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Is it normal for sex to hurt in some positions?

I've been sexually active for almost ten years and it's something I've just considered normal. I don't get it when I'm just being fingered, but when my boyfriend puts his penis all the way in it sometimes hurts. He's not exactly huge, I'd say a little bigger than 5 inches... but I've never had sex with anyone else but him. It happens the most when we are doing doggy, and sometimes it hurts so much I end up crying out in pain. We have to play around for a little while to find an angle that doesn't hurt, and usually I don't tell him because he's hitting the spot that makes me orgasm... as long as it doesn't hurt too much.
I'm just curious, are there girls out there that never have painful sex and it's all pleasure?
Is it normal for sex to hurt in some positions?
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