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Yeah the top/bra thing is a bug where if you restart the game then load a save, all the clothes properties are removed. This will be fixed in the next build.

Normally you need a certain confidence level to go without a bra and showing cleavage or to go pantless while wearing a skirt. But with the properties being removed, the wardrobe doesn't know you have a cleavage top on so it lets you go braless.

Breast sizes, smaller and larger, are planned but it is a lot of work so I am focusing more on the events and general gameplay for now. But they will be in the future. 

New hair styles will slowly be rolled out over the course of many updates. Generally I will try to add styles that doesn't really have anything similar ingame so there can be a wide variety. So something like curly or wavy will be in at some point.

Thank you for your detailed response! I appreciate all the work that goes into this and look forward to the updates you're working on. :)  

I had one other question that I'd forgotten about before: on Fridays, when I select to join the Dance Troupe, it will drop me at the park (as indicated in the text that describes how these events will eventually happen) and my naughty level has gone up, but there is no money from the job? I was wondering if that's a bug or if it's just not implemented yet.