Jill dives into the world of online dating, and meets a man with an odd addiction. A woman who's had sex every day for a decade earns Jill's praise, and a pregnant couple gets advice on how to keep it sexy during the pregnancy.

A trio of friends impress Jill with their kinky sex lives at the food court, and Jill gets hit on at the massage parlor. She prescribes a prom-night redo for a sex-starved young man and confronts a young woman who likes to go home with strange men.