Romantically Challenged Episodes

2010, TV Show

Romantically Challenged Season 1 episodes

Rebecca's One Night Stand Season 1, Episode 4

Lisa convinces Rebecca to try a one-night stand. Meanwhile, Perry takes a stay-at-home vacation, which irritates unemployed roommate Shawn so much that Shawn is willing to take a job---virtually any job. read more

Perry and Rebecca's High School Reunion Season 1, Episode 3

Rebecca and Perry attend their high-school reunion, where a prom-night humiliation haunts Rebecca. Meanwhile, Shawn romances Lisa's friend Vanessa because her cable system carries the hockey championship games and his system doesn't. read more

The Charade Season 1, Episode 2

Rebecca meddles in Lisa's love life, and Lisa finds a way to get payback. Meanwhile, a pretty girl short-circuits Shawn's attempt to pick up roommate Perry after gum surgery, and Perry kicks him out of the apartment. read more

Don't Be Yourself Season 1, Episode 1

In the opener of this ensemble comedy about four friends' hapless love lives, Perry (Kyle Bornheimer) has a problem with bedroom banter, and Rebecca (Alyssa Milano) rushes into romance when she learns that her ex is remarrying. read more

Perry Dates His Assistant Season 1, Episode 5

Rebecca sees potential in her date---until she sees the tattoo on his chest. Meanwhile, Perry tries to fire his assistant (Anna Camp) but unwillingly winds up in a relationship with her instead; and Shawn is reluctant to dog-sit for a coworker before he learns that the pooch is a babe magnet. read more

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Premiered: April 19, 2010, on ABC
Rating: None
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Premise: Four friends, including a mom re-entering the dating pool, look to each other for romantic advice and support.

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