[mrmarket]

Pogs in grade school for me. How about you?

[Jericholic]

I bet a dollar on with a friend in 5th grade on the 1995 NCAA Tournament Championship between UCLA and Arkansas. I won, last time I was up overall gambling!!

[jjgold]

horses
football tickets (parlay cards)

[crustyme]

super bowl.

[mrmarket]

horses
football tickets (parlay cards)

Did you ever manage to recruit those children you lured to your window with bubblegum as beards? I believe child labor to be one of America's greatest untapped resources. You are an inspiration to us all coach.

[mr. leisure]

5 card draw for baseball cards

[bobbyfk]

Did you ever manage to recruit those children you lured to your window with bubblegum as beards?

[brooks85]

First thing I gambled on was life and I won. It was me vs as many as 600million others and I made it there first.

[Statman]

The racetrack betting horses was my introduction into the gambling world....

[jlgarciaiii22]

Horses and Football Parlay Cards... I think I was about 7 years old! I come from a family of degenerate gamblers so it was just natural...

[warriorfan707]

In middle school my friends grandpa used to take our 5-10 dollar bets on NFL. We won 70$ over the course of the year, betting as square as you possibly could I think.

I was really good back before I mindfukked myself.

Overanalyzing in sports betting is the worst thing you can do.

[RollPlayer]

UFC fights a couple of years back got me into it. It just seemed so easy, I wish I could say the same thing now

[urge2kill]

8 years old we used to flip baseball cards. First one to flip the same team as the previous card won the stack. I was so bent when I lost my Yankees team card.

[Mr. Peepers]

NBA Jam T.E.

[Reno Paul]

Pitching quarters while cutting class in the 10th grade in high school.

[VegasInsider]

I used to make a bet ATS on every MNF game with my dad for who had to take out the trash to the curb that week. I must have been 9-10 years old. My first real gambling took place on the golf course when I was probably 14 or so. I was one of the best junior golfers in the state...so it was pretty easy money.

[dngf]

It was either a $.25 or $.50 bet UCLA vs USC in 1967, I was 11. SC won, I had to pay.

[shaggy3000]

I used to make a bet ATS on every MNF game with my dad for who had to take out the trash to the curb that week. I must have been 9-10 years old. My first real gambling took place on the golf course when I was probably 14 or so. I was one of the best junior golfers in the state...so it was pretty easy money.

ha. got my start on the course too. havent really played in like 4 years but i bet i could beat you

[VegasInsider]

I'll have to disagree with you Shaggy. I turned professional for a brief time after college and played the mini-tours for 18 months before I realized I needed a real job with a real salary.

Still carry a +1.4 handicap.

[Mr KLC]

I bet the school bully that the Broncos would beat the Cowboys in Super Bowl XII. I'm glad my family moved the next year, or I would still be paying that debt off to him.

[Full Time Hobo]

My uncle taught me Blackjack when I was 8.. used to play against him for $1 a hand

[marcoloco]

NBA Jam T.E.

i spent too many hours on that game. good times

[TheLock]

I gambled on love @ the age of 9.

I win the internet

[shaggy3000]

i dont know insider if i would have gone to such a shitty college the first year i might still be playing and who knows. but i still like my odds against anyone.

[chico2663]

3rd grade lunch money on bengals playoff game in 1970

[belvedere86]

first time was when I was about 11-12 years old and a placed 5 euro to win 15euro on Erik Zabel to win the cycling classic Milan - San Remo. which none of your americans has probably heard of

He won btw

[sweethook]

in 1968 or 1969 on how many pigs my aunt peggys sow would have on her first tap and from there to how much a hog would dress out at. i know it was silly but i was young and wanting to get my feet wet with some action = i went 1-1

[thezbar]

My father ran a parlay card operation for a few seasons. I was in charge of grading them. In turn i got a free play 3 or or 4 teamer each week. I was around eight or nine years old at the time.

[RPP]

Bet a dollar on the Packers the year the Broncos beat them.

[13th Inning]

I bet my mother I would come out feet first when I was born. She bet I would come out headfirst. We confirmed the bet via my hand signals in the ultrasound photo.

Fukkin doctor ended up having his own bet on the side, though, and gave her an unnecessary C-section so he could win.
I heard years later that the doctors had their own bet going at that hospital about the C-section prop, and the doctor was spotted counting out hundred-dollar bills in the hallway a short time later.

[WeinketoWarrick]

March Madness

[txmagnolia2]

Black jack at the Mirage in Vegas.

[Z_Wipf]

March Madness Freshman year of college. We didn't know shit. We thought we picked Florida to win their next game but it was really to win their bracket. Confused as **** for days when the bet still hadn't been graded.

[Willie Bee]

1962, Colt 45s vs. Cubs. Got stiffed for 5¢.

[alling]

greyhounds in florida. i won. they got me hook line and sinker.