The Men's Guide to Spiffy Italian Boots
The Necessity Of Legwear
Never underestimate what good clothes can do for a man. Fashion is more than just looking fancy, but looking and feeling good, confidant and professional while also making it look effortless. From the tip of your head, to the soles of your shoes, putting on the right clothes can make or break your entire look and transform you from a casual clothes wearer to a smooth fashionable son of a gun.
There are many blog posts and articles discussing the various aspects of men’s fashion, but here we’re going to focus on legwear, specifically on dress shoes, ranging from smooth Italian mens ankle boots to the ever-classic Oxford and beyond. And so, in the eternal words of Barney Stinson from the popular TV series "How I Met Your Mother", let’s SUIT UP!

The Chelsea
The Chelsea is a classical boot that originates from Victorian England. It then subsequently became the practical alternative to crude Victorian boots of the age and was quickly adopted by the public. Afterwards, Chelsea men's ankle boots experienced a strong revival in the 1960s with The Beatles wearing them.
These mens ankle boots are distinguished by their rounded toes, low heels, and elastic gussets on the sides, due to which, one can pull them on and slip them off with ease, without compromising the refined silhouette. In fact, the mere absence of laces contributed to the Chelsea’s overall slim, clean shape. In fancier dress versions, both the vamp and quarters are made from a single piece of leather, keeping stitching to a minimum, which makes for a tidy look.
The classic Chelsea doesn’t have decorative flourishes or embellishments. It’s made to be simple, hence falling to classes of its own. When purchasing suede Chelseas, you should only wear them as part of a casual ensemble. When it comes down to quality Italian mens ankle boots, The Chelsea rains supreme, followed up only by the Chukka Boot

The Chukka Boot
The Chukka ankle boots for men originated from the sport "polo", where a "chukka" means a segment of seven minutes, Polo is usually measured by this time step, with matches consisting of four, six, or eight chukkas.
Chukkas resemble shorter versions of polo boots, which leads to some people saying that Chukkas are the comfortable after-game alternative for polo players.
Chukkas are ankle-length boots with few eyelets. The short shaft and absence of excess eyelets allow for a snug fit that won’t disrupt the shape of your trouser legs. Chukkas also have a rounded toe, minimal stitching, open lacing and are traditionally made of soft suede.
Chukkas are considered a casual shoe and thus are not appropriate for formal attire. However, pairs made of high-quality leather can complement a casual or smart-casual ensemble nicely.

Loafers
The humble loafer is a moccasin-inspired well heard of shoe that’s known for its slip-on style.
The original loafer was a casual slipper made for King George VI of England to be worn around the house. It only became acknowledged as a casual shoe when it came to the U.S. in the 1930s. It kept gaining popularity until the 1960s when American businessmen and lawyers started wearing loafers with suits did they explode on the scene.
In 1966, Gucci introduced the metal strap bit loafer, with a horseshow-like piece of metal across the instep. Gucci’s addition further elevated the loafer’s status, making it even eligible as formal footwear.
They usually have a saddle, which is most often a decoration. It can be a plain strap, a strap with a slit, or a metal ornament fixed to the strap. Tassels or a kiltie can also hang from a saddle, however, the minimalist loafer has an exposed vamp, with no need for embellishment or ornamentation. A trademark characteristic of almost any loafer is the elevated seam that runs along the toe.

The most casual form of the loafer is the driving comfy moccasins or driving shoe. They are often made of much softer materials, while being less structured, and having soles and heels made for comfort while driving.
In order to pull off the formal look, you should wear a clean Venetian or embellished loafer, combined with a sharp suit. You can also go for the casual style with rolled jeans and some colourful socks.
Oxfords
Oxfords are without a doubt the most basic, yet most famously timeless dress shoes od all time. Its versatile nature makes the Oxford an excellent choice for both formal and daily wear.
The Oxfords gained popularity in 1800 among college students. This was particularly noticeable at Oxford University, as the name would suggest. At the turn of the century, students wanted a more modern low-top version of the shoe, deeming the traditional Oxonian shoes outdated. Even though it lost its appeal with students, it’s more popular than ever with formal wear enthusiasts.
The most discerning trait of an Oxford is its "closed lacing", meaning that the shoe’s lacing is stationed beneath its vamp. This subsequently provides a slim silhouette that hugs the surrounding foot’s contour.
Oxfords are mainly popular due to their minimalistic style, making them easy to pair with almost any outfit. For the everyday wearer, there’s a wide selection of colours, ranging from brown to blue to dark red, all the way to green, in both leather and suede materials. When paired with bright, colourful socks they truly shine.

When it comes to business attire, dark brown, cordovan, English tan and black leather are your safest bet, especially when paired with a classic darker pair of socks. If combined with a tuxedo or other fancy formal wear, black patent leather is your best shot.
The one-piece Oxford is a variation on the classic oxford shoe. It’s made of a single piece of leather rather than various smaller pieces sewn together, while also featuring a single seam. This in turn provides a sleek and sophisticated look that definitely adds to the shoe’s simple, no-nonsense style.