Cherilee Taylor in Leaving Metropolis (2002)

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The gender-bending comedy Leaving Metropolis (2002) serves up one of the most complicated love triangles ever when frustrated painter David (Troy Ruptash) recruits his new boss Matt (Vince Corazza) to hit for the other team while trying to keep their man-love a secret from Matt’s wife, David’s transsexual and terminally ill best friend, and a nosy reporter. Writer/director Brad Fraser is also responsible for the black comedy Love and Human Remains (1993). When Matt isn’t measuring swords with David, he’s in bed with his wife, Violet (Cherliee Taylor), who shakes her perfect titties as she rides him cowgirl-style.