Two bets I am thrilled to lose
Back in late February or early March, it was increasingly clear that McCain and Obama would be their parties' nominees. At that time, I firmly believed Obama could not beat McCain; I felt that he could have beaten any other Republican, but that McCain's appeal to the center would be impossible for Obama to overcome. I believed this so strongly, that I made two separate bets with a friend of mine:
1) I bet that McCain would win the general election, and
2) I bet that Obama would not win any Southern state (meaning the 11 former states of the Confederacy).
Obviously, I lost both bets.
In each bet, we agreed that the loser would buy the winner a steak dinner. I was so confident of winning both bets, I even agreed to buy dinner for him and his wife (not just him alone) in the unlikely event that I lost either wager.
I now owe Doug and Faith two steak dinners each.
This could get pricey, but I've never been happier to lose a bet in my life.