Thanks for bringing this story back to life.
Found some problems:
Unless I am missing something if you complete Ashley/Madison quest before asking for Vickie's number you can't complete Rachel quest.
Sending Madison to fuck Amy doen'st work, see goes to Amy but nothing happens.
Katherine puts her ...

My 2 cents:
#1
Can be done already: Checking for gender at start and triggering a game over screen is trivial.

#2
timescale and bodypart are almost the only ones that can't be done in CSC, thing like bodysize and ikreach are already in CSC. I must say I would like bodypart to be there, timescale ...