These pictures weren't made that far apart, really. There's probably nineteen or twenty years between the two – and that's nothing these days. Nineteen or twenty years ago seems like yesterday to me now, but the nineteen- or twenty-year span shown here is much more significant. Going in age from five to twenty-four is a pretty large and significant leap.
I don't know the occasion of the first picture, the one of me at four or five looking very dapper (but a tad nervous), and I don't recognize or remember that suit. I suspect the picture was taken on a Sunday and I wore the suit to church; maybe it was Easter – though that usually called for a more colorful outfit – or maybe it was the day I was baptized. Or maybe the occasion was a wedding I have now forgotten; I'm not sure I ever actually went to a wedding when I was that young, but if I did, I would have worn a suit.
I'm not sure about the occasion of the second picture, either, but I recognize the suit – it was my "interview suit," which I bought especially for job interviews after I graduated from college. I also wore it to…well, anything I went to where a suit was appropriate: holiday parties, weddings (did I go to any back then?), funerals, etc. However, in the full, uncropped version of this picture, you can see that the house is decorated for Christmas, so I suspect I was dressed up for the ExecuTrain holiday party, probably in 1990 or 1991.
Today I don't even own a suit. If I were invited to a wedding I would have to go out and buy something to wear.