S01 · E04

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.