How to wear shorts and look stylish when you’re over 30

In a perfect world, anyone of any age can wear whatever they want and no one would care, but we obviously don’t live in a perfect world. Be that as it may, here’s how to pull off shorts so flawlessly, no one would dare to rain on your parade

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There’s always a social stigma when it comes to certain fashion items – for example, when you reach a certain age, it becomes increasingly “inappropriate” to be seen wearing backpacks, overalls, shorts, or anything that society deems too childish. Well, fashion rules are meant to be broken, so you can certainly wear shorts in your 30s and beyond. Besides, shorts are quite literally cool to wear, especially in sunny Singapore.

Ultimately, it depends on how you style shorts to make them age-appropriate. If you’ve found yourself in a style rut, don’t sweat it. Here are some tips on how to style shorts, no matter your age or profession!

CLICK THROUGH THE GALLERY TO CHECK OUT HOW YOU CAN WEAR SHORTS APPROPRIATELY FOR YOUR AGE!

Want to know where you can get more trendy shorts? Read our story on where to find comfortable and stylish shorts that are not denim cut-offs! For more fashion stories, head over to our dedicated fashion section.



Mango Side Pockets Shorts, $29.90

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Off-shoulder tops give the perfect feminine yet sophisticated edge to tailored shorts. Complete the outfit with a matching bag and neutral heels and you’ll be chicest woman in your squad. Click next to check out how to style them!

OUTFIT 1: Mango Side Pockets Shorts, $29.90

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Ellery Off-Shoulder Top via farfetch.com, $1,154.25
Mango Side Pockets Shorts, $29.90
Stella McCartney Falabella Mini Handbag, $1,200
On Pedder Gianvito Rossi Seude Pumps, $1,150


Want to know where you can get more trendy shorts? Read our story on where to find comfortable and stylish shorts that are not denim cut-offs! For more fashion stories, head over to our dedicated fashion section. 

Martha Madeiros High-Waisted Shorts, $1,126.15

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Another way to rock shorts when you’re over 30 is to pair them up with outerwear – this will give more character and visual interest to your outfit as a whole. Remember to opt for lightweight pieces so that you won’t be uncomfortably warm under those multiple layers. Click next to check out how to style them!

OUTFIT 2: Martha Madeiros High-Waisted Shorts, $1,126.15

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Derek Lam Knot Detail Jacket via fartfetch.com, $1,645.63
On Pedder Malone Souliers Maureen Mules, $1010
Urban Knit Sleveless Top via cool-find.me-in.kr, KRW 17,500 (approximately S$21)
Charles & Keith Quilted Pocket Crossbody, $51.50
Martha Madeiros High-Waisted Shorts, $1,126.15


Want to know where you can get more trendy shorts? Read our story on where to find comfortable and stylish shorts that are not denim cut-offs! For more fashion stories, head over to our dedicated fashion section. 

Mango Belt Shorts, $55.90

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Belted and high-waisted shorts are our personal favourites. Tuck them over a classic collared white blouse to lend your ensemble a more mature and sleek look. You’ll be looking extra #fierce if you complete the look with matching boots and a sling bag to add some pizazz and pop to your top. Click next to check out how to style them!

OUTFIT 3: Mango Belt Shorts, $55.90

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Peter Cohen ‘Glove Ethnic’ Blouse via farfetch.com, $1,113.02
Mango Belt Shorts, $55.90
Charles & Keith Waist Pouch Sling Bag, $39.90
On Pedder Stella McCartney Chain Boots, $1,100


Want to know where you can get more trendy shorts? Read our story on where to find comfortable and stylish shorts that are not denim cut-offs! For more fashion stories, head over to our dedicated fashion section. 

Mango Scalloped Hem Shorts, $49.90

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Who doesn’t love oversized tops? These unique scalloped hem shorts will be the perfect accent piece to complete a simple getup. Finish the look with nude accessories and you’ll be good to go. Click next to check out how to style them!

OUTFIT 4: Mango Scalloped Hem Shorts, $49.90

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Zara Silk Blouse, $119
Mango Scalloped Hem Shorts, $49.90
Jimmy Choo ‘Ruby’ Cross Body Bag via farfetch.com, $796.64
Charles & Keith Ankle Strap Sandals, $53.90


Want to know where you can get more trendy shorts? Read our story on where to find comfortable and stylish shorts that are not denim cut-offs! For more fashion stories, head over to our dedicated fashion section. 

Mango Striped Shorts, $29.90

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Sticking to one hue for your whole outfit will automatically coordinate them. This will save you more time and energy in putting your whole look together. Click next to check out how to style them!

OUTFIT 5: Mango Striped Shorts, $29.90

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Zara Off-The-Shoulder Poplin Top, $69.90
Mango Striped Shorts, $29.90
Charles & Keith Prism Minaudiere, $89.90
On Pedder Valentino Rockstud Pumps, $1,300


Want to know where you can get more trendy shorts? Read our story on where to find comfortable and stylish shorts that are not denim cut-offs! For more fashion stories, head over to our dedicated fashion section. 

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