Before she hit the big time as Rachel on Friends, Jen was cast in the short lived TV adaptation of the John Hughes film Ferris Bueller’s Day Off, in 1990. Former writer on the show, Jim Nelson, revealed 24 years later that she had dated her co-star Charlie Schlatter. He described the relationship as brief and torrid.
Jennifer Aniston’s first love, Daniel McDonald, sadly died of a brain tumor in 2015, and she opened up about the loss during an interview with The New York Times. He was her first love and they were together for five years. She admitted he would have been the one.
Jennifer dated Counting Crows frontman Adam Duritz for a brief period in the mid 90s, but ultimately called it quits. Neither have spoken much about their time together, however Adam revealed to Us Weekly that they never slept together, and he went on to date Jen’s pal Courteney Cox.
Jennifer Aniston dated her Friends co-star Tate Donovan, who had a six-episode arc as Joshua, the man her character developed a crush on after he came into her work. However, the pair actually began dating before he landed the gig, and they were going through a breakup at the time of filming.
One of the most iconic couples of the early 2000s, who could forget Jen’s marriage, and subsequent divorce from Brad. The pair were rising stars in Hollywood at the turn of the century — they began dating in 1998 and said “I do” in 2000.
After five years together, they called it quits, amid rumors he had an affair with his future wife Angelina Jolie. Despite the drama that surrounded their high-profile divorce, the pair appear to have remained friendly, even sparking reconciliation rumors at the 2020 SAG Awards.
Following her first divorce, Jen was linked to actor Vince Vaughn in 2006. They did everything they could to avoid the paparazzi, given Jen was one of the biggest star’s in the world at the time, however Vince later admitted that the media attention was part of the reason they eventually split.
Jen went on to date musician John Mayer. The Dead & Company singer and the Friends alum started dating in February 2008 after hitting it off at an Oscars party. The couple split that summer, but they were back together by the February 2009 Academy Awards. They ended things for good shortly after that rare public appearance but they’re clearly on good terms.
Jennifer Aniston first met Justin Theroux, her future second husband, on the set of Tropic Thunder in 2007. They made their relationship official in 2010 when they worked on the movie “Wanderlust” together, and revealed that they were engaged in 2012.
They secretly tied the knot in a surprise ceremony in 2015, and the newlyweds jetted off to Bora
Bora to enjoy their honeymoon. Nevertheless, in 2018 they announced they were splitting, and later divorced. But they are still good friends.