I like your list, it covers a broad range of some of the most influential rap songs ever. One thing I think you should've put on is Eric B. and Rakim - Paid in Full and Ain't Nothing But a G Thing By Snoop d loop

I know, but something had to be left out. I was trying to spread the love and keep it to one song per rapper/group. Considering how much P.E. dominated their sub-genre, I had to include a second song; however, I could have added 8 more by them.

It was a toss up between Nuthin' but a "G" Thang and the other Dre/Snoop song from the Chronic.

by the time i get to arizona. public enemy
ghetto knows. kool g rap
C.R.E.A.M. wu tang clan
they turned gangsta. poor righteous teachers
gods, earths and 85ers. poor righteous teachers

bonus: party over. mobb deep


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in no order...

Pete Rock- T.R.O.Y.
A Tribe Called Quest- Electric Relaxation
Talib Kweli- Good To You
Mos Def- Know That Ft. Talib Kweli
Organized Konfusion- Fudge Pudge
Souls of Mischeif- 93 'til Infinity
All Natural- 50 Years
Common- I Used To Love H.E.R.

i saw chingy and bep on this thread...what the FUCK!?

personally for me:

atmosphere-lifter puller
lateef the truth speaker-the wreckoning
mos def-ms. fatbooty (slick rick and raekwon helped establish story telling, but holy shit)
mobb deep-shook ones part 2(yeah, its a classic, but theres definitely a reason)
percee p-lung collapsing lyrics (rapid-fire shit)

Since we're aloud to do categories..

Overall:
1.) Common Sense - I Used To Love H.E.R
2.) Blackstar - Theives In The Night
3.) Slick Rick - Children's Story
4.) Wu Tang Clan - Da Mystery of Chessboxin'
5.) Public Enemy - Fear Of A Black Planet

Underground only:
1.) MF Doom - Hey!
2.) Aesop Rock - Save Yourself
3.) Atmosphere - Trying To Find a Balance
4.) Sage Francis - Message Sent
5.) Deltron - Virus

Old School only (pre-1990):
1.) Grandmaster Flash - The Message
2.) Boogie Down Productions - Poetry
3.) Public Enemy - Don't Believe The Hype
4.) Rakim - Paid In Full
5.) Big Daddy Kane - Raw

Modern Mainstream only (post-1990):
1.) Tribe Called Quest - We Can Get Down
2.) Common - Book Of Life
3.) Eminem - Bad Meets Evil
4.) Notorious BIG - Suicidal Thoughts
5.) GZA - Living In The World Today

Storytelling Tracks only (excluding ones that were already mentioned):
1.) Immortal Technique - Dance With The Devil
2.) Aesop Rock - No Regrets
3.) Eminem - Stan
4.) Notorious BIG - Warning
5.) Viktor Vaughn (MF Doom) - Let Me Watch

nice selection dudes

just wanna find out something !!!!!!!em..................