When I had players reach very high lvls and they acquired tracks of land and had added responsibilities, there was one thing the players really dove into when given the opportunity. With some leisure time, they ended up procreating. I had to foreward things 15 years ahead though but they found in fun to create the next Generation of their Favourite Characters. I've never had anyone fill out character history in such detail before that. On top of that to keep the feel of continuing, rather than starting allll over again is that I allowed the parents to give ONE of their items to the new character and depending on wealth, a little more starting money. So they have a little more edge than most first level players but are still first nontheless.
At times I'd also bounce back to their origional characters who may have to deal with bigger problems from time to time. When you're talking kingdoms the armies aren't 190 troops, I'm talking about the size of Roman legions. When you deal with that there has to be diplomacy because usually the controllers of the legions is about the same lvl as the PC's.
I've also had the PC's use their cohorts for various missions around the countryside while they're tied up with beaurocracy and such. That way they also get to flesh out their main men/things a bit more and become more attatched to them rather than having just another henchman in a red shirt.
At times I'd also bounce back to their origional characters who may have to deal with bigger problems from time to time. When you're talking kingdoms the armies aren't 190 troops, I'm talking about the size of Roman legions. When you deal with that there has to be diplomacy because usually the controllers of the legions is about the same lvl as the PC's.
I've also had the PC's use their cohorts for various missions around the countryside while they're tied up with beaurocracy and such. That way they also get to flesh out their main men/things a bit more and become more attatched to them rather than having just another henchman in a red shirt.