‘Old dad’ Jon Hamm breaks silence on wife Anna Osceola’s pregnancy news

Jon Hamm is “very excited and deeply terrified” about becoming a dad. The actor broke his silence on wife Anna Osceola‘s pregnancy news during a “Late Night With Seth Meyers” appearance Tuesday evening. “I think I’m doing it right,” the “Your Friends & Neighbors” star, 55, said of his conflicting emotions, noting that he doesn’t think those feelings should ever “go away.” Jon Hamm spoke for the first time about his wife Anna Osceola (pictured above on Sept. 20) being pregnant with their first child. GC Images The actor broke his silence on “Late Night With Seth Meyers” on Tuesday evening. Paula Lobo/NBC via Getty Images He subsequently poked fun at his “old dad” status, saying, “When your kid is 70, you’ll be like, ‘I did it!’ When I’m 152.” A report surfaced in August that Hamm and Osceola, 38, have a little one on the way. The actress debuted her baby bump on the Emmys 2026 red carpet in a striped gown. The “Your Friends & Neighbors” star agreed with Seth Meyers that he’s “a good dad.” Paula Lobo/NBC via Getty Images The 55-year-old (pictured above on Sept. 14) feels “very excited and deeply terrified.” Getty Images Want more celebrity and pop culture news? Start your day with Page Six Daily. Thanks for signing up! When Seth Meyers pointed out Tuesday that Osceola picked the “peak” time to show off her budding belly, Hamm agreed. “I’m not saying she did it on purpose, but it was some timing,” he said. The Emmy winner and his partner have been an item since 2020. Hamm (pictured above in October 2025) predicted those feelings won’t “go away.” The Hollywood Curtain / BACKGRID He and Osceola (pictured above in September 2023) have been together since 2020. Annie Wermiel/NY Post The pair met five years prior while filming “Mad Men” in Big Sur, California — and they tied the knot at the same location in June 2023. While the couple keep their relationship out of the spotlight, Hamm divulged rare details about their wedding five months after walking down the aisle. “It was very sparsely attended, by our decision. It was small,” he gushed to “Jimmy Kimmel Live!” viewers of the “perfect” nuptials. “Man, it was great.” The duo met in 2015 filming “Mad Men.” Felipe Ramales / SplashNews.com The pair (pictured above in March 2022) wed in June 2023. WireImage for Vanity Fair Prior to his romance with Osceola, Hamm dated actress Jennifer Westfeldt for nearly two decades — and confessed to Us Weekly during their time together that he’d be a “terrible father.” In 2012, the Golden Globe winner told Playboy, “I don’t have a driving force to have a baby. That said, I’m in a committed relationship, and if it ever came up, I’m not ruling it out.” He also swore off marriage in the interview, explaining, “I don’t mean to say that it shouldn’t mean things to other people. It’s just my experience. I don’t have that paragon of married life to look at and think, ‘Oh yeah, that’s it! That’s what I want!'” Community Guidelines Welcome to the Page Six Community! Our community is about connecting people through open and thoughtful conversations. We want our readers to share their views and exchange ideas in a safe space. In order to do so, we've created a simple set of rules that will improve your experience. Simply put, keep it civil. Your post will/might be rejected if it contains: Spam Insults, profanity, incoherent, obscene or inflammatory language and threats of any kind Attacks on the identity of other commenters or the article's author User accounts will/might be blocked if we notice: Continuous attempts to re-post comments that have been previously moderated/rejected Racist, sexist, or homophobic comments Attempts or tactics that put the site security at risk So, how can you be a power user? Stay on topic and share your passion. Feel free to elaborate to get your point across. 'Like' or 'Dislike' when you are filled with emotions! Protect your community. Use the report tool to alert us when someone breaks the rules. Thanks for reading our community guidelines. Don't forget, freedom of speech is not the freedom of reach!