Popsugar Entertainment Rap Best '90s Rap Songs These '90s Rap Classics Will Have You Wishing Cross Colours Were Still a Thing 23 October 2019 by Kalynn Bayron Image Source: YouTube user Salt N Pepa The '90s were hip-hop's golden age. The era gave rise to some of the most prolific MCs there have ever been. While Tupac and Biggie are arguably the most well-known rappers to emerge in the '90s, don't forget that the decade also gave us the out-of-this-world musical stylings of Missy Elliott, the raw and grizzled lyrics of DMX, and legendary collaborations between artists like Wu-Tang's Method Man and the queen of hip-hop soul herself, Mary J. Blige. These songs are guaranteed to make you want to bring back cross colours and bust out your carefully choreographed Kid 'n Play dance. Keep reading for the best of '90s rap. 1 "Regulate" by Warren G feat. Nate Dogg 1 / 21 2 "I'll Be Missing You" by Puff Daddy feat. Faith Evans and 112 2 / 21 3 "I Wish" by Skee-Lo 3 / 21 4 "All I Need" by Method Man and Mary J. Blige 4 / 21 5 "It Was a Good Day" by Ice Cube 5 / 21 6 "Shoop" by Salt-N-Peppa 6 / 21 7 "Hypnotize" by The Notorious B.I.G. 7 / 21 8 "Gin & Juice" by Snoop Dogg 8 / 21 9 "Dear Mama" by 2Pac 9 / 21 10 "C.R.E.A.M." by Wu-Tang Clan 10 / 21 11 "Killing Me Softly" by The Fugees 11 / 21 12 "Player's Ball" by OutKast 12 / 21 13 "Back That Ass Up" by Juvenile 13 / 21 14 "Mama Said Knock You Out" by LL Cool J 14 / 21 15 "Jump" by Kris Kross 15 / 21 16 "Doo-Wop (That Thing)" by Lauryn Hill 16 / 21 17 "U Can't Touch This" by MC Hammer 17 / 21 18 "Put Your Hands Where My Eyes Could See" by Busta Rhymes 18 / 21 19 "The Rain (Supa Dupa Fly)" by Missy Elliott 19 / 21 20 "Whatta Man" by Salt 'N' Pepa feat. En Vogue 20 / 21 21 "Tootsee Roll" by 69 Boyz 21 / 21 RapNostalgiaMusic