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)

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

24. Lucky (2000)

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

23. If U Seek Amy (2009)

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)

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

21. I Love Rock ‘n’ Roll (2002)

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

20. Criminal (2011)

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

19. Work Bitch (2013)

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

18. Stronger (2000)

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

17. Overprotected (2002)

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

16. Born to Make You Happy (1999)

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

15. Boys (2002)

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

14. My Prerogative (2004)

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)

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

12. Scream & Shout (2012)

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

11. 3 (2009)

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

10. Me Against the Music (2003)

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

9. Gimme More (2007)

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)

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

7. (You Drive Me) Crazy (1999)

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

6. I’m a Slave 4 U (2001)

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

5. Womanizer (2008)

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

4. Oops!…I Did It Again (2000)

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

3. Everytime (2004)

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

2. Toxic (2004)

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

1. …Baby One More Time (1999)

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