One of her last singles pre-hiatus, Hilary shocked listeners with this sassy, sensual track in 2008. Sampling Depeche Mode's "Personal Jesus," Duff was more brazen than ever with her lyricism ("All I want is to feel you / Reach out and touch me before I go insane") and its accompanying video, which shows the Lizzie McGuire star stroking a shirtless hunk and donning fetish-inspired gear.
The single was a mature look for Duff, who proved she could nail a reinterpretation of an '80s hit that Marilyn Manson once covered. Who would've thunk it?
Duff's laid-back delivery worked magic on this tribal-inspired, synth-pop gem that could have saved her Breathe In. Breathe Out. comeback album. The artist herself even seemed curious to see how the song could resonate with a behind-the-scenes video created, but alas, this song remains unknown to most pop fans.
Proving she was ahead of the EDM trend, Duff recorded this slinky, offbeat electro-rock track with OneRepublic's Ryan Tedder. "Gypsy Woman" is a brilliant blend of woozy synths, grungy guitar and distorted vocals from what sounds like an actual gypsy chant. It was released on her 2007 album Dignity, but we wonder if this could still be a hit today.
Released off Hil's self-titled 2004 LP, this fan favorite was initially slated as a single, but never saw an official release. The psychedelic opening and racing chorus distinguished itself from the rock-pop sound that Ashlee Simpson and Avril Lavigne were also hawking at the time.
One of the last songs Hil dropped before her hiatus, "Holiday," was a reggae-tinged pop track with an addictive, repetitive hook. It was a bonus track on her Best Of album, the one that signaled her musical vacay, but we think the song showed major promise for what could have been an incredible follow-up record.
An uplifting single that kicked off her self-titled 2004 album, "Fly" failed to chart on the Hot 100, but remains a fantastic pop-rock jam. Back when Evanescence was still ruling the charts, Duff offered her own version of the theatrical-yet-accessible sound with her Disney Channel-approved inspirational lyrics. She belts on the chorus: "Fly, open up the part of you that wants to hide away / You can shine / Forget about the reasons why you can't in life and start to try / 'Cause it's your time, time to fly."