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Pitti Uomo 109 Street Style The Tailoring Shift Everyone Noticed

Why does Pitti Uomo 109 street style matter?

You didn’t have to go inside the fair to see where menswear was heading. The sidewalks told you. Coats swung, collars turned, and real world tailoring played out on Florence’s cold stone. Pitti Uomo 109 gave us the most honest look at winter menswear, because it showed how people actually wore it. This isn’t a roll call of outfits. It’s a translation of what made those looks work. Comfort, proportion, and clarity stood out. Tailoring is still and hopefully always will be about moving well and looking right.

Pitti Uomo 109 Street Style - two men dresssed in tailored clothing

: ; What Is In This Article

The big shift: tailoring got calm again

Tailoring was everywhere, but nothing looked forced. Suits moved naturally. Men walked like they’d worn these clothes for years.

Gone were the exaggerated cuts. In their place came relaxed confidence. Outfits came together without feeling styled. The energy was quieter and stronger for it.

Understatement looked expensive. Restraint looked grown up. Intent spoke louder than novelty. These outfits carried social signalling through ease, not effort.

Soft tailoring explained (without the fluff)

Soft tailoring doesn’t cling. It doesn’t pad or push. It follows the body with just enough shape to keep things sharp. You see it in unstructured jackets, lighter canvases, shoulders that sit instead of grip.

Picture reaching for a glass or a busy café. A soft-shouldered jacket flexes with you. No pulling. No tugging. Just motion, the way it should feel.

Soft isn’t lazy. It’s informed. It’s how comfort meets refinement without losing the silhouette. This is the essence of comfortable tailoring for men who need wearability throughout the day.

Pro Tip: Small fit changes make a big difference. Always check shoulder line and trouser rise first.

Ian Fielding-Calcutt

Co-Founder, Fielding & Nicholson Tailoring

a photo of three gentlemen dressed in formal bespoke clothing

Proportions are back: the new middle ground

Tailoring used to go too far tight or oversized. This season hit the middle. Jackets gave space but followed the torso. Trousers rose higher, then tapered gently. You noticed it most in motion. Sitting down. Crossing the street. Stepping off curbs. The shape held. There was flow, but also purpose. That’s the magic of proportion, is that It doesn’t rely on body type. It’s how fit, movement, and posture come together quietly.

Colour went quiet: browns, greys, olives, navy, cream

This year wasn’t about bold colour, it was quiet depth. Brown flannel. Olive cashmere. Navy wool. Cream scarves. Grey knits that complemented the outfit as a whole and came together. Outfits repeated tones across layers. A jacket spoke to the trousers. A knit matched the socks. It didn’t feel coordinated, just cohesive. Muted palettes and texture choices signalled confidence without needing to perform it. These colour choices carried taste and longevity.

a photo of a gent in a create overcoat and custom clothing

Pro Tip: You do not need to copy the outfit. Just get the palette, fit and movement right.

Nathalie May

Men’s and Womenswear Tailoring Consultant, Fielding & Nicholson Tailoring

Texture did the talking: knits, scarves, worn leather, brushed wool

When colour stepped back, texture stepped in. Dry wool coats. Chunky scarves tied quickly. Knitwear under jackets. These elements added depth. You could feel the history in some pieces. Patina on boots. Worn glove edges. Softened fabric. That’s what made it personal. Texture said more than any logo. It showed individuality, comfort, and trust in your wardrobe.

The best looks were not styled, they were lived-in

The most confident outfits didn’t come off a rail. They looked built. Worn often. Trusted.

Shoes had wear. Scarves looked like old favourites. Jackets fit like habits. Nothing screamed “new.” That’s what gave these looks weight. Repetition. Comfort. A sense that each piece belonged because it had earned its place. This kind of wardrobe-building creates style that deepens with time.

    a photo of three gents dressed pitti uomo street style

    How to copy the vibe without copying the outfit

    Want to apply what worked at Pitti without copying anyone? Start here:

    1. Refine your jacket fit – Focus on the shoulders and waist. Aim for movement, not tightness.
    2. Upgrade your trouser shape – Try a higher rise and a soft taper. Avoid extremes.
    3. Stick to muted tones – Browns, greys, olives, navy. Let colours repeat across layers.
    4. Add texture where you can – Knitwear, brushed wool, aged leather. It gives quiet personality.
    5. Skip the costume vibe – If it feels like a theme, pull it back.

    These tailoring adjustments offer quick results without needing a whole new suit: One simple change? Get the jacket right first. Everything else builds from there.

    A tailor’s view: fit choices that make tailoring feel effortless

    Tailoring that feels right comes from invisible work. At Fielding & Nicholson, consultations start with how the piece will live with the client standing, sitting, moving, repeating. As Ian Fielding-Calcutt says, “Your suit should move around you and not make you work for it.” Here are three subtle but powerful fit adjustments:

    • Shoulder shaping: Defines structure while allowing range.
    • Jacket balance: Aligns with your natural posture and body shape.
    • Trouser rise and length: Creates comfort in motion and maintains visual proportion.

    Done well, these edits disappear into the garment. But you feel them every time you wear your bespoke piece.

    Get Tailoring Advice

    FAQs people actually search for

    What is Pitti Uomo and why does it matter?
    It’s a biannual menswear fair in Florence. It matters because what people wear on the street sets the tone for real-world tailoring.

    What is soft tailoring?
    Tailoring that removes stiff padding and heavy structure. It prioritises drape, flexibility, and comfort without losing shape.

    What colours were most common at Pitti Uomo 109?
    Brown, grey, olive, navy, and cream. Muted, repeatable, and wearable across layers.

    How do I wear tailoring casually without looking overdressed?
    Start with a relaxed jacket. Layer with a knit. Keep trousers soft through the thigh. Avoid shine, contrast, or too many new pieces.

    What is the easiest alteration to modernise a suit?
    Taper the trouser leg. Suppress the waist. Or shorten the jacket slightly. Each one brings a dated fit into the present.

    The real takeaway from Florence

    Tailoring didn’t get louder this season. It settled. Clothes looked like they belonged to the wearer. Not styled. Not new. Just right. That’s what stood out. Calm. Movement. Confidence. Not because of the labels, but because the fit made sense. And that’s what stays with you. Wear clothes that carry you through the day and not ones you carry around.

    Pitti Uomo 109 Street Style The Tailoring Shift Everyone Noticed - Fielding & Nicholson Tailoring London

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