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Reader Question: Do You Ever Really Dress Casually?

Reader Question: Do You Ever Really Dress Casually?

Sabir Peele in Casual Wear

The short answer to that question is…YES! Believe it or not, I don’t always wear a suit. Dressing casually is really the basis of my style because I take casual pieces and infused them into my “dressier” day-to-day looks. Something that most guys get wrong when it comes to dressing casually or dressing down is that they immediately turn to sloppy, over-sized clothing. Understandably, most people equate being comfortable with wearing larger clothing, however; that adage often misses the mark. Have you ever noticed that when your clothes are too baggy, you spend more time adjusting yourself than actually feeling casual & comfortable? If you want to dress down and be casual, don’t let your tailored style suffer as a result because the two can go hand-in-hand. Remember, casual doesn’t mean look like a slob. Below are some tips to going casual and just being comfortable in your clothes.

Casual Style Tips:

  • T-shirts: A worn in heathered t-shirt is great base when going casual, however; it should be a bit more tailored than a ratty gym shirt.
  • Early fall is a great time to pull out your denim jackets. The key to a good denim jacket is letting it get beat up and worn-in. So, I advise you to wear the hell out of that jacket and even pass out in it from time to time.
  • Chinos (specifically cargos): Instead of being the guy that only wears chinos for casual Fridays, take them for a spin over the weekend. The cargos featured here are from a Gap x Todd Snyder collaboration for GQ. Cargo pants have become a #menswear staple over the past 4 years and rightfully so. The key to a great pair of cargos is proper tailoring. Slimmer pockets gives the new cargo a chance to born worn like regular chino with a bit more edge. to Brands like Onassis Clothing, Michael Bastian and Uniqlo have all come out with versions of the cargo pants over the last few years that are modern take on the official army style pant.
  • Footwear: Sneakers and driving mocs are probably the most casual footwear that you can think of wearing. More often than not, high top sneakers are my go-to when dressing down. A pair of kicks with little to no embellishments is key when picking the right pair of sneakers (especially if you are new to the sneaker game). If you consider yourself a sneakerhead or a Hypebeast, dive in 100% with wild colors and designs.
  • Matching: Believe it or not, your clothes don’t have to “match” to look put together. When most guys dress down, they turn themselves into a smorgasbord colors and patterns (which is half bad). You’ll notice that when your clothes fit proper, you can wear contrasting pieces and still look somewhat put together. Case in point: in this outfit, i’ve pair black sneakers, a brown leather belt, green pants, blue jacket & blue shirt.

Sabir Peele Casual Wear

Denim Jacket – Asos | My new dog Warner with his Camo Harness (Real Life Hypebeast)

Sabir Peele Casual Wear

Slub V Neck T-Shirt – Gap | Slide Belt – J.Crew | Army Green Cargo Pants – Todd Snyder x Gap | Sunglasses – Ray-ban via

Cheapest Nato Straps Camo Strap

Watch – Sperry Topsider | Camo Nylon Nato Strap – Cheapest Nato Straps | Leather Skull Bracelet – Degs & Sal

Ugg Australia Empire High Top SneakersEmpire High Top Sneakers – UGG Australia

See Also
S-Gent's Double Breasted Green Silk Linen Wool Suit

Photography: Marina T. Peele




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