I've bet on lots of crazy things. When I was much, much younger I worked at a construction company for quite a while for a friends dad for extra money. We had to dig these big 5 foot wide by 5 foot deep holes for buildings where concrete goes, and we would bet each other something like $10 to see who could finish theirs first. We also would find rocks, maybe 10 each, and pick out a pole or sign, and bet who could hit it the most out of the 10 rocks or oranges you had to throw with. Another buddy and I would bet on Madden Football on the playstation, and even let the computer play the 2 teams sometimes, and leave for a while just to build the excitement of coming back towards the 3rd or 4th QTR to see who's team was winning and/or driving for a score. There's other crazy things I can't think of at the moment also. What we still do to this day, is what I wish I could get some on here to do, is bet and play fantasy football weekly. One week at a time, you get a few people to lay the pot, and pick your players, 2 QB's, RB's, WR's, etc., just as you would Regular fantasy football but just each week. Figure out a draf pattern thats fair and total the yardage for all players combined to make it simple.We even used to do this in the NBA nightly.