Suggestions by @user_121785

Tommy Wiseau

as James Franco in Spider-Man Biopic

Codpiece

as Best Villain of All Time in Best & Worst of DC Comics

Christopher Walken

as The Joker in Zack Snyder's DCEU Trilogy (1983-1991)

Jeff Bridges

as Arthur Curry in Zack Snyder's DCEU Trilogy (1983-1991)

Robert Carlyle

as Loki Odinson in Loki [2001] cast

Venom (Raimiverse)

as Symboite in Spider Man Vs. Venom

Ambush Bug

as The 4th Wall Breaker in Typical Teen Movie/Television Series

Chris Elliott

as Weasel in Deadpool Duology (1996-1998)

Ossie Davis

as Nick Fury in Captain America: The First Avenger (1981)

Gage Munroe

as Actors you'd like to see play him in the future in Actors you'd like or would have liked to see as Deadpool

Robbie Amell

as Actors you'd like to see play him in the future in Actors you'd like or would have liked to see as Deadpool

Kevin Bacon

as Old and dead actors in Actors you'd like or would have liked to see as Deadpool

Kiefer Sutherland

as Old and dead actors in Actors you'd like or would have liked to see as Deadpool

Devon Sawa

as Alive actors in Actors you'd like or would have liked to see as Deadpool

Kevin Bacon

as Wade W. Wilson in Deadpool 2 (1998)

Kiefer Sutherland

as Deadpool in Deadpool 2 (2008)

Kiefer Sutherland

as Wade Wilson in Deadpool (2006)

Kevin Bacon

as Wade Wilson in Deadpool (1996)

Kevin Bacon

as Wade Wilson in Deadpool (1995-1997)

Kevin Bacon

as Wade W. Wilson in Deadpool (1996)