Oliver Cheshire (born 3 June 1988) is a British model and fashion entrepreneur known for his classic masculinity and sartorial precision. Discovered at age 15, Cheshire quickly became a leading face in menswear, fronting campaigns for brands like Dolce & Gabbana, Calvin Klein, and Marks & Spencer. Beyond the runway, he’s emerged as a respected voice in fashion, co-founding his own label, Ché Studios, which blends elevated resortwear with contemporary tailoring.

Cheshire’s personal style is quintessentially British with a modern Italian twist—impeccably cut suits, crisp shirting, and off-duty looks that exude effortless polish. His eyewear choices are as considered as his tailoring. He favours refined aviators, structured acetate frames, and vintage-inspired silhouettes that nod to mid-century icons. Brands like Persol, Cutler and Gross, and Tom Ford align with his aesthetic: timeless, rakish, and editorial-ready. Whether on the FROW or walking the streets of London, Oliver Cheshire wears sunglasses with a sense of purpose—always immaculate, always intentional, and always one step ahead in the menswear game.