Jeffrey Dean Morgan is a Real-Life Cowboy

Jeffrey Dean Morgan is building a 20-foot windmill. Not from scratch, mind you, but pretty close. “The company that shipped it to me didn’t send all the parts,” he says. “So, I’ve been fabricating metal and making it up as I go. Parts have been flying around all morning.” It’s actually kind of an apt description of his acting career, too. He keeps making things up as he goes, and the parts keep flying.

It’s emblematic of the kind of guy Morgan is, too — as though the 49-year-old actor missed out on his true calling. Rugged, steely-yet-soulful good looks aside, the man shouldn’t be an actor. He’s a real-life cowboy. The kind of guy much more at home on his 60-acre ranch in upstate New York than the glossy hills of Hollywood. “We knew the second we saw it that this was where we’d spend the rest of our lives,” he says. “I get up every morning and walk a mile around the property. It’s probably my favourite part of the day.” Of course, most mornings he has company, in the form of loyal sidekick Bandit, who became part of the family by happy accident. While filming The Losers in Puerto Rico, Morgan witnessed a puppy get hit by a car and insisted on paying for the dog’s treatment. A week later, the dog was delivered to Morgan’s trailer with a full body cast. “I called [my wife] Hilarie, who was pregnant at the time, and said I was bringing home a dog. And here he is.”

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Leather jacket ($4,300), modal-silk blend scarf ($250), cotton jeans ($250), and crushed velvet shoes ($900) by John Varvatos.

Suede jacket ($2,700) by John Varvatos; wool turtleneck ($80) by Tommy Hilfiger; cotton jeans ($375) by Burberry Brit; leather belt ($760) by Louis Vuitton; Professional Diagono Chrono watch (his own) by Bulgari.

Wool sweater ($170) by Tommy Hilfiger.

Wool-nylon blend shearling coat ($1,900) by John Varvatos; silk-cotton blend sweater ($350) by BOSS; cotton jeans ($250) by John Varvatos Star USA; leather boots ($650) by Billy Reid; acetate glasses (his own) by Dolce & Gabbana; Black Sea Watch ($11,880) by Ulysse Nardin.

Shearling jacket ($2,530) by Coach; silk-cotton blend sweater ($330), cotton jeans ($250), and leather shoes ($850) by John Varvatos.

Cotton vest ($120) by Outback Trading Company; wool sweater ($520) by Rilly Reid; cotton jeans ($375) by Burberry Brit; leather boots ($200) by Tommy Hilfiger.

Wool sweater ($370) by A.P.C.; western straw hat (his own) by Durango Western.

Wool trench coat ($400) and wool sweater ($130) by Tommy Hilfiger.

Wool trench coat ($400) and wool sweater ($130) by Tommy Hilfiger; Black Sea watch ($11,880) by Ulysse Nardin.

But back to those parts that keep flying; this year, as ever, Morgan is busy appearing in a spate of popular shows, including The Good Wife (which you really should be watching), The Walking Dead, and Texas Rising. But the one that still holds a place in his heart is the same one your wife is probably still talking about: heartbreaker Denny Duquette on Grey’s Anatomy. “It gave me a career,” Morgan says. “It was like a coming out party at 40 years old. Without that I don’t know that I would have what I have now.” Including Bandit, and that half-finished windmill.

Photography by Matt Doyle
Styling by Rachel Wirkus at Starworks Artists
Grooming by Kristan Serafino at TraceyMattingly.com
Production by Pearl Veldwijk
Photo assisting by Paul Juniper
Stylist assisting by Danyell Twyman
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With our feeds full of throwbacks from 2016, we dug through the SHARP archives to find one of our favourite cover shoots: #HenryCavill gracing our April 2016 issue.

Head to the link in our bio to revisit a piece of SHARP history.

Words: Greg Hudson
Photography: Simon Emmett
Styling: Nathalie Riddle at Wib Limited
Grooming: Ciona Johnson-King at aartlondon using Lab series.
Stylist Assistant: Rosie Arkell-Palmer
Designer & Developer: Colin Rabyniuk
Shot on Location at the Mandarin Oriental Hyde Park, London
On Thursday, in Florence, @soshiotsuki, recent LVMH Prize winner presented their A/W 2026 Collection titled “In Florence” at @pittiuomo_official. Designer Otsuki who was a guest designer for Pitti Uomo hails inspiration from Giorgio Armani-style tailoring worn by Japanese salary men in the ‘90s and ‘00s, with soft, yet well-defined silhouettes, that exuded an innate, comfortable luxuriousness. At the link in bio, we break down what is making @soshiotsuki one of the most sought after up-and-coming brands.

Words and video: @shooting.people
Cover photo courtesy of @soshiotsuki