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.

A first date was already not going well, and I said I needed to go. He decided that wasn’t happening. Ended up having to run away from him, literally, through a park area while wearing heels to reach my car. It was daytime and many people saw what was happening, but no one did a thing to help. But I’m sure if it hadn’t been daytime, he wouldn’t have “let me” get away after catching me. There were just too many eyes on him.

I wore comfortable shoes I can run in to all first dates after that.

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.

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.

I had one where she obviously wasn’t actually interested and just came for the free food cause she was poor. I hung out for a bit, bought her an extra meal to go and then just left.

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.

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.