/jp/ - Otaku Culture

なんでこういう時は消極的なの？

This sentence seems to read as, "Why is this kind of moment half-hearted?", but if I assume the following:

(あなたは) なんでこういう時 (に) は消極的なの

It can be interpreted as, "Why are you passive at times like these?"

Am I allowed to assume so much? The second makes more sense to me, though I'm not sure where the line between inferring things from context and writing my own dialogue lies.