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So Much Good Menswear On Sale—Winter Sale Picks

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Sale season is upon us. My favorite brands all have something I really like, bought or wanted to buy on sale, so get on it, folks! Let’s jump right into my curated picks from my favorite brands. If I come across more killer sales I’ll add to this list!

(Links below may be affiliate links that earn commission when you make a purchase—it’s how I am able to keep making this site and do fun coverage of events like Pitti Uomo. Speaking of, if you love my content, please consider supporting me to help me get to next Pitti! Thanks!)

Natalino (full sale listings linked here)

Fatigue pants (I got mine custom made by Proper Cloth but only because I had store credit there; these Natalino ones look a little bit better with the side tabs)

Shetland sweaters in a high-rise-friendly length (do not buy if you wear low-rise chinos!) — yellow in particular appeals to me

Spier & Mackay (full sale listings linked here)

Green cord shirt (wear with dark rinse selvedge denim and suede jodhpur boots!)

High-rise covert twill trousers

High-rise gray herringbone flannel trousers (I just got these and love them with a chunky navy turtleneck or other chunky knits up top)

Gray herringbone flannel suit (the above are the trousers that go with this suit; they sell separate trousers only so you can have a second pair. You could also just get this suit and wear both the jacket and the trousers on their own, separately. I wrote about how to tell whether you can wear a suit jacket separately here)

High-rise brown houndstooth trousers

Colorful brushed shetland sweaters (I got ocean blue and love the yellow too)

Lattice knit turtlenecks

Chunky merino shawl collar cardigans (my perennial subject)

Navy ribbed turtleneck

Heavy-duty navy wool peacoat with a collar for days

Navy prince of wales overcoat

Navy heavy twill ulster coat

Cavour (full sale listings linked here)

Gray tweed houndstooth sportcoat

Gray tweed glen plaid sportcoat (I own this and you can see it here)

Navy cashmere glen plaid sportcoat

Navy worsted flannel suit (this is a stupid price for this; everybody buy this immediately)

Navy high-twist heavy wool suit (again, a stupid price)

Navy 4-ply cashmere turtleneck (this is a stupidly good price)

Model 3 high-rise trousers:

Gray British flannel staple trousers

Covert twill (I have these in charcoal and they’re heavy and drape like iron)

Model 2 normal-rise trousers:

Flat-front gray puppytooth trousers (I love patterns like this for trousers worn with, say, a chunky navy sweater like this one)

Flat-front green wide wale cords

Mr Porter (full sale listings here)

[Here’s my 13 favorite designers at Mr Porter all linked on sale in the filters]

Sid Mashburn linen shirt

Sid Mashburn navy swim trunks (these look like they have a waist closure and zipper, which are my can’t-live-without features for swim trunks)

Sunspel cotton tee (if you’ve never tried a Sunspel tee, they’re gloriously soft)

Inis Meain ombre linen tunic sweater (seriously don’t sleep if this is your size!)

Inis Meain sky blue boatbuilder turtleneck

Polo Ralph Lauren peacoat

Brooks Brothers (all sale listings here)

Made-in-USA OCBD

Flannel Black Watch tartan shirt

Wide-wale corduroy pants (I’m into the blue color)

Double-faced wool topcoat (similar to my ulster from Polo Ralph Lauren)

Thomas Mason blue pinpoint Oxford spread-collar shirt

Deep-V merino sweaters

That’s it for now!

Shop my clothing from this post and every other post on the Shop My Closet page. If you’re just getting into tailored menswear and want a single helpful guide to building a trend-proof wardrobe, buy my eBook. It doesn’t cost that much and covers wardrobe essentials for any guy who wants to look cool, feel cool and make a good impression. Formatted for your phone or computer/iPad so it’s not annoying to read, and it’s full of pretty pictures, not just boring prose. Buy it here. 

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