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Some men, particularly the first time the have anal sex, may lose their erection during anal penetration. It happens. If it does, relax, breathe, and let him decide if he wants to keep trying or try another day.
With prostate stimulation, your lover will probably have a very powerful orgasm. He's probably going to be in such a state of bliss that he's not going to be able to speak for a while. The idea is to keep him in The Happy Place as long as possible. Therefore, immediately after he climaxes, do not yank your finger out . Slide it slowly from his body to avoid shock.