If anal sex is causing you terrible pain at any point you should stop. Discomfort is typical, but intolerable pain should not be tolerated. You can get injured during anal sex, your partner should go slow and make sure there is enough lubrication for an easier entery.
He should stop when met with resistance and defintely not try to force or rough his way in. Unlike the vagina, you can do more damage than just tearing the opening in that area so use caution. Drinking to loosen up is fine but drinking to not feel pain is not good. You need to be able to notice when something isn't right back there so that you can stop.




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