She dated her Ferris Bueller costar Charlie Schlatter in 1990. She began a relationship with Daniel MacDonald in 1991. They broke up in 1994 shortly before she was cast in Friends. She briefly dated musician Adam Duritz in 1995. From 1995 to 1998, she was romantically involved with actor Tate Donovan and the couple were reportedly engaged.
In 1998, she began dating actor Brad Pitt and married him on July 29, 2000, in a lavish Malibu wedding. For years their marriage was considered the rare Hollywood success. However, the couple announced their separation on January 6, 2005. Pitt became involved with actress Angelina Jolie, though Pitt has denied cheating on Aniston with her. Pitt and Aniston were seen together publicly after announcing their separation, even at a dinner party for Aniston's birthday, and friends of the couple had declared they were reconciling. Jennifer Aniston, however, filed for divorce on March 25, 2005. It was finalized on October 2, 2005. Media reports speculated that the split was due to Aniston's refusal to have children with him. Jennifer Aniston denied that this was the cause of their split in an August, 2005 Vanity Fair interview, stating, "...I've always wanted to have children, and I would never again give up that experience for a career."
Jennifer 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). Jennifer Aniston has also stated she was devastated by the death of her longtime therapist, whose work helped make her separation from Pitt easier. Jennifer 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."
Following her divorce, Jennifer Aniston began a relationship with actor Vince Vaughn, with whom she costarred in The Break Up. Relationship troubles were reported in September 2006, followed by a confirmed split in December of that year. She briefly dated male model Paul Sculfor for a few months in 2007. In April 2008, she began dating singer John Mayer. The couple had broken up after a seven-month courtship in August, but resumed the relationship in October, before splitting again in March 20009.
Jennifer 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.
She is the godmother of Coco Riley Arquette, the daughter of her good friends, actors Courteney Cox Arquette and David Arquette.
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