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How do you wear an oversized plain shirt?

  1. Classic tuck
  2. Knot at the waist
  3. Off-the-shoulder
  4. Layer with a tank
  5. Add a belt
  6. Pair with bike shorts


  • Trendsetters like Harry Styles and Billie Eilish embrace oversized shirts for their eclectic and daring styles.
  • This style guide explores how to wear oversized plain shirts, drawing inspiration from these iconic figures.
  • Tuck for polished elegance, knot for playfulness, off-the-shoulder for warmth. Layer with a tank, add a belt, pair with bike shorts – versatile, chic styling for your oversized shirt ensamble.

Step into the world of fashion comfort and style with oversized shirts – the go-to choice for trendsetters like Harry Styles and Billie Eilish. Harry, the musical sensation and former One Direction member, rocks oversized shirts to channel his eclectic, daring style. Meanwhile, Billie Eilish, the Grammy-winning singer, makes oversized shirts a signature part of her laid-back, unique aesthetic.

In this style guide, we’ll unravel the secrets of how to wear an oversized plain shirt. Discover how these icons are turning oversized shirts into fashion statements, breaking the mold and redefining what it means to be stylishly comfortable.

Classic Tuck

Classic Tuck

The classic tuck is your gateway to timeless elegance when your choice of top is an oversized shirt. This sophisticated styling trick involves tucking your shirt into the waistband of your favorite bottoms – denim, trousers, or a skirt.

The result of this styling trick? A polished yet relaxed look that effortlessly adds structure to the loose silhouette when paired with sneakers. To further add, the classic tuck is your go-to choice when you want to exude an air of chic without sacrificing comfort, blending the best of both worlds of styles seamlessly.

Knot at the Waist

For days when a playful and casual vibe is on the agenda, such as playing with your niece at the playground or just going for a quick coffee run, entertain the idea of a knot at the waist. Tying your oversized shirt into a knot instantly adds definition and a touch of flair to your outfit.

This styling technique is perfect for laid-back day outs or when you’re in the mood to inject some personality into your look. Effortlessly cool, it’s a statement that speaks volumes in simplicity, offering a laid-back yet impactful way to express your fashion personality.


Flaunt a touch of skin with the off-the-shoulder look, as you let one side of your oversized shirt gracefully slide down your shoulder. This creates an effortlessly stylish and relaxed, off-duty vibe.

Perfect for warm days or to add a feminine touch to your look while staying comfortable, the off-the-shoulder style is a subtle yet effective way to infuse your outfit with allure. It effortlessly transitions you from a casual, laid-back appearance to a captivating and chic one.

Layer With a Tank

Add depth and versatility to your ensemble by layering your oversized shirt over a fitted tank or camisole. This inclusion introduces a contrasting silhouette and offers a practical option for transitioning between different temperatures throughout the day.

The layered look from the addition of a top provides sophistication to your outfit while keeping it adaptable to changing weather conditions. Versatility meets sophistication in this styling choice, making it a wardrobe essential.

Add a Belt

Add a Belt

If you love accessorizing plain shirts as your go-to outfit for simple and quick runs, elevate them by cinching them at the waist with a stylish belt. This simple addition defines your silhouette and adds a touch of sophistication to your overall look.

Experiment with different belt styles to match the vibe you’re aiming for – whether it’s bohemian, minimalist, or edgy. A cinched waist brings structured elegance to the relaxed nature of the oversized shirt, creating a refined and comfortable look.

Learn more about choosing shirts here: Color Analysis: How to Choose the Best Shirt Colors for You

Pair With Bike Shorts

For the last tip to change up your usual oversized plain shirt from Lifeline, tackle your daily routine with a sporty and contemporary edge when you embrace the pairing of your oversized shirt with bike shorts. This combination offers comfort and trendiness, perfect for casual outings, errands, or when you want a relaxed yet fashionable ensemble.

The mix between the oversized shirt and bike shorts brings a dynamic and modern feel to your look, ensuring you stay on-trend with ease. Sporty meets chic in this effortlessly cool ensemble, striking the perfect balance between comfort and style.

Key Takeaway

Whether you’re drawn to the off-the-shoulder allure, layering sophistication with a tank, adding cinched elegance with a belt, or infusing a sporty, contemporary edge with bike shorts, learning how to wear oversized plain shirt emerges as a versatile canvas tailored to your mood and occasion.

So, let your creativity take the spotlight. Wear your oversized plain shirt with the confidence of a true style maestro, making every ensemble a testament to your unique fashion sensibility.

At Lifeline Shirt, we have various supplies of different sizes for men and women, providing weather-appropriate material to help them get their oversized shirts. Contact us today to get a high-quality top!


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