"[to Boone, who doesn't want to wager against Roy's car] That's because you think of it as transportation, Boone. Think of it as bragging rights. Think of yourself sitting around the bar, crowing to your cronies about the Cadillac you won from me. They'll forget all about the Winnebago you lost to me."

"[to Molly] I'm going to qualify for the U.S. Open and kick your boyfriend's ass. Whatever you think of me, you should know he hates old people, children, and dogs."

"Way I'm swinging today, nothing bugs me except insufficient applause."

"You know someone once said that golf and sex are the only two things you don't have to be good at to enjoy."

"Well, what the hell? You ride her until she bucks you or don't ride at all."

"I can always tell when someone's lying to himself. But I am quite susceptible and frequently wrong when that person lies to me!"

"Why do men always insist on measuring their dicks?"

"I find him... mildly attractive when he's obnoxious and arrogant like this."

"Look, boss, I only got one rule. And that's never bet money that you don't have on a dog race with an ex-girlfriend who happens to be a stripper."

"[to Roy] You won't listen to me, will you? Even when I'm trying to help you, man. After all these years you think I'm full of shit?"

"[to Roy] You're a head case. You always have been, always will be."

"Clint: [about Molly] How can such a pretty girl have such an ugly swing."

"Earl: [about Roy] The word normal and him don't often collide in the same sentence."

"David Simms: Can you people not see that I'm busy? I'm working. This is my office. Do I come to your office and ask for an autograph? I don't think so. Jesus. What an ugly dog."

"TV Director: Another driving range pro, it's all we needed. It's heroes that I need. Not obscure driving range pros."

"Jim Nantz: Unbelievable. McAvoy has done it. You just saw the greatest round in U.S. Open history. The all-time lowest round in a major doesn't belong to a Jack Nicklaus or an Arnold Palmer, Hogan, Nelson or Snead. It's been shot by the most improbable artist of all. Roy McAvoy has his signature on golf's all-time masterpiece round."

"Doreen: [to Molly] You're not one of those women who tries to fix men, I hope. I mean, men cannot be fixed, and especially him."

"Kevin Costner - Roy 'Tin Cup' McAvoy"

"Rene Russo - Dr. Molly Griswold"

"Don Johnson - David Simms"

"Cheech Marin - Romeo Posar"

"Linda Hart - Doreen"

"Dennis Burkley - Earl"

"Rex Linn - Dewey"

"Lou Myers - Clint"

"Richard Lineback - Curt"

"George Perez - Jose"

"Mickey Jones - Turk"

"Michael Milhoan - Boone"