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What is the highest stakes bet you’ve ever made?
Asked at Massachusetts Street on March 22, 2008
“I bet my friend $1,000 to see how long we could keep growing our mustaches after last year’s March Mustache Madness. It never got paid, though. We both had plenty of excuses.”
“I’ve been hit in the face with a pie because I lost a bet once.”
“I bet my seventh- and eighth-graders that I would get a flat-top haircut if both teams won their league championships, and they both did. I wore it proudly for quite a while.”
“Probably $100. It was over a dare; we’ll leave it at that. I did win, though, thank God.”
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Comments
sunflower_sue 5 years, 2 months ago
Never lost a bet. :) However, the hubby had to pay up a giant bottle of Crown Royal to his best man because the hubby was the first "loser" to get married.
BrianR 5 years, 2 months ago
"Ha ha! You fool! You fell victim to one of the classic blunders! The most famous is never get involved in a land war in Asia, but only slightly less well-known is this: never go in against a Sicilian when death is on the line!"
matahari 5 years, 2 months ago
I've bet my firstborn many times over (too bad I never had oen, haha)
H_Lecter 5 years, 2 months ago
pulling below 1,000'
sunflower_sue 5 years, 2 months ago
guess I read the question wrong. The most I've ever bet was a home cooked meal to my hubby. Since I cook every day, I had nothing to lose. He lost and 15 years later, I'm still waiting for that meal. (Could a porter-house and twice baked be too darn difficult?)
RETICENT_IRREVERENT 5 years, 2 months ago
Never lost a bet. :) - sunflower_sue Maybe not with your hubby...
But i've collected cash from you losing a bet before...
RETICENT_IRREVERENT 5 years, 2 months ago
I've bet a body part before... If I look behind me with a mirror I still got it too...
RETICENT_IRREVERENT 5 years, 2 months ago
Prospector, Just what does happen when you miss? Anything else shot besides your reputation?
camper 5 years, 2 months ago
We once bet a guy (our good buddy Andy) that we'd cover his meal if he ate a tablespoon of the yellow mustard sauce while at our favorite Chinese restaurant. He did it. We covered him. We made sure he had plenty of water. But it looked like most of the water we gave him was sweated out of his temples. After the ordeal was over, and though it provided much entertainment (especially the waiter and family seated next to us) I would not suggest this. Thankfully, Andy is doing ok today.
sunflower_sue 5 years, 2 months ago
R_I, I have no memory of that! (I must stop drinking.)
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