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Gently is the premier digital publication for the modern, stylish man. Discover everything you need to 'live gently' with a curated selection of fashion, grooming, and lifestyle finds at every price point to help you enjoy a well-balanced life. Our content empowers men to discover what matters most to them (without having to do the digging themselves).

Fashion

A Dummy's Guide To Dressing Italiano – From Luca Faloni to Prada and Stone Island

Lo stile Italiano non è mai stato così facile da realizzare... and here's how you can do it with a few simple tweakments to your wardrobe. 

When a new season knocks on the door, it’s rude not to answer. But what’s even worse? Not being dressed for the occasion. And what better way to dress in the autumn months than Italiano? We’ve officially bid farewell to the summer and packed away our short chinos and patterned shirts, meaning it’s time to turn our attention to a more polished look – and if you ask me, the Italians do it best. When the mercury dips, it can be tempting to opt for distressed and baggy clothing, but do you think that's what they're up to in Rome or Milan? Unlikely. Quintessential Italian men’s style is instantly recognisable: perfectly fitted, expertly crafted, with a touch of sprezzatura (effortless nonchalant for those behind on their Duolingo streak).

Italian fashion is all about mastering that balance between sophistication and ease. It’s the kind of elegance you see brought to life in films like The Talented Mr. Ripley, which is, for most of us, is the defining cultural moment where we truly fell n love with the look. Communicated through Jude Law's timeless wardrobe of linen trousers, well to-do loafers and, most importantly, Italian knits, never has effortless looked so darn put together. Granted, Law's Dickie Greenleaf is aan eternal example of good summer style but these fashion principles are perennial. So, what's the formula?

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Everything seems to look good on Italians, doesn’t it? It's all down to the fit. Clothing that fits like a proverbial glove is paramount, whether it’s the length of your trousers, the cut of your blazer or even the simplest of knits or t-shirts, everything should look made to measure (even if it isn’t). Buying quality fitted shirts and cashmere cardigans is a surefire way to achieve this look, and once you add in some well-fitting tailored trousers, you’re onto a winner.

This obsession with fit and quality is what defines Italy's fashion legacy. The names Gucci, Prada, Valentino, Missoni, Armani, Ermenegildo Zegna, and Tod’s will be familar - they're some of the country's greatest exports. Each and every one of these brands has mastered the art of blending tradition with innovation, maintaining their home country's status as an icon of global fashion.

If you’re not sure where to start and you’re looking for some basic pieces to kickstart your Italiano phase – look no further. We've rounded up 13 must-consider pieces to jumpstart your capsule wardrobe this season, from the who's who of Italian brands including Brunello Cucinelli, Luca Faloni and more. But don't worry, you don't have to always drop €€€ to get the look - we've included pieces that tap into those core Italian principles so you can get the look for less. It’s time to say ‘ciao’ to your new autumn uniform.

Massimo Dutti Distressed Suede Leather Overshirt

Massimo Dutti

Distressed Suede Leather Overshirt

£299.00

Massimo Dutti Distressed Suede Leather Overshirt

With its rugged texture and lived-in feel, this goatskin suede piece adds a subtle edge to the polished Italian-inspired wardrobe. Despite its relaxed appearance, the overshirt maintains the signature emphasis on fit, ensuring a slightly tailored silhouette that looks really good with over fitted turtleneck or fine knitwear.

Luca Faloni Zip-up 2-Ply Cashmere

LUCA FALONI

Zip-up 2-PLY CASHMERE

£325.00

Luca Faloni Zip-up 2-Ply Cashmere

This zip-up cashmere jumper fits like a glove and looks equal parts polished and casual. When in the office, wear with with a shirt underneath, or on a Sunday at the pub style with a a simple t-shirt underneath.

Brunello Cucinelli Wool Prince of Wales Bomber Jacket

Brunello Cucinelli 

Wool Prince of Wales double cloth shirt-style bomber jacket

£3800.00

Brunello Cucinelli Wool Prince of Wales Bomber Jacket

Exclusive workmanship and materials elevate the casual aesthetic of this shirt collar bomber jacket, and with sporty details such as the knit trim and chest pocket - this piece is extremely versatile.

Luca Falconi Shawl Cardigan 

LUCA FALONI

Shawl Cardigan 4-PLY CASHMERE

£675.00

Luca Falconi Shawl Cardigan 

This shawl-style cardigan is fitted enough to remain in keeping with the Italiano vibe, but relaxed enough to keep you feeling comfortable and relaxed in what you're wearing.

Luca Faloni Classic Brushed Cotton Shirt 

LUCA FALONI

Classic Shirt BRUSHED COTTON

£170.00

Luca Faloni Classic Brushed Cotton Shirt 

A brushed cotton shirt is ideal for the chiller months, and this fitted number from Luca Faloni will look great with everything from smart suit trousers to chinos or jeans.

Reiss Merino Wool Half Zip Funnel Neck Jumper

Reiss

Merino Wool Half Zip Funnel Neck Jumper

£98.00

Reiss Merino Wool Half Zip Funnel Neck Jumper

A perfect example of timeless, refined menswear is this Reiss Merino knit. Crafted from soft, luxurious merino wool, this jumper embodies the Italian-style focus on quality and fit - but without the luxury price tag.

Tod's City Gommino Logo-Debossed Suede Driving Shoes

Tod's

City Gommino Logo-Debossed Suede Driving Shoes

£515.00

Tod's City Gommino Logo-Debossed Suede Driving Shoes

You don't have to be a regular at Pitti to appreciate the elegant simplicity of Tod's driving shoes - especially when they're as classic as this 'City Gommino' version. Crafted in Italy from smooth suede, this pair is finished with supple linings and set on the brand's signature rubber 'pebbles' - they're how this style got its name.

LORO PIANA Straight-Leg Pleated Wool-Twill Suit Trousers

MR PORTER

LORO PIANA Straight-Leg Pleated Wool-Twill Suit Trousers

£990.00

LORO PIANA Straight-Leg Pleated Wool-Twill Suit Trousers

If you want to look the epitome of elegance, try a Loro Piana suit. Part of a two-piece, these trousers are cut from double-layered wool-twill that's treated for water-repellency and cut with relaxed, straight legs enhanced by sharp double pleats. 

Gucci Leather Interlocking G Belt

Gucci

Leather Interlocking G Belt

£335.00

Gucci Leather Interlocking G Belt

Obviously. But, actually, go for something less obvious, moving the logo detail to more of an accent rather than the main event. We're going for effortless, remember?

Massimo Dutti Microtextured Cotton Plique Polo Shirt

Massimo Dutti

Microtextured Cotton Plique Polo Shirt

£35.95

Massimo Dutti Microtextured Cotton Plique Polo Shirt

This polo shirt is perfect for capturing the Italian approach to dressing—fitted and refined, yet effortlessly relaxed. Whether paired with tailored trousers or layered under a lightweight jacket, it’s a stylish, understated piece for the transitional season (and a bit of a bargain).

Brunello Cucinelli Garment-dyed Corduroy Trousers

Brunello Cucinelli 

Garment-dyed leisure fit trousers in cotton corduroy

£820.00

Brunello Cucinelli Garment-dyed Corduroy Trousers

These casual and elegant cotton corduroy leisure trousers boast of soft proportions in the seat and a slightly low waist for a more relaxed feel that can be dressed up with ease.

Stone Island Shirt Jacket with Anti-Drop

STONE ISLAND

Shirt Jacket with Anti-Drop

£880.00

Stone Island Shirt Jacket with Anti-Drop

A streamlined jacket made from a wool-nylon cloth, this modern raincoat from Stone Island will keep you looking smart whatever the weather.

Prada Brushed Leather Lace-ups

PRADA

Brushed leather lace-ups

£870.00

Prada Brushed Leather Lace-ups

These brushed leather lace-ups are the epitome of suave and sophisticated. In a deep brown hue and with an ultra flat sole that melds into the upper, these shoes will fast become a staple and prove to be the best investment you'll make in footwear this season.

Brunello Cucinellu Silk Blend Polo

Brunello Cucinelli 

Silk and cotton lightweight jersey long sleeve polo with shirt-style collar

£690.00

Brunello Cucinellu Silk Blend Polo

This long sleeve polo is a must-have menswear piece, and thanks to cotton and silk blend, this piece boasts of lightness and a smooth sensation against the skin. Perfect for layering underneath a gilet, tank top of quarter-zip jumper – this is a versatile basic in a more luxe way.

Moncler Logo-Embellished Cotton-Gabardine Baseball Cap

MR PORTER

Moncler Logo-Embellished Cotton-Gabardine Baseball Cap

£215.00

Moncler Logo-Embellished Cotton-Gabardine Baseball Cap

A great finishing touch for both casual weekend looks or as a contrast to more tailored outfits, plus it's plastered with a logo. Well, we can't be quiet luxury all the time, can we?

Moss Italian Tailored Fit Light Grey Suit

MOSS

Italian Tailored Fit Light Grey Suit

£319.00

Moss Italian Tailored Fit Light Grey Suit

Crafted in pure wool made in northern Italy, this tailored-fit suit will revive your formal options for the season. In a light-grey colour, this suit is ideal for pairing with deep hues like burgundy or forest green for a fun contrasting look.

Stone Island Turtleneck Jumper with Ribbed Details

STONE ISLAND

Turtleneck Jumper with Ribbed Details

£370.00

Stone Island Turtleneck Jumper with Ribbed Details

A simple black turtleneck with a difference. Totally monochromatic and made from pure wool, this jumper will fit your physique beautifully while keeping you warm and looking effortlessly put together.

Boggi Stretch Cotton Trousers

BOGGI

Stretch Cotton Trousers

£159.00

Boggi Stretch Cotton Trousers

These garment-dyed stretch cotton gabardine trousers are in a winter-white cream hue and are oh-so-perfect for the current season. Wear with darker hues to inject some lightless and keep your appearance fresh.

Boggi Dove Grey Madison Cotton Blend Sweatshirt Jacket

BOGGI

Dove Grey Madison Cotton Blend Sweatshirt Jacket

£449.00

Boggi Dove Grey Madison Cotton Blend Sweatshirt Jacket

This grey sweatshirt jacket is equal parts smart and sophisticated as it is casual and off-duty. With a detachable gilet and hood and made from a stretch fabric, you'll feel ultimate comfort while looking sleek and smart in the boardroom.

Gucci Web stripe-detail bomber jacket

Gucci

Web stripe-detail bomber jacket

£2795.00

Gucci Web stripe-detail bomber jacket

A considered purchase, but one that will last a lifetime. This Gucci suede bomber jacket might seem like it has a hefty price tag, and there's no denying it, but it wouldn't half look good with a Vespa.

October 16, 2024 by Marc Joseph

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