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Petite Dressing

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ClassyTrendy · May 14, 2024

Over 50? 25 Tailored Shorts to Look Put-Together All Summer

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For women over 50, finding the right shorts can be a challenge this summer, but worry not. This season, we present you with a multitude of tailored shorts outfits that are not only comfortable and practical but also super stylish, helping you look put-together throughout the summer.

Table of Contents

  • Matching stripes shorts set
  • Linen sleeveless top
  • Short sleeve button blouse
  • Ivory button shirt and tie waist shorts
  • Belted white tailored shorts
  • White chiffon blouse
  • Navy blouse and white shorts
  • Sheer eyelet blouse
  • White linen button shirt
  • Short sleeve polka dot blouse
  • Cotton polo shirt
  • Matching black cap sleeve shirt and shorts
  • Pleated pastel blue shorts
  • Deep V-neck printed blouse
  • Sleeveless striped cotton top
  • Vintage style collared blouse
  • Striped tailored blazer
  • Navy sleeveless button blouse
  • Drapey tank top
  • Ivory shorts with brown leather belt
  • Drapey half tuck chiffon top
  • Navy spaghetti strap blouse and white shorts
  • Brown cap sleeve satin blouse
  • Animal print belt

Matching stripes shorts set

Dive into the essence of summer with a matching striped shorts set; it is an effortless way to look chic and put together. The vertical stripes create a lengthening effect, giving an illusion of longer and leaner legs – a stylish trick for ladies over 50. 

Linen sleeveless top

Pair your tailored shorts with a linen sleeveless top for a breezy, summer look. Linen offers excellent moisture-wicking properties, making it perfect for hot summer days, and the sleeveless cut allows for maximum movement and comfort while adding a youthful touch to your outfit.

Short sleeve button blouse

Wearing a short-sleeved button blouse brings elegance to your tailored shorts. The tailored shorts provide a formal touch, while the short-sleeve blouse adds a feminine and delicate flair.

Ivory button shirt and tie waist shorts

Another combination that epitomizes a classy summer style is the ivory button shirt paired with tie-waist shorts. The ivory button shirt keeps the outfit looking sophisticated, the tie waist shorts add a trendy twist, and the high waistline of the shorts visually elongates your legs.

Belted white tailored shorts

Experience the benefits of wearing belted white tailored shorts – the white color reflects light, making you feel cooler in the hot weather. The belt smartly cinches your waist, enhancing your figure and adding a stylish detail to your look. 

White chiffon blouse

If you want an outfit that creates a light, airy look this summer, go for a white chiffon blouse paired with tailored shorts. The sheer fabric of the blouse adds a hint of femininity and grace to your outfit, whereas the white hue keeps you looking fresh and neat at all times. 

Navy blouse and white shorts

The classic combo of a navy blouse and white shorts is a fail-safe summer look. The deep blue color of the blouse beautifully offsets the crisp white of the shorts, creating a visually appealing contrast.

Sheer eyelet blouse

An airy, sheer eyelet blouse paired with tailored shorts makes for a stunning partnership that oozes sophistication. The sheer fabric allows for ventilation, keeping you cool during those hot summer days, and the eyelet pattern adds a touch of femininity, enhancing the overall outfit

White linen button shirt

Classic simplicity meets summer chic in a white linen button shirt and tailored shorts combo. The lightweight fabric of the shirt makes it perfect for summer, ensuring breathability and comfort, and when paired with tailored shorts, you’ll flaunt a minimalist-style outfit.

Short sleeve polka dot blouse

Try to exhibit your playful side with a short-sleeve polka dot blouse – the polka dots add a fun twist to your summer outfit, while the short sleeves make it summer-appropriate. Paired with tailored shorts, you’ll have a look that’s both playful and classy. 

Cotton polo shirt

The cotton polo shirt’s collar provides a formal touch, the cotton fabric lends unbeatable comfort, and the tailored shorts create a streamlined silhouette that accentuates your natural form. It’s an outfit that embodies the golden rule of summer fashion: staying cool while looking hot!

Matching black cap sleeve shirt and shorts

Another monochromatic magic that commands attention is the matching black cap sleeve shirt and tailored shorts set. It imitates the design of a jumpsuit, adding some modern flair to your summer look, the cap sleeves add lend refinement, and the tailored shorts highlight your legs.

Pleated pastel blue shorts

Pleated pastel blue shorts are a refreshing addition to your summer wardrobe. With their soft color and delicate pleats, offer an irresistibly feminine allure; not only do they flatter your shape but they also lend a youthful vibe without appearing overly juvenile.

Deep V-neck printed blouse

Here’s a dynamic duo that offers a blend of comfort and allure – the combo of a deep V-neck printed blouse and tailored shorts. The deep V-neckline elongates your upper body, giving a subtly alluring peek at your bust, and the prints add a fun element, making your outfit pop. 

Sleeveless striped cotton top

Go for a sleeveless striped cotton top and tailored shorts if you wish to achieve relaxed elegance and coastal coolness. The stripes lend a timeless appeal, while the sleeveless design is perfect for beating the summer heat.

Vintage style collared blouse

If you’re looking to add a touch of nostalgia to your summer outfit, a vintage-style collared blouse should be your go-to. Paired with tailored shorts, this getup creates a comfortable yet refined outfit, and the blouse’s collar adds structure to your neckline, drawing attention upwards.

Striped tailored blazer

Who says blazers are only for the office? Paired with tailored shorts, a striped blazer can be a wise outfit pick as the stripes create a vertical line, giving you a taller, slimmer appearance, while the tailored shorts balance the formality of the blazer, providing a laid-back feel.

Navy sleeveless button blouse

The navy sleeveless button blouse offers a smooth transition from the cool indoors to the warm outdoors, with its lightweight material and breezy design. This blouse, paired with tailored shorts, gives you a sleek, streamlined look.

Drapey tank top

Getting the drapey tank top combined with tailored shorts is a great pairing for those hot summer days. The flowing fabric of the tank top adds a soft, feminine oomph to the outfit, while the shorts provide a structured contrast. 

Ivory shorts with brown leather belt

Another chic ensemble to consider is ivory tailored shorts paired with a brown leather belt. Ivory is a timeless color that symbolizes neatness and class, and adding a brown leather belt enhances the outfit’s elegance by defining your waist, which adds a touch of edginess.

Drapey half tuck chiffon top

For a casual and classy look, pair tailored shorts with a drapey half-tuck chiffon top. The flowy nature of chiffon adds an extra oomph of femininity and softness, contrasting beautifully with the structured shorts, while the half-tuck style creates an illusion of a slimmer waist.

Navy spaghetti strap blouse and white shorts

Why not go for an ageless summer look with a navy spaghetti strap blouse and white tailored shorts? The spaghetti straps showcase your shoulders and collarbone, drawing attention upwards, while the tailored white shorts add a crisp, clean finish to the look.

Brown cap sleeve satin blouse

The brown cap sleeve satin blouse’s smooth, shiny texture and neutral hue contrast beautifully with the structured, crisp tailored shorts, creating a visually appealing outfit. The cap sleeves also draw attention to your shoulders, creating a balanced silhouette that flatters your figure.

Animal print belt

If you want to flaunt a bold and trendy look, consider pairing your tailored shorts with an animal print belt. The animal print belt gives you a curvier figure while adding a dash of boldness and excitement to your tailored shorts, which makes it the focal point of your outfit.

Posted In: ClassyTrendy

Hello there! My name is Chi Li, 5'2", founder of PETITE DRESSING, the clothing line for women 5'4" & under. Are you petite and have you been frustrated with what to wear?
This is an issue few truly understand and even fewer brands truly address.
Being petite myself, I have been writing about fashion for short women since 2016 and my brand petitedressing.com has touched the lives of millions.
My styling concepts for petite women not only focus on the perfect fit but also on flattering & elongating the petite frame for a lean silhouette, optimizing the proportions.
Shop my clothing line here.

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