Sounds Like Jon Hamm Is About to Be a Father - The Cut

saved Save this article to read it later. Find this story in your account’s ‘Saved for Later’ section. Comment Photo: Roger Kisby/WWD/Penske Media via Getty Images It appears that Jon Hamm and his wife, Anna Osceola, are preparing to bring a little Don Draper into the world. Osceola is reportedly pregnant with their first child. On Monday, the Daily Mail published photos of Hamm and Osceola on the beach in the Hamptons, with Osceola in a bathing suit appearing visibly pregnant. An anonymous source also told People that Hamm and Osceola are expecting their first child. You could say this baby is a long time coming for Hamm. He and Osceola have been together since 2020 after meeting on the set of Mad Men in 2015. In 2022, Hamm told Howard Stern that his relationship with Osceola “opened up the possibility of things like being married, having kids, defining a new version of happiness, life, wellness.” They got married the following summer in Big Sur, California, at the same resort where they met while filming Mad Men. Hamm brought up the possibility of children again in a Hollywood Reporter interview in 2024, when he said he hoped kids were in his future, even if he isn’t exactly a spring chicken anymore. “It’s not lost on me that I’m 53,” he said. “I will be the old dad, but so it goes. It could be a good thing. We’ll see.” Robert DeNiro seems to love it. The Cut has reached out to representatives for Hamm and Osceola and will update this post if we hear back. By submitting your email, you agree to our Terms and Privacy Notice and to receive email correspondence from us.