I had to get passport photos taken recently and they're frighteningly horrible. I should at least have worn makeup, but I didn't think I looked that bad in the mirror at home! In the end I decided to use the awful ones (since it's still taking five weeks to get a passport back and I travel a fair bit), but at least they won't look quite as bad in black & white. As much as I hate to admit it that is probably what I really look like! Too bad a little Photoshopping isn't allowed.
Outside of necessities like that, I try to always be the one behind the camera. I like my old photos, when I was younger and thinner and looked much better!