Casey Affleck & Caylee Cowan's Unique Anniversary Date

Casey Affleck is definitely smitten with girlfriend Caylee Cowan!

Casey Affleck, 46, enjoys a luxurious boat ride with girlfriend Caylee Cowan, 24, in Italy

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Casey Affleck's girlfriend Caylee Cowan gushes about their love

Casey Affleck, 47, and girlfriend Caylee Cowan, 24, have Thanksgiving Day row

Casey Affleck packs on PDA once again with rumored fiancée Caylee Cowan during lunch date in LA

Casey Affleck, 46, pictured mid-PDA with Caylee Cowan, 23

Casey Affleck & Caylee Cowan's Unique Anniversary Date

Caylee Cowan and Casey Affleck walking on the red carpet at the 2023 Vanity Fair Oscar Party held at the Wallis Annenberg Center for the Performing Arts in Beverly Hills, CA on

Casey Affleck Kicks Off the Week at Lunch with Girlfriend Caylee Cowan, Casey Affleck, Caylee Cowan

Casey Affleck Spotted On a Date Night with Girlfriend Caylee Cowan: Photo 4684028, Casey Affleck, Caylee Cowan Photos

Casey Affleck, 46, and girlfriend Caylee Cowan, 23, passionately kiss to mark a year since they met

Casey Affleck, 47, and girlfriend Caylee Cowan, 24, have Thanksgiving Day row

Casey affleck hi-res stock photography and images - Alamy

Casey Affleck and Caylee Cowan spark engagement rumors