Suggestions by @gabrielmadalin1

Mag Agent: N (Madness Project Nexus)

as Leslie Banks in Modern Characters as Classic Actors

Hank Nelson/SAS (Counter Strike)

as Sean Barrett in Modern Characters as Classic Actors

Jacob Elrod

as John Baddeley in Modern Characters as Classic Actors

Tricky The Clown (Madness Combat)

as George Harrison in Modern Characters as Classic Actors

Chad Jarman/Elite Crew (Counter Strike)

as Ringo Starr in Modern Characters as Classic Actors

Ted Backman (Partner Of Mike Campbell)

as Paul McCartney in Modern Characters as Classic Actors

Elvis Harrison/GIGN (Counter Strike)

as John Lennon in Modern Characters as Classic Actors

Henry Stewart/Arctic Avenger (Counter Strike)

as Harpo Marx in Modern Characters as Classic Actors

Simon Jones (Civil Protection Outfit) (Half Life 2)

as Zeppo Marx in Modern Characters as Classic Actors

Larry King (Phoenix Connexion)

as Chico Marx in Modern Characters as Classic Actors

Montrose/Jacob Vince

as Groucho Marx in Modern Characters as Classic Actors

Jebus/Jebediah Chrisoff (Madness Combat)

as Samuel S. Hinds in Modern Characters as Classic Actors

Steven Cameron (Seal Team 6)

as Peter Cushing in Modern Characters as Classic Actors

Kevin Lewis (GSG9)

as Gene Wilder in Modern Characters as Classic Actors

Solid Snake

as Harry Davenport in Modern Characters as Classic Actors

Deimos And Sanford

as Siblings in Fictional Character Pairings

Deimos And Sanford

as Abbott and Costello in Modern Characters as Classic Actors

Mike Campbell (Male 07)

as James Stewart in Modern Characters as Classic Actors

Montrose/Jacob Vince

as Pure Evil in Villains that are broken, pure evil or other

Jebus/Jebediah Chrisoff (Madness Combat)

as Pure Evil in Villains that are broken, pure evil or other