Steal Italian Ease from Alessandro Squarzi: 5 Looks That Always Look Expensive

Alessandro Squarzi is Italian ease in real life — not stiff tailoring, not try-hard street. Born in Forlì in 1965, fashion entrepreneur, vintage collector, and a regular on the street-style circuit. 1

His formula is simple enough for 50+: white tee or clean shirt as the base, blue or white denim for the lower half, then swap the outer layer — military jacket, knit, long coat — and finish with one small accessory. 2

Clean color split: blue on top, white below. The trousers stay easy, not skinny. Brown loafers ground the look; sunglasses and a wrist piece stay small so the outfit feels personal, not loud.

Copy formula: blue denim shirt / white tee / white trousers / brown loafers. If white pants feel thin, add a mid-weight blue layer on top.

The olive jacket already has presence. A white tee underneath plus a flash of light patterned shirt builds depth without turning costume. Mid-blue jeans and brown shoes pull the print back into daily life.

Copy formula: olive short jacket / white tee / light patterned shirt / mid-blue straight jeans / brown shoes.

Navy calms the float of white pants. Hem sits near the boot, with a little room through the leg so it still works when you sit. Dark glasses and a watch are tiny anchors that pull the eye back in.

Copy formula: navy knit / white trousers / brown boots. The simpler the top, the cleaner the pant-to-shoe line needs to be.

Length is the move. A hip-covering camel coat links the white neckline to pale trousers in one long line; brown shoes close it. Simple color jobs look more relaxed than all-black.

Copy formula: hip-length camel coat / white neckline / off-white trousers / dark brown shoes. Skip the cinched waist — natural shoulders read more mature.

Red is the only loud note. Deep blue denim layers hold it down; white trousers lift the lower half. Socks, hem, and brown loafers stay in one line so the bright outer still feels steady.

Copy formula: one brick-red outer / deep blue shirt or jacket / white trousers / brown shoes. When color goes bold, everything else returns to white, blue, brown.

Start with three base colors: white, blue, brown. White tee or shirt as base, blue denim or white trousers below, then one outer from olive / navy / camel. Keep shoes in the brown family — loafers, derbies, or short boots — and lock one signature accessory you already own (glasses, watch, or a small piece of jewelry).

Squarzi’s wardrobe logic is spare: repeat the basics, put the variation in the outer layer and the finish. That’s old-money restraint with Italian ease still intact. More look detail here: Permanent Style’s Squarzi breakdown.

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