Over-50 Women Who've Mastered the Art of Wearing Skinny Jeans

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(Image credit: @iconaccidental)

We talk about skinny jeans (and the trends to wear with skinny jeans, and the anti-skinny jeans—you get the picture) so often we risk sounding like a broken record. But quite honestly, the denim has proven its staying power over years and years while we've watched many other denim trends come and go. Although straight-leg and baggier fits are gaining ground among the trendier crowd, it's skinny jeans that remain classic in the world of denim.

Those who know skinny jeans' classic appeal better than anyone are the women who've spent years wearing them—and, therefore, have taken the time to perfect their art. They say it takes 10,000 hours, or roughly 6 to 10 years, to master anything, and if you ask us, that concept definitely translates to wardrobe styling; spending at least a decade styling any given fashion item will certainly earn you master status. While it's true that pulling off skinny jeans (or literally any other style) knows no age limits, we have to admit that truly good style comes after years of working to perfect it.

Since women over 50 and their ridiculously stylish skinny-jean outfits are teaching us valuable lessons in how to wear the slim-fitting denim, keep reading to get inspired by their outfits and be prepared to commit these styling ideas to memory.

Lyn Slater

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This look works so well because she opted for a long, structured blazer and a slightly oversize graphic tee to balance out the jeans' formfitting silhouette.

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We could go on and on about which tops to wear with skinny jeans and which to avoid, but suffice it to say, Lyn figured out that billowy blouses are the number one top style with the slim denim.

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One word: layers. By layering a soft blouse underneath a sweater tee and topping it off with an overcoat, Lyn made her skinnies feel completely fresh and forward.

Cathy Williamson

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Throw on a bold longline coat for an eye-catching finish.

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This look is as classic as it gets and shows exactly why loafers are the best flat shoe style to wear with the jeans.

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Another great shoe option for the colder months is knee-high boots, which skinny jeans are primed to be tucked into.

Mel Kobayashi

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Mel's penchant for creative, outside-the-box styling ideas makes her skinny-jean outfits truly innovative. I mean, have you ever seen a blazer, tee, and jeans look as cool on anyone else?

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These two looks offer a case study in proportions and volume. While on the left, a puffy-sleeve blouse adds a softer element, the dark overcoat on the right has a more dramatic effect.

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No, you can never have enough outfit inspiration for wearing your skinny jeans with a great blazer. It's just a combination that works every single time.

Wendy Packer

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You really can't go wrong wearing the denim with a classic button-down shirt.

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Minimalist strappy sandals and an open jacket are perfection here.

Now, shop skinny jeans:

For even more skinny-jean outfit ideas, see how fashion girls are styling them this winter.

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Senior Editor

Anna is an NYC-based senior fashion editor who has been a member of the Who What Wear team for over seven years, having begun her career in L.A. at brands like Michael Kors and A.L.C. As an editor, she has earned a reputation for her coverage of breaking trends, emerging brands, luxury shopping curations, fashion features, and more. Anna has penned a number Who What Wear cover interviews, including Megan Fox, Julia Garner, and Lilly Collins. She also leads the site’s emerging travel vertical that highlights all things travel and lifestyle through a fashion-person lens.