They invited me to a pool party. When I got there they were baptizing people in the pool. Yeah, stayed for the hot dogs though.

Probably August 13. Date my uncle killed himself.

Went to the biggest theater in the country, fancy place, fancy people. Girl tried to open a puffy bag of popcorn by smashing it between her hands (like you’d do in a barf bag prank). Loud bang. Popcorn everywhere.

I didn’t really hold it against her, but she felt so bad about the embarrassment she hated the sight of me forever from them on (we had common friends so we kept meeting many years after).

This time I went to see friends downtown, some I knew more than others. We hung around for a bit, then went to the place of a chick I didn’t know well. Then after a short while everybody left and I was alone with the chick. Clueless virhhin me didn’t know what to do with himself. It felt awkwars. We talked a bit, then I left. It must have taken me a full day and night to realize it was a set-up date. Of course later on the chick wouldn’t have anything to do with me…

You guys go on dates?

Worst is a bit vague. Do you means worst in the sense of the girl, or me, being a real nightmare to deal with, or do you mean ‘worst’ as in ‘some random/stupid shit happening’?

As for some random shit happening (that would have been happening in my 20s, many decades ago), would being puked on in a pub, by my completely drunk best friend while he would have been trying to curl into my arms shooting into my ear, and for everyone around to hear, how much he loved me right when the girl I would have been waiting for would have been entering the pub… Would that count as a possible worst date? The girl would have been the classy kind of girl, the kind that would have made her parents proud and make a few classy boys chase after her. Exactly not the kind of girl I would have imagined ever willing to date a thing like me. But there she would have be, standing still, while would have been trying to get rid of my collapsing best friend.

Just asking because, quite obviously, nothing like that ever happened. And the girl, quite surprisingly, also never offered me to accompany her to her (absent) parent’s house to help me clean up the mess. Never.

To be honest, I did not have that many bad dates. I had a lot more failed attempts at dating, as I was already very clumsy, shy, and not handsome… And I had a few odd dates too, on occasions. But those would be a story for another thread ;)

Had actually been dating this girl for about a month. It was 4th or 5th date and she wanted to go play pool. Which was fine with me as at the time I loved to play pool and had my own cue. So I took her to one of my favorite pool places where we could rent a table by the hour.

We had been there about an hour and stopped to get some food. The place had a bar with food and TV’s all over the place.

We sat down and started eating and talking. Nothing serious, just chatting between bites.

Then she drops this: “You’re one of the weirdest guys I’ve ever met.”

Somewhat shocked I asked why… Her response was that I wasn’t watching the football game playing on all the TV’s.

I took a moment and looked around and sure enough most, if not all the guys in the room were glued to the TV… I looked at the game playing, saw a football game, shrugged and stated that I’ve never been much of a sports fan.

That ended the relationship. We talked a couple more times after that, but we never went on another date. She called me about a month later complaining that some guy she met in a bar won’t return her phone calls. That was the last time I ever spoke to her.

I still don’t watch football, baseball, soccer or basketball. I’m a skydiver, why would I care about some game that only requires one ball?

Drove a significant distance to pick her up.

Our planned outing date turned into “come hang out at my place”

Come hang out at my place turned into “oh I’m actually at my mom’s house RN but she’s on vacation and I’m just house sitting”

“I’m just house sitting” turned into “I’m 26 not the 38 I stated in my profile, and my mom is here but don’t worry”

That turned into mom sending her text messages asking what the fuck this weird old guy is doing in her house.

That turned into me leaving under a cloud of complete embarrassment.

What a fucking dumb cunt.

Back in college, a female friend hooked me up on a blind date with her friend. Hands down she was the cutest girl I’d been on a date with at that point in my life.

After some back and forth it ends up being a double date, which was no big deal. But it was with a random engaged couple I didn’t know. Which was fine. But they picked Macarroni Grill or Cheesecake Factory or similar restraunt on a Friday evening. It was like an hour and a half wait. The couple wanted to wait, there was a mall nearby, so the other couple went off by themselves shopping and left us alone.

So, for the next hour or so I tried my hardest to engage in conversation with this girl. I’ve lost count of how many first dates I’ve been on. My small talk/get to know you banter is solid. But it was no match for her lack of social skills and one word answers.

I tried everything and ran dry WELL before the couple finished shopping and we actually started the meal. We sat on a bench and I’d break the awkward silence with the occational: “So, see any good tv/movies lately?” Only to get a “Not really” back. Or “What sort of hobbies do you have?” “None really”.

She didn’t come off as disinterested or bored. It felt like she wanted to be there, but if we were a ven diagram the only overlap would have been our mutual friend.

It was the most painful 3 hr date of my life.

She did not turn up.

Nothing fancy. Date one after a couple weeks of talking. I made it clear I wasn’t down for physical shenanigans yet. After a drink he got a tiny bit handsy. Second drink, he moved to my side of the table and tried to get very handsy. I paid my half, said I was ready to leave without becoming confrontational. He clearly thought my boundaries had changed with a couple of weak drinks. On the walk to the car, he continuously tried to bully me into kissing him (absolutely not) and then tried to shove me in his car after pressuring me into a hug goodbye. I bit him on the titty and drove home like a maniac.

Gal was a friend of a friend. Met her in passing at a show one time and said we should go out. She invited me to come over hers and we’d go see her “friend’s band play” at a nearby bar. Got ready with her and her roommate. Was around Halloween so I intended to splatter a bunch of fake blood and paint on myself for a zombie - her and her roommate helped and she helped herself to apply up under my torn up shirt so I was thinking “wow this is going swimmingly already”.

We go to the bar she seems to know everybody and keeps handing me free liquor. Watch a couple bands, talk to a bunch of her friends, and I’m honestly having a great time also getting pretty drunk. She introduces me to this one dude and the vibe is weird like he’s being subtly hostile. Turns out this dude was the “friend” in the band.

Anyway night goes on late she’s hanging onto me off and on, pretty handsy. We decide ok time to head back to her apartment - I’m not really expecting anything but she’s been sending pretty big signals all night and I’m happy to get back to hers. As we’re leaving her “friend” in the band calls after her. She tells me “oh hold on” and goes to talk with the dude. Conversation seems involved. I kind of just hang around a bit awkwardly just listening to the lingering conversations around me unsure how long this is gonna take. Eventually 20-30 minutes go by and I’m looking around and they’re nowhere to be found.

I’m pretty drunk and about 3 miles from this girl’s apartment - I decide fuck it I’ll walk back. I had left some things in her apt so I needed to get them.

Get to the apt after a long walk and knock. It takes a couple minutes for someone to answer - gal in question answers the door disheveled and scantily clad and says oh hey I’m sorry uh I kinda lost you. I’m kind of mad at this point and just say “yeah I just wanna get my stuff and use your bathroom if that’s alright.” She stares at me a second real awkward and says “uhhhh yeahh I don’t think that’s a good idea” and it clicks for me.

I burst out laughing my ass off in the middle of the night on this empty street. I tell her “dude just bring me my things please”. She doesn’t say anything else but goes up and brings my stuff down. I wait 30 seconds, piss on her front porch, and go to sleep in my car. Drive home hung over next morning.

I had talked to that girl in a karaoke bar once and we swapped numbers. Had forgotten about her but half a year later she texted me if I was in for a date the same evening. Should have been a red flag already since this is weird, but I was curious… and horny. Date: after 10 minutes of small talk and funny banter she told me that her boyfriend is at home and does not know she’s on a date. No idea why she told me. Was she waiting for some approval? Anyway I was flabbergasted but didn’t decide to call it off right away (I should have but again, I was curious … and horny, even though a little less so now). First hesitated and a few bars and drinks later I decided it’s her responsability not mine and we had some fun later that night and never came back to it until a few weeks later she texted me a whole ‘novel’ full of reproaches, as if I we had had a long relationship and I had broken up on her or so. Absolute weirdo. Friendly reminder to always always ALWAYS wear a condom (I did).

A long, long, looooonnng, time ago, I went on a date to see a movie. This was before smart phones were super common and neither of us really bothered to look into what the movie was about before we went. It was an Adam Sandler movie that came out after Punch Drunk Love (but way before he did anything like Uncut Gems), so we both went in with the expectation it would probably just be a light hearted comedy with maybe a few more serious moments sprinkled in.

We were already in a long term relationship and knew each other pretty well, so it wasn’t supposed to be a super romantic date or anything. It was more just lets hang out and spend a fun day together, so I made us some weed brownies and snuck them in to share so we could giggle and watch this funny movie together.

Here is the description of the movie we saw that day:

When seasoned comedian George Simmons learns of his terminal, inoperable health condition, his desire to form a genuine friendship causes him to take a relatively green performer under his wing as his opening act.

We’d already settled in and eaten the brownies, and they were just starting to kick in when we realized this wasn’t going to be as light hearted as we thought.

If you’ve ever ingested THC you might already know that some people can have a much more intense experience compared to what they’re used to having from just inhaling it. The person I was dating was one of those people, and eventually he realized he just couldn’t handle eating THC, but this date occured several years before he finally accepted that truth.

So, we sit through this movie, and I can’t really remember much of what happened other than the general theme of coming to terms with your own mortality. I don’t remember it being funny at all. I think there were jokes, but I don’t think we actually laughed the entire time except for the opening scene.

The movie finally ends and the credits start to roll. Everyone gets up around us and starts walking out, but when I stood up to leave he stopped me and asked if we could just wait until people cleared out a little more.

I said ok and we just sat there a while longer. The credits were still rolling, but we were the only people left in the theater and the ushers were standing at the back clearly waiting for us to hurry up and get out so they could sweep before the next movie.

He said something about not being able to go back through the lobby, and said he wanted to go out the door near the screen instead because it led directly outside to the parking lot.

We open the door, step out, and I guess it was kind of jarring for him to go from the dark theater directly into the extremely bright sunshine because he started having a panic attack before we could even reach the car.

I tried to calm him down, but he didn’t want to talk. We hadn’t eaten all day other than the weed brownies so I figured maybe he would feel better if he got some food, but I had also eaten a brownie and I didn’t want to drive too far.

Since we didn’t have smart phones I couldn’t look up what was in the area, but I remembered there was a Chinese buffet pretty close that I had been to once before. I figured that would be a nice quiet place for us to go so he could calm down.

Except when we got there, I guess a family was having a birthday party and it was absolutely packed. It felt more like a giant cafeteria and there were people at every single table talking really loud and celebrating. Then they started playing this same song over and over on a continuous loop like a weird horror movie:

Happy Birthday (Sheng Ri Kuai Le)

Like it would end and then just start up again like it was going to be playing for all eternity. It was so fucking bizarre I couldn’t help but start laughing because it was such a weird situation.

He was mumbling “oh my God,” over and over, but I thought he was just joking about it being so ridiculous. Then around the 5th time it started up again he was suddenly like “I have to go now!” and basically bolted out the door and back to the car.

We get back in the car, and he goes “I think I’m having a stroke. I need you to call 911!”

So, I tried to calm him down and tell him, Hey, you’re ok, you’re not having a stroke. I’m pretty sure you’re just having a panic attack. Let me just take you home so you can lay down for a while.

He kept begging me to call 911, so I started driving him back home. Then, while I was driving he pulled out his own phone and tried to call 911! and I had to wrestle it away from him with one hand while driving, and, then when I did manage to get it away he screamed at me “You bitch! I can’t believe you’re going to let me die because you don’t want to get in trouble!” 😵‍💫…

There was a good 5 mins or so of total silence where neither of us said anything. I get he was scared, but he’d never said anything like that to me before and I was pretty pissed.

Finally, I just told him if he wanted to go to the ER I would drive him, but if he called 911 and it turned out he was just having a panic attack, he could also end up in trouble.

That seemed to sober him up a bit and he calmed down enough to let me just take him back home for a while. I laid on the bed still annoyed about the whole day and pretty pissed at him while he searched the internet on his desktop to figure out if he was actually having a stroke (btw we had taken the brownies like 3+ hrs earlier by this point).

Finally after looking things up and convincing himself he was indeed having something like a stroke, he said he still wanted to go to the ER. I was so fucking annoyed by this point but I just threw up my hands and said fine, whatever. This is fucking dumb. Lets go.

We don’t talk the whole way there, we get to the ER and just sit in this busy waiting room still not talking. Finally they call him back and I stay in the waiting room.

I sat there by myself for an hour or so just kind of rolling my eyes and thinking about how fucking ridiculous it was, and how it had ruined the whole day.

Finally, a chaplain came out into the waiting room and called my name. Then he asks if I’m there with my boyfriend… And for a moment I had my own mini panic attack of “Ohshitohshit did they send the chaplain to tell me he was actually having a stroke the whole fucking time?!”

It turns out that nope, the hospital was just understaffed that day, and he was sent to give me an update. It turns out he was totally fine. It was just a panic attack, and the next day he thanked me for not letting him call 911.

Anyway, that was my worst date that turned into a very shitty day and ended with a visit to the ER.

Probably August 9th.