Casual Wear For Men – 90 Masculine Outfits And Looks

Many men feel fairly comfortable getting dressed up. From suits to tuxedos, they feel at ease in the standard, accepted “uniform” of the well-dressed man. But what about casual wear?

What about the less formal nights out, or day looks that work outside the office?

Trying to put these ensembles together can seriously stump many otherwise fashion forward men. If this sounds like you, this guide should help you in those moments of doubt.


Men’s Casual Staples

Every guy should have certain staples easily at hand. There are just certain, timeless pieces that every man should own and be able to pull from the closet even at the last minute and still look put together.

First, don’t disregard the power of a solid jeans and tee shirt combo. There are definite rules here, though. Those baggy, clever tee shirts with funny sayings and cartoon characters? Those are best left as pajamas, or better yet, back in the dorm room where they belong. Grown men can definitely pull off the tee shirt vibe, but stick with solid colors or solid with thin horizontal stripes in a contrasting color. Avoid vertical stripes; they often read more “soccer ref” than fashion forward. Add a little edge with a fitted henley or v-neck cut.

Dare To Denim

Jeans don’t have to be especially expensive, but they should be of a quality not likely to be found at the same big-box store you buy your automotive tools and laundry detergent. Invest in several good pairs and keep them looking new by keeping them stain-free. Also avoid over washing them, which leads that quality pigment you paid for to fade away faster. Stick to zero-logo designs and leave the flared, baggy styles for the kids at the skate park.

Luxe Layers

Since thoughtful layering is the first rule of casual fashion, every man should have an assortment of comfortable, stylish sweaters. This is where you can embellish a little. Toggles instead of buttons, over-sized pockets, vibrant colors … they all go a long way toward classing up your casual look!

And don’t forget how important shoes are to any overall look. Boat shoes, suede desert boots, and classic loafers all lend a certain air of distinction to your outfit that sneakers don’t generally offer. If you must wear sneakers, make sure they are sleek, clean and offer a bit of interest.

Men’s Casual Wear Outfit Ideas

1. Active Casual Outfits

Shop the Look

Dress Shirt – Hm.com
Pants – Amazon.com
Shoes – Amazon.com

2. Business Casual Outfits

Shop the Look

Blazer – Amazon.com
Vest – Amazon.com
Pants – Hm.com

3. Dressy Casual Outfits

Shop the Look

Blazer – Amazon.com
Vest – Macys.com
Pants – Uniqlo.com
Shoes – Hm.com

Shop the Look

Coat – Asos.com
Scarf – Amazon.com
Jeans – Asos.com
Shoes – Asos.com

Shop the Look

Coat – Amazon.com
Vest – Amazon.com

Shop the Look

Dress Shirt – Hm.com
Pants – Macys.com
Shoes – Amazon.com

4. Rugged Casual Outfits

Shop the Look

Shirt – Macys.com
Button down shirt – Bloomingdales.com
Shoes – Amazon.com

Shop the Look

Dress Shirt – Amazon.com
Pants – Nordstrom.com
Shoes – Macys.com

Shop the Look

Jacket – Uniqlo.com
Pants – Amazon.com
Shoes – Asos.com
Beanie – Amazon.com

Shop the Look

Denim Jacket – Amazon.com
Shoes – Bloomingdales.com
Pants – Bloomingdales.com

Shop the Look

Vest – Amazon.com
Dress Shirt – Amazon.com
Pants – Uniqlo.com
Shoes – Macys.com

Casual Wear For Men – 90 Masculine Outfits And Looks

Shop the Look

Coat – Amazon.com
Denim Jacket – Asos.com
Pants – Macys.com
Shoes – Macys.com

Shop the Look

Blazer – Nordstrom.com
Pants – Amazon.com
Scarf – Amazon.com

Shop the Look

Jacket – Amazon.com
Pants – Amazon.com
Shoes – Macys.com

5. Smart Casual Outfits

Shop the Look

Jacket – Amazon.com
Vest – Amazon.com
Dress Shirt – Amazon.com
Tie – Hm.com

Shop the Look

Blazer – Amazon.com
Pants – Bloomingdales.com
Shoes – Macys.com
Dress Shirt – Uniqlo.com

Shop the Look

Blazer – Amazon.com
Shirt – Amazon.com
Pants – Macys.com
Shoes – Amazon.com

Shop the Look

Dress Shirt – Amazon.com
Pants – Uniqlo.com
Shoes – Macys.com

Shop the Look

Beret – Amazon.com
Scarf – Amazon.com
Blazer – Hm.com
Pants – Uniqlo.com

Shop the Look

Dress Shirt – Amazon.com
Pants – Uniqlo.com

Shop the Look

Cardigan – Amazon.com
Vest – Amazon.com
Coat – Macys.com

Shop the Look

Dress Shirt – Bloomingdales.com

6. Sporty Casual Outfits

Shop the Look

Shirt – Bloomingdales.com
Shorts – ASOS.com
Shoes – Bloomingdales.com

Shop the Look

Jacket – Amazon.com
Vest – Amazon.com

Shop the Look

Blazer – Amazon.com
Shirt – Macys.com
Pants – Hm.com
Shoes – Amazon.com

Shop the Look

Shirt – Amazon.com
Pants – Macys.com
Belt – Macys.com

Shop the Look

Cardigan – Amazon.com
Pants – Hm.com

Shop the Look

Shirt – Macys.com
Pants – Amazon.com
Shoes – Amazon.com

Shop the Look

Jacket – Amazon.com
Sweater – Amazon.com
Pants – Amazon.com
Shoes – Macys.com