rapscallion means Disreputable, roguish. Lexicurio rates it Rare gem — a strength score of 70 out of 100.
Why this word is great
RAPSCALLION — [Noun] A mischievous, disreputable, or roguish person, one whose charm often mitigates their transgressions. From an alteration of 'rascallion', a fanciful elaboration of 'rascal' (someone who is naughty or dishonest). Unlike a 'rascal', a direct and workaday accusation, or a 'scoundrel', a term of grave villainy, *rapscallion* implies a theatrical disrepute, a charming delinquency worn like a costume. It is the scamp who filches a single shining apple from the cart with a flourish, the charmer with a dubious scheme sparkling in his eye, the gentleman of the road with more style than substance—a word that forgives the sin by admiring its style, a testament to our enduring affection for disorder when it arrives with a wink and a crooked smile.
adj
- Disreputable, roguish.“[H]e is dressed in such a rapscallion manner that the people would think you were talking to a house-breaker.”
noun
- A rascal, scamp, rogue, or scoundrel.““If I get away I sha’n’t be here,” I says, “to prove these rapscallions ain’t your uncles, and I couldn’t do it if I was here. I could swear they was beats and bummers, that’s all, though that’s worth something.”