What sort of evil deeds is the tentacle hair lady known for? Probably rape of various kinds right?

I wouldn't say that

She's a prostitution ring leader and a soul trafficker, which is sort of like human trafficking but once your soul arrives at its destination she puts it in a new body, usually one that is bound to serve her until payments are settled.

She's corrupt but there is no rape with Charlie. Only dangerous, painful, irreversible and very expensive sex.

So this is some kinda afterlife plane business?

Like you die and go to hell and then she re-shapes your soul and pimps you out as some lewd abomination creature?

/me is way behind on lore reading

More like you want to live abroad but don't have the papers so you hire her folks to kill you and relocate your soul. It's less heaven and hell and more selling of souls.

But you have to pay for the soul transport, new identity documentation, your slave accommodation, and of course the new body, all of which are premium quality because she's not running a back alley whorehouse. So you work for her until everything's square, which can be a while but so long as your soul is hers she can reallocate you again and again for eternity

After that you walk free.

My lorekeeping is shoddy at best

Oh! I see now. Sounds fun