On August 6, the night of Olivia Rodrigo's surprise show in New York City, she changed from one summer dress trend into another. First, in true Rodrigo style, she took center stage in a floral babydoll. After singing her greatest hits, the pop star tested summer-to-fall transitional dressing in a satin slip mini and knee-high boots. Opposites really do attract.
Outside Brooklyn's famed pizza restaurant Lucali, paparazzi snapped Rodrigo looking every bit a punk-rock princess. While the pale pink silky slip shared the same thigh-sweeping hemline as her go-to dress silhouette, the upper half featured slim spaghetti straps and a plunge V-neck. Still, she styled the look like one of her babydolls—with grunge-inspired stompers.
Pairing the minimalist '90s-inspired dress with pointy pumps—or perhaps her signature Mary Jane heels and socks set—would've been too obvious for the performer who has a penchant for style plot twists. So, instead, she chose tall black boots with a shiny leather finish, silver zippers up the sidewalls, and buckles atop the almond-shaped toes.
The "Vampire" singer has been living in similar knee-highs all summer long. She previously wore ultra-buckled boots in her "Stupid Song" music video and lace-up Dr. Martens for May's Spotify Billions Club concert.
To finish the look, Rodrigo carried a black leather bag from cool-girl Barcelona-based brand Paloma Wool.
Not only is the mini-dress-and-boots formula a classic Rodrigo move, but it is also the outfit we needed to switch from summer to fall styling. Two months ago, Hunter Schafer attended a Prada party in a green mini and lemon yellow boots. During The Odyssey press tour, Anne Hathaway paired her airy LWD by Blumarine with suede thigh-highs so boho-chic. Three celebrity spottings is the sign we needed to pull out our fall footwear and embrace transitional styling early.
Dip your toe into the season-defying duo, too, by shopping the slip dresses and boots below.
Shop Slip Dresses and Boots Inspired by Olivia Rodrigo
