Hal and the boys offer to watch baby Jamie so an exhausted Lois can finally get some sleep. Hal leaves the boys in charge while he goes to the Lucky Aid to pick up more diapers. While the boys are watching Jamie, three beautiful teenage girls arrive and woo Malcolm, Reese and Stevie away for the night, leaving Dewey alone with the baby. Meanwhile at the Lucky Aid, Hal doesn't have enough money for the diapers and Craig forces him to work. Back at home, Dewey concocts an elaborate bedtime story for Jamie involving each member of his family.

Malcolm gets a job working for Lois on the drugstore loading dock but is shocked to find that Lois smokes. She makes him promise not to tell, then turns her back on him and writes him up for a silly offense. Meanwhile, Dewey runs away to the Ranch to be with Francis because he says he is tired of Reese and Malcolm. Hal is also busy, secretly betting on and entering Jaime in baby competitions.

Jamie's babysitter coerces Malcolm into doing a "small" task for her; Dewey finds a friend, only to lose him to Reese; Francis persuades Otto to confront an old adversary that once courted Gretchen.

Hal sets up Abe Kenarben on a blind date with Jaime's babysitter Polly but then realizes Lois has also set her up on a blind date - with Craig. Malcolm, Dewey (with his "lucky" shirt) and Reese also meet Reggie Jackson and Francis is embarrassed by Piama in front of his co-workers.