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, pictured mid-PDA with Caylee Cowan, 23
Casey Affleck, 46, cuddles bikini-clad Caylee Cowan, 23, in Tulum amid rumors of engagement
Casey Affleck, girlfriend Caylee Cowan share open-mouthed kiss
Casey Affleck holds hands with girlfriend Caylee Cowan as they grab lunch with friends in LA
Casey Affleck, 46, supports stunning girlfriend Caylee Cowan, 24, at film premiere
Sharon Stone Rocks Sunglasses at 'Elvis' Premiere During Cannes 2022: Photo 4765013 2022 Cannes Film Festival, Agathe Rousselle, Casey Affleck, Caylee Cowan, Conor McGregor, Dee Devlin, Deepika Padukone, Elvis, Jeremy O.
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 with Caylee Cowan, 23, as she wears a ring on THAT finger at Lakers games
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