A popular girl wants J.J. to paint her portrait and J.J. mistakenly assumes that they will become more serious when he makes plans to ask her to go steady. However, Florida and Thelma smell a rat.

When the children are left at home for the weekend, J.J. receives bad news that he has given VD to an ex-girlfriend. This leads an embarrassed J.J. to debate on whether or not to visit a free clinic for treatment.

A tomboy who's been helping out Bookman, wants J.J. to ask her to a dance. However, J.J. thinks of her as just one of the guys, that is until he has an encounter with her at a seedy pick-up bar.