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Description: Holden has done a handful of shoots now, and so he has been getting more comfortable with each one. After his last shoot I told him that I wanted him to think about doing anal, and that with some practice I think that he could make some good money. Over the phone he was really nervous about whom I would pair him up with to do it. When he agreed that he would try it, I told him to come in to do a shoot and we would figure it all out the day of the shoot. I worked hard behind the scenes to have everything ready, so that the shoot could run as smooth as possible. When he arrived I kept the other model in a different room and started filming with just Holden. As the two of us were talking, he told me that he practiced anal with this girlfriend and they sounded like a crazy pair experimenting. Using different household objects they could find to put up his ass, and she told Holden that she wanted to use a strap-on with him during sex sometime. I explained to Holden that I paired him up with Logan, so that he didn't have to worry about doing anything with Jay.

Tags: broke straight boys