Have you ever wondered what a model-off-duty really looks like? What does she do? What does she wear? Where does she go? In the case of IMG-signed model Reign Judge, the answers unfold under more moody lights and velvet drapes, as her off-duty hours happen upon yet another stage: the jazz stage at Casa Cipriani.

The city is buzzing. Between the chaos of New York Fashion Week shenanigans—major house runways, A-list-ridden parties, and even a high-stakes Thom Browne football game—the lights dim, and a pink-Prada-ed Reign Judge steps into another spotlight. Through the gilded halls of New York City’s famed Casa Cipriani, the renowned model-turned-singer transported the lucky audience back to Old New York in her jazz debut. As the champagne poured and silverware clinked, Judge’s sweet, melodic tune filled the guests as the main course of the evening.

You might expect her to be nervous, but with plenty of practice in other limelights, Judge didn’t seem to break a single sweat. Before she hit the stage, Reign Judge took V backstage for a full glam, head-to-toe ‘get ready with me’ experience—and an exclusive peek into her euphonious night.

“I’m so honored to wear two Prada FW25 runway looks to re-debut into the music realm. The pink dress felt perfect for the sweet jazz songs in my set, and the fur coat post-show look was just a total diva move. Both looks felt like something I would see Diana Ross wearing and completely drool over.”

“This knitted pink Prada dress made me feel like a real-life doll. I love how I feel in Prada. It’s glamorous, feminine, and yet there is still an edge that makes you feel extremely cool.”

“These knitted Prada heels were straight out of my dreams. Such a darling touch to an already amazing look.”

“I’m deeply inspired by vintage glamour in all aspects, and it shows in my approach to beauty looks. My signature lately has been a kiss curl & square thick French tip nails. It makes me feel like a time traveler in the best way.”

“Aimee Twist was my selection for my makeup artist tonight because I love how her style feels feminine & girly, yet sultry. It felt fitting for a jazz set in a sexy velvet-draped environment.”

“Aimee leaned into the doll-like aspect of this look, & we kept it very light in terms of the color story. The pinks in the makeup worked so well with the tones in both looks.”

“There’s really nothing much I can say about this look. I just felt like the coolest & chicest girl in all of Manhattan!”

“My musical roots are in jazz and classical. It felt like the perfect reintroduction into music because it was familiar and comfortable. The jazz room at Casa Cipriani is also the most stunning and inspiring environment, both aesthetically and musically.”

“Playing gigs in intimate gigs always feels special, you engage with the crowd in a different way & can make connections with specific people in the audience, which is invigorating as a performer.”

“The entire night felt magical and perfect—like I had time-traveled to the eras I hold so dearly to my heart. I have the best support system in the world & am so grateful to everyone who could make this night happen!”