A first date can be nerve-wracking. You have no idea if you’ll like the other person or if they’ll like you. And prior to the date, it’s hard to prevent your mind from running wild, imagining all of the possible scenarios. What if he’s super creepy and I want to leave immediately? Or, what if he’s perfect but I end up with food in my teeth the entire night?
There’s only one way to find out if you’re compatible: being brave enough to go on the date. And if it doesn’t work out, well, hopefully you’ll at least get a good story to tell. Netizens have recently been recalling the cringiest moments they’ve ever experienced on first dates, so we’ve compiled a list of their stories below. Enjoy scrolling through these tales that might make you happy to simply stay single, and be sure to upvote the ones that you can’t believe are true!
#61

He was already at the restaurant when I showed up with a friend! I didn’t know the friend was there a waitress told me afterwards. About 15 mins into the date; after he ordered a pitcher of beer when I told him I don’t drink. The friend casually walked over and pretended to be shocked to see him. Then told him about a friends birthdays BBQ he was off to and my date was like omg that’s today. I excused myself to go to the bathroom and that’s when the waitress told me. So I left.
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6points
#62

He showed up late with flowers wearing a track suit. A TRACK SUIT. When the bartender asked for a credit card to take out drinks he just looked at me. I looked at the bartender. And we both looked at him like he was crazy. Because hello. You invited ME. You pursued me. So as he hands over his card he says “I mean I’m not a rich man” and we both cringed. I should have got up and left right there. He spent the entire date talking about how broke he was. It was SO gross.
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6points
#63
So I agreed to meet this guy for drinks and music at a bar. I was part of the itty bitty club so i wore the chicken cutlets in my bra. We’re sitting there next to each other watching the band and he put his arms around my shoulder. I look down and he’s fondling my breast and I had no idea! Hahahahahahaha (couldn’t feel it bc it was the chicken cutlets.) Told him I needed to make a phone call (pay phone days) check on my kids…called a cab. Excused myself to go have a smoke and hopped in the cab.
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6points
#64
Date with the best looking man I have ever date sweet smart good job then when we were talking about football it was over. A running back fumbled on a play that would have gotten the team to the playoffs they ended up losing the game. He said and thus is a direct quote, "if it had been a watermelon he wouldn't have dropped it."
Date over.
Date over.
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6points
#65
We'd talked for over a week. He said he was good with polyamorous relationships and had been in them before. I drive 40 minutes to get to his place. We'd talked about clothes before hand. I was dressed somewhat nice, hanging out comfortable, but nice. He was in basketball shorts and a dirty shirt. He gives me a tour of his house asking for compliments the whole time. Even shows me the empty room with stacks of video games on the floor that he locks because he doesn't trust his housemate. I'm already feeling awkward as we sit down and start talking, at which point it comes out that his prior experience with polyamory involved him deciding that he wanted to make it a goal to disrupt the pre-existing relationships, just because he could. That he saw making his meta jealous as a challenge. That he saw it as a challenge to try to replace the meta. I told him thank you for his time but this was obviously not going to work. I spent less than 40 minutes there. I spent over twice as long driving as I did actually on the date. I was livid but proud of myself for just saying nope and leaving.
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6points
#66
We met at a bar a few nights before. A few days after our drunken info exchange he asked me out to drinks. Sure, why not. We were having a decent time and we started walking towards a few clubs downtown, stopping at a bar or two on the way. He kissed me at some point. Nothing major, not unwelcomed. The kisses continued- just a peck here or there in between laughs and drinks. We were finally at a more club-type bar downtown.
We were joking about something. I was playing coy. He went in for a kiss, and I jokingly turned my head to the side, just enough that he caught my cheek. He sat back in his chair and kind of stared off into space. Then he got up and walked outside. I waited for a while. I thought he may have gotten a call or something. I chatted with the people around me while I waited. After about 10 minutes I went outside and he was nowhere to be found. I walked ~35 blocks back to my car in the pouring rain. I called my roommate because I couldn't believe that he just up and left.
Then he called me. I asked why he left and he said it was because I denied his kiss. Okay, fine. I told him that he should have been an adult and talked to me about it. It turned into a screaming match. Then he begged me to come over and I told him to kindly f*ck off.
We were joking about something. I was playing coy. He went in for a kiss, and I jokingly turned my head to the side, just enough that he caught my cheek. He sat back in his chair and kind of stared off into space. Then he got up and walked outside. I waited for a while. I thought he may have gotten a call or something. I chatted with the people around me while I waited. After about 10 minutes I went outside and he was nowhere to be found. I walked ~35 blocks back to my car in the pouring rain. I called my roommate because I couldn't believe that he just up and left.
Then he called me. I asked why he left and he said it was because I denied his kiss. Okay, fine. I told him that he should have been an adult and talked to me about it. It turned into a screaming match. Then he begged me to come over and I told him to kindly f*ck off.
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6points
#67
We were having pho, and he had nothing to add to conversation, everything I said, he replied with a nod and "100%"
I've never tried to eat pho so fast!
I've never tried to eat pho so fast!
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6points
#68
Mine was a few years ago.. At the time, I had just graduated the police academy and was a new rookie. Met the guy through tinder, and noticed he had gone through the academy too. Told me he graduated, and his favorite parts were A,B and C. Said he planned on being an officer, but his parents business needed help and he was working there. Some of what he said wasn’t matching up with me.. but still, we decided to meet for dinner. Prior to going I did some research on him. Found out he did go to the academy, but was expelled two weeks before graduation, and he had committed a burglary a few months afterwards. Met him for dinner to confront him about it.. he wore 90’s jeans that were more like parachute pants, a strange oversized button up shirt and the whitest dad sneakers ever. The date quickly became an interview as to why he lied, and how he thought I wouldn’t find out. He was so unnecessarily and disgustingly cocky about everything until he realized what I knew.. then he turned into a pathetic sad child.
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6points
#69

We had to climb over a lil fence thing to get out of the parking lot.. he put his hand out to help me and STILL LET ME FALL!!! I hated him after that.
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5points
#70
Went to diner and everything was fine. Waiter asked how we’d like the check and he quickly said to bring one. Waiter puts it down and he proceeds to stare at it for 10 min. I finally said… do you want to split it? He was like yeah and we both put our cards down. Left and never saw him again.
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5points
#71
We went to his house (I know) where I met his family. He proceeded to tell me that they were all werewolves and they all (everyone in the family) howled in the livingroom. I stayed mostly for fear i would die if I wasn't nice. He told me he loved me and then said i should keep my neck covered "for my own safety" because I guess he was also a vampire? I don't like talking about it because it sounds like a lie but I'm pretty sure it traumatized me I talked to some other girls in my high school about it and they all described similar experiences.
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5points
#72
He showed up in jeans with bling on the back pockets. Told me how successful he was in selling antiques - he bought junk at flea markets and sold it on eBay. His favorite past time is having wine night with ‘the girls’ while watching The Bachelor together. When I declined a second date with him, he pulled out the “you know why you’re single…” bs. I know why I’m single, because I’d choose the bear. Thanks, bye.
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4points
#73
I am dating a shi tzui. When we go to restaurants I pay. He’s well behaved, respectful, polite, and amusing. The only cringe is when he poops on the sidewalk. I sigh, then pick it up.
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3points
#74
I'm Floridian (don't hold it against me) and meet a guy from Arkansas who had recently moved to Florida. We chatted and chatted and really hot it off. He rented a small boat for our first date, which I thought was really romantic. I'm a decently known fetish model, and he knew of me. When I got down to my bikini on the boat, he fan-boyed obnoxiously hard and was being kind of gross about it. A storm started to roll in. Being from the area, I knew when a storm was actually going to hit or not. He refused to listen to me and rode past the docks and got us stuck in a down-pour. He wanted to go eat... Soaking wet, but I asked him to just take me home. When he did, he tried to kiss me (ew, no, I'm cold and wet now from you acting like a pig). He then asked if he could come in to dry off, which I agreed to. He then presented be with literal rope from Home Depot (I do some bondage stuff professionally) and had been practicing and wanted to test it out. I denied him of that too... For multiple reasons at that point and then had to tell him quite a few times that the date was over. He was really something special. He then text me afterwards to say he realized it wasn't going to work out and he was sorry, but ask if we could just fool around? Umm, no.
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3points

