It started in and then she tensed up. I stopped and told her to relax and just let it happen. I kissed her on the butt cheek and she giggled and I cou...d feel her relax. I pushed a little bit and my finger slid all the way into her. I slowly began to slide my finger in and out of my sister’s asshole stopping every other stroke to look at her lovely pussy and ass.Jean continued to moan and I pulled my finger out of her ass and rubbed her ass. It looked good enough to eat, so I did. I ran my. The next hour was spent in processing and getting my very own orange jumpsuit. There were two trustees with me the whole time. They watched me change out of my clothes and commented that my shaved pussy would be well taken care of. At last I was led to my cell. It was a four person cell and when I walked in, there were three other women in there. Two were white and the third was an African-American. All three were sitting on one of the bottom bunks. The bunk above them was the only free one so. “Ugh, how can I say no to you?” He clearly wanted to follow me, so I let him. My plan was to feed him, since he seems like such a good boy, and let him go.I got back to my house with James close behind. I walked inside the kitchen and looked for something suitable for a dog to eat and drink out of. I put the bowls on the ground and filled them up with leftovers and water. Afterwards, I gave James a rub on the head as he ate.Suddenly, thoughts of Billy came to my mind and my incredibly strong. "II am all yours for the night, take me daddy I need it" So I spread his legs and lay on him as i rub my hard cock on him. Whispering into his ear from behind i say "I want to very badly but you are u******e are you ok with it?" he moans as i kiss the back of his neck as he says "I have wanted you inside me for the last 2 years when you started to date my sister" I think to my self "wow i could have fucked him at 14". So pin down his legs and i grab his hands in front pinning him down so he.