Green’s Dictionary of Slang

chulo n.

[Sp. chulo, pimp; note Ana María Eccles, ‘Spanish Ethnic Labels: Chulo’ (2001): “Estas o vas muy chulo” means smartly dressed (in a lower class fashion). “Eres un chulo” means a boasting, somehow despicable person. “Es un chulo” means “pimp”. “Una chulada” means exaggerated, or false bravado. I always think of a “chulo madrileno” as a fellow with tight pants, a scarf around the neck and a visor type beret, dancing, clinging tightly to his partner’]

1. (US) a Mexican-American teenage gangster.

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ElChulo.net homepage 🌐 This is a drawing board for El Chulo, himself, to show the world his Chuloizm. A little bit of Brown Pride, a little visual stimulation for those mind orgasmz. A grip of flicks, the homies, and life images of this Chulo.
[US]J. Díaz This Is How You Lose Her 94: Dude was figureando hard. Had always been a papi chulo.

2. a good-looking man; a pimp.

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Kool G Rap & DJ Polo ‘Check the Bitch’ 🎵 Now they suckin on our dicks and callin us papi chulo.