Upgrade your wardrobe with The Essential Gray Trousers. Made with high-twist fabric, this versatile trouser resists wrinkles and maintains a sharp crease, making it perfect for everyday wear or special occasions. Pair it with any shirt or jacket to create a polished, professional look.
Wear it all year
Wardrobe essential
Super versatile
Office essentialAll of our garments are made-to-measure and ship to our showroom, where we inspect each one by hand before preparing it for shipment. Our jackets, suits, tuxedos, and outerwear all ship on our unique wooden hangers and in a garment sleeve.
Every customers’s first order includes a complimentary remake to ensure the perfect fit.
All of our garments are made-to-measure, so we are unable to accept returns.
Choose options
Our easy-to-use powerful system gives you made-to-measure, even without a fitting.
We’ll send try-on garments to your home, schedule a video fitting, and be with you every step of the way.
Come by our showroom in Kansas City for a fitting with one of our master fitters. We’ll have a cold one waiting.
Place the tape measure around your upper chest and pull it snug but not tight. Take two or three regular breaths, letting the tape measure expand naturally with each breath. The measured number in inches is your jacket size. We recommend doing this a few times and taking the average number. If you land on an odd number, choose the next even size up.
Let us know what size you currently wear in the waist of chinos or dress trousers. Choose that size. If they fit really tight in the waist and seat, choose one size up.
Measure the inseam from the bottom of the crotch, along the seam on the inside, down to the bottom of the pant, or where you want it to fall.
Thin: I find most pants too wide or baggy in the leg.
Average: Most pants fit my legs, and are not too tight in the thigh.
Muscular: I struggle to find pants that fit my thighs.
None: The trouser leg will sit right at the top of your shoe, every so slightly sitting on it.
Slight: The trouser leg will have a very small break across the top of the shoe, with one dimple on the pants.
Full: The trouser leg will have one large, or two smaller breaks on the top of the shoe.
Cuff: The trousers will have a standard one-and-a-half-inch cuff.
Plain: The trousers will have a plain bottom and no cuff.
Classic: A straight cut leg, with no taper at the bottom.
Tailored: Enough room in the thighs and calf, with a slight taper towards the opening.
Classic: A straight cut leg, with no taper at the bottom.
Tailored: Enough room in the thighs and calf, with a slight taper towards the opening.
Whether in-person or online, a perfect fit is right around the corner.
“Wonderful experience from fitting to delivery. My suit fit perfectly and exactly the way I asked.”
— Mark B.
“Talk about an experience. Shepherd’s was fantastic and my tailored suit came out perfect.”
— Mike S.
“Shepherd’s has been an amazing experience all around, from the fitting process to the final product.”
— David C.
Fabric woven in Italy
Woven with wool
Join the husbands, fathers, sons, brothers, athletes, entrepreneurs, actors, musicians, attorneys, bankers, professionals, and every day guys who wear Shepherd’s in pursuit of their full potential.
Jackets — The easiest way to upgrade any outfit, head here for your new favorite.
Suits & Tuxedos — Exceptional suits made just for you so they fit like no one else’s.
Shirts — The thing we hear most often? “I’d like to order a few more.”
Outerwear — Get out there, in the wild or the city, and take this with you.
Trousers — Exceptional standards (we see you, navy and gray), plus a few more.