1. 01-07-16 06:59 PM #1
    Tony Williams
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    Most degenerate thing you've ever bet on

    I would say it's a tie for me...either women's boxing (only put $20 on some crazy mammoth underdog because my degenerate friend suggested it)...or playing rock paper scissors blacked out at indian casino for hundreds
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  2. 01-07-16 07:02 PM #2
    Seaweed
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    Next color of car to drive past the window from the west. Bet on red and my friend bet on black. A black car came and I lost $600. It turns out he fixed the bet and told his friend to drive his acura. When i found out i grabbed a wrench and chased him to get my $600 back. He sprinter away and havent seem him again
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  3. 01-07-16 07:03 PM #3
    Tony Williams
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    Quote Originally Posted by Seaweed View Post
    Next color of car to drive past the window from the west. Bet on red and my friend bet on black. A black car came and I lost $600. It turns out he fixed the bet and told his friend to drive his acura. When i found out i grabbed a wrench and chased him to get my $600 back. He sprinter away and havent seem him again
    Hahahaha
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  4. 01-07-16 07:09 PM #4
    CanuckG
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    Indonesian racquetball
    Filipino ping pong and pool
    Darts
    Special olympic hurdles with friends
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  5. 01-07-16 07:10 PM #5
    jjgold
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    regular stuff only because I am a winner
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  6. 01-07-16 07:11 PM #6
    daneblazer
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    Bet which cow would shit in the field first
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  7. 01-07-16 07:11 PM #7
    Tony Williams
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    Quote Originally Posted by jjgold View Post
    regular stuff only because I am a winner
    I haven't been here long, especially as active as I have been....but I'm more than aware of your reputation lol
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  8. 01-07-16 07:12 PM #8
    The Giant
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    Probably the Little League World Series.

    Nothing more exhilarating than watching young boys.
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  9. 01-07-16 07:12 PM #9
    grease lightnin
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    Years ago somebody bet me $100 I wouldn't eat an african cichlid (small fish) at the car dealership I worked at. I found out after swallowing it that they have more parasites than basically any other fish. Didn't come down with anything but I sweated it out
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  10. 01-07-16 07:14 PM #10
    FlipsideRM
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    Curling way back in my super super degenerate days.
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  11. 01-07-16 07:14 PM #11
    b1slickguy
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    76ers
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  12. 01-07-16 07:14 PM #12
    Tony Williams
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    Quote Originally Posted by The Giant View Post
    Probably the Little League World Series.

    Nothing more exhilarating than watching young boys.
    The things you post, combined with your avatar, make me laugh about 60% of the time
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  13. 01-07-16 07:15 PM #13
    Auto Donk
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    has to be the time I bet my then-girlfriend a fullbore assbangin' of her that I could rub one out in less than one minute......

    I won the bet........

    I'm not even gonna mention what I would have had to do had I lost the bet......... but i'm quite certain ttwarrior would be rather intrigued by the notion of it......
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  14. 01-07-16 07:16 PM #14
    The Giant
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    Quote Originally Posted by Tony Williams View Post
    The things you post, combined with your avatar, make me laugh about 60% of the time
    We need to get those numbers up!

    I'll try harder, Tony.
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  15. 01-07-16 07:16 PM #15
    packerd_00
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    Ping Pong
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  16. 01-07-16 07:17 PM #16
    daneblazer
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    If we are talking about dares this thing could get interesting
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  17. 01-07-16 07:21 PM #17
    Auto Donk
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    and, of course, I used to make five bucks here and there by accepting such bets that I wouldn't eat a mosquito, a little baby frog, etc.....

    grossest payoff was ten bucks for a rabbit (recently shot cottontail at a friend's ranch) kidney.... what made it gross was some long stringy tube like connection to the kidney slowly getting shorter as the kidney went down my throat.... guys were puking as they saw that tube like stringy membrane slowly crossing my chin, then lips, only to vanish........ all their puking damn near made me puke! which of course would have cost me the bet, as one of the terms was I had to keep it down.........
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  18. 01-07-16 07:25 PM #18
    franklee168
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    How many steps from the pool hall to the parking lot for $100.00 each, 7 of us.
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  19. 01-07-16 07:29 PM #19
    SEAHAWKHARRY
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    Jacksonville FLOrIDA cicra 1990. Wagered 50$ on a midget tossing event at the local bowling alley

    I FUKKIN won
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    This post was nominated 1 time . To view the nominated thread please click here. People who nominated: grease lightnin
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  20. 01-07-16 07:31 PM #20
    stevek173
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    Don't remember what year it was but I had gotten in through a friend with these local bookies and things went well for awhile with a stream of doing decent being paid promptly, etc. Anyway eventually I started losing a bunch in a row and doubling up until they did what they do which is cut you off. It was one last bet and I was working late that night managing a store and I was going crazy because my buddy told me if I lost they were coming to mess me or at least where I lived up, badly. I had the radio blaring the game and my employees were wondering what the hell was going on. All I remember is Sam Cassell was on the Nets and he drained a last second shot to secure the win for me, I went nuts. Not too long later everyone including myself hit on the Bulls and that book skipped town and no one got paid.
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  21. 01-07-16 07:32 PM #21
    Tony Williams
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    Quote Originally Posted by SEAHAWKHARRY View Post
    Jacksonville FLOrIDA cicra 1990. Wagered 50$ on a midget tossing event at the local bowling alley

    I FUKKIN won
    I almost spit out my beer
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  22. 01-07-16 07:46 PM #22
    PorkChop
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    This is gonna be a fantastic thread
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  23. 01-07-16 07:53 PM #23
    MoMoneyMoVaughn
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    Whether or not the glove would fit.
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  24. 01-07-16 07:54 PM #24
    downsouth
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    2 250 pound plus black chicks fighting in the street. I lost a dinner tab that night on that stupid chick that tripped on the curb and could not get up.
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  25. 01-07-16 07:56 PM #25
    cashmoneyholla
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    Me and mickeyman use to bet on curling a lot and had some solid years . His dad was kind of a sharp . Had some inside info on what skips were dirty whoresssss. Not even kidding . Mickey won so much we would have to time placing our bets at same time because pinnacle would raise the line so much and would be to much for my broke ass.

    Holla
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  26. 01-07-16 07:57 PM #26
    sweethook
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    tony did you call JJ
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  27. 01-07-16 07:58 PM #27
    ThaWoj
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    Betting $50 coin flips with some Guatemalan kid standing on top of a 4 story roof doing hurricane Katrina construction. Lost like $350 in 20 minutes I was so f ing pissed

    $20 bet with 5 guys in the back of the pizza joint I worked in, who could hold their arm fully submerged in a bucket full of ice covering the whole arm the longest. I won the $100 by going the longest at 19 minutes and change. I think I still have nerve damage to this day...
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  28. 01-07-16 08:04 PM #28
    MoMoneyMoVaughn
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    $50 on Eagles moneyline.
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  29. 01-07-16 08:12 PM #29
    VeggieDog
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    If a kid if in Madagascar throws a rock at a tree, I can see it and bet on it.
    --Charlie Harper (On why he has cable AND a dish.)
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  30. 01-07-16 08:16 PM #30
    Tony Williams
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    Quote Originally Posted by sweethook View Post
    tony did you call JJ
    Nope, he never answered me and idk his # lol
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  31. 01-07-16 08:19 PM #31
    Merella
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    eSports..think it was a Dota2 match
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  32. 01-07-16 08:24 PM #32
    MoMoneyMoVaughn
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    A game I was refereeing
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  33. 01-07-16 08:59 PM #33
    DOM_Toretto
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    Remember when those 2 prisoners escaped from a NY penitentiary?
    I bet on the over 14 days or so to catch them. And casheddddd.
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  34. 01-07-16 09:47 PM #34
    KVB
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    Quote Originally Posted by Merella View Post
    eSports..think it was a Dota2 match
    Me too, for fun. I won. I think it was posted here as it was happening.

    I also bet on snooker matches that I believe were held in Korea. That was long ago. I think I ended up down a little on that tournament. I have also bet on Russian Golf tournaments, lost allof those bets.



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  35. 01-07-16 09:54 PM #35
    DrunkHorseplayer
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    Beaver Ball, UConn.
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