Jill takes a look back at the sexiest, most fun moments of the season and follows up with some of her favorite people to see how they're doing. Plus, never-before-seen content, bloopers, and a peek behind the scenes!

A couple looking for a house get more than they bargained for when Jill goes undercover as a real estate agent. Plus, a girl with a boyfriend she's never even seen, a girl who gets kinky in costumes, and a virgin afraid of her own sexuality.

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.

Jill meets a woman who eloped on her first date and a man who hasn't had sex in decades! She gives a young couple advice on how to enjoy different kinds of sex, and uses a mirroring technique to help a mom and son improve their communication.

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.

Jill plays matchmaker, goes undercover as a bride, and helps a couple practice their sex faces. Also meet a sexy pair of roommates who tease each other by walking around naked!