It was going okay before dude started bragging about how he went out with a lady not too long before. He wasn’t all that into her and he said she clearly wasn’t into him, but he paid for dinner and guilted her into going home with him because he “might as well get something out of paying for her.” Giant red flag at this point. I went to the bathroom, when I came back the bill was on the table. He claimed that the server had brought it as one bill, rather than separate, and pointed out that she’d drawn a heart around the total in red pen. He refused to let me pay for my portion.

The thing is, it’s standard practice for servers to ask if the bill should be together or separate here, and I’d always been asked at that particular bar. Dude wasn’t a local and clearly didn’t know that. This guy told me about how he used “but I paid so now you owe me” to coerce a woman he knew wasn’t interested into having sex with him, and then immediately tried the same bullshit on me. He had deliberately asked for a single bill while I was away from the table. I’m reasonably certain he’s the one who drew the heart on the bill too.

Needless to say, it didn’t work. He still tried to drag me off to catch the train in his direction with him and got real upset when I told him to fuck himself and bolted. I’m very glad it was an early date so it was still light out. This guy did not take kindly to being told no.

She was an hour and a half late. I only waited for her because she was responding to my messages, apologized for her tardiness, and said a couple times she’d be there within 20-30 minutes which led to a 90-minute wait). Once she got there, she told me that she was late because she was having some anxiety that day and went to a friend’s to smoke a bowl first. She chainsmoked on the patio, and I sat away from her because I don’t want to smell that while I’m eating. She told me about a terrible book she was writing, with the sort of stupid plot you’d get from r/writingprompts. And then she said she needed to get high again and asked me if I wanted to come to her car with her while she did. I declined and said I was gonna head home. Proceeded to promply never see her again.

First date with a girl: I open the car door for her when I pick her up. As she gets in, she hooks a hoop earing on the corner of the door and rips it out of her ear. The next 6 hours are getting her through ER to get stitched up.

Funny enough, I did get a second date and we hung out for about a year after that.

Asked a girl out on a date. She invited me over to watch a movie with her at her parents house (we were in our late teens). I arrived; her recently deceased family dog and incredibly distressed mother were both in the kitchen. Dog was a really big golden retriever that had been euthanized, and the mom had bought him home? Not sure why? Maybe to bury in the back yard or something? Idk

Anyway I offered to leave but she was insistent that we watch the movie together, which we did, on the couch, with her mom crying in the next room. Halfway through the movie the mom screams he’s still alive, he’s still alive. Go into the kitchen, she’d gone to move the body and it had expelled air and made some noise. I had to explain, with my best year 12 biology, what had happened. Five minutes of this woman losing her shit with grief out of her beloved companion dying.

Girl insisted we watch the last 10 minutes of the movie, it finishes with us watching in silence, I get up to leave and said something stupid like hey I’d love to do this again sometime and she says “I have a boyfriend”

I’m like alright well that’s that then and didn’t put in any more effort. Stupid me, she was hot and I really liked her. Being a dipshit I wrote a song about it, using the three guitar chords I knew, which takes me to act ii…

…five years later, I’m at a party, exchanging worst first date stories with friends and fellow partygoers including a cute blonde. I wait my turn, tell the story, she laughs her arse off and then goads me into singing the song, accompanying myself poorly on the guitar. I absolutely fucking nail it, everyone is in stitches, sit down next to her and the night goes from there. We end up leaving the party for a walk down to the local beach, made out on the beach, things get frisky, jump in a cab back to my house, in bed together, have drunken sex…which results in a broken condom. She lives literally the other side of town so we have to wait till (a) I’m sober enough to drive and (b) pharmacy is open to get a plan b, then have the most awkward drive back to her house. Get there, offer to walk her to the door, she says no, kisses me goodbye in the car, then texts me…to say she has a boyfriend.

Worst date ever: Dude was drunk when I arrived on time. Apparently he arrived at the pub 3 hours earlier to just sit and drink. Claimed to be people watching the whole time.

He was argumentative, obnoxious and creepy. Even bragged about people he was making uncomfortable in the bar.

He said he Didn’t have a license to drive… likely because he lost it from drunk driving.

Anyways I made up an excuse that I had to work early (he insisted to stay and keep drinking) and I left and blocked his contact as soon as I exited the pub.

On another date the guy I think was homeless and couldn’t afford to go on a date which is not the bad part. We went around town and just went up elevators to look over the city scape. If anything that was a positive for him in that he was being innovative with his situation. The bad part was he was deep into the Rooshv bullshit. he started talking about how clever he was, making sexist comments about men and women and how they should be and making lewd comments about my body.

As soon as we got to street level from the second building I said I had to go and tried to leave, he clamped a hand around my wrist to stop me but I used a bit of a self defence move to break free and wander into traffic to lose him.

We met at a café for coffee and pastries. He talked about himself non-stop, I couldn’t even get a word in, like not even to ask follow-up questions. Every so often he would realize what he was doing and then pause and sat “Oh, uh, how about you?” as though he finally remembered I was there. I could get about 2 sentences in before he took over the conversation again.

After the first date I was willing to give him a second chance because I know people can talk alot if they’re nervous, so we called each other a few times, but it was the same thing, just him talking the whole time. He would call me after work and ramble for an hour about nothing. I finally broke it off because he just never shut up.

He kept talking on the phone before the date about how short he was. I assured him it was ok. He really was very short in person but I’m not bothered by that kind of thing, but the way he kept talking about how he was shorter than me (and I’m short) through the whole date just made it so pointless and self centered. When he asked me out again I said I had met someone else and it was getting serious just to avoid going through that again. He didn’t attempt to get to know me at all, so what was the point?

I worked a security gig where I had to call into a phone call center every hour to show I was awake. I was there for three day and got to know the girl on the other end pretty well. We ended up almost talking the entire last night.

We made arrangements to meet after we both got off work. I was incredibly nervous and my face had gotten itchy and i scratched it so badly my face swelled up. I had no way to get ahold of her to postpone our meet up. So we met and she freaked out at the sight of me and left. Never saw her again after that.

Met a woman on OKCupid back in like 2014. We seemed to hit it off, so we agreed to a mall date since we were both broke (she was a college student, I was a youngster in the military). We were gonna get food and just kinda walk around and window shop and talk. Gonna try to keep this short, but a lot happened:

1. Had me pick her up from her dorm, went up to the dorm, her roommates were drinking even though everyone was underage, and they’re thanking her for having mom get it for her. She’s super nice about it, but proceeds to complain the entire drive and start getting emotional because she hates that they drink when they’re underage, etc. Yet… She provides it…

2. She doesn’t eat when we get to the mall, and instead spends the whole time I’m eating, talking. No breaks for me to respond, just keeps going.

3. We start walking around the mall, and she starts randomly pinching me. Like, painfully, randomly pinching me in my arms and torso. I’m finally like wtf is with the pinching, and she says that she was doing it because I wasn’t holding her hand while we walked around… We just met, and the vibe is already pretty crap, and how in any way is that a way to communicate…

4. We finally leave and get back to her dorm, I walk her to her door, and I’m invited in by her/the roommates. Fine, I decline drinking because I’m a good sailor, but my date and I exchange some pleasantries with the roommates and then head to her room. It’s basically just a bed, I think maybe she was just super nervous at the mall and being in her own environment she’ll relax.

5. We’re just chatting, and the pinching starts again, and she’s kinda just going for it with no breaks. I’m getting pissed and finally grab her wrists and tell her to stop, and she bit me. On the chest, like, hard, not a romantic playful lil love bite. I’m, again, taken aback and am like, wtf?!?

6. She starts giggling and tells me that that’s how women tell guys that want to make out/get intimate. What?! No, not how that works, at all… Especially not on a first date. But, fine, I tell her she can just ask, figuring she just wants to make out.

7. After a little while making out, the pinching starts again, and apparently this time it’s how women say they want to have sex. I wasn’t so turned off, it just didn’t happen, like, at all.

8. She walked me back to my car, and I drove her back to her buildings door, and she bursts into tears about her roommates and the drinking again, I console her enough for her to feel better and go back to her room. Say goodnight, and she just sits there staring at me. I’m kinda done at this point and just ask what, and I get, “No kiss?” Fine…

9. Get a text while I’m driving home telling me it was one of the best dates of her life, she really hopes we can see each other again soon, she really liked me and was attracted to me, etc. I respectfully declined, and when she wouldn’t just take that as an answer, I sent her a text essay outlining basically all of the above, and I honestly can’t remember if she responded.

Honestly, she wasn’t a bad person, and maybe at different stages in our lives things could’ve gone better… But she had a lot going on and a lot of life to live and learn from, and I wasn’t up for the ride. Hope she’s doing well, if she sees this and recognizes it, and that she stopped using pinching as a means of communication.

Oh, and to illustrate how hard the pinching/bite were, I had dime sized bruises all over my arms and torso the next day, and a bite mark bruise on my chest.

Went out with this girl I really liked but brought a friend too just to make it less one on one and more casual. I really liked her and thought it went well. When I drove my friend home, in conversation, he told me I could do better. It was such a stupid destructive thought. All three of us were into the arts. He was into videography, she was photography, and I was painting airbrushed graphics on motorcycles. I dated her for a little while again later and more seriously, but my life was more of a mess then and it didn’t work out. That was one of my biggest mistakes in life; not realizing my lack of emotional depth and letting other’s opinions hold sway or weight. I partition my emotions now. I’m not sure how I feel in the moment. My first reaction is likely worthless, so “I’ll have to get back to you later” - is my usual response. People who whine about how everyone is about to lose their job at work, or tell me how I should feel about others are like giant red flags telling me to avoid them as toxic. Really, in a way I do not lack emotional depth as much as that part of my inner voice speaks quietly and I need to take the time to listen to it carefully. That girl and life lesson are the same thing to me; an abstracted patch, forever holding that part of my personality. When that red flag flies in my head, she is the one waving it; holding me back; telling me to think it through.

Worst was this girl making an uncomfortable amount of eye contact the whole time. It was like she was trying to start her way into my soul. I’d make eye contact to talk but kept having to look away because she was just too intense. I would not be surprised if she was some sort of succubus or siren trying to drain my life force.

After about an hour she asks if I have autism… I went to the bathroom and called one of my friends to vent. When I returned she asked if there was going to be a second date… There was not.

I was living in a house with a few random housemates… people that I didn’t even meet until I had moved in. They were okay… nothing amazing, nothing too terrible. Somehow, the person I was on the date with realized that they used to know one of my housemates, and absolutely hated them, and wouldn’t stop talking about all of the reasons why my housemate was a terrible person.

I said I had never eaten vegan food. She asked if I’d like to try it at her favorite restaurant. She then made a huge deal about me being “only” vegetarian as we ate. Stunned as she went on and on about what a terrible, ignorant person I was, I noticed there was something odd about her front teeth, like they were stained. I didn’t think much of it and tried not to stare. She also kept insisting repeatedly that it wasn’t a date. Ok, that’s fine, I said which only seemed to make her angrier.

We get in the car, and I’m relieved it’s almost over. She looks in the rear view, and starts freaking out that I hadn’t told her she had lipstick on her teeth the entire time. I tried to explain I didn’t know what it was and didn’t want her to be self-conscious. Awkward silence as she drove me home. Next day I noticed she had blocked me on everything. Good riddance I guess.

She kept going to the bathroom to smoke crack. Then disappeared for good before the check came.

I was a teenager in high school. Late 90’s. I had never really been on a date of any sort before, so this is a first first date story.

I met this girl online on AOL instant messenger. We chatted very frequently for a couple of weeks, then started talking over the phone almost every day. We were really hitting it off, so we started trying to figure out how to hangout together in person. Eventually, she invited me to come over to her house. I was stoked. She said she lived in a nearby suburb, and relayed some directions to me, which I wrote down on a piece of paper. It didn’t seem too far. She said her parents would be home, so my parents said it was ok for me to go over there. I mean, they were probably stoked I wanted to go see a girl too, as I’m pretty sure they were starting to think I was gay by then. I wasn’t, but that’s a separate messed-up story.

An issue came up, though. Her parents said she couldn’t hang out unless she cleaned her room, as it was really messy. I said “No problem! I’ll help you clean it and we can hang out after!” Genius, right?

Anyway, hormones firing on all 8 cylinders, I hop in the car and begin my journey. Turns out she didn’t really live in the city she said she did. That was just the nearest city to where she lived. I’m driving, driving, driving, further away from town thinking I’m lost, but I’m not. I remember turning around and doubling back a few times assuming I MUST have missed a turn. I did not yet own a cell phone to call and verify with her. Folks, the struggle was real back then, LOL. I just eventually followed the instructions as best I could, and eventually found my way. They were not good instructions. It was a miracle, really.

I go up, knock on the door. She and her parents answer the door and let me in. These parents were weird. They were basically gushing to meet me and let me in, but were strangely stoic at the same time, if that makes any sense whatsoever. Whatever. But then, all of a sudden , these parents that were going to be there while we hung out suddenly grabbed all of their things and bounced. Drove off. Huh, weird. They just left this strange boy they’ve never met and their daughter alone in their house. Good thing I’m not a creep, I guess?

This girl is grinning happy, but then gives a warning. She says her room is really messy. I say “It’s ok! My room gets messy sometimes, too! Let’s just attack it real quick and then we can hang out.”

Narrator: No, the boy did not actually know what a real messy room was.

We go in her room and I am shocked. I try not to show it, but it’s bad. Really bad. Every surface in the room is covered with stuff. No part of her floor is visible. Just clothes, toys, books, all sorts of stuff covering the floor, the bed, the shelves, the dressers. I take a moment to look around and take it all in. I’m already here. I’ve already agreed to help her with this, and I really want to get to the hanging out part. I clap my hands and say “Welp! Let’s grab some trash bags!”

So I spend the next couple of hours at least helping straighten out this disaster zone. Now, you really get to know a person when you dig through all of their stuff. There were a couple of things of note. First, it became apparent that this had never been done. Ever. As we pulled up the strata of clothing and toys on the floor, it was like an archaeological dig. The further we got down, the smaller the clothing became. The toys looked like those of a child younger and younger. By the time we got to the bottom, there was toddler clothing. Once able to get under the bed, there were baby toys under there.

At one point, I found a bible, and asked where she wanted to put it. Her eyes widened and she got very serious and placed it up on one of her shelves with the cover facing outward, on display. The manner in which she did this was a little creepy. Now, I was religious and had recently finished up Catechism at that point, so being happy to find your bible didn’t seem weird to me, but I found her a bit dramatic. Whatever. I keep going, and then I find a witchcraft book. SAME reaction. Eyes wide, she places it up next to the Bible. She then turns to me and says, “You know, sometimes, I feel like I’m a bit closer to the devil.”

Like an oblivious character in a horror movie, I don’t get too freaked out. I’m like, dang, this girl is weird and has some issues or something. She starts talking about sex. Saying something along the lines of how she’s had it before, and wondering if I have or not. A lot of things were said by her that, out of context, may have been just a bit quirky. All together like that in that setting, though, I really wondered what was going on with this girl.

Eventually, we finished the cleaning. Many bags of trash and old clothes and toys all bagged up. Vacuumed, dusted, bed made. It felt so good and clean and open. A sense of self satisfaction. She sits down on the bed with a weird look on her face. Looking down at the floor. I say, “Alright! Now we get to actually hang out! What would you like to do?”

Her parents walk in the front door. She slaps her knees and says “Welp! It was nice hanging out! My parents said I could hang out until [this time], so you’ll have to go home now. Maybe we can hang out again soon!”

Narrator: They would not.

On my way out, I look around at the house once more. It seems normal. Clean. Very clean, even.

We didn’t really chat anymore after that. I actually tried to, mainly out of curiosity and concern. I had questions at this point, as you would imagine. She no longer had interest in responding. I just hope she appreciated having her room be comfortable.