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The Ultimate Guide To Gorpcore Fashion
How To Nail The Good ‘Ol Raisins And Peanuts Look If you have spent any time recently going down #menswear rabbit holes, or have listened to a fashion podcast, or even just looked at Instagram, you’ve...
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On Finding The Perfect Pocket Square
Have lunch first . . . Despite my wardrobe overflowing with all the evidence of my experience, I’m generally quite awful at buying pocket squares (neckties even more so). It’s so easy when choosing,...
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The Absolute Best Way To Style A Burgundy Suit
What To Wear With A Burgundy Suit A burgundy suit is one of the most interesting and intriguing suit options for men. Honestly, I find it to be somewhat paradoxical. It’s bold and striking while at...
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Are Grant Stone Boots A Better Value Than Alden?
A Review of Grant Stone’s Most Popular Boots Like many sons of the of the American Midwest, I appreciate well-made boots. There’s something uniquely satisfying about opening a hefty cardboard box and...
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A Complete History of the Oxford Shirt
The Evolution of the Oxford Shirt There are very few items of menswear that were created a century and a quarter ago, that if they were worn today in their original iteration would still look stylish...
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10 Best Holiday Host Gifts For Men
Say Thank You With Style Time to dust off that party hat because holiday gatherings are right around the corner. As you head out to celebrate with family, work colleagues, and friends over the next...
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How To Dress For A European Trip Like You Live There
European Style: What to Wear in Europe Full transparency: I understand that what I’m about to say is kind of a broad statement, but I like to think that European style is often associated as being...
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Introducing: The Brown Double-Breasted Flannel Suit
DB + Flannel + Winter = Yes Another week, another great drop here in the HSS Shop. Today, I’m pleased to introduce our brown double-breasted flannel suit. It’s a bit perplexing that it’s taken us this...
View ArticleA Swingin’ Thanksgiving Playlist
25 Choice Cuts For A Stylish Holiday Ah, I can smell it already. Can you? The turkey’s just been pulled out of the oven and its perfectly roasted scent mingles with the stuffing, sweet potatoes,...
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On Great Bottles of Wine
You Can Judge A Wine By Its Label Appearances can be revealing. Much more than books, of all things, wine might be the easiest to judge by appearance. Someone once said that ‘there are no great wines,...
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The 20 Best Black Friday Menswear Deals To Shop Now
Shop Now, Save Big Well, Thanksgiving is over and hopefully you’ve awoken from your tryptophan-enduced slumber ready to hit the ground running full speed ahead into Holiday season proper. However,...
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7 Best (Er, Worst) Ugly Christmas Sweaters For Men
This Hurts, But Let’s Have Some Fun! We know what you’re thinking and before you say anything, we’d like to direct you to a previous post that tells you more than you ever thought you’d need to know...
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The Gentleman’s Ultimate Guide to Bourbon
And How To Truly Enjoy It It was a Friendsgiving fifteen years ago. A buddy of mine was drinking “bourbon” and I remember asking him what the difference between bourbon and whisky was. All this time...
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1 Piece, 5 Ways: Brown Double-Breasted Flannel Suit
Definitely Not A One-Trick Pony A brown double-breasted flannel suit may not seem like the perfect candidate for our popular 1 Piece, 5 Ways series, but it’s got a lot more to offer than you may...
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Try These 6 Delicious Old-Fashioned Recipes
Our Editors Share Their Favorite Old-Fashioned Recipes If you are at all intrigued by whiskey cocktails, but haven’t much experience with them, a good place to start might be the venerable...
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The 6 Must-Have Things On Our Christmas Wish List
Our Editors Share Their Most Wanted Gifts It’s gift season and you’ve probably been stressing about the things you want to get for the people you love. That also means someone is likely stressing over...
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How To Be The Best Dressed Guest At A Fall & Winter Wedding
5 Best Wedding Guest Suits For Fall & Winter Just as when the weather turns from summer to fall, and men switch out shorts and t-shirts for trousers and jackets, so too is it time to consider...
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10 Perfect Gifts For The True James Bond Aficionado
Make This A Very Bond Holiday Good looks, impeccable style, and ingenious gadgets to tinker with — admit it, at some point in life, every one of us has yearned for a taste of the 007 lifestyle. And...
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The Ultimate Gift Guide For The Whiskey Lover In Your Life
Best Whiskey Gifts For The Holidays Before we get to what I consider to be the best whiskey gifts, let me just be honest about something. Okay, I haven’t counted — probably because I would be...
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Introducing: The Black Basket Weave Sport Coat
Back In Black When I decided to add a black basket weave sport coat to our fall and winter collection this year, I couldn’t help but think back to the beginning of my journey here on HSS. Die hard...
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