[kitsune_]

Sorry if I'm late here.

Yes, you should wear clothes that fit. For instance, if your suit is too large, it will make you look clumsy. Rather than buy a suit for 99 bucks, I'd rather buy a good quality shirt. Invest in quality, I guess.

Secondly, I think you should wear clothes that make yourself feel comfortable not just because they fit from a physical point of view. They should be appropriate to your persona, don't wear something that you are not.