jailkid

“A few months later Jack hitchhiked to Denver to become better acquainted with the charismatic young "jailkid shrouded in mystery," just released from reform school, who had captured his imagination more completely than anyone he had ever met and whom he soon came to view as a lost brother, a more extroverted and electric version of himself.”

Kerouac Unbound

“This is all far back, when Dean was not the way he is today, when he was a young jailkid shrouded in mystery.”

The Wall Street Journal: 'On the Road'

“In those days he really didn't know what he was talking about; that is to say, he was a young jailkid all hung-up on the wonderful possibilities of becoming a real intellectual, and he liked to talk in the tone and using the words, but in a jumbled way, that he had heard from "real intellectuals" — although, mind you, he wasn't so naïve as that in all other things, and it took him just a few months with Carlo Marx to become completely in there with all the terms and jargon.”

The Wall Street Journal: 'On the Road'