oops

When 28 year-old writer Jesse is dumped by his girlfriend, he realizes that he may be lacking emotional maturity. As he recounts past romantic endeavors through his column, he grapples with the mistakes he's made, and begins to take responsibility for his actions. Through Jesse's flashbacks we also get a window into the lives of his two best friends: Bob (a corporate lawyer and recently out gay man) and Greg (an unemployed vagabond who has spent the last 5 years in and out of rehab). We will follow these three through debaucherous tales of online dating, STD scares, break-ups, make-ups, and everything in between.