Jon Hamm Is Married! Explore His Dating History

Thu Jun 29 2023
By   tashi

Actor Jon Hamm gets married for the first time at 52: Inside his relationship history!  

It's finally a dream come true for actor Jon Hamm, who shared his plans to settle down and start a family just last year. Known for his Golden Globe-winning role in Mad Men, Black Mirror, Stolen, Beirut, and The Town, Hamm's stellar career goes back to the 90s, when he hadn't yet cemented his now-hailed sex symbol status.  

The heartthrob recently starred in Tom Cruise's Top Gun sequel, The Morning Show, and reprised his role in the much-loved Good Omens. The actor has a slew of upcoming projects lined up as well. With a career as thriving as ever and a blissful conjugal life on the horizon, Hamm is seemingly getting on to the good part of his journey.  

Jon Hamm is Married to His Girlfriend of Two Years, Anna Osceola!  

Jon Hamm is happily married now as of this writing. He is surely filled with gratitude toward the AMC series Mad Men, which catapulted him to global stardom and introduced him to his now-wife, Anna Osceola, who had a small role, playing a receptionist named Clementine in the series.  

Jon Hamm is an Emmy-winning actor.
Jon Hamm and Anna Osceola met on the sets of 'Mad Men.' Photo Source: Instagram

The duo met while filming the show's finale and as a sweet gesture, also walked down the aisle in the place Saturday Big Sur, Calif, where the Mad Men finale was filmed. The pair's wedding was as picturesque as it was dreamy and the ceremony didn't involve much over-the-top theatrics.  

Hamm's bride, Osceola, opted for a minimal bridal look and was spotted donning a strapless white gown with a plunging neckline, strappy heels, and then again, minimal jewelry. Her groom, Hamm, 52, looked dapper in a classic black tuxedo.   

Jon Hamm married Anna Osceola.
The couple tied the knot in a star-studded ceremony. Photo Source: Instagram

Hamm and Osceola's low-profile nuptial was, nonetheless, a star-studded affair, with A-listers Paul Rudd, Larry David, Tina Fey, Brooke Shields, Billy Crudup, and John Slattery on the guests' list. The Emmy-winning actor and Anna's romance goes back to 2020, although they first met in 2015.   

Jon Hamm is best known for his role in Mad Men.
Jon and Anna started dating in 2020 and announced their engagement earlier this year. Photo Source: Instagram

The couple remained notoriously private for the first year of their relationship and slowly came out of their shell around the second year. They made their romance official at an Oscars viewing party in March 2022. The media got the whiff of the duo's discreet engagement earlier this year in February.  

The engagement news came a few months after Hamm went on air on Stern’s SiriusXM radio show and shared his desire to marry Osceola. "It's a feeling of taking care of someone else and being taken care of," said the Black Mirror actor before revealing that he and Anna have discussed marriage and kids.   

Jon Hamm's Dating History!  

Judging from the actor's relationship history, Hamm is anything but an ardent lover. The Golden Globe winner's dating career is so dry that it is admirable. Hamm's only relationship, before he delved into a lifelong journey with Anna, was with actress Jennifer Westfeldt, with whom he had an enduring relationship for 18 years.  

Jon Hamm dated actress Jennifer Westfedlt.
Hamm and Jennifer Westfeldt dated for eighteen years. Photo Source: Instagram

Hamm and Westfeldt first met at a mutual friend's birthday party in the 90s. Connecting on more than their unfolding career, Hamm and Jennifer started dating shortly after. A few years down the lane and the Top Gun actor and his girlfriend were one of the most beloved couples. 

During their 18-year-long relationship, the couple set the gold standard in romance by supporting each other's endeavors and even worked together on a few projects, including Friends with Kids, and Ira and Abby. The pair's breakup rumor dropped like a bomb on fans in 2015, with sources claiming that the pair had hit a hard bump.   

Jon Hamm and Jennifer Westfeldt worked on many projects.
Hamm and Jennifer announced their split in 2015. Photo Source: Instagram

The beloved pair confirmed their split in September 2015 with a joint statement. "With great sadness, we have decided to separate, after 18 years of love and shared history," the two wrote. An insider later disclosed the truth behind their seemingly perfect relationship.  

The source alleged that Westfeldt was more like a manager to Hamm than a girlfriend. What had been deemed a closely-knitted romance dynamic was Westfeldt tending to Hamm's needs. The source said, "He has always had demons and needed a mother figure in his life."  

Jon didn't believe in marriage when he was with Jennifer! 

Referring to Hamm's struggle with addiction, the source added, "It was generally assumed that they would break up once he got sober." Hamm's almost two-decades spanning relationship with Jennifer was certainly a life-altering experience for him, but the actor wasn't down to marry the actress.  

In an interview with Playboy in 2012, Hamm said that he wished to remain a bachelor. Citing his parent's broken marriage, the Emmy winner said, "I don't have that paragon of married life to look at and think, 'Oh yeah, that's it! That's what I want."  

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