Nadja, thanks. Yeah I had *talked* to her that way before the latest patches, so of course didn't again with the latest as though I had already one so. My derp.
Letters (latest patch just DLed now). The one to the boy, N most house W side works. You can clip through the boys pic though. But standing beside and talking triggers ok. Patch bfore the latest one, the door now appeared (which was fixed from one even earlier) but he said "thanks for earlier" but too busy (which is the line after he's done now). So scene was thinking it was already done.
Edit: Bagool
Hehe yeah Bagool, you've done a pretty good job thinking up stuff as it is for one type of action

. And nice changes btw, varied count sounds will work with the Maria choices being added to others.
For content/situations, if you flesh out comments/paths in the actual spankings (the Maria change) you'll actually be adding a lot. In many cases. I've noticed in game like CoC, TiTs etc. those paths can expand exponentially if they are not false choices (where choices end up being the same anyway).
Also a bit trickier with coding, you can gameify the thing. Say you had quest to deal with mutiple people. The wrong choices (or not having the proper equip etc.) might mean punishments, and when over the soreness limit you 'lose' (have to stop). After a rest, can try again.
another random though (mini game again). Skyrim had a mod Get Stripped Again. You had a NPC come and steal your clothes and you had to find them. Could have something similar (stripped down to undies, or just undies taken and being naughty going comando heh) but asking NPCs if they've see them has certain... 'risks'?? Also comments on how good/bad you are doing while looking (from talking or just folks you pass close by) adds content without having to figure out more actual spanking situations.
As you mention, there's only so much you can do with the actual spankings, so it's what you wrap around it that you have any real freedom with. That and the flavour text you have with the character comments during.
EDIT2: Bug
Brooch and Adventure guild: Girl tells you to go upstairs... stairs don't work (get to top, upper platform blocked). Damn tease :P
(old, still there)
Frost city shop where kid breaks pots. After scene and thanks from shopkeeper, kids stilll blocks exit if you leave and return.