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5 Must-Have Dress Shirts for a Complete Bespoke Wardrobe

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made-to-measure dress shirts Nairobi

Let’s introduce you to the backbone of a sophisticated wardrobe: the tailored dress shirts, a versatile piece that can effortlessly transition from formal to casual. From the classic white herringbone to the laid-back plaid, here are our top picks for this gentleman’s staple..

A sleek white dress shirt alongside two others

1. The White Dress Shirts: A Forever Classic

Crisp. Clean. Classic. The SAO classic white dress shirt fits nearly every occasion, color, and trouser.

Here’s how to wear or pair it:

  • With a sleek silk tie for that formal look,
  • Roll up your sleeves for a laid-back office vibe. 
  • A cutaway collar for with or without a tie for versatility.
  • A single-cuff design without pockets, for a timeless touch.

2. The Button-down Dress Shirt

Want to walk the line between relaxed and put-together effortlessly? Meet the SAO button-down shirt.

It pairs best with chinos or suede loafers.

For the perfect color choice, start with a versatile shade like light blue. I’s easy to pair.

A neatly folded blue checked button-down bespoke shirt

3. The Striped Dress Shirt: Bold and Adaptable



Subtle pinstripes can enhance your outfit’s structure and leave a lasting impression.

Our carefully crafted striped dress shirt offers various stripe colors and widths from subtle pencil lines, fine hairline patterns, to bold stripes. 

4. The Checked Dress Shirt

A collection of blue and purple checked dress shirts

The checked pattern add a playful touch to your outfit while still keeping it polished and reserved. At SAO, we offer varieties like:

  • Gingham,
  • Houndstooth or, 
  • Windowpane, 

Layer it under a navy or tan SAO Bespoke / MTM suit for an effortlessly suave and flexible look.

Insider Fashion Style Tip:
The more the colors and larger the checks, the more the shirt leans towards a casual look. So, begin with 1-2 colors, smaller check patterns, and build up from there.

5. The Floral Dress Shirt: Bold with Grace

A collection of 3 floral dress shirts

The floral shirt is a laid-back option that doesn’t compromise style.

Everything from its texture and pattern to its lightweight fabric makes it fantastic for warmer days. It pairs splendidly with chinos or dark-wash jeans, and a leather belt for a relaxed yet refined look..

Final Fit: Our Takeaway On Dress Shirts

Our SAO bespoke dress shirts will help you make the most of your wardrobe. We offer timeless classics that balance with contemporary flair, from the versatile white and blue colors to floral, button-down, and checked pieces. We’ll also hold your hand through it with expert advice that elevates your style and a custom-made wardrobe. To get started, book a fitting today or visit us at Adams Arcade Mall, Ngong Road.

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