Suggestions by @kbrian082
781 suggestions

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)

Denise Richards
as Tris in Nick & Norah's Infinite Playlist (1998)

David Strickland
as Francis in Superbad (1997)

Laura San Giacomo
as Jane in Superbad (1997)

Ethan Hawke
as Mark in Superbad (1997)

Lindsay Sloane
as Becca in Superbad (1997)

Vince Vaughn
as Officer Slater in Superbad (1997)

Joseph Gordon-Levitt
as Fogell in Superbad (1997)

Kyle MacLachlan
as Ben Wyatt in Parks and Recreation (1999-2005)

Sherri Shepherd
as Donna Meagle in Parks and Recreation (1999-2005)

Richard Riehle
as Jerry Gergich in Parks and Recreation (1999-2005)