AceShowbiz - Hilary Duff appeared on The Tonight Show on March 9, 2026, where she performed her sultry new single "Roommates" and shared insights about her long-awaited comeback album.

During the interview with host Jimmy Fallon, Hilary Duff acknowledged the inevitable questions about her breakthrough Disney Channel role in Lizzie McGuire. Fallon expressed his admiration for the early 2000s hit, prompting Duff to reflect on her childhood inspirations. Without hesitation, she named the Olsen Twins as her biggest obsession, recalling their 1992 debut album, Brother For Sale, and their twin spy roles that captivated her on VHS.

Recalling her youthful fandom, Duff described attending Aaron Carter's birthday party before they dated and meeting both Mary-Kate and Ashley Olsen. She humorously remembered feeling a sense of achievement upon seeing both twins present, remarking, "I have arrived. I've made it."

Hilary Duff was on the show to promote Luck ... or Something, her first LP in a decade. She engaged with the audience by answering questions, including one about her favorite on-screen romantic interest. Faced with choices such as Chad Michael Murray from A Cinderella Story, Penn Badgley from Gossip Girl, and Yani Gellman from The Lizzie McGuire Movie, Duff selected Murray for his iconic slow-motion walk up the bleachers.

The singer also addressed her nerves about the upcoming Lucky Me tour, marking her first arena tour in 20 years. She reassured fans that an expanded edition of Luck ... or Something would be released soon, following the album’s strong debut in the top 10 of four Billboard charts dated March 7.

The segment concluded with a nostalgic moment as Duff, a mother of four, taught Fallon the choreography from her 2007 hit "With Love," bringing a playful energy to the stage.

In a lighthearted twist, Duff participated in the show's "Sip & Sing Challenge," where she and Fallon had to hold a sip of water in their mouths while singing. Fallon struggled through Harry Styles' "Watermelon Sugar," leaving Duff amused and uncertain of his intent. When her turn came with Alanis Morissette's "Ironic," she delivered a clearer melody, helping Fallon guess correctly.

Fallon did better with Benson Boone's "Mystical Magical," but Duff could not identify the song or artist. The duo’s attempts to sing Aretha Franklin's "Respect" ended humorously when Duff instead sang "Freedom," causing laughter from the show's band, The Roots. The game ended with both taking big gulps and challenging The Roots’ drummer Questlove to identify A-Ha's "Take on Me," which he flawlessly did.

The visit culminated with Hilary Duff delivering a sensual performance of "Roommates," a track from her new album that explores mature themes of romance and desire. Draped in a flowing white strapless dress with a high slit, she began the song seated on a leather chair, embodying the song’s emotional tension. The lyrics capture a moment of intimate frustration, co-written by Duff alongside her husband, musician Matthew Koma, and Brian Phillips.

"I only want the beginning, I don't want the end / Want the part where you say, 'Goddamn' / Back of the dive bar, giving you h-d / Then sneak home late, wake up your roommates," Duff sang, channeling the track’s raw emotion and grown-up themes.

This Tonight Show appearance marks a significant moment in Hilary Duff’s return to the music scene after a decade, blending nostalgia with fresh material to reconnect with longtime fans and new listeners alike.