He swore he didn’t want children and now, at 55, Jon Hamm is expecting his first baby with 38-year-old Anna Osceola

Por Maried Díaz
12 August, 2026

Jon Hamm is 55 years old and is about to become a father for the first time. 🎉

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His wife, actress Anna Osceola, 38, was photographed on a beach in the Hamptons showing off her baby bump in a dark green bikini, while he watched her happily shirtless. The 17-year age difference between them had already drawn attention since they got married in 2023, but now the contrast becomes even more striking with this news.

The ironic thing is that Hamm himself had stated in 2008, when he was still with his ex-partner of nearly 20 years, that he did not “necessarily want to have children” and that he did not know whether that was for him. Nearly two decades later, life had a twist in store for him that he himself did not see coming. 👶

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