The Pen MC is a classic prison server that feels like the 2014 era. It is barebones and grindy and you do not get overpowered armor right away. There is no instant sell so you actually mine and smelt and then you have to risk traveling through PvP zones to sell stuff.
You rank up from A through H and then you can reach Parole. After you finish the main ranks you can prestige and you are not forced into only one grind. You can keep doing classic mining or switch it up with custom fishing or a mob arena with waves and bosses. There is also a bakery system where you farm and bake cookies and do long term cookie quests and try to climb leaderboards.
This server also has guards that enforce contraband rules and there are illegal crops that are high risk and high reward. You can rent cells and plots and use auction house and player shops. There are bounties and solitary confinement and parkour challenges too. The pay stuff is not supposed to be pay to win since it can be earned by playing.

