When journalist Dennis gets assigned to write about Pretty Woman for Marquee magazine's “Hooray for Hollywood Hookers” issue, he invites five friends over to screen, celebrate and skewer the modern-day Cinderella story. The partiers include his roommate Tony, a burnt-out cruise ship crooner who's desperately looking for a new gig on land; Lauren, a relationship-challenged aspiring stand-up comic; Marcos, a sweet-natured attorney who never met a tangent he couldn't go off on; Ross, an Opera-loving video clerk with multiple tattoos and arsenal of movie fun facts at the ready; and Dr. Beverly Beaverman, the shrink next door who finds Freudian psychological meanings in everything she sees. Together, they do their best to make sense of the 1990 Richard Gere-Julia Roberts romantic comedy classic while discovering that the movie's themes—sex, money, sex for money—resonate in their lives in ways both ridiculous and profound.

A witty young woman, Samantha Billows, is diagnosed with a bizarre social anxiety disorder. No therapist seems to help her move beyond her plant maintenance job. But then a miracle happens, she discovers the extraordinarily addictive power of blogging! By typing away hours of anxiety, she begins to gain control of her life and her brilliance breaks through. Her newfound courage helps her obtain the job of her dreams as a Junior Copywriter on a temporary basis. Just when life couldn't get better, she falls hard for a client, French VP of PR, Desmond. Although opposites, the two become closer as strange secrets seem to spill from Desmond's lips. As Samantha keeps blogging, her career and love life blossom; until her blog is discovered by an evil co-worker. Unbeknown to her, the blog becomes an underground smash hit with her entire office! Will she be able to stop her blog before her newfound love finds out? Or will it destroy her and everyone around her...

Dr. Bill Matthews is struck by lighting. While recovering at the hospital where he works, he begins an intimate relationship with Dr. Craig Murphy, who invites Bill to join a strange group of lightning survivors.