She Never Saw Him Coming Bob Smith (Randy Spears) lives a quiet, simple life. A modest apartment in The Valley, a job, and a bicycle, he wants for little else. But when his young co-workers discover middle-aged Bob is still a virgin, they feel obligated to get him laid. Having been dragged out to a local strip club one evening, he meets May Singleton (Carmen Hart), a shy 25-year-old bartender. May lives an equally quiet, uneventful, and somewhat lonely life, but all of that changes when she meets Bob. Together they discover Love, for the first time.