For our first effortless fall tailoring look, Oliver wears our Anglo-American Fresco Chalkstripe jacket, an amazing fabric that works equally well worn formal as broken up with color and casual tailoring. It pairs perfectly with our Sloane Ranger oxford stripe shirt and a brushed wool flannel tie, to find balance between formality and ease.

What really grounds the outfit, though, are the more relaxed elements. With our 5-pocket baby cord trousers, introducing texture and warmth with a handcut suede leather belt. It’s casual but never careless, especially with the colorful penny suede loafers that round off this fall-ready outfit. This is a look that goes from day to evening seamlessly, showing how casual tailoring can still make a powerful statement.

Next, how layers and textures are key to transitional fall dressing. The standout piece here is our ‘ENOTURISMO’ jacket—a double-breasted beauty in brushed cotton moleskin. The deep, luxurious fabric brings both warmth and elegance, making it perfect for cooler autumn days. On top of that, Oliver wears pure understated luxury, with our ‘Pecora Nera’ Signature Car Coat—ideal for transitioning between city & leisure.

Underneath, the pairing of a Sloane Ranger oxford stripe shirt with a pure cashmere cardigan in San Sebastian pink creates a perfect balance between classic tailoring and playful color. Oliver completes the look with Sloane Ranger denims in Kensington blue, a handcut suede belt, and cognac suede loafers. Done.

Finally, Oliver in our Wool & Cashmere ‘WC’ suit, a part of our Luxury Suiting Programme, providing a truly unique soft look and feel. The suit is a testament to our signature design and tailoring approach—combining timeless craftsmanship with laid-back refinement that defines our brand, cut and style. Paired with a crisp white Perennial oxford shirt and our Nocturnal blue flannel vest to create a casually tailored look, as effortless as it is soft, comfortable and luxurious.

We top it all off with our Signature ‘Storm System’ Car Coat—an all-weather essential that brings practicality and polish to any fall outfit. Keeping the look grounded, we opts for tonal runners. The outfit speaks to those who appreciate subtle luxury, while valuing comfort and contemporary style.