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Meanwhile, Grace is bewildered by Christian's curt rejection of a female patient who wishes to change her face so it doesn't remind her of her sexually abusive father. When Sean readily agrees to provide chiropractor Megan O'Hara (recurring guest star JULIE WARNER) with breast implants, Grace correctly surmises that they are having an affair and infuriates Sean by informing Christian. Henry, an Orthodox Jew, tearfully almost confesses to Julia, but Matt stops him. Without admitting to anyone that he is responsible, Matt persuades Sean to convince Cara's mother to allow him to fix Cara's features-and prevent blindness-for no charge, in order to save her from a lifetime of social rejection. Guilt-stricken, he visits her and meets her mother, a strict Christian Scientist who refuses to allow doctors to do any reconstructive surgery on Cara's face, which is destroyed. But later, Matt learns that Cara is hospitalized in a coma. Disoriented and worried because there is marijuana in the car, the boys don't realize that they've hit a pedestrian and leave the deserted area. While driving his friend Henry (recurring guest star ANDREW LEEDS) home, Matt looks away from the road and strikes a shy girl, Cara Fitzgerald, throwing her out of sight into a ditch. And Christian and Sean operate on a man who needs his oversized breasts reduced in order to gain admission to more swingers' parties-but they also discover that he ironically has hepatitis C. Sean visits Megan O'Hara (recurring guest star JULIE WARNER) for a chiropractic session, wanting more. Although clueless Sean had hired Jude as an intern as a favor to Julia, Christian terminates Jude. As Christian attempts to maintain an honest relationship with his accommodating girlfriend, he must confront his feelings for Julia after he mistakenly thinks he sees her at the swingers' party with Jude. Meanwhile, Julia flirts with her classmate, Jude Sawyer (recurring guest star PHILLIP RHYS), but balks when he invites her to a swingers' party. Following Sean's advice, Matt forms a stronger friendship with Vanessa, even though she cannot love him.

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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.