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Jennifer Aniston

All The Men You Probably Forgot Jennifer Aniston Dated

Gettyimages | Gregg DeGuire
By Jordan White

Besides her acting career, Jennifer Aniston is best known for her public relationship with Brad Pitt. After all, the pair were two of the biggest Hollywood stars when they started dating in 1998.

In 1999, Aniston and Pitt got engaged and were married a year later. Their relationship seemed perfect, especially when Aniston discussed their plans to start a family.

“Yeah. It's time. It's time. You know, I think you can work with a baby, I think you can work pregnant, I think you can do all of it. So I'm just truly looking forward to slowing down,” she said during a 2004 interview.

But it was that year Pitt starred with Angelina Jolie in Mr. & Mrs. Smith. And we’re sure you know what happened next.

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Brad Pitt and Angelina Jolie
Gettyimages | Anthony Harvey

In a 2006 interview with Vogue, Angelina Jolie discussed her relationship with Pitt during filming.

"Because of the film we ended up being brought together to do all these crazy things and I think we found this strange friendship and partnership that kind of just suddenly happened," she said..

"I think a few months in I realized, 'God, I can't wait to get to work.’ We just became kind of a pair. And it took until, really, the end of the shoot for us, I think, to realize that it might mean something more than we'd earlier allowed ourselves to believe," Jolie added.

And while Jennifer will probably always be known as Brad Pitt’s ex, she’s dated some well-known men.

Here are the guys you probably forget she was involved with:

Paul Rudd

Paul Rudd
Gettyimages | Rodin Eckenroth

Yep, Jennifer dated Paul Rudd.

They were co-stars in the movie, The Object of My Affection, which is when they reportedly started dating. The pair went on to star in The Newton Boys and Wanderlust. They also appeared on Friends together from 2002 to 2004.

Although we don’t know why they broke up, there doesn’t appear to be any bad blood between the two.

They’ve remained friends throughout the years and have collaborated in several projects together since their brief fling.

Vince Vaughn

Vince Vaugn
Gettyimages | Kevin C. Cox

After her relationship with Pitt, Aniston dated funnyman Vince Vaughn. But unfortunately, they didn’t last long. Probably due to all the attention surrounding their relationship.

"You know, she’s great," Vaughn shared. "For me personally — and I think most well-known actors who are together feel this way — I never enjoyed the paparazzi side of it. You like someone and you’re spending time with them; that’s separate and that was all fine. But I really spent most of that time finding ways not to be drawn into the attention."

John Mayer

John Mayer
Gettyimages | Slaven Vlasic

It seems like everyone’s dated this musician at some point in their lives, including Jennifer Aniston.

She began an on and off again relationship with Mayer between 2018 and 2019. And if you think Jennifer is to blame for the relationship ending, think again. John has admitted to being less of a perfect person while they were dating.

According to Mayer, "It was one of the worst times of my life." He continued, "I'm the asshole. I burned the American flag. I basically murdered an ideal."

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