Side-gore boots, now an essential part of autumn/winter fashion, and chukka boots, a must-have item this year. While they have a strong casual image, by carefully choosing the last (shoe mold) and materials, you can adjust the level of formality and wear them in a variety of situations.
In this special feature,
1) The "dressed-up" look with a tie and all.
2) Dressing down a neat outfit with contrasting items
3) Adding a touch of sophistication to a relaxed style: "Casual Up" Edition
4) In this section titled "Casual Down" for a Subtle and Easy Look, we introduce boots suited to four different styles.

1. Side-gore boots "dress-up" edition | Enzo Bonafe

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When wearing boots with a dressy outfit, pay attention to the width and shape of the toe. A narrow toe gives a dressy impression, while a wide or rounded design gives a more casual impression. Similarly, a shorter shaft makes the design closer to a low-cut shoe, increasing the formality, while a longer shaft gives a more sophisticated look. Choosing boots with leather soles rather than bulky rubber soles will enhance the dressy feel.
Paired with a tie and suit, I chose short side-gore boots from Enzo Bonafe . Among the many boots available, the ankle-length cut and the slender, square toe create a silhouette perfectly suited to a formal business style.

2. Side-gore boots: Dressing them down | Ferrante

The end of the year is a time of many occasions requiring smart casual attire, such as parties with friends and dinner dates. While classic tassel loafers are always a good choice, boots can subtly add a touch of seasonal flair. Ferrante boots, with their warm suede and unique side-elastic design, add just the right amount of relaxed feel to a jacket and trousers style. The rubber sole also contributes to creating a less rigid look.

3. Side-gore boots: How to dress them up casually | CALMANTHOLOGY

For a relaxed-fitting outfit, try pairing it with smooth leather boots to add a touch of sophistication.
CALMANTHOLOGY boots combine the dressy look created by their slender toe and leather outsole with the casualness of their distinctive pull strap, making them a versatile item for both formal and casual occasions. They add a touch of sophistication to even the most relaxed outfits.
Additionally, choosing rounded toes or textured materials can add a touch of sophistication to a casual style.

4. Side-gore boots: A casual take on style | PETROSOLAUM

If a slender, angular toe is considered dressy, then a wide, rounded toe creates a casual atmosphere. PETROSOLAUM's side-gore boots exude a casual feel with their rounded toe, voluminous heel, and the raw-edge leather detail at the opening. When creating a relaxed look, it's important to pay attention to the silhouette and details.

5. Dressing Up Chukka Boots | F.LLI Giacometti

Incorporating suede boots, a highly casual item, into a business style can be challenging. F.LLI Giacometti's chukka boots offer the answer. Their slender silhouette and black color allow them to seamlessly blend into a suit. With a sharp toe, a clean leather sole, and a short shaft, they perfectly meet the requirements for a dressy look.

6. Chukka Boots: Dressing Down | Crockett & Jones

The CHERTSEY, a classic and popular model from Crockett & Jones, boasts a perfectly balanced silhouette—neither too slim nor too wide—making it easy to pair with any outfit. Even when coordinating with a heavier jacket, the moderate volume at the feet creates a well-balanced look.

7. Chukka Boots: A Casual Upgrade | HARROGATE

If you want to avoid your outfit being too casual, adding one item that gives a "polished impression" is an effective strategy. HARROGATE 's new chukka boots fulfill this role perfectly, with their glossy French calfskin and minimalist silhouette that just reaches the ankle. Another attractive feature is the use of a thin Dainite rubber sole, which balances grip performance with a dressy look.

8. Casualizing Chukka Boots | Clarks

For a more casual style, Clarks ' long-selling Desert Boots are an undeniable perfect match. The soft, supple upper leather and flexible crepe sole provide exceptional comfort, contributing to a relaxed look.
If you think of them as being as easy to wear as sneakers, they should be a good first pair for men's boots, even for those new to wearing boots.

This December, numerous pop-up events featuring boots, including the side-gore boots and chukka boots introduced here, will be held on the first basement floor Isetan Shinjuku Store, Men's Building . We want you to choose boots more freely and enjoyably, to match your holiday plans, your existing wardrobe, and the style you want to achieve.