Jon Hamm’s new fiancee Anna Osceola, 34, goes out for a dog walk in Los Angeles

Jon Hamm’s new fiancée, Anna Osceola, cut a casual figure while walking dogs in Los Angeles on Tuesday, a day after the couple’s engagement was revealed.

The 34-year-old redhead beauty was dressed comfortably in an oversized red crew-neck sweatshirt as she enjoyed a lazy day, marking her first public outing since Jon, 51, popped the question.

The Massachusetts-born actress, who was out with her boyfriend days ago, covered her eyes with a pair of dark aviator-style sunglasses.

She was wearing dark sweatpants and slipped her feet into a pair of black and white striped sandals.

Missing from the scene was her new fiancé, who recently popped the question, according to People.

Newly engaged! Jon Hamm’s new fiancée, Anna Osceola, struck a casual figure as she walked dogs in Los Angeles on Tuesday, a day after the couple’s engagement was revealed.

They are engaged!  Jon, 51, popped the question to Anna after two years of dating (pictured in 2022)

They are engaged! Jon, 51, popped the question to Anna after two years of dating (pictured in 2022)

Jon and Anna met when they co-starred in Mad Men in 2015, after Anna landed a small role as a receptionist named Clementine at Esalen, a California spiritual retreat attended by Jon’s character (Don Draper) in the series finale. AMC.

Things turned romantic during the 2020 quarantine, five years after he split from partner Jennifer Westfeldt.

Osceola is best known for his roles in Law & Order True Crime and Law & Order: Special Victims Unit, Greek, Rizzoli & Isles, and NCIS.

In an appearance on Howard Stern in September 2022, the Baby Driver star said he could see himself getting married one day, having previously promised it would never happen because he didn’t have the ‘marriage chip’ inside of him.

‘This is another place in my life where I feel very established and comfortable. I’m in a relationship right now and it’s comfortable,” he said last year.

She added that she’s been able to start to “really think about all of those things, that made the relationship I’m in now even more meaningful, and opened up the possibility of things like being married, having kids, defining a new version of happiness.” life, well-being.’

“It sounds cheesy and whatever, but it’s real and it’s what I’m working for,” he continued. ‘What else is there besides that?’

During that interview, the Bridesmaids actor also said he was “very much in love.”

Casual: The 34-year-old red-haired beauty was dressed comfortably in an oversized red crew-neck sweatshirt

Casual: The 34-year-old red-haired beauty was dressed comfortably in an oversized red crew-neck sweatshirt

Shading: The Massachusetts-born actress, who stepped out with her boyfriend days ago, covered her eyes with a pair of dark aviator-style sunglasses

Shading: The Massachusetts-born actress, who stepped out with her boyfriend days ago, covered her eyes with a pair of dark aviator-style sunglasses

The statements stand in stark contrast to comments he made in 2012, in which he revealed that he did not believe in marriage and did not long to be a father.

She told the magazine: ‘I don’t have a driving force to have a baby. That being said, I am in a committed relationship, and if it ever came up, I’m not ruling it out.

And about getting married, he said, I don’t have a particularly definite example of marriage in my life.

My parents divorced when I was two years old and never remarried. So it means nothing to me.

Jon continued: ‘I don’t want to say that it shouldn’t mean things to other people. I don’t judge it one way or the other.

How it started: The couple met in the series finale of Mad Men when Anna played Clementine, the receptionist at the wellness retreat Don Draper attended.

How it started: The couple met in the series finale of Mad Men when Anna played Clementine, the receptionist at the wellness retreat Don Draper attended.

It’s just my experience. I don’t have that paragon of married life to look at and think, “Oh yeah, that’s it! That’s what I want!”

The Emmy Award winner has opened up when he said he has been seeking therapy in recent years and discovered that much of his trauma stems from losing his mother to colon cancer when he was just ten years old.

“It’s also been a process of working on myself, my mental health, all the things with my therapist,” he said.

“And unpacking all of that trauma and realizing that when you lose someone who is 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.”