Appearing on Jimmy Kimmel Live! just days after the legendary singer-songwriter and actor’s passing, Aniston tearfully recalled their surprising friendship—one that began with a leap of creative faith and grew into something deeply personal.

Jennifer Aniston Remembers Working with Kris Kristofferson: 'He Broke Our  Hearts'

“He was extraordinary,” Aniston said emotionally at the top of her interview. “He broke our hearts.”

Aniston first worked with Kristofferson in 2006 on Room 10, her directorial debut. The short film, which starred Kristofferson alongside Robin Wright, remains one of her most meaningful experiences as a storyteller. “Surprisingly, when we asked him, he said yes,” she recalled. “It was one of the most special experiences I’ve ever had.”

Though brief, the film showcased Kristofferson’s powerful on-screen presence and emotional depth. “He broke our hearts,” she said again.

“He was extraordinary.” It was a statement filled with admiration not just for his talent, but for his humility and generosity in supporting her first steps behind the camera.

Their bond extended beyond the film set. In 2009, Kristofferson appeared as Aniston’s father in the ensemble romantic comedy He’s Just Not That Into You.

But one of the most touching stories Aniston shared came from outside of Hollywood. “He came to my 40th birthday party,” she revealed. “His wife and he flew in. He’s a lovely man. It’s a huge loss.”

Few fans knew about this private moment—a quiet testament to the depth of their friendship. That Kristofferson, known for his introspective lyrics and iconic roles in films like A Star Is Born, made the effort to be there for her milestone celebration, says volumes about the kind of friend he was.

Adding to the heartwarming memories was an unexpected confession: Kristofferson was a Friends fan.

“They were shooting some movie in some foreign land,” Aniston recalled with a smile. “And I was so excited to meet him, and he’d been watching Friends, and we both had this moment. It was adorable.”

Jennifer Aniston pays emotional tribute to 'extraordinary' Kris  Kristofferson following his death | HELLO!

The idea of the gruff, poetic Kristofferson quietly enjoying reruns of the NBC sitcom caught many fans off guard—and endeared him to them even more. It was one of those rare moments where two worlds collided: the classic Americana of Kristofferson and the pop culture phenomenon that is Friends.

But Aniston’s appearance wasn’t just about memories and mourning. While promoting her new children’s book Clydeo Takes a Bite Out of Life, the actress decided to clear the air about a few bizarre rumors that have followed her over the years.

“Yes, we’re doing this,” Kimmel teased, as he pulled out a list of “rumors” for her to confirm or deny live on air.

Among the more eyebrow-raising? That she once received a “salmon sperm facial” and that she carries her dead therapist’s ashes in a Ziploc bag. Aniston laughed as she addressed the odd claims, clarifying that the facial rumor was indeed false. As for the ashes? Let’s just say, her response made it clear that some stories are better left unverified.

The segment added levity to an otherwise emotional conversation, reminding viewers of Aniston’s grounded nature and her ability to balance sincerity with humor—traits that have helped cement her as one of Hollywood’s most beloved stars.

Still, it was the tribute to Kristofferson that lingered longest after the credits rolled. Fans took to social media to share their own memories of the artist, as well as their appreciation for Aniston’s vulnerable reflection.

“Jennifer Aniston’s tribute to Kris Kristofferson brought tears to my eyes,” one viewer wrote. “What a beautiful friendship.”

Another posted: “Who knew Kristofferson loved Friends?! This is the crossover I didn’t know I needed.”

Jennifer Aniston Remembers Kris Kristofferson: “He Was Extraordinary”

As the entertainment world continues to mourn the passing of Kris Kristofferson, Aniston’s words serve as a powerful reminder that sometimes the most legendary figures live their lives with quiet grace, surprising connections, and an ability to leave an indelible mark not just on the industry—but on the hearts of those lucky enough to know them.