Wear what you want. If you ask, you will get answer. :-)
Btw. I wear 19cm with converse, don't have any problem even most people hate chucks here. Would be sweet, if I will find some nice pair of CPs (preferably courts), but it's hard + strong dollar.
Did you tried onitsukas before? I like how they are soft and comfy and go well with dh. Go for some dark blue / dark yellow or black / white combo. E.g. I like this:

















