Brad Pitt & Jennifer Aniston Photos: Pics Of Their Cutest Moments – Hollywood Life

Brad Pitt & Jennifer Aniston: Relive Photos Of Their Romance On 20th Anniversary Of Their Wedding Date

In honor of what would have been Brad Pitt and Jennifer Aniston's 20th wedding anniversary, we're looking back at some of the cutest moments from their past romance!

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Image Credit: Hahn-Nebinger-Gorassini/ABACA

It’s been 15 years since Brad Pitt, 56, and Jennifer Aniston, 51, split, but that hasn’t stopped them from maintaining a congenial relationship in the public eye! The two superstars married on today’s date, July 29, 2000. In the years since their high-profiled split, the two have, overtime, become rather friendly! The former couple shared an endearing moment backstage at the Screen Actor’s Guild Awards on Jan. 19 after they both won awards at the ceremony, and photographers captured their entire interaction for fans to see. The exes had huge smiles on their faces as they greeted one another, and it was so sweet to see!

Just weeks earlier, Brad attended Jen’s holiday party, and in early 2019, he was at her 50th birthday bash. However, the SAGs were the first time we actually saw photos of them together since their 2005 breakup. The relationship between Brad and Jen began in 1998. The two were married in Malibu just two years later on July 29, 2000, but announced their plans to separate at the beginning of 2005.

brad pitt, jennifer aniston
Jennifer Aniston & Brad Pitt hold hands as they arrive to a glamorous red carpet event, with Jen looking absolutely stunning in a red dress [Sipa via AP Images].
Their divorce was finalized by October of that year. Amidst the divorce proceedings, Brad was seen with his Mr. & Mrs. Smith co-star, Angelina Jolie, fueling rumors that he cheated on Jen with the actress. Eventually, Jen moved on, and even married fellow actor Justin Theroux, while Brad and Angelina tied the knot in 2014, too. However, Brangelina split in Sept. 2016, followed by Jen and Justin’s breakup about a year and a half later.

Fast forward to 2020, and now it’s Brad and Jen who have been spotted hanging out. Justin and Jen are also still on amicable terms, but Brad and Angelina have had a tough three years, as they’ve viciously been fighting over custody of their six kids while in the spotlight. They reached a temporary agreement at the end of 2018, but their permanent terms have yet to be settled.

brad pitt, jennifer aniston
Jennifer Aniston & Brad Pitt are all smiles while looking at one another on the red carpet [Hahn-Nebinger-Gorassini/ABACA].
But we digress — this is about Brad and Jen! In honor of their recent reunions and what would have been their 20th wedding anniversary, we’re looking back at some of their cutest moments together ever! From the Golden Globes to the Emmys and more, click through the gallery above to check out the pics of Brad and Jen over the years!