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@Raiern: Found it on steam, though it's only on demo until August 10. This lady doesn't appear until Level 2, so I have to wait. It's a real shame she isn't a boss, or that we get a "bad" epilogue. I can imagine:
After punishing him, she took him home, where she spanked him daily to keep him in line. Every now and then, her friends and co-workers--whom, according to the boy, could never match her beauty--would come over and spank him as well.
I just got the uncut version, and it showed another piece of dialogue between the first as last, in which she gushes over how his butt jiggles with each spank.