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Today in Hip Hop History, Redman’s second studio album Dare Iz a Darkside was released 31 years ago. Dropping in 1994, the project cemented Redman as one of the most imaginative and unpredictable forces in rap. Where his debut Whut Thee Album introduced the world to his wild humor and Newark bred grit, Dare Iz a Darkside took listeners into an even stranger and darker universe shaped by his raw creativity and personal turbulence.
Released on Def Jam Recordings with production handled almost entirely by Redman himself under the guidance of Erick Sermon, the album quickly became a cult favorite. Red leaned heavily into distorted funk samples, muddy bass lines, and warped layers of sound, creating an atmosphere that felt chaotic, psychedelic, and ahead of its time. The cover itself, which paid homage to Funkadelic’s Maggot Brain, reflected the album’s mood: unfiltered, surreal, and unapologetically bold.
Tracks like “Rockafella”, “Can I Get Witcha”, “Bobyahed2dis”, and “Cosmic Slop” showcased Redman’s razor sharp lyricism as he delivered punchlines, weed soaked imagery, and off the wall storytelling with masterful precision. Even with its unorthodox sound, the album still delivered street anthems and radio friendly moments without softening Red’s edge.
Dare Iz a Darkside also highlighted Redman’s ability to dive into emotional and psychological spaces that most rappers of the era avoided. The project was recorded during a stressful period in his life, and fans later learned that its darkness reflected real struggles he was fighting at the time. The honesty, chaos, and humor mixed together in a way only Redman could pull off, making the album one of the purest artistic statements in his catalog.
Although it did not receive the same mainstream praise as some of his later work, the album went gold and has since been celebrated as one of the most daring releases of the 1990s. Producers, rappers, and fans often cite it as a favorite because of its originality and because it represents Redman at his most uninhibited.
31 years later, Dare Iz a Darkside remains a wild ride through the mind of one of hip hop’s most gifted personalities. It stands as a reminder that creativity has no rules and that Redman has always been in a league entirely his own. Salute to Reggie Noble for delivering a classic that still hits with the same unpredictable energy three decades later.