After an accidental hair toss, Claude lands a date with Charlie from the travel department. Their time together is delightful, and Claude wakes up thrilled the next day. Will introduces his godson Oliver and asks Claude to show him around. She reluctantly agrees to go out with Oliver after some nudging from Will. However, Claude struggles to juggle both dates, and things spiral out of control when Will mentions her outing with Oliver in front of Charlie, leaving her heartbroken. Regretting her choices, Claude seeks advice from Ramona and Lydia on how to break things off with Oliver and reconcile with Charlie. Meanwhile, Kipp tries to ingratiate himself with Mr. Turnbach's son in hopes of a promotion.
Show
The Simpler Life
Episode
S01E09
Air Date
Nov 26, 2002
Season 1 Episodes
S01E01
Pilot
S01E01
Episode 1
S01E02
Episode 2
S01E02
Ice Cream With Lydia
S01E03
Episode 3
S01E03
Claude the Liar
S01E04
Episode 4
S01E04
Queen of England
S01E05
Episode 5
S01E05
The Vacation
S01E06
Episode 6
S01E06
The Pole
S01E07
Future Shock
S01E08
Meet the Folks
S01E09
Claude the Heartbreaker
S01E10
One Office Party Too Many
S01E11
A Claude Casey Production
S01E12
Claude's Got a Secret
S01E13
Telephone
S01E14
High Maintenance
S01E15
Valentine's Day
S01E16
Breaking Up
S01E17
Picture Perfect Party
S01E18
The New Guy
S01E19
Oh Papa
S01E20
A Little Love for Lydia
S01E21
Save the Squirrel, But Bet the Over/Under
S01E22
The Umbrella (1)