Mad Men’s Jon Hamm is all smiles as he attends the men’s singles final at The US Open in New York City with new wife Anna Osceola – as Novak Djokovic wins title for the fourth time

Jon Hamm looked dapper in a gray suit as he watched the men’s singles final at the US Open in New York City on Sunday.

The actor, 52, was spotted watching with his new wife Anna Osceola the match between Novak Djokovic and Daniil Medvedev at Arthur Ashe Stadium in Queens.

The couple – who got married last June in Big Sur after two years of dating – seemed in good spirits as they eagerly watched the Grand Slam.

The Mad Men star opted for a crisp white open-collar shirt with the smart gray outfit and wore dark sunglasses.

Meanwhile, Anna cut a stylish figure in a green gingham shirt dress, accessorized with two gold necklaces and sunglasses.

Many more stars showed up for the legendary sports competition, which saw Djokovic win another 24th Grand Slam title – for the fourth time.

The star-studded event saw the likes of Justin Timberlake, Nicole Kidman, Emily Ratajkowski, Matthew McConaughey and a steamy appearance from Kylie Jenner and Timothee Chalamet.

Jon and Anne met on the famous Mad Men series finale in 2015, the same year he finally ended his 18-year relationship with Jennifer Westfeldt.

During his previous relationship, which lasted almost two decades, the 52-year-old was adamant that he would never tie the knot, stating that he had “no specific example of a marriage.”

‘My parents divorced when I was two and never remarried. So it doesn’t mean anything to me,” he said during an interview with Playboy in 2012. “I don’t want to say it shouldn’t mean anything to other people. I’m not condemning it one way or the other.’

The star continued, “It’s just my experience. I don’t have that epitome of married life that I look at and think, ‘Oh yeah, that’s it! That is what I want!”

Additionally, he stated that he had no “drive to have a baby.”

Still, he wasn’t completely against becoming a father, saying he didn’t “rule it out.”

Just months after meeting Anna on the set of Mad Men, Jon and Jennifer announced that they had ended their long-term relationship.

It is with great sadness that we have decided to part ways, after 18 years of love and shared history,” they told ET in a joint statement. We will continue to support each other in every way we can in the future.”

At the time, a source told the outlet that Jon’s “party lifestyle” had become too much for Jennifer.

“Jon and Jennifer really fought hard to make their relationship work, Jennifer more than Jon,” the source revealed. ‘They were together for years, but eventually it became too much work. It’s no secret that Jon likes to go out and lives a very party lifestyle. And Jennifer was just tired of that.”

Additionally, it was claimed that Jennifer wanted him to “grow up,” but “he never wanted that.”

Eventually, she got tired of “being his mother.”

However, eight years after their divorce, he managed to finally walk down the aisle with Osceola, who is 17 years his junior.

The couple reportedly started dating in 2020, five years after they were introduced on the set of his AMC show, which ran from 2007 to 2015.

Anna played a small role as a receptionist named Clementine at Esalen, a spiritual retreat in California that Jon’s character (Don Draper) attended in the series finale.

The couple was spotted together in 2017, but rumors of their romance only really intensified in 2020, when the pair repeatedly went shopping together during the coronavirus lockdown.

The couple exchanged vows just before sunset at Anderson Canyon in Big Sur, California, where they were first introduced during the filming of the series finale.