Suggestions by @ciclopexmen

Anne Hathaway

as Black cat in The Amazing Spider Man Universe Fancasts

Score: +1

Jennifer Grey

as Gwen Stacy in Spider Man (1985)

Score: +2

Anne Hathaway

as Betty Brant in Spider Man 2002

Score: +1

Natalie Portman

as Silver Sable in The Amazing Spider Man Universe Fancasts

Score: -1

Lindsay Lohan

as Mj in The Amazing Spider Man Universe Fancasts

Score: +1

Ana de Armas

as Silver Sable in Spider Man 4 (MCU)

Score: +1

Sydney Sweeney

as Gwen Stacy in Spider Man 4 (MCU)

Score: -1

Madelyn Cline

as Gwen Stacy in Spider Man 4 (MCU)

Score: +2

Sabrina Carpenter

as Black cat in Spider Man 4 (MCU)

Score: +1

Sydney Sweeney

as Black cat in Spider Man 4 (MCU)

Score: +4

Sarah Jessica Parker

as Gwen Stacy in Spider Man (1985)

Score: +2

Drew Barrymore

as Mary Jane Watson in Spider Man 2002

Score: +2

Drew Barrymore

as Betty Brant in Spider Man 2002

Score: +1

Jennifer Garner

as Betty Brant in Spider Man 2002

Score: +1

Sydney Sweeney

as Gwen Stacy in Spider Man fan cast

Score: -1

Jaeden Martell

as Spider-Man in Spider Man fan cast

Score: 0

Kate Winslet

as Mary Jane Watson in Spider Man 2002

Score: +1

Sarah Michelle Gellar

as Betty Brant in Spider Man 2002

Score: +1

Freddie Prinze Jr.

as Flash Thompson in Spider Man 2002

Score: +2

Sarah Michelle Gellar

as Mary Jane Watson in Spider Man 2002

Score: 0