The crossword solutions for the term 'sharply dressed, shoewise?' are 'stilettoed' (10 letters). Stilettoed shoes are a type of footwear that have a very thin, high heel. They are usually made of leather and have a pointed toe. The heel is typically between 2 and 5 inches in height. Stilettoed shoes are often associated with a more formal or dressy look, and can be seen as a symbol of sophistication and style.