It’s hard to keep relationships hush-hush in Hollywood, but Hamm and girlfriend Anna Osceola have done just that by not having a social media presence and keeping their relationship private. “The point of life is not to put dog ears on yourself and post it online for everyone to see,” he says. “It’s fun, it’s adorable, but it’s the visual equivalent of masturbating—there’s no point other than immediate gratification,” he told InStyle about being in a social media-free zone. That said, Hamm is head over heels for his new lady. In a September 2022 interview, he told Howard Stern that he “very much” is in love with Osceola. “I’m in a relationship right now and … it’s comfortable, it’s a feeling of taking care of someone else and being taken care of,” he said. Hamm explained that being open to the idea of potentially settling down took work, especially coming to terms with losing his mother when he was 10 years old. “It’s also been a process of working on myself, my mental health, all the stuff with my therapist. And unpacking all of that trauma and realizing that when you lose someone that’s so important to you, like a mother, so early, that that creates a wound that blocks a lot of that emotional accessibility,” Hamm said. “That blocks a lot of that availability and vulnerability.” “It’s only been in the last couple of years, me kind of sitting down and really thinking about all that stuff, that’s made the relationship that 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, wellness,” he added. “It sounds hokey and whatever, but it’s real and it’s—for want of a better word—it’s what I’m working for.” Since the couple is super private, here’s what we do know about Jon Hamm and girlfriend Anna Osceola’s relationship.
Who is Jon Hamm’s girlfriend?
Jon Hamm has been dating Anna Osceola since 2020. She is a 34-year-old actress from Cambridge, Massachusetts. She was born on April 8, 1988. There’s a 17-year difference between the couple. Osceola has a list of acting credits under belt, getting her big break in 2007 in the television film, Not Another High School Show. She has also appeared in shows like Greek, Rizzoli & Isles, and Law & Order: True Crime. She also had a role in The Menendez Murders.
Where did Jon Hamm and Anna Osceola meet?
The couple actually met on the set of Mad Men in 2015, according to PEOPLE. Osceola played the receptionist at the retreat that Hamm’s character Don Draper attended in the series finale. However, they didn’t connect romantically until years later. Since then, their relationship has been mostly private with a few outings being photographed. From Super Bowl Sunday activities together and enjoying an Italian vacation in September 2021, the pair have been spotted enjoying quality time with each other. They made their debut on the red carpet at an Oscars afterparty in March 2022. The two attended the annual Mercedes-Benz party where Hamm is an ambassador. This marked the couple’s first public outing together and serves as confirmation they are in fact in a relationship. Timothy Norris/Getty Images Most recently, they were posing together on the red carpet at the Top Gun: Maverick premiere. Rumors of Hamm’s relationship with Osceola have been heating up for years. The two were spotted playing tennis together in 2018, but in 2017 they were seen leaving a coffee shop.
Who did Jon Hamm date prior to Anna Osceola?
Prior to dating Osceola, Hamm was in an 18-year relationship with actress Jennifer Westfeldt. They dated from 1997 until their split in 2015. “We will continue to be supportive of each other in every way possible moving forward,” they said in a joint statement at the time. Prior to their breakup, Hamm had completed rehab for alcohol abuse, and he credited Westfeldt for her support through it all. The former couple starred together in the 2011 film Friends with Kids. As collaborators, they also produced the Netflix original limited series, A Young Doctor’s Notebook. Prior to dating Osceola, Hamm has been linked to quite a few beauties. It was rumored he was dating his Aardvark co-star Jenny Slate after the pair were spotted leaving a movie theater holding hands in 2017. He was also thought to be dating actress Dakota Johnson that same year. Steve Granitz/Getty Images Rumors swirled that Hamm also dated Saturday Night Live producer Lindsay Shookus in both 2017 and again in 2019. Next, check out this summer’s biggest blockbuster movies that you should check out!
