Casey Affleck, 46, cuddles with Caylee Cowan, 23, as she wears a

Casey Affleck, 46, held hands with his girlfriend Caylee Cowan, 23, while she displayed what looked like a massive engagement ring on her left hand.

Page Six on X: Casey Affleck, 46, and Caylee Cowan, 23, spark engagement rumors / X

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Cuál es la historia romántica de Casey Affleck? - Quora

Cuál es la historia romántica de Casey Affleck? - Quora

Casey Affleck, 46, cuddles bikini-clad Caylee Cowan, 23, in Tulum amid rumors of engagement

Casey Affleck, 46, can't let go of his new girlfriend Caylee Cowan, 23, as they say goodbye in Los Angeles. – /COLORADO

Casey Affleck holds hands with girlfriend Caylee Cowan as they grab lunch with friends in LA

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Casey Affleck, 46, cuddles bikini-clad Caylee Cowan, 23, in Tulum amid rumors of engagement

Celebs Who Opened Up About Having A Big Age Difference In Their Relationships

Casey Affleck, 46, cuddles with Caylee Cowan, 23, as she wears a ring on THAT finger at Lakers games

Casey Affleck, 46, can't let go of his new girlfriend Caylee Cowan, 23, as they say goodbye in Los Angeles. – /COLORADO

Casey Affleck holds hands with girlfriend Caylee Cowan as they grab lunch with friends in LA

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