Suggestions by @lump0324

Lorraine Toussaint

as Willa Devaney in The Bodyguard (Genderswap)

Score: +1

Felicity Huffman

as Sylvia “Sly” Spector in The Bodyguard (Genderswap)

Score: +1

Raven-Symoné

as Felicity Marron in The Bodyguard (Genderswap)

Score: +1

Angela Bassett

as Francine Farmer in The Bodyguard (Genderswap)

Score: +1

Michael Jackson

as Ricky Marron in The Bodyguard (Genderswap)

Score: +1

Kenny Ortega

as Choreographer in Walt Disney presents Grease (2001)

Score: +1

Jennifer Lopez

as Cha-Cha DiGregorio in Walt Disney presents Grease (2001)

Score: +1

Kristen Wiig

as Patty Simcox in Walt Disney presents Grease (2001)

Score: +1

Anna Faris

as Frenchie in Walt Disney presents Grease (2001)

Score: 0

Jessica Simpson

as Marty Maraschino in Walt Disney presents Grease (2001)

Score: +2

Jessica Simpson

as Frenchie in Walt Disney presents Grease (2001)

Score: +1

JC Chasez

as Kenickie in Walt Disney presents Grease (2001)

Score: +1

Cheyenne Jackson

as Danny Zuko in Walt Disney presents Grease (2001)

Score: +2

Matt Bomer

as Kenickie in Walt Disney presents Grease (2001)

Score: +1

JC Chasez

as Kenickie in Walt Disney presents Grease (2001)

Score: +1

Christina Aguilera

as Betty Rizzo in Walt Disney presents Grease (2001)

Score: +2

JC Chasez

as Danny Zuko in Walt Disney presents Grease (2001)

Score: +1

Britney Spears

as Sandy Dumbrowski in Walt Disney presents Grease (2001)

Score: +2

Rick Fox

as Coach Calhoun in Walt Disney presents Grease (2001)

Score: +1

Cloris Leachman

as Principal McGee in Walt Disney presents Grease (2001)

Score: +1