It’s a widely accepted truth that some wardrobe classics never date; a black leather biker jacket looks as slick today as it did on Brando in The Wild One, and no item of clothing will ever top a white button-down Oxford shirt’s versatility. But if these are the staple pieces you can’t be caught without, then what are the looks that persist in menswear as trends come and go? Simple, stylish and easy to wear, these iconic looks (worn here by five similarly iconic men) never get old. Since departing playing fields for the wardrobes of stylish men everywhere, the sweatshirt’s enduring success (it has been worn by practically every style tribe imaginable in one form or another) has always been in its simplicity. Few men understood this as completely as Paul Newman, who regularly paired his sweatshirts with another preppy classic: chino trousers. What is it about this combination that works so well? It’s essentially a case of ‘opposites attract’. Chino trousers – while less formal than tailored trousers – have an air of vague formality. Conversely, the sweatshirt lends its wearer an unfussy, relaxed edge. Together, these unlikely bedfellows make a pairing that lands right in that smart-casual sweet spot, providing men with a means to look effortlessly stylish while off-duty. Is there a more time-honoured (and easy to throw on) combination than a white T-shirt and pair of white jeans? Yes, there are those tricky nuances of light and shade to master with this coupling, but the rewards to be reaped are worth it. It’s a fast track to summer-ready style in two pared-back steps. Though the idea of a wearing a crew-neck T-shirt with jeans in the same shade might seem simple enough, donning this classic look can stump even the most savvy of dressers. Firstly, there’s the issue of choosing a skin tone-appropriate shade of white (cream and stone work best for those with paler complexions, by the way), followed by the small matter of how to match shades. Take your cue from a man who knew how to wear almost anything well: Steve McQueen. Typically opting for jeans a shade or two darker than his white T-shirt, McQueen mastered a look which continues to feel fresh year after year. If, however, your local temperature doesn’t match LA’s, then switching out a short-sleeved tee for long-sleeved style works equally well, as does throwing a bomber or cardigan over the top in a contrasting hue.