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Topic: What is the wildest thing you've ever bet on and won? - page 2. (Read 241 times)

hero member
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I'll take it back to a classic movie: Caddy Shack. At one point towards the end of the movie there is a huge wager placed on a round of golf between the two guys in this scene:  https://youtu.be/FUDeGD-Qox4?si=HuN1YnHjQPuGc7o5 the caddies are all watching behind the bushes and they're placing some side bets on anything and everything. One of the bets was that the nephew of one of the players who was a goof ball would pick his nose and he did, they doubled down on it and said I bet you he eats it for double! And he did. I always chuckled at that scene, but it always made me wonder what other kind of ridiculous bets that other people make.

Here is the scene:  https://youtu.be/E-jlQS-Wuc0

Hope you all have a good laugh on this and if you haven't seen it watch the movie!
I just watched the video, and it's really kind of funny how people gamble on petty things and still win, and when it comes to me, I just can't remember making such silly/petty gambling on any item before, but this video just reminds me of another gambling scene by Will Smith in a 2015 movie titled "Focus", which I must confess happens to be one of my best gambling scene how Will Smith won the in an attempt where there seems to be zero percent odd of him winning, but he eventually won & went away with the $2million.



Link: https://youtu.be/SKL20MFjoNQ?si=-4_sVhx3DDDeVNyf

So, I can't wait to give this a try someday
full member
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I don't i can even remember if I'd ever to being wild to take the risk in gambling and yet win as well, we have to consider how gambling itself is full of risk not to talk of going more wild in it to end up not winning, maybe those kind of addicted gamblers who gambles regularly maybe more found in this regard whereby they take the wildest risk and yet sometimes win at last, but this is not a common occurrence with gambling.
At least you have to experience gambling because it deals with luck which we may call fastest luck,sometimes you won't blame someone who is addicted in gambling because what that person have in mind is that they will strictly win and when they fails to win they will continue trying to make sure this people win the gambling, so immediately you are planning to win and recover your lost in gambling you will be tempted to bet more so that you will win a big money, is good to risk but it's not a point whereby you bet without knowing that in gambling you win and you may not win, everyone need to experience gambling and know the spirit behind gambling
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While I was studying at the university I was always short on cash.
1 end of the month it was so bad I only had 200euro but had to pay 300euro the next day for my rent.
So, out of desperation I went to the Casino and made several bets.

Needless to say, I lost it all but a 5euro chip. I put the last chip on roulette number 8 ( my lucky number ), and it came. So I was back to 180euro, so I thought. The next spin 8 comes again and I feel frustrated cause I didn't bet again.

Suddenly the groupier pushes another 180 in my direction. I didn't realize that my initial bet stayed on the table, so I won back to back.
Now I was at 360, enough for the rent. I secured the 300 and played on with the 60 and made another 300.

So I took home 600euro, paid my rent and lived happily ever after.  Grin

And all that after having 5euro and a 1/37 chance left. Best story in my eyes.
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I did have some laughs when I won against a chess hustler who gave me a chess puzzle where I knew exactly the solution to checkmate in 3 moves. He must have thought I had no idea about the puzzle he positioned. I just have $2 in my pocket though.

But I think he will back out if I bet a huge amount to which he will suspect I know the moves. The hustlers have been doing it for years in the chess player's ground, these are cunning guys.
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I don't i can even remember if I'd ever to being wild to take the risk in gambling and yet win as well, we have to consider how gambling itself is full of risk not to talk of going more wild in it to end up not winning, maybe those kind of addicted gamblers who gambles regularly maybe more found in this regard whereby they take the wildest risk and yet sometimes win at last, but this is not a common occurrence with gambling.

I once made a wild bet by risking all the money in my wallet, but I was not that lucky, getting a big win from the big bet I made. However, starting from the big losses I experienced, this made me realize that gambling is not a place to multiply money, but a place to have fun.

And starting from this, I can be more controlled in gambling, sometimes to make us aware of the bad things we do, we have to be at the lowest point first so that our paradigm and thinking towards gambling can change significantly.
I can't even think about it because it was quite unfortunately for me trying to bet more a casino after I had some huge winning on the casino and think it is going to be like that. I have to wager the remaining funds I have in the casino without think what if I lose. This was one of the painful greedy attempt I have ever indulge in and it hurt me a lot not getting what I intend to gain from the casino. I lost the funds and I regretted because I never think twice before I use those funds to bet creating a very big lose to me. We need to understand what action we are taking before we eventually put our funds to do such thing.
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-snip-

Hope you all have a good laugh on this and if you haven't seen it watch the movie!
Because we stayed up all night with friends, we once played betting when the morning sun had just risen with a type of game to guess which buses would pass from different directions on the inter-provincial highway. We did that when we were at school and we did this habit very often until we went to college.
The video clip you shared made me remember the past before I was introduced to online gambling games.
Every now and then when we meet, this type of betting game becomes a very meaningful story that gives rise to lots of laughter.
sr. member
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I don't i can even remember if I'd ever to being wild to take the risk in gambling and yet win as well, we have to consider how gambling itself is full of risk not to talk of going more wild in it to end up not winning, maybe those kind of addicted gamblers who gambles regularly maybe more found in this regard whereby they take the wildest risk and yet sometimes win at last, but this is not a common occurrence with gambling.

I once made a wild bet by risking all the money in my wallet, but I was not that lucky, getting a big win from the big bet I made. However, starting from the big losses I experienced, this made me realize that gambling is not a place to multiply money, but a place to have fun.

And starting from this, I can be more controlled in gambling, sometimes to make us aware of the bad things we do, we have to be at the lowest point first so that our paradigm and thinking towards gambling can change significantly.
legendary
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Back in my college days, there was this one brutal winter that had us freezing our tails off at the bus stop every morning. So, to make those chilly waits a bit more bearable, we started placing little bets on things like guessing the exact time the bus would show up or how late it would be that day. The loser had to buy tea or coffee in the canteen.
sr. member
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I don't i can even remember if I'd ever to being wild to take the risk in gambling and yet win as well, we have to consider how gambling itself is full of risk not to talk of going more wild in it to end up not winning, maybe those kind of addicted gamblers who gambles regularly maybe more found in this regard whereby they take the wildest risk and yet sometimes win at last, but this is not a common occurrence with gambling.
hero member
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Mine isn't from gambling or sports or gaming, it's actually on a being like myself, I have a friend who is handicapped, and I am the only one who knew he is a very strong guy, so we all all outside one day doing some exercises and a group of guys are coming back from the gym, so we had some conversions and that's where they challenge me to 40 push-ups, then someone bought up the idea of placing a bet, I won their cash and I created a joke saying, 40 push ups is nothing, that even my friend here can do it easily..

They all stared into their eyes and one said its impossible, and then another bet was placed and to their surprise my friend who is a handicapped beat the challenge, bearly though but he won, took their money and we called it a day.

He later revealed that he is used to 20 and 30 range, but he is short of money right now so he needed to get that money, lol, we cracked some jokes about it and till today we still talk about that day.

This is a good story!!! You pretty much hustled them hahahha. You can't feel bad on that one though because you helped your handicap friend get some money that he needed. Kind of robinhoodish, taking from the rich and giving to the poor in a sort of way, eh? Thanks for sharing!

I think for me it wasn't something that I did but something that I bet my brother to do for $10. I convinced him to jump into the putt putt waterfall pool when it was already pouring rain for $10 and it was hilarious. He actually ended up having a lot of fun, he had so much fun that our cousin went in to join him thinking I would give him $10 as well (which I didn't lol) we ended up getting kicked out of that place after that hahahha
sr. member
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Mine isn't from gambling or sports or gaming, it's actually on a being like myself, I have a friend who is handicapped, and I am the only one who knew he is a very strong guy, so we all all outside one day doing some exercises and a group of guys are coming back from the gym, so we had some conversions and that's where they challenge me to 40 push-ups, then someone bought up the idea of placing a bet, I won their cash and I created a joke saying, 40 push ups is nothing, that even my friend here can do it easily..

They all stared into their eyes and one said its impossible, and then another bet was placed and to their surprise my friend who is a handicapped beat the challenge, bearly though but he won, took their money and we called it a day.

He later revealed that he is used to 20 and 30 range, but he is short of money right now so he needed to get that money, lol, we cracked some jokes about it and till today we still talk about that day.
hero member
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Why do I find the first video is a short advertisement?

I think betting games often occur between us and friends but in a different form. And it's really fun because we will guess what someone will do and if the results are correct, we will win and vice versa.

Maybe when I was a teenager, I often bet with my friends what color our teacher would wear when teaching in the morning. Or bet on anything else. We also used to bet on who would get the highest score after the exam. But unfortunately, I never won with all of them.
hero member
Activity: 1232
Merit: 565
I'll take it back to a classic movie: Caddy Shack. At one point towards the end of the movie there is a huge wager placed on a round of golf between the two guys in this scene:  https://youtu.be/FUDeGD-Qox4?si=HuN1YnHjQPuGc7o5 the caddies are all watching behind the bushes and they're placing some side bets on anything and everything. One of the bets was that the nephew of one of the players who was a goof ball would pick his nose and he did, they doubled down on it and said I bet you he eats it for double! And he did. I always chuckled at that scene, but it always made me wonder what other kind of ridiculous bets that other people make.

Here is the scene:  https://youtu.be/E-jlQS-Wuc0

Hope you all have a good laugh on this and if you haven't seen it watch the movie!
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