The Evolution of the Cutaway Collar

February 17, 2025 3 min read

The Evolution of the Cutaway Collar

The cutaway collar has long been a staple of sophisticated menswear, offering a refined yet bold aesthetic. Over the years, this collar style has evolved, transitioning from a classic design favored by traditional gentlemen to the daring and fashion-forward extreme cutaway collar that defines modern sartorial elegance. At Dandy & Son, we have embraced this evolution, refining and modernizing the shirt collar to create a distinct look that balances heritage with contemporary style.

The Origins of the Cutaway Collar

The cutaway collar finds its roots in early 20th-century British fashion. Originally designed to accommodate wide Windsor knots, this collar style became synonymous with aristocratic sophistication. The broad spread of the collar allowed for a fuller tie knot, a trend popularized by the Duke of Windsor himself.

As the decades progressed, the cutaway collar remained a fixture in men’s fashion, particularly in European tailoring. It offered a polished and distinguished look, pairing effortlessly with well-fitted suits. However, as trends shifted toward more relaxed and expressive fashion choices, designers sought to reimagine the cutaway collar, pushing its boundaries toward a more modern aesthetic.

The Rise of the Extreme Cutaway Collar

Presenting the extreme cutaway collar—a bold, ultra-modern take on the classic design. Characterized by its dramatically wide collar points, this style exudes confidence and flair. Unlike traditional shirt collars, the extreme cutaway showcases more of the shirt’s placket and tie knot (or an open-neck look for a more relaxed yet refined approach).

At Dandy & Son, we love the extreme cutaway collar, ensuring that it maintains a balance between elegance and contemporary appeal. Our signature shirt collar design features:

  • Dramatic Spread – An exaggerated collar angle that enhances the frame of the face.

  • Versatile Styling – Works beautifully with both bold tie knots and open-collar ensembles.

  • Premium Craftsmanship – Tailored with precision design and textiles for a crisp, structured look that holds its shape.

Why the Extreme Cutaway Collar Stands Out

The Extreme Cutaway collar is not just a trend—it’s a statement. Here’s why it continues to gain popularity among modern gentlemen:

  • Modern Elegance – Whether worn with a sleek tie or without, the extreme cutaway offers a stylish edge that sets it apart from conventional collars.

  • European Flair – This collar style embodies a sophisticated, European-inspired aesthetic that resonates with fashion-forward individuals.

  • Confidence Booster – Wearing an extreme cutaway collar exudes confidence and personality, making it an excellent choice for those who appreciate refined menswear.

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How to Style the Extreme Cutaway Collar

For those new to this daring collar style, here are a few expert styling tips:

  • With a Tie: Opt for a Windsor or Half-Windsor knot to complement the wide spread of the collar.

  • Without a Tie: Keep the top button undone for a relaxed, effortless look that still maintains sophistication.

  • Pair with a Tailored Suit: A well-fitted suit enhances the structure of the extreme cutaway collar, creating a sharp and polished silhouette.

  • Accessorize Smartly: Complement the look with a sleek watch or subtle pocket square to elevate your outfit.

Want to learn more about ties?Check out this article about The 10 Tie Knots All Fashion Savvy Men Must Know

The Future of the Cutaway Collar

As men’s fashion continues to evolve, the extreme cutaway collar remains a timeless yet innovative choice. At Dandy & Son, we are proud to be at the forefront of this sartorial shift, offering high-qualityextreme cutaway shirts that cater to the modern gentleman’s need for distinction and elegance.

Embrace the evolution—explore our collection ofextreme cutaway collar shirts and redefine your style with a touch of daring sophistication

Discover the full range at Dandy & Son and elevate your wardrobe today!