Home Entertainment Jon Hamm and Anna Osceola look loved-up as they stroll through New York City smiling and laughing

Jon Hamm and Anna Osceola look loved-up as they stroll through New York City smiling and laughing

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Jon Hamm and his wife Anna Osceola, 35, looked blissfully happy as they strolled through New York City together

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Jon Hamm and his wife Anna Osceola, 35, looked blissfully happy as they strolled through New York City together.

The Mad Men actor, 53, looked preppy in pink trousers with a white tee and navy cardigan.

His hands were shoved into his pockets as he smiled as he spoke to his wife.

The Bridesmaids actor – who put on a great display alongside his wife’s glamor during awards season – also wore glasses and a tan ball cap, and slipped his feet into a pair of white and black Adidas sneakers.

Anna wore white pants with a cozy looking red and black sweater and brown coat. She wore sunglasses and the same Adidas shoes her husband wore.

Jon Hamm and his wife Anna Osceola, 35, looked blissfully happy as they strolled through New York City together

Jon Hamm and his wife Anna Osceola, 35, looked blissfully happy as they strolled through New York City together

The Mad Men actor, 53, looked preppy in pink trousers with a white t-shirt and navy cardigan

The Mad Men actor, 53, looked preppy in pink trousers with a white t-shirt and navy cardigan

The Mad Men actor, 53, looked preppy in pink trousers with a white t-shirt and navy cardigan

The Confess, Fletch actress carried a black crossbody handbag and a bottle of water.

Hamm and Osceola first met while working on the series finale of Mad Men, where she portrayed Clementine, a flower child receptionist at the spiritual retreat center Esalen in Northern California.

Anderson Canyon in the Big Sur region provided the Esalen Institute setting in the episode.

Romance rumors swirled around them in 2020 as they were repeatedly spotted running errands together during coronavirus lockdowns.

They confirmed their relationship in March 2022 when she attended a few Oscar parties on his arm, including the famous annual Vanity Fair party.

The couple were married in a ceremony at Anderson Canyon in Big Sur, California in June 2023 after dating for two years and being engaged for four months.

Hamm joked about getting married for the first time at age 52 on an appearance on Jimmy Kimmel Live.

‘It only took me half a century but I thought I might as well get it right, so there it is,’ he laughed.

Hamm and Osceola first met while working on the series finale of Mad Men, where she portrayed Clementine, a flower receptionist at the Esalen spiritual retreat center in Northern California, pictured in 2024

Hamm and Osceola first met while working on the series finale of Mad Men, where she portrayed Clementine, a flower receptionist at the Esalen spiritual retreat center in Northern California, pictured in 2024

Hamm and Osceola first met while working on the series finale of Mad Men, where she portrayed Clementine, a flower child receptionist at the Esalen spiritual retreat center in Northern California, pictured in 2024

Anderson Canyon in the Big Sur region provided the Esalen Institute setting in the episode, set in 2024

Anderson Canyon in the Big Sur region provided the Esalen Institute setting in the episode, set in 2024

Anderson Canyon in the Big Sur region provided the Esalen Institute setting in the episode, set in 2024

Romance rumors swirled around them in 2020 as they were repeatedly seen running errands together during coronavirus lockdowns, pictured in 2024

Romance rumors swirled around them in 2020 as they were repeatedly seen running errands together during coronavirus lockdowns, pictured in 2024

Romance rumors swirled around them in 2020 as they were repeatedly seen running errands together during coronavirus lockdowns, pictured in 2024

They confirmed their relationship in March 2022, when she attended a few Oscar parties on his arm, including the famous annual Vanity Fair party; pictured in 2024

They confirmed their relationship in March 2022, when she attended a few Oscar parties on his arm, including the famous annual Vanity Fair party; pictured in 2024

They confirmed their relationship in March 2022, when she attended a few Oscar parties on his arm, including the famous annual Vanity Fair party; pictured in 2024

The couple were married in a ceremony at Anderson Canyon in Big Sur, California in June 2023 after dating for two years and being engaged for four months; pictured in 2024

The couple were married in a ceremony at Anderson Canyon in Big Sur, California in June 2023 after dating for two years and being engaged for four months; pictured in 2024

The couple were married in a ceremony at Anderson Canyon in Big Sur, California in June 2023 after dating for two years and being engaged for four months; pictured in 2024

He also said their wedding was ‘a perfect day’.

“It was very exciting,” he told host Kimmel. ‘We did it this summer in beautiful Big Sur. It was a perfect day.’

Hamm shared that they chose a small guest list. ‘It was very sparsely visited, by our decision; it was small. And man, it was amazing,’ he recalled.

Hamm previously dated writer and actress Jennifer Westfeldt for 18 years from 1997 to 2015.

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