5. Lil Wayne f/ Static Major "Lollipop" (2008)
Album: Tha Carter III
Producer: Deezle, Jim Jonsin
Label: Cash Money, Universal Motown
For all the haters who thought Lil Wayne was just a fad, the self-described alien of hip-hop had a trick for they ass when he put out Tha Carter III. Like Wayne with the pussy in his mouth, many haters were simply at a lost for words. Joining forces with former Playa member Static Major, he came up with this oozy sex anthem filled with clever candy puns about a girl who wants to "lick the (w)rapper." The song later won a Grammy, becoming the biggest single of Wayne's career.