If you want to understand fashion on a deeper level, I highly reccomend becoming a student of history! What we wear is largely dictated by where and when we exist (and then funneled through our personal taste and expression).
With this in mind, I just found a new podcast I love: The Gilded Gentleman! A historical podcast about the gilded age, centered around NYC.
Learn more about it here! —> https://thegildedgentleman.com/