





Dudley Rayborn,
Founder & Clothier
Dudley Rayborn built Sir Dudley Bespoke from a lifelong love of tailoring, detail, and personal expression. Trained in classic menswear and shaped by years of hands-on experience, Dudley approaches each garment as a collaboration—honoring tradition while embracing individuality. Known for his eye, his ease, and his obsession with fit, he believes great style should feel effortless and deeply personal.
Distinctly Yours,
Exceptionally Made
Explore the collection
Personal style begins with a perfect fit.
Customer testimonials
Michael Cooper
“As a friend, I’ve had the privilege of watching Dudley Rayborn build more than just wardrobes—he builds confidence. His attention to detail, deep respect for personal style, and the care he brings to every client experience are unmatched. Dudley doesn’t just make you look good—he helps you feel like the best version of yourself.”
D. McBride
CEO, Derrick Speaks LLC
“I’ve had several custom shirts made by Sir Dudley’s, and I can confidently say nothing else in my wardrobe compares. The attention to detail, the fit, and the quality of fabric are unmatched. Each shirt is not only tailored perfectly to my frame but also reflects my personal style in a way that off-the-rack clothing simply can’t. Sir Dudley doesn’t just create clothing—he crafts confidence. Every time I wear one of his shirts, I feel sharp, polished, and ready to lead.”