Suggestions by @chris83

Pierce Brosnan

as Peter Vincent in Fright Night (1986)

Tim Curry

as Peter Vincent in Fright Night (1986)

Roger Moore

as Peter Vincent in Fright Night (1986)

Timothy Dalton

as Peter Vincent in Fright Night (1986)

Rachel Ticotin

as Ginger in Fright Night (1986)

Elizabeth Peña

as Ginger in Fright Night (1986)

María Conchita Alonso

as Ginger in Fright Night (1986)

Richard Grieco

as Max Miller in 90210 (80's)

Matthew Broderick

as Max Miller in 90210 (80's)

Keanu Reeves

as Max Miller in 90210 (80's)

Ralph Macchio

as Max Miller in 90210 (80's)

Jason Gedrick

as Max Miller in 90210 (80's)

Jon Cryer

as Max Miller in 90210 (80's)

Zach Galligan

as Max Miller in 90210 (80's)

Lindsey Buckingham

as Soundtrack Composer in Beastly (1986)

Laura Branigan

as Soundtrack Composer in Beastly (1986)

Loverboy

as Soundtrack Composer in Beastly (1986)

Kenny Loggins

as Soundtrack Composer in Beastly (1986)

Cheap Trick

as Soundtrack Composer in Beastly (1986)

Cary Elwes

as Kyle Kingson in Beastly (1986)