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Mad Men alum Jon Hamm and his castmate-turned-girlfriend Anna Osceola took a sunny stroll together in Manhattan’s SoHo neighborhood on Friday.
At 51, the Emmy winner is 17 years older than the flame-haired Law & Order alum, who looked leggy in a pair of black denim cut-off shorts.
Joining the May-December couple on the New York City sidewalk was their friend, two-time Emmy-winning writer Sarah Silverman.
Still going strong! Mad Men alum Jon Hamm and his castmate-turned-girlfriend Anna Osceola took a sunny stroll together in Manhattan’s SoHo neighborhood on Friday
Anna is Jon’s first public romance since ending his on/off 18-year relationship with The First Lady producer-writer Jennifer Westfeldt in 2015.
Hamm originally met Osceola in 2014 when she portrayed a receptionist at an Esalen-like spiritual retreat in California that his character Don Draper met during the series finale of AMC’s Mad Men.
The St. Louis native will next play Navy Vice Admiral Beau ‘Cyclone’ Simpson in Joseph Kosinski’s long-delayed, critically-acclaimed sequel Top Gun: Maverick, which finally hits US/UK theaters this Friday.
Out and about! At 51, the Emmy winner is 17 years older than the flame-haired Law & Order alum, who looked leggy in a pair of black denim cut-off shorts
Third wheel: Joining the May-December couple on the New York City sidewalk was their friend, two-time Emmy-winning writer Sarah Silverman (L)
‘If my eighth grade self could talk to my now self, both of us would not be computing that this is happening,’ Jon gushed on TODAY’s Sunday Sitdown.
‘It was a no brainer for me. I was just like, “Are you kidding? Yes, I don’t care what the part is. I would be in craft service on this thing if I could.” But then I got, like, a cool call sign and they put me in this wardrobe. I was like, “Are you kidding me? This is amazing!”‘
Producer Jerry Bruckheimer’s $152M-budget action flick also stars Tom Cruise, Miles Teller, Jennifer Connelly, Ed Harris, and Val Kilmer.
Red carpet official: Anna (R, pictured May 4) is Jon’s first public romance since ending his on/off 18-year relationship with The First Lady producer-writer Jennifer Westfeldt in 2015
Remember? Hamm originally met Osceola in 2014 when she portrayed a receptionist at an Esalen-like spiritual retreat in California that his character Don Draper met during the series finale of AMC’s Mad Men
Maverick arrives 36 years after the late Tony Scott’s 1986 original film Top Gun, which amassed $356.8M at the box office despite mixed reviews.
Meanwhile, the 51-year-old comedian last made headlines for admitting she shares a toothbrush with her boyfriend Rory Albanese, whom she began dating in 2020 after playing the video game Call of Duty together.
‘We’ve never not shared a toothbrush,’ Sarah told the stunned hosts and studio audience on May 11.
Hitting US/UK theaters this Friday! The St. Louis native will next play Navy Vice Admiral Beau ‘Cyclone’ Simpson in Joseph Kosinski’s critically-acclaimed sequel Top Gun: Maverick
Jon gushed on TODAY’s Sunday Sitdown: ‘If my eighth grade self could talk to my now self, both of us would not be computing that this is happening’
He continued: ‘It was a no brainer for me. I was just like, “Are you kidding? Yes, I don’t care what the part is. I would be in craft service on this thing if I could.” But then I got, like, a cool call sign and they put me in this wardrobe. I was like, “Are you kidding me? This is amazing!”‘
Need for speed: Producer Jerry Bruckheimer’s $152M-budget action flick also stars Tom Cruise (pictured), Miles Teller, Jennifer Connelly, Ed Harris, and Val Kilmer
‘Why is that so gross? We kiss each other where we pee! My body, my choice!’
Silverman was promoting the musical The Bedwetter, based on her 2010 memoir, which runs through July 3 at the Atlantic Theater Company’s Linda Gross Theater in Manhattan.
Tragically, The Bedwetter’s composer/co-writer – Grammy winner Adam Schlesinger – died, age 52, from the coronavirus in 2020.
G’ahhh! The 51-year-old comedian last made headlines for admitting she shares a toothbrush with her boyfriend Rory Albanese, whom she began dating in 2020 after playing the video game Call of Duty together
Sarah told the stunned hosts and studio audience on May 11: ‘We’ve never not shared a toothbrush. Why is that so gross? We kiss each other where we pee! My body, my choice!’
Officially opening tonight! Silverman was promoting the musical The Bedwetter, based on her 2010 memoir, which runs through July 3 at the Atlantic Theater Company’s Linda Gross Theater in Manhattan
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