I remember several "milestone" passes:

first I remember when I could climb and not feel like "pass"-ing out
then I passed a girl
then I passed a guy
then I passed a guy on a climb
then I passed a guy who shaved his legs....... and that was sweet
last month I passed a guy on a unicycle (no kidding he was riding a metric century on one)

I have yet to pass a tandem on a downhill and hope to never achieve that either!

Whatever floats your boat and keeps you happy and gracious to everyone on the road - we are all cyclists.