In case you have plans, or plan on having them. 4 Style Scenarios, from formal to not.
Steal Alert: Huckberry Free Shipping No Minimum Event
Their free shipping usually kicks in at $98. Thus, all picks are under $98. Beanies, belts, N/A spirits, sunglasses, tees, polos, & more.
Banana Republic 40% off Full Price Holiday Event
Dress shirts, suit separates, and Gen-Zs favorite viral sweater style.
Bonobos Weekday Warriors, The Tie Bar Free Shipping, & More – The Thurs. Sales Handful
Field watches. Cheap chinos. Wool/Cashmere topcoats.
J. Crew 50% off Select “Perfect Presents” event
Like a mini Black Friday rewind. Perhaps you’re playing not-so-secret Santa… for yourself?
Win it: The Seiko Samurai SRPL13 Prospex Automatic Dive Watch
Angles, presence, & it costs almost 95% less than Omega’s new similar(ish) looking Planet Ocean. It’ll cost you zero if you win it.
Most Wanted Affordable Style – December 2025
Gilt accented divers, wool blend topcoats, and something to sip on if you’re driving.
Steal alert: 30% off select Timex 24-hour sale
Extended through Thursday. Better than average discount. Better than average selection of models.
Monday Men’s Sales Tripod – BR Factory 1-Day 64% – 70% off most, Bonobos Sweaters Sale, & More
Boots, coats, and the USA Made socks to wear them with.
Macy’s Sale Swiss Watches & Seikos, Filson Up to 40% off, & More – The Thurs. Sales Handful
Smart casual briefcases, classic dive watches, and retro sneakers.
Steal Alert: Made in Italy J. Crew MacAlister Desert Boots for $89
Wasn’t getting much sale action for awhile there. Now they’re 55% off.
Style Scenario: What to Wear to a Casual Holiday Party
A casual but still put-together look for dressed down winter festivities.
Style Scenario: What to Wear to a Smart Casual Holiday Party
Looking sharp but not over the top. Out on the town or at someone’s place.
Style Scenario: What to Wear to a Dressed Up Holiday Party
Tis-the-season to bring some style.
Cyber Monday 2025 – Deals for men & picks
Tues. = Leftovers + extensions moved to the top. 20% off Huckberry’s 365 pants, BRF 68% off + Free ship, Brooks Bros 40% off, & more
Black Friday 2025 – The best style deals for men
Bonobos Icon Stretch Washed chinos. JCF extra 70% off clearance. New watches added to Timex 30% off.
Steal Alert: J. Crew 50% off Black Friday/Cyber Monday + 30% off Suiting & Chinos
This just got much better. Was 40% off, now up to 50% off. Suits and chinos now included and 30% off. Now runs through Tuesday 12/2.
Bonobos: 30% off Most for Black Friday
Smart blazers. Jetsetter suits. Wool outerwear, sweaters, and yes… lots of pants too.
Amazon Black Friday 2025 Best Style Deals for Men
Watches. Cheap clothes. Travel survival gear. Amazon goes (very) early for their now launched Black Friday Week.
REI Holiday Sale, New Nordstrom Rack Arrivals, & More – The Thurs. Sales Handful
It’s the relative calm before the Black Friday week storm.
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