Jennifer Aniston and Gwyneth Paltrow Brad Pitt: Inside the Friendship and Shared History

Jennifer Aniston has shown that even Hollywood stars can share a laugh — and a little gossip — about their past relationships. In a recent interview with Vanity Fair, The Morning Show actress admitted that “of course” she and longtime friend Gwyneth Paltrow still talk about their mutual ex, Brad Pitt.

Aniston reflected on her decades-long friendship with Paltrow, which began when the Oscar winner worked alongside David Schwimmer, Aniston’s Friends co-star, in the 1996 romantic comedy The Pallbearer. “Ironically, I went to her and Brad’s engagement party,” she recalled with a smile.

When asked directly if Pitt ever comes up in conversation, Aniston laughed: “Of course. How can we not? We’re girls.”

How Jennifer Aniston and Gwyneth Paltrow Brad Pitt Connection Began

Paltrow and Pitt first met on the set of the 1995 thriller Se7en. Their whirlwind romance led to an engagement in 1996, but the couple split the following year before walking down the aisle. Paltrow later married Coldplay frontman Chris Martin in 2003, with whom she shares two children, Apple and Moses. The marriage ended in 2016, and she tied the knot with writer-producer Brad Falchuk in 2018.

Aniston and Pitt were introduced by their agents in 1998, got engaged the following year, and married in July 2000. Their marriage lasted until 2005, when Pitt famously began a relationship with Angelina Jolie after co-starring in Mr. & Mrs. Smith.

Brad Pitt’s Romantic History with Paltrow and Aniston

Pitt’s romance with Jolie sparked one of the most talked-about Hollywood “love triangles” of the 2000s, with intense tabloid coverage following every move. Reflecting on that time, Aniston told Vanity Fair she learned to “pick yourself up by the bootstraps and keep on walking, girl,” even though the scrutiny felt deeply personal.

“They were building you up just to tear you down,” she said, likening the experience to being a piñata. “We’re human beings. People think, ‘You signed up for it, so deal with it,’ but we really didn’t sign up for that.”’

Life After Brad Pitt: Career, Love, and Supportive Friendships

After her split from Pitt, Aniston married actor Justin Theroux in 2015. The pair divorced in 2018 but have remained friends. Theroux has publicly said they still talk, FaceTime, and text regularly.

As for Aniston and Paltrow, their friendship has outlasted both women’s romances with Pitt. They often exchange advice, from health tips to professional recommendations. “We’re always swapping advice — ‘What are you doing for this? Who’s your doctor for that?’” Aniston shared.

And when it comes to Paltrow’s more headline-grabbing ventures — like her $75 Goop candle, This Smells Like My Vagina — Aniston simply laughs. Whether or not Paltrow ever asked her opinion, the world may never know.