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Simplified etymology
Cheek is an Old English word that originally denoted both the cheek and the jaw. It developed the figurative sense “rude or disrespectful behaviour” in the early 19th century, and cheeky followed in the mid-19th century.
Etymology
From Middle English cheeke, cheke, cheoke, choke, from Old English ċēce, ċēace, ċēoce (“cheek; jaw”), from Proto-West Germanic *kākā, *keukā (“jaw, cheek”), from Proto-Germanic *kēkǭ, *keukǭ (“jaw; palate; pharynx”), perhaps from Proto-Indo-European *ǵyewh₁- (“to chew”). Cognate with Saterland Frisian Sooke (“cheek”), West Frisian tsjeak (“jaw”), Dutch kaak (“jaw; cheek”), Swedish käke (“jaw; jowl”), Norwegian kjake (“jaw”), Old Norse kók (“mouth; gullet”).