Got my teacher with Joe Mama in middle school during a rare class session where we were watching a movie, bro sent me outside to think about what I did
When I was in an outpatient mental health program (one where you go home at the end of the day) my therapy group mates thought I was cool as fuck for being skinny enough to slip my arm up a vending machine and steal shit from the bottom two rows
Not really a moment but I spammed "atheist gem" a gorillian times on the booru.
IRL I'm in a continuous stealth war with the local game warden, I think that counts as trolling
back in 2018/19 I discovered the airdrop feature on iphones was completely broken and you could soft lock people out of their phone. For some reason apple didnt add any sort of cooldown to the file sharing so you could click the send button as many times as you want and a giant pop up would open and close repeatedly making the phone unusable (picrel). Once i discovered this i immediately used it to milk gegs from the loud black chicks in one of my classes when we did kahoots. The question would pop up and suddenly they couldn't use their phones. I caused countless chimpouts as they would realize they couldn't win after being a couple questions short