Over-50 Women Who've Mastered the Art of Wearing Skinny Jeans
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
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.
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.
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
Throw on a bold longline coat for an eye-catching finish.
This look is as classic as it gets and shows exactly why loafers are the best flat shoe style to wear with the jeans.
Another great shoe option for the colder months is knee-high boots, which skinny jeans are primed to be tucked into.
Mel Kobayashi
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?
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.
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
You really can't go wrong wearing the denim with a classic button-down shirt.
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.
Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.
-
Trust Me—This Is the Most Elevated Denim Style There Is
I found the perfect pair.
By Eliza Huber
-
The Coolest French Woman Says That Skinny Jeans With These Shoes Are In for 2025
I'm taking her word for it.
By Allyson Payer
-
I Thought I Hated Skinny Jeans, But These 5 Shoe Styles Make Them Feel Cool Again
My redemption plan? Shoes.
By Michelle Scanga
-
Emma Chamberlain's World: Her Warby Parker Collab, Two-Phone Rule, and Spiciest Fashion Takes
"I just want to bring the most joy to people."
By Anna LaPlaca
-
Everyone I Know in L.A. Will Wear These 3 Denim Trends in 2025
I'm sure of it.
By Courtney Falsey
-
I'm Finally Considering Skinny Jeans Again After Seeing This One Outfit
HBU?
By Eliza Huber
-
The Best Jeans of 2024, According to Who What Wear Editors and Readers
The numbers don't lie.
By Ana Escalante
-
Brooke Shields Knows the Exact Boot Trend to Wear With Skinny Jeans
Miss Americana.
By Drew Elovitz