Strange Bedfellows

Jennifer Aniston and Jon Stewart Dated in the '90s?

Heather Horn Aug 20, 2010
Oh to be a fly on the wall for this. Last night Jennifer Aniston appeared on the Daily Show and we learned something new: She and Jon Stewart  dated—once—in the 90s. As Stewart recalls, Aniston was so uncomfortable, she invited her "posse" to smooth things over. Indeed, some might think Stewart an odd choice for an ascendant Friends star who would later (briefly) marry Brad Pitt. Too bad it didn't work out with either:

(hat tip: Oliver Miller)

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