Ariana Grande Sings “Why Not” by Hilary Duff—A Lip-Gloss Moment That Echoed Pop

Ariana Grande paused mid-application of eyeshadow, looked into the screen—and suddenly she wasn’t selling makeup anymore, she was channeling 2003 in perfect vibrato. In a single moment, she transformed “More. Why not?” into a bridge between eras, singing Hilary Duff’s “Why Not” as if the past had reemerged through shimmer and shade.

That whisper of pop history felt less like homage and more like revelation—unexpected, but persuasive. What does it mean when a beauty campaign resurrects a Disney Channel anthem and gives it new life through one of pop’s most pliable voices?

When Nostalgia Wears Lip Gloss
“Why Not,” originally debuting on The Lizzie McGuire Movie soundtrack before morphing into a pop single—and later an album track on Metamorphosis—was Hilary Duff’s post-Disney declaration of spontaneity and youthful risk. Now, sung by Ariana, it’s repositioned as both charm and strategy in a beauty ad that hovers between commercial and confession.

Fans couldn’t help but notice. “Didn’t expect that crossover, but it actually fits so well,” tweeted one, and another added, “That’s a fun twist … a respect for pop history, all while promoting her own brand”. The glitchy collision of memory and marketing wrenched attention right out of autopilot.

The Art of Reclaiming Innocence
Duff reposted the video to her Instagram Story: “Well I get gotten by AI a lot—but this really happened,” she quipped with happy-tears emojis. In that lighthearted admission lies something deeper—a subtle inversion of ownership. Grande isn’t just mimicking a song; she is reclaiming and reframing it. Suddenly, the track is less a relic and more a ripple—echoing across generations in a beauty moment polished and gleaming.

Is this just a wiggle of nostalgia, or a portent of pop’s evolving relationship with legacy?

Ariana’s “Why Not” wasn’t just background noise in a makeup tutorial—it was cultural code. A question spun in melody, winked from yesteryear, and repurposed for now. Every “Why not?” becomes a dare to revisit what we thought was behind us—and to wonder what else lingers, waiting for a lilt to bring it back.

So what song is ready to echo next?