Jon Hamm and Anna Osceola are expecting their first baby together.
Osceola, 38, showed off her baby bump while at the beach in the Hamptons, The Daily Mail reported.
Hamm, 55, appears to have reversed his stance on becoming a father. In 2008, when he was in a long-term relationship with actor and director Jennifer Westfeldt, he told The Guardian, “I don’t necessarily want kids. A lot of our friends are having children, and I don’t know if it’s for me.”
“I think when people come from a stable family having children becomes a celebration, and I’m not sure it would be that way for me,” he continued.
Hamm and Westfeldt were together for 18 years. They never married, but Hamm told People in 2012 that Westfeldt was more than just a girlfriend.
Explaining why they never formally tied the knot, Hamm said in 2010, “I don’t have the marriage chip, and neither of us have the greatest examples of marriage in our families. But Jen is the love of my life, and we’ve already been together four times longer than my parents were married.”
Osceola has also prompted change in Hamm’s outlook on marriage. The two tied the knot in 2023 at Anderson Canyon in Big Sur, the same location where Mad Men’s finale was filmed.
“It’s not lost on me that I’m 53,” he told The Hollywood Reporter that same year. “I will be the old dad, but so it goes. It could be a good thing. We’ll see.”
Hamm and Osceola met on the set of Mad Men in 2015, but the two didn’t start seeing each other romantically until 2020.
In a 2022 interview with SiriusXM, he said she was the reason he sought therapy to work through childhood trauma stemming from his mother’s death, which fueled his desire to build a family of his own.
The actor lost his mom to colon cancer when he was just 10 years old, and his dad died a decade later. On the podcast Next Question, he told host Katie Couric he felt unstable and abandoned for years after losing his parents.
Hamm said professional help “opened up the possibility of things like being married and having kids.”
