Summer is an opportune time for many things: mowing the lawn, exercising outdoors, temporarily running away from all adult responsibilities (AKA going on holiday) and trying things you’ve never done before, such as falling in love or, you know, wearing a romper.

Joke, you should never wear a romper. Ever. Rompers are, despite what certain Kickstarter campaigns might argue, for kids, and for kids only. Like a onesie, you could feasibly wear a romper alone in the privacy of your own home, but it would still be patently, irrefutably weird.

There are, however, other pieces worth trying this summer. Like those warm-weather staples you may have been putting on the long finger for fearing of royally effing them up. Well, now’s the time to take the plunge. These are summer’s most difficult wears, and how – according to the experts – you should wear them.

(Related: Every Trend, Colour & Material You Need To Know About This Summer)

Cropped Trousers

Trousers with shorter legs have two main advantages: they allow air to circulate around that sweaty shin-ankle area (shankles?), and they proffer a welcome alternative to regular trousers, which although objectively fine, can get pretty boring if worn day in, day out.

But tread carefully. Opt for the wrong crop and you’ll be left convincing your mum that no, seriously, you haven’t robbed her three-quarter threads. The perfect length for a cropped trouser ends a couple of inches above your ankle.

“Cropped trousers [also] make your feet the focus, so major consideration needs to be given to your choice of footwear,” says Lee Goldup, menswear buyer at designer retailer Browns. “For a casual take on the cropped trouser, pull them on with a pair of sneakers [and steer clear of visible socks].” Or, for a smarter take, try a pair of classic Derbies.

“If you’re going to wear socks with this slightly more formal shoe, make sure they’re plain (preferably ice-white) and not too short,” he adds.

(Related: Style Mistakes To Avoid This Summer)

Men's Cropped Trousers Fashion & Style Outfit Inspiration Lookbook

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Short-Sleeved Shirt

Most short-sleeved shirt #stylefails stem from one misconception: that they are basically the same as long-sleeve ones. Sure, there are a few instances where a shirt’s shorter cousin will do the job, but the safest way of styling one successfully is wearing it not like a shirt, but more like a T-shirt.

“Wear [a short-sleeved shirt] casually with jeans, chinos or shorts,” says Mr Porter style director Olie Arnold, who also stresses that the shirt should fit well, with the sleeves falling at least a good few centimetres above the elbow. “[Summer] is also an opportunity to experiment with prints and colours; Oliver Spencer and Gucci have some great [examples] in different prints and fabrics [this season].”

The biggest misstep according to Arnold? Erroneous accessorising. “Avoid wearing [one] with a tie or any sort of neckwear; you don’t want it to conjure up NASA control rooms,” he adds.

(Related: Go-To Summer Outfit Combinations)

Men's Short-Sleeved Shirts Fashion & Style Outfit Inspiration Lookbook

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Vest

Like a tight T-shirt (only much less forgiving), a vest looks best on a body that’s seen the inside of a gym regularly beyond the first couple of weeks of January. But while a stellar set of pecs, guns and abs (AKA the swolly trinity) will lay a solid foundation, only some savvy styling can transform this humble sportswear piece from frat boy to fashionable.

(Related: How To Build A Beach Body If You’ve Left It Too Late)

“A tank top is best worn beneath an unbuttoned shirt or layered under knitwear,” says Arnold. “If [you want to wear one] on its own, then it needs to be a statement piece such as Dries Van Noten’s mesh tank top.” Better book that PT session.

Men's Vests Fashion & Style Outfit Inspiration Lookbook

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Florals

A decade ago, men in florals conjured up images of, at best, Tom Selleck, at worst, Homer Simpson in that mumu dress. Now, though, prints inspired by flowers and plants are as synonymous with summer menswear as sandals. They’re still a damn sight more difficult to get right, mind.

“There are two ways to wear a floral print,” says Goldup. “Either with something plain to draw focus to the print, or with another pattern for a more daring, mismatched look. Opt for a larger floral print for the former and a smaller, more subtle print for the latter. It’s all about balance when it comes to prints, and florals are no exception.”

Men's Vests Fashion & Style Outfit Inspiration Lookbook

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Light Neutral Suit

Go out on a limb with us here: what if your suit wasn’t grey, navy or black? What if your suit was… beige?

Too far? Well, get used to it, because menswear’s current preoccupation with light, neutral colours such as beige, stone and tan has grown beyond the confines of a Yeezy-inspired, hole-y longline T-shirt.

“A neutral coloured suit is a great way to add variation to a summer wardrobe amongst the sea of classic grey and navy,” says Arnold. “Keep it simple by wearing with a shirt in a white or blue tone, and add interest through a textured or patterned tie or pocket square.”

It couldn’t hurt to work on your reflexes either: trust us, those pint stains are a nightmare to get out.

(Related: The Complete Spring/Summer Suit Edit)

Men's Light Neutral Summer Suits Fashion & Style Outfit Inspiration Lookbook

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Denim Shorts

There are two things you probably don’t want to look like when wearing denim shorts this summer: 1) Daisy Duke, and 2) a Gay Pride reveller circa 1999. Ensuring you look like neither is essentially a two-step process.

Firstly, find the right fit and style. “Fit-wise, you’ll want a pair that’s not too tight, but not so loose as to make you look like the long-lost member of Limp Bizkit,” says Time Out style editor Miriam Bouteba. Style-wise, most washes work, but bear in mind that a pair of black denim shorts will prove much more versatile, and generally user-friendly, than a bleached pair with rips.

Secondly, wear them with the right pieces. That’s a yes to the vintage tee, Vans and Rains jacket, and a resounding no to the Oxford shirt, boat shoes and lightweight jumper.

Men's Denim Shorts Fashion & Style Outfit Inspiration Lookbook

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Linen Blazer

The rules for pulling off a linen blazer are much the same as those for any other blazer. Chiefly, it should fit properly.

“Linen looks dreadful when it’s too tight,” says Bouteba. “So shop around for one that is cut slightly looser than a dinner jacket – think Jeremy Corbyn in the Middle East and you’re just about there.”

Resist any temptation to wear it with a hat. Unless the aim is to actively communicate to the world in no uncertain terms that the Man from Del Monte is your all-time style icon.

Other than that, it’s pretty much plain sailing: wear yours with shirts, Breton tees, lightweight chinos and chino shorts. And maybe invest in a garment steamer if you don’t want to spend your entire summer ironing and/or hanging out at the dry cleaners.

Men's Linen Blazers Fashion & Style Outfit Inspiration Lookbook

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