The story begins when Tyler O'Conner, a young gay author, visits a therapist and discovers that he suffers from an anxiety disorder commonly called "Analysis Paralysis" - an inability to take action without imagining the ways that each possible choice could go wrong. The problem is that, unchecked, the condition will lead Tyler into a state of complete inaction. To confront the disorder, Tyler decides to fight through his anxiety and ask his cute neighbor, Shane, out for coffee. Despite a flurry of imagined disasters, the date goes well, and Shane and Tyler ultimately become involved. Against all odds, the relationship moves forward, but not without every step of the way - sex, moving in together, and meeting Shane's parents - preceded by an avalanche of negative, albeit hilarious, fantasies..