One bad date after another has me wondering why I even bother going on dates at all. It’s a waste of time, energy and make-up. After countless offers, I let my best friend, Ryan, set me up on a few dates. What could possibly go wrong? Kingsley’s the only person in the world I care about. I know I’ll never find the woman of my dreams on one of these dating sites because I've already found her. Except she’s my best friend, roommate, co-worker and sometimes photography assistant. When she starts to compare herself to the models we work with, I decide to offer her a free boudoir shoot to show her how beautiful she really is. It all starts with a friendship and ends with To Whom It May Concern…