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Description: I paired up Scott and Caleb to do a shoot together, because neither one has ever done anal before. Caleb is our straight boy who said that he would try anal, and I knew that was just because he was hurting for money right now. Scott on the other hand wanted to gain some experience with guys, plus I knew that he won't turn away some cash to do it as well. Caleb mentioned that nothing has come close to his ass and that he basically wasn't ready for anal yet. The way that he left things was that there might be a possibility in a future shoot for him to take a dick. Scott on the other hand was ready for anything that could happen, and he knew that it was just going to be a little uncomfortable to start. I brought up the good news and that was pay, because I knew that would get them excited about what they were about to do. Topping in the shoot was going to make one of them $1000 and then bottoming in the shoot was going to make the other one $1500. Right away, Scott jumped at the chance to take a cock up the ass for the first time in order to make that size of a check.