It's been two weeks since Jennifer kicked Jack out of the house, and Ryan only just notices. He's just rented an apartment for himself and Jennifer gives him his pillow, blue quilt, a fork, a knife, and his orange juice glass to take with him. Ross gives him his stuffed bunny, Mr. Floppy. He takes Mr. Floppy to his apartment, and he's so screwed up that Mr. Floppy starts to talk to him. Ryan and Tiffany learn to take advantage of being products of a broken home at school. Jack steals back his high school leather jacket from Jennifer while she is out on a date. She comes over to his apartment because she can't sleep with out him next to her, and they end up having sex.

Mr. Floppy thinks that Jack should start dating. While Jack, Jennifer, Ryan, and Tiffany go to Howe High's back to school night, Jack tries to send out ""the vibe"" to the women there. Amazingly he gets a date with Miss Taylor (Ryan's Civics Teacher), whom all the male teachers and students, and half the female teachers are after. Jennifer agrees to lend Jack the car for the date, but is less than supportive of him. When Jack comes to pick up the car, Jennifer and the car aren't there-- she and Maureen have taken it to the otherside of the block. Jack ends up meeting Miss Taylor 3 hours late, and Ryan's friend the paperboy ends up going home with her.

When Ryan gets all D's and F's on his report card, Jennie says he can't have the car keys until he gets a B, so he makes a deal with Miss Taylor, his Civics teacher. Meanwhile, Jack tries to figure out why Ryan is so dumba nd Tiffany begins to suspect that the mailman is her father.