S1·E10 Mistress Jennie

Jennifer goes out with Gavin Drake, ""Picture Framer of the Stars,"" and falls for him because it's the best date she has had so far. Tiffany and Ryan learn that he is a married man at school lunch because he is the father of Chelsea, one of their friends. They tell Jack, and he gets excited because he'll get to crush Jennie by telling her, and it'll be the best thing that has happened to him all year. Mr. Floppy wants him to wait telling her so that he can get gossip about Shannon Doherty out of Gavin. Jack doesn't get to tell her because Gavin asks her to be his mistress. Jeannie seriously considers it, but breaks up with him because it would be too much for her conscience.