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Ben Westhoff’s book, “Original Gangstas: The Untold Story of Dr. Dre, Eazy-E, Ice Cube, Tupac Shakur, and the Birth of West Coast Rap,” talked about Tupac Shakur and Biggie Small’s spending time together while in Los Angeles in 1993 (via Vice). The duo and their mutual friends spent the day at Tupac’s house. He pulled out a bag filled with unloaded guns, which Biggie and his entourage took to the backyard and played with as Tupac cooked up some steaks and french fries for the group. Tupac also gifted the up-and-coming rapper a bottle of Hennessy. One of the members of Biggie’s entourage, Dan Smalls, said this day was the start of the pair’s friendship.
Tupac’s friend, rapper EDI Mean recalled the pair spending time at each other’s homes anytime they traveled to their respective coasts. When Biggie would travel to Los Angeles, he would sleep on Tupac’s couch and when Tupac would travel to New York, he would spend time in Biggie’s neighborhood, shooting dice with the locals. On one trip, he picked up Biggie in a white limousine. Tupac would also be instrumental in the New York-based rapper’s career. Hip-hop producer, D-Dot described their relationship as similar to that between a teacher and a student, via VLAD TV.