Jennifer Aniston is without a doubt 1 of the biggest celebs in Hollywood, and has been since her 1990's debut! After playing 1 of the most iconic characters on the hit television sitcom "Friends", Jennifer Aniston was an instant success and a force to be reckoned with.

The star was not only known for her interim, but she was likewise jaw-droppingly gorgeous! Aniston dated quite a bit throughout the 90s before her kickoff marriage in 2000 to actor Brad Pitt. Despite the marriage declining v years after, Jennifer proved herself to be someone that you don't play effectually with, because she was back in the dating game and set up to get out there.

Aniston would shortly discover herself appearing on a number of headlines after jumping into her first relationship after her divorce, but even so again, things didn't work out for her. It appears Rachel has nevertheless to notice her Ross, but we have no incertitude that her time volition come.

10 Charlie Schlatter

Before Jennifer Aniston was the ever so popular Rachel Dark-green on the hit television sitcom "Friends", she appeared alongside Charlie Schlatter on the curt-lived 1990 TV adaptation of 'Ferris Bueller'due south Day Off'. Both Jennifer and Charlie started aslope 1 some other and even had a hole-and-corner relationship. While the two were rumoured to exist together back in the 90s, neither of them ever confirmed that they did, in fact, date. All the same, flash frontwards fourteen years, and the 1990 show creator came frontward claiming the two undoubtedly shared a short but sweet romance, i that well-nigh of the people working on the prove knew about.

9 Adam Duritz

Jennifer Aniston was at present a part of one of the biggest shows to ever air on television! "Friends" was an instant success, and considering Aniston was playing the role of the "it" girl Rachel Light-green, she was without a doubt a hot commodity. In 1995, the actress began dating musician Adam Duritz, which many people were confused about because of how dissimilar the two were. Despite the unlikely pairing, Aniston and Duritz dated for a few months before calling information technology quits! Duritz himself later moved on with Aniston's co-star and best friend, Courteney Cox, which also didn't terminate well.

8 Tate Donovan

Tate Donovan and Jennifer Aniston were as well a couple one time upon a time! Donovan guest-starred on "Friends" back in 1998 and ended upwards scoring a 6-episode arc where he would play Rachel's beau. While many fans of the show believe these ii met on the set of "Friends" and later began their relationship, it is the complete opposite! Donovan revealed that he and Aniston had been dating prior to him even scoring a spot on the show, and while he was happy to have landed the gig, it came at the same time that he and Aniston were breaking up. This obviously made the situation harder than anticipated, considering the two had to work aslope one another during their separation.

7 Paul Rudd

We are not sure how Phoebe Buffay is going to react to this 1! Prior to Paul Rudd playing the hilarious pianoforte playing lawyer on "Friends" who goes on to marry our beloved Phoebe Buffay, played past Lisa Kudrow, he dated Jennifer Aniston! The ii had a brief human relationship dorsum in 1998 after working together on "The Newtown Boys". Aniston and Rudd dated after her break upwardly with Tate Donovan and earlier Rudd would even appear on the sitcom. While their relationship didn't terminal, they remained friends during their time working together on the Warner Brothers show from 2002 - 2004, and their 2012 film "Wanderlust".

vi Brad Pitt

This is without a doubt a love story everybody wished would have never concluded! Jennifer Aniston began dating Hollywood heartthrob Brad Pitt subsequently her dissever from Paul Rudd. The two began dating seriously in late 1998 and were married by 2000. Brad Pitt would continue to make an appearance on "Friends" during the iconic thanksgiving episode, where fans could not get enough of some on-screen Brad Pitt. Despite the 2 beingness 1 of the best Hollywood couples to date, things took a plough afterward Pitt worked with Angelina Jolie on their 2005 film "Mr. & Mrs. Smith", which ultimately ended his marriage with Aniston.

5 Vince Vaughn

Because just how cute and successful Jennifer Aniston was, there was no doubt that she would exist able to bounce dorsum from her first divorce and fall into the arms of notwithstanding another Hollywood role player. Aniston began dating histrion Vince Vaughn while the 2 worked together on the 2006 film "The Break Upward", and although they made a pretty decent couple, the two eventually broke up that same year. Vince Vaughn looks back at their time together with nothing but fond memories, claiming that the incessant media coverage and paparazzi were too much for them to handle, causing them to split upwards.

4 John Mayer

While actors were definitely Jennifer Aniston's type, it appears as if she was fix for some music in her life. The actress began dating singer John Mayer in 2008 and did so on and off up until March of 2009. Although the couple looked great together, it seems every bit if Mayer was merely non the guy for Jennifer! Aniston herself claimed that John Mayer was "just a jerk" while they were dating, which didn't sit down well with Aniston, leading them to officially call information technology quits.

3 Bradley Cooper

It was fabricated clear that the music road was but not information technology for Jennifer Aniston, then dorsum to basics it was! The sitcom turn rom-com queen Jennifer Aniston began dating Hollywood hunk Bradley Cooper soon after her split from John Mayer. The ii spent the summertime of 2009 together subsequently having met and worked on "He's Just Non That Into You". Although their romantic relationship, or summer fling some might say, did non last long, information technology appears as if the two remained shut friends, and have been to this very day.

ii Gerard Butler

As if one Hollywood hunk was non enough, Aniston soon moved on to British actor, Gerard Butler. The two worked alongside i another in the film "The Bounty Hunter", which immediately sparked dating rumours betwixt the ii. While neither Jennifer or Gerard ever confirmed or denied the rumours, the two would be caught spending quite a lot of time off-prepare with one another, which made the headlines more than believable. Whether it was a publicity stunt for the film, or they genuinely saw something in each other, information technology's safe to say they made quite a dashing couple.

i Justin Theroux

Justin Theroux was imagined to exist Jennifer Aniston's happily ever later on, but alas, he was not. Afterwards existence introduced by Ben Stiller in 2007, the couple didn't officially brainstorm dating until 2011 later making their relationship public at the MTV Motion picture Awards. Justin later proposed to Jen in 2012, and the 2 were married three years afterwards. Information technology appeared to be a lucifer made in sky, however, come 2018, the couple appear they were officially filing for divorce. Aniston claims the "decision was mutual and lovingly fabricated", however, we can't assist but wonder when Jen will find her real-life Ross.

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Michael Chaar (1652 Articles Published)

Mike is a writer and editor from Montréal, Canada. He has a Bachelor's in Communications and a Masters in Media Studies. Mike is a self-proclaimed reader by day and reality TV watcher by dark, with a passion for all things popular culture! Check out more on Instagram @MikeChaar.

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