Cyber Monday 2025 – Deals for men & picks

Retail analysts used to dismiss Cyber Monday (and online shopping in general) as little more than a joke compared to the in-store Black Friday onslaught. Life moves pretty fast, right? This post will be updated as more deals get released. Got a tip? Send those in to joe@dappered.com. 

 

BR Factory: FREE SHIPPING no min + 68% off most

Ends Wednesday 12/3.

Same 60% off + additional 20% off deal they ran for Black Friday… now with free shipping no minimum. Which is no small thing, being that outbound shipping is normally $7 unless you’re one of their higher tiered rewards members. Returns are free too.

 

Huckberry: Up to 40% off Cyber Monday Drop #3 is live

Ends Tuesday 12/2.

It’s their Grand Finale. Like the previous drops a lot of stuff has “stuck” to the discounted price, whereas other items have gone back to full, with new items rotating in for this final batch of discounts.

 

Huckberry Part II: Flint and Tinder 365 Pants in Slim, Straight, or Tapered Fit – $86 ($108)

Ends Tuesday 12/2.

A mid-Monday addition. That’s roughly 20% off their flagship bestselling pants which almost never go on sale. They’re not cheap, yet they absolutely have a dedicated fan base. 5 pocket style, feels like a chino, but engineered and woven with 2% spandex for stretch. Garment-dyed, soft, 98% cotton that’s pre-shrunk and ready to become a favorite right away. Note that while once upon a time they were made in the USA, they no longer are. Haven’t been for years now. Ten colors to choose from. $86 doesn’t make for a cheap pair of pants, but Huckberry has sold shed-loads of these things. Head here for a full review and to see how slim, tapered, and straight fits compare side by side.

 

Brooks Brothers: 40% off + free shipping no min.

Ends Tuesday 12/2.

No log in/rewards membership required. It’s a flat 40% off, and they’re kicking in free shipping no minimum. Not bad, considering shipping at Brooks Brothers is normally pretty steep. Great time to try one of their dress shirts for those who have been thinking about it. Usually for significant savings on their wheelhouse shirts they make you buy in bulk (3 or 4.) Not now. Fine print says these both expire Tuesday at 11:59pm ET.

 

Bonobos Black Fri. Update: 30% off Icon Original Washed Chinos – $69.30 w/ BF2025 ($99)

Ends Tuesday 12/2.

Still rolling. Their icon washed chinos had been excluded up until Friday, and they appear to be sticking to this sale price for the Cyber Monday corridor. Clearly they’re not Target or Old Navy cheap, but these are the pants they built their business on. They almost never put these things on sale, let alone for 30% off.

 

Bonobos (Part II): 30% off w/ BF2025

Ends Tuesday 12/2.

Full picks here. After this sale (if past is prologue) it could be a good wait until the next significant Bonobos promo on their full price gear comes around.

 

J. Crew: Extra 50% off FINAL Sale styles w/ CYBER

Ends Tuesday 12/2.

New CYBER code for the additional savings on clearance. Note that if it’s on clearance and getting this additional 50% off, that means it’s final sale. Anything tagged as such can’t be returned or exchanged. Lots of out-of-season gear. That’s how clearances work of course.

 

J. Crew Part II: 50% off select, 30% off Suiting & Chinos

Ends Tuesday 12/2.

Full picks here. It’s their big one. Got extended through Tuesday 12/2. Much fewer exclusions than usual, and their normally promo-excluded bestselling Chinos and Ludlow & Crosby Suiting are 30% off. No code needed on this stuff.

 

WP Standard: 20% off sitewide w/ CHEER

Still running as of Tuesday AM

No code needed. Full review of the Woodward briefcase can be found here.

 

Banana Republic: Extra 40% off sale items

Ends Wednesday 12/3.

That’s new. Haven’t seen BR take that significant of a cut on their sale items/clearance section in a good long while. It’s a mix of regular sale and final sale stuff. Watch out for anything tagged as final sale. If it’s a final sale item, it can’t be returned or exchanged. Colors, sizes, etc… are scattered at best. Lots of out of season stuff. It’s a true clearance in their sale section.

 

Banana Republic Part II: Cyber Exclusives

Ends Wednesday 12/3.

Couple of bestsellers getting more than their Black Friday/Cyber Monday 40% off discount. Speaking of…

 

Banana Republic Part III: 40% off almost all full-price styles

Ends Wednesday 12/3.

The final bit of this particular BR trilogy. Same deal they were running Black Friday. Shoes and cashmere are included this time. Less exclusions than normal. Leather apparel (like suede and leather jackets) and 3rd party stuff seems to be the only significant exclusions.

 

J. Crew Factory: 60% – 70% off + free shipping no min

Ends Tuesday 12/2.

One of their better-to-best sales of the year. Free shipping no minimum helps too. Of course it depends on the item as JCF is always a moving target. A reminder that as this is J. Crew’s step down, more affordable, outlet styled “Factory” brand, fabrics, fits, and overall quality won’t be the same as the mainline stuff.

 

Old Navy: 50%-60% off almost everything

Ends Tuesday 12/2.

50% off seems to be their ceiling for most of their bestsellers. They’ve got some 60% off deals too.

 

Timex: 30% off select w/ CYBER30 (+ new adds)

New day, new CYBER30 code, and actually quite a few new models added to this event (which had been running during Black Friday with a different code.) CYBER30 is set to expire tonight.

 

Target: Up to 50% off Men’s Clothing

Set to end Monday. Bunch of new, holiday-ready arrivals are up for this sale. Level of discount depends on the item. And try to keep expectations in line with the price points. Target is great, but sometimes their fits, templates, fabrics can get wonky. For example, those sportcoats look chopped in the tail. And the “tweed” option is only 10% wool.

 

Allen Edmonds: 25% off | Extra 25% off Factory 2nds* w/ CYBER

Monday update: They changed this overnight, as did prices on the mainline AE site. Prices above reflect the new reality. Code CYBER expires tonight, Monday 12/1.

Two different sales, two different websites, same company. But this is a perfect occasion to demonstrate the differences and risks between shopping first quality at the mainline site, and 2nds quality (aka “scratch & dent” models) over at the Shoebank. Remember that Factory 2nds shoes will have some sort of cosmetic blemish, and all returned Factory 2nds will cost you a steep $25 restocking fee. ALSO note that AE will sometimes sprinkle in F2s into their normal sale stock on their main site. Which is super confusing. Bottom line: if it’s an F2, it’ll have something cosmetically “wrong” with it and cost $25 to return. That’s the game. That’s the risk. More info on the Shoebank/F2 experience can be found here if you want it.

 

Rhone: 50% off select FINAL SALE Cyber Exclusives

Half off is rare for Rhone. But it also appears to be all final sale. No returns or exchanges. None. Zilch. Select items only. Sizes/styles/colors are scattered at best.

 

Bespoke Post’s Shop: Up to 60% off Deals + New Items Added

From their stand-alone shop of products. Always some real gems in there. That suede jacket in particular is pretty tempting.

 

Randolph Sunglasses: Cyber Sale

For those who are good with spending big time money on (really well made) sunglasses. But if you have a tendency to misplace your shades… it’s probably best to skip this one.

 

REI: Up to 30% off top brands + Extra 25% off select outlet items for members w/ CYBER2025

Runs all the way through Monday 12/8. Feels much more like a true clearance than their big winter sale they were running not that long ago.

 

UNIQLO: Black Friday/Cyber Monday

Features some bestsellers like their 100% cashmere sweaters and Pufftech Jackets. Some deals expire Sunday, while others run through 12/4.

 

Sunski: 35% off all sunglasses

Usually the biggest sale of the year for these folks. Includes their premium line as well. Free shipping kicks in at $75, so outbound shipping on a pair from the premium line is free. Returns will set you back $10 for the label and restocking though.

 

J. Crew Factory: Extra 70% off FINAL sale clearance w/ UNBOX70

New items have been added to their clearance section too, including some fall/winter stuff and some basics. All final sale though. No returns or exchanges. Runs through 12/2.

 

The Tie Bar: 20% off almost everything

A rare sitewide sale from The Tie Bar… who does way more than ties. No code needed. Discount gets automatically applied at checkout. Runs through 12/1.

 

Christopher Ward: 15% off just about everything w/ BF15

The Pick: C60 Trident Pro 300 in 38, 40, or 42mm – $1066.75 ($1255) 

*Ends 12/1 at 12:00 AM PST.* Can’t recall Christopher Ward doing anything for Black Friday in the past. This has been a new development for them. And significant.

 

Amazon: Cyber Monday Deals

Full picks here. Not seeing much different compared to Black Friday.

 

Windup Watch Shop: 10% off, 15% off $500, 20% off $2000

An authorized dealer from the fellas who run the watch blog Worn & Wound. Select exclusions apply.

 

Also worth a mention:

Joe

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