This pair of paintings spotlights the harsh judgement of women for their appearance. Social norms and expectations, fueled by the greedy fashion and beauty industries, pressure women into "enhancing" themselves with restrictive clothing, uncomfortable shoes, face painting, hair dyeing, and even plastic surgery.
"Liberated" honors the Freedom Trash Can from the 1968 Miss America Pageant protest.  Protesters were encouraged to throw away "instruments of female torture".
"Who's the Fairest?" references the fairy tales about princesses whose beauty is their primary or only asset.