Kent is turning 50. He's not thrilled about it. His plans for a fun weekend with Sarah are upended when his friend Kev unexpectedly arrives to build him a wall.

A pothead kid's show cartoonist in Los Angeles spends a weekend trying to sleep with his visiting house guest - a woman from New York who he met on Chatroulette.

Max goes on a cruise alone when his girlfriend Willow (Norah Jones) dumps him. Once in Jamaica, he escapes the tourist zone only to be robbed and stranded. But Jamaica is waiting to meet him with unexpected and extraordinary encounters.

Hannah is a recent college graduate interning at a Chicago production company. She is crushing on two writers at work, Matt and Paul, who share an office and keep her entertained. Will a relationship with one of them disrupt the delicate balance of their friendship?

The relationships of three men are examined through their use of technology.

Ellen is sleeping with her ex-boyfriend while trying to ignore the fact that he's looking for more than just sex. Her roommate, Patrick, isn't helping matters with his secretive and jealous behavior.