Meeting for the first time in 1994 as their managers were friends, Jennifer Aniston and Brad Pitt went on their first date in 1998. One year later, they made their first official appearance as a couple at the Emmy Awards in 1999.
Jennifer Aniston and her boyfriend Brad Pitt attend the “Erin Brockovich” premiere at Mann Village Theatre in Westwood, California, on March 14, 2000
They married after two years of dating, on July 29, 2000, in a lavish Malibu wedding. According to People, the ceremony included about 200 guests, 50,000 flowers, four bands, a gospel choir, and fireworks.
Aniston told Rolling Stone in September 2001, “I had those typical jitters the day before my wedding, but the day of, I was just excited in a good way.”
Almost five years later, on January 7, 2005, they announced their separation and finalized their divorce on October 2 of the same year. One year before their divorce, Brad Pitt fell in love with Angelina Jolie on the set of Mr. and Mrs. Smith.
Did Jennifer Aniston and Angelina Jolie ever meet?
Yes, they met on the set of Friends while Aniston was still married to Pitt. In an interview with Vanity Fair in 2006, she had only positive things to say about her husband’s future wife.
“It was on the lot of Friends—I pulled over and introduced myself,” Aniston recalled about her only meeting with Angelina Jolie.
“I said, ‘Brad is so excited about working with you. I hope you guys have a really good time.’”
Popular tourist attraction Madame Tussauds unveils its seasonal waxwork scene, featuring models of (L-R) Angelina Jolie as the Wicked Stepmother, Brad Pit as Prince Charming from Snow White, and Jennifer Aniston as Snow White at the Marylebone Road tourist attraction on December 15, 2005, in London, England
“That was really painful. It was a family, and I don’t do great with families splitting up,” Aniston added about Pitt’s withdrawal from their relationship. Jennifer’s own parents, Greek-born actor John Aniston and actress Nancy Dow, divorced when she was 9.
“It was hard to have such a wonderful constant in your life, a place to go every day, and then all of a sudden it’s not there.”
Just days after Jennifer Aniston appeared on the cover of Elle magazine wearing a slinky black leather dress, Angelina dons a near-identical frock to accompany Brad to a premiere in Los Angeles
“Because of the film, we ended up being brought together to do all these crazy things, and I think we found this strange friendship and partnership that kind of just suddenly happened. I think a few months in I realized, ‘God, I can’t wait to get to work.’ … Anything we had to do with each other, we just found a lot of joy in it together and a lot of real teamwork. We just became kind of a pair,” Jolie said about meeting Pitt on the set of Mr. and Mrs. Smith in the January 2017 issue of Vogue.
Promoting their new film “Mr. and Mrs. Smith” at ShoWest in Las Vegas in March 2015, Jolie and Pitt refused to get close to each other for photos outside the 20th Century Fox theatre.
The couple, who play married assassins in the new film, looked very uncomfortable. One ShoWest guest commented, “They looked like they really didn’t want to be there – and definitely not together.”
Pictured during ShoWest 2005 in March 2015, Jolie was named as the reason for Pitt’s split from his wife Jennifer Aniston in January 2015
Reacting t0 Aniston’s interview, Aniston admitted that she did not like how Angelina “homewrecker” Jolie stole her husband.
“There was stuff printed there that was definitely from a time when I was unaware that it was happening. I felt those details were a little inappropriate to discuss.” Aniston confessed to Vogue in a December 2008 interview.
“That stuff about how she couldn’t wait to get to work every day? That was really uncool,” she added.
Jennifer Aniston and Angelina Jolie very rarely step on the same red carpet, but both attended the 2015 Critics’ Choice Awards, so we couldn’t help but do a fashion face-off! Who do you think looked best?
Jennifer Aniston in Sexy Pantsuit
Opting for a sleek and sexy pantsuit, Best Actress nominee Jennifer Aniston showed off some cleavage in a burnt sienna Gucci Spring 2015 tuxedo, which she wore without any inner top (hence, the cleavage display).
Jennifer Aniston rocks a sexy burnt sienna pantsuit
The abortion supporter decorated the sizzling look with layers of thin gold necklaces, highlighting the plunging neckline.
Jennifer Aniston’s layers of thin gold necklaces
She finished the ensemble with Christian Louboutin “Iriza” satin pumps and her signature perfectly layered blond locks. Her best accessory for the night was fiance Justin Theroux, who looked dapper in his black suit.
Jennifer Aniston and Justin Theroux at the 20th Annual Critics’ Choice Awards held at Hollywood Palladium in Los Angeles on January 15, 2015
Angelina Jolie in Glamorous Dress
While Jennifer was accompanied by her beau, Angelina went solo to the event.
Angelina Jolie at the 20th Annual Critics’ Choice Awards held at Hollywood Palladium in Los Angeles on January 15, 2015
The A-list actress, who was nominated as Best Director for her work in Unbroken, went for high glamour in a floor-length Atelier Versace gown that draped perfectly on her lean figure.
Angelina Jolie donned a metallic silk dress from Atelier Versace
She veered off from her typical black dresses, and we think the risk paid off as Angie looked magnificent in the metallic silk gown. Her makeup and hair were also flawless!
Angelina Jolie’s flawless makeup and hair
Who do you think looked best?
Credit: Apega / WENN / Brian To / FayesVision / Vince Maher / Nikki Nelson