First up is Lil' Wayne, surprise surprise, in DJ Kahled's "I'm The One"
"She think we Clyde and Bonnie but it's more like Whitney-Bobby."
Fast Forward to about 3:50
You'll see Lil' Wayne pop up a lot in this list. I love how he throws in subtle, extremely clever, yet easy to miss references.
Lil Dicky Freestyle on Tim Westwood's show.
I laughed my ass off when I heard this one...
"I been skim milk chugging with a bitch hot as asphalt bitch wonder why I'm cummin' quick its yo ass fault."
Click Here to Fast Forward to about 2:55
That last one was good example of a play on words. Cory Gunz in 6 Foot, 7 Foot uses the same double entendre back to back. Although he sort of puts each one in context.
"I keep a piece on my side cuz there's no peace on my side."
Click Here to Fast Forward to 3:48
The king of all entendres would have to be Jay-Z when he possibly pulled off a quadruple entendre in Brooklyn (Go Hard)
"I Brooklyn Dodger them, I jack, I rob, I sin, Aww man I'm Jackie Robinson 'cept when I run the base, I dodge the pen.
For a discussion of this you can check out Genius.com
Or you can skip to 1:38 and listen to the line.
Two of my favorite funny rap line would have to be:
Notorious BIG in If I Should Die Before I Wake
"I got nines in the bedroom, Glocks in the kitchen, A shotty by the shower if you wanna shot me while I'm shittin'."
And of course Nate Dogg in Shake That
"and I get more ass than a toilet seat."
To be continued...