Different people react very differently to the elves’ situation. The Hogwarts house elves (HHE) think that they have the greatest job in the world (according to Fred and George in GoF); they’re happy with and proud of their situation. Winky is happy serving the Crouches but unhappy being a free elf. (Note that she’s still wearing her real clothes at Hogwarts and not the Hogwarts pillowcase. She’s thus not a “true” HHE; she’s serving wizards, but she’s still free.) Dobby is unhappy being the slave of the Malfoys and happy serving the wizard kind while still being free (at Hogwarts).
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Gryffindor Tower #17: Garrison And Granger: A Study Of The Enslavement Of Beings And The Movements To Freedom
by Dan Acknowledgements: To give credit where it is due, I would like to point out the sources I have used. First, for much of the information on house-elves, I wanted to use a...