Think I may have ran into one or more bugs caused by my trying to play in an unexpected by the developer way.
I was trying to play Manila like a 100% justice and conscientious person (except I accepted choices that allowed her to bet her body in a challenge since she is prideful of her skills - has yet to have to pay up) aka a clean run. By this I mean that I refused to let her take any bribes or accept money directly for sexual services, and she did not buy anything until she made enough to pay the rent first, and she is not killing when the option to arrest is there.
Since I knew that Manila owed $2000 in rent, I did not have her buy the phone right away preferring to save up to pay off the rent first. But as a result I missed the date specific quest from Allison which is used to unlock the Casual sensual outfit. The game now instead has the latter side quest for unlocking the monokini but requires wearing the casual sensual which is impossible to get since the date / quest never opened.
My unfinished side quests are Mr. Burke (I paid off the $3k rent on computer but this $2k rent side quest stayed anyway...), Expert, Challenge I, Three Clients, Blowjobs (never going to do this quest unless she can somehow be forced into it since its a clean run), Handjobs (same as BJ quest), Massage (needs casual sensual), Monokini (needs casual sensual), Beach I (needs monokini).
None of the completed side quests unlock the casual sensual, and Allison's text messages skipped whatever quest was supposed to since apparently it was date specific.
Is there any way of resolving this to unlock the missing quest / get the outfit? Or is it doomed other than restarting and not being quite as conscientious in the next run?