So, during my first DnD campaign I communicated with our DM that I wanted my character to betray the entire party and the revolution they were planning. He let me. So, my rogue half-elf was being used as our Big Bad basically as glasses- everything he could see, so could the bad guy.
Towards the end of a major attack on the city, the party was pissed that the opposing enemy knew where all of their tactics, their offenses and where they were hit. The Little Bad comes out and calls for a cease fire, explaining how no matter what the revolution does won’t be enough and how the Big Bad promised them a traitor.
My Rogue: Well duh!
My friend, who plays the revolution leader: Wait, Kyle, we don’t know who the traitor is yet.
Me: It’s me!!
Friend: You… son of a bitch.