January 18, 2025

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Styling Oversized Shirts: Tips and Tricks for Wearing Them

3 min read

With oversized shirts, the styling options are endless, ranging from classic to trendy and street-style looks. Discover various ways of wearing oversized shirts with these helpful styling tips.

What Are Oversized Shirts?

Baggy and loose-fitting, oversized shirts are designed to add volume to your outfit, with their length typically falling below the waistline. These wardrobe staples come in many styles, from a classic button-down to an oversized tee

3 Tips for Styling Oversized Shirts

Selecting the right fit is essential to pull off an oversized shirt look.

  1. When selecting oversized shirts, opt for pieces with intricate detailing to prevent the excess fabric from overpowering your body. Prevent your oversized shirt from overwhelming your body by selecting pieces with detail; a pattern, pop of color, or unique stitching gives an oversized shirt a point of focus, drawing attention to the design rather than the excess fabric.
  2. Take the occasion into consideration. Choose a baggy oversized t-shirt for a casual loungewear or athleisure ensemble. but try an oversized button-up shirt for a business- or smart-casual combo. Go two sizes bigger than your regular fit. When shopping for oversized clothing, stylists suggest purchasing a shirt two sizes larger than your normal size. Your shirt should fit loose around your waist and shoulders while falling a few inches longer than a typical shirt. For an oversized T-shirt, the shirt sleeve should fall lower than the typical mid-bicep range, as low as the elbow in some oversized styles

Daytime Oversized Shirt Outfits

Experiment with these outfit ideas to achieve a casual daytime look.

  • 1. Create an athleisure look. Style an oversized graphic tee with a sweatshirt and a pair of fitted bike shorts. This athleisure look creates a balanced and comfy outfit you can wear while exercising or lounging at home.
  • 2. French tuck into shorts. Pair an oversized shirt with wide-leg pants or cut-off denim shorts for a casual outfit. Half tuck your oversized shirt to create a chic and relaxed French tuck, finishing the outfit with a pair of strappy sandals or white sneakers.
  • 3. Pair with dress pants and heels. Wear an oversized button-down shirt with dress pants and heels or loafers for a business casual look. Add a blazer to finish the outfit.
  • 4. Tuck into jeans. A classic way to style an oversized shirt is to wear the top with a pair of formfitting blue jeans, like straight-leg or skinny jeans; this balances the oversized top, creating a laid-back outfit. Try a long-sleeved white shirt with white jeans to create a minimalist, monochrome look.
  • 5. Wear a cotton shirt as a beach coverup. Consider styling an oversized blouse as a cover-up over a bathing suit. As a loose and flowy piece, an oversized shirt promotes air circulation, keeping you cool in the summer heat. You can also play with colors and patterns, styling a vibrant floral blouse or bright polka dot shirt as a beach cover-up.

How to Wear Oversized Shirts: 3 Evening Looks

For a night out, consider these three oversized shirt outfit ideas:

  1. Transform into a mini dress. Sport an oversized button-down as a shirt dress and complete the ensemble with ankle boots or wedges. Style an oversized T-shirt with heels and a black leather jacket to create an edgy outfit and cinch your waist with a belt, or wear the T-shirt dress loose for a breezy summer outfit.
  2. Tuck it into a midi skirt. Create a flattering silhouette by teaming an oversized button-down shirt with a fitted midi skirt. Choosing a loose top for this outfit balances out the look and highlights your lower body. For a glam look, pair a sequined skirt with a simple button-down shirt, or add a pop of color by pairing a bright skirt with your top.
  3. Sport your shirt as a jacket. For a relaxed evening look, wear an oversized button-down shirt as a jacket. Wear the shirt unbuttoned and roll up the sleeves for a lightweight jacket ideal for warm weather. For a chic date night outfit, wear a leather mini skirt and black lace crop top with a white button-down shirt as a light jacket.

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