Suggestions by @paulcoolman2
409 suggestions
Cristin Milioti
as Connie Corleone in The Godfather Part III
Jeff Bridges
as Jack Conrad in Babylon (2013)
Ben Affleck
as Gerald "Jerry" Maguire in Jerry Maguire (2006)
Matt Damon
as Gerald "Jerry" Maguire in Jerry Maguire (2006)
Paul Newman
as Jerry Maguire in Jerry Maguire (1956)
Brad Pitt
as Don Fabrizio Corbera, Prince of Salina in The Leopard (2023)
Antje Traue
as Angelica Sedara / Bertiana in The Leopard (2013)
Oscar Isaac
as Prince Tancredi Falconeri in The Leopard (2013)
Don Johnson
as Toby Howard in Hell Or High Water (1986)
Taylor Hill
as Female models in The most attractive celebritys
Glen Powell
as Frank T.J. Mackey in Magnolia (2029)
Dylan O'Brien
as Frank T.J. Mackey in Magnolia (2029)
Oscar Isaac
as Bruce Wayne [George Clooney] in The Burton Batman Quarter [2009-2017]
Brad Pitt
as Jerry Maguire in Jerry Maguire (1996)
Orson Welles
as Lancaster Dodd in The Master (1962)
Ryan Gosling
as Lieutenant Aldo "the Apache" Raine in Inglourious Basterds (2025)
Hailee Steinfeld
as Penny Benjamin in Top Gun (2006-2042)
Robert Redford
as Sebastian "Seb" Wilder in La La Land (1966)
Chris Pine
as Michael Sullivan in Road to Perdition (2025)
Demi Moore
as Mary in Sinners (90's)