Often seen grinning like a Cheshire cat, model and blogger Oliver Cheshire doesn’t come across as your bog-standard Zoolander male model. Yes, he can pull out the killer pout at an instant, has the pop star fiancé (singer Pixie Lott) and the cheekbones sharp enough to cut diamonds, but London-born Cheshire’s ace up the sleeve is his ability to come across as an approachable everyman with an outfit for every day.

It’s meant that he has been able to successfully bridge the gap between high fashion – cavorting down the catwalk for Dolce & Gabbana or modeling underwear for Calvin Klein – and high-street fashion as one of the faces of Marks & Spencer. So how has he managed to pull it off?

The Look

Well, Cheshire realizes that relatable style needs to be adaptable and versatile, with a strong outfit available for every occasion. Expect well-fitted suits with a natty check for when fashion week rolls around and a simple, clean tracksuit under a winter coat for when he has just rolled out of bed on a Sunday morning.

If Cheshire does want to make a statement it is usually with a jacket or a shirt (if it’s a shirt, then the jacket is muted). Footwear is simple but elegant – Chelsea boots in black or brown suede, clean chunky trainers, and dainty dress shoes – almost always without socks. #FreeTheMankle.

Inspiration: David Beckham, Ryan Gosling, The Talented Mr. Ripley

Go-To Brands: Marks & Spencer, Dolce & Gabbana, Dior

Follow Him: @oliver_cheshire

Hug a Hoodie

The likelihood is you only ever chuck a hoodie on around the house, dare anyone out of its confines see you in one. But Cheshire wears his with pride and so should you by ensuring it is plain and unbranded and kept timeless in a fresh, basic color.

Hoodies are also designed for comfort so take after Cheshire and invest in a soft cotton piece and combine it with either tailored trousers or, as he’s done here, a collared shirt, for a look that is bang on the ‘high-low’ trend.