Sara, a video artist whose primary focus is creating intimacy with lonely men. After finding an ad online for "video work" she thinks she may have found the subject of her dreams. She drives to a remote house in the forest and meets a man claiming to be a serial killer (Duplass). Unable to resist the chance to create a truly shocking piece of art, she agrees to spend the day with him. However, as the day goes on she discovers she may have dug herself into a hole she can't escape.

In the moments before his third marriage, Caveh Zahedi looks into the camera and flashes back to a vividly disturbing yet poignant story of his long obsession with prostitutes and how that obsession has served to destroy his previous marriages and relationships. Can Caveh overcome his addiction and finally succeed in a relationship?