I have a serious question. Is there a difference between dressing with style and dressing well? By that, I mean that a man who is dressing with style is always dressing well objectively, whereas a man dressing with style is not always dressing well subjectively, and whereas a man dressing without style can sometimes be dressing well either objectively or subjectively. For instance, I am a lawyer. When I must wear a suit, it is expected to be fairly conservative (no peak lapel single breasted in my office unless I want to draw a look, even though I like the look personally). Thus, the first "good" suit I bought for the office was a charcoal Oxxford. It fits like a glove. It is a high quality suit, in a wonderful and hard wearing English fabric that is appropriate for year round wear. But, between that and I beautiful glen plaid mid-weight flannel, I'd feel much more stylish in the glen plaid. Yet, it would not be as appropriate at work perhaps -- at least not at my age (because it would look too stylish, as opposed to because glen plaids are 'oldish'). Am I making sense here? What should my purchases be driven by? Dressing well in the sense of at least a semblence of fitting in, leaving it to high quality, perfect fit, and elegant pattern matching in the ties and shirts? Or should I just say screw it, from now on I will dress like the most radical pattern matching pages from the Paul Stuart catalog at work. I have been trending toward the latter, but there is just so much out there that I love that I would simply feel out of place in were I to actually wear it. Maybe in NYC it would be easier to pull some of this stuff off. I don't know.