The 14 Best Amazon Prime Day Menswear Deals to Shop Right Now

You might’ve noticed that Amazon’s been working hard to shore up its fashion bona fides as of late, launching a separate vertical for what it promises will be a growing roster of capital-D designer brands earlier this month, and expanding the personal shopping service it introduced last year to now include men’s fashion. The mega-retailer has its all-seeing eye set on the apparel industry, and (spoiler alert!) what Amazon wants, Amazon tends to get.

Well, if all this fashion talk has you nervously considering the state of Amazon’s annual blowout bacchanalia, rest assured, the company has no plans of deserting its most zealous devotees. Because Prime Day, the retailer’s hallmark event, is still very much happening—starting at 3 a.m. on Tuesday, October 13—and it remains a bellwether of what the platform has to offer when it comes to clothing. C’mon. You’re talking about a company that invented its own goddamn holiday. It’s not too fancy for shit. Any platform that aspires to sell you zit cream as ably as it does just-off-the-runway fashion is never going to be too fancy to take roughly *checks notes* all your money. It’s called capitalism, bro. Look it up.

For now, Prime Day is still the retailer’s biggest event by far, the opportune time to stock up on basic and not-so-basic pieces from menswear brands big and small alike. And until Amazon pivots to selling, like, custom Swarovski-encrusted evening gowns (what’s half off “price on request”?!) it’s not going anywhere. What, did you really think Bezos was going to pass up the chance to cash the fuck out on your hastily made, spur-of-the-moment shopping decisions? Good one.

To help you navigate the metric fuckton of product available, we here at Esquire have taken it upon ourselves to put together a Prime Day primer, if you will, encompassing all the sweet, sweet, deals—many of which you can shop at this very moment!—you should be looking out for come 3 a.m. on Tuesday, October 13. (That’s 3 A.M. sharp, people. No laggards.)

See you in the trenches, folks. The countdown to Prime Day officially begins now. Don’t forget to check back here for an updated list of picks once the sale goes live.

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Slim-Fit Tactical Pant


$35.96 $13.42 (63% off)

Highly tactical trousers for your highly tactical lifestyle. (Ha!)

Sueded Fleece Sweatpants


$35.00 $21.37 (39% off)

We can all still have a little sweatpants, as a treat. 

Sueded Fleece Sweatshirt


$35.00 $23.00 (34% off)

Soft, soft fleece: fashion’s most comforting answer to your favorite comfort foods. 

Fleece Hoodie

Russell Athletic Heritage

$55.00 $28.30 (49% off)

For athletes and non-athletes alike. 

Microfiber Low Rise Trunks

Calvin Klein

$60.00 $33.76 (44% off)

Because it’s never, ever a bad time to replenish your supply. 

Montara Quilted Lightweight Jacket

Splendid Mills

Classic Leather Sneaker


$80.00 $34.80 (57% off)

A classic pair of kicks at a price that can’t be beat? Say less, king. 

Big Trefoil Track Pants

Adidas Originals

$70.00 $39.99 (43% off)

Swish, swish. 

XX Taper Cargo Pants


$59.99 $38.99 (35% off)

Pants with a non-elastic waist: still somehow a thing! (A thing you should consider trying once again, perhaps?)

Nizza Sneakers

Adidas Originals

$65.00 $47.00 (28% off)

All hail the least-known member of the Wu-Tang Clan: the Nizza. 

Top Ten RB Sneaker

Adidas Originals

$90.00 $53.80 (40% off)

Another pair of classic kicks? Why thank you, sir. Don’t mind if I do. 

Double-Breasted Topcoat

Calvin Klein

$128.50 $114.36 (11% off)

Topcoat season starts today. 

G-Shock Quartz Watch


$140.00 $131.79 (6% off)

A watch that’s as impervious to shock as you are at this point. 

Cashmere Cable Knit Crewneck

Billy Reid

$364.72  $176.07 (52% off)

*Immediately breaks out into song* Billy Reid is…not my lover.

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Avidan Grossman is the Style eCommerce Editor at Esquire, covering men’s fashion, shoes, grooming, and accessories.

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Source : Esquire