(Original post by Cable)
The problem with Lil Wayne is that when he entered the scene, he tried to come across as the next big thing in hip-hop. But he has failed. In hip-hop/rap, as good as it is to have a good beat/background for your song/track, you must also have the following to be a good rapper: good voice; good lyrics; good delivery and good flow. The problem with Lil Wayne is that his songs generally have poor lyrics and average delivery. So no matter how good the beats are, his songs won't make him be remembered as a great along the likes of 2pac and Biggie.
Like I said above, his lyrics are generally poor. Not only does he have some wasteman lines, but his songs lack diversity (i.e. his songs are generally about hos/sluts and money). What people liked about the likes of Tupac was that he might have had a lots of tracks about hoes, money and thug life but he also had many tracks where he was talking about his own problems and other problems in the world (in a cool non-wasteman way).
Listen to Tupac "Keep your head up" and "Letter 2 my unborn". Those are some examples of what I'm talking about. Even Eminem also talks about his own problems (e.g. "Cleaning out my closet").
Sometimes you don't have to talk about your problems but you can be inspirational. An example is The Game "Dreams". Or you can talk about how you're going to have a better life compared to your bad past. An example is "Juicy" by Biggie.
Sometimes you can be gangsta and have non-wasteman lines generally. An example is a lot of 50 cent's songs like "Hustla's Ambition".
And sometimes, people can just talk about their life, including their past. Examples are "I ain't mad at cha" by Tupac and "Family Business" by Kanye West. When you listen to these kind of songs, you can feel
them, you know what I'm sayin'?
Additionally, delivery and flow is also important as I said above. Listen to "Rigamortis" by Kendrick Lamar as an example. Nearly all of Tupac's songs have good flow and delivery.
So after you've listened to all these songs, you may then understand why I generally don't like Lil Wayne's songs. His lyrics, flow and delivery are poor overall and he dresses like a wasteman so often.
However, I admit that Weezy and Drake nailed it in "She will". That's the best song I've heard from him so far, even it was about hoes generally. "Lollipop" was also catchy.