Simon Legree si·mon·leg·ree uncommon noun 1. a cruel employer who demands excessive work from the employees Synonymsslave driverSimon Legree 2. the cruel slave dealer in an anti-slavery novel by Harriet Beecher Stowe SynonymsSimon Legree Related words Broader terms fictional characteremployer WordNet 2.1 (Princeton University). WordNet 2.1 Copyright Princeton University. All rights reserved.