Beauty Fashion

The Coolest Fashion People to Follow in Every Age Group

In the constantly growing landscape of fashion influencers, it’s an unfortunate fact that the younger crowd significantly outnumbers ladies of a certain age. But just because there are certainly more of them, that doesn’t make them any more relevant or valuable than their more mature counterparts. Fashion is universal, after all.

The segment of Instagram influencers and bloggers in their 30s, 40s, 50s, and beyond may be small, but it’s mighty. We aim to enlighten you, dear reader, about the ladies of all ages who are crushing it in the fashion game at the moment —from the 25-year-old whippersnappers to the 65-year-olds who’ve been at it for a good while longer. Prepare to be majorly inspired by all the women showing off their unique (and, frankly, fun) looks. Keep scrolling to meet the best fashion Insta stars of every age group.


Influencer and fashion market writer at Refinery 29, Alyssa Coscarelli has the most refreshingly unique feed—where she shows her love of vintage and retro pieces alongside all the current trends and brands.

New York based model and influencer, Amy Lefévre has a minimalist-modern wardrobe we dream of owning. She plays with volume brilliantly and her neutral-hued feed is seriously chic.

From pretty floral frocks to envy-worthy bikinis and stylish activewear looks—plus-size model, activist and certified yoga teacher, Ali Tate Cutler never ceases to inspire us with her charming outfits.


Danish style star Pernille Teisbaek is a regular here on Who What Wear and for good reason: Her modern style is still somehow timeless, and she has mastered the ultimate coup d’état in fashion—she can style pretty much everything with ease.

Los Angeles–based blogger Courtney Trop was one of the first ladies to bring laid-back yet elevated California style to the front row of fashion week. We love her sensibility for giving the Cali-girl vibe a unique twist.

Song of Style’s Aimee Song has set herself apart as one of the most prolific style stars in the game. The L.A.-based trendsetter mixes casual pieces with designer duds in an easy and seriously inspiring way.

Fashion cool-girl and former Harper’s Bazaar editor, Chrissy Rutherford is always sporting some of the coolest brands, and is a constant source of inspiration for her unique New York style.

Known for her elevated, minimalist style, Instagram influencer and lingerie designer TyLynn Nguyen is forever inspiring us to invest in chic and timeless classic pieces that will never go out of style.

Plus-size fashion influencer and content creator, Kellie Brown has an empowering and inclusive Instagram, proving that fashion is for all sizes.


Tennille Murphy is a lifestyle influencer with enviable style. She rocks everything from slip dresses to cropped tops and tailored separates with confidence and style.

Fashion editor, stylist, and author, Erica Davies always wows us with her bold, colorful, and statement looks. Plus, we can’t get enough of her witty Insta captions. Her fun home interiors are just as inspiring.

Brooklyn-based Sai de Silva takes us through a digital journey of family, style, beauty, and wellness on her Instagram and blog, ScoutTheCity. Her NYC looks are swoon-worthy mixing high and low designers to perfection.

The San Fransisco–based blogger currently works as an art director at the Banana Republic Factory and is a big champion of wearing what you want, regardless of your age.


You can always count on fashion influencer, Renia Jaz to show us the up-to-the-minute trends and gorgeous designer pieces from our favorite brands. Just one scroll of her feed and you’ll be instantly hooked.

The Montreal-based Insta-star, Grece Ghanem has a loyal following who flock to her feed for cool styling tips and of-the-moment fashion pieces (that we all want to get our hands on!). 

Content creator, Melissa Meyers shares her Cali-cool style and must-have beauty tips to help you look and feel your absolute best no matter what your age.


Susan Feldman is the co-founder of One Kings Lane and In the Groove, a style destination where she shares her age-defying outfits and shopping tips. (She’s also our resident style expert here at Who What Wear). 

Roxanne Gould is a Vogue model dedicated to helping women age gracefully. We’re enamored with her timeless style and are always taking notes of her beauty and wellness tips.

Mel Koboyashi is a Vancouver-based artist and creator of Instagram/blog, Bag and a Beret. She has a penchant for styling modern and vintage pieces in a true eclectic fashion.

A classic white button-down will remain a mainstay in your wardrobe.

Wide-leg trousers are easy to pair with tank tops and blazers alike.

Ballet flats will always be a chic, trusty go-to.

These stretch jeans have an incredible fit.

A chic blazer will never let you down.

A basic you’ll live in whether you’re 20 or 60.

An investment piece to last you a lifetime.

This post was published at an earlier date and has since been updated.

Up next, we’re in our 40s and these are the 10 places we always shop.

Ages 25 to 65, these are the most stylish ladies around.
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