You can check it out at https://rebrand.ly/Ha. 22 nov. 2017 · The Etymology of “Scalawag” (or “Scallywag”) While it always held the connotation of “disreputable fellow,” “scalawag” first referred to trade unionists, ponies, and post-Civil War anti-Confederate Southern white people; it held no association with pirates until it appeared in novels and plays about seafaring swashbucklers the.