Entry 2 senses · 2 variants Webster, 1913 Freebooting · Free·boot·ing · IPA n. a. 01 n. Robbery; plunder; a pillaging. 1. Robbery; plunder; a pillaging. 02 a. Acting the freebooter; practicing freebootery; robbing. 1. Acting the freebooter; practicing freebootery; robbing. “Your freebooting acquaintance.” — Sir W. Scott.