Switch (1991)

In a darkly ironic twist of fate, notorious womanizer Steve Brooks meets his end at the hands of scorned lovers. Facing eternal damnation, he strikes a desperate deal with a higher power: redemption through genuine love. He is sent back to Earth with a daunting task, to forge a meaningful connection with a woman and inspire her love. Failure means forfeiting his soul to the devil, who, for added measure, engineers Steve's return in an unforeseen form. He awakens as Amanda Brooks, embarking on a journey where he must confront his past misdeeds from an entirely new perspective, and the stakes have never been higher.