What is often called Italian menswear combines a polished base with softer tailoring and a relaxed finish. Think of open collars, polos, trousers and loafers. The term sprezzatura is often used for a deliberately nonchalant look, but not every Italian outfit follows the same recipe.

Hamilton cotton shirt with Italian collar for Men in white | Issu & Lloyd

What is sprezzatura

The word comes from an Italian book on courtesy from centuries ago and means something like studied nonchalance: doing something difficult as if it comes naturally. In clothing it translates into outfits that are carefully put together, but never look it. A shirt with the top button undone, sleeves turned up once, a pocket square that is not folded too neatly. The difference from sloppiness lies in the basics: everything fits well and is of good quality. Only then does the nonchalance work.

The five principles

  1. Fit above all: an Italian silhouette is slim but not tight. Shoulders are right, sleeves end at the wrist, trousers fall straight onto the shoe or just above it.
  2. Soft, natural fabrics: cotton, wool, linen and suede. Materials that drape softly and get better with time.
  3. Colour: beige, coffee brown, navy, white and grey are common, but black and bright colours are not excluded.
  4. Open neckline: an open collar gives a relaxed look; a tie can also work outside formal moments if it suits the outfit.
  5. Shoes: loafers are a classic part of this style, in suede or smooth leather, by day or in the evening.

The shirt: the Italian collar

There is a reason a certain type of collar is named after Italy. An Italian collar has widely spread points and a high collar band, so it falls open nicely without a tie and does not collapse. The Hamilton shirt in white has exactly such a collar and is made of 100% cotton. Wear it with the top one or two buttons open, tucked in, with a belt in the same shade as your shoes. On warmer days you turn the sleeves up twice, to just below the elbow.

The polo as an alternative

In spring and summer, Italians like to wear a knitted polo where someone else would choose a shirt. It is just as polished, but softer. The Trenton open polo in black is made of 100% merino wool, has an open collar without buttons and drapes softly on the body. Merino wool stays fresh for longer naturally and feels pleasant on a cool spring morning. You can read more about this fibre on our page about merino wool.

The trousers: pleats and warm shades

An Italian outfit stands or falls with the trousers. Trousers with pleats give room at the hip and then fall nicely to the ankle. The Frederick trousers in coffee brown have pleats and a brushed inside, so they wear comfortably warm in March. Coffee brown is typically Italian: warm, rich and far more interesting than black. For lighter days, the Harrison tapered trousers in beige are a good choice. These also have pleats, but taper more towards the ankle, which works well with loafers.

The shoe: suede loafers

If there is one shoe that sums up Italian style, it is the loafer. The Laurence suede loafers in navy are made of calf suede, with a lining and insole of the same material. Navy suede is surprisingly versatile: it goes with beige, brown, grey and white. Wear them with invisible socks as soon as the weather allows, or with thin socks in the colour of your trousers on colder days. Also take a look at our full loafers collection.

Three Italian outfits for spring

  • Office: white shirt with Italian collar, coffee brown pleated trousers, navy suede loafers. No tie, but a good belt.
  • Lunch on a terrace: black merino polo, beige tapered trousers, loafers without visible socks.
  • Evening: black merino polo with coffee brown trousers and dark shoes. Calm, warm and self-assured.

Combining colours the Italian way

Italian men handle colour differently from many Northern Europeans. Where we often choose black, grey and navy, in Milan and Florence you see far more warm shades: tobacco, chestnut, sand, olive and cream. The secret is that those colours all come from the same family. They are muted and earthy, and therefore combine effortlessly. Beige trousers with a brown belt, a white shirt and navy suede shoes is a classic combination you see all over Italy.

A handy rule of thumb: choose a maximum of three colours per outfit, of which one neutral (white, cream or beige), one dark (navy or coffee brown) and possibly one accent in a soft shade. Shoes and belt belong together, but do not have to be exactly the same colour, as long as they fall in the same tone. Save black for the evening.

The difference is in the details

What completes an Italian outfit are small gestures. Sleeves turned up exactly twice. A watch that peeks out just below the cuff. Trousers with a crisp crease that rest on the shoe without bunching. A collar that stands up without you constantly pulling it. None of these things costs much, but together they make the difference between simply well dressed and refined. So take the time to have your clothing fit well, perhaps with a small alteration by a tailor, and to brush your shoes regularly.

Common mistakes

Italian style is sometimes confused with standing out. A few pitfalls:

  • Too tight: tailored is not the same as snug. You must be able to move freely.
  • Accessories: keep them understated or strikingly bold, depending on the rest of the outfit.
  • Shine: matte fabrics are common, but shine is not excluded.
  • Trousers too long: trousers that bunch up on the shoe make any outfit heavy.

If you want to put together a complete look for a special occasion, take a look at our Signature Occasions for Men, or discover all shirts for Men.

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Frequently asked questions

What is the difference between Italian and British menswear?

As a style image, British tailoring is often described as more structured and Italian tailoring as softer, but both traditions have a lot of variation.

Do you wear loafers with or without socks?

Both work. Choose socks based on temperature, shoe and the look you want.

Can I wear Italian style to the office?

Yes, if the dress code allows it. Match the combination to your sector and workplace.