I know you’ve probably experienced that sense of dread as you’re standing in front of your closet, possibly pantless, definitely shirtless, thinking to yourself “How the hell do I figure out what shirts go with what pants?” or “How do I know which colors go well together?” So before you throw your hands in the air and wear your bathrobe to the office (not recommended, by the way), take a deep breath, I’ve got you. Here are a few of my foolproof strategies for wearing color; master them and in no time you’ll be looking sharp, feeling chill, and have your morning routine dialed in.
Keep It Simple
If you don’t know where to begin, I always say keep it simple. On the dressy side of things, that means starting with a solid white shirt and a neutral black, charcoal, or navy tie. No matter your suit or blazer color, a white shirt and one of the mentioned tie colors will work every time. On the casual side, the same holds true: a white shirt never fails. Whether it’s a basic button-down oxford, one dressed up with a blazer, sweater, or lightweight jacket for a night out, or a T-shirt paired with denim or chinos, the white shirt just works.

Go Monochromatic
Here’s another approach I like to use with my clients. Going monochromatic involves pairing different shades of the same color for a complete look. This is not only simple to execute, but it looks both cool and modern.
I recommend starting with blues or greys because they work best visually and are the easiest to execute with everyday pieces. By all means, throw in some subtle patterns (like in your shirt or tie) when layering to add a visually interesting element. I also like an all-black look, but the key to making it work is layering different textures/fabrics.

Consider Your Skin Tone
Our final piece of the puzzle has to do with your skin tone. Now I get asked all the time about matching clothing colors to eye and hair color and the only thing you need to know about that is this: it doesn’t matter one bit. Women pay attention to their eye and hair color when putting on makeup because certain colors can highlight their facial features. When it comes to men, this does not apply unless you’re wearing makeup. The only thing that you should consider is your skin color in regards to clothing choice.
Yellow Skin Tones
For men of Asian descent or those who have yellow tones in their skin, you’re going to want to avoid lighter/pastel versions of the following colors: tan, off-white, yellow, and orange. They’re only going to make your skin look sickly or muted. Solid, darker versions of these colors are ok, and from there, you can wear any other colors.
Brown Skin Tones
If your skin is on the brown spectrum (anything from light to dark) you want to avoid any brown color that closely matches your skin color. Otherwise, you’ll look dull and lifeless. Choose something darker or lighter from your skin and you’ll be in great shape. I highly recommend wearing colors like reds, yellows, greens, and blues, because they’ll look great against your warmer skin tone.
White or Pale Skin Tones
For those of you who burn at even the slightest hint of sunlight, you want to avoid reds, yellows, pinks, and oranges in all shades and forms. These colors are really going to bring out the pink undertones in your fair skin and make you look flushed or washed out. A good rule of thumb to follow is that “cool” colors are good. Wearing colors like blues, greens, purples and their variations are going to look great against your skin and complement your fairness.
My Favorite No-Fail Color Combos
Finally, I’m going to share an easy cheat sheet with you, a few of my favorite, go-to combinations and how to wear them. It doesn’t matter if you’re wearing these casually or dressed up, all of these color combinations are going look great.
Navy and Brown
Both classic and modern, navy and brown go together like peanut butter and jelly. From dark denim and a brown jacket or blazer to a navy suit with brown accents, to something as simple as tan chinos and a navy casual jacket, this combination is one you absolutely should master. Throw a white shirt into any navy and brown combination for an easy way to bring it all together.

Blues and Greens
Speaking of rock-solid, one-two punches that work in tandem, blue and greens together are always on point. The wide range of hues gives you the option to dial up the statement level (or tone it down), depending on what shades you choose, what occasion you’re dressing for, or how adventurous you’re feeling.
My favorite ways to wear these colors together are:
- A navy suit, light blue shirt, and a green tie
- A blue oxford or t-shirt, green chinos, and brown leather belt with chukka boots

Black, Grey, and White
Simple? Sure. Always sharp, clean, and in good taste? You bet. If you’re one of those guys who can appreciate the idea of a modern uniform or the utmost in classic simplicity, stick to this graphic combination and feel confident knowing you’re always going to look great.
My favorite outfit combos for these colors are:
- Grey suit, white shirt, and black tie.
- Black bomber jacket, white shirt, and grey pants.

Charcoal/Grey and Pastels
We’ve obviously established the awesome versatility of charcoal and grey, so it makes sense that they would also work well with pastels. The great thing about pairing them with shades of grey is that their impact is taken down slightly. So, you get the benefit of a splash of color but you’re never going to be over-the-top preppy guy from Martha’s Vineyard or look like you’re on vacation in the Caribbean.
My favorite outfit combos:
- Grey suit, white or pastel shirt, and any simple dark tie (pastel shirt) or pastel tie (white shirt).
- Grey or charcoal casual jacket, pastel shirt or sweater, and navy pants.

I hope that was helpful and as you can see, wearing colors doesn’t have to be confusing or scary, so give it a shot!