Definition of "rudeboy"

Leppo had been a rudeboy since his teens, earning his first three-month jail rap for vagrancy in 1971.

2000, Timothy White, Catch a Fire: The Life of Bob Marley

I still use the word rudeboy cos it’s been round for longer. People’re always tryin to stick a label on our scene. That’s the problem with havin a fuckin scene. First we was rudeboys, then we be Indian niggas, then rajamuffins, then raggastanis, Britasians, fuckin Indobrits.

2006, Gautam Malkani, Londonstani, HarperCollins, page 5

Few brands have been tussled over as hard by competing subcultures. From tennis nuts to Jamaican rudeboys, skinheads, mods, ska-punks, indie kids and Camden popstars, all have done the Perry polo before Proud Boys came along.

2020 October 4, Nosheen Iqbal, “Fashion … or fascist? The long tussle over that Fred Perry logo”, in The Observer‎

"I swear I've watched as much MTV Base an Juggy D videos as they have, but I still can't attain the right level a rudeboy finesse," bemoans Jas.

2007, Dohra Ahmad, Rotten English: A Literary Anthology