Looking sheepish and nervous, James waits for the dreaded pegging he knows is about to happen. I have him on his back with his legs spread in the air, like a bitch, lube up my finger and his tight, furry hole, and push in to loosen up his insides. Then I use my small, “training dildo” to open him up a little more. James looks defeated but tolerates this well. But I broke him with my larger sized dildo. The pan and shame is obvious on his face as he starts to complain about the pain, twisting and writhing in increasing discomfort, until he was begging me to stop and take it out. I did not. <... Show more