Jon Hamm cut a dapper figure in a gray suit as he watched the men’s singles final at the US Open in New York City on Sunday.
The 52-year-old actor was spotted with his new wife Anna Osceola while watching the match between Novak Djokovic and Daniil Medvedev at Arthur Ashe Stadium in Queens.
The couple, who tied the knot in Big Sur last June after two years of dating, seemed in high spirits as they eagerly watched the Grand Slam.
The ‘Mad Men’ star opted for a crisp white open-neck shirt and dark sunglasses to complement the sleek gray outfit.
Meanwhile, Anna looked stylish in a green gingham check shirt dress, paired with two gold necklaces and paired with sunglasses.
All smiles: Jon Hamm cut a dapper figure in a gray suit as he watched the men’s singles final at the US Open in New York City on Sunday
Couple: The 52-year-old actor was seen seated with his wife Anna Osceola while watching the match between Novak Djokovic and Daniil Medvedev at Arthur Ashe Stadium in Queens
Many other stars came to the legendary sports competition, where Djokovic won the 24th Grand Slam title again – for the fourth time.
The star-studded event was attended by the likes of Justin Timberlake, Nicole Kidman, Emily Ratajkowski, Matthew McConaughey and Kylie Jenner and Timothee Chalamet.
Jon and Anne met on the Mad Men series finale in 2015, the same year he finally ended his 18-year relationship with Jennifer Westfeldt.
During his most recent relationship, which spanned nearly two decades, the 52-year-old insisted he would never tie the knot, as he explained he had “no particularly defined example of marriage”.
“My parents divorced when I was two years old and never remarried. “So it means nothing to me,” he said during a 2012 interview with Playboy. “I don’t mean to say it shouldn’t have meaning for other people. I’m not judging it one way or the other.’
The star continued, “It’s just my experience.” I don’t have a paragon of married life that I could look at and be like, ‘Oh yeah, that’s it!’ That’s what I want!”
Furthermore, he stated that he had “no driving force for having a child.”
However, he wasn’t completely against becoming a father as he said he wasn’t ruling it out.
Exciting: The couple, who tied the knot in Big Sur last June after two years of dating, seemed in high spirits as they eagerly watched the Grand Slam
Amazing: The ‘Mad Men’ star opted for a crisp white open-neck shirt with the sleek gray outfit and donned dark sunglasses, while Anne looks chic in a green gingham dress
Just months after meeting Anna on the set of Mad Men, Jon and Jennifer announced they had ended their long-term relationship.
“It is with great sadness that we have decided to separate after 18 years of love and history together,” they told ET in a joint statement. We will continue to support each other in every way we can.”
At the time, a source told the outlet that Jon’s “party-heavy lifestyle” had become too much for Jennifer.
“Jon and Jennifer have fought really hard to make their relationship work, Jennifer more than Jon,” the source revealed. “They dated for many years but it ended up being too much work.” It’s no secret that Jon enjoys going out and has a very party lifestyle. And Jennifer was just sick of it.’
Additionally, it was claimed that Jennifer wanted him to “grow up” but “he never did.”
Eventually she got tired of “being his mother.”
However, eight years after their separation, he finally managed to walk down the aisle with Osceola, who is 17 years his junior.
The pair reportedly began dating in 2020, five years after they were introduced on the set of his AMC show, which ran from 2007 to 2015.
Anna took on a small role as a receptionist named Clementine at Esalen, a spiritual retreat in California that Jon’s character (Don Draper) visited in the final episode of the hit series.
The pair were first spotted together in 2017, but rumors of their romance really took off in 2020 when the pair were spotted repeatedly running errands together during the coronavirus lockdown.
The couple exchanged vows just before sunset at Anderson Canyon in Big Sur, California, where they were first introduced while filming the series finale.
Shocking ending: Jon and Anne met on the ‘Mad Men’ series finale in 2015, the same year he finally ended his 18-year relationship with Jennifer Westfeldt; Seen in 2015