A good pair of jeans is the most versatile clothing item in your wardrobe. Jeans can be dressed up or down, and can be worn more than any other pant. Jeans are an item that you will almost certainly want to invest in and allow to grow with you. For this reason, I suggest a pair of raw denim.
Chinos are an important part of any wardrobe. The earthy tones of chinos lend themselves very well to matching other clothes well. Chinos are very easy to dress up or down (even moreso than jeans), and pair very well with button downs.
While seasonal (depending on where you live - very seasonal), shorts are essential to any wardrobe that wants to remain relevant in the warmer months of the year. Shorts fall pretty much under the same category as chinos, except that it's virtually impossible to dress shorts up. You'll want to look for specific fabrics for shorts - particurally chino, poplin, and linen.
The oxford button down is a staple of modern male fashion, and a clothing item that every man should take seriously. Oxfords are great for the winter months and are easily paired with chinos, jeans, and jackets. The most important aspect of a button down is the fit of the shirt. When choosing an Oxford, look for a tailored cut and a thick collar.
Besides oxfords, one should have a couple other patterned button ups. Casual button ups should not be so busy that they are hard to look at, but instead just subtle enough that they compliment an outfit without taking away from the other parts of it.
A T-Shirt is about as basic as you can get. However, don't be fooled - finding the right T-Shirt can be quite tricky. A good T-Shirt is all about fit: too loose and you'll look downright sloppy, but too tight and you'll be showing off your body in ways you probably don't want to.
Sweaters are a great way to stay warm when it's cold out. Sweaters are unique because they tend to look great with almost any button up shirt you can think of. They are, without a doubt, one of the core building blocks of layering. With sweaters, you'll almost certainly want to stick to cashmere.
Jackets are very useful things in the world of clothes. A jacket is made to be worn many many times - often in a row. Jackets are meant to suffer through the abuse of bad weather, and keep you warm while doing it. Nevertheless, Many people look over a good jacket's importance. Here are some suggestions for jackets that are both light and durable.
For the times when the weather gets particuraly cold, a coat can be your best friend. When considering a coat, wool is the only material that you should consider. For this reason, many people prefer a pea coat as the go-to option. A pea coat is a very well-established item with a rich history that pairs well with many other clothes. I would be quick to recommend it.
Boots are one of the most important items of footwear in a man's wardrobe. Boots are timeless and should be chosen with great care. It is very important to invest in a good pair of boots that will last a long time, conform to your feet, and develop a patina. Boots should only be worn with pants, but can go with almost any outfit.
Sometimes we just want to be straight-up causual, and there's nothing better for casual clothes than slipping on a pair of worn-in sneakers. Sneakers don't have to stand up to the same level of scrutiny as other shoes do, but some people slave over finding the perfect pair of sneakers. Grey, white, and navy are the most versatile colors.
There are going to be times when you want to dress up - but not too fancy - and sneakers and boots won't cut it. This is where a casual leather shoe comes in. Typically mocassin-style, these shoes include loafers, boat shoes, and trail oxfords. Like boots, these are shoes that you will want to invest heavily in.
The navy blazer practically defines the word "staple." It's an essential in any wardrobe worth its salt. A blazer should be cut slim to the body and should be a tad bit shorter than your arm as it lays by your side. This is an item that is worth getting tailored.
Dress shirts differ from regular button-ups in that they are usually made with a higher quality fabric (called pinpoint). Dress shirts usually don't have a button down collar, are measured by collar and shoulder sizes, and are longer than a casual shirt for tucking in. These shirts (similar to all formal attire) should be tailored.
There will undoubtably be a time in a man's life when a suit is needed. Charcoal is a good color because it goes well with shoes of all colors and can be worn to practically any event. A suit should be tailored to your body.
Ties vary in an extreme amount of ways. However one thing should always be true: your tie should always match your shirt. Therefore, when looking for ties, keep in mind the colors your dress shirts (as well as the length of the tie) before making the purchase.
When suiting up, even casual leather shoes won't do. A good compliment to a suit are a pair of oxfords in either black or dark brown. There are many different kinds of dress shoes, but the most common are plain-toe, cap-toe, and wingtip. Dress shoes, like all other leather shoes in this list, are an investment that you shouldn't be afraid to splurge on.
When it rains, you're going to need a durable raincoat to keep you dry througout the day. Choose waterproof material that will last and a design that will work for both formal and informal occasions.
When its pouring its a good idea to save your nice dress shoes and put on a pair of durable rain boots instead. Focus on utility over fashion for your rainboots.