Now, in an exclusive interview with Fox News, "The Morning Show" actress' first cousin said he would approve of Aniston and Pitt rekindling their romance.
"Hey, I would love it!" he revealed to Fox News. "I think they are a good match."
Aniston's cousin, who currently lives in Greece, continues to follow Aniston's work and accomplishments from halfway around the world. When viewing the now-viral photos of the "Once Upon A Time In Hollywood" actor clutching Aniston's wrist on the SAG Awards red carpet, he couldn't deny the exes' chemistry.
"They were a hot couple, don't you think?" he said. "I liked Brad when we met."
Aniston, 51, and Pitt, 56, originally met in 1998 while Aniston was starring as Rachel on what would become the iconic sitcom "Friends."
They would later tie the knot in a Malibu, Calif., wedding in July 2000 — an event he says he still has fond memories of.
"It was a party! I liked Brad and I liked his family," the cousin shared, adding that the Pitts are "extremely elegant people."
The pair divorced in 2005 and, five months later, images surfaced of Pitt and his "Mr. and Mrs. Smith" co-star Angelina Jolie.
Still, after all these years the cousin believes it's possible Aniston and Pitt could have a future "now that they are both older and have learned a thing or two about this life."
"Who knows!" he added.
Aniston went on to marry Justin Theroux in 2015. The couple, who began dating in 2011, ultimately split in 2018.
Pitt married Jolie in 2014 but the two split in 2016.