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Song Stories

“Jenifa Taught Me (Derwin's Revenge)”

De La Soul | 1989

De La Soul is best known as the clown princes of hip-hop, yet the group spent a lot of time rapping about sex, though in their typically lighthearted style. One of the most notable examples is 3 Feet High and Rising's second single (the flip was the popular "Potholes in My Lawn"), which details a clumsy early hookup. According to De La Soul rapper Dave, "Derwin is a friend of ours who we used to crack on because he never got no girls. He loved the song, of course. It put him on the map."

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Song Stories

“Vans”

The Pack | 2006

Berkeley, California rappers the Pack made their footwear choice clear in 2006 with the song "Vans." The track caught the attention of Too $hort, who signed them to his imprint. MTV refused to play the video for the song, though, claiming it was essentially a commercial for the product. Rapper Lil' B disagreed. "I didn’t know nobody [at] Vans," he said. "I was just a rapper who wore Vans." Even without MTV's support, Lil' B recognized the impact of the track. "God blessed me with such a revolutionary song… People around my age know who really started a lot of the dressing people are into now."

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