Actually, anal sex doesn't have to hurt at all. If you do it right, even if it's your first time, you can enjoy it and experience an orgasm.
Like said above, using lots of lubrication is important. So is going VERY slowly. You have to be aroused and very relaxed. If you tense up then he won't be able to get inside of you. Just have lots of foreplay, get aroused, then have him slowly push inside you a little bit at a time. Once he's all the way inside you it will be much easier to slide in and out because (as gross as this sounds) your ass will kind of stay "open" to allow him to slide in and out until he stops and pulls out.
If it does hurt just tell him to slow down or stop and try again later or when you're more comfortable.
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