Play It to the Bone (2000)

Synopsis
After covering baseball in Bull Durham, basketball in White Men Can't Jump. and golf in Tin Cup, writer, director, and obvious sports fan Ron Shelton takes on the world of boxing in this comedy. Vince Boudreau (Woody Harrelson) and Cesar Sota (Antonio Banderas) are close friends and aspiring boxers struggling on the lowest rungs of the fight game. When a major boxing promoter needs to fill out the card for a heavyweight bout in Las Vegas, Vince and Cesar both get the call to head out to Sin City. But the excitement sours when they realize that there's a small problem: the promoter's schedule has the two pals fighting each other. Play It to the Bone also features Lolita Davidovich, Lucy Liu, Tom Sizemore, and Robert Wagner. ~ Mark Deming, All Movie Guide