I am glad I found this community!
I just bought a keeper a couple of months ago and I have been constantly practicing putting it in and taking it out. However, I have a problem with getting it in far enough so that I can't feel it (very much). When I put it in, I usually have to let most of it go (except for the end, of course) to put it far up enough, and then the suction takes effect.
I just got my DivaCup in the mail today. My boyfriend bought it for me a few weeks ago once I was fed up with tampons. They're expensive (I changed mine a lot), have to be changed pretty often anyway, suck all the moisture out of your vagina, and look disgusting. I also hate how tampon strings would soak up urine and pull it into your vagina, and my boyfriend was kind of weirded out by the visual of the string itself. I even forgot about having a tampon in once and got bacterial vaginosis after a few days. Oops.
Anyway, I got the cup in fairly easily the first time, but it was really hard to get out because I was pulling on the tab rather than trying to break the suction. I abused my vagina a little too much trying to pull it out, so I waited a while before trying again. I have it in right now and can't feel it or the stem, which is great. I should start my period around Sunday, and I'm also going to be doing a lot of travelling next week, so I hope I get the hang of this soon ... my best insertion today was done lying down, but I won't be able to do that in an airplane stall!
Another problem is that, after the initial BV and a yeast infection (my first) I then had after taking antibiotics, my vagina gets a little yeasty right before I menstruate, making the whole area drier. I think this makes it harder to get the cup in and out. I know this probably means I might have some dormant yeast I need to treat again, but as I can't afford to do that right now, it'll have to wait at least another month. Does anyone else here get repeat yeastiness before she menstruates?
And does anyone have any tips for removing the cup, since I have so much trouble breaking the seal that keeps forming? Even when I squeeze the base of the cup, nothing seems to happen, and I'm stuck digging my fingers around toward the rim. Ouch.