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Freebase (0.00 / 0 votes) Rate this definition: Chelo. Jose Oscar Mejias Hernandez, better known as Chelo, is a hip-hop and pop singer based in Miami Beach, Florida recently signed with Sony BMG as a solo artist. His debut album is called 360Â°, and fuses pop, urban and Latin music. The album is recorded in Spanglish. He is of Puerto Rican descent.
Top Definition. cholo. A cholo is term implying a Hispanic male that typically dresses in chinos (khahki pants), a wifebeater sleeveless teeshirt or a flannel shirt with only the top buttoned, a hairnet, or with a bandana around the forehead, usually halfway down over the eyes.holo. A Mexican gangster. Other definitions say this is untrue, and that cholo means only means mestizo. However, since this is an urban dictionary where the idea is to communicate the colloquial, everyday meaning used in contemporary society, the correct meaning is mexican gangster.