i think that it would, as almost anything else in this lifestyle, depend on individual desires and agreements.
i would consider this under carefully laid out agreements - Master would have to choose the rapist and i would have to know who he had chosen if for no other reason than to know it was not a real rape when it happened.
part of that could also lend authenticity in the date rape scenario.
of course, there is so much more to it than that but basically, if i had agreed to it and Master had chosen someone he trusted to carry it out, then i think it could work.
i do agree fully with the comments that communication and planning are key.
just my 2 cents
respectfully,
orchid