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I managed to get the wet t-shirt event but I've had Kelly go around braless for a while now and for some reason I still can't unlock it. 

Hmm... If the chain of events starts when you go to the cafe without bra. The first one is John peeping on Kelly. And other events are triggered when you are in work dress with skirt and with no bra starting working (not washing dishes). 

And clickblock bug is fixed, please redownload the game.

I downloaded the new version and started a new game and the events happened so maybe it was just something i was doing wrong. Thanks for your help though!!