Three different pairs of Classic Nikes, six different outfits. That’s the challenge, and me and Megan (from Style Girlfriend) are here to deliver.
In this article we’re taking three classic Nike sneaker styles—the Dunk Low, the Blazer ’77, and the Killshot 2— and styling outfits for each one, so you’ll get a bit of EG flavor and SG flavor. That’s six looks total!
We hope you like our picks, and even if an entire look doesn’t resonate with you, maybe you can at least pull some inspiration or find a clothing item or two that you like. Let’s get into the sneaks + outfits!
Shoe Challenge #1: Nike Dunk Lows

If you’re going with classic Nikes, The Dunk Lows should be high on your list. They’re casual, comfortable, and can go with almost any outfit. If you’ve ever wanted the perfect alternative to Air Force 1 Lows or the ever-popular Nike Killshot, this is it.
We went with a rich green and deep blue colorway here, but I encourage you to check out the other options as well. There are so many!
Effortless Gent’s Outfit Pick

Depending how cold it is, throw on the quilted vest over your denim jacket for extra warmth and insulation, or ditch the jacket completely and pair the long sleeve tee with your quilted vest for extra soft coziness.

Barron
effortlessgent.com"Channeling vintage style back onto the streets, its padded, low-cut collar lets you take your game anywhere—in comfort."
"Smooth, water-resistant twill weave with GapFlex stretch technology.
Special stretch waistband for added comfort."
"Finely brushed for a cozy feel. Versatile crew neck is easy to layer."
"Our version honors the history of this timeless classic with premium 100% cotton denim, long-lasting metal hardware, and a meticulously handcrafted finish to go wherever the day takes you."
"Part of our special collaboration with Montreal-based design studio JJJJound, this limited edition down vest features timeless Eddie Bauer heritage styling and was built with purpose and longevity in mind."
"Named after the hat worn by WWII Navy sailors during nightwatch, the “watch cap” was designed to keep heads warm and dry."
Style Girlfriend’s Outfit Pick

"Channeling vintage style back onto the streets, its padded, low-cut collar lets you take your game anywhere—in comfort."
"Our new short-sleeve tee in our softAF 180g fabric and vintage oversized-fit silhouette, featuring reverse seaming details, crew neckline and straight hem."
"Our 14k solid gold pieces are made to last forever. 14k gold will not oxidize or discolor, so you can wear your jewelry every day."
"Design details include a double-pleated front and an adjustable, self-belted cummerbund-style waist that’s meant to sit slightly higher than a typical pant would."
Shoe Challenge #2: Nike Blazer ’77

If you haven’t considered adding the Nike Blazer Mid ’77 Vintage to your shoe rotation yet, you’re missing out. The Blazers mix elements of vintage and modern styling, making them perfect for everyday looks.
They’ll fit in perfectly with a casual “I’m running to the grocery store really quick!” look, or as a nice contrast to a more buttoned-up smart casual outfit.
Effortless Gent’s Outfit

The olive chinos, white T-shirt, and black Polo sweatshirt are easy-going and simple, letting the scarf take visual center stage. Then we class it up with the large coat to stay warm and finish off the outfit.

Barron
effortlessgent.com"The Nike Blazer Mid '77 Vintage harnesses the old-school look of Nike basketball with a vintage midsole finish, making it look like you've been saving them for years."
"Cut like a jean, feels like a chino, stretches like a performance pant."
"The Uniqlo U collection is the realization of a dedicated and skilled team of international designers based at our Paris Research and Development Center led by Artistic Director Christophe Lemaire."
"Perfect for teaming with sweats, jeans, or shorts, this cotton-blend sweatshirt is sure to become a well-loved piece."
"A patchwork of tartans patterns this cozy muffler knit from a recycled wool blend is finished with braided fringe."
"This version features a hardy, heavyweight wool tweed from Irish mill Magee in a light gray herringbone with timeless appeal."
Style Girlfriend’s Outfit

"The Nike Blazer Mid '77 Vintage harnesses the old-school look of Nike basketball with a vintage midsole finish, making it look like you've been saving them for years."
"A luxe take on a utilitarian style, this soft smooth leather jacket features a plush shearling collar and a lightly padded lining for added warmth."
"Melding the new (Japanese sewing machines) with the old (hand embroidery, hand loomed fabrics, natural dying) results in a product both timeless and contemporary."
"Inspired by vintage workwear, these straight and slouchy canvas pants have old-school reinforced stitching, a longer rise and pockets to spare."
Shoe Challenge #3: Nike Killshot 2

The Killshot 2s really hit the mark for combining classic with sporty / casual style. They’re minimally designed enough to make them a great choice for a range of occasions, from casual hangouts to a more dressed-up vibe.
They’re comfortable to wear every day, and they’re cool enough without being too cool. As in, they’ll never go out of style, so you can count on being able to wear these for years. Killshots are the kind of versatile, low-fuss shoes that effortlessly blend into your wardrobe, giving your style an easy boost.
Effortless Gent’s Outfit


Barron
effortlessgent.com"Inspired by the original low-profile tennis shoe, the Nike Killshot 2 updates the upper with a variety of textured leathers to create a fresh look."
"This denim comes from the legendary Cone mill and is made with 100 percent cotton, so it will take on your unique wear characteristics over time."
"This 250 GSM French rib cotton double knit features a waffle-knit face and a smooth jersey back."
"A favorite of customers and Filson employees since its 2015 introduction, our Vintage Flannel Workshirt is now available as a quarter-zip pullover."
"Todd took the rugged silhouette of a vintage mountaineer’s jacket from the 1960s and gave it a modern refresh with a diamond-quilted nylon exterior that’s made from a Donegal Wool fabric."
Style Girlfriend’s Outfit

"Inspired by the original low-profile tennis shoe, the Nike Killshot 2 updates the upper with a variety of textured leathers to create a fresh look."
"Led by English designer Marcus Wainwright, style-crowd favorite Rag & Bone combines modern American design with British heritage."
"Made in Portugal from super soft Alpaca wool blend, have a warmer winter in this winter warmer."
"A gentleman's staple. Can be worn over a suit or on its own with a sweater. Elegant & warm."
"Warm and comfy socks packed with comfort features. Ribbed ankles make them easy to slip on and off."
Those are the 6 Looks Paired With Nike Sneakers!
That’s it! Did you like the outfits? Hopefully we provided you some inspiration, or at the very least, a place to start from, when styling your Nike sneakers.
Hit me up on Insta DMs if you have any Qs.

