Jennifer Westfeldt Dating Is She Not A Marriage Material?

May 2024 · 3 minute read

No news about Jennifer Westfeldt’s dating life or whether she has a new beau is available. However, she dated Jon Hamm for almost two decades

Jennifer Westfeldt and Jon Hamm were in a relationship for 18 years before announcing their split in 2015. 

The couple first met at a mutual friend’s birthday party in 1997, when they were both struggling actors. They later reconnected and began running lines together.

Despite their busy careers, the couple managed to maintain a steady relationship

However, rumors of a rift began circulating in the media months before they officially announced their separation.

According to sources close to Hamm, Westfeldt had taken on more of a managerial role in the relationship in recent years, supporting him during difficult times and after hard nights of partying. 

It was generally assumed that they would break up once Hamm completed rehab for alcohol abuse earlier in the year, as he no longer needed to lean on Westfeldt as much.

Their families reportedly loved them both but never thought the relationship would last. The split happened almost three weeks before the announcement, and Hamm was said to be upset but was working through the pain by going out with his guy friends, who are eager to set him up with younger women.

The couple frequently stated that they never wanted to get married. 

In a joint statement, the couple announced that they had decided to separate after 18 years of love and shared history but would continue to be supportive of each other in every way possible moving forward.

“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,” Hamm and Westfeldt said in their joint statement.

Where are they now? Is Jon Hamm engaged?

Fast forward to the present day, and Jon Hamm has found love and happiness with Anna Osceola, his former co-star in Mad Men, who is 17 years younger than him. 

PEOPLE confirmed the news of their engagement on Monday. 

The couple first met on the set of the popular television series “Mad Men” in 2015 when Anna played the role of Clementine, a receptionist at a spiritual retreat that Jon’s character, Don Draper, visited in the final episode of the show.

Although Jon, who is 51 years old, and Anna, who is 34, were photographed together once in 2017, rumors of their romance really took off in 2020 when they were repeatedly seen running errands together during the coronavirus lockdown.

The couple, who both steer clear of social media, have kept their relationship low-key, often spotted playing tennis together or enjoying a beach day in Santa Barbara, California.

In an interview on the Howard Stern show in September 2022, Jon hinted that he could see himself getting married someday, despite his previous aversion to tying the knot.

On the other hand, there have been no reports of Jennifer Westfeldt having a new partner. It’s a predictable situation that is rather unfortunate. 

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