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I'm glad you like the Applejack-like apperance for teh sister. I like everything you listed. The ideas all work well. I am not sure about the other brother and sister, though, maybe it will make the story too complicated. I belive we can introduce them as time passes, if we'll feel like it.
I especially love the outside bathing, that's a great thing!
As for other possible ideas for punishments - maybe the boy can be forced to take castor oil as a kind of time-out? Also, what about nettles - used as a spanking implement or maybe teh boy is forced to sit on them? Both of these ideas aren't necessery, though, but I associate them with the old-timey village setting.
As for implements, I imagine strap, wooden paddle, bath-brush and switch to be most appropirate here.
Anything else we need to discuss beforehand or should we start?
I like your idea. I think we can do it in some old time-ish setting without being too specific about it, just a general nostalgic past then such situations were (or should be) more commonplace.
A few questiona - would you prefer the ssiter to be more traditionaly lady-like, or a more simple, a bit manly worker type (Applejack, to put it simply, if you anyhow is familiar with MLP)? Both have advantages, in my eyes...
Also, what would you say about additional punishments, apart of spankings themselves? Which would be ok to include?
(I am operating under the impression you'll prefer the spankee's role, please correct me if I'm wrong).