The biggest summer event is upon us, folks. The Olympics? Good guess! The answer we’re looking for is Prime Day. The early Amazon Prime Day clothing deals are a kind of opening ceremony, a wondrous precursor of the rollicking good time to come. Because, while the official Amazon Prime Day doesn’t have a hard date just yet, we do know that you can except the sanctioned wheels and deals to roll around in July.

Unless you’re some sort of anti-capitalist saint, severely technology-averse, or live like a cicada, you know the gist. If you don’t, Amazon Prime Day is the biggest sale event ever with deals on damn near everything you can think of: humongous TVs, kitchen doodads that’ll turn you into a Michelin-star chef, uh, white strips. Admittedly, it’s a discount bonanza that’s more focused on tech home goods. But don’t be fooled into thinking that Bezos has slumped on the menswear deals. There’s gold nuggets in them thar digital hills, and we dug deep to find the best of the best early Amazon Prime clothing deals. It’s prime time to restock on basics like underwear and socks, of course, but we spotted some great deals on wrist-upping watches, swanky summer shorts, classic sneakers, and a whole lot more. And while it’s totally a gas to scrape through the infinite store for yourself (sarcasm), not everyone has the time. So we pulled together our crack team of shopping spelunkers to traverse through Amazon’s vast network of discounts and bring back the goods straight to you. You’re welcooooommmmeeee!

The Prime Day Clothing Deals Hit List

Early Prime Day Favorites

Thigh-baring shorts, next-level T-shirts, and legendary polos—here are some of our absolute favorite clothing deals on Amazon right now.

Reigning Champ

Slub T-Shirt


501 Original Fit Jeans


Force Relaxed Fit Pant


Relaxed-Fit Utility Pant

Prime Day Shoe Deals

Prime Day is an opportune moment for deals on shoes. While you won’t find those hyped-up grails here, you can definitely snag some classic sneakers like the venerable Reebok Club C, swank up every outfit with a shiny new pair of loafers, or even enter your eclectic grandpa era with some wonderfully weird woven leather sandals.

Cole Haan

Pinch Penny Loafer

Prime Day Watch Deals

There are watches aplenty strewn throughout the everything store. And while we admire a watch for its accuracy (not to mention its handsome looks), we don’t mind that the deals are running a little fast.


SRPD51 Automatic Watch


Expedition North Field Post Solar 36mm Watch


Dress Watch LTP-V007L-9B


Tsuyosa Mechanical Sapphire Glass Watch

Prime Day Basics Deals

Take a look inside your dresser, be real with yourself, and say goodbye to those hole-riddled undies and tattered tees. Basics is one of Amazon’s fortes and you can find some of our favorites from the legendary Calvin Klein boxer briefs to the better-than-it-should-be Hanes BeefyT.

Calvin Klein

Cotton Classics Boxer Briefs (5-Pack)


BeefyT T-shirt (2-Pack)

Gold Toe

Crew Socks (6-Pack)

Calvin Klein

Cotton Classics Tanks (3-Pack)

Prime Day Accessories Deals

You shouldn’t need to wait for summer to protect your beautiful, gorgeous eyes. Though we completely understand if you held off until a good deal came along. Same goes for hats or belts (not summer related, but still applicable somehow).

Ray Ban

RB2140 Original Wayfarer Sunglasses


OO9454 EVZero Blades Sunglasses


Bora Bora Booney Fishing Hat

Perry Ellis

Portfolio Braided Leather Belt

Prime Day Outerwear Deals

Outerwear might be the last thing you think of in summer. But how many years an we say “hmm, strange weather we’re having?” Summer showers, unexpectedly brisk nights, over-chilled restaurants—you’ll wish you had a jacket on hand.

Outdoor Research

Helium Rain Jacket


Endurance Packable Jacket

Rag & Bone

Anderson Blazer

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