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S3E15: Can This Jack Be Happy with a Jill That’s His Equal?
Manage episode 387887848 series 2483960
52-yr-old Jack has been single for the past 25 years and only dated much younger women. 46-yr-old Charleigh is worried that this makes Jack see her as more of an “age-appropriate companion” rather than a girlfriend. Adding to Charleigh’s anxiety is the fact that she was cheated on by her ex-husband when he was away on business, and Jack is a bit of a big-spending partier when he’s out-of-town. Charleigh wants to know if Jack can really see her as his “one” despite friends saying Jack is the happiest they’ve ever seen him.
46 episodes
Manage episode 387887848 series 2483960
52-yr-old Jack has been single for the past 25 years and only dated much younger women. 46-yr-old Charleigh is worried that this makes Jack see her as more of an “age-appropriate companion” rather than a girlfriend. Adding to Charleigh’s anxiety is the fact that she was cheated on by her ex-husband when he was away on business, and Jack is a bit of a big-spending partier when he’s out-of-town. Charleigh wants to know if Jack can really see her as his “one” despite friends saying Jack is the happiest they’ve ever seen him.
46 episodes
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