Suggestions by @nurali

Stan Lee

as Stan Lee in Spider-Man Unchained (1998)

Bill Nunn

as Robbie Robertson in Spider-Man Unchained (1998)

R. Lee Ermey

as J. Jonah Jameson in Spider-Man Unchained (1998)

Winona Ryder

as Betty Brant in Spider-Man Unchained (1998)

Ryan Phillippe

as Ned Leeds in Spider-Man Unchained (1998)

Christina Applegate

as Gwen Stacy in Spider-Man Unchained (1998)

James Cromwell

as George Stacy in Spider-Man Unchained (1998)

Rose McGowan

as Liz Allan in Spider-Man Unchained (1998)

Josh Brolin

as Flash Thompson in Spider-Man Unchained (1998)

Sam Neill

as Dr. Curt Connors in Spider-Man Unchained (1998)

Matt Damon

as Harry Osborn in Spider-Man Unchained (1998)

Heather Graham

as Mary Jane Watson in Spider-Man Unchained (1998)

Rosemary Harris

as Aunt May Parker in Spider-Man Unchained (1998)

Lena Headey

as Felicia Hardy in Spider-Man Unchained (1998)

Jamie Foxx

as Hobie Brown in Spider-Man Unchained (1998)

Arnold Vosloo

as Mac Gargan in Spider-Man Unchained (1998)

Chris O'Donnell

as Peter Parker in Spider-Man Unchained (1998)

Danny Elfman

as Composer in Spider-Man & Venom (1996)

Sam Hamm

as Writer in Spider-Man & Venom (1996)

Stan Lee

as Producer in Spider-Man & Venom (1996)