I had an ex ask me that... while I was in the process of deciding how to break up with her. My answer - and the solution to the relationship 'it's not the outfit'
I do the fashion shows all the time so he can help me pick something out...I do usually go w/ his choice though...his attempt at a diplomatic answer to that infamous fat question was "That's not flattering on you, this will look better". Hmph! I pouted and sulked anyway of course lol...
Ladies......never ask your guy ANY question you don't want to know the answer too. You'll both be happier that way.