Jennifer Aniston's Dating History: Timeline of Her Famous Exes

by - March 04, 2024

Jennifer Aniston is back on the market after her December 2017 separation from second husband Justin Theroux.

Jennifer Aniston and Charlie Schlatter

The “Morning Show” star said in September 2021 that she was looking for love again, though she insisted she wouldn’t turn to dating apps to find it. “No one of importance has hit my radar yet, but I think it’s time. I think I’m ready to share myself with another,” she said in a SiriusXM interview.

Daniel McDonald

After two public divorces (one of which involved a long-rumored cheating scandal) and several relationships with high-profile men, Aniston still has faith that there’s someone out there for her — just maybe not in Hollywood. And while the “Friends” alum herself has debunked rumors that she and former co-star David Schwimmer were ever involved, she’s had quite the romantic history after all.

Jon Stewart

Page Six breaks down Aniston’s flings, boyfriends, husbands and everything in between below. Aniston had a brief fling with ’90s teen heartthrob Charlie Schlatter. The duo met on the set of the short-lived 1990 sitcom “Ferris Bueller,” which was based on the 1986 film “Ferris Bueller’s Day Off.”

Jennifer Aniston and Adam Duritz

GQ editor in chief Jim Nelson revealed in April 2014 that Aniston and Schlatter had “a brief, torrid romance — while playing, it must be said, his older sister.” Their show ended after just one season, and their relationship apparently didn’t last much longer.

Jennifer Aniston and Tate Donovan

Schlatter eventually wed Colleen Gunderson in May 1994, and they have three children. Aniston’s first serious relationship was with the late Daniel McDonald. The duo dated for five years in the early 2000s, with Aniston later citing the actor as the one who got away.

Jennifer Aniston and Paul Rudd

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