Jon Hamm and Anna Osceola are preparing to expand their family. The actors are expecting their first child together, a source confirmed to People in a story published Monday. The Daily Mail first reported the news on Monday alongside photos of Hamm, 55, and Osceola, 38, vacationing in the Hamptons last week. Representatives for Hamm and Osceola didn’t immediately respond to HuffPost’s request for comment. Jon Hamm and Anna Osceola made their red carpet debut together at the 94th Oscars in Beverly Hills, California, on March 27, 2022.PATRICK T. FALLON via Getty ImagesThe “Mad Men” star first started dating Osceola in 2020, five years after meeting her on the show’s series finale in 2015, when Osceola played a receptionist. They got engaged in February 2023 and wed that June in Big Sur, California.Hamm was previously in an 18-year relationship with his ex Jennifer Westfeldt. The former couple confirmed their split in September 2015. Speaking with The Hollywood Reporter in June 2024, Hamm opened up about his desire to have kids with Osceola. “It’s not lost on me that I’m 53,” he told the outlet. “I will be the old dad, but so it goes. It could be a good thing. We’ll see.”
Jon Hamm And Fellow ‘Mad Men’ Alum Are Expecting Their First Baby Together
The couple married in June 2023 in Big Sur, where the “Mad Men” series finale was filmed.







