Collection: Milano Constantine

Milano Constantine is a Harlem-born rapper known for his gritty lyricism, vivid storytelling, and deep ties to New York City's underground hip-hop scene. Emerging in the early 2000s as a member of The Black Irish crew, Milano quickly built a reputation for his sharp bars and golden-era sensibility. He was closely affiliated with the Diggin’ in the Crates (D.I.T.C.) collective—appearing alongside legends like Lord Finesse, Showbiz, and O.C.—and has often been praised for his authentic style that blends streetwise narratives with a lyrical finesse rooted in the tradition of East Coast boom-bap.

Over the years, Milano has released a string of solo projects and collaborations, including critically acclaimed efforts like The Way We Were (with Showbiz) and Eating But Still Hungry. He’s worked with producers such as DJ Skizz, Marco Polo, and Big Ghost Ltd., earning respect for maintaining the essence of 90s hip-hop while evolving his sound for modern listeners.

Known for his introspective rhymes and unwavering authenticity, Milano Constantine continues to be a respected voice in underground hip-hop, representing Harlem and New York with every verse.