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Jon Hamm and Anna Osceola are expecting their first child
Associate News Editor
Actor Jon Hamm and his wife, Anna Osceola, are expecting their first child together, according to reports.
The Daily Mail was the first to break the news, which was later confirmed by People.
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How they met
Anna Osceola, 38, who is also an actor, reportedly first crossed paths with Jon Hamm, 55, while working on the set of “Mad Men.“ Anna played the receptionist at Esalen – the California retreat that Jon’s character, Don Draper, goes to during the show’s final episode. They also shared the screen for the third installment of the “Fletch” series, “Confess, Fletch,” after they started dating in 2020.
Most recently, they worked together again for season 2 of “Your Friends & Neighbors.” Of the experience, Jon told People, “It was great to have my wife, Anna, come in and be a part of it. It’s fun to go to work together. We get to bring the dog in as well sometimes, so that’s nice. We save money on dog sitting.”
Engagement and marriage
Anna and Jon were romantically linked in 2020 after being spotted multiple times together looking very much in love, but Extra reported that the couple was actually first captured on camera back in 2017 at a coffee shop.
They made their red carpet debut at the Vanity Fair Oscars afterparty in 2022.


Since then, Anna and Jon have gone on to make more red carpet appearances – one of which confirmed their engagement.
Anna showed her stunning diamond ring at the 2023 Vanity Fair Oscars afterparty just one year after going red carpet official.


The couple tied the knot in June 2023, and the ceremony itself reportedly took tons of cues from the show that brought Jon and Anna together in the first place: “Mad Men.”



