Jennifer Aniston and Brad Pitt met through their managers and dated secretly before getting married in a big ceremony in 2000. They broke up in 2005, and Pitt married co-star Angelina Jolie, while Aniston married actor Justin Theroux. After they broke up, Aniston told Vanity Fair, “I do hope that someday we can be friends again.” “Brad will always be my favourite person. He is a great person. I don’t feel bad about any of it, and I’m not going to start now, “she said.

In recent years, the two actors seem to have gotten back together. In 2020, they surprised fans with not one but two reunions: a warm embrace backstage at the SAG Awards that quickly went viral and a virtual table reading of Fast Times at Ridgemont High. Here is a timeline of Jennifer Aniston and Brad Pitt’s relationship, from the first time they went out together to when they became friends again.

Jennifer Aniston & Brad Pitt first met in 1994.

Their managers introduced Aniston and Pitt in the mid-1990s, years before their relationship became romantic. Aniston subsequently described her initial impression of her future husband to Rolling Stone. He was simply a nice man from Missouri, you know? “A typical guy.”

Jennifer Aniston and Brad Pitt had their first date in 1998.

With Aniston and Pitt newly single — she ended her relationship with actor Tate Donovan, and Pitt had ended his engagement to Gwyneth Paltrow — their managers reunited them. This time, they get along well.

“That was an effortless evening. It was pretty enjoyable. “Later, Aniston told Diane Sawyer about their instant chemistry.

Jennifer Aniston and Brad Pitt made their red carpet debut on September 12, 1999.

Before their highly anticipated red carpet appearance at the 1999 Emmy Awards, the pair kept their relationship under wraps for several months. Pitt wore a pair of silver sunglasses, and Aniston wore a sequined gown as they walked the red carpet.

Jennifer Aniston and Brad Pitt announced their engagement on November 21, 1999.

During a Sting concert at New York City’s Beacon Theater, the couple ascended the stage to display Aniston’s new bling: a diamond-and-platinum engagement ring from Italian jeweller Silvia Damiani, which, according to PEOPLE, Pitt helped design for seven months.

Jennifer Aniston and Brad Pitt on Wednesday, July 29, 2000

On her wedding day, the bride donned a silk-and-satin beaded gown by Lawrence Steele. In front of 200 friends, relatives, and co-stars, the pair exchanged passionate vows on the beach in Malibu, California, with Aniston always pledging to create Pitt’s “favourite banana milkshake.” The extravagant wedding included 50,000 flowers, four musicians, a 13-minute fireworks spectacular, and other elements. Planners predicted that the cost of the wedding day may have reached $1 million.

Jennifer Aniston and Brad Pitt made their red carpet debut as a married pair on September 10, 2000.

At the 2000 Emmy Awards, the couple made their first red carpet appearance as husband and wife, just one year after their original red carpet debut.

November 2001: Brad Pitt makes a guest appearance on Friends.

In the Thanksgiving episode of Friends’ eighth season, “The One with the Rumor,” the actor appeared alongside his then-wife for the first time. He portrayed Will Colbert, a high school student who founded the “I Hate Rachel Green Club.” Later, Aniston said that Pitt was one of her favourite guest stars, stating, “Mr. Pitt was fantastic.”

Jennifer Aniston & Brad Pitt attended the Golden Globes on January 20, 2002. At the 2002 Golden Globes, where Jennifer Aniston was nominated for the first time, the pair delivered another classic red carpet image with their matching ensemble. The pair wore black suits and their characteristic blond highlights to harmonise.

Jennifer Aniston & Brad Pitt started Plan B Entertainment’s production firm in 2002.

In 2002, Aniston, Pitt, and producer Brad Grey co-founded Plan B Entertainment. Aniston told The Guardian in 2004: “We formed this small firm in the shadows because we didn’t want to be accused of being actresses with vanity agreements where you don’t accomplish anything.”

Jennifer Aniston doubts whether Brad Pitt was her true love February 2003.

During an interview with W Magazine, when the interviewer referred to Pitt as the love of Aniston’s life, the actress stated that she was not a fan of the expression.

Jennifer Aniston and Brad Pitt decided to conceive a family in February 2004.

The Along Came Polly actress told The Guardian that she was ready to conceive a family with Brad Pitt. “It is now time. It is now time. I believe you can work when pregnant while caring for a child and in any other situation. So I’m looking forward to slowing down immensely, “She told the publication.

Jennifer Aniston and Brad Pitt announced their split on January 7, 2005, and stated that they “remain dedicated and loving friends.”

“We want to announce that we have decided to divorce after seven years of marriage. For those who follow such matters, we want to clarify that our divorce is not due to any of the rumours reported by the tabloid media. This decision is the product of much deliberation. “In a joint statement, the performers said: “We remain devoted and considerate friends with an abundance of love and respect for one another. In the next months, we kindly request your courtesy and consideration.”

Jennifer Aniston filed for divorce from Brad Pitt on March 25, 2005

Two months after announcing their separation, the Breakup actress formally filed for divorce in Los Angeles Superior Court. According to PEOPLE, her court documents claimed irreconcilable disagreements. She also demanded the return of her maiden name, Aniston, from Pitt. The divorce was formalised on October 2 of that year.

Jennifer Aniston addresses speculations about her separation from Brad Pitt in September 2005.

In an honest and extensive interview with Vanity Fair, Aniston discussed her grief over her failed marriage, her response to the media frenzy around Pitt’s burgeoning romance with Jolie, and her wish for everyone to “go on” immediately.

Aniston stated, “Grief has several levels.” “It is terrible that something is ending. In a sense, it breaks you open – cracks you open to sensation. When you attempt to ignore discomfort, it becomes worse. I am a human being through a human experience in public. Aniston wishes that were not public knowledge. I will make every effort to climb beyond it.”

Brad Pitt addressed the divorce on September 6, 2007, and stated that he and Jennifer Aniston “have a strong connection.”

Two years after their public breakup, the Jesse James star told V magazine that he and Aniston remained close. “Jen and I still have a strong connection and have shared a great deal of life,” he stated.

Brad Pitt stated in September 2011 that he “wasn’t living an interesting life” during his marriage to Jennifer Aniston.

Six years after their divorce, Pitt spoke to Parade about his marriage to Jennifer Aniston and quickly retracted his statements, which he believed were misconstrued. “It became abundantly evident that I was bent on finding a film about an interesting life but that I was not living an exciting life myself. I believe that my marriage [to Aniston] contributed in some way. Attempting to portray the marriage as something it was not, “he told the publication.

Brad Pitt married Angelina Jolie in France in their home in August 2014.

Pitt and Jolie, engaged in 2012, wed at their 35-room winegrowing estate in Correns, France, Chateau Miraval.

Jennifer Aniston married Justin Theroux on August 5, 2015

Aniston also moved on after Brad Pitt, engaged in August 2012 to Mulholland Drive actor Theroux. Three years later, the pair married in front of seventy loved ones at their shared home in Bel Air, California, in a surprise wedding.

Angelina Jolie filed for separation from Brad Pitt on September 15, 2016, after two years of marriage.

In citing differences for her split from Pitt, Jolie noted what has become one of Hollywood’s most publicised (and ongoing) divorce disputes. She wanted physical custody of the couple’s six children, Maddox, Pax, Zahara, Shiloh, Vivienne, and Knox, as well as visiting rights for Pitt.

Jennifer Aniston & Justin Theroux separated in February 2018.

Aniston’s spokesperson stated: “In an attempt to end any further speculation, we have chosen to announce our separation.” “This choice was made with mutual affection after last year. We are 2 best friends who have decided to separate as a couple, but we are excited to continue our beloved friendship. ”

Jennifer Aniston described her previous marriages as “extremely successful” in December 2018.

Aniston said in the January 2019 edition of Elle that just because her marriages to Pitt and Theroux ended does not imply they were worthless.

Brad Pitt attends Jennifer Aniston’s 50th birthday celebration on February 9, 2019.

In February 2019, the actor was photographed at Aniston’s 50th birthday party at the Sunset Tower Hotel in Hollywood, demonstrating no bad blood between them. Aniston’s other ex-boyfriend John Mayer and Pitt’s ex-girlfriend, Gwyneth Paltrow, also attended.

Jennifer Aniston and Brad Pitt reconnected at the SAG Awards on January 19, 2020, prompting dating speculations.

Fans were thrilled to see the 2 stars meet backstage at the 2020 SAG Awards, where viral photographs of their affectionate interaction spurred hopes for a romantic reconciliation.

Jennifer Aniston and Brad Pitt reconciled on-screen for the first time after their divorce on September 18, 2020.

They joined an A-list ensemble for a virtual table read of Fast Times at Ridgemont High, reenacting the 1982 blockbuster to raise funds for Sean Penn’s charitable organisations CORE (Community Organized Relief Effort) REFORM Alliance.

Jennifer Aniston stated on June 23, 2021, that she and Brad Pitt are “friends.”

During an appearance on Howard Stern’s SiriusXM show, Jennifer Aniston said that her and Brad Pitt’s virtual reunion in September was “totally enjoyable,” as opposed to embarrassing.

May 26, 2022: Jennifer Aniston confesses that she sought counselling after her separation from Brad Pitt.

During the sitcom finale of The Ellen DeGeneres Show, Aniston informed her longtime friend Ellen DeGeneres that the breakup of her marriage to Brad Pitt signified the beginning of a new chapter in her life, which coincided with the 10-season run of Friends.