The Best Outfit Combinations For Men

A modern man must be familiar with the staple outfit combinations befitting every setting to have a fully-fledged fashion sense. Before you worry about styling, you must ensure you have a strong foundation of essentials in your wardrobe. With growing awareness of fashion and trends, men increasingly pay attention to their appearance, but with so many options available, it can be tough to know where to start. 

Let’s explore an array of go-to outfit combinations that are always in style, so that in times of need you have the perfect combo to lean on. As we detail these looks, consider how you might alter them to your liking.


A man in a light gray suit with white shoes and a black shirt


Men’s Date Night Outfit

Dressing well for a date makes all the difference in how you feel and how you’re perceived by your partner. Planning a dinner date can be exciting, but choosing the right men’s date night outfit is a stressful make-or-break moment. After all, you want to make a good impression and show your date that you take care of your appearance. Regardless of the setting, it's always better to be overdressed than underdressed.

Depending on the extent of the fine dining experience, we recommend you opt for a classic suit, a timeless choice that you can dress up or down accordingly. It exudes confidence, elegance, and sophistication. 

For your men’s dinner outfit, choose a light gray suit and pair it with a black tee and white sneakers to dress down, or a light-colored dress shirt for a more polished look. Incorporate elements that reflect your taste and individuality, whether it's a patterned tie, a tasteful pocket square, or a signature accessory. Who knows, maybe you’ll get a love-at-first-sight connection.


A man dressed in for an interview


Men’s Interview Outfit

When it comes to job interviews, your outfit is critical. If you're interviewing for a job in a creative or tech field, you typically have a little more leeway when it comes to outfit choices, as opposed to a more business casual environment. Regardless, there is a certain combination that is befitting of either setting: the iconic sweater and button-down shirt. 

It provides a blueprint for a put-together, first-impression look. The most popular of which would be the black sweater paired with a white button-down, complete with chinos and oxfords. Add a tie under the sweater for a stylish pop that shows attention to detail and a watch to make sure you’re right on time. A wool or cashmere sweater is perfect for colder weather, while a cotton sweater is perfect for milder weather. 

You can still look professional while showing off your style by adding subtle patterns, or colors for personal flair, but try to keep it subtle. Presentation could be the deciding factor between you and a peer with identical experience—you always want to make sure you're the best-dressed candidate.


A man dressed in casual shorts, shoes, and a buttoned short-sleeved shirt


Men’s Casual Outfits

The classic chino shorts provide an elevated foundation to any men’s casual outfit. Perfect for a spring/summer outfit, pair a khaki chino short with a light blue button-up, in either short or long sleeve. Choose a well-structured, lightweight fabric such as cotton or linen to keep cool during warm weather. The right choice of footwear can enhance your overall outfit when wearing chino shorts. You can’t go wrong with loafers or minimalist sneakers. Consider adding a stylish belt that complements the color of your shorts. You can also incorporate a watch, sunglasses, or a woven bracelet for a touch of individuality. However, keep it minimal and avoid overwhelming the simplicity of the chino shorts.


A man in a casual outfit from Stately


Smart Outfit Combinations

The smart casual aesthetic binds comfort with a sleek appearance. It’s a look perfect for most day-to-day settings, making it necessary for a man to master. 

One of the most classic and chic outfit combinations is through a play on neutral color blocking. Pair gray jeans with a crisp white shirt, then top it off with a gray jacket or blazer. Complete this ensemble with a pair of color-coordinating white sneakers, perfectly rounding off the color blocking, with an added touch of modernity. 

This look results in a visually appealing contrast, as the matching gray hues establish a monochromatic foundation, which the timeless white blends into a cohesive palette.


Personalized Stately Outfits for You

Whether you need staple essentials or a holistic look, curated cohesively and personally for you, we here at Stately will do right by your needs. Build a strong foundation of these essentials to confidently navigate any setting. Whether it's dressing for a dinner date, a job interview, or a casual outing, remember that fashion is a form of self-expression. Don't be afraid to modify these looks to your style and personality. 

If you’re still stumped about curating detailed looks yourself, refer to the “Style Your Look” section on our website. You will find an assortment of our pre-curated looks that feature more of the best outfit combinations. You can also work with a Stately stylist to curate your outfit to get a personalized look. Take a brief Style Quiz to let your stylist know your style preferences and our stylists will take care of the rest.






Sebastian O’Hara
Stately stylist & writer based in Los Angeles, CA