Hmm interesting question. First off, I have to commend him on his sartorial flair and choice of footwear. While I know my share of stylish guys, I also know many guys aren't adventurous enough to try a colourful sneaker. He's taken the plunge and bought the shoes, and his outfits will be the better for it.
Some fashionistas and more daring dressers would tell him to wear the shoes with anything, including lots of bold clashing colours, and just own the look. However, it's a well-known truth that guys are notoriously afraid of looking stupid in front of other guys. Whereas girls may admire the Olson twins for their eccentric sense of style and "try anything once" attitude, guys will and do rag on each other, especially after a couple of pitchers at the local watering hole.
That being said, here are two looks--one for cold weather, one for hot weather--that could work with such fabulous statement shoes.
Polo/shorts combos. For the summer, nothing says casual cool like a pair of shorts that comes to the knee and a polo. I like how these shorts are in relatively lightweight fabrications that slouch and crinkle a bit. The neutral colours don't detract from or clash with the sneakers, while small details such as ties, zippers, and grommets add visual interest. I like how the side cargo pockets don't bulge out and add unnecessary bulk to the leg. As for the polos, a crisp white number is always classic, but ones with bright green stripes or black graphic embellishments (with a touch of pink embroidery) are fun alternatives. The key to pulling off this look is white ankle socks: no tanlines, no tackiness.
From left to right:
- Bench 'Urbanique' polo
- SoulCal Baha shorts, 19.99 pounds
- Green striped polo, Old Navy
- Bench 'Aeriels' shorts, 39.99 pounds
- White polo, Abercrombie and Fitch
- Abercrombie and Fitch 'Dickerson Notch' twill shorts, $29.90
- Men's 3-pack ankle socks, $6
The fun prepster. Sneakers and jeans go together like cookies and milk; they were great when you were a kid, and they still deliver today. To add some polish to a tried-and-true combo, take a cue from Ralph Lauren and layer a classic zip-up cardigan or a V-neck sweater with a crest over a collared white shirt and a tie. Avoid predictability and up the ante with some funky premium denim and the aforementioned sneakers.
- Big Pony collection black zip-up cardigan, Ralph Lauren
- Polo crest rugby sweater, Ralph Lauren
- True Religion 'Joey Super T with Flap - Dark Wash' jeans