I get continually reminded of this when people see that I registered play.org as late as mid-1994. It was still free, and a substantial number of English words were still available. I'm often reminded by others that I could have also registered play.com or other common words.
Of course, much of the culture back then was: I only need one domain. This one was for my personal site, so obviously, it shouldn't be .com domain...
No regrets, though: I wouldn't want to be the type of person that looks for "under-utilized resources" to exploit. There are far more interesting things in life than that for me.