Remember the Before Times™, when every single day you wore pants and suits and shoes with laces? I know, it's hard to think back that far. In the new age of
Men’s Sweatpants Outfits: 5 Days, 5 Ways
If you’re anything like us, you’ve probably worn sweatpants more in the last two years than any hard pants. And if work has gone permanently remote, or you're
The Best Men’s Hoodies and How to Wear Them
Cold weather means cozy, and cozy means pullover hoodies. It's just math!After moving from the Bay Area to Chicago this year, I can attest that men all across
What to Wear With Men’s Short Sleeve Button up Shirts
Rising temps mean rising sleeves, amirite? In the dog days of summer, it's time to stop rolling those OCBD's up over your elbows and get those guns out. It's
How to Wear Millennial Pink: A Style Primer for Guys
It's time, guys. The millennial pink train is leaving the station and you need to be on it. It's here, it's not going anywhere, and it happens to be a versatile
5 Suit Separates Outfits for Guys to Wear Right Now
It’s official, guys. We’ve made it to the future. Here, you can be dressed up and comfortable. Tailored without the tightness. Polished without the
Men’s Workwear Style: This Creative Director Designs (and Wears!) It
I love when a name perfectly suits its owner. A beagle, for instance, could only be called a beagle. Same with an anteater. Or Boris Johnson.The Chicago-based
3 Men’s Hoodie Sweatshirt Outfits to Wear This Week
Through quarantine, I've started to think as the humble hoodie sweatshirt as a type of adult security blanket. Wrap it around you (or pull it over your head, I
A Love Letter to the Desert Boot
Presented in collaboration with ClarksClose your eyes. I want you to conjure up the perfect, easy Sunday outfit. Maybe it’s a nice dark wash jean and a crewneck
5 Men’s Athleisure Outfits to Copy ASAP
Has quarantine weakened your style willpower? We get that! That's why we're enlisting well-dressed SG pals for some much-needed “Real Guys, Real Style” outfit
5 Casual Outfits for Staying at Home
As a Wisconsin native, I can tell you the Midwest gets a bad rap when it comes to personal style. Thankfully, there's guys out there like Andrew Westphal, the
How to Wear a Striped T-Shirt
If you can't tell, we're in a perpetual nautical state of mind at SG HQ. So it's time to give one specific time-tested, boat-ready staple the 5 Days, 5 Ways
31 Men’s Business Casual Outfits for Work
Presented by Mizzen+MainLike meal prep for your wardrobe***So you’re on board with fewer days where you fall back on wearing denim. Now, you’re looking for
5 Cool Ways for Guys to Wear a White T-Shirt
A white t-shirt transcends fashion trends. It can function as foundation for your outfit, and, just as easily, the statement piece. The idea that a wardrobe
How to Wear a Striped Shirt: 5 Days, 5 Ways
A crisp, oxford cloth button down shirt works all year-round. Adding a pastel stripe? Well that helps even the coldest of days feel like spring. Below, how to
5 Days, 5 Ways: Black Crewneck Tee
Of course you have a favorite white tee, but have you guys considered investing in a sleek black counterpart? While white is the perfect color to throw on with
5 Days, 5 Ways: Modern Cargo Short
*Disclaimer: This was all my idea and I'm here to push your boundaries, so hear me out* Yes, cargo shorts are a truly terrible, horrible, fashion mishap that
5 Days, 5 Ways: The Coach Jacket
"I'd have to say April 25th. It's not too hot, not too cold, all you need is a light jacket." Famously spoken by Cheryl Fraiser in Miss Congeniality, a light
How to Wear a Sweater Jacket: 5 Days, 5 Ways
What to wear when it's too warm to pull out your winter coat, but your denim jacket isn't cutting it? Enter, the sweater jacket. Blending the silhouette of
5 Days, 5 Ways: Colored Chinos
A closet is not complete without a pair of khaki-hued chinos, but a closet feels more complete with a colorful pair, too. Colored chinos adds visual interest in
Wear it Well: Levi’s Distressed Denim
Presented by Levi's While ripped jeans are the unofficial uniform of lead singers, it doesn’t mean they’re off limits to those who live their lives off the