Let’s settle this once and for all. This song is a smart way to tell people (especially kids) to make the most of the good moments and live in the present moment. “Hold on the lollipop too hard” symbolizes innocence. Eventually, the lollipop (innocent/whatever feels good) gets smaller and smaller, and we start to see the sour things in life. Like heartbreak. It’s a clever way to tell people (mostly children) that the further away you live, the older and more discerning you will be. Therefore, if you keep sucking on that lollipop, the sweetness will eventually wear off! Enjoy the flame of youth sparingly, do not rush.