It's sad, something coming to an end. It cracks you open, in a way—cracks you open to feeling,” she told Vanity Fair in September 2005. When you try to avoid the pain, it creates greater pain. I’m a human being, having a human experience in front of the world. I wish it weren’t in front of the world. I try really hard to rise above it.”

Shortly after the duo parted ways, Pitt started dating his Mr. and Mrs. Smith costar Angelina Jolie. The relationship raised eyebrows because the pair met when the Once Upon a Time in Hollywood star was still together with Aniston.

Morning Show star, for her part, later got candid about how the rumors affected her, telling Vogue in December 2008. “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. That stuff about how she couldn’t wait to get to work every day? That was really uncool.”

In 2011, Aniston started dating Theroux after originally meeting four years prior on the set of Tropic Thunder. Although they got engaged the following year, the California native revealed that they weren’t in a rush to walk down the aisle.

“We just want to do it when it’s perfect, and we’re not rushed, and no one is rushing from a job or rushing to a job,” the actress told the Associated Press in July 2013. “And, you know, we already feel married.”