My parents aren't boomers as they were born in the mid-1930's, but they certainly had a post "Depression Era" mindset.
The rules were basically be in before the street lights came on and if you weren't, you'd better call. I knew plenty of alcoholics, drug abusers and other ne'erdowells so they knew I didn't want any of 'that' so yeah, I was certainly feral with a bike and always had $10 in my pocket so the, and I quote from my father, the cops can't bother you about being a vagrant.
But broken bones, fights, software piracy, blowing things up, making dumb movies with a VHS camcorder the size of a suitcase, amateur rocketry (well, fun with D-Cell motors and ignitor plugs), sneaking into the county dump to ride BMX, digging under fences, taking stuff apart and demon-dialing (aka 'phreaking') for Sprint card numbers pretty much defined my youth. Plus a visit from the police chief to my father warning him that "He's a good boy, but he's going to be a CEO or an organized crime boss, be careful". Actually he was a family friend.
Fairly below average in the 70's/80's but I'd probably be defined as 'troubled' in 2023.