Worst Date ever stories

joy14bw · August 2014

OK I know you all have them and I really need to be kept busy and entertained!! (please)
I want to hear about the worst date you've ever had!

Mine was about a year and a half ago. It was with a guy I connected with on Match. Since I didn't meet with guys til I felt like I had a good idea of who they were - we talked on the phone a lot. From pics this guy was cute, in shape, and easy to talk to. Met up with him for dinner and from afar he looked handsome....as I walked closer I realized I was taller than him. Not such a big deal but he listed 5"9 on his profile and I'm only 5"7. Date was ok but I just felt like he was trying too hard. Afterward he asked if we could see each other again and he was shocked by my no. I said, " I just can't date someone who isn't comfortable with themselves." He asked what I was talking about and I told him about the misinformation. Then he got very defensive and said "Well the last time I went to the Dr they said I was 5"9". I kind of laughed and that just killed everything. So I just said I'm sorry and left.

edit: WTH TK! You are killing my post.

[Deleted User] · August 2014

@es14bw -You've got some guts to straight up say that to him lol. I probably would have ended up just ignoring him and eventually just told him that I don't see us as a couple lol.

I guess mine was when I was a freshman in college and I asked a guy I had a big crush on to our Fall Semi-Formal for our sorority. We had been hanging out for a couple months and he said he would love to come with me. Well as it gets closer to the date I stop hearing from him (he usually texted me at least every day) and I messaged him on facebook asking if he was ok, I hadn't heard from him at all that week. He responded saying that he had a girlfriend but that she didn't mind if he went with me still. I was shocked lol and I told him that I wasn't comfortable bringing a guy who had a girlfriend since I wouldn't want my BF going to a semi-formal with another girl.

So then I asked another guy who I was friends with down the hall. He was pretty cute and we had actually talked at the beginning of the school year. Well he made sure to flirt with basically every single one of my sorority sisters and proceeded to try to get their numbers in front of me. It was super awkward. So when we got back to campus, he asked what the after party plans were and I told him I was tired and he left. In reality I went to a party and got drunk after my lovely evening.

eilis1228 · August 2014

I had a guy show off his cigarette burns all over his arms. Dead sexy.

joy14bw · August 2014

@southernpeach89 - I'm sorry but I was just looking at the GIFs and I had to go back and get this one for you...

Edit: Never mind then...TK doesn't like this one

bethsmiles · August 2014

This won't be as good as most of yours because I've really only dated BF. But one of the very first dates BF and I went on he took me to see a double feature at the student theater which is apparently sponsered by the local sex shop. We were literally the only ones there but because they are sponserd by the sex shop the still had to do the whole deal they normally do of showing off/talking about the products. Apparently they normally have people act out various sex positions but said since it was only us they'd skip that.

Also his brother had recommended the movies to us so we saw Zach & Miri Make a Porno and How to Lose Friends and Alienate People (which has a lot of random penises in it). It was very sex filled for a 2nd or 3rd date.

lmcooper86 · August 2014

@eilis1228 - That is brutal.

I had a date with a guy who complained about how expensive it was to take girls out every night of the week and go on dates all the time, asked if I wanted to share an appetizer with him but then gave me a dirty look after I had a couple bites, tried to persuade me to stay for a second drink for at least 20 minutes, and then insisted on walking me home and tried to kiss me.

The kicker on this super awesome date was that I was chatting with a girlfriend later that night and told her about my date, she asked me a few questions about him, and we realized that this was the douche who had gone on three dates with HER and then just totally stopped calling. I'd spent the last 3 days telling her what a loser he was for just disappearing and then ended up on a date with him myself!

[Deleted User] · August 2014

@es14bw

eilis1228 · August 2014

@lmcooper86 Yeah, high school was great for dating. lol

minskat30 · August 2014

Mine didn't actually materialize to a date but I met some guy on Match and emailed then chatted over the phone for a while. Thought he passed the "weird" test until he started calling all the time after we scheduled a date. Then the texting began (oh the texting). It started with a somewhat harmless text of "How do you feel about PDA on the first date" and progressed. I tried to give him the benefit of the doubt but told him to cool his jets and that I would feel more comfortable with a lunch date instead of dinner. He told me "No, don't be stupid. We are going to dinner." point blank at which point I said "No, we aren't going out at all now." He then proceeded to tell me how I was making the "worst mistake of my life", how "he would have cared about me more than anyone else I've ever been with", etc. He kept calling and texting for NINE months (I tried to block him and he would use other lines) until H, who I was dating at that point, told him to back the heck up.

jenna8984 · August 2014

Hmmm one time in high school a guy took me to the movies. On the way home at like midnight we're on the highway in his pickup truck and we feel a giant SMASH and feel myself flying towards the windshield. I put my hands out and had my seatbelt on so I was fine. But we go to turn and look at each other.....and there's a man between us hanging halfway through the back window!!!! We both screamed, and the man was mumbling about Hells Angels. Turns out he was drunk doing about 120 on his motorcycle and just crashed right into the back of us and flew off the bike into the back window.

He was practically dying....then a douchebag behind us ran over the motorcycle so he was all up in the man's grill like "Yo, I'm gunna kick your ass, you just wrecked my BMW". We were like dude, he's already dead, chill the fuck out. So of course the cops and ambulance came and everything. And the poor guy's truck was all jacked up, all the tail lights were broken. On the way driving me home from there, he gets pulled over for not having tail lights hahahah. They let him go after we explained what happened. He was a nice guy but we never went out again, I think he left for the Army or something.

[Deleted User] · August 2014

Mine is similar to @minskat30- But I bought weed from the guy. And then he kept texting he had great weed that he wanted to come smoke with me. I said no, unless I was gonna buy some. He seemed nice enough. Until the WINKY FACES!!! Omg, dude. Putting a winky face after something in a text DOES NOT make it cute. He would say the most horrendously perverted things, via text, then put a winky face. I would tell him it was disgusting and to leave me alone, but he'd keep texting me how he was just kidding. I think it literally only took two of those jokes (and I have an extremely high tolerance for vulgarity, mind you) for me to start texting him to fuck off. Which fueled his fire. Getting turned down must have turned him on. The more awful I was, the more he begged. I ignored him for months, but sure enough, every week or two I'd get another random text asking how I was, or if I wanted to hang out and smoke. Not sure how long it took him to stop. . . I never even HUGGED the guy!

Not really a date though. I don't think I've ever had a bad date, really.

[Deleted User] · August 2014

LivLeighton said:

Here are dates from the past month or so.

Guy who asked me if I cared if he Instagrammed our dinner. I said knock your socks off. We were eating tapas; he took a picture of every single dish that came out. And said, "Hashtag - YUMMMMM" after every one.

Guy who told me adoption was fucked up and anyone who is adopted is fucked up. (I'm adopted.)

Guy who had a wife and kids I didn't find out about til our 2nd date.

Guy who complained that dating is ridiculously expensive, proceeded to order the most expensive food and drink off the menu while I ordered water and a salad, and then expected me to pay because he "thought I was a liberated woman."

Guy who clearly had a thing for his sister.

And, the best one, guy who kissed me once and jizzed in his pants from said kiss, then pulled down his pants to proudly show me "what I had done to him."

If you wondered why I think I'm going to die alone and have my pets eat my face, this would be it.

I have never met someone who felt the same way as me on this!

<---- winky face (trying to make a point)

speakeasy14 · August 2014

Oh I like this thread!

After my first long term relationship ended I went through a really bad rebound phase and would date anyone who asked me out, and apparently I seemed to attract a lot of oddballs. Apparently I have some sort of sign attached to me that says, "if you're weird or creepy, I'll date you." I had the pleasure of the following dates:

First guy: Date went well until he went to kiss me. I'm pretty sure he thought my face was an ice cream cone... he continually licked me from chin to forehead until I was able to pull away.

Second guy: Seemed like a really nice guy, went on several dates until I went to his apartment. When I walked in his room, it took all my strength to not scream. He took one of my pictures from facebook, and had it blown up to a life size poster and it was hanging next to his bed. I couldn't run away fast enough.

Third guy: Was set up on a blind date by mutual friends. After the date, I wasn't interested so I declined any further dates. He did not like that response, so he contacted my friends to find out what I was doing, all the time. He also would stalk all social networks and make rude comments on pictures of me with other men. After I blocked him, he decided to full out stalk me and sit outside my apartment. Luckily, he was not a good stalker, and I was not home. Found out from a neighbor who called the police, and I stayed with a friend till he was gone.

*Edit* ugh I swear I had paragraphs!

jenna8984 · August 2014

Oh and one guy... He was 3 years younger than me so I didn't even know who he was in high school, but it happened that he went to my college so my brother said "hey he's a great guy, take him to parties and show him around a little". I was a senior in college and this guy was a freshman but I was like ok, he's from my town, brother knows him, I'll be nice. Met up with him....and he was smoking hot!!

So I was unaware that he had a giant crush on me in high school (because I didn't even know who he was) but apparently I was like his older woman dream in high school. Yea....I didn't know that until I hooked up with him and while I was still in the room he called his best friend to say "Dude, you're never going to believe who I just bagged!!! I know man, it's like our dream!" and then asked me if I'd have a threesome with said best friend. OMG no!!!

tuarceatha · August 2014

Wow.
I know I have some good ones but I can't remember specifics...
I vaguely remember dating a guy I met at a bar in Boston and he did some sort of boring dry humping thing for a really long time one night. Not really a date, but awful nonetheless.
Which reminds me of the guy I met through a friend that also dry humped me. Really fast. Is this a thing I just never got into? Or is it weird that I have two guys that did that to me? (Anyone ever see that episode of SITC? Jackrabbit or something?)

jenna8984 · August 2014

bookstorespeakeasy14 said:

Oh I like this thread!

Second guy: Seemed like a really nice guy, went on several dates until I went to his apartment. When I walked in his room, it took all my strength to not scream. He took one of my pictures from facebook, and had it blown up to a life size poster and it was hanging next to his bed. I couldn't run away fast enough.

shut the fuck up......

[Deleted User] · August 2014

bookstorespeakeasy14 said:

First guy: Date went well until he went to kiss me. I'm pretty sure he thought my face was an ice cream cone... he continually licked me from chin to forehead until I was able to pull away.

phira · August 2014

The first date I went on through OKCupid was terrible. The guy was incredibly weird, and during the week between when I asked him if he wanted to meet in person, and when we could actually meet in person, he turned coffee into dinner, a musical at his local alma mater, and ice cream. He kept insisting that I join the a cappella group he was in, even though he was a grad student at another university and I DON'T SING. The whole date was awkward from the start, when he brought roses, and the only good thing I can say about the whole debacle was that he was very gracious when I ended the date saying, "I had a nice time, thanks" and he didn't harass me for a second date.

There was a date I didn't go on because two days beforehand, I stopped ignoring the red flags from the guy's messages (also OKC). Whenever we chatted, he was very condescending, and he acted as though he knew me very well, even though we'd never met. He also was proud of the fact that, at age 25, he was in medical school and had completed a PhD, even though he didn't graduate early; I suspect that either he was straight up lying, or he did one of those bullshit degrees where you make up your own field of study (probably lying).

Things got especially creepy because we had agreed to meet at the restaurant, but he had been fishing for details about me that were more person, and when he figured out exactly where I lived, he insisted on coming to my apartment and escorting me to and from the date. I'm just unbelievably grateful that he didn't ever show up at my place, because for a while, I was terrified.

IrishPirate60 · August 2014

I once went out with a guy who insisted on showing me all six albums of pictures of his tole painting. As we sat in his truck. On a cold night. Never went into a coffee shop, which was the original objective. Do not say "tole painting" to me. Ever.

Peaseblossom55 · August 2014

I met a guy from match we went out twice, while were dating and talking every morning he would text me have a great day ect ect. He was nice but I didn't feel connection he still did this for 2-3 months after we stopped talking.. I had to finally block him.

I met a guy for a date for the opera this was off of e harmony so he was short, shorter than me ( lied about his height) and I was wearing 3 inch heels. He also had a wierd limp, he was also really socially awkward.

In college we had a mixer with this one frat and I made out with some random guy from the frat we didn't even exchange numbers and probably not even names. He kept stopping by my sorority house to look for me ( I did not live there, thank God) he wanted to ask me to their formal. It was just creepy.

The guy I dated from another dating website we hit it off well I liked him a lot. He ended it with me because he met someone else. A few months later he called stupidly I said yes to another date, we began going out again casually and he broke it off with me again to go out with the girl again he previously broke up with me for.

I probably have so many more I can't remember.....

speakeasy14 · August 2014

jenna8984 said:

bookstorespeakeasy14 said:

Oh I like this thread!

Second guy: Seemed like a really nice guy, went on several dates until I went to his apartment. When I walked in his room, it took all my strength to not scream. He took one of my pictures from facebook, and had it blown up to a life size poster and it was hanging next to his bed. I couldn't run away fast enough.

shut the fuck up......

Yeah... should have been my sign to give up on dating for awhile. I did take the poster before I left, and blocked him from all social media while I was in my car.

joy14bw · August 2014

@LivLeighton - I'm adopted! and I would have kneed him in the balls, Seriously!!

[Deleted User] · August 2014

@jenna8984 - How the HELL did I skip over the teeny tiny little fact that a guy almost DIED on your date?!? Right next to you?!?!? Jeezy Chreezy. I think you win.

Although that's really depressing. . . I'm sorry you had to experience that! :S

jenna8984 · August 2014

EisleyJoGo said:

@jenna8984 - How the HELL did I skip over the teeny tiny little fact that a guy almost DIED on your date?!? Right next to you?!?!? Jeezy Chreezy. I think you win.

Although that's really depressing. . . I'm sorry you had to experience that! :S

@eisleyjogo Right?! I'd never been in a car accident before and this man was full of glass and blood and 1 foot from my head! I was freaked out about getting in a car with people for a little while after that!

thetimewillcome · August 2014

This was my strangest one: I was in undergrad and an upperclassman asked me out on a date. I agreed and we decided to meet at the restaurant (I wanted to be able to leave of my own free will, not that the guy creeped me out or anything I just didn't trust anyone in general). I get there and he brought a friend (another guy) with him. What?!? They spent the whole time kind of talking to each other and I felt like the third wheel. It was kind of (ok, not kind of...really) awkward.

I did go out on a second (and final) date with the guy after I confirmed that he wouldn't bring his friend this time, but it was equally awkward even though he didn't bring his friend this time.

ETA: I did ask him why he brought a friend, and he said he thought I would be more comfortable...

loves2shop4shoes · August 2014

I have two that were pretty awful.

1. Guy I worked with asked me to a movie. I thought he was gay, as did EVERYONE we worked with. We were friendly, so I thought it was a friend date. We met at the theater and each paid for our own ticket. So definitely didn't seem like a date. After the movie, he walks me to my car and tries to kiss me. In shock, I yelled out, "Aren't you GAY?" That didn't end well.

2. I was dating this guy for two months. I was 18. He took me out to dinner for my 19th birthday. He gave me my birthday present at the table. It was an ornate jewelry box with a diamond ring in one of its drawers. I was like..."What is that?" He informs me that it is a promise ring. At this point, I'm totally creeped out and ask what the promise is. He says, "The promise is to be together, get married, and to have children together."

I excused myself to the bathroom, called up BFF in the stall, told her everything, and told her she needed to call me with an EMERGENCY in approximately 3 minutes. She did, and I promptly got the eff out of there.

eilis1228 · August 2014

jenna8984 said:

Hmmm one time in high school a guy took me to the movies. On the way home at like midnight we're on the highway in his pickup truck and we feel a giant SMASH and feel myself flying towards the windshield. I put my hands out and had my seatbelt on so I was fine. But we go to turn and look at each other.....and there's a man between us hanging halfway through the back window!!!! We both screamed, and the man was mumbling about Hells Angels. Turns out he was drunk doing about 120 on his motorcycle and just crashed right into the back of us and flew off the bike into the back window.
He was practically dying....then a douchebag behind us ran over the motorcycle so he was all up in the man's grill like "Yo, I'm gunna kick your ass, you just wrecked my BMW". We were like dude, he's already dead, chill the fuck out. So of course the cops and ambulance came and everything. And the poor guy's truck was all jacked up, all the tail lights were broken. On the way driving me home from there, he gets pulled over for not having tail lights hahahah. They let him go after we explained what happened. He was a nice guy but we never went out again, I think he left for the Army or something.

WTF

LizzyTish88 · August 2014

I went out with a kid in high school and we went to the drive in together. On the way to the drive in we drove past an outlet mall and he responded "why don't we just go shopping and drop a couple grand?" I politely replied that I was okay (and BROKE!) and to just continue on to the drive in. We got to the drive in and went and bought snacks. He paid and when we got back to the car he was trying to put his cash back in his wallet. He says "OMG there is so much cash in here I don't think this thing will shut!" He left for a bathroom break not to long after this and I texted my mom to call me and tell me to come home right away. Never talked to the kid again after that!

minskat30 · August 2014

@loves2shop4shoes - I'm sorry but your promise ring story made me laugh and remind me of a proposal story!

I was proposed to in Kindergarten. This boy brought his mom's engagement ring to school and proposed to me, I said "maybe" but took the ring. Thank God I didn't loose it all day and when walking home. My grandmother saw me when I got home and had a FIT. My dad was called in and I was crying at that point and dad told me not to take jewelry from anyone but him.

[Deleted User] · August 2014

@minskat30 That's the cutest worst date story I've ever read! I love how you were like, "Maybe..." then took the ring hahahaha.

minskat30 · August 2014

southernpeach89 said:

@minskat30 That's the cutest worst date story I've ever read! I love how you were like, "Maybe..." then took the ring hahahaha.

A girls gotta think about these things you know?

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