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Jon Hamm Is Engaged to Former ‘Mad Men’ Costar Anna Osceola After Nearly 3 Years of Dating

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Madly in love! Jon Hamm is engaged to his former Mad Men costar Anna Osceola, Us Weekly can confirm.“The engagement happened a while back, but they are still on cloud nine,” a source tells Us. “They have so much fun together and already feel married.”The Top Gun: Maverick star, 51, was initially linked to Osceola, 34, in spring 2020 after being spotted together on multiple occasions.

Us confirmed their budding romance in June of that year after the twosome were photographed playing tennis together in Los Angeles in May 2020.Two years later, the pair made their red carpet debut while attending an Oscars afterparty in March 2022.

Four months later, the lovebirds stepped out for the 2022 ESPY Awards where they posed for photos together.The duo, who previously shared the screen on the final season of Mad Men in 2015, teamed up once again for 2022’s Confess, Fletch.

While promoting the movie, Hamm gave fans a rare glimpse at the couple’s relationship.In order to view the video, please allow Manage Cookies“It’s comfortable, and it’s a feeling of taking care of someone else and being taken care of,” the Good Omens actor said during a September 2022 appearance on The Howard Stern Show, noting that he could “for sure” see himself marrying the Law & Order True Crime alum.Hamm confessed that “unpacking” the trauma of his childhood has helped strengthen his relationship with Osceola.

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