Casey Affleck & Caylee Cowan Spark Engagement Rumors

Are Casey Affleck, 46, and Caylee Cowan, 23, dropping hints they might be engaged?

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

Casey Affleck and Caylee Cowan Out In Malibu

Casey Affleck, 46, Caught Making Out With 23-Year-Old Actress

Casey Affleck and Caylee Cowan spark engagement rumors

How Caylee Cowan Really Became Famous And How She Met Casey Affleck

Casey Affleck and Caylee Cowan are all over each other and possibly engaged while out for lunch in LA

Casey Affleck and Caylee Cowan Spark Engagement Rumors With Ring

Casey Affleck New York Post

Casey Affleck's Girlfriend Caylee Cowan Writes Touching Love Letter for Him on Their 1st Anniversary, Casey Affleck, Caylee Cowan

Casey Affleck and Girlfriend Caylee Cowan Have Date Night at Los Angeles Gala