Jon Hamm and Anna Osceola Are Engaged.
According to a recent report from PEOPLE, the actors are preparing to get married after two years of dating. They initially met on the set of Mad Men back in 2015, and since then have been seen together various times, eventually sparking romance rumors in 2020.
Jon Hamm and Anna Osceola’s relationship
Jon Hamm and Anna Osceola sparked dating speculation in 2020 when they were seen together on multiple occasions. They were pictured having meals, playing tennis, and spending time on the beach. In September 2021, the pair went on a romantic trip to Italy. Prior to this, Hamm had been in a long-term relationship with Jennifer Westfeldt for 18 years, but the couple split around the time Hamm and Osceola were first seen together.
Hamm and Osceola made their grand entrance into the Hollywood scene in March 2022 at an Oscars afterparty. The two were also seen together at a screening of their movie Confess, Fletch, which was released the same year.
During an interview with Howard Stern on SiriusXM in September 2022, Jon Hamm opened up about his relationship with Osceola, 34. He expressed that he could see himself getting married and having children someday.
“I’m in a relationship right now and it’s comfortable,” he said. “I’ve started to think about the things that have made it more meaningful and opened up the possibility of marriage, children, and a new version of happiness, life, and wellness.”