June 20, 2024

Groomsmen Style Guide: Choosing the Perfect Men's Wedding Shirt to Stand Out Smoothly

The big day is almost here! Excitement and a touch of nervous energy fill the air. You polish your shoes, that familiar leather glinting in the morning light. As you slip on your suit, you realise this isn’t just another wedding. You’re not just a guest; you’re standing beside your friend, a pillar of support on his journey into a new chapter. Your attire matters – it’s a silent expression of your friendship. And the right wedding shirt? It becomes the key to a cohesive look that celebrates the groom while letting your own personality shine through.

However, with so many choices available, picking the perfect men’s wedding shirt can feel overwhelming. Don’t worry, fellow groomsmen! This guide is here to help you navigate the options, find the ideal shirt, and strike the perfect balance between complimenting the groom and expressing your unique style.

Understanding the Formality: Setting the Stage

The first step is acknowledging the wedding’s formality. Black-tie affairs demand a classic wing collar shirt, exuding timeless elegance with its high, folded collar points. Formal weddings gravitate towards spread collar shirts, offering a touch of sophistication with their wider collar opening. For semi-formal occasions, a point collar shirt provides the ideal balance between a relaxed and polished look. Consider the venue and overall vibe of the wedding when making your selection.

Finding the Perfect Fit: A Tailored Approach

A well-fitting shirt is the bedrock of any sharp ensemble. An ill-fitting shirt can be a glaring distraction, so don’t underestimate the power of a perfect fit. Here, you’ll encounter a key decision: off-the-rack with tailoring or a custom-made experience. Off-the-rack shirts offer convenience and affordability, but tailoring ensures a perfect fit that flatters your body type. A skilled tailor can adjust the shoulders, sleeves, and overall silhouette for a truly personalised feel.

For the ultimate in customization, consider a custom-made shirt. Imagine a shirt crafted to your exact specifications, from fabric weight and collar style to subtle details like monogrammed initials. This level of personalization guarantees a shirt that feels like an extension of yourself, allowing you to stand out with confidence.

Choosing the Right Fabric: Comfort and Style in Harmony

The fabric selection plays a crucial role in both comfort and style. Cotton reigns supreme for its breathability and natural drape. Pima cotton offers a luxurious upgrade, boasting superior wrinkle resistance for those long days of celebration. For a touch of elegance and a sophisticated sheen, silk can be a captivating choice, but be mindful of its delicate nature and potential for showing sweat marks.

Color Coordination: A Cohesive Palette

While incorporating the wedding colours might seem like an obvious route, a more refined approach lies in a unified colour palette for the groomsmen’s party. Imagine a sharp line-up in crisp white or light blue shirts – it creates a cohesive look that complements the groom without stealing the spotlight. For a touch of visual interest, you can explore subtle patterns like fine stripes in a colour that complements the groomsmen’s attire, like a hue found in the ties or pocket squares.

Stylish Details: Beyond the Basics

Now that the foundation is laid, let’s delve into the subtle details that can elevate your look from good to unforgettable. French cuffs with cufflinks add a touch of sophisticated personality while maintaining formality. Choose cufflinks that resonate with your personal style, whether it’s classic and understated or subtly modern with geometric patterns.

Speaking of subtle touches, consider incorporating contrasting buttons. Don’t go overboard with loud colours; instead, opt for buttons in a shade that subtly echoes the groomsmen’s attire, like the colour of your tie or pocket square. This injects a hint of personality while maintaining a cohesive aesthetic.

Finally, a minimalist tie pin can add a polished finishing touch. Keep it simple and elegant, avoiding anything too flashy that might detract from the overall look. Remember, the goal is to complement the groom, not outshine him.


Choosing the perfect men’s wedding shirt is an investment in both style and camaraderie. By considering the formality, finding the perfect fit, and incorporating subtle details, you can achieve a look that’s both sharp and supportive.

Here at Winslow Style, with over 15 years of experience crafting exceptional men’s wedding shirts, we understand the importance of looking and feeling your best on this momentous occasion. Our team of skilled tailors is dedicated to translating your vision into a personalised shirt that flatters your physique and complements the overall groomsmen aesthetic. We offer a wide range of fabrics, collar styles, and details to ensure your shirt reflects your unique personality. Whether you prefer a classic white oxford or a luxurious silk option with a hint of texture, we have the perfect fabric to match your comfort level and the wedding’s formality.

Your wedding attire is more than just clothing; it represents a commitment to your friend and a shared memory that will be captured in photographs for years to come. At Winslow Style, we believe that every groomsman deserves to look and feel his best on this special day.

Don’t settle for an off-the-rack shirt that doesn’t quite fit or fails to capture the spirit of the occasion. With Winslow Style, you can create a timeless and personalised wedding shirt that reflects your style and strengthens the bond of brotherhood.

Ready to embark on your groomsmen style journey?


The cost of a men's wedding shirt can vary depending on the fabric, level of customization, and brand. Expect to pay anywhere from $100 to $500 or more for a high-quality, custom-made shirt.

Off-the-rack shirts come in standard sizes, while a tailored shirt is crafted to your specific measurements for a perfect fit. A tailored shirt offers a more polished look and flatters your body type.

Cotton is a popular choice for its breathability and comfort. Pima cotton offers a luxurious feel and wrinkle resistance, ideal for long events. Silk provides a touch of elegance, but requires more delicate care.

Classic white and light blue are versatile options for wedding shirts. They offer a timeless look and complement a variety of wedding styles.

Absolutely! Consider subtle details like contrasting buttons that match your tie or pocket square, or monogrammed initials for a truly personalised touch.