These are both from Tenebrae back in the day:
Being in a dungeon crawl scene and having the warrior PC have a breakdown IC and OOC because “no one is searching for traps!” He ragequit and the next thing posted was a pose with a character saying, “I found a trap!”
It’s been like twenty years and the players I keep in touch with from there still reference it to this day.
The other was when my head of the thieves guild was in a territory dispute with another thieves guild that was trying to take over at the same time as the city was being raided by an outside force. I had some bad rolls and got captured and the Bad Thieves insisted that she lead them to the secret thieves guild lair in the city.
She lead them to the headquarters of the people invading the city instead and they slaughtered each other. The GM didn’t realize what I was doing until the very last second and then was like “goddamn. That was a good plan.”
Then there was one on Devilshire that I REALLY wish I had a log of, where my character interacted with a character whose mind was broken and scattered in time and he did the entire scene BACKWARDS (like started with “See you later!” and ended with “Hello!”) and I still don’t know how it worked but it was amazing and hilarious.
That time Wren and I cornered the market on Arx to make a dress with 1000 lace to model. It was so stupid but so fun. Also breaking the modeling code early on by rolling a crit during an Assembly of Peers with every high ranking noble including the king in the room. That was great. Sabella and Nik making a sketchy plan with Alessandro and Margaret just in case both marriages were nixed by their families to ensure they could still be together. Luckily all families went for both matches, but it otherwise would have been hilarious!
Oh, and helping to blow up a werewolf on the Network. The whole Redemption run was some of the most fun I’ve ever had on a game and I regret to this day @Clarion and I were never able to finish our scenes!