Jon Hamm Is ‘Very Much’ in Love With Girlfriend Anna Osceola

Are you ready to settle down? Jon HammHe was raving about his girlfriend. Anna Osceola, in a new interview — and hinted that the couple are discussing marriage.

“It’s comfortable, and it’s a feeling of taking care of someone else and being taken care of,” the Mad Men51-year-old alum stated during a Monday, Sept. 19, appearance on The Howard Stern Show, noting that he could “for sure” see himself marrying his Confess, Fletch costar, 34.

The Emmy winner went on to say that “unpacking” the trauma of his childhood has helped him become a better partner. He noted that the death of his mother when he was just 10 years old had created a “wound” that interfered with his emotional availability, but speaking to a therapist has helped him learn how to be more vulnerable.

“[It’s] made the relationship that I’m in now even more meaningful and opened up the possibility of things like being married, having kids — you know, defining a new version of happiness, life, wellness,” Hamm told Howard Stern. “All that stuff that sounds hokey and whatever, but it’s real and, for want of a better word, it’s what I’m working for. What else is there other than that?”

When the radio host, 68, asked if he’s in love with Osceola, the Missouri native replied, “Very much so.”

The Baby DriverStar and the Law & Order True CrimeAfter meeting on the set of several years, it seems that they first became acquainted in 2020.Mad Men. Osceola appeared as the character Clementine in the AMC drama’s series finale, which aired in May 2015.

They have kept their relationship secret, but they made their red-carpet debut at an Oscars viewing party hosted Mercedes-Benz in March.

They starred together in “Recently” Confess, FletchThe premiere of, which aired on Friday September 16th, was a surprise. Hamm plays the title character, while Osceola is a small role playing Larry.

The Black MirrorAn alum was in a long-term relationship before. Jennifer WestfeldtHe was close to his ex-girlfriend for almost two decades. In September 2015, the couple announced their split.

“With great sadness, we have decided to separate, after 18 years of love and shared history,” the duo said in a joint statement at the time. “We will continue to be supportive of each other in every way possible moving forward.”

An insider revealed that their split was short-lived. Us Weekly that the twosome didn’t see eye to eye about starting a family. “There’s always been a rift,” the source claimed at the time. “Because he wanted kids and she didn’t.”