Jon Hamm and Anna Osceola are engaged.
The 51-year-old star is said to have popped the question to actress Anna, 34, PEOPLE reports.
The pair first met when they starred together in 2015’s Mad Men, after Anna had a small role as a receptionist named Clementine at Esalen, a spiritual retreat in California that Jon’s character (Don Draper) attended in the series finale. AMC series.
Jon was in an 18-year relationship with Jennifer Westfeldt at the time, during which both often said they never wanted to get married.
In 2015 they broke up.
Jon and Anna – who were spotted walking their dog in the Hamptons – have already been spotted together in 2017, but rumors of their romance really took off in 2020 when the pair were repeatedly spotted running errands together during lockdown. the coronavirus.
In an appearance on Howard Stern in September 2022, the Baby Driver star said he could see himself getting married one day.
They are TRUSTED! Jon Hamm, 51, popped the question to girlfriend Anna Osceola, 34, after two years of dating
“This is all part of what I’m saying,” Jon said at the time. “This is another place in my life where I feel very settled and comfortable. I’m in a relationship now and it’s comfortable.”
He added that he’s been able to sit down and “really think about all those things, that’s made the relationship I’m in even more meaningful and opened up the possibility of things like getting married, having kids, starting a new define relationship. version of happiness, life, well-being.’
“It sounds floaty and whatever, but it’s real and for a better word, it’s what I work for,” he continued. “What’s different than that?”
During that interview, the Bridesmaids actor also said he was “deeply in love.”
The Emmy Award winner was open when he revealed that he’s been seeking therapy for the past few years, discovering that much of his trauma stemmed from losing his mother to colon cancer when he was just 10 years old.
“It’s also been a process of working on myself, my mental health, all that stuff with my therapist,” he said.
“And unpacking all that trauma and realizing that when you lose someone so important to you, like a mother, so early, that creates a wound that blocks a lot of that emotional accessibility.
“That blocks a lot of that availability and vulnerability.”
Two years: the couple met in 2015, but did not confirm their romance until 2020
Changed outlook: The Baby Driver star credits therapy with getting him to a mental place where he’s ready to get married
The couple made their red carpet debut in 2022 when they attended the Vanity Fair Oscars after-party together.
They also attended the 2022 ESPYs together, where they rocked the PDAs on the red carpet.
And Jon and Anna also reunited onscreen for the first time since the Mad Men finale in 2022 in the third installment of the Fletch franchise, Confess, Fletch.
The Black Mirror actor took on the role of Irwin M. Fletcher – who was originally played by Chevy Chase in the 1985 and 1989 films.
Anna played the role of Larry in the movie.
Osceola is best known for her roles on Law & Order True Crime and Law & Order: Special Victims Unit, Greek, Rizzoli & Isles, and NCIS.
The Top Gun: Maverick and his lover keep their personal lives private and have no social media presence.
“The purpose of life is not to put your dog’s ears up and put it online for all to see,” he said In style in 2017.
Where it all started: The couple met on the final episode of Med Men when Anna played Clementine, the receptionist at the wellness retreat Don Draper attended
Official red carpet: The two made their first red carpet appearance as a couple at the 2022 Vanity Fair Oscar party
