Following nearly three years of dating, Jon Hamm has proposed to former ‘Mad Men’ co-star Anna Osceola.

I’m madly in love! Us Weekly has revealed that Jon Hamm is engaged to his former Mad Men co-star Anna Osceola.

 

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“They have engaged a while ago, but they’re still on cloud nine,” a source tells Us. “They’re having so much fun together that they already feel married.”

 

The Top Gun: Maverick actor, 51, was first linked to Osceola, 34, in April 2020 after they were seen together on many occasions. After being photographed playing tennis together in Los Angeles in May 2020, Us confirmed their developing romance in June of that year.

 

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In March 2022, the couple made their red carpet debut while attending an Oscars afterparty. Four months later, the couple attended the 2022 ESPY Awards and posed for photos together.

 

The pair had worked together on the final season of Mad Men in 2015, and they reunited for 2022’s Confess, Fletch. Throughout the film’s promotion, Hamm provided audiences with a rare insight into the couple’s relationship.

 

“It’s comforting, and it’s a feeling of taking care of someone else and being taken care of,” the Good Omens actor said on The Howard Stern Show in September 2022, adding that he could “definitely” see himself marrying the Law & Order True Crime alum.

 

Hamm admitted that “unpacking” his childhood tragedy has helped enhance his relationship with Osceola. The Emmy winner stated at the time that his mother’s death when he was only ten years old left a “wound” that had previously hampered his emotional availability.

 

“[It’s] made the relationship that I’m in now much more significant,” Hamm said of his decision to go to counseling and confront his prior pain. “And it opened up the prospect of things like marriage, having children — you know, establishing a new definition of happiness, life, and wellness.”

 

“All that stuff that sounds cheesy and whatever, but it’s genuine and, for want of a better phrase, it’s what I’m working for,” the former Unbreakable Kimmy Schmidt actor added. What more is there but that?”

 

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Before to his romance with Osceola, Hamm was married to actress Jennifer Westfeldt from 1997 to 2015.

 

“We have decided to part with great grief, after 18 years of love and shared history,” the ex-couple stated in a joint statement in September 2015. “We will continue to assist each other in every manner we can going ahead.”