The term 'COOL CAT' can be represented by the following crossword solutions: HEP (3 letters), BEATNIK (7 letters), DIG (3 letters), DADDYO (6 letters), HIPSTER (7 letters), YEAHMAN (7 letters), and THELIONINWINTER (15 letters). HEP is an acronym for 'Highly Energetic Person' and is often used to describe someone who is very active and enthusiastic. BEATNIK is a term that was coined in the 1950s to describe a person who was part of the Beat Generation, a group of writers and artists who rejected traditional values and embraced a more bohemian lifestyle. DIG is a slang term meaning to understand or appreciate something. DADDYO is a term used to describe someone who is cool and fashionable. HIPSTER is a term used to describe someone who is trendy and follows the latest trends. YEAHMAN is a term used to express agreement or approval. Finally, THELIONINWINTER is a 1968 film starring Peter O'Toole and Katharine Hepburn which tells the story of a power struggle between King Henry II and his wife Eleanor of Aquitaine.