it
Word family
Synonym discussion
Sense: adjective/1
All four words describe something fashionable, but they differ in scope and duration. 'It' is the most temporary and specific — it means 'the single most popular thing right now' (e.g. 'that it bag'), and its use is almost always attributive (before a noun). 'Trendy' is more neutral and common, describing anything that follows current fashion, but it can feel slightly dismissive ('a trendy café'). 'Hip' suggests belonging to a particular in-group or subculture, with a slight edge of being alternative rather than mainstream. 'Cool' is the broadest and most lasting — it can describe personality, style, objects, or ideas, and it rarely goes out of date. A restaurant might be 'hip' for its underground atmosphere, 'trendy' for its menu, 'cool' for its vibe, and 'the it place' for that one season when everyone is talking about it.
Etymology
The word 'it' comes from Old English 'hit', which belonged to a set of neutral pronouns in early Germanic languages. Over time, the 'h-' at the beginning dropped away in ordinary speech, leaving 'it' as we know it today. The fashion- adjective sense (an 'it bag', an 'it girl') first appeared in the early 1900s and was popularised by the 1927 film 'It', which starred Clara Bow as a carefree, magnetic young woman — though the slang sense was already being used before the movie.