Sounds like Quantum Leap turned sideways and in hell. It's not multiple life-sentences; it's a multiple-life sentence.
Anyway, how about a simpler form of multiple life-sentences? In other kingdoms, people convicted of multiple crimes carrying life sentences are simlpy resurrected and, if necessary, rejuvunated in order to spend multiple lifetimes rotting in prison. For some, it can mean hundereds of years behind bars, and dying over and over. The same can be done for multiple death sentences, but that is cinsidered a lesser punishment.