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You may be like me and your vaginal canal tilts back instead of straight up like it's supposed to.
Vaginal canals are supposed to tilt backwards? That's what we were taught in school.
To get it in you have to put it straight then tilt it backwards.
That's how I get mine in, also, try applicator tampons. I don't even use the normal kind. I've only been using them for about 6 or 7 years and it just takes practice. You shouldn't feel it when it's in.
The real problem I think is the tension. You find sometimes even if you try to relax, you still have trouble getting it in the first bit. If I push for a little bit it eventually pops through the tension and slides in.
Perhaps I'm mistaken, I was told that when I was trying to be fitted for a diaphragm. I couldn't use one because a tight suction seal could not be created because of the tilt from what I understood them to tell me.