In a revealing conversation on Our Expert Opinion, Drag-On set the record straight on his battle history, denied claims from French Montana and Memphis Bleek, and reflected on key moments that shaped his career.
Despite past claims from both French Montana and Memphis Bleek, Drag-On insists he never battled either rapper. “I was never in a cipher with them, let alone a battle,” he clarified, expressing frustration over the false narratives. He acknowledged that many confuse ciphers with battles, but in his case, these matchups simply never happened.
While he never went head-to-head with Cassidy, Drag-On recalled a memorable cipher with him on 125th Street. The moment was more about mutual respect than competition, and he instantly became a fan of Cassidy’s lyrical ability. That encounter, he says, laid the foundation for their lasting bond.
One of the wildest battles Drag-On ever heard about but regrettably missed was Cassidy vs. Freeway in the studio. Sick with the flu, he wasn’t there in person but was immediately called about the legendary clash. He also reflected on classic battles between DMX and Jay-Z—showdowns that remain iconic in hip-hop history.
Drag-On’s own battle with DMX was an unforgettable experience. At just 17, he faced the rap titan in a six-round face-off—and lost every round. What stood out the most? DMX’s raw energy and signature growl. “I thought he really believed he was a dog,” Drag-On admitted, recalling how unprepared he was for X’s presence.
His journey to Ruff Ryders started on the streets of Harlem, where D from Ruff Ryders first discovered him. Years later, after hearing about Drag-On dominating a rap battle competition, D sought him out again. This led to a studio session with DMX—despite losing the battle, his hunger and skill left an impression, solidifying his spot with the label.
One of the most unique things about Drag-On? Despite having a speech impediment, his rap delivery was flawless. Even DMX was amazed, finding it incredible that Drag-On could spit rapid-fire verses while struggling with regular speech.
Through his candid breakdown, Drag-On not only debunked myths about his battle history but also gave fans a deeper look into his rise in hip-hop.
