Jennifer Aniston & Brad Pitt’s Cutest Couple Moments Over The Years

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May 26, 2021 1:18PM EDT

Brad Pitt and Jennifer Aniston were one of Hollywood’s ‘it’ couples when they were together. Take a look at photos of Brad and Jen over the years.

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Jennifer Aniston & Brad Pitt

Jennifer Aniston & Brad Pitt — Even though it’s been more than 15 years since Brad Pitt and Jennifer Aniston ended their marriage, they remain one of Hollywood’s most buzzed-about duos. Brad and Jen first met in 1998, and were married in a super private ceremony in Malibu in 2000. However, in Jan. 2005, they announced their decision to separate, and he filed for divorce later that year. The separation came amidst reports that Brad had gotten close with his ‘Mr & Mrs. Smith’ co-star, Angelina Jolie. The love triangle became the subject of media scrutiny, and has remained a hot tabloid story ever since. Brad and Angie went on to get married, but split in 2016. Throughout the years, Brad and Jen have remained friendly, and they reunited in person at her 50th birthday party in 2019, as well as at the SAG Awards in 2020. Check out all their cutest moments over the years here!

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Brad Pitt & Jennifer Aniston At SAG Awards

Brad Pitt & Jennifer Aniston At SAG Awards — Brad Pitt and Jennifer Aniston say a quick hello to each other while backstage at the 2020 SAG Awards. It was thier first public reunion since splitting in 2005.

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Brad Pitt & Jennifer Aniston At Award Show

Brad Pitt & Jennifer Aniston At Award Show — Brad Pitt and Jennifer Aniston cozy up at a table during an award show. He couldn’t keep his eyes off of his then-wife at the event.

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Jennifer Aniston & Brad Pitt At An Event

Jennifer Aniston & Brad Pitt At An Event — Jennifer Aniston & Brad Pitt pose for photos together at an event while they were still an item. They both sported blonde locks as they cozied up for a pic.

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Jennifer Aniston & Brad Pitt On The red Carpet

Jennifer Aniston & Brad Pitt On The red Carpet — Jennifer Aniston & Brad Pitt hold hands as they arrive to a glamorous red carpet event, with Jen looking absolutely stunning in a red dress. The two were surrounded by cameras as they made their way down the carpet.

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Brad Pitt Holding Jennifer Aniston

Brad Pitt Holding Jennifer Aniston — Jennifer Aniston & Brad Pitt look so happy while posing with his hands on her waist at an event. She wore a plunging black dress with an open back, while he was dapper in a suit.

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Jennifer Aniston & Brad Pitt Holding Hands

Jennifer Aniston & Brad Pitt Holding Hands — Jennifer Aniston & Brad Pitt hold hands while heading out on a date night back when they were together. Both stars wore all black for their night on the town.

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Jennifer Aniston & Brad Pitt Hold Hands At An Event

Jennifer Aniston & Brad Pitt Hold Hands At An Event — Jennifer Aniston & Brad Pitt keep close while wearing matching tan outfits to an event. They held hands as they were surrounded by paparazzi.

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Jennifer Aniston & Brad Pitt Laughing

Jennifer Aniston & Brad Pitt Laughing — Jennifer Aniston & Brad Pitt can’t contain their smiles as they pose for photos together on the red carpet. Jen wore a maroon outfit, with an embellished bodice and solid skirt.

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Jennifer Aniston & Brad Pitt Hugging

Jennifer Aniston & Brad Pitt Hugging — Jennifer Aniston shows off her abs in a crop top while cozying up to Brad Pitt. They wrapped their arms around each other as they posed for photos.

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Jennifer Aniston & Brad Pitt Taking Red Carpet Pics

Jennifer Aniston & Brad Pitt Taking Red Carpet Pics — Jennifer Aniston & Brad Pitt wrap their arms around each other while taking red carpet photos. Jen looked absolutely stunning in her plunging black dress at the event.

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Jennifer Aniston & Brad Pitt Looking At Each Other

Jennifer Aniston & Brad Pitt Looking At Each Other — Jennifer Aniston & Brad Pitt gaze into each other’s eyes while taking pictures at the Golden Globes. They wore matching black suits and looked totally fierce at the award show.

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Jennifer Aniston & Brad Pitt Taking Photos Together

Jennifer Aniston & Brad Pitt Taking Photos Together — Jennifer Aniston & Brad Pitt are glowing while taking photos on the red carpet together. Jen showed off her abs in a crop top and low-slung white pants.

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Jennifer Aniston & Brad Pitt Smiling

Jennifer Aniston & Brad Pitt Smiling — Jennifer Aniston & Brad Pitt are all smiles while looking at one another on the red carpet. Jen was stunning in her white, halter style dress, which featured silver embellishments.

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Jennifer Aniston & Brad Pitt Posing On Red Carpet

Jennifer Aniston & Brad Pitt Posing On Red Carpet — Jennifer Aniston & Brad Pitt keep it cool in their dress and tux during a red carpet appearance. Jen was all smiles, while Brad kept it cool in his sunglasses.

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Jennifer Aniston & Brad Pitt At ‘Spy Game’ Premiere

Jennifer Aniston & Brad Pitt At ‘Spy Game’ Premiere — Brad Pitt and Jennifer Aniston attend the premiere of ‘Spy Game’ as a couple. They wrapped their arms around each other to pose for photos at the event.

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Jennifer Aniston & Brad Pitt At ‘The Mexican’ Premiere

Jennifer Aniston & Brad Pitt At ‘The Mexican’ Premiere — Jennifer Aniston and Brad Pitt cozy up for photos at ‘The Mexican’ premiere in 2001. Brad held Jen close as they took pictures on the red carpet.

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Jennifer Aniston & Brad Pitt At ‘Erin Brockovich’ Premiere

Jennifer Aniston & Brad Pitt At ‘Erin Brockovich’ Premiere — Brad Pitt and Jennifer Aniston arrive at the premiere of the film “Erin Brockovich” in the Westwood section of Los Angeles. They linked arms as they smiled and walked inside.

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Jennifer Aniston & Brad Pitt At Emmy Awads

Jennifer Aniston & Brad Pitt At Emmy Awads — Jennifer Aniston and Brad Pitt couple up at the Emmy Awards in 2002. They both rocked pretty wild hairstyles as they made their way down the carpet.

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Jennifer Aniston & Brad Pitt At Independent Spirit Awards

Jennifer Aniston & Brad Pitt At Independent Spirit Awards — Brad Pitt and Jennifer Aniston laugh it up at the Independent Spirit Awards in 2003. Brad wore sunglasses, while Jen kept it casual in a simple black outfit.

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Jennifer Aniston & Brad Pitt At 2002 Golden Globes

Jennifer Aniston & Brad Pitt At 2002 Golden Globes — Jennifer Aniston and Brad Pitt look so in love while posing at the Golden Globes in 2002. They gazed into each other’s eyes while taking photos on the carpet.

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