Suggestions by @tylorwilliams1

Tom Cruise

as Tony Stark in Spider-Man 5 (Spider-Verse Phase 1, movie 10)

Olivia Holt

as Felicia Hardy in Spider-Man 5 (Spider-Verse Phase 1, movie 10)

J.K. Simmons

as J. Jonah Jameson in Spider-Man 5 (Spider-Verse Phase 1, movie 10)

Anne Hathaway

as Liz Tooms in Spider-Man 5 (Spider-Verse Phase 1, movie 10)

Sophia Lillis

as Mayday Parker in Spider-Man 5 (Spider-Verse Phase 1, movie 10)

Kirsten Dunst

as Mary Jane Watson in Spider-Man 5 (Spider-Verse Phase 1, movie 10)

Tobey Maguire

as Peter Parker in Spider-Man 5 (Spider-Verse Phase 1, movie 10)

John Malkovich

as Adrien Tooms/Hardy in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Alfred Molina

as Otto Octavius in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Tom Cruise

as Tony Stark in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Finn Wolfhard

as Arno Stark in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Anne Hathaway

as Liz Tooms in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Olivia Holt

as Felicia Hardy in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Willem Dafoe

as Norman Osborn in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Sophia Lillis

as Mayday Parker in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Rosemary Harris

as May Parker in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Kirsten Dunst

as Mary Jane Watson in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Tobey Maguire

as Peter Parker in Spider-Man 4 (Spider-Verse Phase 1, movie 9)

Donald Glover

as Aaron Davis in The Sinister 6 (The Amazing Spider-Man 6)(Spider-Verse Phase 1, movie 8)

Dane DeHaan

as Harry Osborn in The Sinister 6 (The Amazing Spider-Man 6)(Spider-Verse Phase 1, movie 8)