After a rough breakup, Charlie Monahan dives headfirst into the world of online dating. Guided by his charismatic best friend, Rufus, Charlie meets the charmingly complicated Maggie Mae. Quickly learning the differences between expectations and reality, Charlie's forced to confront the challenges of maintaining a relationship in the digital age. In an era where everyone's connected, Charlie's never felt more apart.

A young Barack Obama forges his identity while dealing with race, divergent cultures and ordinary life as a New York City college student.

Gabe tries to get over a break-up by dating, while his friends head for an epic showdown in their relationships. It's about how 20-somethings deal with relationships in New York marked by technology and booze.