I'm sorry to hear, that you have issues with playing it.
but seriously, if your clothings throwing exceptions everytime - it's maybe something wrong with your previous save file and etc because I'm personally made a serious debugging work around. Like, every existing scene in the game have variants with available "to go out" clothes. Known issues is that your bikini might appear as underwear at cafe work scene or something like that.
Make sure, that you did every quest, before tell anything like that. When you finishing the Trish quest with gym, in the end its says something like "Oh, I should be prepared for something special". And after you just might checkout the quests you still have available and maybe try to do them before.
I'm not sure, how to help you, but, as I remember, in the description of the quest there is should be mention of that you might talk with mirina about your skill developments.
If game looks for you like I grinding, possible I misinterpreted something as a game-designer :s But here is absolutely no grinding in the game. You can just fill the empty time with cafe working and buy every clothes, every mechanic is kind of very simple (might say even stupid).
