Before I gave him my anal virginity I looked online to make sure it wasn’t going to be insanely painful. I had toys and lube laid out on the nightstand and made sure I was nice and clean before he arrived. He knew he had to be gentle if it was going to work and he took his time playing with my asshole with his fingers and the toys before I was loose enough to take his thick cock inside me. I was on my back for the first anal penetration as he looked into my eyes, pressed the head of his dick at my back door, and slowly pushed. There was a rush of pain as he stretched my anus, but it subsided and I couldn’t believe how good it felt as he began to thrust inside me, fucking my ass.
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Chastity
