Feeling down about her lack of romantic prospects, Jennifer longs for some attention. After Jack clears out the rest of his belongings from her basement, she decides to spruce up her home. She hires Matt, a 20-year-old recent arrival from Jack's building, who was a star athlete in high school. When Jack warns Jennifer that Matt tends to date the women he works for, she becomes determined to pursue him. Meanwhile, Tiffany is captivated by Matt, but Jennifer insists she steer clear to eliminate competition. However, when Matt shows little interest in her and instead connects with Mrs. Wilson, who has a fuller figure, Jennifer vents to Jack about her insecurities.
Show
Unhappily Ever After
Episode
S01E09
Air Date
Mar 15, 1995
Season 1 Episodes
S01E01
Pilot
S01E02
Gift of the Magnovox
S01E03
Jack's First Date
S01E04
The Bigger They Are, the Harder They Fall
S01E05
Jack the Ripper
S01E06
Run
S01E07
The Descent of Man
S01E08
Boxing Mr. Floppy
S01E09
Don Juan De Van Nuys
S01E10
Mistress Jennie
S01E11
Daddy's Little Girl
S01E12
The Great Depression
S01E13
Hoop Dreams