Jon Hamm and Anna Osceola are engaged after two years of dating

Chelsea Lauren/Shutterstock Jon Hamm and Anna Osceola

Jon Hamm And Anna Osceola are engaged!

The Admit it, Fletch Co-stars set to marry after dating for two years, PEOPLE confirms. The two reportedly first met on the set of the AMC series mad Men in 2015 before seen together several times and romantically connected in 2020.

Hamm’s spokesman did not comment.

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Timothy Norris/FilmMagic Jon Hamm and Anna Osceola

Osceola, 34, appeared in the series’ final episode, playing a small role as a receptionist at Esalen, a spiritual retreat in California attended by Hamm’s character (Don Draper). Hamm, 51, was in a long-term relationship with Jennifer Westfeldt at the time. The couple Splits Months later after 18 years together.

Hamm and Osceola, who both stay away from social media, were once photographed together in 2017; Love rumors started circulating in 2020 as they were spotted multiple times. Since then, they have been spotted eating, playing tennis and playing games enjoy a day at the beach. they also vacationed in Italy together in September 2021.

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In March 2022 they have made their red carpet debut at an Oscars afterparty before exiting again at the red carpet for the musical Sarah Silverman bedwetting in May, performed at the 2022 ESPY Awards in July and showed up for a screening of her film Admit it, Fletch just two months later.

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Hamm spoke about his relationship with Osceola in a September 2022 interview with Howard Stern on his SiriusXM show when he revealed he could envision being married one day.

The story goes on

“It’s all part of what I’m saying. This is another place in my life where I feel very comfortable and settled. I’m in a relationship right now and it’s comfortable,” he said, later adding that being able to sit down and really think about all of these things has made the relationship I’m in now even more meaningful and the Possibility to redefine things like being married, having children, redefining happiness, life and well-being. “

“It sounds corny and whatever, but it’s real and, to put it better, it’s what I work for. he added, before confirming he’s “very much in love.”

The two teamed up again on screen in 2022, for the third installment of fletching series, Fletch, confess. In it, Hamm takes on the role of semi-retired journalist Irwin M. Fletcher (originally played by Chevy Chase in 1985 and 1989), while Osceala stars in the project as “Larry.”