Bet Ideas????

[GambleGamble]

A friend and I are currently involved in a bet that has 3 segments to it...

....we have worked out the 1st part which ends June 3rd, and involves the loser buying airfare and hotel for both parties to go to Vegas in September...and then 6/3 to September, and September to January 3rd

....So I need ideas for other similars type bets/trips etc, straight cash is boring so thats out, looking at about 2k total for each bet as a cap on spending....

some ideas so far:
2008 NHL All Star Game in Atlanta
Sabres Road Trip to Montreal or anywhere for that matter
Hookers and Blow
Super Bowl Trip

...Doesnt have to be sports or gambling...what are some of OOTs ideas?