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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.