I suppose it depends on whether one thinks of fragrance as a sign/symbol or as art.
If it is something that signifies something to someone, then scents can be matched to looks based on all manner of different communicative intentions, conventional meanings, and predicted receptions.
If fragrance is art, then it might be conceived of as a world unto itself i.e. if one is appreciating perfumery for themselves and the world thus revealed is entirely sensual and technical (notes, etc). At this level, it basically doesn't matter whether the scent matches the look because that isn't the point.
Quote:
Originally Posted by
silentrich 
I just go by how heavy (cloying) a fragrance is and whether it would be overbearing for the situation. I have my work friendly fragrances, casual, lounging, and formal fragrances. Lounging to me is shorts and a T-Shirt, casual collared shirt and jeans, and formal would be shirt and tie.
I have a similar approach. Powerhouse frags wouldn't cut it at my workplace because of increasing awareness of "fragrance sensitivity."
Dirty English and M Generation for work. Burberry London would also be good, but my supply has run out.
Sung Homme for casual or lounging, Happy or D&G Masculine for same, but only in winter.
Gengis Khan for dressing up.
But then sometimes I mix it up because I want to smell something regardless of what I'm wearing or doing...