Funny story: during the second stage breakout on Gold Rush, a medic ubered me even though both of my nade launchers were out of ammo. So I ran into the tower to the right of spawn exit and started clubbing people with my whiskey bottle. Two guys were already pretty hurt so they went down fast. Then I got a crit hit and dropped an engy. A medic and heavy were crowded up there, too, so I thought I was done.
But then the medic ubers him and they just stand there, firing down on the cart starting point. I crouch behind the medic with my bottle ready. The uber wears off and I kill the medic and then start whacking away at the fatty. And I actually kill him!
Finally, an enemy demo comes running at me with his bottle in hand. We face off and I manage yet another bottle kill, bringing the total to six. I was laughing my ass off after that.
Lately I've been having a lot of fun dicking around: playing as a heavy who only uses fists; sneaking into the sniper window that faces RED's spawn on Badwater and shooting my spy pistol at players exiting spawn; playing as a spy who does nothing but loiter near BLU spawn and sap teles.
Civilization IV: Beyond the Sword, Team Fortress 2