Olivia Rodrigo Sizzles in a Tiny Festive Red Minidress at Jingle Ball

Olivia Rodrigo rocked iHeartRadio’s Jingle Ball in a gutsy holiday-red minidress.

The “love is embarrassing” singer commanded New York City’s Madison Square Garden on Friday night in a sizzling vintage Versace number that featured sequin detailing on the bust. And—because it wouldn’t be an Olivia Rodrigo outfit without a grungy twist—she paired the festive frock with black thigh-high socks and matching knee-high lace-up combat boots by Dr. Martens. She brought some more edge to the look with a black manicure, chunky silver rings, and winged eyeliner. The three-time Grammy Award winner wore her signature long brown locks down in waves.

Rodrigo performed songs off of both “SOUR” and “GUTS” during her energetic set, including “good 4 u,” “brutal,” “deja vu,” “drivers license,” “vampire,” and “all-american b****.”

The pop princess showed out in another tiny minidress for iHeartRadio’s Los Angeles Jingle Ball performance last week, that time a silver metallic frock complete with a plunging neckline and the same cool boots.

She traded combat boots for patent leather platform Mary Janes on Thursday for her appearance on The Tonight Show Starring Jimmy Fallon. Rodrigo went full preppy schoolgirl in a little black dress that featured lace trim and a blue floral print, which she paired with a matching blue headband.


The former Disney star told Fallon playing shows are both nerve racking and fun. “I feel like playing your own show is a lot more fun because there’s just so many people in the audience, and sometimes they know the lyrics, too, so if you forget a lyric, you’re like, ‘Throw it to the crowd,’” she said.

Rodrigo will perform next tonight as the musical guest on Saturday Night Live, hosted by Adam Driver.

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Christina Perrier is a NYC-based freelance writer who covers culture and lifestyle topics. When she’s not writing, she’s probably watching TikToks of dogs, experimenting in the kitchen, or curling up with a book.