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Jon Hamm and Anna Osceola are engaged: report



Jon Hamm and Anna Osceola are reportedly engaged after three years of dating.

People confirmed the news Monday, though the actor’s rep did not immediately respond to Page Six’s request for comment.

The “Confess, Fletch” co-stars first met while filming the series finale of “Mad Men,” which premiered in 2015.

Though Hamm, 51, and Osceola, 34, were photographed together once in 2017, they were not romantically linked until early 2020 when they were seen out together multiple times.

The low-key lovebirds – who both stay away from social media – were spotted playing tennis together that May before enjoying a beach day in Santa Barbara, Calif., in September.

Jon Hamn and Anna Osceola
The “Confess, Fletch” co-stars first met while filming the series finale of “Mad Men,” which premiered in 2015.
42 / BACKGRID

While they have kept their relationship relatively private, the duo was spotted showing serious PDA while vacationing in Italy in September 2021.

The “Top Gun: Maverick” actor and the “Law & Order True Crime” actress made their red carpet debut as a couple in March 2022, stepping out for Mercedes-Benz’s Academy Awards viewing party followed by Vanity Fair’s annual afterparty.

Jon Hamm and Anna Osceola
They were not romantically linked until early 2020.
ABC via Getty Images

Last September, Hamm then told Howard Stern he was “very much” in love with Osceola and “could for sure” see himself spending the rest of his life with her.

“It’s good and comfortable, and it’s a feeling about taking care of someone else and being taken care of,” he gushed at the time, explaining that the actress had “opened up the possibility of things like being married, having kids, you know, defining a new version of happiness, life, wellness.”

Jon Hamm and Anna Osceola
Hamm recently said he was “very much” in love with Osceola and “could for sure” see himself marrying her.
WireImage,

He added, “All that stuff sounds hokey and whatever, but it’s real. And, for want of a better word, it’s what I’m working for. What else is there other than that?”

Hamm also credited Osceola for being integral in the “process of working on [himself],” which included “unpacking” the trauma of losing his mom when he was 10 years old.

The “Baby Driver” star was previously in a long-term relationship with actress and screenwriter Jennifer Westfeldt from 1997 to 2015.

The exes announced their breakup in a joint statement, vowing to “continue to be supportive of each other in every way possible moving forward.”



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