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Milking also helps to prevent nocturnal or spontaneous orgasms which can happen if he is locked up long enough without being milked or allowed to cum....You can look at prostate milking as a necessary procedure, a form of punishment or just fun. There are a number of ways to do it and milking is psychological more effective if done with the chastity device on. Some of the women use a rubber glove or anal probe specially designed for the purpose. This works but is slow and tedious. Using a. ” We did so, and she lay between us in the semi-darkness and turned from one to the other, kissing and fondling each of us passionately without the games, reserve, or pouting she had inflicted upon me so often; she was showing herself to be the woman I had hoped she was the first time I won her to my bed, and as her passion grew, so did her frankness.“I sometimes wondered what it would be like,” she said, “two men at once. I want you both. One inside me, the other in my mouth, and then switch.. More

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