Jack Kerouac has always felt like a gateway for early 20 year old guys looking to be seen as literary explorers. Similar to how Orwell seems to be commonly found around your mid teens (15-17) and many are seem reading 1984. I guess it's almost a right of passage.
I know many will say those are stereotypes or tropes but having worked with people from 15-28 over the course of many years in a range of roles, it's very much an observation at this point. Orwell especially I suspect comes from required reading.
OTR is also required reading in the US. I remember a lot of my peers being very inspired by living that sort of beat life, although none of them actualized on that
Orwell is an absolute master of both fiction and non-fiction. This dude lived and got dirty on purpose just to be able to report about it: far-away colonies, lower-class slums, foreign wars against fascists; in the end it even cost him his life.
I am SO happy he is an obligatory lecture in many schools and countries; it's probably the best thing kids could be reading. He's been my hero ever since I've read him, and still is now even as I am approaching 40. And I've read many other good things too, but rarely something comes close to Orwell's dedication and authenticity. The man speaks universal truths in a way that sticks. If you only know 1984 and Animal Farm, do yourself a favor and check out The Road to Wigan Pier, for example.