Don Juan De Van Nuys
Jennifer is depressed because she can't get a date, and wants to be lusted after. When Jack takes the rest of his stuff out her basement, she decides to fix up the house. She hires Matt, a twenty year old who just moved into Jack's building, who was captain of the football, baseball, and basketball teams in high school. When Jack tells Jennifer that Matt has a habit of sleeping with the women he works for, Jennifer goes after him. Tiffany gets really aroused by him, and Jennifer forces her to stay away from him so that she won't have to compete. After Matt shows no interest in her, and runs off with Mrs. Wilson, who has a big butt and four chins, Jennifer complains to Jack that she isn't attractive.
Player
Primary streaming server.
More from this season
S1 E1
Pilot
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.
S1 E4
The Bigger They Are, the Harder They Fall
In order to become more successful at attracting a new man, Jennifer wants Jack to buy her new breasts. When he refuses, she tries to sell her engagement ring and finds out it is glass and 14 karat goldette, and becomes upset. Jack, against the wishes of Mr. Floppy, decides to sell his autographed baseball in order to buy her a new ring. Jennifer tells him that the ball was really autographed by her mother. Jack and Jennifer have sex at the end of the episode.
S1 E5
Jack the Ripper
Since Jack's boss (Jennifer's father) won't give him a car, he decides to buy a moped. Jennifer finally convinces her mother, who came six weeks ago for a two week visit, to go home. As Maureen walks out the door, Jack runs into her with the moped, which of course causes her to continue staying with Jennifer. Jennifer decides that in order to prevent Maureen from suing Jack and getting all of Jennifer's stuff, that Jack should call her ""mom"" (which he has never done). Features a wonderful daydream medley of scenes where Jack imagines killing Maureen at various stages in his life.
S1 E6
Run
Jennie, Ross, and Ryan are sick in bed with colds, and Tiffany has two days until the Alphi Pi Psi party at the local university, where she plans to mingle with the geeks since ""today's big dufus is tomorrow's Bill Gates."" Jennifer calls Jack over so that he can pick up food and tampons, and get the car from the mechanic. Mr. Floppy makes Jack to take him along so that he won't be bored in the apartment, and then convinces Jack to escape to Mexico. Jack turns back home after a ""conscious attack,"" gets yelled at for buying the wrong flavor lollipops, and is stopped from running to Mexico again because he ran out of gas in the driveway. Jack and Jennifer have sex in the front seat of the car at the end.