Unlimited amazing clothes get produced and marketed and sold every season, every week, every day, and I’m all about finding the ones I can wear that make me feel great, look great and express my style.
However, now that we’re deep into the fall/winter 2025 season, I’m finding there are certain pieces I’m reaching for far more than any others.
This is that list of the MVP’s for me this season, some of which I’ve had for a few years, some of which are new this year for me.
I get dressed everyday for my full-work day job, so all these recommendations are my authentic clothing choices for day to day. I have published some thoughts exclusive for paid subscribers with some helpful thoughts on practical dressing based on my experiences both as a menswear industry insider and also a normie with a desk job. Subscribe and check that out, here.
I have discounts at a couple of the below linked shops. Here they are listed once for your convenience:
Cavour: EXTRAMOSS (10% OFF)
Proper Cloth: MUSINGS10 (10% OFF)
(Links below may be affiliate links that earn commission when you make a purchase.)
Work, worship and out in public
Glen check tweed sportcoat
Cavour | Besnard | Spier & Mackay | Natalino
As an alternative, a gray herringbone would see just as much wear if I owned one and there are a few great examples available this season:
Cavour | Spier & Mackay | J.Crew
I also have loved a gun club tweed jacket from Natalino. Similar ones:
And the Campbell’s of Beauly green Harris Tweed is another one.
Glen plaid flannel suit (this has been my favorite suit this season, above)
Cavour (the best option) | Spier & Mackay
Covert twill tailored trousers
Broadcloth/poplin/end-on-end shirts for under sweaters (in spread collars)
Proper Cloth | Sid Mashburn end-on-end or poplin | Natalino
Oxford shirts for with tweed + denim (usually button-down collars but spread collars work too)
J.Press | Sid Mashburn | Proper Cloth | Gitman Vintage | Brooks Brothers (don’t love the narrow placket but ymmv) | Natalino | Drake’s
Chunky navy turtleneck
Natalino | Wolf vs Goat (not chunky) | Casatlantic
Off-white jeans
Proper Cloth (perfect fit!) | Sid Mashburn (slim straight fit) or straight fit | Madewell | Buck Mason
Dark selvedge jeans
Imogene + Willie (my actual pair) | 3Sixsteen | Sid Mashburn
Fatigue pants
Proper cloth (perfect fit! my actual pair) | Natalino | Bronson Mfg
DB navy coat (above)
Todd Snyder | Spier & Mackay | Polo Ralph Lauren
Raglan coat
Brown suede chukka boots
TLB Mallorca (my favorite shoe makers) | Myrqvist (second-favorite, and these are the ones I actually own)
Split toe’s in pebble grain
TLB Mallorca (my favorite shoe makers) | Myrqvist (in suede not pebble grain, but these are my second-favorite shoe makers)
Suede belt
Pebble grain belt
Clothes I’m wearing at home
Shawl cardigan
Wolf vs Goat (been wearing this like everyday) | eHaberdasher | Spier & Mackay cashmere or merino wool | H.N. White
Jackson plaid western overshirt from ProperCloth
Soft crewneck sweaters
Wolf vs Goat | Sid Mashburn | Brooks Brothers
Modal tees (I’m all in on modal boxer briefs and my modal tees from Spier & Mackay are my favorite tees)
Wolf vs Goat | Spier & Mackay | Quince
Sweatpants
Bronson mfg (my actual pair) | Abercrombie
