Suggestions by @connorbaughman

Ewan McGregor

as Obi Wan Kenobi in Once Upon A 2002

Score: +1

Hayden Christensen

as Anakin Skywalker in Once Upon A 2002

Score: +1

Ron Howard

as Director in Justice League as a 90s Movie

Score: +1

John Landis

as Director in Street Fighter as a 80s Movie

Score: +1

Anthony Edwards

as Vega in Street Fighter as a 80s Movie

Score: +1

Nancy Allen

as Cammy in Street Fighter as a 80s Movie

Score: +2

Jackie Chan

as Ryu in Street Fighter as a 80s Movie

Score: +1

Hossein Khosrow Ali Vaziri

as Zangief in Street Fighter as a 80s Movie

Score: +1

Michelle Yeoh

as Chun Li in Street Fighter as a 80s Movie

Score: +1

Arnold Schwarzenegger

as M. Bison in Street Fighter as a 80s Movie

Score: +2

Val Kilmer

as Guile in Street Fighter as a 80s Movie

Score: +1

Carolyn Lawrence

as Flotsam in The Little Mermaid ( Genderbend )

Score: +1

Carolyn Lawrence

as Jetsam in The Little Mermaid ( Genderbend )

Score: +1

Chris O'Donnell

as Vanessa in The Little Mermaid ( Genderbend )

Score: +1

Bill Hader

as Scott Evil in Austin Powers in Goldmember ( Alternate )

Score: +1

Steven Spielberg

as Director in Austin Powers International Man Of Mystery ( Alternate )

Score: +1

Bill Hader

as Scott Evil in Austin Powers International Man Of Mystery ( Alternate )

Score: +1

Bruce Willis

as Dr Evil in Austin Powers International Man Of Mystery ( Alternate )

Score: +1

Natalie Portman

as Vanessa Kensington in Austin Powers International Man Of Mystery ( Alternate )

Score: +1

Tom Cruise

as Austin Powers in Austin Powers International Man Of Mystery ( Alternate )

Score: +1