8 Non-Dated Skinny-Jeans Outfits That Are Making Me Rethink Everything

As I write this, it's Friday afternoon, and I'm almost too tired to get into the skinny-jeans debate yet again, but I chose this topic, so here we go. If you need a crash course, Gen Z declared millennials' beloved skinny jeans passé on TikTok, and the response was passionate, to say the least. As a millennial who doesn't wear skinny jeans all that much, I think I'm a pretty neutral party who can offer some perspective on this topic.
I fully recognize and respect that many people in both generations simply don't want to part with their skinny jeans. But the key to making them look cool and fresh lies in how you style them. I found eight non-dated outfit examples that make skinny jeans look every bit as cool as Gen Z–approved baggy jeans. Scroll to check them out for yourself and shop for the items (including skinny jeans) needed to re-create them.
Non-dated outfit tip: A sweater set and fun shoes are a winning combination with skinny jeans.
Get the look:
Non-dated outfit tip: Go for a classic white button-down and trendy shoes, and you'll never look dated.
Get the look:
Non-dated outfit tip: Pair a pretty top and kitten heels with skinny jeans to make an outfit perfect for wearing out to dinner.
Get the look:
Non-dated outfit tip: For a fun look, match your shirt to your shoes, and throw on a couple of coordinating accessories.
Get the look:
Non-dated outfit tip: Pair your jeans with something colorful, and keep proportions in mind. Something more oversize always complements a pair of fitted skinny jeans.
Get the look:
Non-dated outfit tip: A pair of It sneakers and a pretty silk top are an unexpected match that always works with skinny jeans.
Get the look:
Non-dated outfit tip: When you're short on time and feel like you have nothing to wear, it's wise to always go with a white T-shirt and loafers if you're wearing skinny jeans.
Get the look:
Non-dated outfit tip: A cute top and fun heels work with any jeans—case in point.
Get the look:
Shop Cool Skinny Jeans:
This post was published at an earlier date and has since been updated.
Up Next, These Are the Best Jeans of All Time, According to Our Editors

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
Hold the Basic Jeans—This "Dated" Denim Trend Is on Its Way Back
Get ready for this comeback.
-
24 Chic Under-$100 Nordstrom Anniversary Sale Finds That Are Taking Over My Fashion-Editor Text Group
Longchamp, Levi's, Madewell, and more.
-
I Swear By Elegant Outfits—35 Standout Items That Would Fit Right Into My Closet
Here's to a chicer outfit rotation.
-
Too Hot to Think? Try These 33 Chic Summer Finds From Revolve That Basically Style Themselves
Matching sets and lovely lace styles.
-
This Is the Sofia Coppola Way to Style Jeans for Summer
We're beguiled.
-
Low-Rise Jeans and Ballet Flats Look Dated Compared to This Trending Jeans-and-Sneaker Combo
Confirmed by Dakota Johnson and Natalie Portman.
-
Linens, Trousers, and Button-Downs, Oh My! These 30 Banana Republic Sale Picks Are Summer Magic
Up to 60% off.
-
If You Hate Denim Shorts, It's Because You're Not Styling Them With *This* Fresh and Sophisticated Shoe Trend
Hold the sneakers.