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BLACK MONTH

50% OFF EVERY PIECE

BUY 2, GET AN EXTRA 10% OFF

BUY 3, GET AN EXTRA 15% OFF

BUY 4+, GET AN EXTRA 25% OFF

FREE US SHIPPING
Truman
Truman
Truman
Truman
Truman
Truman
Truman
Truman
Crafted by Daniel & Michael
Trusted by 52,000+ American Gentlemen

Truman Men's Pleated Herringbone Trousers with Crease and Cuffs

Sale price$76.95 Regular price$153.95
BLACK MONTH
50% off every piece
BUY 2
extra 10% off
BUY 3
extra 15% off
BUY 4+
extra 25% off

Ends November 30 at 11:59 PM ET. Bundle savings apply to sale prices at checkout.

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In Stock – Almost Sold Out
Shipped by Wed 24 December
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UPDATE: Limited Stock Alert! 5 pieces available due to high demand during the SALE. If you can still click "Add to Cart," it is still available.

Sharp Crease, Easy Room

Step into tailored trousers woven in a herringbone pattern that reads as texture, not print. Front pleats release into a straight leg with a pressed crease, and turn-up cuffs finish the hem. A structured waistband with belt loops keeps the fit secure. Ideal for work, dinners, or smarter occasions.

Crafted for Polish & Comfort

  • Herringbone weave: Texture through the fabric that sits well with plain shirts.
  • Front pleats: Room through the upper thigh while keeping the line.
  • Pressed front crease: A sharp crease running the full length of the leg.
  • Turn-up cuffs: A traditional finish at the hem for a tailored look.

Worn by 52,000+ Gentlemen Across the United States

Michael

Timeless Smart Casual Style

A clean and polished look with classic appeal. The crisp button-down shirt pairs effortlessly with tailored trousers, creating a refined and balanced outfit. Simple, confident, and well put together.
Michael
Marcus T.

Refined Everyday Design

The jacket features a structured collar, front button closure, and defined seam detailing across the upper section. Its straight cut and flap pocket accents create a clean outline that pairs evenly with tailored trousers.
Marcus T.
Nathan R.

Bold Coordinated Streetwear Look

A bold streetwear look with strong coordination. The jacket stands out, and the matching pants and sneakers create a clean, cohesive style. Modern and confident overall.
Nathan R.
Michael D.

Clean and Structured

The shirt features a structured collar and short sleeves with a consistent check pattern across the fabric. Its straight cut and buttoned front create a clean outline that pairs evenly with tailored trousers.
Michael D.
Robert H.

Classic Casual Street Style

A clean everyday look with a sporty touch. The striped rugby shirt adds structure, while the light denim and sneakers keep it relaxed and balanced. Simple, youthful, and easy to wear.
Robert H.
Daniel K.

Modern Minimalist Smart Look

A clean and structured outfit with a sharp silhouette. The striped blazer adds subtle detail, while the simple top and dark trousers keep the look balanced and refined. Sleek and contemporary overall.
Daniel K.
Adrian L.

Structured and Modern

The jacket features a structured collar with a front zipper closure and defined seam detailing across the upper section. Its straight cut and streamlined design create a balanced outline that pairs evenly with tailored trousers.
Adrian L.
Ethan M.

Clean All-Black Minimal Look

A simple and streamlined outfit with a sharp monochrome finish. The relaxed top pairs smoothly with the wide-leg trousers, creating a balanced and modern silhouette. Understated and effortlessly put together.
Ethan M.

Where It Began

Gentlemen Prime Boston began in 2013 with a simple idea between two friends, Daniel Verne and Michael Loyd. We believed a man’s wardrobe should reflect who he is becoming steady, intentional, and confident in his path.

What started as a small selection we personally chose slowly became a place men trusted when they wanted pieces selected with purpose.

Brotherhood

Recently, our story took an unexpected turn. Michael suffered a serious accident that left him severely injured and now relying on a wheelchair.

Keeping the store running suddenly became much harder than we ever imagined.

To help us continue forward, we introduced our BLACK MONTH | 50% Off Every Piece, a temporary event where every piece is 50% off until November 30 at 11:59 PM ET.

Built for the Man Becoming

Gentlemen Prime Boston was never only about clothing. It was always about the man building his life step by step and choosing pieces he can rely on.

Today, every order means more than ever. When you choose Gentlemen Prime Boston during Black Month, you help keep alive the store two friends started in 2013 and the story we are determined to continue.

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CRAFTED THROUGH EXPERIENCE

Each piece is developed with care, precision, and a deep respect for the process. From the first cut to the final stitch, every step is considered. Designed with purpose and built to endure.

In a world driven by mass production, choose something made with meaning

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90-Day Money-Back Guarantee & Hassle Free Returns

We’re confident you’ll love your purchase but if it’s not quite right, you have 90 days to return it for a full refund.
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