Jon Hamm and Anna Osceola are engaged. The 51-year-old star is said to have popped the question actress Anna, 34, reports. The pair first met when they co-starred on Mad Men in 2015, after Anna bagged a small role as the receptionist named Clementine at Esalen, a spiritual retreat that Jon's character (Don Draper) attended in the final episode of the AMC series.
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