The worst thing I think I've ever done...hm, I have a few. They're all pretty bad and make me feel really fucking ashamed, and some of them I'm pretty sure I still do to this day.
One time, I traded a buddy of mine (no takebacks) his copy of C&C: Tiberian Sun (with the little infantry figurine!) for my copy of Diablo 2. LOD hadn't come out yet, and I had gotten bored of it. Fast forward a good 6 months later, LOD is out and some friends of mine are playing and it looks awesome. new classes, runewords, the works. I want back in. I went to dude's house with his old copy of C&C2 and browbeat him into trading back with me so I could pick up LOD and start playing again.
My freshman year of college, I did pretty well my first semester, all things considered, and got a pretty good GPA. A couple things happened to wreck my second semester. 1) I met my first girlfriend and wanted to spend time with her constantly. 2) my parents got me a PS2 for christmas and I brought it on campus, and 3) I got Dynasty Warriors 3 along with that. There were numerous days where I would wake up, eat and play DW3, and that was it. I'd miss classes, go "oh well", then shower and see my girl, then come back and play more DW3 instead of going to class. I failed a couple classes that semester and that was the start of an academic downward spiral that took a long time to get out of.
I am a sore loser in competitive games. I don't want to throw a temper tantrum, but when I start losing hard, I get angry, I get quiet, I make things really fucking awkward for my friends, to the point where someone will tell me to calm down, it's only a game, etc. but when I'm winning I'll shit talk with the best of them. I'm basically a really fucking bad sport.
A friend of mine and I went through a cycle for a little while where we would game EB's return policy, back when it was "return it in 7 days if you don't like it" or something, so we'd buy a game, marathon through it, and return it a couple days later. I don't remember doing this to a lot of games, but I remember doing it with Max Payne.
And I know it isn't anything too outside the pale, but back in my heavy wow days, I would cancel social invites to go home because it was raid night. I raided 2-3 nights a week, and spent a fair amount of time outside that prepping for the next raid night. This was back in late TBC and the WOTLK days.