Some suggestions for future content: (apologies, this post got hijacked by the fact that I am a huge DnD nerd)
-Making Charlotte and April get along by forced nudity and contact would be nice. You know... start with "Hug it out, girls" evolve to "Kiss and make up." and eventually get to "Apologize and stimulate her clit with your fingers so she knows you mean it, April" and "Accept her apology by licking her arsehole until she cums, Charlotte."
-Ms. Chang said she might run a DnD game for the students at some point in the future. Once she has her 3d printer, I feel it would be easy for her to build and pass around tech to all the players that creates a believable VR experience and stick the girls and HM in a dungeon of her own devising. The headmaster gets his own headset to act as an observer. She probably mumbles some jargon about a proximal neural interface that allows her to stimulate the brain and produce sensory results like visuals, olfactory and audio without needing to open the cranium for a direct connection to the brain, since people are scared of such things. Maxine, who had been the DM before will play a bard in Chang's game, as the role of a rabble-rouser would fit her. After the group either wins the day, or just escapes the deathtraps, (I feel that Chang probably plays old school DnD rife with super-lethal encounters, called Gygaxian DnD) maybe the headmaster could use the tech to help some of the girls with their punishments in the future.
-I know that thus far it feels like the HM is a little thick when it come to DnD, but eventually, I think the headmaster could actually DM a session for the girls. This could happen quickly if Chang decides that she needs to upload a bunch of DnD rules directly into the HM's brain during the VR session, so he stops asking questions about the rules. Or, it could be handled by a slower route of the Headmaster learning the rules over time, if that is preferable.
Once it its plausible that he knows enough to create his own content, I feel that the headmaster might focus on creating a dungeon populated with rust monsters (who destroy metal armors) giant moths (after HM decides they devour fabric) ethereal filchers (monstrous pickpockets that can teleport away after they steal your stuff, or in this case, knickers) and other beasts designed to force the PCs into some ENF situations. The characters are at a disadvantage while they are embarrassed about their nudity, but the players can demonstrate how nonchalant their characters are about nudity by disrobing themselves, removing the disadvantage.
Emily, Faye, Priti and Maxine may be hold-outs for a bit, but it's fairly easy to get Rachel and Lucy naked during the session. The HM will point out that he wrote this scenario with Emily in mind, as he expected that some casual nudity with her friends might put her at ease, so Emily strips off to avoid telling the HM that she is not a nudist. Faye's barbarian gets her loincloth taken by a filcher, but she eventually agrees to strip as the disadvantage keeps having her miss her attacks. Priti agrees to strip after it is pointed out to her that her mother would NEVER approve of her playing games in the nude. Maxine just doesn't feel comfortable being the only girl clothed, and there is a lot of peer pressure to join the others at this point.
Of course, there is also the villain of the scenario, a paladin of knowledge corrupted by magical power he claimed from a god of lust. The riddle that he poses to the girls has but one solution, so the players must all let the headmaster paddle them, and give them all orgasms afterwards to represent his inner struggle with smiting those who do not revere knowledge, and the lust god who must be sated. After the orgasms, the paladin is cured, and the girls all get their gear back. The lust god grants each of them a sexual reward in the form of custom magic items and effects, which the Headmaster gives a prop to each girl to represent.
There is a Buttplug of Power for Iron Balls the barbarian, which gives extra damage on attacks made so long as Faye has the buttplug inserted. The rogue gets an Outfit of Invisibility, usable only while Lucy wears only the small piece of lingerie the headmaster gives her. Priti gets a wand vibrator that empowers spells that her sorceress casts while the device is in use. The paladin gets a magical shield, with the benefit that so long as Emily is completely naked when combat starts, attacks made against her companions are at disadvantage. Rachel gets a collar that grants her character doubled jumping distance and halved falling damage if she is not wearing anything inappropriate for a cat. (Ears, tails, and collars are ok, pants, knickers, and dresses are not.) As far as the bard, she receives a speaking trumpet that enables her to make her voice heard anywhere in her line of sight, and if Maxine removes a piece of clothing, the next words spoken through the trumpet become a magically compelling command.
