Suggestions by @mundofriki

Timothée Chalamet

as Harry Osborn (Actual Universe) in Web of Spider-Man 5: Public Enemy

Britt Robertson

as Carlie Cooper in Web of Spider-Man 5: Public Enemy

Jamie Foxx

as Max Dillon (Actual Universe) in Web of Spider-Man 5: Public Enemy

Jamie Foxx

as Max Dillon (Webbverse) in Web of Spider-Man 5: Public Enemy

Andrew Garfield

as Peter Parker (Webbverse) in Web of Spider-Man 5: Public Enemy

Tobey Maguire

as Peter Parker (Raimiverse) in Web of Spider-Man 5: Public Enemy

Amy Pascal

as Producer in Web of Spider-Man 5: Public Enemy

Nat Wolff

as Peter Parker (Actual Universe) in Web of Spider-Man 5: Public Enemy

Tim Burton

as Director in Web of Spider-Man 5: Public Enemy

John Cena

as Flint Marko in Web of Spider-Man 4: Aliens and Tentacles

Frances McDormand

as May Parker in Web of Spider-Man 4: Aliens and Tentacles

Joel Coen

as Ben Parker in Web of Spider-Man 4: Aliens and Tentacles

Bryan Cranston

as J. Jonah Jameson in Web of Spider-Man 4: Aliens and Tentacles

Jamie Foxx

as Max Dillon in Web of Spider-Man 4: Aliens and Tentacles

Morgan Freeman

as Norman Osborn in Web of Spider-Man 4: Aliens and Tentacles

Christopher Fairbank

as Gustav Fiers in Web of Spider-Man 4: Aliens and Tentacles

Timothée Chalamet

as Harry Osborn in Web of Spider-Man 4: Aliens and Tentacles

Kiernan Shipka

as Gwen Stacy in Web of Spider-Man 4: Aliens and Tentacles

C. Thomas Howell

as George Stacy in Web of Spider-Man 4: Aliens and Tentacles

Forrest Wheeler

as Ned Leeds in Web of Spider-Man 4: Aliens and Tentacles