Suggestions by @kbrian082
885 suggestions
Kiefer Sutherland
as Budolfsky in Pineapple Express (1998)
Vince Vaughn
as Red in Pineapple Express (1998)
Clyde Kusatsu
as King Argotron in Role Models (1998)
Vanessa Angel
as Beth Jones in Role Models (1998)
Tom Cruise
as Danny Donahue in Role Models (1998)
Matthew McConaughey
as Anson Wheeler in Role Models (1998)
Mara Wilson
as Nora Spier in Love Simon (1998)
Ethan Embry
as Martin Addison in Love Simon (1998)
James Van Der Beek
as Nick Eisner in Love Simon (1998)
Omar Epps
as Bram Greenfield in Love Simon (1998)
Michael C. Maronna
as Keith Nelson in Some Kind of Wonderful (1997)
Kirsten Dunst
as Mia in Some Kind of Wonderful (1997)
Ariana Richards
as Mia in Some Kind of Wonderful (1997)
Mike Hagerty
as Cliff Nelson in Some Kind of Wonderful (1997)
Keri Russell
as Amanda Jones in Some Kind of Wonderful (1997)
James Van Der Beek
as Lethario in Nick & Norah's Infinite Playlist (1998)
Orlando Bloom
as Dev in Nick & Norah's Infinite Playlist (1998)
Tara Reid
as Caroline in Nick & Norah's Infinite Playlist (1998)
David Strickland
as Francis in Superbad (1997)
Laura San Giacomo
as Jane in Superbad (1997)