Jennifer Aniston’s Dating History: Complete Info!

In both life and love, you will be fortunate! From her marriage to Brad Pitt through her second marriage to Justin Theroux, Jennifer Aniston’s dating life has long been a matter of discussion.

Pitt and Aniston began dating in 1998 and married two years later. After five years of marriage, the twosome announced their breakup in 2005, which disappointed fans. When it came to their breakup, the Friends alum acknowledged that there were “many phases of mourning.”

“It’s a pity that something is coming to an end.” In a way, it splits you open—cracks you open to sensation,” she said in an interview with Vanity Fair in September 2005. When you strive to avoid suffering, you only make it worse. In front of the world, I’m a human person having a human experience. I wish it wasn’t in the public eye. I make every effort to climb beyond it.”

Pitt began dating Angelina Jolie, his Mr. and Mrs. Smith co-star, shortly after the two split up. The couple met while the Once Upon a Time in Hollywood star was still married to Jennifer Aniston, which raised eyebrows.

The Morning Show host, for her part, later opened out to Vogue in December 2008 about how the rumors had affected her. “There was something printed there that was clearly from a time when I was completely clueless about what was going on.” I didn’t think it was proper to reveal those particulars. That part about her looking forward to going to work every day? That was a big no-no.”

Aniston began dating Theroux in 2011, four years after they first met on the set of Tropic Thunder. Despite the fact that they were engaged the following year, the California native claimed that they were not in any hurry to walk down the aisle.

In July 2013, the actress told the Associated Press, “We just want to do it when it’s ideal, and we’re not rushed, and no one is running from a job or going to a job.” “And, you know, we already have the feeling of being married.”

In August 2015, the couple held a modest wedding ceremony at their house after informing their loved ones that they would be attending Theroux’s birthday celebration. After three years together, the pair announced their separation.

In a joint statement to Us Weekly in February 2018, they announced, “In order to reduce any additional speculation, we have decided to announce our separation.” “At the conclusion of last year, we made a mutual and loving choice. We are two best friends who have decided to part ways as a couple, but we intend to keep our cherished friendship going.”

Since their breakup, the Mulholland Drive star has gushed over his friendship with Aniston.

“I’d say we’ve stayed friends.” We don’t speak every day, but we do call. We communicate using FaceTime. In April 2021, he told Esquire, “We text.” “Whether you like it or not, we didn’t have a dramatic breakup, and we still love one other.” When I say that I value our friendship, I mean it. We can’t be together and still bring joy and friendship to each other. She also makes me laugh hysterically. She’s a riot to be around. For me, it would be a loss if we didn’t keep in touch. I’d like to believe the same about her.”

In 2018, the Emmy winner spoke up about her happy marriages, telling Elle, “My marriages, they’ve been quite successful, in [my] own opinion.” And when things ended, it was a conscious decision because we chose to be happy, and happiness didn’t always exist inside that arrangement.”

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Relive Jennifer Aniston’s love life through the years by scrolling down:

Charlie Schlatter And Jennifer Aniston

Charlie Schlatter And Jennifer Aniston

After working on the short-lived 1990 TV adaptation of John Hughes’ film Ferris Bueller’s Day Off, Aniston and Schlatter fuelled relationship rumors.

Daniel McDonald And Jennifer Aniston

Daniel McDonald And Jennifer Aniston

In a January 2015 interview with The New York Times, the Dumplin‘ actress referred to McDonald as her “first love,” claiming, “He would have been The One if he hadn’t died. But I was 25, and I was a complete moron.”

Aniston and McDonald dated for five years before calling it quits in 2007. McDonald died of brain cancer in 2007.

Jon Stewart And Jennifer Aniston

Jon Stewart And Jennifer Aniston

Nearly two decades ago, the comedian and the actress went on a date.

On The Daily Show in August 2010, Stewart reminded Aniston, “I asked you out, and it was beautiful.” “I recall you bringing a large number of your pals. “She’s so eager to be on a date with me, she wants me to get to know her posse,” I remember thinking.

“If I recall properly, wasn’t it sort of like, ‘Hey, a group of us is going out, do you want to join?'” retorted the Office Christmas Party star.

Adam Duritz And Jennifer Aniston

Adam Duritz And Jennifer Aniston

In 1995, Aniston and the frontman of the Counting Crows had a brief relationship. Duritz briefly dated Courteney Cox, Aniston’s Friends costar and real-life best friend, after their breakup.

For her part, the Scream star has been married to Johnny McDaid since 2013.

Tate Donovan And Jennifer Aniston

Tate Donovan And Jennifer Aniston

In 1998, Donovan was ecstatic to be cast in a six-episode arc on Friends, but the role was bittersweet because he and Aniston were going through a divorce at the time.

“I was just glad to be a part of the squad.” The only downside was that Jennifer and I were on the verge of breaking up at the moment,” the Argo star told Us in September 2018. “And so it was a little tough to seem as if we were just meeting each other and falling in love, or whatever, or interested in one other, when we were actually breaking up.” That was extremely difficult.”

Brad Pitt And Jennifer Aniston

Brad Pitt And Jennifer Aniston

Aniston and the Academy Award winner began dating in 1998 and married in 2000.

The stars, on the other hand, surprised the public when they divorced in 2005, amid accusations that Pitt had strayed with his Mr. & Mrs. Smith costar, whom he began dating soon after his split from the Mother’s Day actress. Pitt and Jolie, who have six children together, divorced in 2016 after two years of marriage. In the year 2019, they were divorced.

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Vince Vaughn And Jennifer Aniston

Vince Vaughn And Jennifer Aniston

The Cake actress moved on from Pitt and began dating Wedding Crashers Vaughn, but the relationship ended in December 2006 due to the media attention.

In February 2015, the True Detective actress told Playboy magazine, “You know, she’s wonderful.” “You like someone and spend time with them; that’s separate and perfectly good. But I spent the majority of that time trying to avoid being brought into the spotlight.”

“He was nice and fun and perfect for the time we spent together,” Aniston told Vogue shortly after the separation, “and he was lovely and fun and great for the time we had together.” That was exactly what I needed. And then it sort of ended.”

By Heather Wilson

Heather Wilson competes in weightlifting, and holds a degree in computer science. She currently resides in Tuscaloosa, AL, and coaches at her local gym. She likes spending her time researching anything to everything related to peak human potential.