3. I'm attacking a lord that holds one of of another player in jail :
- if I win the battle and I make the one I attacked prisoner, do I also get his prisoner or is he freed ?
- if I win the battle and I kill the one I attacked, do I get his prisoner or is he freed ?
The rules state the following:
"A freed lord is placed on one of his familys strongholds or fortified cities. If the player has no..."
Hence I would conclude that you will not be able to capture a prisoner again, but instead it get whisked away to a city controlled by that player.