The following Songs are my TOP 5 Favorite Hip Hop Songs from the years 1995-2000...
I could only pick 5 Artists, so I tried to cover the Best that would come to my mind.

#1 Tupac - Last Motherf***er Breathin’
Lyrics: https://genius.com/2pac-breathin-lyrics 

#2 Biggie - Hypnotize
Lyrics: https://genius.com/The-notorious-big-hypnotize-lyrics 

#3 Snoop Dogg - VATO
Lyrics: https://genius.com/Snoop-dogg-vato-lyrics

#4 Xzibit - Get Your Walk On
Lyrics: https://genius.com/Xzibit-get-your-walk-on-lyrics

#5 Tupac & Biggie - Runnin’
Lyrics: https://genius.com/2pac-runnin-dying-to-live-lyrics 

Summary:

This was the first TOP 5 Old School Hip Hop Songs I prepared, Follow me for more TOP 5's.