See photos of Jon and Anna over the years, from the beginning of their relationship to now.
Jon Hamm and his wife, Anna Osceola, are about to become parents! The couple are reportedly expecting their first child together as of August 2026.
Jon and Anna first met on the set of Mad Men in 2015. She played the role of a receptionist in the series finale and made quite a lasting impression. They weren’t spotted hanging out together until 2017 and by early 2020, they reportedly started dating. They had been seen on numerous outings together, including a grocery run when the COVID-19 pandemic caused a country-wide quarantine.
The lovebirds continued to let their romance progress and by 2022, they made their red-carpet debut as a couple. They also got engaged, but still remained as a private as possible. In June 2023, they said “I do” in a gorgeous seaside wedding in Big Sur, California.
Browse through the gallery to see some of their best photos together here.
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Jon Hamm & Anna Osceola at a Vanity Fair party
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Jon Hamm & Anna Osceola At ‘WWHL’
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Jon Hamm & Anna Osceola Out In NYC
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Jon Hamm & Anna Osceola on a red carpet
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Jon Hamm & Anna Osceola in West Hollywood
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Jon Hamm & Anna Osceola smile
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Jon Hamm & Anna Osceola in black and white
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Jon Hamm & Anna Osceola at an award event
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