“Lollipop” by Lil Wayne (ft. Static Major)

Lil Wayne’s “Lollipop” is a song that is based on the vocalist’s encounter with a certain lady. This lady can perhaps be said to be a personification of your quintessential hip-hop star groupie, as the lyrics read more or less like your standard rap-sex song.

It commences with Weezy meeting this individual in a club. And long story short, they’re feeling each other. That is to say that she likes his style, and he is impressed with her body. So after doing a bit of the club thing, i.e. drinking, etc., they proceed to get it on sexually. 

And due to Wayne’s exemplary performance, including conducting sex of the oral kind on this lady, she then proceeds to “lick” his own nether regions “like a lollipop”. That is to say that she performs sex of the oral variant on him in an invigorated and thorough manner. And homegirl doing so is let’s say the ultimate manifestation of her feeling Weezy’s thugism or what have you.

In the second verse, it is revealed, as implied in the first, that this individual we’re speaking of already has a boyfriend. However, she’s not feeling him, especially in comparison to the vocalist himself. 

So she and Lil Wayne proceed to establish something like a continuing romantic relationship, which consists primarily of sex. So the implication is that he convinced an already discontent girlfriend to leave her man.

In Conclusion

So ultimately we can conclude that, in a very roundabout way all things considered, that “Lollipop” is actually about what should have been a one-night stand developing into a long-term relationship. And the reason there is such a high emphasis on sex throughout is because enjoyable intercourse is apparently the primary factor that made the two parties take it there.

Lyrics for "Lollipop"

“Lollipop” Details

Primary Artist(s): Lil Wayne
Featured Artist(s): Static Major
Album/EP: “Tha Carter III”

Did Lil Wayne write “Lollipop”?

Yes. Wayne wrote this tune with assistance from his collaborator, Static Major. The pair also received writing support from Jim Jonsin, Sean Garrett and Deezle.

Lil Wayne discusses "Lollipop"

Co-writers Jonsin and Deezle were responsible for the production of this track.

When was “Lollipop” released?

Wayne and his management officially made “Lollipop” commercially available on March 13 of 2008.


  • Electropop
  • Dirty rap


In 2009 it won a Grammy in the category of “Best Rap Song”. The clip for this track was named “Best Hip Hop Video” in 2008 at the MTV Video Music Awards.

Was “Lollipop” a single release?

 Yes. Single No.1 from the rapper’s album of 2008, “Tha Carter III”.


  • Unwrapped feat. Tony Royster Jr. (2009)
  • Richard Cheese (2008)
  • Framing Hanley (2008)
  • Dave Days (2009)


Below are songs that have sampled “Lollipop”:

  • Novakane feat. Yo Gotti – “Shawty Said” (2008)
  • JJ – “Ecstasy (2009)”
  • Girl Talk – “Play Your Part (Pt. 2)” (2008)
  • Drake – “In My Feelings” (2018)
  • Drake – “From Florida With Love” (2020)
  • DJ Earworm – “Viva La Pop” (2008)
  • David Banner feat. Lil Wayne – “Shawty Say” (2008)
  • Chalie Boy – “Body Rock” (2008)

Chart Success of “Lollipop”

In addition to topping the Hot 100 in the United States, Lil Wayne’s “Lollipop” also performed brilliantly in the following regions:

  • UK – 26
  • New Zealand – 3
  • France – 9
  • Canada – 10
  • Belgium – 6

Tha Carter III

Lollipop was released in March 2008 as the first single from Lil Wayne’s sixth studio album, Tha Carter III. Much of the album’s commercial success can be attributed to the widespread attention Lollipop garnered.

Cash Money Records, Universal Motown Records, and Young Money Entertainment recorded the album. It featured renowned rappers and musicians such as Jay-Z, Busta Rhymes, Robin Thicke, Kanye West, and T-pain. Famous American singer Static Major, who sadly passed away in February 2008, was also credited posthumously and appeared on the album’s most successful single, Lollipop.

The album was nominated for a Grammy Award for Album of the Year, and at the 2009 Grammy Awards, it won the Grammy Award for Best Rap Album. Lollipop and A Milli, the album’s third and twelfth songs, received Grammy Awards for Best Rap Song and Best Rap Solo Performance at the 2009 Grammy Awards, respectively. The album was ranked 103rd on Billboard’s Top 200 list of the decade. It has also received a six-time platinum certification from the Recording Industry Association of America (RIAA).

Due to a lawsuit filed by Abko Music Inc., Play with Fire, the fourteenth track on the album’s original tracklist was removed from all online music stores and replaced with another song titled Pu–y Monster

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