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Oct 6, 2021 · 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.
- Leah Bitsky
Feb 15, 2017 · In Jen Aniston's own words, there is no simple or singular explanation for why her marriage to Brad Pitt never worked out. "It's just complicated," says Aniston.
Feb 26, 2024 · Jennifer Aniston sparks engagement rumours after wearing huge diamond ring. The Friends star has been married twice and has previously said she’d ‘never say never’ to a third trip down the ...
Aug 23, 2023 · Jennifer Aniston revealed that her parents’ strained marriage continues to impact her ability to be in a partnership. “It was always a little bit difficult for me in relationships, I think ...
- 1994. The two cross paths for the first time, and Hollywood is forever changed. In an interview with Rolling Stone, Aniston says they first met back in 1994 since their managers were friends.
- 1998. Pitt and Aniston go on their first date after being set up by their agents—a true Hollywood romance, right? They try to keep things quiet for as long as they can, but this proves difficult since Pitt is one of the biggest movie stars in the world and Aniston is America's sweetheart.
- September 12, 1999. Pitt and Aniston make their public debut as a couple on the red carpet for the Emmy Awards in 1999—forever immortalizing Brad's sunglasses.
- November 21, 1999. Just a few months after that initial debut, Pitt and Aniston crash the stage of a Sting concert (ha ha ha ha) in New York City and flaunt their engagement.
May 9, 2024 · What's Jennifer Aniston's dating history? Find out about Jennifer Aniston's husbands, how many times she's been married, her fiancés, her boyfriends and more.
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Nov 9, 2022 · Jennifer Aniston is breaking her silence about her fertility struggles as well as her marriages. In an incredibly candid interview with Allure, the 53-year-old actress addresses a...
