Who has Jon Hamm dated?

FOLLOWING his split from Jennifer Westfeldt, Jon Hamm started dating Anna Osceola.

The Emmy Award winner met his wife during the filming of Mad Men.

Jon Hamm and Jennifer Westfeldt were together for 18 years

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Jon Hamm and Jennifer Westfeldt were together for 18 yearsCredit: Getty

Why did Jon Hamm and Jennifer Westfeldt split?

On September 7, 2015, Jon Hamm and Jennifer Westfeldt announced their split after 18 years together.

At the time, the former couple said in a statement: “With great sadness, we have decided to separate, after 18 years of love and shared history.

“We will continue to be supportive of each other in every way possible moving forward.”

Insiders close to the pair have attributed Jon’s “party-heavy lifestyle” and battle with alcoholism to why he and Jennifer parted ways.

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Jon Hamm and Anna Osceola's relationship explained

“Jon and Jennifer really fought hard to make their relationship work, Jennifer more so than Jon,” a source told ET.

“They were together for many years but in the end, it was too much work.

“It’s no secret that Jon likes to go out, and leads a very party-heavy lifestyle, and Jennifer was just tired of that.

“She wanted him to grow up and he never wanted to. She was tired of being his mother.”

When did Jon marry Anna Osceola?

On June 24, 2023, Jon and his fiancée Anna Osceola tied the knot after two years of dating.

The newlyweds held their nuptials at Anderson Canyon in Big Sur, California.

Jon and Anna’s wedding ceremony was attended by Brooke Shields, John Slattery, Tina Fey, Larry David, and Paul Rudd.

Anderson Canyon is also where Mad Men filmed its series finale.

Jon Hamm and Anna Osceola pictured together at the 2023 Vanity Fair Oscars Party

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Jon Hamm and Anna Osceola pictured together at the 2023 Vanity Fair Oscars PartyCredit: Getty

How did Jon and Anna meet?

Jon and Anna first encountered one another while filming Mad Men’s final episode.

On the show, Anna played a guest character named Clementine; the receptionist at the spiritual retreat where Jon’s character Don Draper took up residence.

The two later appeared in the 2022 comedy Confess, Fletch.

On February 27, 2023, it was revealed the pair were engaged after dating since 2020.

“I’m in a relationship right now and it’s comfortable,” Jon told Howard Stern.

“It’s a feeling of taking care of someone else and being taken care of.

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“It’s only been in the last couple of years, my kind of sitting down and really thinking about all that stuff, that’s made the relationship that I’m in now even more meaningful, and opened up the possibility of things like…being married, having kids, defining a new version of happiness, life, wellness.

“It sounds hokey and whatever but it’s real, and for one of a better word, it’s what I’m working for. What else is there other than that?”

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