Milan sets up her mother, Lindsay, with Drew, hoping she finds someone who appreciates her for more than her wealth. However, when Lindsay takes Drew's car for a spin, she accidentally crashes it into a ditch, stranding them for hours. Surprisingly, Lindsay enjoys Drew's modest lifestyle and expresses a desire to keep seeing him. Just days before her move to Cleveland, she reveals that she would forfeit her hefty alimony if she remarried, raising Drew's concerns. To prove her commitment, he challenges her to live in his world for a week. Lindsay struggles with the changes, developing rashes and losing hair, prompting Drew to confess his feelings. However, she decides to leave, admitting she never had strong feelings for him.
Show
The Drew Carey Show
Episode
S07E23
Air Date
Apr 10, 2002
Season 7 Episodes
S07E01
Drew Carey's Back-to-School Rock 'n' Roll Comedy Hour (1)
S07E02
Drew Carey's Back-to-School Rock 'n' Roll Comedy Hour (2)
S07E03
Drew Gets Out of the Nuthouse
S07E04
Married to a Mob
S07E05
When Wives Collide
S07E06
Bus-ted
S07E07
It's Halloween, Dummy
S07E08
Beulah Gets Her Groove Back
S07E09
Drew Live III
S07E10
Eat, Drink, Drew, Woman
S07E11
Mr. Laffoon's Wild Ride
S07E12
Hotel Drew
S07E13
Drew and the King
S07E14
The Curse of the Mummy
S07E15
The Enabler
S07E16
Pretty Baby
S07E17
A Shot in the Dark
S07E18
It's a Dog Eat Drew World
S07E19
Bringing Up Boss (1)
S07E20
Daddy Dearest (2)
S07E21
Never Been to Spain
S07E22
O Brother, Who Art Thou?
S07E23
Rich Woman, Poor Man
S07E24
What Women Don't Want
S07E25
Look Mom, One Hand!
S07E26
The Eagle Has Landed
S07E27
The Underpants Guy