Romantically Challenged: 1st Season Episode Guides





1X01: Don't Be Yourself

After Rebecca learns about her ex-husband’s impending wedding, she decides to jump headfirst into the dating pool. But the crew get her so worked up that, when it comes time to the actual date, she becomes flustered and ends up saying some ridiculous things about herself. Meanwhile Perry meets a girl he thinks is perfect – until he finds out she likes to be talked dirty to during their romantic encounters, so Lisa takes it upon herself to coach Perry through Dirty Talk 101; and Rebecca enlists struggling and unpublished writer Shawn to help her son, Justin, write a story for his high school English class.

1X02: Rebecca's One Night Stand

After finally giving in to her sister Lisa’s prodding, Rebecca has her first one-night stand. Unfortunately, the next morning Rebecca violates Lisa’s number-one rule when she calls her date. When Leo shows continued interest in Rebecca, Lisa has advice on how to break up with him. Meanwhile, an unemployed Shawn is driven nuts when his roommate Perry takes a stay-cation to relax from his overworked life, causing Shawn to seek out any job to get away

1x03: The Charade

Although Rebecca said she wouldn’t meddle in sister Lisa’s love life, she can’t resist finding out why Lisa would break up with “nice guy” Neil. When Lisa finds out what Rebecca did, she finds a way to get back at her. Meanwhile, as Shawn is on his way to pick up Perry from his dental surgery, he gets distracted by a pretty girl, proving once again that the ladies come first in his life, so a fed-up Perry kicks Shawn out of the apartment and refuses to forgive his BFF

1x04: Perry Dates His Assistant

Rebecca wants to take her relationship to the next level with a seemingly normal guy, but reconsiders when she discovers a giant tattoo of a scantily-clad woman on his chest. Meanwhile, Perry’s struggle to fire his enthusiastic but lousy assistant, Erin — who incorrectly anticipates his every need — lands him in an unwanted relationship with her; and Shawn is reluctant to watch Lisa’s coworker’s cute dog until he realizes what a great chick magnet the little guy is.

1x05: Perry & Rebecca High School Reunion

Should you go to your high school reunion, Rebecca changes her mind from no to yes and puts Perry in a corner and he has to try and hide past events from Rebecca, chaos insues.