Jon Hamm's Pregnant Wife Anna Osceola Debuts Baby Bump at Emmys 2026
The Mad Man actor’s wife Anna Osceola debuted her baby bump at the 2026 Emmy Awards Sept. 14 as the couple walked the red carpet at the Peacock Theatre in Los Angeles.
Hamm and Osceola highlighted their happy milestone with the Law & Order actress gently cradling her bump while donning a black and white gown. Hamm, of course, kept it classic in a black tuxedo.
And Hamm has been teasing his plans to grow his family with Osceola since the couple tied the knot in June 2023.
“I hope it turns into kids,” the 55-year-old told The Hollywood Reporter in 2024. “I will be the old dad, but so it goes. It could be a good thing. We’ll see.”
Indeed, Hamm noted that taking the next step with the 38-year-old—whom he met on the set of Mad Men in 2015—felt terrifying, but worth it.
“I didn’t look at marriage as a thing,” Hamm continued. “Obviously, my parents were not married long, so I don’t have a model to look at and go, ‘Oh, this is how one finds happiness.’ I just knew at a certain point I wanted to be with this person.”
As Hamm explained, “When I proposed, I was terrified. I was like, ‘What am I doing?’”
But it was because of that feeling that Hamm knew it was right for him. As he put it, “I just remember feeling, ‘This is really scary,’ Then going, ‘Well, it probably means it’s worthwhile.’”
Randy Shropshire/NBC via Getty Images
For Hamm—who dated Jennifer Westfeldt for nearly 20 years before their 2015 breakup—meeting Osceola marked a shift in his priorities for his personal life.
"It's only been in the last couple of years, me kind of sitting down and really thinking about all that stuff that's made the relationship that I'm in now even more meaningful," Hamm explained during an appearance on The Howard Stern Show in 2022, “and opened up the possibility of things like being married, having kids, defining a new version of happiness, life, wellness—all that stuff.”
While the Bridesmaids alum admitted that it sounded “hokey” he emphasized that his desire for those things was very “real.”
“It’s what I’m working for,” he continued. “What else is there other than that?”
For more stars on the red carpet, keep reading.
Photo by John Shearer/WireImage
Nicole Brydon Bloom
John Shearer/WireImage
Eunice Bae
Jesse Grant/NBC via Getty Images
Desi Lydic
Kevin Mazur/Getty Images
Denée Benton
Photo by Kevin Mazur/Getty Images
Chris Perfetti
Photo by LISA O'CONNOR / AFP via Getty Images
Linda Cardellini
in Yara Shoemaker.
Photo by Kevin Mazur/Getty Images
Karolina Wydra
in Marmar Halim.
Photo by Monica Schipper/Getty Images
Shailene Woodley
in Balenciaga.
Jesse Grant/NBC via Getty Images
Nicole Kidman
in Chanel.
Kevin Mazur/Getty Images
Charles Melton
Jesse Grant/NBC via Getty Images
Sarah Pidgeon
in Chanel.
Monica Schipper/Getty Images
Zendaya
in custom Prada.
Amy Sussman/Getty Images
Brenda Song & Macaulay Culkin
in Oscar de la Renta (Song).
Photo by LISA O'CONNOR / AFP via Getty Images
Constance Zimmer
in Akris and Kwiat jewelry.
Monica Schipper/Getty Images
Charlie Hunnam
Photo by: Randy Shropshire/NBC via Getty Images
Carey Mulligan
in The Row.
Randy Shropshire/NBC
Isa Briones
Randy Shropshire/NBC
Law Roach
in Givenchy.
Randy Shropshire/NBC via Getty Images
Julianne Hough
in Antonio Grimaldi.
Randy Shropshire/NBC
Sepideh Moafi
Randy Shropshire/NBC
Quinta Brunson
in Christian Cowan, Jimmy Choo shoes and Marco Bicego jewelry.
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