Shakespeare invented swagger. No, really. He did. In his 1590 play A Midsummer's Night's Dream, Puck says "What hempen homespuns have we swaggering here?" This is probably taken from the Old Norse word sveggja ("to sway"), which is probably from the Proto-Germanic word swingan ("to swing"), which is probably from the Proto-Indo-European word sweng ("to turn"). Anyway, when Shakespeare used it, swagger meant "walking pompously". Pompous people often decorate themselves with, and use, ornaments, or something? So somehow the word developed into "material", though it also kind of meant "cool" in colloquial terms, as developed from "pompous". Acronyms for the word, such as stuff we all get and secretly we are gay are apocryphal, and by now alterations have appeared, like schwag and swagg. It's complicated. Swagger also still exists today.
Adam Aleksic, a leading contender for valedictorian of his high school, is a 208-month-old boy with disturbing interests in etymology, vexillology, geography, and law. Adam would like to one day visit Tajikistan and just won an essay contest on linguistics!
The Etymology Nerd