Andie is an outcast, hanging out either with her older boss, who owns the record store where she works, or her quirky high school classmate Duckie, who has a crush on her. When one of the rich and popular kids at school, Blane, asks Andie out, it seems too good to be true. As Andie starts falling for Blane, she begins to realize that dating someone from a different social sphere is not easy.

Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.

Medical-school dropout Wallace has been repeatedly burned by bad relationships. So while everyone around him, including his roommate Allan, seems to be finding the perfect partner, Wallace decides to put his love life on hold. It is then that he meets Chantry, an animator who lives with her longtime boyfriend Ben. Wallace and Chantry form an instant connection, striking up a close friendship. Still, there is no denying the chemistry between them, leading the pair to wonder, what if the love of your life is actually your best friend?

Alison, an overweight dental assistant, is challenged to find her self-worth when she falls into an online relationship with her long-time friend and crush, Justin. But there's a problem -- she used the photo of her attractive friend in her online dating profile, which is what caught Justin's eye. Alison spends the summer with Justin, balancing both versions of herself until the secret slips out. Inspired by a true story.