Suggestions by @kbrian082
946 suggestions
Jason Kristofer
as Keith Nelson in Some Kind of Wonderful (1997)
Peter Segal
as Director in Role Models (1998)
Jon Stewart
as Homeless Man in Nick & Norah's Infinite Playlist (1998)
Christine Taylor
as Angie Anderson in Pineapple Express (1998)
Bernie Mac
as Matheson in Pineapple Express (1998)
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)
James Van Der Beek
as Nick Eisner 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)