There's a certain playlist that got generated in college dorms in the late 90s and early 2000s at Georgetown. A certain subset of people (maybe just my group of friends) discovered these songs mainly because they were available for free. Here are some that I can think of.
Tupac and Biggie Madison Square Garden Freestyle
Mos Def Knicks Freestyle
The Massive Wu-Tang Freestyle (in two parts on YouTube)
Slug Eyedea MC Juice MSE Freestyle
There's another Atmosphere one where I think Slug says something like "That's just me I got short memory / but maybe you remember me / from the first time we came out / it was last September we ..."
I'm not saying all this stuff is really that awesome now but at a certain time it was.
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