Oddest or worst thing you have won on a pool bet?

ShootingArts

Smorg is giving St Peter the 7!
Silver Member
Another thread reminded me of some funny bets. I have had several different guys want to bet their wife/girlfriend, for the night or for keeps. I passed on those bets!

The funniest bet that comes to mind offhand was for a guy's car. I won and picked up the key off the rail. We went outside and he showed me the car. I took one look at the clunker and handed him the key back! He was offended that I thought so little of his car but I wasn't sure it would last long enough to drive it to the nearest scrap yard. Won some cash and a bunch of coke another time. I took the cash but told the other player to keep the coke. Back then it was worth a lot of years in Angola to be caught with a dealer's amount of it. The other player argued that I had won the dope but I told him that I'd take delivery in the mens restroom and flush it while he watched if he insisted.

What have you bet besides cash on a pool table?

Hu
 
I've won a Beretta GT once. Two shotguns. Let's see, a couple of strippers at once. Ummm, two cues. Nothing out of the ordinary, I guess.
 
Only thing I have won is good old green.

I'm going to keep an eye on this thread cause I bet it's going to get really interesting.

Lets here some stories.

Junior
 
Our room owner liked to bet for odd amounts, like $12.37 cents. And he would pay up the correct amount. I like to offer people a dollar on a tough shot. It's weird because I'm just offering them a dollar, it's not a bet. I like to take note of who makes the dollar-shots and who misses.
 
Played captains one pocket for our shoes against $75 once lmao...i had some old jacked up slippers on so i was game lol. We won so i got to keep my shoes. I beat a guy out of his airlogistics hat about 5 years back.

Beat a few people out of their cues and stuff like that.


It would be to do like some of the old timers and beat some room owner out of his place lol, let him keep it and get a piece on the side lol.;)
 
A while back me and a buddy used to play each other for laundry money. It was $1.25 for the washer and $1 for the dryer in the apartment we lived in. It was always funny to have someone come over to see what we were playing for, to see the expresstions on their faces when we told them was always priceless. Those where some fun times
 
i won oral sex one time. at the end of the day i didn't want to take it but i won and a bet's a bet. To this day i wish we'd bet money but he was broke!
 
beat a guy out of his ponytail one time. not an original idea though as my dad beat me out of my hair about 40 years ago.

M.C.
 
i won oral sex one time. at the end of the day i didn't want to take it but i won and a bet's a bet. To this day i wish we'd bet money but he was broke!


cat wtf.jpg


I was hoping this thread would bring out some real interesting stories, just perhaps not THIS though. Oh my pp2093, I gots me some concerns 'boutcha now... ;)
 
cowboy boots and hat

Another bet that offended somebody when it didn't happen, cowboy boots! I wore plain leather cowboy boots for twenty years or so, boxed toe or semi-round. When I bought several businesses and moved to a city of 30-40 thousand or so I assumed I'd be able to buy boots whenever I needed to just like always. Being very busy I wore my boots until they were almost falling off my feet and then discovered after going to every place for twenty miles around that I had to special order boots in my size, three weeks or so to come in. I bought some tennis shoes and discovered that after twenty years in cowboy boots or barefoot I literally had to learn how to walk in shoes again!

However the boots in question for the bet were very fancy, very well worn and certainly smelly, pointy toed roach stomper cowboy boots. I wouldn't have been caught dead in them buying them brand new much less wearing a pair that were old and nasty that had been on somebody else's feet for a year or three. Not to mention these were several sizes too large besides! The owner was insistent, I had taken his money and his cue and he wasn't ready to quit yet. I had to quit winner though, I'm pretty sure the cowboy shirt would be next and it was even gaudier than the boots. I did win a what had been a nice heavy felt cowboy hat once. It was from a guy in a band. Soaked through with sweat and very nasty. I "accidentally" left it behind when I left the place!

Hu

Hmm, I do have a like new pair of cowboy boots in the back of my closet purchased in '94. Maybe I need to see if they still fit. I played my best pool in cowboy boots.
 
A couple of friends and I used to bet a DVD or two per rack when we were in college. In the end, we all came out fairly even, but I somehow ended up with (among other things) Coyote Ugly instead of The Green Mile.
 
When I was in the Navy in San Diego, I played a pimp who was about to pull up, then asked me if I'd play for hats. This guy was the guy you'd see if you looked up "pimp" in the dictionary, so I can't wait to see these hats. We go out to his Caddy and he has several hatboxes filled with COWBOY HATS! I ended up winning two Stetsons and a Resistol hat, which I sold at a nice profit when I got back to the base. Ain't pool great?


Steve
 
I once played a set for everything in a guy's pocket. I also knew he was an avid fisherman, so I told him he had to throw his fishing license in. He lost, and along with the cash, I won his right to fish in that state. LOL
 
I have won on a pool game besides cash, some cues, cases, breakfast, dinner, jumping jacks, push ups, bunny hops (had a girl hop around the whole poolroom like a bunny), many other things I would not care to speak on here. :D
 
I played a cop for his wallet in a rec center when I was like 14. I had a hat that had a bong on it, and he wanted it bad. He pulled out his wallet and it had a lot of money in it. I lost:mad: I wonder if he still has it 16 years later cause I want a rematch:cool:

I also played some strip pool at my house, I lost the game, but I won the war:p
 
A guy was running his mouth one night about 9 years ago about how girls can't ply pool, I had just learned 9 ball an told him I'd play him. He laughed and said one race to 5 for $10 I didn't have any money so my hubby and his friend mike said make it 20 and we will put up the cash.... He laughed and said fine , I ended up winning 5-2. Took the 20 gave it back to the guy. ( they let me keep 10) the guy I played ran his mouth a bit more about how I got lucky and left. Haven't seen him again since lol not an odd story but i don't bet so that's all I had :)
 
I use to hang around with jockey's and trainers at bars in Tampa, Oldsmar, and Town n Country, FL in the 80's. Many times I would play them for a tip on a horse against my $50 that had to win and pay more than our bet on a $5 or $10 ticket. If the horse didn't win or pay more than our bet he owed me the bet + the price of the ticket or if the horse won but paid less than our bet he owed me the difference. It was amazing how many of those tips came in and covered more than the bet:wink:. Johnnyt
 
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