Suggestions by @islington

Dimitra Papadea

as Aphrodite in The Iliad and the Odyssey

Marie Avgeropoulos

as Helena in The Iliad and the Odyssey

Maria Menounos

as Helen of Troy in The Iliad

Marie Avgeropoulos

as Helen of Troy in The Iliad

Emanuela Postacchini

as Helen of Troy in The Iliad

Dimitra Papadea

as Helen of Troy in The Iliad

Gugu Mbatha-Raw

as Buttercup in The Princess Bride

Aiysha Hart

as Buttercup in The Princess Bride

Carlson Young

as Buttercup in The Princess Bride

Phoebe Tonkin

as Megara in Hercules

Troian Bellisario

as Megara in Hercules

Denise Vasi

as Megara in Hercules

Medalion Rahimi

as Megara in Hercules

Marie Avgeropoulos

as Megara in Hercules

Zoe Kazan

as Megara in Hercules

Sasha Grey

as Megara in Hercules

Rupert Everett

as Hades in Hercules

Alan Cumming

as Hades in Hercules

Mahershala Ali

as Hades in Hercules

Danny DeVito

as Philoctetes in Hercules