Hi, I'm a sixteen-year-old first-time user. Just got my DivaCup today and tried to insert it right away - my first impression was that it was a lot smaller than it had looked, and that I should have no trouble fitting it in. But I still haven't managed. I tried a C fold, felt very OW about that, tried the punch-down fold, not much improvement. I think I just need to focus more on getting it deeper when I insert it, because at this point I haven't managed to get it deep enough that the stem isn't sticking out like a lonely twig.
I'm not menstruating, and I feel like repeated insertions dried me out. Hopefully not TMI, but when I pulled it out there were little beads of white discharge in it, and now I am impossibly dry all over. So it is sucking fluids up, even if it's not in quite right.
My mom bought the cup for me from an organic food-buying club she belongs to, and my dad was with her when he picked it up. He thought it was a diaphragm, lol. Asked my mom "Are we entering a new phase in our life as a family...?" :)