Olivia Rodrigo Wore the Chic Basic That Instantly Upgrades Skinny Jeans
Gen Z queen Olivia Rodrigo just did the unthinkable and wore skinny jeans. (I apologize for the hyperbole.) It's not something we're used to seeing the Y2K-loving musician wear. But rumor has it that skinny jeans are coming back with a vengeance in 2023, so perhaps she's getting a head start.
The outfit I'm referring to is one Rodrigo wore while out this week in NYC. She paired the aforementioned skinny jeans with a ribbed gray sweater and her go-to Converse Chuck Taylor high-tops. What took the outfit from cool to chic was the addition of a leather blazer, a trend that's been percolating for several seasons now. Having polished basics that go with everything (like a leather blazer) is key because you can wear them with easy, casual pieces and look like you made an effort every single time.
Scroll to shop Rodrigo's casual-chic look, along with some of my favorite leather blazers on the market.
On Olivia Rodrigo: Converse Chuck Taylor All Star High Top Sneakers ($65)
Get the Look
Shop More Leather Blazers
Shop Skinny Jeans
Next up, the best winter shoes to wear with skinny jeans.

Allyson is a senior editor forBest Knockoff Luxury Clothing . She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories forBest Knockoff Luxury Clothing . 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.
-
I Escaped to Boston for a Weekend—3 Chic J.Crew Outfits Perfect for New England FallEffortless style.
-
Every Fashion Person Has a Version of These 6 Night-Out LooksHow to reply to "What are you wearing out tonight?"
-
Still Need The Perfect Winter Denim? Look No Further—These Levi’s Might Be Sold Out By Black FridayShop bestselling jeans, sweaters, jackets, and more.
-
Wow, These 33 Chic Gap New Arrivals Actually Have Me Excited for Winter in NYCCool and expensive-looking finds.
-
My Friends Love Reformation—I Sent Them 31 Gorgeous Picks I'm Eyeing Right NowOne of each, please.
-
Looking Chic in Cropped Jeans This Winter Means Wearing This Boot Style and ColorElizabeth Olsen would know.
-
Making Basic Jeans and Black Boots Look Elegant Is Easy—Just Add This Coat Color TrendHint: It's neither red, navy, nor leopard print.
-
Sorry, Crewneck Tees—in 2026, Everyone With Taste Will Be Layering Sweaters Like ThisThe recipe for a perfect winter outfit.

