Whether you are an executive who is building your wardrobe or a young man who needs your first men's dress shirt for a new job, knowing how to buy men's dress shirts will help you achieve the professional look you are after. This men's dress shirt buying guide gives you the tips you need to find men's dress shirts that fit well, that suit your style and that are appropriate for your lifestyle.

Before looking for a dress shirt, you'll need to know your size. Dress shirt sizes have two numbers: the first is your neck size, and the second is your sleeve length. Ill-fitting clothes won't impress anyone and will be uncomfortable, so be sure measure yourself to get an exact fit. For directions on the correct way to measure yourself for a men's dress shirt, read the Men's Measurement Guide from Overstock.com. If you have any more questions about your men's clothing size, be sure to refer to the Overstock.com Sizing Guide.
Dress shirt fits
Dress shirts are commonly available in three different fits: athletic, regular and full. Choose your dress shirt fit based on your body type and personal style.
With so many choices, you may not be sure which color of men's dress shirt is right for you. Before you start buying every color of dress shirt available, think about a few things:

While the color may be the first thing you notice about a dress shirt, it's the details that will define its style. Be sure to notice the style of the collar, cuffs and pocket of a dress shirt before you buy it. You'll probably find that there are dress shirt details you prefer over others.
Collars
Choose dress shirt collars that complement your face shape. For example, narrow collars with pointed tips look best on men with narrow faces. There are several types of dress shirt collars, and each type has several variations: some tips will be more rounded, and some will have more space in between the front tips. Here are a few:

Collars that don't have buttons or pins will be held in place with either plastic or metal stays to keep them pointed. Don't throw these away when you buy a new shirt, and make sure to remove the stays when you launder your dress shirt.
Cuffs
Like collars, the cuffs on dress shirts come in many varieties, with curves and points and various numbers of closures. Here are the basic types:

Pockets
Dress shirt companies design shirts with pockets as they like, but there are a few general expectations about pockets:
Remember to limit how much you carry in your dress shirt pocket so you won't look sloppy.
The fabric of your men's dress shirt will affect your comfort, the appearance of the shirt and its care. Here are a few things to consider when you are online shopping for men's dress shirts:
Fibers

Weaves
Now that you've chosen the perfect dress shirts, you'll want to keep them looking great by taking care of them well. The steps are easy:
When I'm wearing a suit jacket or a blazer, how much cuff should show?
You'll want at least a quarter to half an inch of cuff showing. If none of your shirt cuff is showing, your arms will look out of proportion to your body. Some men like to show more cuff when they're wearing French cuffs, so their cufflinks show, but this is a fashion-forward look that should be attempted with caution.
How many buttons should I unbutton when I'm not wearing a tie?
There's no set rule about the numbers of buttons, mainly because not all men's dress shirts have buttons spaced the same distance apart. In general, the collar button (or buttons) and one more button is usually enough. However, instead of counting buttons, think about how it looks. Is your collar open enough to be comfortable but not so much that the top of your shirt is floppy? Don't be afraid to check out the look in the mirror.
Do I need to wear an undershirt with dress shirts?
Some men like to wear undershirts with their dress shirts, especially if they perspire quite a bit. The undershirt acts as a cool, absorbent layer, and the dress shirt won't need to be laundered as often. An undershirt can also smooth out a man's body, so heavier men will appreciate this, especially if the dress shirt will be worn without a suit jacket or blazer. However, an undershirt is not necessary, and many men don't like the look of one. If you do choose to wear one, match the color to your dress shirt. If you don't want to wear an undershirt, that's okay, too.

A professional look
Men's dress shirts aren't the only thing you need when you want to present a professional appearance. Dress to impress by wearing your dress shirts with suits and ties from Overstock.com. A dress shirt with a stylish gray or navy suit will show that you mean business. Our business apparel will have you looking like a million bucks, and you won't need to spend anywhere near that much.
Head to toe style
You have the suit, the tie and the dress shirt. Are you going to wear sneakers with that outfit? No way, you're going to find the perfect shoes on Overstock.com. We have men's shoes at up to 70 percent off retail, so you can easily complete your look in style.
It's in the details
If you have chosen men's dress shirts with French cuffs, you'll need cufflinks. Since you're online shopping on Overstock.com, you can buy those cufflinks from our jewelry store. Have your cufflinks shipped with your dress shirts and save even more; we'll never charge more than $2.95 for shipping, no matter how much you add to your cart. Thanks to Overstock.com, your style is about to rise to a whole new level for a very affordable price.