The Mad Men actor has a history of reported romances with A-listers, one of which lasted 18 years. After his long-term engagement ended, Hamm’s personal life seemed unstable. However, this seemed to turn for the better in 2020.
Jon Hamm girlfriend
On June 23, 2020, Jon Hamm and Anna Osceola announced their relationship. Us Weekly was the first to confirm their existence. This announcement came after many sightings and speculations for over three years. In 2015, Hamm and Osceola seemed to establish chemistry while working on Mad Men initially. They co-starred as Clementine and Don Draper in the show’s season finale that year.
After then, they were only seen in public together in 2017. According to Extra, Hamm was spotted exiting a coffee shop with his girlfriend. In 2018, they were spotted playing tennis together. The Daily Mail received photographs of them participating in the sport.
Following the tennis match, rumors of them being in a relationship took off.
People began to remark on his Instagram photos about his relationship, and admiration for them as a pair grew across Instagram fan accounts. As the election date of May 2020 neared, public appearances became increasingly prevalent. On May 23, 2020, they were out playing tennis in identical green suits.
According to Twitter tweets, they went on an excursion the following day in Los Angeles. Osceola, his female friend, was soon recognized by fans. The Daily Mail published photos of them out and about in West Hollywood on November 21, 2020. Hamm was said to have gone on a low-key dinner date. Their next performance was scheduled for March 2021. On March 13, they did errands and collected groceries, only a few days after his 50th birthday on March 10.
Previous partnerships of Jon Hamm
For many years, Hamm was in a relationship with Jennifer Westfeldt, a former girlfriend and regular collaborator. They initially met at a birthday gathering for a mutual acquaintance. They began dating in 1997 and have remained together through several of his troubles with alcohol and partying. Their relationship was also dogged by breakup rumors. Despite everything, they stayed together. He also praised her for helping him through his alcohol recovery days. Their love, however, finally ran its course, and they announced their breakup in September 2015.
“We have chosen to part with tremendous grief, after 18 years of love and shared history,” they said in a statement to People. “We will continue to be supportive of one another in whatever manner we can going ahead.”
This sparked a flurry of relationship rumors involving a slew of A-listers. First, in June 2017, he was connected to Jenny Slate, with whom he had previously collaborated on Aardvark. Soon later, it was reported that Hamm and Dakota Johnson were dating. Both of these romances remained unsubstantiated. The name of Elisabeth Moss was also put into the mix, although without any substantial evidence of a relationship. This, too, vanished. Then, in late 2019, when appearing with Osceola, he was seen with Ben Affleck’s ex-girlfriend, Lindsay Shookus. Many accounts said they were flirty while seeing a Broadway musical together. They have photographed out for dinner in New York City again a few months later. The relationship rumors, however, were rejected by Hamm’s reps. In July 2017, the representatives told Page Six, “They are not pals; they are acquaintances.”
