except the girl said she would pay. They get done eating and she had "forgot" the money. Made my buddy walk back to her place to get it about a mile away, on the way he gets arrested, she had bolted out the door a couple of minutes after he had left lol. He got 40 hours community service and never talked to her again.
 
I was at a loss too. That's why I added "seeming not to care" about me bringing up the Mexican food thing, because it just seemed like such a thoughtless or contrary choice given how emphatic I was at the Japanese place about food likes and dislikes when we were chatting, but maybe he was annoyed? He certainly didn't seem so, and it still seems hella bizarre to me to say you want to take someone on a 'proper' date and then treat them like they were the 5th thing on your mind. It was a very weird experience.

His fury afterwards when I told him I hadn't appreciated it/or had a particularly good time was really out of proportion. I thought I was the crazy one for a while. Had I expected too much from a 'date'? Is garbage can shopping the norm? Tell me, Gaf!

Frankly, even just the part about him making you wait for an hour while he got ready was beyond absurd unless it was discussed beforehand (like "I'm going to get home from work at this time, and it will take me a bit to get ready, but you can stop over and hang out if you want" or something). Everything beyond that was basically just an extension of the fact that he seemed to not care about you, and that you were just along for the ride.
 
We went to a restaurant, then she yelled at the waiter because they didn't have have the food she wanted, then started speaking on her cell phone for like 45 min (I was eating what I ordered), then started crying, later I went to the bathroom, asked the waiter for the bill (while she was still crying on the phone), and then went to get a cab, she ran and got to me as I was stopping the cab and told me if I wanted to go have a beer, I said Nope, got in the cab and went home.
 
I see. Hah, you certainly weren't asking for too much! I hope you've run into or are currently getting much more positive experiences because engaging with someone that thinks of you as an afterthought is extremely...well, you know. lol

And, I truly appreciate the sympathy. I've long decided to take that night as a learning experience as I put myself out there to meet more people! :)

I'm glad to hear from an outside perspective that it was weird. Other guys have told me it wasn't normal, but when you don't have much experience you doubt yourself and your 'standards'. For current things (that was 6 years ago?), I'm engaged and getting married to an awesome guy in May, so things are fine on my end. I wish you luck on yours. Good things do happen if you look/work for them. ;)


Frankly, even just the part about him making you wait for an hour while he got ready was beyond absurd unless it was discussed beforehand (like "I'm going to get home from work at this time, and it will take me a bit to get ready, but you can stop over and hang out if you want" or something). Everything beyond that was basically just an extension of the fact that he seemed to not care about you, and that you were just along for the ride.

Maybe he was hoping for some fantasy where I would jump in the shower with him. :P

I remember thinking it was weird at the time, but it was in a gray area that didn't seem so cut and dry. Coupled with everything else, though, the Mexican place, the shopping, the 'splitting up for cafeteria food' as his proper 'date', the garbage cans and the waiting for him... yeah, it was crystal clear when I went over it in my head later. I didn't have much experience dating at this point, and I couldn't tell if maybe I was subscribing to popular notions of dating instead of knowing the reality. I felt confused and kind of stupid. Especially with all the later nasty messages saying I was a stuck up bitch for not 'rolling with it'.
 
Maybe he was hoping for some fantasy where I would jump in the shower with him. :P

I remember thinking it was weird at the time, but it was in a gray area that didn't seem so cut and dry. Coupled with everything else, though, the Mexican place, the shopping, the 'splitting up for cafeteria food' as his proper 'date', the garbage cans and the waiting for him... yeah, it was crystal clear when I went over it in my head later. I didn't have much experience dating at this point, and I couldn't tell if maybe I was subscribing to popular notions of dating instead of knowing the reality. I felt confused and kind of stupid. Especially with all the later nasty messages saying I was a stuck up bitch for not 'rolling with it'.

Yeah, I wouldn't have left just due to the shower thing. But I would have sat there during it thinking how absurd it was, and that the rest of the night better be good to make up for it.

Needless to say, the rest of the night wasn't good.
 
I've actually only ever went on formal "dates" with my current girlfriend of three years, so I'll explain the worst of our dates. Also let me preface this by saying we're both young, me 19 her 18.

This was about two years into the relationship or so. Things were falling apart between us and every day it felt closer to the day she'd end things with me. Her parents weren't approving of the relationship and she couldn't handle the stress. We decide to go out to dinner with each other, but I knew deep down the dinner was so she could determine if she felt strongly enough for me to stay with me. Knowing what the date was actually for, it was EXTREMELY hard for me to be cheerful and enjoyable. It was awkward, and I could tell her spirits were dying. Conversations lacked. I couldn't eat. It was bad.

Post-dinner, we walk back to her car. We both kind of sit there, and I was ready for it. I knew in that moment she was going to break up with me, so I said something like, "it's over isn't it?" I pretty much broke into tears at that point because I felt so strongly for her. She was obviously quite sad too, but not really crying. Even worse, just before leaving it turns out her mom was in the fucking mall we just had dinner at so I was forced to go in and say hi to her (girlfriend drove so I had no way home otherwise). I sat at the table with her mom and her while she awkwardly explained how we both just broke up. It was obvious her mom was happy but disingenuously told me things would be okay.

After an awkward thirty minutes she finally dropped me off at my house. As we sat in my driveway I was crying again, knowing this was likely the last real time I'd be with her. Then she started fucking bawling. We both bawled, and exiting the car was almost impossible for me. I got out and walked toward my front door, turned back and looked at her. I so badly wanted to kiss her, but I didn't. Went inside, sat down, and cried for a while.

So yeah, that was the worst date ever. That night though she called and felt horrible about it. She wanted to try to make the relationship work and said she buckled under the pressure, etc. With some bumps in the road between, we're still together today. The relationship is in the best state it's ever been in and I'm beyond happy that night wasn't the end.
This turned into a life story, apologies.
 
I met a girl online, we were having a decent enough time, and she asks me to go back to her place.

We do and then instead of hanging out there like she pitched, we go out to a loud ass dive bar with her friends, and she eventually box me out of the conversation completely randomly. She went from 60 to 0 in about 5 seconds flat.

Around this time I realized I was being used to make her ex-bf and "friend" jealous, I wished that I put it together sooner but I wasn't the most dating/relationship savvy at that stage in my life. Should have peaced much earlier.

It was a total wasted night and I got lost on my way home since I was new in town. Shitty.
 
I've actually only ever went on formal "dates" with my current girlfriend of three years, so I'll explain the worst of our dates. Also let me preface this by saying we're both young, me 19 her 18.

This was about two years into the relationship or so. Things were falling apart between us and every day it felt closer to the day she'd end things with me. Her parents weren't approving of the relationship and she couldn't handle the stress. We decide to go out to dinner with each other, but I knew deep down the dinner was so she could determine if she felt strongly enough for me to stay with me. Knowing what the date was actually for, it was EXTREMELY hard for me to be cheerful and enjoyable. It was awkward, and I could tell her spirits were dying. Conversations lacked. I couldn't eat. It was bad.

Post-dinner, we walk back to her car. We both kind of sit there, and I was ready for it. I knew in that moment she was going to break up with me, so I said something like, "it's over isn't it?" I pretty much broke into tears at that point because I felt so strongly for her. She was obviously quite sad too, but not really crying. Even worse, just before leaving it turns out her mom was in the fucking mall we just had dinner at so I was forced to go in and say hi to her (girlfriend drove so I had no way home otherwise). I sat at the table with her mom and her while she awkwardly explained how we both just broke up. It was obvious her mom was happy but disingenuously told me things would be okay.

After an awkward thirty minutes she finally dropped me off at my house. As we sat in my driveway I was crying again, knowing this was likely the last real time I'd be with her. Then she started fucking bawling. We both bawled, and exiting the car was almost impossible for me. I got out and walked toward my front door, turned back and looked at her. I so badly wanted to kiss her, but I didn't. Went inside, sat down, and cried for a while.

So yeah, that was the worst date ever. That night though she called and felt horrible about it. She wanted to try to make the relationship work and said she buckled under the pressure, etc. With some bumps in the road between, we're still together today. The relationship is in the best state it's ever been in and I'm beyond happy that night wasn't the end.
This turned into a life story, apologies.

Wow, that was a really sad read, but I'm glad to hear you guys were able to turn things around. What was the deal with her parents? How come they didn't approve of the relationship (sorry if that's too peraonal)?
 
Was set up by a friend of a friend. Was told we'd "really hit it off", have a lot in common. I picked a relatively classy (expensive) restaurant close to my house for dinner, they specialize in wine. I usually avoid going so formal for the first date but based on what I was told, she would dig it. I go with a button down and favorite blazer. I order wine before she arrives.

She shows 35 minutes late up looking like a college freshmen who rolled out of bed for her 9 am Monday class after after a rough weekend (she was 23). Sweatpants and a hoody. The restaurant is fairly small, confident to say every single person turned their head as she made her way to my table. I almost considered pretending to be someone else, but we had already swapped pictures. Sits down, immediately checks her phone. After a few seconds she looks up and apologizes for being late. Explains she doesn't really want to be here but promised her friend she would go. Neat. I ask why she didn't just cancel. Seemed reasonable to ask. She scoffs, says that I'm lucky she showed up at all. "I could have stayed home and just blown this off, but I didn't". I don't get mad, just ask for my check from the waiter. After a few minutes of uncomfortable silence, I pay for my wine and leave.

A few days later the friend of a friend apologized for her, explaining that she was "going through some stuff". I think they set us up just to get her out of the house post-breakup or something. Not sure.

What patience you have to not at least blurt out some profanity. I find that to be so inconsiderate.
 
Thankfully I've never had really bad dates.

But, when girls have like NO personality, that sucks. 2 word responses, no interest in any conversation... ugh
 
Wow, that was a really sad read, but I'm glad to hear you guys were able to turn things around. What was the deal with her parents? How come they didn't approve of the relationship (sorry if that's too peraonal)?

Thanks, and it's not too personal! Her parents pretty much didn't see much in me. I was actually going through a very dark period, fighting depression. Interaction with her family was pretty bad; they had a good enough reason not to like me too much. Plus in the very beginning stages of the relationship, she and I got sexual and her parents weren't approving of that which set it off in a bad direction. They're EXTREMELY controlling and crazy, though. She's an adult now but is still treated like a 14 year old, and they have ways of manipulating her and controlling her until she moves out five months from now. The relationship is perfect now though, especially me having coped with and mostly fought off the depression the past half-year!
 
Back in 2008 when MySpace was still popular and I just graduated High School, I met a girl online and agreed to meet her a week or two later. She was a High School senior and we didn't make plans to do anything in particular but she wanted me to come pick her up to hang out.

Fine. So I go to her address and she hops into my car with three of her high school friends (all guys). I didn't understand why they were there but I said fuck it and decided to just drive around.

Do you know how hard it is to find something to do with four kids you don't know, one of which you were interested in getting to know up till this point, on a Friday night just driving around New Jersey? Well, that's exactly what I did. I drove around while the girl just conversed with the three other guys in the back of my car. We stopped by a 7 Eleven and they all got drinks. I literally stood around listening to their conversations, failing to even speak to the girl I initially planned on meeting.

It turned into two hours of driving around New Jersey doing jack shit. I felt like a god damn chauffeur. Finally I managed to drop them off at her place and she said she'd speak to me again. I don't know what I was thinking when I got home that night and in my frustration still expected to speak to her after that night. I contacted her the next day and she didn't answer. I tried for a week straight (every other day) and she never responded. Eventually I realized that she blew me off.

I was really confused about the entire situation.

Also, this is definitely not the worst date I've had, but I remembered it for the first time since 2008 and I thought I should share it.
 
I'm glad to hear from an outside perspective that it was weird. Other guys have told me it wasn't normal, but when you don't have much experience you doubt yourself and your 'standards'. For current things (that was 6 years ago?), I'm engaged and getting married to an awesome guy in May, so things are fine on my end. I wish you luck on yours. Good things do happen if you look/work for them. ;)

Thanks and congratulations!

Back in 2008 when MySpace was still popular and I just graduated High School, I met a girl online and agreed to meet her a week or two later. She was a High School senior and we didn't make plans to do anything in particular but she wanted me to come pick her up to hang out.

Fine. So I go to her address and she hops into my car with three of her high school friends (all guys). I didn't understand why they were there but I said fuck it and decided to just drive around...

Also, this is definitely not the worst date I've had, but I remembered it for the first time since 2008 and I thought I should share it.

This "bringing unannounced special guests" shit, I swear. I've only run into it the one time, but if it ever happens again I'm simply straight up ditching.
 
Thanks and congratulations!



This "bringing unannounced special guests" shit, I swear. I've only run into it the one time, but if it ever happens again I'm simply straight up ditching.

I know, it's extremely inconsiderate if not mentioned beforehand. I would never think to do it unless I really had to, and even then I would at least ask the other person if it was okay.

Another story of mine isn't really a date but it was going there I guess?

It was 2009, about two weeks into my college semester in my Forensics class. At this point I didn't make any friends in the class, nor did I really care to, but this one girl in particular caught my eye. She was really laid back and pretty nice whenever we worked on a few assignments during that time. I guess she thought the same of me because during one class she hand wrote a note that said something along the lines of: "Hey, you seem like a really cool guy. I hope this isn't too forward but if you want we can exchange numbers and hang out. This isn't because I want to fuck you. I just think you're really nice and cute, but let's chill sometime." Ugh huh. lol

So we exchange numbers and talk for about two weeks, in and out of class. We didn't do anything with each other but we expressed interest in one another. She would tell me how much she liked to have sex, how much she wanted to get physical with me, etc. I decided to go along with it and figured why not, what's the worst that can happen?

Then one night she messages me and asks me to come over so we can finally get down and dirty. At this point I'm pretty horny and down to at least take a step in that direction, even if it doesn't result in sex. So about ten minutes into a Facebook conversation with her and thirty seconds before I am about to step out of the door, she said that she had something to tell me. So I sit back down and continue the conversation with her, asking she tell me what it was before I left. Of course I'm not thinking anything serious.

Twenty minutes later she reveals to me that she has herpes and possibly a second STD, and that she should let me know because she really was fond of me and didn't want to pass such a thing onto me. Needless to say I was shocked and at a loss for words. I actually thanked her for letting me know. But she continued with even more. I found out she actually had a boyfriend whom she was cheating on. The guy she was cheating with gave her the STD. She also passed the STD onto her bf. A few months prior she also had a threesome with her girlfriend and the guy she cheats with. Apparently that girl also contracted herpes. In the mix of all of this she wasn't telling anyone she had herpes and God knows what else.

It boggled my mind and disgusted me. I remained friends with her despite how repulsed and paranoid I was around her. A few months later when the semester was over we spoke very rarely until finally we lost contact entirely.

I remember her to this day as the girl that got away... thankfully.
 
Yeah, seriously, there are a surprising amount of stories in here with people going out dates with someone who decided it would be a good idea to bring other people along.

I get if it was a "I'm uncomfortable meeting someone from the internet alone, so I'm bringing a friend along" sort of case (although even when I was meeting people online back in the mid-90s I never even ran into that), but, for people to be bringing along friends (or that person who brought along their ex - what the heck?) and just spending all their time chatting with them or something - that's just strange.

I'm wondering if some of them might be mixed signals - with one person thinking it's a "date" while the other person thinks it's "hanging out" or something (although even then you think it would be discussed beforehand). Other than that though - some people are just strange I guess.
 
17 years old, just passed my driving test, borrowed my mum's brand-new car to take this hot girl out for an evening meal and hopefully impress her. The evening went swimmingly, we got on like a house on fire and all the signals were good. Then for some reason while driving back to her place I suddenly decided to veer off the main road and down this narrow pitch-black lane at high speed. I think the intention was to give her a little fright by thinking we were crashing (mitigation: I was 17 years old). It obviously didn't go well. The car hit a rock by the side of the road, bending a wheel and shredding the tyre. It wasn't a crash as such but the car wasn't drivable. This is pre-cellphone so I had to set off to find a house to borrow a torch so that I could then spend two hours trying to find the spare wheel and working out how the fuck to change it (I'd never changed a wheel before). Finally got her home about three hours later. Her parents thought she'd been abducted. I didn't see her again.
 
My biggest one, though, when I was 15, dating my firstgirlfriend. She lived about an hour away, so only got to see her about once a month. Her mother knew about my plans for this - I saved up and a diamond engagement ring (it was only around $500, that great of a ring - hey, I was 15 - but still), and the third time we got to see each other, when I went to her house for her 16th birthday, I proposed to her with it...

What.
 
I have two.

So there's this girl I had been talking with for a while - rather cute, is into piercings... After a few months of back and forth messaging we decide we want to meet. I go to her place across town (took me maybe an hour to get there), and I call her halfway there. She wasn't ready, and I had to wait an additional 40 minutes.

She finally shows up, and man. She reeks of smoke and weed. She laughs and talks about how she fell asleep and ended up falling asleep on top of some form of resin? Anyway, I was saying to myself, let's get to the zoo quickly so she can stop stinking up my car. While talking she's often coughing up loogies. She asks me if we can go pick up her friend so he can go to this office where they manage his social security because they don't trust him to get the money directly. I reluctantly agree and pick him up.

He smells worse. Sweat and smoke. Like he hasn't taken a showe--OH, that's another thing -- she was talking about how she hadn't showered and apologized for looking the way she did! So I take them to the office, give him a ride back to his place and then there's a cop behind us, she freaks out because she's got drugs in her purse and I try to calm her down. We make it to the guy's place, and she suggests us staying at the guy's place to hang out. I say actually, I have something else to do and the time we were gonna spend at the zoo was already used up in driving this guy to the office. She stays at his place, and I hightail it out of there quickly.

I had the windows down the entire time and the car smells. I get it to the car wash and have it detailed. I could still smell a faint bit of it. Took days for it to go away. I had never been so disgusted -- I still gag just thinking about it.

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This other date, well, the story is much shorter.

I tell this girl I had been talking with, and met already once, that I'd be late for our date by about 10 minutes or so. When I arrive, I find that she's wearing a horse mask. She says it's my punishment for being late, and refuses to take it off. I asked if we could at least hang at her place and I'll order us pizza and rent a movie, to which she agrees. However, she insists to greet the pizza delivery guy with the mask on. So there's this hot girl in a small red dress and a damned horse mask. Oh, by the way, she's making horse noises while I pay the guy. I was so embarrassed, but thought it was funny. While hanging out she puts the moves on me to start to make out but she still refuses to take the mask off, insisting again that it's my punishment for being late.

It was really awkward. It killed the mood and excused myself - I didn't call her again.
 
This other date, well, the story is much shorter.

I tell this girl I had been talking with, and met already once, that I'd be late for our date by about 10 minutes or so. When I arrive, I find that she's wearing a horse mask. She says it's my punishment for being late, and refuses to take it off. I asked if we could at least hang at her place and I'll order us pizza and rent a movie, to which she agrees. However, she insists to greet the pizza delivery guy with the mask on. So there's this hot girl in a small red dress and a damned horse mask. Oh, by the way, she's making horse noises while I pay the guy. I was so embarrassed, but thought it was funny. While hanging out she puts the moves on me to start to make out but she still refuses to take the mask off, insisting again that it's my punishment for being late.

It was really awkward. It killed the mood and excused myself - I didn't call her again.

Oh sweet you went out on a date with Sarah Jessica Parker?
 
Happened to my friend back in the early 90's except the girl said she would pay. They get done eating and she had "forgot" the money. Made my buddy walk back to her place to get it about a mile away, on the way he gets arrested, she had bolted out the door a couple of minutes after he had left lol. He got 40 hours community service and never talked to her again.
Damn, I don't know if that's worse or just as bad. Any idea what possessed her to do that?
 
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