Suggestions by @chris83

Kadeem Hardison

as Bruce Williams in The Last Kiss (1986 Genderswap)

Blair Underwood

as Bruce Williams in The Last Kiss (1986 Genderswap)

Erica Gimpel

as Eve Geller in The Last Kiss (1986 Genderswap)

Lela Rochon

as Eve Geller in The Last Kiss (1986 Genderswap)

Ina Romeo

as Eve Geller in The Last Kiss (1986 Genderswap)

Kimberly Russell

as Eve Geller in The Last Kiss (1986 Genderswap)

Shari Headley

as Eve Geller in The Last Kiss (1986 Genderswap)

Marie-Alise Recasner

as Eve Geller in The Last Kiss (1986 Genderswap)

Vivica A. Fox

as Eve Geller in The Last Kiss (1986 Genderswap)

Robin Givens

as Eve Geller in The Last Kiss (1986 Genderswap)

Holly Robinson Peete

as Eve Geller in The Last Kiss (1986 Genderswap)

Jill Terashita

as Zoe Peppercorn in The Last Kiss (1986 Genderswap)

Wendy Kaplan

as Zoe Peppercorn in The Last Kiss (1986 Genderswap)

Lauren Tom

as Zoe Peppercorn in The Last Kiss (1986 Genderswap)

Tamlyn Tomita

as Zoe Peppercorn in The Last Kiss (1986 Genderswap)

Lily Mariye

as Zoe Peppercorn in The Last Kiss (1986 Genderswap)

Ming-Na Wen

as Zoe Peppercorn in The Last Kiss (1986 Genderswap)

Dayle Sunohara

as Zoe Peppercorn in The Last Kiss (1986 Genderswap)

Dayle Sunohara

as Leigh Brock in The Last Kiss (1986 Genderswap)

Lily Mariye

as Leigh Brock in The Last Kiss (1986 Genderswap)