When dealing with the media attention surrounding one’s love life, no one knows the game like Jennifer Aniston. It can be tough to discern reality from fiction when looking back at the star’s extensive dating history.
Aniston was practically everywhere after leaping to popularity in the mid-’90s owing to Friends — and after her 2005 split from Brad Pitt, who swiftly took up with Mr. & Mrs. Smith co-star Angelina Jolie, so were rumors about her love life.
On the other hand, Aniston has managed to weather any media storm that has tried to derail her career, including the often-invasive questions about her love life. We admire her transparency and confidence in describing her previous relationships and her continual courtesy when discussing someone involved in her personal life.
“In [my] own perspective, my marriages have been incredibly successful,” she said to Tig Notaro in 2018, alluding to ex-husbands Brad Pitt and Justin Theroux. “When they ended, we chose because we wanted to be happy.”
After all these years, we’re still curious about how one of Hollywood’s top stars manages to reconcile her career, celebrity persona, and personal life.
We’re going back as far as we can in Aniston’s romantic life, examining her previous relationships and the chapters that marked those times. See this slideshow to learn more about Jennifer Aniston’s previous relationships, ranging from Tate Donovan to her marriage to Justin Theroux.
Tate Donovan
Jennifer Aniston’s first significant celebrity romance was with actor Tate Donovan. The couple began dating in 1995, just as Aniston’s star was rising thanks to a tiny program called Friends. The two dated for roughly three years before splitting up in 1998.
While their breakup was amicable, it was nonetheless difficult. To begin, the actors were two of the biggest stars of the 1990s. Donovan also scored a part on Friends as Jennifer Aniston’s love interest.
“There were just six episodes.” Only because we were splitting up. “We were like, ‘Hey, can we not keep doing this?’ Because it’s extremely uncomfortable and tough,” Donovan told Us Weekly in 2018. “Those who know we dated believe we met on Friends.” But we had been dating for two years before that, and it had ended by the time we were on Friends together.”
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Brad Pitt
Aniston began dating Brad Pitt after a three-year relationship with Donovan. The renowned couple’s courtship began in 1998, and they dated for around two years before getting married in 2000.
The duo was a constant media focus, and things didn’t get any better when Pitt co-starred in Mr. & Mrs. Smith with Angelina Jolie in the mid-aughts.
Aniston and Pitt announced their divorce in early 2005, which was formalized in October of that year. The focus on Pitt and Jolie’s relationship only grew in the aftermath.
Yet, the couple managed to weather the media storm until they divorced in 2016 after more than a decade and six children together.
In terms of Pitt and Aniston’s post-divorce relationship, the two appear to be in a better place. They collaborated in a virtual table read for the film Fast Times at Ridgemont High in 2020 and appeared to be very supportive of one another at the Screen Actors Guild Awards.
Aniston herself discussed her connection with Pitt in 2015. “We don’t communicate daily,” she told The Hollywood Reporter. “Yet we only have good intentions for each other.” Nobody made a mistake. Do you understand what I mean? It was simply, “Sometimes things [happen].”
Vince Vaughn
Aniston began spending a lot of time with her Break-Up co-star Vince Vaughn after her highly publicized divorce from Pitt. Unfortunately, the relationship was short-lived.
The circumstances of the relationship simply couldn’t endure the intense paparazzi scrutiny that Aniston faced following her breakup from Pitt.
“I never enjoyed the paparazzi part of it for me personally — and I think most well-known celebrities who together feel this way,” he told Playboy Magazine in 2015, according to Us Weekly.
“You like someone and spend time with them; that’s separate and all right. But I spent the majority of that time trying to avoid being brought into the spotlight.”
Check out some of the most points in the history of the Famous Couple’s relationship down below:-
John Mayer
We’re going to be completely honest here. This romance caught us completely off guard. Aniston was in an on-again, off-again romance with singer John Mayer between 2008 and 2009.
Their most significant public appearance was at the 81st Academy Awards, shown above. Mayer, an eight-year-old senior, made some *choice* words about Aniston after their breakup.
“I’ll always be regretful that it didn’t last,” he said following the breakup with Playboy, according to Marie Claire. “I wish I could be with her in certain aspects.” Yet I can’t change the fact that I’m 32… One of the most noticeable distinctions between us was that I was tweeting. There was a rumor that I got dumped because I tweeted too much. It wasn’t it, but it was a significant change.”
According to the site, Aniston still thought of Mayer as a “great guy.” “We care about one another. It’s interesting when you reach a point in a relationship where you both realize, “We might need to do something else,” yet you still adore each other. It’s excruciating,” she told Vogue, according to Marie Claire.
Justin Theroux
Jennifer Aniston and Justin Theroux have a long history together. They initially met in 2007, thanks to familiar friend Ben Stiller. They began dating three years later, in 2010, while shooting the film Wanderlust.
Aniston and Theroux confirmed their engagement in August 2012 and married in 2015. However, the couple’s romance ended when they decided to divorce in 2018. Yet, Aniston and Theroux appear to be highly supportive of one another.
Throughout their marriage, however, even Theroux said that there were specific difficulties in being married to Aniston, most of which were caused by the media’s focus on her.
“In an ideal world, you’re known for what you do or for your contributions to the arts, literature, film, or whatever.” Even if it’s a bad review, that’s fine – that’s fair play,” he told Rolling Stone in April 2021. “Yet, some are just interested in other people’s private life, and… I believe the best action is to steer your eyes away from it.”
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