Jennifer Aniston & Paul Rudd – 1998
Young moviegoers would know Paul Rudd for starring in Ant-Man, but true fans would remember his role in the hit series called Friends. He wasn’t Jennifer Aniston’s love interest on the show, but he still got to date her in real life. Their fling reportedly happened in 1998, and it only lasted for less than a year.
It looks like a romantic connection between them started on the sets of The Object Of My Affection. Rudd settled down in 2003 when he married his wife, Julie Yaeger. Rumors started circulating in 2021 that Aniston was dating her Friends co-star David Schwimmer, but they were quickly shut down by both actors.
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