Jon Hamm and Anna Osceola are set to become parents for the first time. The 55-year-old actor and his 38-year-old wife are expecting a baby, as Osceola was spotted showing off her growing baby bump during a beach outing in the Hamptons last week.
Beach Outing Reveals Pregnancy
The couple enjoyed the sun and surf, with Osceola wearing a green bikini that highlighted her baby bump, while Hamm went shirtless after a swim. The sighting confirmed the exciting news for fans of the couple, who have been married since 2023.
The pair first met on the set of the hit drama series Mad Men, where Osceola appeared as a receptionist in the show's final episode in 2015. In that episode, Hamm's character Don Draper visits a spiritual retreat, where he shares a brief scene with Osceola's character. The couple later tied the knot in a lavish outdoor ceremony at Anderson Canyon in Big Sur, with guests including Billy Crudup, Tina Fey, and Paul Rudd.
From Co-Stars to Partners
Hamm and Osceola made their red carpet debut as a couple at an Oscars afterparty in 2022, seven years after meeting and two years after being romantically linked. Their relationship blossomed into marriage, and now they are preparing for parenthood.
This news comes as a surprise to some, as Hamm had previously expressed uncertainty about having children. In a 2008 interview with The Guardian, he said: '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 haven't come down hardcore on either side of the argument. 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.'
Previous Relationship and Views on Family
Hamm was in a long-term relationship with actor and screenwriter Jennifer Westfeldt from 1997 to 2015, and the couple never married. Speaking to the New York Post in 2008, Hamm said: 'We may not have a piece of paper that says we're husband and wife, but after 10 years, Jennifer is more than just a girlfriend. What we have is much deeper and we both know that. To me, people get married when they're ready to have kids, which I'm not ruling out.'
Hamm and Westfeldt co-starred in several productions, including the 2011 film Friends with Kids, which explored the complexities of parenthood. Despite his earlier reservations, Hamm now appears to be embracing the prospect of fatherhood with Osceola.
Celebrity Reactions and Support
The news has generated excitement among fans and colleagues, with many taking to social media to congratulate the couple. While Hamm's representatives have not yet commented publicly, the beach sighting has confirmed the pregnancy to the public.
As the couple prepares for their new arrival, they join a growing list of celebrity parents who have welcomed children later in life. With Hamm at 55 and Osceola at 38, they are among those starting families in their late 30s and 50s, a trend that has become more common in recent years.
For now, the couple is enjoying their time together, and fans are eagerly awaiting further updates on the pregnancy and the due date.
