Ha, both of mine sucked. My junior year I didn't really plan on going, but a friend of mine really wanted me to go so she set me up with one of her friends. Well, her friend ended up having to cancel so then that girl's friend went with me. We rode together with another guy from our school, who I could not stand as he was a complete jerk and we almost got into multiple fist fights over the years, and his date who was the sister of the girl that I was suppose to go with. During the very awkward dinner I had to listen to my date go down a list of things that she absolutely can't stand in people. I didn't ask, I didn't even get a chance to talk before this happened as the other guy would never shut up the whole night. That was the first time I've listened to someone go into great detail about how they hate me before even getting to know me, lol. And considering the type of person she was, she definitely had no business being judgmental of others. The dance itself was also a bit awkward, but we agreed to do our own things separately so at least I didn't have to hang around her much.
I'd say my senior prom was worse. I had asked my crush to the dance, and she actually said yes so I was pretty excited, albeit really nervous because I'm not good at the whole feelings and romance thing. Emotions are stupid and I favor logic over feelings, but I digress. She was shy and I was a LOT more shy than I am today so we hadn't really talked much all year, and didn't really talk much leading up to the dance either. But on the day of I did my best to strike up conversation. She wasn't having any of it, claiming that she was tired from staying up all night with her friend beforehand. So my efforts to be more confident/outgoing were already failing right off the bat. To make things worse, my friends and I had rented a limo together (their idea, I would've been fine just driving our cars) and my date and I were seated together in the back, split from the rest of the group so I couldn't even talk to anybody else because we were too far to hear each other over the music. So between being yelled at by the driver for pushing all of the buttons that were positioned overhead and my date being too tired to talk, I was basically left by myself for the hour or so drive to the Applebee's my friends decided to go to. Not that Applebee's is a bad place to eat, but to me it just doesn't say "prom night dinner", though they did have nice steak. Throughout that dinner I struggled to get conversation started with my date, but we did get a little bit of small talk going. Fast forward through a couple more hours of awkward silence, we finally got to our school and as soon as we got close to the gym, her friend shows up and then they both just run off. My date, who was a sophomore so it wasn't even her dance, just ditched me as soon as we got to it. So I awkwardly hung around my friends doing the classic "white boy can't dance" while occasionally looking for her to no avail. First slow dance comes up and I spent the entire song by the punchbowl (someone had to do the classic movie trope). After that song ended she finally "found" me and apologized for disappearing before running off with her friend again. She did dance with me for the next song before running off once again. But then her and her friend came up to me a few songs later and this girl actually had the nerve to ask if it was ok if she danced with another guy. I figured it was a stupid test so I said yes out of spite because that should be the wrong answer, planning to leave if she did actually do it. She didn't follow through, much to my surprise though that did pretty much confirm it was a test (I think). I then spent the next half hour or so sitting at a table by myself, analyzing the whole situation and trying to make sense of it all. Seeing as how she was my crush, I had planned on officially asking her out that night but was really second guessing it. I had noticed that she was also sitting at a table with some people that entire time and they were all talking and kept looking back at me. She came back to me and we danced together for the last song, we ended up being the last two on the dancefloor while everyone was leaving and I idiotically started to think that maybe things were gonna turn for the better. So like the genius I am, I ended up asking her out despite all logic pointing to that being a bad idea. As expected, I was rejected, though I was provided with the excuse "I'd love to, but my dad won't let me date guys your age" (She started dating another guy my age a week later). So I did the whole "I understand" thing and went on my way since she had a ride setup with her friend.
After I had graduated high school I was talking with my best friend at the time and he revealed that people actually made fun of her for agreeing to go with me. I guess a lot of people had this idea in their head that I was incapable of talking to girls, like Raj from the Big Bang Theory, despite the fact that most of my friends at the time were girls. On a positive, she and I have crossed paths a few times since then and every single time she gets a panicked look on her face and hides behind whoever she is with. I don't know if she feels bad about how she acted that night, or if people told her more lies about me that made her fear me, but I find it pretty hilarious whenever we see each other and she runs. I just act like I don't even see her and keep moving on.
That was longer than I expected, but I have a fairly decent memory so despite being nearly 8 years ago I pretty much remember it like it just happened. This is just one of many reasons I don't like people and typically keep to myself. Just about every dance I went to resulted it some convoluted mess the resulted in me being pissed off/hurt. But at least I can laugh about these events now. Also, for anybody that took the time to read this, sorry it's so damn long.