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Borrowing Billy Crystal’s Style in When Harry Met Sally


It’s a testament to the cultural impact of When Harry Met Sally that everyone’s still talking about it 25 years later.

Not only does the movie still hold up, so does Billy Crystal’s style. From the post-college road trip hoodies to the business-casual blazer with jeans to the weekend-worthy chunky-knit Aran sweaters. They’re style notes worth cribbing.

So we’ve dug up the modern-day equivalents of his most stylish looks in the film...»

The Buy Line: $300 Benchgrade Shoes

060214_Grenson_Marcel-Tassel-Loafer As you may recall, we introduced “the buy line” a couple weeks ago with the new breed of $500 suit.

And now we’re moving on to another menswear staple that has become more attainable and readily available lately: benchgrade shoes. While it’s a loosely defined term, depending on which shoemaker you ask, it’s generally accepted that benchgrade means you're getting welted soles, shoes made in smaller batches and hand-finishing during some if not all stages of construction--while not necessarily made-to-order or custom. And we’ve been noticing that the going rate for a quality budget-conscious pair has settled right around $300.

Naturally, you could spend much more, but here are your best options for about three large ones...»

Get Kent

A few months back, we tipped you off to Kent Wang (he of cutaway-collared-polo-shirt Internet fame) opening a full online haberdashery—which was great news for handsomeness everywhere.

Now we’ve got even better news: our friends at UrbanDaddy Perks have just launched an exclusive with Kent Wang that will turn your $100 into $150 worth of buying power at his shop—nothing to scoff at with his reasonably priced wares. We’re talking a quintessential polo and a grenadine tie. Or deerskin gloves, a silk pocket square and mother-of-pearl cufflinks. Or halfway to his minimalist watch.

The possibilities are endless.

Making a Case for the Minimalist Watch

Anyone who’s spent a fair amount of time looking for a new watch knows there’s a vast ocean of timepieces out there: sports watches, dress watches, diving watches, military watches, chronographs... the list goes on and on.

But ultimately, all you need is a trusty everyday watch that’s sleek and pared-down, works with anything you’re wearing and, most importantly, tells time. We’re calling it “the minimalist watch” and we’ve waded through them all to find the five best examples—all at reasonable prices. (Which could come in handy for any naked wrists on your gift list.)

Five minimalist watches that you, or someone you know, should be wearing right now:»

Kent Wang Goes Beyond the Polo

Kent Wang broke on the scene when he reintroduced the menswear crowd to the charm and versatility of the polo shirt with his double-layer cutaway collared version.

And now he’s moved into full-on haberdashery-ing with suits, shoes, watches and even a trench coat—all just recently landed in his webshop. And you can expect the same attention to detail (and affordability) that gained him the adoration of bloggers worldwide. The suits: full-canvas construction, handmade buttonholes and pick-stitching by hand. The shoes: bench-grade. The combs: handmade from genuine horn.

Don’t worry, the polo shirts are still there, too.

The First Polo from Drake’s of London

Drake’s is getting into the polo game.

They just unveiled their very first polo shirt, a long-sleeved version made to be worn under a jacket (possibly while holding a Panama hat). It’s not too different from the Kent Wang pique cotton polo we tipped you off to in the fall, but this one’s a little more substantial, and the fabric’s well-combed enough to stand up to your sport coat.

If you’ve got a Derby of some kind in your future, this would be a pretty good place to start.

Three Polos to Get You Through Summer

It never fails: the sun comes out, the coats go into storage...and pretty soon, we’re thinking of polo shirts. They’re a warm-weather classic for most of the Western Hemisphere, and for 2012, we’ve rounded up the three most important models, from the preppy to the fashion-forward, to help you attack the summer in style.

The three kinds of polos you’ll want to know this summer»

Ehren Dorsey Could Use a Little Help

Rugby Season: Kent Wang’s long-sleeved cutaway polos are looking better and better—especially the burnt orange one. Count us in. [Put This On]

Live Long and Prosper: Here’s a nice trick: extend the life span of your clothes by keeping them out of the dryer. Of course, there’s more to it than just that... [Valet]

Brut Force: Brett McKay collects six classic drugstore colognes, including the rarely seen Stetson cologne. Look, but don’t touch. [Art of Manliness]

The Stripe: A dress shirt made in America for under $100. Naturally, we’re curious. [Well Spent]