Lucky in life and love! Jennifer Aniston‘s dating life has long been a topic of conversation — from her marriage to Brad Pitt to her relationship with her second husband, Justin Theroux.

Aniston and Pitt started dating in 1998 and tied the knot two years later. The twosome saddened fans when they announced their split in 2005 after five years of marriage. 

At the time, the Friends alum noted that there were “many stages of grief” when it came to their breakup.

“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.

The Morning Show star, for her part, later got candid about how the rumors affected her, telling Vogue in December 2008.