Note: This story was dynamically reformatted for online reading convenience. Author: Mwriter65 Title: Derrick Gets a Father Part: 8 Summary: Derrick, an orphan who is struggling with his sexuality, runs away from his foster home looking for a new life. Unfortunately he runs into the wrong man. Keywords: Mm BDSM NC Disclaimer: Just in case you haven't figured it out, this story contains some pretty hard core BDSM themes that some may not like. If you don't like it, you don't have to read it. It is just a story. None of the characters are based on anyone real, and none of this ever happened. Note: This is not the final chapter in Derrick's story, but I did end this chapter with a kind of finality for now. I've been writing this pretty solidly for two months now and need a break, and with summer coming up, I am going to be too busy to crank much out. Thanks to those few who have taken an interest in my story and taken the time to correspond with me. Marty Derrick Gets a Father Ch8 Jody came back into the room dressed as what I could only describe as a teenaged she male dominatrix. Gone was the cute pony tale of the school girl. His long brown hair was now pulled fiercely back in a bun. He had on just enough make up to highlight his high cheekbones and accent his beautiful brown eyes, along with dark red lipstick. His tight tanned body was tucked into a black leather corset, compressing his torso and accentuating his smooth breasts and large brown nipples. Attached to the corset were garter straps holding up black nylon stockings, which hugged his smooth feminine legs. The stockings disappeared below his knees into knee high black leather boots, which sported a two inch heel. The heel of course, made his legs look all the more alluring, as well as accenting his butt when he walked. Below the corset he was wearing a pair of leather crotchless panties, which allowed his perfectly smooth circumcised dick hang to out and dangle about as he sauntered. Around his waist was a studded leather belt, which at this moment had hanging from it a cat o nine tails on one side, and a coiled up leash on the other. Finishing the look was a pair of fingerless leather arm length opera gloves. Even hanging upside down, still stinging from the rubbing alcohol that I had sprayed on his freshly scraped groin, and my still hot cum running down his body, Derrick noticed Jody's entrance. As I tucked my cock back in my pants, my boi hung there, transfixed on Jody's boots as we walked up next to me, with those high heels making a very noticeable click click sound on the concrete dungeon floor. "We thought this might be an appropriate session for Miss Jody," John said. I whole heartedly agreed. "Damn Jody, you are one hot little sex kitten." I said. "Hold the boi's head so I can lower him down, and take the cock out of his mouth, I need it. Jody knelt down and cradled Derrick's head in his lap, nestling his little dick against the back of Derrick's neck. Jody raked his index finger nail up his chest, scooping up a nice little wad of my cum. Derrick's eyes were wide as he watched Jody slowly wrap his red lips around the cum coated finger. "Mmm, cum. Isn't it delicious Derrick?" She undid the gag, and pulled it out of Derrick's mouth, then scraped up another wad of cum and held it to the boi's lips. He opened his mouth and allowed Jody to finger feed him my cum, eagerly slurping it off the highly polished nail that was sliding in and out of his mouth. I could see Jody's little boi clit getting hard as I lowered the winch cable until Derrick's feet were back on the floor. I walked over and released his ankles from the cuffs then picked up the dildo, "On your knees boi, eyes down" I commanded. "Jody, over in that cabinet are some collars. Pick out one and bring in back and put it on him." Jody smiled and clip clopped over to the cabinet to make his choice. Meanwhile I grabbed one of the footie socks I had tossed aside earlier when I caned his feet to wipe the cum off of him. I got my camera and snapped a few photos of my newly denuded boi. I made him lean forward and spread his ass cheeks so I could get a nice close up of his newly hairless pussy. "You did a great job shaving him Jody. No wonder you are so popular at the salon," I said while clicking away pictures. I needed some close ups of his hairless cock and balls as well, both with his foreskin covering his glans, and with it pulled back. I had John do that for me, as Derrick's hands were still locked together behind his back. Jody returned with his pick of collars for Derrick and held it up for my approval. It was one of my favorite slave collars. It was black with a red padded leather lining, about two inches think with four rings spaced evenly apart around it. It also had a locking mechanism that would accept a small padlock if desired. And I did desire! I nodded my approval to Jody, who gave then smiled devilishly at Derrick and held the collar open in front of his neck. "Please no, I'm not a dog!" he whined. "Why are you doing this to me?" "Be a good boi Derrick," Jody warned him, "You don't want to cross me. You already got me in trouble today, and that will NOT happen again. Stop your whining and do as you are told! Lean forward you little bitch! Take your collar boi!" Derrick was stunned! Jody had transformed from innocent little school girl sissy into he didn't know what. But he knew he was kind of frightened of him at the moment, and didn't want to make his friend, was he or she still his friend? He didn't know, but he did as he was told and leaned forward. He swallowed hard and was panting as he felt the soft leather being tightened snuggly around his neck. He winced when he felt the click of the lock I had handed Jody to secure the collar in place. He was starting to breathe harder and harder. Even though the collar was no where near tight enough to restrict his breathing, the psychological effect it had on him was clear. I was afraid he might hyperventilate, but Jody started stroking his bald head and cheeks. "Relax Derrick, you can breath. Take slow deep breaths." Jody said in his soft feminine voice. The boi's breathing slowed, and he visibly relaxed in Jody's embrace. I then realized I hadn't fed him anything since breakfast, and he had a pretty intense scene coming up so I told Jody to take him to his cell, clean him up a bit, then to pick out some of the stuff John had picked up for him to wear, while her Dad and I went upstairs for a bit. I grabbed Derrick by one of the rings in his collar and pulled him to his feet, "Can I trust you this time not to run away, or do I need to chain your legs up boi?" "No Father, I won't try anything. I promise. Please don't chain me, I'll do whatever Jody says, I promise!" I leg go of his collar. "You'd better, or you can watch while Jody's father shave's him bald!" I threatened. John and I headed up stairs. Derrick looked up at Jody and said, "I'm sorry Jody, I didn't mean to get you in any trouble." SLAP! Derrick felt the handprint on his check, burning. "That is Miss Jody to you do you understand me boi?" Afraid he had lost his only friend, his head dropped, "Yes Miss Jody." He felt a warm hand grasp his penis. "Listen Derrick, I'm still your friend, but this is for you own good. You need to learn discipline and how to follow orders. So do us both a favor this afternoon, and do everything you are told without any whining, or questioning, do you understand me?" He felt Jody's nails lightly rake his hairless nutsack. "Yes Miss Jody. I will do my best, but I'm afraid." "It's all right to be afraid, it's all right to scream or cry. I am going to tell you right now that I will make you cry today. That doesn't mean that I or you father don't love you Derrick. This is for your own good." He was happy and scared at the same time. Relived that he hadn't lost a friend, but terrified at the thought of being hurt. He tried to be brave as he watched the sexy intimidating leather clad boi girl in front of him take a leash off her belt, and clip it to the ring on the front of his collar. "Let's go Derrick; we need to douche out your pussy. You're going to lose your virginity today," Jody said, tugging on his leash. Terrified at thought of his impending penetration, he allowed himself to be led to his cell by his leash, his fear no match for his infatuation with Jody. He was still wincing from lingering pain from the caning his feet had taken, but he didn't complain. Once in his cell, Jody undid the wrist cuffs, and allowed Derrick to rub his shoulders trying to undo the stiffness. His relief was only momentary. Jody, who was all business now, relocked his writs together, only this time in front of himself. Miss Jody gently pushed him backward until he landed on his butt on his cot. The sex kitten then put his right boot onto the cot right next to Derrick. When he felt the silky smooth nylon of Jody's stockings and the rough leather of the knee high boot against his hairless smooth skin, it sent shivers down his spine. With his left hand Jody pulled on Derrick's leash and brought the boi's face right up to Jody's soft silken cock. "Make me hard Derri. You don't mind if I call you Derri do you?" Jody cooed. Hypnotized by the beauty of the penis only inches from his face, Derrick just shook his head know and leaned forward, wrapping his lips around the soft organ. "That's it Derri, suck my sissy clitty, suck it! Make it hard! You were born to it baby." Much to Derrick's shame, he was enjoying it. He was having a hard time coming to grips with how much he was enjoying it! Only hours ago he thought Jody was a pretty girl, now he was totally into sucking his cock! He felt Jody tugging on his leash, pulling him deeper and faster, the little cock now not so little, hitting the back of his throat. He was salivating so much that the slurping noises were competing with his own moans of shameful pleasure. "Oh yeah Derri, you were made to eat dick. Stop it now before I cum." Jody pushed him off of his now fully erect dripping organ and spun around. He leaned forward then reached between his legs, pulling the crotchless panties up, exposing his boi hole. He tugged on the leash again, "Eat my pussy Derri, get your tongue up there and give me pleasure." The idea of licking someone's ass any other time would have mortified the lad, but the sight of Jody's perfect tight ass right in front of him, plus the guilty lust he was feeling overcame his fear and disgust. He closed his eyes, put his tongue out and gave the first tentative lick. Jody moaned in pleasure when he felt the hot wet tongue swipe her tender ass lips. After the first lick he pulled on the leash as hard as he could, burying Derrick's face between his ass cheeks. "More boi, lick it more, get your tongue up there. Eat me where I shit Derri! Oh god yeah! Lick it you little fag!" For reasons Derrick couldn't understand, the degrading talk just made him hornier and he started eating ass for all he was worth. He felt himself being pulled by his collar, but he would have done it voluntarily at that point. He would do whatever Jody asked! "Fuck, you gotta stop or I will cum right here!" Jody dropped the leash and stood up and turned around. "Derri, you are so hot. You're going to make your father so happy!" Derrick sat back on the cot, panting. He had slobber all over his face from eating out the creature he couldn't understand. He was so turned on and yet felt so guilty and ashamed at the same time. "I'm not a fag though. I mean, I don't want to be, I mean, I don't know what I mean..." "You just need to accept the truth Derri. Now let's get you cleaned up." Derrick watched transfixed at Jody, who's four and half incher was now sticking up at a 45 degree angle out of his leather panties, grabbed a towel and wiped the mess gently off his face. He got more concerned though when he saw her retrieve a bulb syringe and fill it with warm water. He still didn't realize what it was for until Jody walked up to with a smile on his face. He grabbed Derrick's wrists with one hand and undid the snap ring holding his cuffs together, freeing his arms. "Time to clean out your pussy Derri. Lean back and pull up your legs for me." "What? No! Please! They did that to me yesterday!" "Derrick, what did I tell you about following orders?" Jody unhooked the coiled cat from her belt, and swung it down hard on the cot right next to Derrick. The crack sound it made in the small cell was deafening and it made Derrick jump in fright. "Do you want me to use this on you? DO YOU?" His lower lip trembling, and his cock now softening, "No Jody, I mean, Miss Jody." CRACK! "OUCH!" The cat came down across the top of his thighs. "You're damn right Miss Jody! Let me see your pussy NOW boi!" Fighting back tears, Derrick leaned back and grabbed his legs behind his knees, exposing his butt hole to his domineering sissy. Jody put a generous amount of liquid KY on his finger and started to gently rub it up and down Derrick's boi pussy, causing the lad to suck in his breath. "Relax Derri; you just have to get your mind around this. After this time, I'm sure Martin will make you do this to yourself before any playtime. No one wants a dirty cock after they fuck such a sweet thing like you." He pressed his finger against the whole, breaking past Derrick's resistance. "Relax. Relax and enjoy it baby." Jody started running the finger in and out. "It feels...weird." "You'll get used to it. I won't lie. It's going to hurt at first. But it's part of your job as a good son to Martin to take his cock and give him pleasure. It's your lot in life Derri. The sooner you accept it the happier you'll be. Trust me; we can have lots of fun together if you stop fighting with yourself." Derrick started sobbing softly. "I'm confused Miss Jody." Jody pulled her finger out, and then gently inserted the end of the bulb syringe in its place. "You were born to serve superior men Derri, just like I was. Once you accept it, you can have peace with yourself." He squeezed the bulb, filling Derrick's lower colon with warm water. "Ooooh," "Now you need to hold this until I pull it out. Then wait a few minutes and go over and shit it out, OK." "I'll try" Jody slapped his upturned butt. SLAP! "Ouch" "You wont' try, you will." "Yes Miss Jody" He pulled the bulb out, and let Derrick squirm for as long as he thought he could. "Ok, go relive yourself." Relived, but also horribly embarrassed, Derrick dashed to the toilet holding his butt cheeks together. He almost made it all the way, but managed to leak a little out before squatting down and letting the rest go. He was humiliated at the sounds coming out of him right in front of Miss Jody. He still couldn't get used to doing bodily functions in front of other people. His cheeks were flushed with embarrassment, when he also realized he was peeing in front of him as well. "Good boy, get everything out Derri. Just stay right were you are for now. I'm going to go get you some clothes to wear." For good measure and making sure Derrick kept his promise of not trying to make a dash for it, Jody locked the loose end of his leash to a pipe behind the squatting humiliated boi. "It's not that I don't trust you Derri, I'm just keeping you from doing anything rash." Derrick watched as Jody left the room, intently staring at his ass as he walked away, mesmerized at the way those high heeled boots added to the sexuality of the way he walked. The whole outfit his sissy friend was wearing puzzled him, and yet excited him terribly in ways he didn't yet understand. He thought about sucking that wonderful cock, and licking that ass. Something that two days previous he would have been appalled at the thought of, but now... Derrick didn't even realize he was stroking his cock while thinking about Jody. If he had, he probably would have stopped, as he knew he was already in trouble for cummimg without my permission. John and I were watching from my laptop in the kitchen when Jody came into the room carrying several large shopping bags. John told his sissy, "You've done it again Jody. He is totally besotted with you. He's jacking off right now thinking about you in that sexy outfit." Jody looked at the laptop screen and giggled. "He is a naughty one. Don't be too hard on him Uncle Martin, I really like him." I gave a chuckle. "You know the rules Jody. He is going to be punished. He needs to learn that his cock belongs to me. Don't make it hard on yourself. You're doing a good job, and I appreciate it, but that doesn't mean you can let up on him either. The sooner he learns his place the better. Besides, I might let you fuck him if you're real good." Jody's eyes lit up. Normally the bois in our group were mostly on the receiving end of a good hard dick, but as a reward, we usually let them have a go at one another occasionally. I wasn't heartless after all. But it was too early yet to let Derrick know that. "Take him this sandwich, and then get him dressed Jody. Dress him up as a real slut boi. I want him to feel the part." "No problem Uncle Martin. See you in a bit Daddy," She waved at John and me as she headed back down to the dungeon. Derrick was right where he left him, leashed by his collar in place, squatting down over his toilet, eyes closed and jerking his dick, lost in thought. He continued stroking until the click of Jody's boot heels brought him out of his reverie. "What the hell are you doing boi?!" "N, nothing Miss Jody, waiting for you." He new he was caught red handed. "Let go of your cock boi, you didn't have permission. Now I have to tell on you." Jody didn't let on that I could see everything he did anyway. Upon hearing that news though, Derrick got very scared. "Don't tell, please Miss Jody. I didn't mean to, honest!" "Quiet before you dig yourself a deeper hole." She unhooked his leash. "Here, eat this," she handed him the PBJ I made for him. Since he whined about hating bananas earlier I also made sure to slice one up and put it on the sandwich. "I need to pick out some clothes for you suitable for your punishment." Derrick looked at the sandwich and realized he was very hungry. He saw the bananas and was going to complain, but then wisely thought better of it. Hunger took over and he sat on the cot; freshly body shaved, naked, collared, cuffed, and eating a sandwich with food he hated. He wanted to feel so sorry for himself, but instead he just watched Jody digging through shopping bags and pulling out boxes and packages, wondering what humiliation would be bestowed on him next. While Jody was getting Derrick ready, John and I were setting things up. Right around the one of the drains, I had set up anchors in the floor that allowed me to solidly mount bondage furniture so the victim couldn't knock it over while being worked on. I used these to mount my punishment stool directly under the winch cable, which was now hooked back to the trapeze bar. The punishment stool was basically just a very solidly built four legged wooden stool. It had two sets of lateral supports holding the legs together with a round wooden seat at the top. This particular stool however, was slightly modified. I had screwed a small piece of wood acting as a shelf to the top of the upper supports, and there was medium sized whole drilled out of the center of the stool seat. There were also eye bolts solidly bolted to all of the legs, spaced evenly apart along their length. Since we were working, John and I had also stripped down. We were now wearing just black leather jockstraps, combat boots, and leather top harnesses. Both of us were in good shape, and filled the outfits well, if I do say so myself! Since I felt this was going to be a hot scene, I decided I could make some money off it as well. I had set up three high definition video cameras on tripods, making sure I had a good field of view from different angles, and set up studio lighting as well. This would make a great video. On top of the video camera directly to the front, I also set up a teleprompter. I wanted Derrick to introduce himself in the video, so I came up with a nice little script for him to read. Back in the cell, Jody had just removed Derrick's wrist cuffs. He then told him to stick his arms out. When Derrick did as he was told, the sissy mistress pulled fishnet arm coverings onto his smooth hairless arms. They were just fishnet stockings that Jody had cut the toe ends out along with another hole for the thumb. Jody then made Derrick put his own cuffs back on, much to his chagrin. The next item though, really alarmed the young man. "Here, stand up and I will clip this on you." Jody said holding up a piece of something frilly and black. "What's that? You're not dressing me as a girl are you?" Derrick asked with alarm in his voice. "If I was Derri, would it matter? You are being such a bitch today I should dress you in my school uniform and spank you! Just shut up and do as you're told." Derrick did as he was told and stood up, and then watched helplessly as Jody clipped a black garter belt around his skinny waist. She pushed him back onto his cot. She then pulled out another package, selecting a pair of black, seamed fishnet stockings. "I'm not dressing you as a girl Derri, just as a sexy Goth punk boi. A punk boi who is going to be punished. Here, give me your leg." Jody pulled his leg out, and started unrolling the stocking up Derrick's leg. Shivers went up his spine as the form fitting stockings encased his leg. Derrick watched in horrified fascination as the very feminine looking stockings unrolled up first one leg then the other. Jody knew what he was doing, as the seam ran perfectly up the back of them. The stockings stopped just below where his dick hung limply at the moment. Jody pulled them tight and attached the garters to them, ensuring they would stay up during his upcoming ordeal. Jody next threw a large box on Derrick's cot. "Put those on. They're girl's boots, but your feet are girly and small, so they should work fine." Derrick opened the box, "My feet aren't girly. There just not that big," he replied petulantly pulling out the boots. They were bright red Doc Martin eight holed boots. "They match the lining of your collar, Derri. You are going to look very hot. I'm getting hard just looking at you, see?" Derrick looked up and indeed, Jody's little cock was standing at attention. She was getting off on using Derrick like a doll playing dress up. "We're almost done Derri, here; buckle these tight around the tops of your boots." He tossed Derrick the ankle cuffs. "Make sure they are nice and tight. If your Father thinks they are too loose, he will punish you harder." While Derrick fastened the cuffs as tight as he could, Jody snapped a leather arm band tightly around Derrick's scrawny upper right arm. "What's that for Miss Jody?" "It shows you are a submissive boi. Left is Dom, right is Sub." Jody informed him. "Maybe I can pierce your right ear when you come into the salon some time. I will ask your father." By the look on his face, it was obvious he didn't like that idea. But he was starting to understand that his wishes held little weight in his new role in life. Jody tugged on his leash and he followed his lead out of the cell. He had a hard time walking in the new stiff boots, and his feet still hurt from the caning, so he was unsteady as Jody led him in front of a full length mirror. He gasped out loud when he looked at himself. He hadn't seen himself since his head, pits and groin were shaved. He didn't recognize the bald boi, wearing a slave collar staring back at him in the mirror. He thought he looked like he was twelve years old again when he looked at his hairless body. The stockings and garter belt were very exotic looking to him, and they felt very strange as well. He was getting that feeling in the pit of his stomach again, and his cock was stirring. Jody spun him around so he could look over his shoulder at his hairless butt, outlined by the garters, and the seam running up the back of his hairless legs. He felt the tug again and was led over to where John and I were waiting. When I saw the number Jody had done on him, I could feel my own cock growing in its snug leather pouch. One look over at my friend and I could see the same effect on him. Derrick looked at us, dressed in our gear, and swallowed. I could also see though, that he was aroused as well, even though he knew he was in for a serious working over. His hard cock sticking out from under that garter belt looked hot as hell for a little cum slut like him. He was learning his place! Jody unhooked his leash, rolled it up and reattached it to his belt. I snapped my fingers and pointed to the floor in front of me. Derrick walked timidly to where I pointed. "On your knees boi," I commanded. He obeyed. I started rubbing my hands all over his freshly shorn scalp. "Damn that feels good. Great job John. You never thanked John here for your haircut. You may call him Master John or Sir." Derrick looked over at my imposing friend, "Thank you for my haircut sir," he said. John walked over and started rubbing his hands over Derrick's head as well, "Oh it was my pleasure. I always love giving bois proper haircuts." John started rubbing his jock pouch on my boi's check, causing the lad to shudder. "Go ahead boi, show him how thankful you are," I said reaching over and pulling John's jock out and down under his hardening cock. Derrick was learning fast. With no complaint or other prodding, he took John's hardening monster into his mouth and started slurping on his tool. I took mine out as well, and offered it to him. Derrick started alternating, sucking John's, then mine, as well as playing with both our ball sacks. "That's right boi. Eat man cock. You know this is your place and Jody has taught you well." I looked over to Jody and winked at him. For his part Jody was stroking his little girly dick for all it was worth. Before we all came though, I pushed Derrick back. "That's enough for now you little slut. You came without permission and for that, you need to learn a lesson." Derrick was trembling, but looked up at me and said, "Please Father, couldn't I just suck your dick. I can suck all your dicks! I will swallow, I wont do anything wrong I promise! Please father, I don't want to be punished!" His eyes were watering, and dang, he was so cute, I wanted to just hug him right there, but he had a lesson to learn. That and I was going to sell a bunch of videos! "He has something else to confess to Uncle Martin." Jody piped up. Derrick looked over at Jody with a startled look, and then he remembered and looked down at the floor. "What is it boi? Don't make Jody tell me or it will go much worse for you." "I was, I was playing with my dick in my cell and Jody caught me." "You were masturbating? Without permission? You know you are not allowed Derrick." "Please Father, I didn't mean to, honest I didn't," he whined. "I didn't even realize I was until Miss Jody caught me." I had a crop in my hand, which I placed under his chin and raised his head so he was looking at me, "What were you thinking about when you were stroking your pathetic little noodle boi?" His face turned bright red, "Jody," he whispered. "So, you get off thinking about sissy boi's eh," I said, laughing. "I knew it. You are as queer as a three dollar bill Derrick, or should I say Derri." "NO! I mean, I'm not queer, Jody is...I don't know what I am." He said dejectedly. Poor kid still couldn't admit it to himself. "Well boi, I am going to show you what you are here real soon, and you are going to tell the world what you are as well. Go sit on the stool and face the camera. Jody, hook the leash up to the side of his collar and stand behind him holding it." I directed them where to position themselves while watching through the camera. Derrick blinked and tried to shield his eyes when I turned the studio lights on, but Jody slapped them down. It was cute the way he tried to hid his dick and balls from the camera. That wouldn't do though. I had Jody hook his wrist cuffs behind his back, then kick his legs apart. Next I positioned the boom microphone, so that I would be sure to capture every whimper, moan, scream, or utterance that the boi made during his ordeal. I posed them just how I wanted them to be for the opening shot of my movie. I took some stills as well. There was Derrick, sitting on the stool with his fishnet covered legs spread apart, showing off his freshly shaved cock and balls, cowering under the leash, held my Miss Jody, the sexy she male dominatrix. I made sure both their cocks were clearly visible in the picture. When I started the video, I turned on the teleprompter and pointed at Derrick. He just stared at the words, mortified. I nodded to Jody, who undid his cat from his belt and gave Derrick a good hard strike across his lower back with it. CRACK! "OUCH!" he cried. Jody yanked upward hard on the leash and pointed at the camera. "Read it boi, tell everyone who you are and why you're here. Do it now, or its ten strokes!" All of a sudden more terrified of Jody than of the camera, he got his bearings. "Yes Miss Jody," he said, then looked directly at the camera and started reading. "My name is Derrick. I am sixteen years old as of a couple of weeks ago. Until two days ago, I was a homeless street punk. Nothing but trash really, and would have probably ended up dying in an alley somewhere with a needle sticking out of my arm, and a belly full of wino cum." He was starting to tear up as he was reading, and his cheeks didn't fail me and blushed a beautiful shade of red. "Luckily I was found by Master Martin, who has out of the kindness of his heart, taken me in and agreed to train me. He has taken me in to be his son. I need to be trained to be the best pussy boi I can be. I have already learned how to suck a man's cock real well, and soon, I will learn how to use..." He swallowed hard before he could continue on, but when Jody ran the whip lightly over his secured arms behind his back, he continued. "Soon I will learn how to use my boi pussy to please my new father as well as his friends. My father knows I am a born pussy boi cum slut even if I won't admit it myself. Today I am going to be punished, because I keep cumming without permission. My father thinks it will be good for me to know, by reading this to all of you who will watch this, that before this video is over, I will truly know my place in the world and embrace it. I still have many weeks of training to go, but this is my first step. Thank you for watching this video, and enjoy my punishment." He could barely talk by the time he finished reading the little speech I prepared for him. Tears were running down his cheeks and his voice kept braking. I will hand it to him though, he finished it, and it would make a great opening to the video I was shooting. "Perfect! Great job boi! Now get off the stool, and bend over it, ass toward the main camera. Jody unhook the leash and his hands and go get me some lube," I instructed. With Derrick bent over the stool, he couldn't see me position my little toy on the shelf under the seat of the stool. Jody came back and handed me the lube. I reached over and handed it to Derrick. "Ok boi, get a finger nice and slick. I want you to get your pussy ready." I watched as his shaky hands squirted a good amount of the slimy slippery liquid onto one of his index fingers. I used the crop to slash his upturned ass. CRACK! "OW!" "Grease up your middle finger boi, trust me, you are going to want to get as much up there as you can!" He poured more lube onto his hand, making sure his middle finger was liberally coated. Then he looked at me. "Don't stare at me boi; get that finger up your pussy! Finger fuck yourself!" He reached behind him and started rubbing his slippery finger around his entrance. Jody helped him out kicked his legs wide, making his hairless boi cunt nice and exposed. Derrick closed his eyes as tight as he could, and started pressing his finger in. He was being too tentative and he wasn't relaxing his butt. I nodded to Jody, who raised her cat and gave him a strike across the back of his stocking covered legs. WHACK! He screamed in pain and surprise, but his finger slipped in, much to his own surprise. "That's it boi," I said, "Slide it in and out. Fuck yourself with it, get it loose." "I don't wanna get fucked," he was moaning while he slid his finger deeper inside him. "In a few days boi, you will be begging for man cock, just as much as you like sucking it. You have two important attributes boi, your mouth and your pussy. Stand up and turn around." When Derrick did as he was told, he was again ashamed of himself. He had a raging hard on! "See boi, even you won't admit it to yourself, your cock knows what you like. Sit down on the stool boi." When he sat down, I leaned down and grabbed his ankles. I checked to see that the ankle cuffs were as tight as possible on his bright red boots, and hooked them to the legs of the stool using a snap ring. His legs were now locked in place, his knees bent at an angle, with his boots facing backward, suspended about a foot off the ground. He could stand sort of, but all his weight would be on his ankles, as he couldn't reach the floor. "Arms up over your head boi," I commanded. When he raised his hands I locked them onto the trapeze that was suspended over the stool. He could grab the trapeze bar and pull on it if he wanted. I adjusted the height of the bar using the winch so that his arms were pulled straight up from his shoulders, while he was fully seated on the bench. "Try and pull your self up boi." I watched as he did a pull up using the bar over his head. He was able to pull himself about eight inches off the stool. I raised the trapeze bar about another inches, so that he was barely able to raise himself six inches off the stool. Perfect! "Derrick, I thought I would combine your punishment with a little training session. You are going to learn how to take a cock up your ass tonight." "No. Please Father. Not that. I will suck everyone here off, but please..." I picked up my crop and gave him a hard blow to the belly. "SILENCE!" He screamed, but then he was quiet. "AS I was saying. You are going to learn to take cock boi. So I figured, what better way to learn to love a cock up your pussy, then to take your own?" He looked at me confused, until I held up the black rubber replica of his own hard dick. "NOOOOOO!" "Jody, go get a bit and gag him, I am tired of his lip already." "Please Father, Jody, Please! I don't wanna be fucked by my own dick..." he crying and fighting against his restraints now and fought as Jody walked up behind him and forced the soft leather bit gag into his mouth. Once thing about a shaved head, it's much easier to get a strap around the back of a head when there is no hair in the way! Derrick was biting down on the bit now, as Jody pulled the rubber strap as tight as he could, effectively shutting Derrick up. Oh he could still make plenty of noise, he just couldn't talk. "Now boi, underneath your seat is an ordinary scissor jack from a car. Well it's not quite ordinary, as I have spot welded a small threaded stud to the jack pad. Jody here in a minute is going to screw this dildo, a very accurate replica of your cock by the way, which you have already learned to go down on I might add, securely onto that same jack pad. I'm sure you noticed and can feel the hole in your seat under your cunt. As I, or Miss Jody, or Master John, crank on the jack handle, this little cock will raise up through that whole into your nice slick pussy. Sounds like fun doesn't it? Derrick whimpered and shook his head no. "No, you don't think that's fun? I sure do. But since you don't, I guess you want the whip for a bit to think about it." I looked to Jody. "Miss Jody, six please, and don't hold back because you fancy the little sissy." "Yes Uncle Martin" She started walking slowly around Derrick," who was trying to plead through the bit gag, but all that came out were whimpers and something close to NO NO NO. He was trying to follow her with his head, but could only look so far over his shoulder due to the way he was secured. Because of that, the first blow that his sweet gentle sissy friend Jody landed was unseen and unexpectedly brutal. Swish CRACK! The first blow caught him right on his left hairless armpit and wrapped around to his nipple. The scream that followed was loud. So were the sobs. Swish CRACK! Right on the small of his back. Next was on his right thigh. The fourth was on his left thigh, the fifth back on his left. The sixth and final blow was straight across his chest, getting both nipples in. I was impressed with Jody's whip skills. I meant to ask John how he trained such a submissive little sissy boi to be so mean! Derrick's skin was now a nice shade of pink where the cat had kissed him. I walked up to him and pulled the bit out of his mouth. "Now Derrick, would you like to be fucked, or do you want Jody to play some more." "No more! Please no more. Fuck me. Just fuck me." "Oh I'm not going to fuck you Derrick. You are going to fuck yourself." I smiled at him and hooked up the jack handle to the jack. Jody handed me the dildo, which he had generously greased up, and I screwed it in place. Then I started rotating the jack handle. "Here it comes Derrick. Feel your dick yet? It's not very big. You're going to learn to take a lot bigger dicks then this. This is just getting you loosened up like a good pussy boi should be for his betters." Derrick was panting and panicking. I check how he was seated and he was pretty much right on target as the dildo started slowly rising through the hole. The moment he felt it pressing upon him, he pulled himself up on the trapeze bar. This was the fun part about the stool. He could pull himself up to avoid impaling himself, but only for as long as his strength held out. Derrick was not that strong to begin with, but he had had a rough couple of days lately. It would be interesting to see how long he lasted. He was pulling himself about two inches off the seat, so I jailed the dildo to just under his ass. John came up behind him and started rubbing his nipples and nibbling on his ear. Seeing his nipples being played with gave me a great idea. I ran over and got a set of nipple clamps held together by a small chain. A fine sheen of sweat was already covering Derrick's body when I attached the first nipple clamp to his tiny left nub. He screeched and slammed down on the stool, impaling the first inch or so of the dildo into his ass, and then struggled to pull himself off of it. "STOP PLEPHSN..." I shoved the bit back into his mouth, then attached the other nipple clamp. The look on his face as he tried to hold himself up off the impaling dildo and deal with the nipple pain was one for the photo album! By this time, off camera, but right were Derrick could watch, Jody was bent over, and starting to take her daddies cock up her hole. His eyes grew wide as he watched his sissy friend seemingly swallow John's enormous eight incher up his tiny boi hole. He also ran out of strength and slowly lowered himself onto his own fake cock. He was whimpering and trying to move his legs around to accommodate the intrusion so it was time for more! Still, his cock was pretty inviting, so I leaned forward and started sucking his small member off as I cranked the jack handle, sending the invader deeper into his ass. His mind was dealing with pleasure versus pain, humiliation versus ecstasy, and what he thought he shouldn't like, but what his other senses were telling him he loved! He tried pulling himself up, but only resulted in coming down harder on the dildo. Once he was fully hard, I took my mouth off his cock and cranked the dildo higher. "See Derrick" I told him. You are rock hard and dripping. You have over half of your own dick up your ass and you love it!" I started stroking his cock while he bounced up and down on the cock, fucking himself with his own dick, just as I promised he would. I rubbed my jock in front of him. Soon you will be begging for this, just like Jody over there is riding her father's cock. Doesn't he look like he's enjoying it the little sissy slut?" Indeed when the confused boy saw the look of pleasure and heard his friend's moans, he had to admit it looked like she liked riding John's horse meat. "Give in to the pleasure Derrick, don't fight it," I said as I cranked the dildo further into his ass. He was trying, but his instinct still told him to fight it. He pulled wit all his might to get off the anal invader, but by that point his strength was at the breaking point. While he was pulled as high up as he could, I raised the jack as high as it would go, fully extending the dildo through the glory hole in the seat. I started stroking Derrick's dick, and his hands slipped off the bar. He crashed with his full weight down on the dildo. Luckily it was plenty slick, as was his boi hole, and it slid right in. He sure made a fuss though. He was moaning and crying and trying to grab the bar again to pull himself up. I pulled the bit gag out and kissed him, driving my tongue inside his mouth and exploring all that was mine. I continued stroking his dick while I did this, and could tell he was getting close despite the pain he was feeling. I backed away from him to just admire the picture of my sexy hot boi fighting his own cock in his ass with a hard dripping dick, leaking pre cum all over his fishnet stockings as it bounced about. I lowered the trapeze bar, and helped him get his hands back in place on it. "Cum for me Derrick. Give me a load while you fuck yourself with your cock." I heard a grunt behind me and new John was depositing a load up Jody's sissy twat. "I'll help you boi, cum for me." I said. I wrapped an arm around his waist and started lifting him up and down on his rubber cock, while stroking him with the other hand. The moans of pain changed. All of a sudden they were moans of pleasure, and I had to help less as Derrick started taking over riding his own dick. I knew he was a natural butt boi, now he was discovering himself the joys of pleasure and pain mixed with pending orgasm. He was giving himself over to his feelings. I pulled the bit gag out of his mouth and left it hanging around his neck. Jody was now standing in front of him, stroking his own tiny dick. Derrick looked down at his hot friend and got even more turned on. He forgot about the humiliation of being impaled on his own cock and focused on the weird feelings he had never thought possible from something sliding in and out of his ass. "Oh God, what's happening!" He moaned. "I'm fucking myself! I'm fucking myself!" I gave a tug on his nipple clamps, and the jolt of pain was the last thing he remembered before blasting a wad of cum out of his dick and landing right on Jody. He was having convulsions as his dick kept contracting and shooting out stream after stream of hot boi cum. When Jody felt the hot goo hit his skin, he came himself, shooting a load over Derricks right leg and boot. When he was done he immediately got down on his hands and knees and started licking hi own cum up off, starting at Derrick's bright red boot, and licking all the way up his leg until his softening cock was in Jody's hot little mouth. The little sissy was trying to get every last taste of Derri cum that he could. My cock was straining in its pouch, and I was the only one in the room who hadn't cum yet! While Derrick just sat on his stool panting, half hanging by his arms, I lowered the cock out of him, and unhooked his boots from the stool and then his wrists from above him. He was weak kneed as I helped him off the stool, and John had to help me carry him over to my bondage table, where I laid him on his back. He looked so hot laying there on his back, dressed in fishnet, boots and a collar, with his stretched pussy all of a sudden feeling empty. I picked up his legs and draped them over my shoulders. I looked down into his eyes, and said, "It's time to feel a real cock inside you boi. You father's cock." He looked fearful, but Jody was there and held his hand, "come on Derri, you know it's your place. Remember what I told you." Derrick looked up at me and said, "Father, would it be ok if I called you Daddy?" I had my cock out and was running the head up and down his ass lips. I smiled. It sounded so cute coming out of him while he had his boi pussy spread out before me and his creamy stockinged legs on my shoulders. "Tell me you're my little faggot Derrick. Admit to me what you are!" I increased the pressure of my cock against his pussy. "Oh shit, I am a fag. I want to be fucked. I'm a faggot boi, Father. I'm a slut!" That's what I wanted to hear. "Yes Derrick, you can call me Daddy." He gave me a half smile, and then got serious, swallowed hard and said, "Then fuck me Daddy. Fuck me and make me your son." Hearing that out of his mouth almost made me cum before I could get my dick inside him. Almost. I pressed my glans against his entrance. He shut his eyes and relaxed as much as he could as I pressed harder. My cock is much bigger and fatter than his, so even though his ass was well stretched by his dildo, he still cried out in pain when I penetrated his ring. Once inside, he started breathing quickly as I slowly pressed home, taking it as slow as I could, but I was hot as hell, and his virgin hole was so tight and warm! He was giving out little gasps and moans as I pressed further and further in, until I finally bottomed out and felt my balls touching his creamy smooth butt cheeks. "It hurts, Daddy, it hurts," he whimpered. "Relax son, it's going to hurt for a while, but you will learn to live with the pain," I said as I backed out a bit and then fed my fat cock back into him. He moaned even louder and was biting his lower lip as I increased the pace. Tears were streaming down his cheeks by the time I was totally giving it to him. Jody had to hold his arms down so he stayed in place as I fucked him for all I was worth. I knew he was going to have rug burns on his shoulders from the carpet covering my table, as I was putting all my weight behind my cock into his tiny boi body. His dick was even hardening again, but this fuck was for me. It was for me to make Derrick mine. I felt my balls boiling, and soon I felt my cum flying out of my dick deep into my boi's ass. I gave a nice lusty grunt and collapsed on top of Derrick, laying there mixing his sweat with mine, while my cock softened inside his spunk filled love hole. While I was coming down off my sex high, I also felt the warm sticky wetness that told me my boi had cum again. I wouldn't punish him this time. Only when I felt my limp dick fall out of Derrick's punished hole did I get up. I grabbed his collar and pulled him up and then shoved my cock at his mouth. Without even hesitating he took my cock, which had just been in his ass, and started sucking me clean. When I was satisfied, I told Jody to get the dildo off the jack. When he handed it to me, I had Derrick lay back down. "You are going to sleep tonight with my seed in you boi! I am marking you," I said as I fed the dildo into his punished pussy. He didn't even flinch as it slid easily inside him. I used a leather harness with a lock, and fastened the black phallus securely in him for the night. John came over and hugged me and congratulated me on taking Derrick's cherry. He told Jody to go lay down with Derrick for the night while we went out to celebrate. After I locked both of them in his cell, I dimmed the lights, and I saw Jody lapping his cum off his belly as Derrick slept. He was totally spent. John and I headed out of the dungeon to get cleaned up and go out for a steak. mwriter65@live.com