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How to Wear a Shirt: Stylish Tips from Italian Stylists

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A shirt is one of the most versatile and stylish items in a woman’s wardrobe. Italian stylists know how to turn an ordinary shirt into a chic element of any look, suitable for any occasion — from business meetings to evening strolls.

In this article, we will explain how to wear a shirt for women, how to combine it properly with trousers, jeans, and blazers, and which styling tips are best for women over 50 and plus-size women.

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1. How to Wear a Shirt for Women: Basic Tips from Italian Stylists

  • Italian fashion values simplicity, elegance, and freedom of movement. The main rule when choosing a shirt is to pay attention to its fit and fabric. A properly chosen shirt highlights your figure and allows you to create both casual and festive looks.
    Key recommendations:
  • Pay attention to the fit. A shirt should not be too tight or too loose, unless it’s an oversized model.
  • Focus on fabric. Cotton shirts are ideal for everyday wear, while satin or silk are perfect for evening outings.
  • Don’t be afraid of accessories. A belt, brooch, or statement necklace can instantly transform your look.

2. How to Wear a White Shirt for Women: Classic and Modern Ways

A white shirt is a timeless classic that every fashionista should have in her wardrobe. It is versatile and fits any style.
Ways to wear a white shirt:

  • With jeans: Roll up the sleeves, tuck the front of the shirt into the jeans, and leave the back untucked. Add accessories like a belt and jewelry to complete the look.
  • With trousers: For a business look, tuck a white shirt into high waisted trousers. Add a blazer and classic pumps.
  • With a skirt: To create a feminine look, pair a white shirt with a pencil skirt. Roll up the sleeves and add a belt to accentuate the waist.
  • As a dress: If you have a long white shirt, wear it as a dress with a belt or style it in an oversized fashion.
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3. How to Wear a Shirt with Jeans for Women: Everyday Outfit
Ideas

A shirt and jeans are the perfect duo for a casual look. Italian stylists recommend adding individuality to this simple combination with the help of details and accessories.
Styling ideas:

  • Fully buttoned and tucked in: Button up the shirt and tuck it into your jeans. Add a belt and chunky jewelry for a trendy look.
  • Untucked: Wear a shirt loosely over your jeans. Cropped or raw-hem jeans work best with this style.
  • Half-tucked style: Tuck in the front of the shirt and leave the back loose. This style looks effortless and modern.
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4. How to Wear a Shirt with Trousers for Women: Business and
Casual Style

A shirt and trousers combo is the ultimate classic for a business look. But Italian stylists suggest adding a touch of creativity to make the outfit more interesting.
Outfit ideas:

  • Business look: Tuck the shirt into classic high-waisted trousers. Complete the look with a blazer for a professional appearance.
  • Casual look: Leave the shirt untucked and pair it with cropped trousers. Add a belt to emphasize your waist.
  • Skinny trousers and oversized shirt: Balance the volume by wearing a loose, oversized shirt with tight-fitting skinny trousers.
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5. How to Wear a Men’s Shirt as a Woman: Oversized Style

A men's shirt is a staple of the oversized fashion trend. Italian stylists recommend using it as a chic accent in a woman’s wardrobe.

Ways to wear a men’s shirt:

  • As a dress: Cinch the waist with a belt to create a flattering silhouette.
  • As a top layer: Wear it over a tank top or crop top with jeans or leggings.
  • Tied at the front: Tie the ends of the shirt into a knot at the front, and wear it with a high-waisted skirt or jeans.
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6. How to Wear a Shirt for Women Over 50

After 50, women tend to prioritize elegance and comfort. Italian fashion encourages choosing classic cuts and high-quality fabrics.

Style recommendations:

  • White shirt + high-waisted trousers: Highlight your waist to create a visually slimmer silhouette.
  • Oversized shirt + belt: This look creates a stylish and modern silhouette while emphasizing the waist.
  • Shirt + midi skirt: A classic combination that looks sophisticated and elegant.
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7. How to Wear an Oversized Shirt for Women

The oversized look remains trendy and is actively used in Italian fashion.

Style ideas:

  • Untucked with shorts: Wear the oversized shirt untucked with short shorts, adding bold accessories to complete the look.
  • With a belt: Accentuate your waist with a belt to give the oversized shirt a more feminine shape.
    Layered look: Wear an oversized shirt over a T-shirt or tank top for a laid-back, street-style vibe.
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8. How to Wear a Shirt for Plus-Size Women: Stylist Tips

For plus-size women, it is important to choose the right shirt cut. Opt for models with vertical stripes and loose, breathable fabrics.

Styling tips:

  • Loose fit. Avoid overly tight shirts. Opt for slightly oversized models to avoid clinging to the body.
  • Accent on the waist. Use a belt to create a visual "hourglass" shape.
  • Correct length. Choose shirts that reach mid-thigh or longer to visually elongate your silhouette.
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9. How to Wear a Checkered Shirt for Women

A checkered shirt is a staple of street style that can be used for casual, everyday outfits.

Outfit ideas with a checkered shirt:

  • With jeans. Wear the checkered shirt untucked and add a plain T-shirt underneath.
  • Tied at the waist. Tie the checkered shirt around your waist for a cool festival look.
  • As a cardigan. Wear the checkered shirt open as an extra layer over a dress or jumpsuit.
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10. How to Wear a Shirt with a Blazer for Women

The combination of a shirt and blazer is a key element of an office dress code.

Styling ideas:

  • Classic look: White shirt + fitted blazer + trousers for a timeless business outfit.
  • Casual style: Pair a checkered shirt with a blazer for a more relaxed look.
  • Oversized style: Layer an oversized blazer over a tucked-in white shirt for a bold, modern vibe.
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