Casey Affleck, 46, cuddles with Caylee Cowan, 23, as she wears a
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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.
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, 46, cuddles bikini-clad Caylee Cowan, 23, in Tulum amid rumors of engagement
Casey Affleck, 46, pictured mid-PDA with Caylee Cowan, 23
caylee cowan gets leggy in a black mini dress while out shopping groceries with boyfriend casey affleck in los angeles-010722_2
Casey Affleck, 46, cuddles with Caylee Cowan, 23, as she wears a ring on THAT finger at Lakers games
Casey Affleck, 46, cuddles with Caylee Cowan, 23, as she wears a ring on THAT finger at Lakers games
Casey Affleck, 46, supports stunning girlfriend Caylee Cowan, 24, at film premiere
Casey Affleck, 46, supports stunning girlfriend Caylee Cowan, 24, at film premiere
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