With members DJ Streek and Shakespear the One-Man Riot, Insane Poetry released its debut single, "Twelve Strokes Till Midnight," in 1988.
[2] After Nastymix went out of business, Insane Poetry signed with independent React Records, which released its second album, Blacc Plague, in 1996, but disagreements over promotion and support led the group to leave the label.
[1] In 1998, Cyco appeared on Vanilla Ice's Hard to Swallow album,[3] followed by collaborations with M-Boogie, Dilated Peoples, and DJ Revolution.
[1] In 2001, Cyco hooked up with producer Jason "JP Tha Hustler" Pearl and together they formed Grim Reality Entertainment.
Insane Poetry collaborated on a song with Las Vegas-based hip hop group War Paint, titled "Wasted", in 2013 on the Bloodstepp track "Underground All-Stars (The Anthem)" from the album Bass And Bubblegum and in 2014 on Ware-Wolff's "Lycanthropy (TMTM Remix)".