Every Man Who Has Been Romantically Linked to Jennifer Aniston

Jennifer Aniston

Jennifer Aniston | Rich Fury/Getty Images

Jennifer Aniston’s love life never seems to leave the spotlight. After her divorce from Brad Pitt in 2005, fans have been pulling for the actress to find the man of her dreams. She finally appeared to have found happiness when she wed Justin Theroux in 2015, but just two and a half years later, fans were crushed again when they announced their split.

During an August 2018 interview with InStyle, however, Aniston revealed that she’s “doing just fine.” In fact, she told the magazine, “With all due respect, I’m not heartbroken.”

Aniston obviously doesn’t need to be in a relationship to be happy, but she has given love a try a few times over the years. Here’s every man who has been linked to Aniston.

Adam Duritz

Back in 1995, Aniston was briefly linked to Counting Crows frontman Adam Duritz. Their romance can only be described as a short fling, considering Duritz has claimed in an interview that they “never even slept together.” Another sign they never got too serious? Duritz dated Aniston’s Friends co-star Courteney Cox, who is also her real-life friend, in 1997.

Tate Donovan

You may remember Tate Donovan from his role in Friends. He played Rachel Green’s love interest, Joshua, having met while Aniston’s character was working as a personal shopper at Bloomingdale’s.

Aniston and Donovan, however had already been in a serious relationship before his character made an appearance. They started dating in 1995, and by 1997, they became engaged. Unfortunately, they called off the wedding by 1998.

Paul Rudd

Aniston and Paul Rudd have been screen partners numerous times over the years. But as it turns out, they’ve been a little more than just co-stars to each other. It all started after appearing in 1998’s The Object of My Affection together, having reportedly sparked up some romance.

Then, in 2012, two starred in Wanderlust together — in which they share a kissing scene. When they were asked if it was “weird to kiss” each other, Aniston responded, “Nah, I’ve kissed him for years.” Rudd added, “We’ve made out for decades.”

You may also recall Rudd starring as the husband of Phoebe (Lisa Kudrow) on Friends, so Aniston and Rudd have had plenty of opportunities to sneak in some romance.

Brad Pitt

Brad Pitt and Jennifer Aniston

Brad Pitt and Jennifer Aniston | Ucy Nicholson/AFP/Getty Images

Aniston and Brad Pitt were the it-couple from 1998 to 2005. Not only did they make one attractive pair, but they seemed completely in love every time we saw them together. They got married in 2000, but all that went away when Pitt found love with Angelina Jolie in 2005’s Mr. and Mrs. Smith.

Now that Pitt and Aniston are both single yet again, some fans are still holding out hope that they’ll reunite. However, we wouldn’t hold the exes to it.

Vince Vaughn

After her divorce from Pitt, Aniston moved on with her co-star from 2006’s The Break-Up, Vince Vaughn. They dated for a year, but their romance ended up fizzling. At the very least, her real-life romance with her character’s love interest was appropriate payback for Pitt’s Mr. and Mrs. Smith romance with Jolie.

Paul Sculfor

Although we’ve never received confirmation that Aniston and Paul Sculfor were romantically linked, we’d like to believe it’s true. Sculfor is a dashing British model, and they were reportedly together for a few months in 2007.

Orlando Bloom

Yet another strictly speculated romance, rumors circulated that Aniston and Orlando Bloom briefly dated in 2007. No one ever confirmed the relationship … but they didn’t deny it, either.

John Mayer

Aniston’s relationship with John Mayer seemed to be the real deal, but “life reasons” apparently got in the way. They dated for 11 months, starting in 2008, and seemed happy despite headlines claiming Mayer was a “womanizer.”

After they’d gone their separate ways, Mayer spilled how he was really feeling about their split in a Playboy interview. “We just have a regard for each other’s feelings that is pretty intense,” he said. “It’s been a deep relationship, and it’s no longer taking place at all. Have you ever loved somebody, loved her completely, but had to end the relationship for life reasons?”

Gerard Butler

As The Bounty Hunter co-stars, Aniston and Gerard Butler reportedly had a brief romance in 2009. Even though nothing came of their relationship, Aniston raved about Butler in a 2010 interview with Access Hollywood.

“We just had so much fun [making the movie] together, you know. He’s just fun,” she said. “Gerry’s the most unpretentious guy.”

Justin Theroux

Jennifer Aniston and Justin Theroux

Jennifer Aniston and Justin Theroux | Tim Mosenfelder/Getty Images

It seemed Aniston had finally found her happy ending with Justin Theroux. They first started dating in 2011, and by Aug. 5, 2015, they finally tied the knot. After two and a half years of seemingly blissful marriage, the two shocked the world in a joint announcement of their separation.

In order to set the record straight, Aniston and Theroux released the following statement on Feb. 15, 2018:

In an effort to reduce any further speculation, we have decided to announce our separation. This decision was mutual and lovingly made at the end of last year. We are two best friends who have decided to part ways as a couple, but look forward to continuing our cherished friendship.

Normally we would do this privately, but given that the gossip industry cannot resist an opportunity to speculate and invent, we wanted to convey the truth directly. Whatever else is printed about us that is not directly from us, is someone else’s fictional narrative. Above all, we are determined to maintain the deep respect and love that we have for one another.