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Hi... I don't mean to scare you but I had that once, it was agony. I went to the GUM clinic... (sexual health) and discovered I had chlamydia (through sleeping with someone else who slept around). Good news is that it can be cured but if you have anything like that you need it sorted ASAP before it causes any long term damage like infertility. It may not be that at all but you should really go and get checked. You have more to lose if you don't go.
Talk to your doctor about some relaxation techniques or use your fingers first to loosen up. It may just be the way or direction he's entering you. Try different positions to see if you can find one that won't hurt.
I have a tipped uterus and so I know from what I speak....I'm also very small down there as well.