Jon Hamm: Girlfriend, Inside the ‘Mad Men’ Star’s Dating Life

Jon Hamm dating life is fraught with rumors and secrecy.

The Mad Men star Jon Hamm has a history of rumored relationships with A-listers, one of which lasted 18 years.

After his long-term relationship ended, Hamm’s personal life appeared to be unstable. However, this appeared to change for the better in 2020.

Who is Jon Hamm’s current Girlfriend?

On June 23, 2020, Jon Hamm and Anna Osceola confirmed their relationship. Us Weekly was the first to confirm their existence.

For more than three years, there had been numerous sightings and countless rumors.

In 2015, Hamm and Osceola appeared to first develop chemistry while working on Mad Men.

They appeared as Clementine and Don Draper in the show’s season finale that year.

They were only seen together in public again in 2017. According to Extra, Hamm was seen leaving a coffee shop with his girlfriend.

In 2018, they were seen playing tennis together. The Daily Mail obtained photographs of them participating in the sport.

Following the tennis match, rumors of them being a couple took off.
People began to comment on his Instagram photos about his relationship, and admiration for them as a couple spread among Instagram fan accounts.

Public appearances became more common as May 2020 approached. On May 23, 2020, they were out playing tennis in matching green outfits.

According to Twitter posts, they went on an outing the next day in Los Angeles. Fans recognized his female companion as Osceola right away.

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 appearance was scheduled for March 2021. On March 13, they ran errands and got groceries, just days after his 50th birthday on March 10.

Previous relationships of Jon Hamm

For many years, Hamm was with Jennifer Westfeldt, a former girlfriend and frequent collaborator. They first met at a birthday party for a mutual friend.

They began dating in 1997 and remained together despite many of his drinking and partying problems.

Their relationship was also dogged by breakup rumors. Despite everything, they remained together. He even credited her with getting him through his alcohol rehab days.

Their relationship, however, eventually ran its course, and they announced their split in September 2015.

“We have decided to separate with great sadness, after 18 years of love and shared history,” they said in a statement to People. “We will continue to support each other in any way we can going forward.”

This sparked a flurry of dating rumors involving a slew of A-listers. First, in June 2017, he was linked to Jenny Slate, with whom he had previously collaborated on Aardvark.

Soon after, it was reported that Hamm and Dakota Johnson were dating. Both of these relationships were never confirmed.

Elisabeth Moss’ name was also mentioned, but there was no proof of a connection. This, too, vanished.

Then, in late 2019, while appearing with Osceola, he was spotted with Ben Affleck’s ex-girlfriend, Lindsay Shookus.

According to multiple sources, they were flirtatious while seeing a Broadway show together. They were seen out for dinner in New York City again a few months later.

The dating rumors, however, were denied by Hamm’s representatives. “They are not friends; they are acquaintances,” Page Six reported in July 2017.

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