Jon Hamm reportedly engaged to ‘Confess, Fletch’ co-star Anna Osceola

“Mad Men” star Jon Hamm is reportedly engaged to his “Confess, Fletch” co-star Anna Osceola.

People reported Monday that the actors got engaged after two years of dating. Representatives for Hamm and Osceola did not immediately respond to The Times’ requests for confirmation on Monday.

Hamm, 51, and Osceola, 34, reportedly met on the set of Matthew Weiner’s critically acclaimed “Mad Men” in 2015, but were not romantically linked until 2020, People reported. The pair made their relationship red carpet official in March 2022 when they stepped out together for an Academy Awards viewing party and attended Vanity Fair’s Oscars after party together.

Osceola appeared on the final episode of AMC’s Emmy-winning hit as Clementine, a receptionist who flirts with Hamm’s infamous advertising executive Don Draper in the series finale. Her other notable credits are “Law & Order True Crime” and “Greek”.

“This is another place in my life where I feel very settled and comfortable,” Hamm said on a September episode of “The Howard Stern Show.” “I’m in a relationship now and it’s comfortable. It is a feeling of caring for someone else and being taken care of.” The Emmy Award winner said he was “deeply” in love and that the relationship “opened up the possibility of things like getting married, having kids, defining a new version of happiness, life, well-being.”

The two starred together in last fall’s mystery comedy, where Hamm played the titular detective and she played a character billed as “Larry.” (The comedy, the third installment in the film series originally starring Chevy Chase, also starred “Mad Men” alumnus John Slattery.)

Hamm, who starred in “Unbreakable Kimmy Schmidt” and “The Division,” was linked to actor and producer Jennifer Westfeldt for a long time, but in September 2015, the former couple announced the end of their 18-year relationship.