Tahun | Pemenang dan nominee | Film | Peran |
1996 | Tom Cruise | Jerry Maguire | Jerry Maguire ‡ |
Nathan Lane | The Birdcage | Albert Goldman |
Eddie Murphy | The Nutty Professor | Sherman Klump / Beragam Karakter |
Jack Nicholson | Mars Attacks! | James Dale |
Stanley Tucci | Big Night | Secondo |
1997 | Jack Nicholson | As Good as It Gets | Melvin Udall † |
Robert Carlyle | The Full Monty | Gary "Gaz" Schofield |
Dustin Hoffman | Wag the Dog | Stanley Motss ‡ |
Tommy Lee Jones | Men in Black | Kevin Brown / Agent K |
Kevin Kline | In & Out | Howard Brackett |
Howard Stern | Private Parts | Himself |
1998 | Ian Bannen | Waking Ned | Jackie O'Shea |
David Kelly | Waking Ned | Michael O'Sullivan |
Warren Beatty | Bulworth | Senator Jay Billington Bulworth |
Jeff Bridges | The Big Lebowski | Jeffrey "The Dude" Lebowski |
Michael Caine | Little Voice | Ray Say |
Robin Williams | Patch Adams | Hunter "Patch" Adams |
1999 | Philip Seymour Hoffman | Flawless | Rusty |
Jim Carrey | Man on the Moon | Andy Kaufman |
Johnny Depp | Sleepy Hollow | Ichabod Crane |
Rupert Everett | An Ideal Husband | Arthur Goring |
Sean Penn | Sweet and Lowdown | Emmet Ray ‡ |
Steve Zahn | Happy, Texas | Wayne Wayne Wayne, Jr. (a.k.a. David) |