I'd say tweak your wardrobe with a new item every so often, and over time the change will grow upon them without it seeming like you went for some reality-show makeover.
Originally Posted by tam.audio
For dress clothes, I'd suggest replacing what you have with better quality stuff for a start (hard to say more without knowing what you actually wear for work) but a good suit (see the One Suit thread for ideas) and a navy blazer for slacks will certainly be a step in the right direction. I'll take a guess that your dress shoes need an upgrade too ... that is true for almost all men so it's a safe guess.
For casual, I'd say one good change could be changing your t-shirt habit for a shirt habit ... you know, those ones with buttons down the front. One nice white casual shirt worn at least once a week will start you in the right direction, and give a more mature vibe to what you are wearing.
Be there or be square. Only I can do both!
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