SEND US A TIP!CLICK OR 844.412.5278

Timeline of Brad Pitt and Jennifer Aniston's Relationship

Kevin Winter / Getty Images
By Carol Cassada

Are they or aren't they?

That seems to be the question on everyone's mind as they try to figure out what's going on with exes Jennifer Aniston and Brad Pitt.

After his divorce from Angelina Jolie, Pitt's personal life has been the topic of conversation. His ex-wife Jennifer Aniston always seems to be mentioned when it comes to Brad's latest love interests.

It's been 14 years since their divorce, and fans are hoping to see a reunion between the couple.

While we continue to await word on what's going on with the two, let's take a look back at their relationship.

Related to what you're reading:

When they started dating

Getty Images

Brad Pitt was one of the hottest actors of the 90s. As one of the sexiest men alive, Pitt's personal life became the talk of the tabloids.

Early in his career, he dated Robin Givens, Juliette Lewis and Gwyneth Paltrow.

After his break up with Paltrow, Brad was set up on a blind date with Jennifer. The couple's date was arranged by their agents.

Sparks flew and the couple began dating. Hollywood's top actor dating television's favorite actress drew a lot of media attention for the couple.

Every week tabloid ran photos of the couple on the town or reported on their date nights.

Their marriage

Getty Images

After nearly two years of dating, Pitt proposed to Aniston.

On July 29, 2000, the couple married at their home in Malibu. It was a star-studded affair, guests included the cast of Friends, Edward Norton, and Salma Hayek.

Pitt and Aniston settled into married life, while also maintaining their acting careers. Brad even made a guest appearance on Friends, playing a high-school enemy of Rachel's.

When Brad and Jennifer married, the media attention didn't stop. The couple was often bombarded with questions on when and if they'd start a family.

Their divorce

Getty / Kevin Winter

In January 2005, Pitt and Aniston stunned Hollywood when they announced their divorce.

Speculation swirled on what caused the split. Some wondered if the topic of children was an issue. Brad wanted to be a father, but rumors were Jennifer didn't want kids.

The other rumor had to do with Brad's Mr. & Mrs. Smith co-star Angelina Jolie. Brad and Angelina denied an affair, but after Pitt's divorce was finalized, he stepped out with Angelina.

The divorce devastated Jennifer, and she tried to move on. After their divorce, Jennifer would go on to date actor Vince Vaughn and model Paul Sculfor. In 2015, she married actor Justin Theroux.

As for Brad, he quickly settled into home life with Angelina. He became a father figure to her two adopted children. The couple would expand their family when the adopted another son, and Angelina would give birth to Shiloh, Knox, and Vivienne.

After nine years together, Brad and Angelina married in 2014.


After eleven years together, Angelina and Brad broke up in 2016. The couple had a long, and nasty divorce battle. In April 2019, their divorce was finalized.

As for Jennifer, her marriage to Justin Theroux came to an end in 2017 after two years of marriage.

With Jennifer and Brad single again, fans began wishing for a reunion for the couple.

Jennifer and Brad seem to have no hard feelings against each other. The two appear to be friends and Brad was even invited to Jennifer's 50th birthday party back in February.

Just recently, Brad also attended a Christmas party at Jennifer's place.

Reports like these keep adding fuel to the rumors that Jennifer and Brad could be getting back together.

We'll have to wait and see what happens between the two, but right now fans are still holding on to hope for a reunion.

Load Comments
Next Article