After Jennifer Aniston and Brad Pitt’s 2005 split, the former “Friends” actor became one of the most famous, loved, and worried-about female celebrities of our time. Their five-year marriage may go down in history books, but it wasn’t the first high-profile relationship for either of the stars. Aniston went on to date other celebrity guys (including a couple of costars) before eventually marrying Justin Theroux in 2015. However, the couple announced their separation in 2018, saying it “was mutual and lovingly made at the end of last year.”
In August, Aniston opened up a bit about some of her struggles with relationships, saying that her parents — who divorced when she was 9 — didn’t set a great example for her when it came to love. “It was always a little bit difficult for me in relationships, I think, because I really was kind of alone. My parents, watching my family’s relationship, didn’t make me kind of go, ‘Oh, I can’t wait to do that,'” she told the Wall Street Journal. “. . .I didn’t like the idea of sacrificing who you were or what you needed, so I didn’t really know how to do that. So it was almost easier to just be kind of solo.” She also said that she sometimes struggles to make her needs heard in relationships. “I didn’t have any real training in that give-and-take. It’s just about not being afraid to say what you need and what you want. And it’s still a challenge for me in a relationship,” she continued. “I’m really good at every other job I have, and that’s sort of the one area that’s a little . . .”
Still, while Aniston has made headlines for some of her more tumultuous romances in particular, she has also served as an inspiration for women and will forever be one of the shining examples of resiliency after a bad breakup. And though she doesn’t appear to be dating anyone at the moment, Aniston’s career is thriving as always; up next, the third season of her Apple TV+ series “The Morning Show” is set to premiere on Sept. 13. She also has a large slate of famous friends, from “Murder Mystery” costar Adam Sandler and “Friends” costar Courteney Cox to Jason Bateman, Jimmy Kimmel, and their wives Molly McNearney and Amanda Anka, who appeared in Aniston’s Instagram in a Sept. 10 carousel of summery photos.
Ahead, look back at the famous men who have dated the beloved actor.