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Sidney pleated dress pants in Grey, studio, Gentlemens Manor

Sidney pleated dress pants, fabric close up, Gentlemens Manor

Sidney pleated dress pants in Grey, lifestyle, Gentlemens Manor

Sidney pleated dress pants in Grey, lifestyle, Gentlemens Manor

Sidney pleated dress pants in Grey, lifestyle, Gentlemens Manor

Sidney pleated dress pants in Grey, studio, Gentlemens Manor

Sidney pleated dress pants, fabric close up, Gentlemens Manor

Sidney pleated dress pants in Grey, lifestyle, Gentlemens Manor

Sidney pleated dress pants in Grey, lifestyle, Gentlemens Manor

Sidney pleated dress pants in Grey, lifestyle, Gentlemens Manor

Worn by 52,000+ American Gentlemen

Sidney Men's High Waisted Pleated Dress Pants with Extended Waistband

$103.90 $51.95 Save $51.95

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2 items: 10% off, 3 items: 15% off, 4 items: 25% off

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High Waist, Sharp Pleats

Reach for trousers that give a shirt and jacket a proper frame. The high waist closes with an extended tab and button, front pleats fall into a straight leg, and a smooth woven fabric keeps the line neat. Ready for business days, dinners and smart casual weekends.

Sidney pleated dress pants in Grey, standing in a timber paneled office, Gentlemens Manor lifestyle

Crafted for Business Days & Dinners

Extended waistband: a tab closure that keeps the high waist tidy.
Front pleats: ease through the hip with a classic drape.
Straight leg: a tailored line finished with a cuffed hem.
Slanted pockets: easy to reach at the hip, even with the high waist.

Enjoy free delivery on every order with no hidden costs and no minimum spend. Each parcel is carefully prepared and shipped with tracking for your peace of mind. If you have any questions, our friendly team at support@gentlemensmanor.com is always here to help.

Details on delivery options and times can be found in our Shipping Policy.

Take 100 days to be sure. Wear it, sit in it, see how it feels. Not the right fit? Send it back within 100 days.

Detailed information regarding returns and refunds can be found in our Return and Refund Policy.

Questions or need assistance? Our dedicated customer support team is available 24/7.

Whether you need help with sizing, product details, or your order, we’re always happy to assist.

📧 support@gentlemensmanor.com

Don’t hesitate to reach out. We’ve got you.

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Finished Details

Collar, seams and stitching checked on every piece
A Fit That Works

Classic cuts with room where you want it
Chosen by James & William

Two friends who spent their careers in menswear
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Sale

Sidney pleated dress pants in Grey, studio, Gentlemens Manor

Sidney pleated dress pants, fabric close up, Gentlemens Manor

Sidney Men's High Waisted Pleated Dress Pants with Extended Waistband

$103.90 $51.95 Save $51.95

16K+ Happy Customers

Excellent 4.9

Worn by Gentleman Across the US

"The fabric feels like the good suits I bought years ago. I put it on and it fit perfectly."

Verified

Theodore Brandt

"Wore this all day in Italy and it stayed comfortable the whole time. It fits me just right!"

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Gerald Whitcomb

"Every order has been spot on, from fit to delivery. It's my first stop for clothes now."

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Walter Henley

"Couldn't be happier with this one. It looks great, feels great!"

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Russell Ainsworth

"I wore this to a wedding and got compliments all evening. It fit perfectly and was very comfortable."

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Marcus Calloway

"This is the shirt I reach for most. I love it! Great store, and the quality shows."

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Sanjay Pillai

"My first order went so well I keep coming back. I'm on my fourth piece and happy every time."

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Lawrence Beaumont

"The look is exactly what I was going for. Sharp, easy, and it suits me perfectly."

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Dean Castellano

GENTLEMEN'S STANDARD

Founded by James and William, Gentlemen’s Manor is built on a considered approach to menswear. Every detail matters, from the structure of the collar and the quality of the fabric to the fit and how naturally each piece works within a man’s wardrobe.

The result is clothing that helps you dress with confidence, ease, and certainty. Pieces that feel appropriate, look well balanced, and support a refined appearance in everyday life.

That is what we call The Gentlemen’s Standard.

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All US orders ship free. Every package is sent with track & trace, so you can follow it from our door to yours.

100-Day Try-On

Take 100 days to be sure. Wear it, sit in it, see how it feels. Not the right fit? Send it back within 100 days.

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Menswear with quiet confidence

Gentlemen’s Manor was created for men who still believe that clothing should feel comfortable, look refined, and last beyond a single season. We do not chase trends. We select pieces with character, balance, and quiet confidence.

James & William

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100-Day Try On

Buying clothes online shouldn't be a hassle. Order your size, try everything on at home, and see what works for you. If something isn't right, send it back within 100 days. Simple as that. Keep what feels right, return the rest.

Sidney Men's High Waisted Pleated Dress Pants with Extended Waistband