7 Style Rules All "Timeless Women" Follow

There are some women who, despite their age, have a quality about them that feels effortless and ageless. You get the impression that they were dressing the same way 20 years prior and likely looked just as sartorially relevant during that decade as they do today. Their sense of style has more to do with knowing what works for them and sticking to it than it does their age. That's not to say they don't dress for their age, but they don't let "what you're supposed to wear" dictate how they present themselves to the world.

Intrigued by what goes into achieving this timelessness that some women seem to naturally possess, we set out on a mission to study them with the purpose of honing in on specific tips. Ultimately, we narrowed it down to seven rules that they all follow. Curious?

Keep scrolling to find out what they are and shop a few timeless pieces while you're at it.

#1: They don't focus on trends.

Wearing pieces and outfit combinations that never go out of style (e.g., a black turtleneck, straight-leg jeans, and ankle boots) ensures you'll never look like you're trying too hard. Effortlessness is key for timeless style. 

WHO: Jeanne Damas

Available in sizes 24 to 32.

#2: They avoid sloppy silhouettes.

Although oversize looks are a current trend, tailored pieces are the number one way to achieve polish, which timeless women always have.

Caroline Issa street style


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WHO: Caroline Issa

Available in sizes XXS to 3X.

#3: They stick to classic shoe styles.

Look at any timeless woman's shoe collection and you'll find an array of chic, classic footwear like loafers, Chelsea boots, and block-heel pumps.

WHO: Sarah Harris

#4: They have a go-to outfit formula.

You'll never hear a timeless woman complain that she has nothing to wear. The reason? She has a go-to outfit formula that works for a variety of occasions and always makes her feel confident.



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WHO: Emmanuelle Alt

Shop a No-Fail Outfit

Pictured: Étoile Isabel Marant jacket; H&M jeans; Mango shoes

Shop Similar Styles: H&M Vintage Slim Ankle Jeans ($30); ByFar Kim Black Silk Shoes ($428); Isabel Marant Riller Jacket ($521)

#5: They don't over-accessorize.

Wearing too many accessories at once can ruin a look, but timeless women stick to a select few sleek options that will only enhance their outfits.

WHO: Isabelle Huppert

#6: They invest in outerwear.

Since we wear outerwear on repeat and it's the first thing everyone sees, timeless women know to focus their wardrobe budgets on this all-important piece—and it shows. Gorgeous, versatile outerwear makes any outfit look more expensive and pulled together.

WHO: Hedvig Sagfjord Opshaug

#7: They stick to flattering looks.

Timeless women know what works for their body and wear only pieces that will flatter it.



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WHO: Anna Wintour

Available in sizes XXS to 3X.

This post was previously published on an earlier date and has been updated.