I took my finger and gently rubbed and pressed against his prostrate. I think he enjoyed it as he gasped for a moment and he played with his cock. I can tell he was getting hard, but I didn't want him to cum so I took my finger out. I wanted to see what is going on with his anus so I lubed up the speculum and inserted the metal speculum into his tight hole. As I examined his anal cavity, I notice his problem was more then I imagined and I think it was because of stress that made his anus very tight. I took out the speculum and decided to give him a good anal massage. I then inserted a massaging anal probe that loosen him up. I noticed that pre-cum was dripping from the head of his cock and the fluids so I took his cock into my other had and stroked it ever so gently.

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