Jon Hamm's 2015 life was a disaster. A criminal investigation into Jon Hamm's college days led to his prosecution. It turned out that he was the leader of brutal fraternity hazing attacks in Texas. All of this was revealed in 2015. After Mad Men ended in 2015, Hamm entered rehab and Jennifer Westfeldt was done with their 18-year marriage. This was a longer marriage than many others and was essentially a common law marriage. Hamm was married to Anna Osceola (34). Hamm is 51. They are now engaged:
Jon Hamm is engaged to Anna Osceola PEOPLE has confirmed that the Fletch and Confess costars will wed after two years of being together. They first met on the set in 2015 of AMC's Mad Men. Then, they were spotted together again on numerous occasions. In 2020, the pair was romantically linked. Hamm's rep did not comment.
Osceola (34), appeared in the series' last episode. She played a small part as the receptionist at Esalen. Esalen is a retreat for spiritual California that Hamm's character Don Draper attended. Jennifer Westfeldt, Hamm's long-term partner, was also present at the time. After 18 years of being together, the couple split up months later.
Osceola and Hamm, who are both secluded from social media, were photographed together in 2017. Romance rumors began to rise in 2020 after they were seen out several times. They have been seen out together for dinners, tennis, and a day at the coast. In September 2021, they also went on a vacation together to Italy.
[From People]
This couple has been together for at least two years. The math isn’t mathing. Concerning this engagement... One of the most mysterious aspects of Hamm's marriage to Westfeldt was their infidelity and the reason they didn't get married. Over the years we heard many different stories about Hamm being up for it, and her not, or vice versa. I'm not sure. It must be difficult to see your ex propose to your next girlfriend after nearly two decades of a long-term relationship. It's a sad moment, but congratulations to Anna Osceola and Hamm.
Photos courtesy Avalon Red and Backgrid
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