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Originally Posted by piosenniel
My gut feeling would be to forego the shape-changing . . . please try to think of something else for Herugor . . .
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Okay. Then we seem to have two choices for Herugor: (1) he somehow succeeds in slipping onto one of the boats, without the aid of sorcery. Whereas this seems far-fetched to me, maybe you can make it believable,
Menel. (2) Herugor feigns repentance. This actually seems more in keeping with a Tolkieniean mentality ... at least, to me. The Faithful figure that he's lying and that his heart's as black as coal, but they also cannot set aside hope that just maybe it's real. So they let him board, but under guard, and hold him prisoner for long whiles in Middle Earth until he is sprung by Sauron's cronies/underlings, who knows how many years later. I favor #2.