1. in accord with the most fashionable ideas or style - wears only the latest style - the last thing in swimwear - cutting-edge technology - a with-it boutique • Syn: up-to-date, cutting-edge • Similar to: fashionable, stylish • Derivationally related forms: up-to-dateness (for: up-to-date) 2. having the shrewd resourcefulness needed to survive in an urban environment • Syn: streetwise, street smart • Similar to: smart