I can't really remember where I first heard about them, but it was in the last several years. I had always used tampons with mostly satisfaction. Hearing about cups didn't immediately pique my interest, but I wasn't completely turned off to the idea. Cut to the fall of 2011, when a tampon I flushed in my new apartment ended up clogging the septic system. Oops. So I googled cups, and bought a Divacup just because it was the easiest to get my hands onto. It wasn't exactly right for me, but was OK for the few months before I finally bought a Fleurcup (= perfect!).
I've specifically talked to two of my friends about them, though one of them has a Mirena IUD and gets no period. The second friend had never heard of them and was pretty put off by the idea. Sigh. I actually don't have all that many friends to really talk to about them, lol. A few weeks ago I told a friend whom I've gotten closer with lately about them, and she was totally willing to try one. She said she had seen an info booth about them several years ago at a state fair, but had never gotten around to buying & trying one. I gave her an extra Fleurcup I ordered in their winter sale, and she loves it!! :D She's also going to tell her two sisters about them. So I'm hopeful for two more success stories there. It's fun to (successfully) spread the good word.
So, share your success stories!! :)