Best Laid Plans is a 1999 American crime drama film directed by Mike Barker and written by Ted Griffin. The film stars Reese Witherspoon, Alessandro Nivola, and Josh Brolin. Plot Bryce is a successful man who returns to his tiny hometown for a visit. While there, he runs into his old friend Nick. The two decide to go out for the night. When they enter a bar, Bryce encounters Kathy, a blonde temptress whom he eventually takes home for the night. When he awakens, Kathy informs him that she is underage and threatens to tell the police that Bryce has committed statutory rape. Bryce panics and decides to tie her up and hide her away in the basement. He then makes a call to Nick. Unbeknownst to Bryce, Kathy is actually Nick's girlfriend Lissa. The two had schemed to use Bryce's money to pay off a $15,000 debt they owe small-time hood Jimmy. Cast Reese Witherspoon as Lissa/Kathy Alessandro Nivola as Nick Josh Brolin as Bryce Terrence Howard as Jimmy Jamie Marsh as Barry Rocky Carroll as Bad Ass Dude Gene Wolande as Lawyer Owen Bush as Vagrant Sean Nepita as Freddie José Mendoza as Renaldo Michael G. Hagerty as Charlie David Mandel as Evangelist Alec Berg as Phone Guy No. 1 Jeff Schaffer as Phone Guy No. 2 Reception Best Laid Plans received mixed reviews. Awards and nominations California on Location Awards 1998: Won "Location Professional of the Year - Features" - Diane Friedman References External links 1999 films 1999 independent films 1999 crime films 1999 crime drama films 1999 drama films 1999 crime thriller films 1990s American films 1990s English-language films 1990s heist films American crime drama films American crime thriller films American heist films American neo-noir films Films directed by Mike Barker Films scored by Craig Armstrong (composer) Films with screenplays by Ted Griffin Fox Searchlight Pictures films