Hilary Duff’s Classic and Popular Songs

Reach OutHilary Duff

Hilary Duff – Reach Out

This song overturned the lingering image of Hilary as a pure teenager.

In the music video, she wraps herself around a man’s legs and sings close to the neck of a shirtless man, taking on a bold, mature, and sexy direction.

So YesterdayHilary Duff

Hilary Duff – So Yesterday

She sings over a laid-back, Hillary-esque track about how quickly time passes—so fast that even tomorrow feels like yesterday.

In the music video, there’s a slightly funny yet crazy concept where she steals T-shirts, puts them on people all over the city, and takes their photos.

Someone’s Watching Over MeHilary Duff

Hilary Duff Someone’s Watching Over Me w/Lyrics

It’s a song that feels very much like today’s teens—looking forward and moving ahead with the belief that someone is surely watching over your hard work, so don’t give up and grow stronger.

The gentle sound of the guitar and Hilary’s voice will undoubtedly move you and steal your heart.

Sweet SixteenHilary Duff

Hilary Duff – Sweet Sixteen (With Lyrics)

As you can tell from the title, this is a cheer song by teens for cute teens that Hillary sang when she was 16.

She sings with a sparkling vibe about the excitement of just reaching this age and the bright future and hopes that await her.

Where Did I Go Right?Hilary Duff

Where Did I Go Right – Hilary Duff

It’s a slow ballad that sings about a girl who feels like she always chooses the wrong path, senses a loneliness in living out of step with those around her, and is filled with anxiety—yet, despite all that, meeting someone special made her feel like her life changed completely.

Who’s That Girl?Hilary Duff

Hilary Duff – Who’s That Girl

As the title suggests, this song keeps asking, “Who’s that girl?” It candidly expresses and sings about the raw feelings of jealousy toward the new person standing next to the guy who has taken over and now rules the world I once belonged to, the realization of heartbreak, and the deep depression that follows.

Workin’ It OutHilary Duff

Hilary Duff – Workin’ It Out

Teen life can feel super sluggish sometimes, but other times you’re so happy you could fly.

It’s a contradictory everyday, but it’s not like we’ve given up on life—what this lyric really tells us is that we’re actually “trying our very best.”