Note: This story was dynamically reformatted for online reading convenience. WARNING: The following story is fiction, describing sexual encounters between preadolescents and adults. You are not authorized to read this story if reading such stories is illegal for you due to your age or location. The author does not condone or encourage sexual contact between adults and children, no more than a "murder mystery" writer condones murder. Please send feedback to LadLover@protonmail.com. Check out more BluBoy stories at www.asstr.org/~BluBoy Story Codes: Mb, nc, ped, spank, anal, oral Jackson Academy for Boys Chapter 6 Pussy Boy I awoke and began to focus on the clock located on the table beside my bed. It was a few seconds before I could see that it was 3:12 in the morning. I had my arm around Ian and he had his face pressed against my bare hairless chest. He was in a deep sleep. He had to be exhausted from his travels as well as his new experiences. I counted the hours and decided that I had been asleep for almost 5 hours. I took my free arm and began to brush Ian's hair into place. His hair was messed up when I gripped his head with both hands to screw his mouth. I continued to brush his hair and kiss his head. This was a tender moment; unlike the rather rough moments we had a few hours earlier. I had a warm feeling as I stroked him. I felt an emotional connection with the boy for the first time. I had always loved boys, but years of dealing with delinquents as a school counselor had hardened me a bit. I was powerless and the kids knew it. This was different. I had power and I could use it as I needed. I certainly was enjoying my new job, but I really wanted to help this kid. I could see now that Dr. Jackson was absolutely right by tearing away at the tough exterior of these boys. As Dr. Jackson crossed my mind, I remembered his parting words. It was time for me to take Ian to the next level. He needed this more than I wanted it. As I thought of Ian as my little "pussy boy", my penis began to stiffen. I could feel my blood pumping it up as I considered how I should position him for his first "fuck". I wiggled away from Ian and he turned his face into the pillow as he attempted to protect his much needed sleep. I began to gently rub up and down his smooth naked body. He began to wiggle a bit to resist his return to consciousness. I rolled Ian over enough to place him well on his stomach and began to rub his firm little bottom. I ran a couple of fingers into his crack and began to rub his anus. As I did Ian would resist the invasion even though still asleep by clinching his anus tight. I gently moved Ian a bit and separated his legs as I repositioned myself between his legs. I placed my face close to his ass. I could smell a slight musty odor with my nose only an inch from his sweet bottom. I placed my face into his crack and began to lick towards his little boy hole. His musty odor now turned to a distinct taste. I continued to lick his anus. Ian opened his eyes as he attempted to gain his bearings. My wet mouth in his crack quickly reminded him of his circumstances. He moved away, and I gripped his hips with a hand on both sides. Once again, his whimpers returned. I extended my tongue a little deeper as I prevented him from escaping. I ran my tongue around the rim of his hole. It felt like heaven as my tongue could feel the puckered tight skin. I then pushed my wet organ into the center of his target. He clinched his buttocks to lock me out. I instructed Ian to get on his hands and knees and then to get down on his elbows with his face against the bed. This left his ass high in the air. I once again, separated his legs as far as possible. I placed my face back into his crack and went for his pucker. I pressed my tongue hard against his attempts to keep me out. I didn't have enough pressure to force it all the way in, but I did make some progress. His sphincter was still tight, but I could taste his bowels. I continued to eat at his boyhood buffet while he continued to whimper. I reached over to the night table beside the bed and grabbed a bottle of lotion that was usually applied to my dick as I masturbated. Tonight, it would serve a different purpose. I squeezed out a little into my right hand and closed my hand to warm it a little. Ian looked back and our eyes met for an instance. I wanted to see what was coming. "You're going to be ok, son," I offered. I ran the lotion into his crack and began to rub it up and down. I focused on his anus, and ran my index finger around the rim. I placed my left hand on his lower back to hold him in place and pushed my finger into his anus. His head jumped up as I entered uncharted territory. I started to run my finger in farther and I could feel his feces. Ian dropped his head with his eyes closed. I started to move in and out of his anus and began to pick up the pace. Ian didn't have any idea that this was just the warm up. I then added a finger and pushed it in and left it in place. Ian's head jumped up again and he moaned in protest. After a few seconds, I started pumping the two fingers. I increased the speed and continued a steady pace. I pulled out and Ian seemed relieved. I added one more finger to create a triangle with my digits. I noticed that my first two fingers had a little poop on them. I placed the three fingertips against his anus and then started pressing forward. His tight little hole resisted at first, but then gave way as my three fingers entered. Ian jolted from the bed and yelled, "Owwwww. That hurts. Please stop." I continued to work them in and out as I entered a little more with each thrust. Ian continued to beg me to stop. I continued. I pressed my three fingers deep into his hole. "Owwwwww! Owwwwwww! Please, please, stop. I don't want you to do this. Please stop. Pleeeease, pleeeeease stop" I held his lower back with my left hand to keep his ass still and kept my fingers buried deep as his boy hole adjusted to the invasion. Ian began to calm down and cry quietly as his sphincter relaxed a little. My dick was pounding. I had to have relief before I exploded all over the bed sheets. I pulled my fingers from his ass and moved Ian to one side of the bed. I wiped my fingers with the washcloth and stacked up pillows in the middle of the bed. I instructed Ian to lay over them to raise his butt into the air. I pulled his legs apart and positioned myself between them. Ian continued to cry as I squeezed more lotion into my hand and then lubed up his anus again. I squeezed out more and spread on my penis. It was already dripping wet with precum. I placed it against his crack and rubbed the head up and down. I rubbed his anus with the head of my penis. It was all I could do to keep from ramming it in now, but I knew that I would hurt him if I did. I started to press against his butt hole and his body resisted. I placed a hand on his back and began to press forward as he softly begged me not to do this. It was too late. At that moment, his sphincter gave up the battle and the head of my penis entered. I had to grip the boy harder as he reacted. He rose up and yelled out, "Owwwwwww! "Oh my god. Oh god. Please stop! Pleeeeeease stop." I stopped to allow his ass time to adjust to my invading penis. I may not have a very long dick, but it is fairly wide. I knew Ian was feeling this all too well. After a couple of minutes, Ian dropped his head and calmed down a little. I started to move in a little deeper with slight rocking motions. I was careful to enter his anus very slowly. It took about 10 minutes, but I finally had all 7 inches pressed into his body. His "boy pussy" had a tight grip on my manhood. Ian was crying very loud at this time. I worried that he might wake someone in the nearby bungalows. My entire body was lying on top of his. I gripped him as I began to pump up and down. He was completely trapped. I reached down with my head and pressed against his as I started to officially fuck him. I saw that his eyes were shut tight and that he was tightly clinching the sheets to survive the pain. I pumped faster and could not believe how good it felt. "Ohhhhhh. Ohhhhhhhh yeah," I moaned. "That feels so good, baby. Good boy," I offered. My rhythm increased steadily. After a couple of minutes, I could wait no longer. I started pumping fast and hard as a smacking sound emanated from the contact between our bodies. The bed was squeaking and rocking with my thrusts. Ian moaned and cried softly. He couldn't manage to speak words. He was just waiting for it to end. "Ohhhhh baby. You're so tight." I continued pumping. "Ohhhhhh. Ohhhhhh. Ohhhhhhhhh. You're a good boy." I felt the orgasm beginning to build in my groin. My penis was preparing to explode. I gripped Ian tight to hold him down as I moved into high gear. I was pounding his ass hard and fast. I felt his tight wet, hot, grip on my dick, and listened to the squeaking bed. My body continued to make smacking sounds against his bottom as I watched him wrenched in pain as he clinched the bed sheets. My heart pounded as the orgasm took over. I pumped at full force for about 45 seconds, and them I felt it happen. "Ohhhhhhh. Ohhhhhhhh. Yeah. Yeah." I moaned as my sperm shot deep into his bowels. I continued pumping hard and shot several loads into my "boy pussy". I continued to pump and began to slow down. We were both covered with sweat as I slowly continued to thrust. His asshole still had a tight grip on my penis as it milked every last drop of my man cream. I pulled out and collapsed beside Ian. We were both breathing heavy. I reached over and kissed him on the side of his face and within a couple minutes we were both once again asleep. This time we would fall asleep a different boy. He was truly my "pussy boy" now.