Directed by Gus Van Sant • 1997 • United States
Starring Matt Damon, Ben Affleck, Robin Williams

What does genius look like? The Oscar-winning cultural touchstone that launched the careers of Matt Damon and Ben Affleck, this by turns witty and deeply tender drama stars the former as Will Hunting...

Directed by Todd Haynes • 1998 • United Kingdom, United States
Starring Ewan McGregor, Toni Collette, Christian Bale

A CITIZEN KANE for the glittering, hedonistic glam-rock explosion, Todd Haynes’s deliriously flamboyant third feature follows journalist Arthur Stuart (Christian Bale) as he launc...

Directed by Kevin Smith • 1995 • United States
Starring Shannen Doherty, Jeremy London, Jason Lee

Kevin Smith tapped into the Gen X zeitgeist once again with his hilariously, proudly sophomoric follow-up to CLERKS. When Brodie (Jason Lee) and TS (Jeremy London) are both dumped by their girlfrien...

Directed by George Armitage • 1997 • United States
Starring John Cusack, Minnie Driver, Dan Aykroyd

John Cusack’s unstoppable run as puppy-eyed Gen X heartthrob continued with this smart, wittily offbeat blend of hit-man thriller and romantic comedy. He stars as Martin Blank, a professional assa...

Directed by Allan Moyle • 1990 • United States, Canada
Starring Christian Slater, Samantha Mathis, Annie Ross

By day, Mark Hunter (Christian Slater) is the painfully shy new kid in a small Arizona town. But by night, he’s Hard Harry, the cynical, uncensored DJ of a pirate radio station. Idolized...

Directed by Cameron Crowe • 1992 • United States
Starring Bridget Fonda, Campbell Scott, Kyra Sedgwick

Six young Seattle urbanites just starting their lives—with bills to pay, budding careers, heightened social awareness, and restless hearts—share their dreams, their music, and the common courty...

Directed by Bill Duke • 1992 • United States
Starring Laurence Fishburne, Jeff Goldblum, Victoria Dillard

Film noir hits the mean streets of 1990s Los Angeles in this stylish and subversive underworld odyssey from veteran actor-director Bill Duke. Laurence Fishburne stars as Russell Stevens, a p...

Directed by Stephen Hopkins • 1993 • United States
Starring Emilio Estevez, Cuba Gooding Jr., Jeremy Piven

Boys’ night out turns into a harrowing fight to survive in this turbocharged action extravaganza. Suburban family man Frank Wyatt (Emilio Estevez) and his buddies are on their way to Chicag...

Directed by Thomas Schlamme • 1993 • United States
Starring Mike Myers, Nancy Travis, Anthony LaPaglia

Mike Myers brings his outlandish comic absurdism to this offbeat, cult-favorite rom-com. He’s Charlie, the commitment-phobic San Francisco poet whose love life has largely been a disaster—until...

Directed by Danny Boyle • 1996 • United Kingdom
Starring Ewan McGregor, Jonny Lee Miller, Robert Carlyle

Danny Boyle’s electrifying 1996 adaptation of the cult novel by Irvine Welsh is a heady tour through Edinburgh’s scuzzy eighties underground, where Renton, an aimless young man, bounces fr...

Directed by Richard Linklater • 1997 • United States
Starring Giovanni Ribisi, Parker Posey, Steve Zahn

Eric Bogosian adapts his hit stage play for the screen with acclaimed director Richard Linklater in this drama inspired by their own experiences. When a famous rock star (Jayce Bartok) visits ...

Directed by Jim Jarmusch • 1999 • United States
Starring Forest Whitaker, John Tormey, Cliff Gorman

Jim Jarmusch combined his love for the ice-cool crime dramas of Jean-Pierre Melville and Seijun Suzuki with the philosophical dimensions of samurai mythology for an eccentrically postmodern take o...

Directed by David Lynch • 1997 • United States
Starring Bill Pullman, Patricia Arquette, Balthazar Getty

“We’ve met before, haven’t we?” A mesmerizing meditation on the mysterious nature of identity, LOST HIGHWAY, David Lynch’s seventh feature film, is one of the filmmaker’s most potent cinemati...

Directed by Wim Wenders • 1991 • Germany, France, Australia
Starring William Hurt, Solveig Dommartin, Sam Neill

Conceived as the ultimate road movie, this decades-in-the-making science-fiction epic from Wim Wenders follows the restless Claire Tourneur (Solveig Dommartin) across continents as she...