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What's The Craziest Bet You Ever Made Or Gambled On?

Posted on 4/9/20 at 9:34 pm
Posted by OweO
Plaquemine, La
Member since Sep 2009
113947 posts
Posted on 4/9/20 at 9:34 pm
Before I go on, I know I know, I welched on a bet on here.. Blah blah blah. I don't give a frick.

When I was younger we used to play monopoly for money. This was middle school, so we didn't put up much.. Probably a dollar or something.

I lost a bet (which I paid) betting on what time we would arrive somewhere (we set an over under).

I also lost a bet (which I paid up) that I could beat someone in madden by only kicking FGs,

I won a bet betting someone that they couldn't eat 4 big macs and an apple pie in one sitting. Dude was done after one bite on the 3rd one.

There are countless others I will try to remember.
Posted by Rouge
Floston Paradise
Member since Oct 2004
136811 posts
Posted on 4/9/20 at 9:35 pm to
Riveting tale, welcher

Craziest bet was on my ex-wife.....that went well
This post was edited on 4/9/20 at 9:36 pm
Posted by cable
Member since Oct 2018
9646 posts
Posted on 4/9/20 at 9:36 pm to
My god this is some low hanging fruit.

Posted by Barrister
Member since Jul 2012
4615 posts
Posted on 4/9/20 at 9:36 pm to
Dropped 2k on a hard 8, once.
Posted by Rouge
Floston Paradise
Member since Oct 2004
136811 posts
Posted on 4/9/20 at 9:38 pm to
quote:

Dropped 2k on a hard 8,
hope he was as good as you paid for
Posted by Bunk Moreland
Member since Dec 2010
53340 posts
Posted on 4/9/20 at 9:39 pm to
I didn't have much money at the time, so a few hundred here and there was big deal. Got down $300 quickly in Vegas, so decided to bet Lennox Lewis (who I thought was a mortal lock) against whicehever Klitschko like $1,500 to win $300.

Saw Lewis getting pummelled early and was despondent. Everyone was going berserk in the casino for the underdog. Went to dinner across town and by the grace of god Lewis closed Klitscho's eye and won by TKO. Thank you, baby jesus.
Posted by Tyga Woods
South Central Jupiter Island, FL
Member since Sep 2016
30073 posts
Posted on 4/9/20 at 9:40 pm to
I put $4,000 into a 3x leveraged oil ETN 3 weeks ago and it promptly took a nosedive. This week, the ETN liquidated and I received $720

Eta I lost $3,280
This post was edited on 4/9/20 at 9:42 pm
Posted by LSU$$$
Baton Rouge
Member since Jan 2013
1154 posts
Posted on 4/9/20 at 9:41 pm to
10 - 1 odds Georgetown to beat Villanova
Posted by oleyeller
Vols, Bitch
Member since Oct 2012
32021 posts
Posted on 4/9/20 at 9:44 pm to
Bet on wwe royal rumble

A fixed wrestling match


And i didnt even bet the person all the spoilers said would win

And he won
Posted by GreatLakesTiger24
One State Solution
Member since May 2012
55616 posts
Posted on 4/9/20 at 9:47 pm to
I lost about $1,500 on LSU-Michigan State last year

such a stupid fricking bet
Posted by Ed Osteen
Member since Oct 2007
57481 posts
Posted on 4/9/20 at 9:48 pm to
frick you
Posted by GeauxtigersMs36
The coast
Member since Jan 2018
7836 posts
Posted on 4/9/20 at 9:50 pm to
Played quarters heads or tails in first grade
Posted by Proximo
Member since Aug 2011
15553 posts
Posted on 4/9/20 at 9:51 pm to
quote:

Craziest Bet You Ever Made


And you post fricking Monopoly money stories? Clown
Posted by StringedInstruments
Member since Oct 2013
18399 posts
Posted on 4/9/20 at 9:51 pm to
Craziest?

Joined a poker tournament for fun when I was in college. I don’t remember the buy in. Wasn’t crazy expensive.

Anyway, a girl I liked invited me out so I went all in on my first hand before the turn. Two dumbasses called me on it and I won the hand. So I started the tournament with three people’s worth of chips.

The tournament was set up so that the top two or three (memory is vague - it was a while ago) from each table advanced to the next round.

Long story short, I won the tournament and people were pissed because I had a frickload more chips than everyone for the majority of the rounds.
This post was edited on 4/9/20 at 9:52 pm
Posted by AMS
Member since Apr 2016
6495 posts
Posted on 4/9/20 at 9:57 pm to
Was browsing bovada and found the bet whether or not OJ would live tweet about the democratic debate during the democratic debate. Lmao I was convinced that was the silliest bet ever and almost bet no, but texted my friend about it beforehand.
He changed my mind and I bet OJ would, and he did.

I may write a book “if he didnt tweet it.”
Posted by Bobby OG Johnson
Member since Apr 2015
24801 posts
Posted on 4/9/20 at 10:14 pm to
Grudge bike racing. Had a blast.


Just for reference this was Doug Galls pass at SGMP that went 6.99 @211mph in the 1/4


Posted by OWLFAN86
The OT has made me richer
Member since Jun 2004
175888 posts
Posted on 4/9/20 at 10:15 pm to
you're a piece of shite.


and a horrible poster you sad pathetic little weasel
Posted by BamaCoaster
God's Gulf
Member since Apr 2016
5263 posts
Posted on 4/9/20 at 10:18 pm to
I’ve been gambling on daily death counts of corona virus.
Posted by touchdownjeebus
Member since Sep 2010
24835 posts
Posted on 4/9/20 at 10:23 pm to
quote:

which I paid


Mmmm

quote:

which I paid


Right...
Posted by WITCH DOCTOR
Louisiana
Member since Mar 2009
3474 posts
Posted on 4/9/20 at 10:27 pm to
Asked a roulette dealer what number he liked in Vegas ---I told him if I hit we, would split the win. Put $200 down....bam right in 11 slot. $7200....slid his $3600 and the pit boss told him...he was done for the night...lol
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