Trousers for Every Occasion

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Choosing the right pair of trousers—or as we call them in modern day America, dress pants—can sometimes feel like navigating a fashion minefield. What’s the right fabric? What’s the right length? How tight should they be? Are the ones that have been in the back of your closet for 10 years still in style? And why do we keep saying trousers instead of pants? Well, the Brits call them that and let’s be honest, just like everything pronounced in a British accent, “trousers” just sounds more sophisticated.

But back to the issue at hand. This guide will help you overcome your trouser confusion. We’ll break down different types of trousers for guys and teach you how to style them for any occasion. With our wide selection of styles from brands like Awearness Kenneth Cole and Joseph Abboud, Men’s Wearhouse has your back (and your legs).

How to Choose the Right Pants

The formula for picking the perfect pair of pants (try saying that five times fast!) goes like this: occasion + vibe = type of trousers. The event dictates how fancy you should dress, and the vibe is about the feeling you want to convey. So, are you aiming for a laid-back weekend vibe or a sharp, professional air? Let’s take a look at the options.

Casual, Everyday Wear


Jeans

When it comes to casual wear, you really can’t go wrong with jeans. Some might even call denim the most versatile pant on the planet. Not to boast, but Men’s Wearhouse carries a stellar selection of men’s jeans—from classic Lucky Brand straight-leg jeans to modern slim fit jeans from Joseph Abboud. For the most relaxed look, pair straight-leg jeans with an Awearness Kenneth Cole crewneck tee and sneakers, and you’ve got your go-to weekend uniform. Good quality jeans are a worthwhile investment, so choose a classic style that flatters your body type, offers comfort, and outlasts trends.

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Khakis

One step up on the fanciness scale, khakis offer the perfect middle ground between jeans and dress pants. This versatility makes them a must-have in any guy’s wardrobe. For a relaxed yet put-together look, pair Haggar khaki chinos with a light-colored sport shirt from Awearness Kenneth Cole. Weather starting to turn chilly? Throw on a navy cardigan for a sophisticated touch.

Now you may be wondering, what’s the difference between khakis and chinos? They seem similar but have key differences in fabric and formality. Khakis are heavier, with a looser fit and more rugged feel, perfect for laid-back settings like weekend errands and outdoor events. They tend to be earth-toned and pair well with casual shirts and sweaters. We’ll get to more details about chinos in a moment. For now, remember to opt for khakis when you want something comfortable and relaxed, and chinos when you need a sharper, more polished look.

Performance pants

Our final category for casual wear is performance pants. Made to look like a regular old pair of pants, these styles have hidden performance technology like 2-way stretch and comfort stretch waistbands. Meaning if you find yourself throwing a frisbee at a park after work on Casual Fridays, you’ll be good to go. Our Slim Fit Performance Tech Pants from Awearness Kenneth Cole will flex with your every move to keep you comfortable and looking sharp, no matter what activity your day throws at you. Pair them with a Weatherproof Vintage linen sport shirt and Nunn Bush oxford sneakers for a sportier look.

Formal and Business Attire


Now let’s change gears and discuss some types of trousers that mean business (literally).

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Dress Pants

Well-tailored pants are a cornerstone of any formal wardrobe. You never know when you’ll be suddenly invited to a business meeting or cocktail party, so every man should have at least a couple go-to dress pants to choose from in their wardrobe. For a classic look, opt for Awearness Kenneth Cole dress pants. These pair perfectly with a crisp Pronto Uomo slim fit dress shirt and a JOE Joseph Abboud sport coat.

One question that comes up a lot about dress pant styles is: pleated versus flat-front? Pleated pants, which have folds of fabric at the waistline, provide extra space and comfort. They’re great if you prefer a roomier fit or want a slightly more traditional look, like these Classic Fit Pleat Front Pants by Haggar. While pleated pants were once considered outdated, they’re making a comeback in modern menswear, with designers reinterpreting them for a stylish, tailored appearance. Flat-front pants have a more modern, fitted, streamlined silhouette. They’re best suited for those who prefer a contemporary, minimalist style, like these Slim Fit Dress Pants, also by Haggar.

Chinos       

Not to be confused with the khakis we talked about earlier, chinos are typically made from a lighter, more refined cotton twill with a slimmer fit, making them ideal for casual to semi-formal occasions, like a night out or a business casual office. They often come in a variety of colors and can be easily dressed up with a blazer or dressed down with a polo. For a more polished look, go with a darker shade, like navy or black—these Awearness Kenneth Cole chinos come in a variety of shades. Always ensure they fit well (not too baggy, not too tight) and pair them with a polo shirt from Joseph Abboud and some sleek Florsheim dress sneakers. Don’t be afraid to experiment with other colors. A pair of Joseph Abboud chinos in olive can add a unique touch.

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Linen Trousers

When the sun is out, out comes your linen. Consider Joseph Abboud modern fit linen pants for warm-weather business events. Known for its breathability and comfort, linen is a perfect choice for staying cool on even the hottest summer days. Pair your linen trousers with a camp-collar shirt or a casual dress shirt and Stacy Adams dress shoes for a professional, sophisticated look.

Finding Your Perfect Pair


There you have it. With this guide, conquering “trouser confusion” is a breeze. Remember—the key is to consider the occasion and the vibe. A relaxed brunch calls for a different kind of confidence than a high-powered meeting, and your pants should reflect that.

Men’s Wearhouse is your one-stop shop for all your trouser needs. With our wide selection of trousers for guys, you’re guaranteed to find the perfect pair for any occasion. Whether you’re searching for the perfect pair of casual jeans, a sharp set of dress pants, or anything in between, we’ve got you covered.

Product Recommendations:

Awearness Kenneth Cole Slim Fit Performance Tech Crewneck T-ShirtNunn Bush Kore City Walk Lace To Toe Oxfords
Weatherproof Vintage Classic Fit Short Sleeve Linen Dobby Sport ShirtJoseph Abboud Modern Fit Herringbone Soft Bomber Jacket
Pronto Uomo Slim Fit Queen’s Oxford Dress ShirtPronto Uomo Mini Floral Tie
Tommy Hilfiger Modern Fit Sport CoatStacy Adams Bayne Double Monk Strap Dress Shoes

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