I rode my first century back in '78 and I honestly have no idea how many I've ridden since; alone, with a few friends, or as major organized events. They were all fun though, as well as I can remember! Lots of adventures over the years, a bit of pain and suffering too, of course, things don't always go the way you'd like (or had planned).
A century is just a number though, and not a particularly magic number at that. I rode my first double century in '84 and lost count of how many I'd ridden until I moved to California in '95. Here they have an organization that actually counts the doubles for you! So now I know I've ridden 55 California doubles. 200 is just a number too though.
Big picture, they're all fun or else we wouldn'd ride them! And, as i like to point out, centuries are good training for doubles!
All that said, as I'm getting older (62 now) I've ridden less. Only 15 centuries this year plus only 3 doubles. Have to see how inspired I am for next year!
Anyway, OP, just go for it. It will be all good fun in the end, even with a few challenges thrown in along the way.
Rick / OCRR