What's the dumbest bet you've ever made?

[bruin]

Like the title says, what is the stupidest thing you have ever bet on?

Mine, was betting on my friend's SAT Math score. The over/under was 670 and the bastard got a 690. Yours?

[Sponger15SB]

Me and my friend bet on every heat of a pro surfing contest. Each of us chose 2 of the 4 surfers and then added up their heat scores.

[ddss6_99]

Bet a friend $50 that the Big East would send 7 teams to the tournament last year. I was one year too soon.

[banditbdl]

I won $5 dollars from my brother the other night betting on the outcome of that night's episode of The OC. That was pretty silly.

[mason55]

Playing spades with asofel as my partner.

Me: "$20 says you'll pick up the next 4 tricks"
asofel: "Dude, I can see my cards, there's no way I can do that"
Me: "Sure you can. Take the bet"
asofel: "Uhh... ok"

Loses next trick.

When Bill Goldberg was on his undefeated streak, a friend bet me that Diamond Dallas Page would beat him. Free money is good.

A buddy of mine and his GF had been on and off for about 3 months now. They would break up and get back together regularly. This led to me putting and over/under on how long they would stay together this time around. It really got of hand and I had to buy a blackboard to keep track of the bets. On about the 5th time of this the under was coming in to much so I made the over/under on the 6th and final time a mere 12 hours. Needless to say all the money came in on the over, so I [censored] his GF and told him about 8 hours later so he broke up with her and I made a killing. He then found out about the bet and was pissed up until I bought an eight to smoke with him. She was a whore anyways.

[Sponger15SB]

[ QUOTE ]
A buddy of mine and his GF had been on and off for about 3 months now. They would break up and get back together regularly. This led to me putting and over/under on how long they would stay together this time around.

[/ QUOTE ]

pfft, standard. My friend is terrible at betting on himself not hooking up with his exgirlfriend.

[Yeti]

No comment.

[ QUOTE ]
When Bill Goldberg was on his undefeated streak, a friend bet me that Diamond Dallas Page would beat him. Free money is good.

[/ QUOTE ]

Took an actual tazer to take him down by Razor Ramon (Scott Hall) to finally do it to I believe