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Why Jon Hamm Was “Terrified” to Propose to Wife Anna Osceola

Why Jon Hamm Was “Terrified” to Propose to Wife Anna Osceola


Jon Hamm wasn’t always madly in love with the idea of marriage.

“I didn’t look at marriage as a thing,” the Mad Men star explained to The Hollywood Reporter in an interview published June 19. “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.'”

However, everything changed when he met his now-wife Anna Osceola, whom he acted alongside in the 2015 series finale. Though, Hamm admits popping the question still wasn’t easy for him. 

“I just knew at a certain point I wanted to be with this person,” he continued. “But when I proposed, I was terrified. I was like, ‘What am I doing?’ 

While Hamm recalled feeling like taking this step was “really scary,” he ultimately figured, “‘Well, it probably means it’s worthwhile.”

And The Morning Show actor is glad he made the leap—in a place that’s near and dear to their hearts no less.

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