50' or so pit trap with a net at the bottom for a nice, soft landing. Also at the bottom are a zone of silence and a zone of darkness. All the guys at the top watch their friend fall into a bottomless hole and never hear him hit bottom or yell for help.
I think this may have been in a pre-made adventure. The trap was a room with tiles that changed the direction of gravity (to up) each time a player took a step further into the room. Also random spikes in the room on both sides.
Pretty much everything on Hack & Slash's Thursday Trick column is fantastic.
It was really more of a trick, but an undead knight on a ghost steed, challenged the pc paladin to a joust. He helpfully gave the party several rounds to buff the champion. They road to opposite sides of a castle drawbridge and charged. The paladin and his horse fell through the weakened / illusionary bridge, into a river below. The undead charged/flew straight over and nailed the party wizard.
that player really shouldn't have said "wouldn't it be awful if..... "