Okay, let me share my personal story
Now, looking back, I realized that my father and mother were both sharp dressers. My father had a particular fondness for Dunhill items, and since he does not wear cufflinks and ties often anymore, he handed his cufflinks and ties to me. I remember my dad once complaining that the shirt he was examining did not have matching patterns on the shoulder and sleeve. Back then, I thought that his comment was ridiculous. On the other hand, growing up, I seriously could care less about how I looked -- dressing and grooming. My parents literally had to beg me for the privillege of buying me new clothes when we go shopping. Looking back, I think I really didn't care because I was fairly satisfied with my life (I got what I wanted -- which were not much anyway as I was neither ambitious nor greedy), and I could rely on my parents for their social connections. I went to a school which required uniforms. I didn't have to impress anyone. Having moved to a foreign land for college, my perception changed rather drastically. I am on my own. I now have bigger goals for myself. I work hard and I try to cultivate positive attributes. It makes no sense to me that I should exclude clothing and grooming. On any particular day, the treatment I receive from everyone --strangers AND friends--is noticably different depending on how well I dress. It is remarkable. Also, in certain circles, some individuals will simply refuse to deal with you (beyond superficial levels) if you are not well-attired. Buttoned the last button of your suit jacket? Wore a shiny dark blue DKNY shirt under a suit to a conference? Your'e out. Every now and then I see beautiful men and women wearing ugly clothing and I say to myself: what a pity. They could become so much more. Clothing and grooming are relatively cheap investments that one can make to better oneself. It brings you pleasure, and brings pleasure to those who deal with you. So why not?