I have always had a hard time with tampon (and I'm 40). I can get them to work but I have to lean forward, like in a squat but with my chest on my thighs, to get it in. Things must be tipped weird or something because I cannot insert it unless I'm in that position.

I can use a mooncup (like a diva) but I have to turn it inside out (which makes it shorter and gets rid of the stem).