"Tryna play the boy like he's saccharine / But ain't nothi..." (Jay Z – 99 Problems) | accepted

Jay is definitely not referring to Saccharin, the artificial sweetener. He is using the word “saccharine,” which means “cloyingly agreeable or ingratiating,” then in the next line doing a bit of a play on words.

"Cause I went from negative to positive" (The Notorious B.I.G. – Juicy) | accepted

I think he’s referring to his cashflow, not the world’s attitude toward him

"Cash rules everything around me C.R.E.A.M." (Wu-Tang Clan – C.R.E.A.M.) | accepted

Cream is being used as slang for crack cocaine. It only represents money indirectly, in the sense that it can be sold. To miss this reference to crack is a serious oversight considering the entire song is about trying to rise up out the ghetto by slanging rock. Also, this verse is performed by Raekwon, A.K.A. Raekwon the Chef. Think he’s called “the Chef” because he cooks a good steak? No. He cooks bomb crack. C'mon, people.

"Cash rules / Word up, two for fives over here baby / Word..." (Wu-Tang Clan – C.R.E.A.M.) | rejected

i.e., two rocks for five dollers

"If you need a bird, I could get it chopped" (M.I.M.S – This Is Why I'm Hot) | accepted

This definition is WAY OFF. A bird is a kilo of cocaine. To chop a bird can either mean to chop it up into lines to snort, or to chop it up into smaller units to sell.

"So I just speak my piece, (c'mon) keep my peace / Cubans ..." (The Notorious B.I.G. – Hypnotize) | accepted

I think by “Cubans” he might mean Cuban link chains, which are pretty 90s:

"DJ Screw by the gallon," (UGK – The Game Belongs To Me) | accepted

Sadly, Pimp C overdosed on lean and died as well, in 2007. Rest In Peace playa!

Pimp C: 1973-2007

"I got money on my beeper, dead trees on my phone" (UGK – The Game Belongs To Me) | accepted

haha NO, by dead trees he means PAPER a.k.a. scrilla, hence the previous line: “I got money on my beeper.” Pimp C means that every time people contact him they will soon be giving him money, i.e., buy drugs from him (hence the subject matter of the entire song)

"I'll front you, if you hang with a bunk crew" (Souls Of Mischief – '93 'Til Infinity) | accepted

nahhh, nah, not what A-Plus is saying. “i’ll front you” can mean I’ll step to you, I’ll fight you, I’ll talk shit to you, etc. I think he’s saying if your crew is wack you’re gonna get fucked with

"Will God forgive me / For all the dirt a nigga did, to fe..." (2Pac – Picture Me Rollin') | accepted

I think he means that he did dirt to get money to buy food, either for his (rumored) children or others in his neighborhood…