At the end of the 90s, teenage boys talked about one thing: who is hotter Britney Spears or Christina Aguilera? The two big teenage popstars at that moment (The most given answer: Britney is hotter, but Christina can sing the best). Perhaps the highlight was the performance of the two ladies together with Madonna with whom they not only sing, but also French kiss!

But it’s not all about looks, Britney spears also made a lot of very catch pop songs. We have compiled a top 25 of her long career:

Britney Spears is one of the defining pop icons of the late ’90s and early 2000s. Her career has been a rollercoaster of hits, controversies, and comebacks. Here’s a rundown of her 25 most iconic songs, capturing the essence of what makes Britney forever a pop legend.

25. Piece of Me (2008)

Britney Spears - Piece Of Me (Official HD Video)

A pointed critique of the media circus around her, “Piece of Me” showcased a fiercer, more defiant Britney.

24. Lucky (2000)

Britney Spears - Lucky (Official HD Video)

This song takes a melancholic look at the pitfalls of fame, surprising given its catchy and upbeat melody.

23. If U Seek Amy (2009)

Britney Spears - If U Seek Amy (Official HD Video)

Playful and controversial, the song shows off Britney’s naughty side with a tongue-in-cheek double entendre.

22. I’m Not a Girl, Not Yet a Woman (2002)

Britney Spears - I'm Not A Girl, Not Yet A Woman (Official HD Video)

A ballad that encapsulates the confusing transition from adolescence to adulthood.

21. I Love Rock ‘n’ Roll (2002)

Britney Spears - I Love Rock 'N' Roll (Official HD Video)

A cover of the Joan Jett classic, this track added a pop flair to the rebellious original.

20. Criminal (2011)

Britney Spears - Criminal (Official Video)

With its catchy flute intro and love-gone-bad theme, “Criminal” is a pop ballad with an edge.

19. Work Bitch (2013)

Britney Spears - Work Bitch (Official Video)

A high-energy dance track that serves as a motivating anthem for anyone needing to up their game.

18. Stronger (2000)

Britney Spears - Stronger (Official HD Video)

An empowering anthem that’s all about personal growth and independence.

17. Overprotected (2002)

Britney Spears - Overprotected

Another introspective track that discusses the pitfalls of fame and the desire for freedom.

16. Born to Make You Happy (1999)

Britney Spears - Born To Make You Happy (Official HD Video)

A pop ballad that epitomizes Britney’s early, more innocent image.

15. Boys (2002)

Britney Spears - Boys (Album Version) (Official Video)

A sultry, hip-hop-infused song that exudes flirtatious vibes.

14. My Prerogative (2004)

Britney Spears - My Prerogative (Official HD Video)

Britney covers Bobby Brown’s ’80s hit, adding her own unique flair and point of view to the mix.

13. Hold It Against Me (2011)

Britney Spears - Hold It Against Me (Official Video)

A dance-pop song with heavy beats and a futuristic vibe.

12. Scream & Shout (2012) - Scream & Shout ft. Britney Spears

In collaboration with, this electro-pop banger became a club favorite.

11. 3 (2009)

Britney Spears - 3 (Official HD Video)

A controversial song that talks about a ménage à trois with a ridiculously catchy chorus.

10. Me Against the Music (2003)

Britney Spears - Me Against The Music (Official HD Video)

A legendary collaboration with Madonna, this song is a frenetic exploration of music’s hypnotic power.

9. Gimme More (2007)

Britney Spears - Gimme More (Official HD Video)

The opening line “It’s Britney, bitch” became a cultural catchphrase, and the song itself is an irresistible dance anthem.

8. Till the World Ends (2011)

Britney Spears - Till The World Ends (Official Video)

An apocalyptic dance track that’s all about living life to the fullest.

7. (You Drive Me) Crazy (1999)

Britney Spears - (You Drive Me) Crazy (Official HD Video)

An iconic pop song that became a defining hit of the late ’90s.

6. I’m a Slave 4 U (2001)

Britney Spears - I'm A Slave 4 U (Official HD Video)

A departure from her cleaner image, this song introduced a more mature, sensual Britney.

5. Womanizer (2008)

Britney Spears - Womanizer (Director's Cut) (Official HD Video)

A comeback hit that showed Britney could still dominate the pop landscape.

4. Oops!…I Did It Again (2000)

Britney Spears - Oops!...I Did It Again (Official HD Video)

Arguably one of her most iconic songs, both for the catchy tune and memorable music video.

3. Everytime (2004)

Britney Spears - Everytime (Official HD Video)

A haunting ballad that shows a vulnerable side of Britney, addressing heartbreak and regret.

2. Toxic (2004)

Britney Spears - Toxic (Official HD Video)

A Grammy-winning hit that mixed elements of Bollywood, dance, and pop to create an unforgettable sound.

1. …Baby One More Time (1999)

Britney Spears - ...Baby One More Time (Official Video)

The song that started it all. A global hit that catapulted Britney to stardom and forever changed the landscape of pop music.