I asked myself this question the other day. I have heard a lot of people here say "I dress for myself" but I don't know if I buy it. Personally I came to this forum to learn how to buy/wear suits for work (24 yrs old, just out of college, wearing suits to work every day) never planning to get into this kinda stuff. Now I wear suits everyday for a very conservative company but I am a salesman and I sell to car dealers so most environments I go into are not at all conservative. Lots of loafers and huge watches, etc. this allows me to get away with a lot but it also means that if I follow sartorial "rules" I stick out, in a bad way. So if I am at the corporate office it's cap toes, white shirts, etc but if I am in the field selling its big watches, maybe loafers (with a suit), etc. but this isn't just for business (though that is a big part of it). I want to look good and I want to look good to those who see me, not just myself. So sure I dress for myself but it is to get a positive reaction from those who see me as much as it is to get a positive reaction from myself. What do you guys think? Certainly I am not the only one who thinks that the reactions and views of others is almost as important if not more so that your own opinions. And does that not beg the question of whether deliberately making some poor choices is actually the way to go?