8 Non-Dated Skinny Jean 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, about a month or so ago, Gen Zers on TikTok declared Millennials’ beloved skinny jeans passé, and the responses on both sides were 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 to offer some perspective on this topic.

I fully recognize and respect that many people of both generations simply don’t want to part with their skinny jeans. So the key to making them look cool and fresh lies in the way in which 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 items (including skinny jeans) needed to recreate them.

Non-dated outfit tip: A sweater set and fun shoes is a winning combination with skinny jeans.

Non-dated outfit tip: Go classic with a white button-down and trendy shoes, and you’ll never look dated.

Non-dated outfit tip: A pretty top and kitten heels paired with skinny jeans is the perfect outfit to wear out to dinner this time of year.

Non-dated outfit tip: For a fun look, match your shirt to your shoes and throw on a couple of coordinating accessories.

Non-dated outfit tip: Pair your jeans with something colorful, and keep proportions in mind (meaning, something more oversized always complements a pair of fitted skinny jeans).

Non-dated outfit tip: A pair of It sneakers and a pretty silk top is an unexpected match that always works with skinny jeans.

Non-dated outfit tip: When you’re short on time and feel like you have nothing to wear that day, it’s wise to always go with a white T-shirt and loafers if you’re wearing skinny jeans.

Non-dated outfit tip: A cute top and fun heels works with any type of jeans—case in point.

Next up, 5 issues everyone has with skinny jeans (and how to fix them).