JUST IN: Jon Hamm, Beloved Mad Men Star, and His Talented Wife Anna Osceola Are Over the Moon as They Announce They’re Expecting Their First Child Together Later This Year

Jon Hamm and Anna Osceola Expecting Their First Child: A New Chapter Begins for the Hollywood Couple

In a heartwarming announcement that has sent waves of excitement through Hollywood and beyond, Jon Hamm and Anna Osceola are preparing to welcome their first child together. The beloved Mad Men star, 53, and his talented actress wife, 36, are stepping into a new role—parenthood—marking a joyful milestone in their journey as a couple. Fans of the duo, who tied the knot in June 2023, couldn’t be more thrilled to see their love story expand into a family affair.

The news broke on April 10, 2025, with sources close to the couple confirming that Jon and Anna are expecting their little one later this year. While the pair has kept details under wraps—true to their famously private nature—their excitement is said to be palpable. “Jon and Anna are over the moon,” an insider shared. “They’ve been dreaming about this moment, and it’s finally happening. They’re ready to embrace everything that comes with being parents.”

Jon Hamm, best known for his Emmy-winning portrayal of the suave yet troubled Don Draper, has long been a fixture in Hollywood. His charm, wit, and undeniable talent have made him a household name, but it’s his off-screen life with Anna Osceola that’s now capturing hearts. Anna, an accomplished actress in her own right, first crossed paths with Jon on the set of Mad Men in 2015, where she appeared in the series finale. What began as a professional encounter blossomed into a romance that has since become one of Tinseltown’s most endearing love stories.

The couple’s relationship went public in 2017, and after years of dating, Jon popped the question in early 2023. Their wedding, held at Anderson Canyon in Big Sur—a location with sentimental ties to Mad Men—was a star-studded yet intimate affair attended by close friends and family. Now, less than two years later, Jon and Anna are preparing to welcome a new member to their tight-knit circle.

Friends of the couple say that Jon, who once expressed ambivalence about fatherhood in his younger years, has fully embraced the idea since finding his match in Anna. “He’s at a point in his life where this feels right,” a friend revealed. “Anna brings out the best in him, and they’re both so excited to build a family together.” Anna, meanwhile, is said to be glowing as she enters this new phase, with her natural warmth and grace making her a natural fit for motherhood.

While the couple hasn’t shared specifics like the due date or the baby’s gender, speculation is already swirling among fans. Will the little one inherit Jon’s piercing gaze or Anna’s radiant smile? Will they follow in their parents’ footsteps with a flair for the dramatic? For now, Jon and Anna are keeping the spotlight off the details, choosing instead to savor this special time in private.

Professionally, both Jon and Anna remain active in the entertainment world. Jon recently wrapped filming for a highly anticipated dark comedy series, while Anna has been earning praise for her roles in independent films. But as their due date approaches, the couple is reportedly scaling