Jennifer Aniston's dating history
Nobody is able to confirm whether Jennifer Aniston is dating ex-hubby Brad Pitt, but all of our hearts skipped a beat when Pitt grabbed (and wouldn’t let go of) Aniston's hand at the 26th Screen Actors Guild Awards. Seems like the internet will need a while to recover from such an iconic reunion.
The 50-year old actress has had her fair share of relationship successes and failures. Amongst the Brad Pitt and Jennifer Aniston "love club" hype, it’s easy to forget that she has dated other men in her lifetime.
Aniston’s current love life may be less fruitful than her Friends character Rachel Green’s relationship with Ross Geller, but we can still admire the strong woman she has become throughout the years.
As an ode to the realistic type of love - where breakups can be unpredictable and relationships don't always last - we've compiled a list of all the men that have been a part of Aniston’s relationship history. Read along, and find out if she's got a type.
Jennifer Aniston and Daniel McDonald
Despite popular belief, Aniston's first love was actually actor Daniel McDonald (sorry to break it to you Pitt and Aniston fans).
The couple dated for four years, from 1990 to 1994, before Anistons big debut on Friends. Sadly, McDonald died in 2007 from a brain tumour.
Jennifer mentioned in a previous interview: "He would have been the one, but I was 25 and I was stupid."
Jennifer Aniston and Adam Duritz
While trying to get over her first love, Aniston briefly dated Counting Crows member Adam Duritz, in 1995 but the relationship quickly fizzled out. According to Duritz's, the pair never slept together.
Despite the odd pairing, we can see why independent Aniston who is an Aquarius, would be attracted to exciting Leo, Duritz. It would have been an ideal zodiac pairing.
Later, Duritz went on to date Courteney Cox, Aniston's Friends co-star and IRL bestie. Just a little awkward.
Jennifer Aniston and Tate Donovan
Tate Donovan was Aniston's first serious boyfriend. They dated from 1995 until 1998, and were even briefly engaged towards the end. Donovan even proved to be boyfriend goals when he surprised Aniston with a puppy, who she named Enzo, on Valentines day. *clutches heart*
However, their breakup was painful. Donovan then appeared on Friends and dated Aniston's character Rachel, despite their fresh real life split.
Jennifer Aniston and Paul Rudd
Aniston and Rudd dated in 1998, after working on the set of The Object of My Affection together. Fun fact: Rudd also made an appearance on Friends as Mike, Phoebe's eventual husband. Since their short lived romance, Rudd has seen Aniston (accidentally) many times and spilled the tea on the awkward encounters he has had with his ex-girlfriend.
Jennifer Aniston and Paul Sculfor
In 2007, Aniston had another swift love interest. She was spotted holding hands with model and Britain’s Next Top Model judge Paul Sculfor. The couple were close for a few months, but it was rumoured that Sculfor was busy with modelling commitments and their romance died down.
Jennifer Aniston and Vince Vaughn
After her shocking split with Pitt in 2005, Aniston dated The Break-Up co-star Vince Vaughn. The couple eventually called it quits a year later in 2006. At least their initial chemistry on screen made the film an enjoyable experience for the audience.
Jennifer Aniston and John Mayer
Musician John Mayer, had an on-again off-again relationship with Aniston between 2008 and 2009. During one of their breaks in August 2008, Mayor went on to hold a press conference and bluntly reveal the relationship was finalised because "something's not right. I don't waste people's time."
At least he was honest and not a time-waster, right?
Jennifer Aniston and Gerard Butler
When Aniston met Scottish actor Gerard Butler on the set of The Bounty Hunter in 2010, there were instant rumours about them getting frisky off-screen. However, the rumours were neither officially denied or confirmed.
Jennifer Aniston and Justin Theroux
Actor and film producer Justin Theroux was Aniston's second husband. After their engagement in 2012, the couple tied the knot officially in 2015. The duo had initially met through friends and by working on the same movies together, and their romance was undeniable.
After seven years together, their sudden split in 2018 shook Hollywood. In a statement released to Associated Press in 2018, Aniston and Theroux confirmed that they had “mutually and lovingly made the decision at the end of last year.”
Jennifer Aniston and Brad Pitt
Last but no least on the list is the famous Hollywood pairing of Aniston and Pitt and their even more scandalous breakup. The power couple were married for five years from 2000 to 2005.
The pair who had actually met in 1998, led a very loving relationship up until their split up in 2015 - much to the despair of their fans. It still makes us wonder if true love even exists?
