Mistress Jennie (S01E10)

Jennifer enjoys a fantastic date with Gavin Drake, known as the "Picture Framer of the Stars," and finds herself smitten with him. Meanwhile, during lunch at school, Tiffany and Ryan discover that Gavin is married and the father of Chelsea, a friend of theirs. They share this news with Jack, who becomes thrilled at the thought of revealing this to Jennifer, imagining it as a highlight of his year. Mr. Floppy advises Jack to hold off on spilling the beans, hoping to extract gossip about Shannon Doherty from Gavin. However, before Jack can say anything, Gavin proposes that Jennifer become his mistress. Although she contemplates the idea, Jennifer ultimately decides to end things, realizing it would weigh too heavily on her conscience.