What kind of outfit(s) should I bring?

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For the actual shoot, we'll mostly be focusing on the top half of your body (namely your head), so I would say that the tops you bring to the shoot are more important than everything else, clothing-wise; beyond what we are shooting, your comfort is the most important thing.  that being said, you may want to think about what you'll be looking to get out of the finished product.  Do I want to appear more formal or more casual?  Should I wear my glasses or contacts?  Should I wear my hair up or down?  If putting together a complete outfit puts you in a better mindset for the shoot, by all means, dress to impress.  But once again, your comfort is more important than anything.

Generally speaking, I try to keep a couple of things in mind for our shoot (for outfits); I wouldn't recommend anything intensely white or super bright/light (it may wash out your skin/draw focus from you), no logos (though we can cheat a with that, if need be), and patterns can be fun if they don't distract from you (nothing too hectic).  I would say neutral tones are fantastic across the board, bright colors can add some extra oomph to a headshot but nothing to obscene; the whole point if for the focus to be on you.