I'll get off your lawn. I was around during those days, but my parents were "good& fierce" so I never really had the right loopholes to pull those kinds of stunts. Closest I got was just beginning to optimize my Commodore 128 to begin to do local project stuff, and then it all sorta went away and I just borrowed a family Mac and went to high school and then college, and when I got out it was right in the heydey of MS Domination.
Plus back then yeah maybe the police got a little grumpy if you went too far, but it wasn't the "Terrorist = Jail" mentality we have now. Cybercrime was so new police forces barely knew what to do about it, and were lucky if they had one techie on their own crew for advice.
Closest I ever got (vague 50th place) was one of the phone company test codes (now long forgotten) that when you dialed it, caused a phone-company dial-back like testing a line. But that's it. I'm kinda dull. I'll shut up now and leave the stage to bigger stars.