general | March 30, 2026

Inside Jason Sudeikis' Relationship With Jennifer Aniston

During a 2010 interview with Vanity Fair, Jason Sudeikis was asked "why did you break Jennifer Aniston's heart?," which prompted him to jokingly response, "I don't know, I don't know. Bad manners maybe?" The actor continued, "Even joking about it gets taken out of context. It's such a weird thing to even speak about. I make what I think is clearly a joke ... I guess it just proves that not everybody has the same sense of humor as I do."

Speaking to GQ, the "Horrible Bosses" star again had to clarify that he was joking about having a thing for Aniston. "Obviously I'm f****** joking, you know?," the actor told the publication. 

Since then, Aniston and Sudeikis have gone on to co-star in a whopping five films together (via ABC News). While the duo have never admitted to being in a romantic relationship with one another, devoted fans have continued to ship the couple, particularly after Sudeikis's split from Olivia Wilde. Speaking to Heat magazine, an insider shared that Aniston was a major support system for Sudeikis during his "nightmare" separation from Wilde. "They talk and text every day," the source revealed (via The Sun).