After dating her Ferris Bueller TV costar Charlie Schlatter in 1990, she began a relationship with Daniel MacDonald in 1991, which continued until 1994 shortly before she was cast in Friends.[44] She briefly dated musician Adam Duritz in 1995 and from 1995 to 1998, she was romantically involved with actor Tate Donovan[44] and the couple were reportedly engaged.
In March 1998, she began dating actor Brad Pitt and married him on July 29, 2000, in a lavish Malibu wedding.[45] For a few years, their marriage was considered the rare Hollywood success.[4] However, the couple announced their separation on January 6, 2005.[44] Pitt and Aniston were seen together publicly after announcing their separation, even at a dinner party for Aniston's 36th birthday, and friends of the couple had declared they were reconciling.[46] Aniston, however, filed for divorce on March 25, 2005.[2] It was finalized on October 2, 2005.[47]
Jennifer Aniston Jennifer Aniston
Aniston revealed that her divorce prompted her to reach out to her mother, Nancy, from whom she was estranged for nearly a decade. They initially became estranged when Nancy talked about her daughter on a television show and later wrote a book entitled, From Mother and Daughter to Friends: A Memoir (1999).[48][49] Aniston has also stated she was devastated by the death of her longtime therapist, whose work helped make her separation from Pitt easier.[30] Aniston said her relationship with Pitt, which she does not regret, was "seven very intense years together" and that "it was a beautiful, complicated relationship."[50]
Jennifer Aniston
Following her divorce, Aniston began a relationship with actor Vince Vaughn, with whom she costarred in The Break Up, but relationship troubles were reported in September 2006, followed by a confirmed split in December of that year.[44] She dated model Paul Sculfor for a few months in 2007.[51] In February 2008, she began dating singer John Mayer.[44] The couple broke up in August, but they resumed the relationship in October before splitting again in March 2009.
Aniston has had two septoplasties to correct her deviated septum—one which was incorrectly done in 1994 and the second in January 2007. Septoplasty is a surgical operation that helps alleviate a common condition that can lead to breathing difficulty and trouble sleeping.[52] She is the godmother of Coco Riley Arquette, the daughter of her good friends, actors Courteney Cox and David Arquette.
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