Start small. The first time for me hurt a lot too. We really don't do that much anal play. I have played alone when I could experiment with what feels good at TOTALLY my own pace. a small vibrator does feel good. The vibration makes a big difference - just don't let go.
Also if you started out with his penis and it hurt then I could just about guarantee that you got tensed up which would make it hurt even more.
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"Always learn the rules so that you can break them properly." Dalai Lama
My Karma just ran over your Dogma.
