Jon Hamm and Anna Osceola reportedly engaged

According to People, the actors have taken their relationship to the next level after two years of dating. They have yet to comment on the reports. The couple first met on the set of Mad Men in 2015, but were not romantically linked until 2020. In March 2022, the pair made their red carpet debut as a couple for the first time, attending both Mercedes-Benz's Academy Awards viewing party and Vanity Fair's annual afterparty. They both appeared in the movie Confess, Fletch last year.