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My penis hurts when I try inserting into a vagina, so I am never able to enter. I am sure she is not tight because I can fit 2-3 fingers in her just fine. Is it because my penis doesn't bend out like normal men, but it bends upwards?

Any advice?
It's normal for it to bend up like a banana or down or sideways.

Are you engaging in enough foreplay to get your partner well lubricated?
You could try adding a lubricant like KY jelly.
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