I was in a maximum security prison for well over 10 years but less than 20 years. Because of my personality, I like isolation. So, I often asked for it. Because I was faking a serious mental illness, I got it whenever I did ask for it.
Boring? Well, not for me, actually. Even in isolation, I had plenty of things to keep me happy. I read novels, I played with all sorts of mathematics (one of my hobbies), I read sailing magazines, and planned sailing adventures. In general population, I had several friends that were of similar to my orientation. I studied foreign languages, wrote many penpals from around the world, played a really deeply involved game of Dungeons and Dragons with two of my friends, I jogged, I played chess (not that well), I played music (sort of good), I am running out of things to tell you about. There were lots of fun things.
Yes, I had an ex-wife, two children, and my parents, brother, and sister were also there for me. My Mom and Dad convinced me that just because I enjoyed prison and I wanted to stay there, I should consider leaving once my sentence was complete. Eventually, I did leave... legally.
Anyway, as for Vlad III,
You must come, O dread Impaler, confound them to your care.
Split them in two partitions, here the fools, the rascals there;
Shove them into two enclosures from the broad daylight enisle 'em,
Then set fire to the prison and the lunatic asylum.
I'm ready for him!