Dreams of living life like rappers do
Back when condom wrappers wasn't cool
Kendrick plays with the enunciation of Compton rappers/condom wrappers—the words being homophones of each other.
He reminisces of a time when all he did was dream of being paid and successful like the rappers he listened to. It looks bleak for him though because there weren’t many big Compton rappers any more. At that time, condom wrappers (i.e. using condoms) weren’t “cool” to teenagers who preferred to hit it raw.
Might be a subtle dedication to fellow Cali rapper & N.W.A member Eazy-E who died from AIDS.
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