What are the Craziest things you've gambled for?

teedotaj

teedotaj

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After the Earl/Morra showdown, John was challenged by a local to play for 500 chickens. LOL.

What's the Craziest/dumbest/bizarre and anything in between thing you've gambled for?

I'll start with one:

Growing up in Manila, kids learned the basics of gambling at an early age. At 5 years old, we were already gambling for marbles, collectible cards we called teks (texts) and this I hated the most....

Going through between someone's legs Lol.

That was a common street basketball game bet we always did. The losing team has to go through under the winners. We either formed a train and all crawled under the winning team or we just did man to man crawl through between someone's legs . Either way It was embarrassing, annoying, and most of all it did not make sense. Lol. But it made the games more interesting. And we all played hard fought ball games Lol. No one wants to do that Lol.
Winner stays on the court was not enough. Losing team must know who the boss is.

Sometimes this was translated over to pool tables. Loser crawls under the pool table for x amount of times. It did not have the same impact as the threat of having someone's crotch in your face.
 
Shopping spree at JCPenney

It was like the end of the old Wheel of Fortune. Dude had a credit card and I bought like 800 worth of crap...good times.
 
I won a car once. I have also bet my car once, and won that set. I gambled for who has to strip and walk home buck naked. I won that too but let the guy get off by stripping only to his underwear.

I have won sex. don't know if that actually counts because we were going to have sex anyway.

I beat a guy in a strip club out of a $1000 and got paid in Xanax instead. The guy offered the services of "his" girls as payment and me and my partner declined.

I once was stuck about five pizzas and played the last set for $80 as a double or nothing proposition and won all the pizzas back.

That's pretty much it for unusual stuff. Won a few cues but I guess just about everyone who gambles has won or lost a cue at times.
 
The craziest things I've ever gambled for were shrimps,crawfish and fishes.I was 14 years old and it was summer and I was at an island in Adriatic sea where we have a house that we inherited from my who was born there and where my family goes to for vacations.So,there were a few bar pool tables at the local bar on the beach and I used to shoot there pool each day.So,one day a fisherman came and wanted to gamble.At the first he refused to gamble with me because I was a kid but soon after he changed his mind.We started to play for 50 $ in our currency and in a hour or two I took him all of his money what was somewhere around 500$.He didn't want to quit playing but since he was broke he suggested me to keep playing and if he loses he would pay me in shrimps,crawfish and fishes and he lost.So,I came back home with 15-20 kilograms of shrimps,crawfish and fishes.There is no need to say that my grandparents were miracle looking at me when came back home with all that.
Very soon after everybody in the island were talking about that.
 
Last edited:
ivicafranic said:
The craziest things I've ever gambled for were shrimps,crawfish and fishes.I was 14 years old and it was summer and I was at an island in Adriatic sea where we have a house that we inherited from my who was born there and where my family goes to for vacations.So,there were a few bar pool tables at the local bar on the beach and I used to shoot there pool each day.So,one day a fisherman came and wanted to gamble.At the first he refused to gamble with me because I was a kid but soon after he changed his mind.We started to play for 50 $ in our currency and in a hour or two I took him all of his money what was somewhere around 500$.He didn't want to quit playing but since he was broke he suggested me to keep playing and if he loses he would pay me in shrimps,crawfish and fishes and he lost.So,I came back home with 15-20 kilograms of shrimps,crawfish and fishes.There is no need to say that my grandparents were miracle looking at me when came back home with all that.
Very soon after everybody in the island were talking about that.
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Did you feed the whole island with all of that? That's 40+ lbs of food....LOL. Good story too.
 
Yes,it is a good story and I will never forget it.Actually,grandparents put them in the fridge and we were eating nice meals during some period of time.It didn't last long since I had and still have 8 cousins,two aunts and two uncles plus my parents who weren't there at that time but came later.Grandmother was in charged for preparing the food and for all the house jobs,although sometimes she let aunts to help her,but never let anyone to help her with the food.She really enjoyed in cooking and she cooked extremely well.After all she was born on the island.
 
In regard to the fisherman I wasn't sorry at all,I was extremelly happy and proud on myself.He was kind of antediluvian with a bad attitude.However,I am sorry now since he almost died few years ago from overdose but had amazing luck they found him on time to drive him to hospital but later he has ended in prison and was convicted for dealing heroin.
 
A turbo for a car kid wanted to gamble but had no money so he went to his car and come back with his turbo I put up 20 bones against his turbo and won his turbo still got it sitting on a shelf in my garage lol true story plenty of az members here to confirm that watched it go down other than that had another guy stuck 560 he went bust didn't have all the cash so he took me to best buy and let me go shopping on his best buy credit card new xbox 360 and guitar hero
 
I tried gambling with a local guy for some goats one time. He is from Israel and loves to eat goat. Some of the guys at the hall were thinking I was being racist and thought it was hilarious. We raise them for food.
 
pooljockey said:
A turbo for a car kid wanted to gamble but had no money so he went to his car and come back with his turbo I put up 20 bones against his turbo and won his turbo still got it sitting on a shelf in my garage lol true story plenty of az members here to confirm that watched it go down other than that had another guy stuck 560 he went bust didn't have all the cash so he took me to best buy and let me go shopping on his best buy credit card new xbox 360 and guitar hero
Click to expand...

What kind of turbo and from what kind of car?
 
$200 vs a cane (just wanted to piss the clown off) - Won and hung it from the ceiling...he got it back

$300 + "get out of town match' ie you are not allowed to come back to hall for a year. Won and guy did not honor the bet

Break your cue match - Won and then lost to the same guy playing off the rack
 
Lol Nick B I have a similar story to yours. This one is not my story but my college buddies'.

They were room mates. They had a pool table in their building's rec room. At first they bet with money and kept an IOU list between the two of them. Eventually the list became so long it lost its meaning. Instead, they got creative with what they would play for. Including doing the dishes, laundry etc.

One day I came by to hang out. One guy was doing the dishes. The other guy told him to throw away the garbage after he finished with the dishes. He replied with "yes great master ryan".

Lol he had to do that for a week.
 
Beat a guy out of $300. He ran out of money but still wanted to play. He told me he would put up the title to his car against the $300. He took me outside and showed me a pretty nice Honda Civic with about 70K miles on it.

He signed the title and we let the houseman hold it and the money. Beat him 9-2. Took about 45 mins.

Threw him a $50 walking stick. He was back in action with someone else before I drove off with my new car.


Stones
 
I played a game of 8ball for my first wife... She came in with friends and was chatting me and my friends up... Me and a good friend of mine both had designs on her so we agreed that who ever won would go over and chew the fat and see what happened... I won the game and 5 years later lost half my stuff... That's the most I ever lost on a single game of pool... $250k+ ....

Chris
 
I was playing a female from another team in a Tourney.

Before we started, she told me that she had just shaved that morning. Well, of course I told her that I wouldn't mind seeing that.

She said, "I'll make you a deal, whoever wins has to show the loser their package".

I don't know if she was trying to rattle me but it ain't that easy. I wasn't dumping a Vegas game just to see a shaved Beav.

I won, she followed me around for at least an hour calling me a welsher.

We ended up outside in the smoking section at one point and she was still bugging me.

I said, "do you really want to see my dick that bad"?

She said, "Yes".

So I dropped my pants in front of everyone and showed her.

I asked her if she was happy. She said yes and that was the last I heard about it.
 
Blue Hog ridr said:
I was playing a female from another team in a Tourney.

Before we started, she told me that she had just shaved that morning. Well, of course I told her that I wouldn't mind seeing that.

She said, "I'll make you a deal, whoever wins has to show the loser their package".

I don't know if she was trying to rattle me but it ain't that easy. I wasn't dumping a Vegas game just to see a shaved Beav.
Click to expand...

I don't know...if she was at least 7/10 I might have dumped..ha
 
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