‘Mad Men’ Costars Jon Hamm and Anna Osceola Are Engaged

Jon Hamm and Anna Osceola.
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Head over heels in love! Jon Hamm is engaged to his former Mad Males costar Anna Osceola, Us Weekly can affirm.

“The engagement occurred some time again, however they’re nonetheless on cloud 9,” a supply tells Us. “They’ve a lot enjoyable collectively and already really feel married.”

The High Gun: Maverick star, 51, was initially linked to Osceola, 34, in spring 2020 after being noticed collectively on a number of events. Us confirmed their budding romance in June of that yr after the twosome have been photographed taking part in tennis collectively in Los Angeles in Could 2020.

Two years later, the pair made their crimson carpet debut whereas attending an Oscars afterparty in March 2022. 4 months later, the lovebirds stepped out for the 2022 ESPY Awards the place they posed for photographs collectively.

The duo, who beforehand shared the display on the ultimate season of Mad Males in 2015, teamed up as soon as once more for 2022’s Confess, Fletch. Whereas selling the film, Hamm gave followers a uncommon glimpse on the couple’s relationship.

“It’s snug, and it’s a sense of caring for another person and being taken care of,” the Good Omens actor stated throughout a September 2022 look on The Howard Stern Present, noting that he may “for certain” see himself marrying the Regulation & Order True Crime alum.

Hamm confessed that “unpacking” the trauma of his childhood has helped strengthen his relationship with Osceola. The Emmy winner famous on the time that the demise of his mom when he was solely 10 years outdated created a “wound” that negatively affected his emotional availability up to now.

Jon Hamm and Anna Osceola - 599

Jon Hamm and Anna Osceola.

“[It’s] made the connection that I’m in now much more significant,” Hamm instructed Howard Stern of his option to go to remedy and dive into the previous trauma. “And opened up the potential for issues like being married, having children — you realize, defining a brand new model of happiness, life, wellness.”

The previous Unbreakable Kimmy Schmidt star added: “All that stuff that sounds hokey and no matter, however it’s actual and, for need of a greater phrase, it’s what I’m working for. What else is there apart from that?”

Forward of his romance with Osceola, Hamm was in a long-term relationship with actress Jennifer Westfeldt from 1997 to 2015.

“With nice disappointment, now we have determined to separate, after 18 years of affection and shared historical past,” the exes stated in a joint assertion in September 2015. “We’ll proceed to be supportive of one another in each approach doable transferring ahead.”