I'm Over 40 and Swear By These 5 Comfortable Skinny-Jeans Outfits

If you’re an avid skinny-jeans wearer or are looking for fresh outfit inspiration to re-introduce them into your wardrobe, you’ve landed in the right spot. Yep, we tapped the stylish over-40 fashion influencer Cathy Williamson (@themiddlepageblog) to share her go-to skinny-jeans outfits. And sure, age has nothing to do with what you should or shouldn’t wear, but we were interested in hearing Williamson’s style tips, in particular, given her experience fine-tuning her wardrobe over the years.

“Skinny jeans are my day-to-day staple and I have been a fan of the style as long as they have been around because I think they are the most comfortable (particularly with stretch)—and especially when paired with other comfortable pieces.”

Keep scrolling to check out five comfortable skinny-jeans outfits, complete with past visual inspiration from Williamson to incorporate into your at-home life or to note for outfit reference down the road. And if you’re shopping at the moment, we’re also showcasing how to shop the easy staples in each look. 

Blouse + Skinnies + Slides

“Skinny jeans can be worn stylishly at home or running errands with a cozy button-down and flats.”

Cardigan + Tee + Skinnies + Mules

“Skinnies also look perfect with comfy flat mules and a cozy cardigan.”

Moto Jacket + T-Shirt + Skinnies + Sneakers

“Skinnies look good with any jacket, blazer, sweater, or shirt style. They are what I reach for when I am in a hurry because anything goes with them—including this laid-back moto jacket–and-tee combination.”

Cozy Sweater + Blouse + Skinnies + Espadrilles

“I don't know of a pair of shoes or boots that don't work with skinny jeans. They literally work with every shoe style from sneakers to espadrilles like with this ensemble here.”

Roomy Blouse + Skinnies + Sneakers

“I think a roomier blouse half-tucked into skinny jeans with sneakers is a comfortable, no-fail look.”

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

Up next, we're in our 50s and rely on these 10 basics to look chic.