What's The Craziest Bet...

Rack said:
Not a bet, but I did turn down a threesome once (yes it was with two girls) to watch the Cowboys lose to the Dolphins on thanksgiving (pretty sure it was the Leon Lett game).


Yes, I feel stupid for doing it (or not doing it, technically).

See Dude... I waited 'till after the game. Of course it was only one girl...but she had a lot of hand-eye coordination... it seemed like more.:D
 
I am not sure what the bet was for, but this was the bolest, most outrageous bet.

When Jimmy Johnson was in his early years, I think we had just lost in his first trip to the playoffs, my buddy who was a Cowboys fan made a bet with one of our friends who was a Steelers fan.

The Steelers were still sitting on their 4 Lombardi trophies, and we only had two.

My buddy bet the Steelers fan that Dallas would win 5 Super Bowls before the Steelers did.

Now that was bold, ... and we all know how that turned out.
 
AsthmaField said:
I dated this chick who was a Commanders fan... I know, crazy. Anyway, the Commanders played the Cowboys on Monday night football pretty early in the season and she was just sure Dallas would lose. I thought they'd win.

Dallas won.

Well, I can't really say what we bet but let's just say that we were up long after the game had ended. She never made that bet again.

I'd love to be able to give the details, but as a family oriented site... I can't even begin to explain the intimate details of how the bet was structured.

You asked.

What a touching story of a 26 year old man losing his virginity... :D
 
WV Cowboy said:
I am not sure what the bet was for, but this was the bolest, most outrageous bet.

When Jimmy Johnson was in his early years, I think we had just lost in his first trip to the playoffs, my buddy who was a Cowboys fan made a bet with one of our friends who was a Steelers fan.

The Steelers were still sitting on their 4 Lombardi trophies, and we only had two.

My buddy bet the Steelers fan that Dallas would win 5 Super Bowls before the Steelers did.

Now that was bold, ... and we all know how that turned out.
That is a showing your nads bet.
 
AsthmaField said:
I dated this chick who was a Commanders fan... I know, crazy. Anyway, the Commanders played the Cowboys on Monday night football pretty early in the season and she was just sure Dallas would lose. I thought they'd win.

Dallas won.

Well, I can't really say what we bet but let's just say that we were up long after the game had ended. She never made that bet again.
Did you make her paint your house or what ?

Sounds like she didn't enjoy it.
 
Hostile said:
That is a showing your nads bet.
I know, ... initially I wanted to be excited for him, but I was like, "man, you are way out on the limb now!"

But the 'Boys came through.

Go Seahawks !
 
big dog cowboy said:
That one is easy for me. November 1991 I was shooting my mouth off at work that we were back and going all the way. No one was taking me seriously until I said I would be willing to bet. One guy stepped up immediately. A Cowboy hater (of course.) This was before the Thanksgiving game mind you. I said we would win the super bowl and gave him the field. It was only for a 6 pack of beer but the bet was on. Two months later we had our third trophy and my buddy paid off. He said the was the best bet he had ever seen in his life.

The Cowboys went 11-5 in 1991 and were eliminated by the Lions in the divisional playoffs.
 

Staff online

Latest posts

Forum statistics

Threads
464,618
Messages
13,822,496
Members
23,781
Latest member
Vloh10
Back
Top