Adult Chris: [v.o.] I wasn't making a bet with Doc, but it paid off, anyway...
Doc: Well, ain't you the little odds maker?
Chris: What are you talking about?
Doc: Here. [gives Chris money]
Chris: What's this for?
Doc: You called that game just right. First I was down $50, now I'm up by $300.
Adult Chris: [v.o.] All I get is this?

Chris: Now, when I said "bet", I didn't mean "bet" bet. I was just saying.
Doc: Oh, you keep on just saying, and I'll just keep on paying. How'd you learn so much about the game, anyway?
Chris: Well, since I can't play, I watch. I study the stats. It's fun.
Adult Chris: [v.o.] Too bad they don't have an all-star game for stats.
Doc: Now, what do you think about Jazz against the Rockets?
Chris: Well, everybody thinks that Houston's gonna win because of the twin towers, but that's only for rebounds and stick backs. The Jazz can run.

Drew: Bam! Bam! Bam! Hah! And that's it! Drew crushes Tonya again and the crowd goes wild. [laughing] I win, you lose.
Adult Chris: [v.o.] My brother was good at everything except winning.
Tonya: Why don't you shut up?
Drew: Why don't you make me shut up?
Tonya: Bet you don't win again.
Drew: I bet you I do.
Tonya: Bet you you don't.
Drew: All right then, bet what?

Greg: Cool hat, man.
Chris: Oh, thanks. It's a Kangol.
Greg: Aren't those expensive?
Chris: Yeah, well, I made some extra money when I gave Doc a couple of tips on the play-off games.
Greg: Are you crazy? You've gotta give that back. It's gambling money. Do you know what happens to gamblers?
Chris: Greg, I'm not gambling.
Adult Chris: [v.o.] And Bobby Brown's drug free.

Adult Chris: [v.o.] Back at Doc's, he was more concerned with the line on the game than the line at the cash register.
Doc: But I think Dallas is gonna take this one.
Woman: You're going with Dallas over Portland? You should be committed, old man.
Man: You know what? You both need to be committed. Hey, Chris, what you think, man?
Woman: Well, who's he supposed to be, Jimmy the Greek?
Doc: No, that's Chrissy the Black.
Adult Chris: [v.o.] He called me that even before he knew I could pick games.

Man: So, brother man, what you know?
Chris: Well, I know that the Portland defense is way too weak in transition to stop Aguirre and Blackman. Plus, the Mavericks have something to prove so they're going to come out hard. So I'm gonna have to go with Dallas.
Woman: And- And why should I listen to you?
Doc: Well, don't and lose your money. You know I got a side bet with somebody as dumb as you are.
Woman: No, we gonna see who's gonna lose some money.
Doc: Well, bet me double that.
Adult Chris: [v.o.] Win or lose, I bet I'm in trouble.

Risky: Well, well, well, if it ain't Chrissy the Black. I thought we was supposed to be friends, young blood.
Chris: What are you talking about?
Risky: Doc had a little side bet on the Dallas game. I was the side bet.
Doc: And I know you wouldn't listen 'cause your name is Risky, not Smarty.
Chris: Wait, what happened?
Risky: I lost, that's what happened. If I had known you were giving Doc his pitch, I wouldn't even bet him.
Adult Chris: [v.o.] For the first time I realized, that while Doc was winning money, somebody was losing. [Doc pays Chris]
Risky: What? You're in on this?
Doc: He ain't in on nothing. I just give him a little taste when I win.

Risky: Well, if you're so on the money, uh, how about tonight's game?
Doc: Oh, that's a big game. There's gonna be a lot of money on the line.
Risky: [to Chris] Come on, man. Help me out just so I can win my money back.
Chris: All right, just don't tell anybody.
Risky: I won't tell anybody, it's just between us.
Adult Chris: [v.o.] Translation: "I'm telling everybody."

Adult Chris: [v.o.] You ever notice how nervous you get when a big black car is following you.
Shecky: You're Chris, right?
Chris: Who are you?
Shecky: Shecky the Bookie. My friends call me Shecky the Bookie.
Chris: And what do you want?
Shecky: Word on the street is you're pretty good at picking ball games.
Chris: Nah, I'm just lucky.
Shecky: They build casinos on your kind of luck. Look, your friend Doc, he needs to get unlucky. And he needs to get unlucky tonight. And if he doesn't, I'm gonna see you tomorrow. And you don't want to see me tomorrow.
Adult Chris: [v.o.] I didn't want to see you today.
Shecky: Capiche?
Adult Chris: [v.o.] I wonder if that's Italian for "Did you just wet your pants?"

Julius: Oh, I see why Drew is beating you.
Tonya: Why?
Julius: You've got to think before you move. Strategize.
Tonya: Strategize? In checkers?
Julius: You're not playing checkers, you're playing Drew. It's like... you've played him over a hundred times. You know all his moves, right?
Tonya: Yeah, he just wants to be kinged all the time.
Julius: So what you do is you leave him an easy way to get kinged, but you're really leading him into a trap to take all his checkers.
Adult Chris: [v.o.] Just ask Paul McCartney's wife.