Mens Timeless Wardrobe Staples

Here are my top pieces that every guy should have in their wardrobe. These pieces are classic, versatile, and form the foundation of a well-dressed man. Remember, each piece should not only look great but also make you feel confident and, most importantly, true to yourself.

Button down shirts

Polo Chambray / Uniqlo Oxford / J.Crew Shirts / Expedition Shirt

Start with five button down shirts that you’re excited to put on everyday. I would suggest a white oxford, a blue chambray, a safari shirt, and two with some color or pattern.

Jackets for layering

Le Mont Chore Jacket / Todd Synder Chore Jacket / Barbour Vest / Toddy Snyder Blazer / Buck Mason Parachute Blazer

Consider having three to four layering options in your wardrobe. A blue French chore jacket, especially vintage, is a personal favorite. A simple wool or nylon vest can be a versatile piece to layer over a t-shirt or button-down shirt. Another essential is a well-fitting blazer in classic colors like navy, grey, or, as I show here, olive green.

T-shirts

Buck Mason Field Spec T / Carchived

Most guys have too many T-shirts stuffed in the deep dark corners of their closets that they never wear and that fit horribly. Instead, focus on finding two or three high-quality T-shirts that fit your body type perfectly. For my styling clients, I often recommend the Field Spec T from Buck Mason. One of my personal favorites is from Carchived. Sign up for their e-mail notifications to hear about their next drop.

Sweaters

Reigning Champ Sweatshirt / Polo Cable Knit Sweater / Kule Striped Sweater

Two, maybe three, well-chosen sweaters are all you need. Opt for one knit and one classic sweatshirt, both of which can be layered over a button-down or worn on their own. Stick to versatile colors like navy, grey, cream, or olive green for maximum flexibility.

Pants

Blue Jeans / Navy Chinos / Work Pants / Military Pants

Call me crazy, but I think you only need three pairs of pants in your wardrobe: a pair of medium-wash denim, navy chinos, and a lighter option—whether denim, linen, or, as I have here, vintage work pants. For added variety, you could include a bonus pair of military-style chinos.

Shoes

Logan Loafer / Desert Boots / New Balance / Adidas

Three pairs of shoes are all you need: two leather options and a sneaker. I recommend a classic loafer, though a traditional buck is also a great choice. A chukka boot is versatile, pairing well with both suits and rugged jeans. For sneakers, opt for a timeless design, such as those from New Balance or Adidas.

Bags

Tote Bag / Weekender Duffle Bag

I’m not one for backpacks so i’m drawn towards a rugged tote bag like this one by Todd Snyder. Throw your laptop in it, or your gym clothes. For those heavier lifts, I love this canvas weekender from J.Crew. Its classic and versatile, I’ve even taken it camping.

Belts

Western Belt / Hoof Pick Belt

For belts, simply choose a brown one and a black one. I prefer those with a brushed or distressed metal buckle.

Hats and sunglasses

Akila Sunglasses / Fedora / Polo Cap

Choose sunglasses that you love and invest in a high-quality pair.

While not everyone is a hat person, I find that these two are my go-to choices. They easily complement most of my outfits and are what I reach for day after day.

Want help with your personal style?

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Your Guide To Fall Jackets