Oakes pleated trousers in Cream, studio, Gentlemens Manor
Oakes pleated trousers in Black, studio, Gentlemens Manor
Oakes pleated trousers in Brown, studio, Gentlemens Manor
Oakes pleated trousers in Cream, back view, Gentlemens Manor
Oakes pleated trousers, fabric close up, Gentlemens Manor
Oakes pleated trousers in Cream, lifestyle on a covered porch, Gentlemens Manor
Oakes pleated trousers in Black, lifestyle in a timber paneled office, Gentlemens Manor
Oakes pleated trousers in Brown, lifestyle in a secondhand bookshop, Gentlemens Manor

Worn by 52,000+ American Gentlemen

Oakes Men's High Waisted Straight Leg Pleated Trousers with Button Tab

Regular price $87.90 Sale price$43.95 Save $43.95
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  • 100-Day Home Try-On Guarantee
  • Free US Shipping With Tracked Delivery
  • 2 items: 10% off, 3 items: 15% off, 4 items: 25% off
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High Waist, Straight Leg

Button into trousers with a high rise and a long, straight line. An extended waistband closes with a pointed button tab, double pleats give room through the hip, and the straight leg falls clean to the shoe with no cuff. Buttoned back pockets finish them for the office, church and dinner out.

Oakes pleated trousers in Cream, standing on a covered porch, Gentlemens Manor lifestyle

Why You'll Reach for It

  • Button tab waistband: an extended band with belt loops that closes with a pointed tab.
  • Double pleats: two pleats on each side for room through the hip.
  • Straight leg: a clean line from hip to hem, with no cuff.
  • Buttoned back pockets: two welt pockets that button closed, waist sizes 30 through 38.

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.

  • 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

  • Free Shipping

    On every order, tracked to your door

  • 100 Day Returns

    Not right? Send it back within 100 days

  • A Real Person Replies

    Write us and our team answers you

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!"

Verified

Gerald Whitcomb

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

Verified

Walter Henley

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

Verified

Russell Ainsworth

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

Verified

Marcus Calloway

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

Verified

Sanjay Pillai

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

Verified

Lawrence Beaumont

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

Verified

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.

Free Shipping

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.

Secure Payments

Pay with confidence using your favorite payment method. Your payment details are always safe and protected.

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

Shop With Confidence

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.