
This question, cut out from an article in a magazine, way back in the day, is the fashion equivalent to Hamlet's "To be or not to be. That, is the question."
Found it again as I organize my things in my new room and thought it was a good starting point for a post (and a pause). Think that, more often than not, we dress to combine both "blending in" and "standing out". The whole "office appropriate" or "occasion appropriate" debate is all about finding the right balance between these, or, if you prefer, "standing out" for all the right reasons, as opposed to all the wrong reasons.
The "blending in" you do to show conformity, to express that you belong to a certain group or entity, so that others can identify you as "one of them". Sometimes you don't really "belong" but are desperately trying to fit in - queue the superabundance of logos, it bags, "must have" mobiles, and a long etc. of parafernalia marketed as the ultimate key to finally get passed that unforgiving velvet rope that limits the access to VIPdom (whatever your idea of VIPdom may be).
So where does the individuality of the "standing out" come in? Well, let me make a flashback to the angsty teenage comedy that was "16 candles"... that's where the "standing out" comes in. Because most people have, at some point or other in their lives, felt like an ugly duckling. And at some point they have decided that instead of feeling bad about it or letting others use that difference as a hurtful weapon, they would turn the tables and use that difference as a way of vindicating that yes, they were different and extremely proud of being so. That they had no desire or need to be cookie cutter "in"...
All that simplification of "in" and "out" never really sat well with me. Call me a relativist if you will, but I always saw those supposed boundries as shifting sands that where best ignored. Not that I have never been hyperaware and worried sick about the messages my wardrobe, look, choice of accessories or brands might be conveying. Unfortunately such insecurities raise their ugly heads more often than I'd like (especially when trying to decide what to wear to my first Milan and Paris fashion week without busting my budget back in 2004/5!) That really was a nightmare!!! Becoming hyperconcious of all that an outfit can signal, especially among fashion cognoscenti, was enough to leave anyone feeling inappropriate, insecure, fat, ugly and totally out of it.
Those days are luckily in the past and today I am more levelheaded about it. Its not that I manage to strike the right balance everytime, but that I have become more forgiving. The day / the mood / the body / the wardrobe options at hand ... it is what it is and there are so many more important things to worry about.
Always be respectful of what you will be doing / where you will be going / who you will be seeing, and you should be fine. But please, also, remember to always enjoy dressing up and the greatest secret of them all: feel comfortable in what you wear. For, if you do that, you will stand out and shine for all the right reasons.