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I was scared of anal too mostly because, I know that it hurts. After master tried it on me I found that it didn't but it was how he did it that surprised me. He started off very small nothing bigger than his finger. It didn't hurt at all (might of helped that he got me worked up before hand) and each day or few days we would progressively get bigger. It takes a while but it stenches you out down there and I am actually just beginning I hoping in a month or two I will have my first tail. I hope that helped.