A boy in the play school play asks Jesse out. Grace is less than happy with the news, because she thought that the boy was flirting with her during rehearsal. Karen is upset that Rick didn't left her out of the loop on this. Les takes over a talk show after the host leaves following an argument between the two. He asks for Lily's opinion on a call (while on the air), which leads to her taking over the show that night, and a once-a-week gig after that. Rick and Lily argue about her discussing Jesse's ""date"" when it hasn't been decided if he'll let her go. Grace thinks about quitting the play (over her sorta-feelings for Tad and the whole Tad-Jesse thing), but that's not what she tells Mr. Dmitri. He convinces her to stay. Grace is irate that Lily offered to loan Jesse Lily's pearl necklace when she wouldn't let Grace borrow it earlier. Grace is starting to think that Lily likes her stepdaughter Jesse more than her. Karen accuses Lily of using Jesse's personal life for radio ""mat

Grace finds an ""adult magazine"" in their home recycling bin. This leads to a whole ""will you talk to Eli about this?"" talk coming from Lily to Rick. Rick is amazed at Sam's continued inability to be with only one woman at a time. Judy and Sam have yet another awkward conversation, this time at a newsstand. Judy later confesses to Sam while having lunch that she can't kiss him because she wouldn't stop once she started. Lily worries that Rick isn't as interested in her now that they're married. Rick confides to Sam that he thinks the same thing about Lily. Karen and Judy go out to a bar/club. Karen isn't sure she wants to be there in the first place. She meets a man there, and feels guilty when she ends up spending the night at his place. Tad makes Jesse uncomfortable at his party. Lily tells Rick that she doesn't necessarily WANT sex, but rather just to BE with him and not have his mind a million miles away. Judy and Sam have their usual ""we can't be together but we have to

When Eli loses his job and Grace's teacher questions her acting, they both learn the hard way that real self-confidence can be one of life's toughest accomplishments. Both learn that tough love can be a powerful motivator.

Grace pursues her teacher and Jessie develops an attraction for her friend Katie.