OK, music related ones narrows down my list a bit. Here's one for now:
The first club night I threw, a grime night in Toronto, I didn't know how to DJ at the time but I had all the records, so I got my friend who knew how a little better to do the whole set for me. We'd planned out the whole thing on a bit of paper: order of tracks, what pitch speeds they need to be set at to lock with the next one, very antithetical to real DJing. The night ended up being violently packed, and having set the doorman up, made a bunch of calls to get people to come there, sorted out guestlist, I found that while my DJ was working out very well off his cheat sheet, I had nothing to do. So first, I decided to get drunk.
OK, what I meant to say was extremely drunk. Then, naturally, I got the idea to MC the night. So I hassled the club owner into procuring a microphone, fucked around trying to plug it in and then unleashed around 2 and a half hours of what has been described to me (because I can't remember) as the weirdest, most surrealist internal monologue cum tirade cum karaoke session cum hype man performance the world might have ever seen. Some highlights: singing the wrong lyrics horribly over Streets songs, tirelessly berating people in the crowd, demanding free drinks, dedicating loads of songs to my ex-girlfriend, and at one point, pulling up a record to announce "Durrty Doogz has LEFT THE BUILDING!"
It was my friend Tyler, now with a club full of people looking over at him.
The night ended with me having to get crammed into a cab, leaving behind $1500 another mate had to argue with the club owner to take for me, and then having my aforementioned ex walk into my room the next morning to find me in a completely shattered bed, completely naked, with my new, fully-clothed girlfriend. Yes, new. It's amazing isn't it?
I remember walking out that morning and seeing like fifteen people I've never seen before strewn across my living room floor, with one outstretched hand holding $1500 high in the air.