Who Has Jennifer Aniston Dated? List of Ex-Boyfriends

Consider them lucky! Jennifer Aniston has dated quite the list of hunky Hollywood stars over the years.

You may best remember the Friends actress’ super publicized relationship with Brad Pitt, but Jen’s actually dated all different types of guys — actors, yes, but also musicians and even a model!

She’s been single for a few years now, but that doesn’t mean she’s closed off to finding someone new. “When it comes knocking, it’s going to be welcomed,” Jen told Harper’s Bazaar in May 2019, a little over a year after her split from Justin Theroux. “I’m not like, ‘No, I’m done with that. That’s never going to happen again.’ My time on this planet has been about … It hasn’t looked a certain way. It’s my way; it’s what I’ve been given this round. But I would say I don’t find any of my past has given me a reason to harden up and create a shell or a wall of ‘No more, that’s it, I’m closed.'”

The Morning Show star has some specific qualities in mind when it comes to looking for a partner. “A sense of humor. Strong sense of self-worth, confidence, kindness, generosity. Good people surrounding them,” she told the magazine.

Deal of the Day

Only $12! — (And No One Will Know They Aren’t Designer) View Deal

For more hot celebrity news, listen to Us Weekly editors dish on top topics & trends with these clips from the Hot Hollywood Podcast!

And although she’s been married twice, Jen’s not jaded when it comes to love. “I think we have many soulmates,” the Office Christmas Party actress shared. “I don’t think there’s one and one only. I think we have soul clusters.”

Scroll through the gallery below to see who Jen has dated during her 30-plus-year career!

Have a tip? Send it to us! Email In Touch at contact@intouchweekly.com.

Daniel McDonald

Ah, who could forget their first love? In an interview with The New York Times, Jen talked about Daniel McDonald, whom she dated for several years. Unfortunately, the Tony nominee passed away in 2007 from a brain tumor. “He was my first love — five years we were together. He would have been the one. But I was 25, and I was stupid,” she said. “He must have sent me Justin [Theroux] to make up for it all.”

Brad Pitt

Golden couple! The pair started dating in 1998, got married in 2000 and split in 2005 after Brad Pitt admitted he had fallen in love with Angelina Jolie on the set of their movie, Mr and Mrs. Smith. Even though Jen was married to the Fight Club actor a long time ago, it didn’t stop him from showing up to Jen’s birthday bash in February 2020. Brad and Jen also reunited in September of that year for a table read of the 1982 film, Fast Times at Ridgemont High.

Justin Theroux

The actress met Justin Theroux while they were filming Wanderlust in 2011. They got married on August 5, 2015, but unfortunately called it quits on February 15, 2018. In an interview with Elle magazine later that year, the brunette beauty revealed that she is doing just fine without a man. “I don’t feel a void,” she said. “I really don’t. My marriages, they’ve been very successful, in [my] opinion.” We love your attitude, girl!

Mystery man

In February 2021, In Touch exclusively revealed that the Good Girl star had a new mystery boyfriend. “He’s down to earth, handsome, he makes her laugh and he makes her feel safe. She trusts him,” the insider dished at the time.

According to the source, “one of the best things” about Jennifer’s new BF is that “he was never a fan of hers or Friends, which she found so refreshing.” The Los Angeles native played Rachel Green on the hit NBC sitcom from 1994 to 2004.

However, in June 2021, she revealed to People that she is seemingly single and doesn’t like to use dating apps.

David Schwimmer

During the HBO Friends reunion special that aired in May 2021, Jennifer’s costar, David Schwimmer, admitted that he had a crush on her. “The first season, I had a major crush on Jen,” David said.
Jennifer chimed in and said that the crush was “reciprocated,” but the costars revealed that nothing ever actually happened between them off-screen.
“I remember saying one time to David, ‘It’s gonna be such a bummer if the first time you and I actually kiss is going to be on national television,’” Jen said at the time. “Sure enough, the first time we kissed was in that coffee shop. We just channeled all of our adoration and love for each other into Ross and Rachel.”