Anna, 35, clutched her husband’s bicep as they stepped out, both dressed in their autumn best.
Anna was a fall fashionista in a shearling suede coat thrown over a grey blazer and jeans, ever-so-slightly rolled to showcase her black heels.
She flashed a radiant smile, accentuated by a touch of blush and fresh swipe of lip gloss. Her fiery red tresses tumbled down in loose yet romantic ringlets.
Jon was looking dapper in a smart camel-hued coat worn over an olive green sweater, dark blue jeans, and well-worn boots. A blossoming five o’clock shadow added another rugged touch.
The Mad Men actor looked deep in thought as he meandered down the sidewalk with his glasses and phone in hand.
Timothee Chalamet was that evening’s Saturday Night Live host, while boygenius were the musical guests. The Call Me By Your Name actor was seen leaving the afterparty with his girlfriend Kylie Jenner.
Hamm and his spouse first met while working on the series finale of Mad Men, where she played a receptionist working at a spiritual retreat center.
Before meeting Anna, Jon was famously in a long-term relationship with actress Jennifer Westfeldt that began in 1997.
The pair remained together for nearly two decades before their split was publicly revealed in 2015.
Hamm subsequently moved on with Osceola, whom he initially began dating in 2020.
The happy couple remained together for two years before they made their red carpet debut during an Oscars afterparty that took place in March of last year.
The pair went on to tie the knot in Big Sur, California, this past June during a star-studded wedding ceremony that was attended by the likes of Paul Rudd and Tina Fey.
Hamm spoke about marriage during an episode of the Table For Two podcast, where he opened up about his view on the institution.
‘Ideally, it gives you and your partner a sense of stability and comfort and an identifying capacity that is better, deeper, richer, than “it’s my girlfriend” or “my boyfriend” or what have you,’ he said.
The performer, who recorded the episode not long before his wedding ceremony, then spoke about his expectations for his life with Osceola.
‘It’s exciting because it’s all potential, it’s all possibility, and it’s all positive.’