Following Sean's advice, Matt forms a stronger friendship with Vanessa, even though she cannot love him.
Julia also clashes with Sean regarding how to parent Matt, but Matt appreciates his father's support. When Julia surprises Matt having sex with both Vanessa Bartholomew (recurring guest star KATE MARA) and Ridley Lange (recurring guest star SOPHIA BUSH), she humiliates him by demanding an intervention with Ridley's nonplussed mother and Vanessa's outraged parents, who didn't even know that Vanessa is a lesbian. Julia feels better when she befriends a handsome, flirtatious classmate, however. Also, Julia takes classes to pursue her dream of graduating from medical school, but she feels insecure and worthless when she meets her instructor, a longtime college friend who has balanced career and family successfully. He is horrified to learn that the incompetent doctor who performed the procedure was his medical school mentor. Sean's revulsion turns to compassion after listening to the patient's life story. Meanwhile, Sean examines a young transsexual, Sofia Lopez (recurring guest star JONATHAN DEL ARCO), who wants to correct a botched sex-change procedure. Christian brings Matt to a consultation at a porn production, but Matt's subsequent encounter with a young starlet strains Christian's friendship with Julia. However, the new arrangement causes problems when the practice's more upscale clients become uncomfortable with the office atmosphere. Christian tries to persuade Sean to go into business with a very successful pornography production company whose performers need cosmetic surgery.
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