I can't train some further because they are not feminine enough. Is that something I can counter or just a feature that some can't go further if I don't have the magic?
You can increase beauty with Biomancy, tho I'm not sure if raising beauty has anything to do with femininity.
In any case, Biomancu it's practically mandatory.
Always pick the "strong right-arm" and/or "recruiter" to get the specific slaver "Lady Arianna Fiorentini", which has excellent (if not the best) Biomancy skills (plus she's actually good at pretty much everything, and has no "hidden agenda").
"Investigate the Depths" does a double change: one of the slavers gets bigger boobs/ass and "slutty" trait, the other gets a dick enlargement, or a gender change to futanari if it's a female.
I never remember who gets what, it depends on who is assigned first (i.e: 1st gets slutty, 2nd gets dick, or the inverse)
Before doing the quest, save just in case.
The -long- quest "Quick as you like" also changes the selected character. Start the quest, pick the obvious degrading/dangerous options, and in the end you'll get a feminine, slutty, submissive trained "new" character. (Note: if you use your character, it will be changed too)
Basically, it changes the portrait to a female one (and also gives the character a new name), and enlarges ass and boobs I think. Female portrait is a requisite for "Feminine" trait, so most likely this quest could be the best way to achieve a "sissyficable" character.
Most likely boobs and ass also counts towards femininity, and a suitable set of clothing.
Biomancy again helps with physical changes, tho there are other ways (several quests change physical appearance, like "Green door" or something like that).
Slutty clothing helps too I think, the higher the score the sluttier (and the better quality, teh more valuable the slave)
