Fran attends the nanny retirement party for one of her friends. After drinking too much, she ends up in Mr. Sheffield's bedroom that night. The two try to determine whether or not anything happened between them.

Maxwell decides to shop for a new ring for Fran, and Sylvia asks them to go to their uncle Stanley's, because he is family. But once there, they change their minds and go to Cartier instead. Fran gets an astonishing ring and they are mentioned in the social column (and Fran's name is mistyped Fran Fone...). But Fran starts to see that she might not be very well accepted among Maxwell's rich friends: she, Sylvia and Val are mistaken by ordinary people at a fancy clothe store, and at a dinner party Fran finds out that everybody is making fun of her behind her back. Hurt and afraid she might not be good enough for Maxwell, she goes to the park and meets a homeless man. She offers him chicken and opens her heart for him, giving him her address and offering him to drop by at anytime he feels hungry. That man turns out to be one of the richest men in the city and he ends up sponsoring Maxwell's new play. Meanwhile, Sylvia gets Maxwell and the kids to call her "ma" and "nana"; Niles has fun b

When Libby, the Chatterbox hairdresser/fortune teller, predicts Val will hook up with Fred the pharmacist and it happens, Fran worries her prediction might come true too. Libby said she saw Maxwell in bed with a leggy blonde in Beverly Hills. Coincidentally, Max has to fly to L.A. because his pilot was picked up. Fran and Niles assume the leggy blonde is Ms. Babcock and fly after them. After meeting Fran Drescher at the hotel lobby, they discover C.C. and Max changed rooms after Niles crawls up Max's bed! Turns out he's the leggy blonde! Meanwhile, Brighton has problems telling his father he doesn't want to go to Harvard and wants to take a year off instead.