Note: This story was dynamically reformatted for online reading convenience. 4. I treated Demi to her daily punishment as soon as she got home from School, leaving her uniform on until I wanted her to remove it, I enjoyed lifting her short skirt and removing her knickers for her spanking, I saved her pussy whipping till last each day, one night after 20 or so vicious hits with the crop she started to struggle and fight me so I tied her up. This soon became our routine. I made Demi wear her school skirt as short as she could, without deliberately flashing her knickers, and I made her wear the tiny strings under it, she said the boys at school had started to notice and she felt ashamed but also that she got turned on by it. This made me angry. "I don't want you flashing your knickers to the boys at school, you will end up pregnant!" "So let me wear shorts underneath or a longer skirt!" she said "Don't answer me back Demi, or you will make me even more angry, you already deserve a good spanking for your slutty behaviour" "I'm sorry dad" she said, then she began to take off her clothes. "I'm going to hit you where I know it hurts the most today, and only there. For a change. It will be the most painful spanking you ever had and I know you're going to struggle with it so I will tie your feet up so you can't get away." I said "Ok" she sobbed I waited till Demi was naked and then I placed her on her back, she lay on her own bed and waited for me to start. I grabbed some soft ties and strapped them to her ankles, then I pushed them right back to the headboard, I tied her wrist with supports too, her elbow on each arm was pressed tightly into the back of her knees, this lifted her ass off the bed and presented it for her punishment. I grabbed the crop and I slapped it hard on her pussy, she screamed instantly, I hit her anus 3 seconds later, I timed my hits to be 3 seconds apart and I alternated between the 2 holes, after 20 minutes I had hit each of her orifices 200 times, Demi screamed and screamed as I battered her swollen anus and cunt, I saw deep bruises on each after the last hits. I also noticed that when I caught her a little high and impacted near her clitoris she urinated a little, I kept it to a minimum and thankfully she didn't lose her whole bladder. I untied Demi and she cried heavily as I rolled her over and spread her legs again. I re-tied her with her ass in the air and then I stripped off my jeans and lubed my cock up. "PLEASE DADDY NOT TONIGHT, I CAN'T TAKE THIS, MY BUMHOLE IS SO SORE!!!!! AAAAAH!" She screamed as I pushed my cock into her anus firmly, she couldn't clamp tight because the bruising hurt her too much, so it slipped in quite easily, soon I was working up a rhythm and this time I didn't hold any back, I pushed down with my bodyweight until I felt my thighs touch her ass cheeks, I was all the way in as deep as I could be, and It felt incredible, I fucked her ass firmly through her crying for 7 or 8 minutes and this time I came inside her, I couldn't help myself. I loved hurting her so much. "Stay still here until I come for you, just keep completely still" I said and I left her naked on her bed, I opened the window knowing she would get very cold in that time, then I left the room and lay down on my own bed. I went back in around 15 minutes later and she was shivering and covered in goose bumps, I closed the window and untied Demi, then I sat on her bed with her, I rubbed her ass and hugged her tight. "Are you Ok babe?" I said, "Yes daddy, that was hard, but I am OK" she said, "Do you think you deserve more?" I asked, she didn't say anything she just looked at me and nodded. I placed Demi over my knees on the bed and spanked her ass with my open hand for 20 minutes, it was deep red and she cried heavily throughout, then I spanked her legs, back and insides. My cock was hard again. "Ok, some more stretching now" I said, Demi wailed as I rolled her back on to her front and re-lubricated my cock, I once again sank it deep into her colon and this time I slid in and out firmly for 20 minutes before adding a second load. I left myself inside Demi and rolled onto my side, spooning her with my cock in her ass, I hugged her tightly and when she finished sobbing 10 minutes later she fell asleep, I pulled my limp cock from her hole and covered my pain princess with a blanket before going to bed exhausted. For the next 4 or 5 weeks she had her ass, legs pussy and anus whipped daily, and I stretched her Anus and cum inside it every day, some evenings I did it twice if I felt like it. One day she came in from School and she looked concerned immediately, I asked her why "I think I'm going to get in more trouble" She said, looking very nervous "What have you done?" I said "I got a report card in School" She said "Well, you knew what would happen if you got in any more trouble Demi, go and prepare yourself for an Enema, go straight to the bathroom and fill the Enema bag with hot water, I will be up shortly." Demi cried and walked to the bathroom, she filled the bag with warm water and stripped off her clothes, then she got in the bath, this would be because her mother always did it this way, when I got there she was sitting on the edge of the bath crying. "This isn't hot water is it?" I said "It's from the hot tap I swear!" She said I ran the hot tap and waited a few minutes, the water came through hot, so I poured away the 2 litres and re-filled the bag, I added some bath salt to it, I knew this would make it more uncomfortable for Demi. "I got an inflatable plug, let's see if it fits in your tiny bum babe, I think it will be a tight fit" The 1 inch thick nozzle was three inches long, it was very hard and I knew it would be painful on entry so I lubed it first, then I bent Demi over and I forced all 3 inches into her in 1 shove, she yelped and cried, I immediately pumped the round handle and inflated the internal balloon. "Tell me when it gets too painful" I said and I continued to pump it up "Ahhhhhh NOW" she said after 8 squeezes, I added another 2 anyway she screamed "Ok, now you're going to take this water and hold it for 5 minutes, then you take another one and hold that for 5 minutes, then I will rinse you out until you're clean inside, then you will be punished." I released the valve and the water drained into Demi's colon, she held her rapidly expanding tummy and wailed in pain, it took a full 10 minutes to drain the bag inside her, the 2 litres of hot, salty water struggled to find space in her intestine, stretching her painfully, the cramping started as soon as I pulled the valve closed and disconnected the pipe, Demi stayed bent over with 2 inches of rubber hose protruding from her anus, I lifted her up and lay her down on her side in the bath, she cried and held her distended stomach, she looked pregnant, my cock was so hard looking at her, 11 years old, naked, crying, distended belly, tube up her anus, she looked incredible. I waited the 5 minutes, the whole time Demi begged to let it go, I told her she'd go when the time was up, she sweated heavily from every pore in her body due to the temperature of the liquid inside her. I picked Demi up again and carried her to the toilet, putting her down on the seat carefully, I then reached under her and deflated the balloon inside her anus, liquid immediately began to escape around the rubber, I pulled it out hard and she yelped again, then a torrent of dirty water came out in 10 seconds, she held her stomach for several minutes until she had calmed down, then I picked her up again. "Please NO more, I can't take another one." She said "You have to, and you know you are not supposed to talk, another word and I will make you hold it for 10 minutes" Demi cried but didn't speak through her next ordeal, she wined like a baby for 5 minutes, holding another 2 litres of hot water and salt, then she evacuated again and I used cold water for the last 3 Enema's, letting her evacuate after 2 minutes. "Right, go straight to your room and prepare for a good hard spanking." I said, Demi complied without question I hit her harder that night, harder than I ever have, I really tanned her ass for 20 minutes, using my hand and the crop, I used the belt to her ass too, she reacted like it hurt even more than the crop, I used it for 10 minutes, having Demi on all fours on the floor and standing above her, my legs trapping her hips, so I could bring the belt down directly into her ass crack, I started so the belt reached only her anus but lowered my aim and whipped her perineum to a hot pink, then I went lower still and brought some serious screams from Demi as I lashed the leather against her soft pussy flesh, I felt like being extra sadistic so I lifted Demi's hips and trapped them between my legs holding her off the ground, then I shortened the belt in my hand and I whipped it down right on her clitoris for 5 or so hits, she screamed so loud. I tied her up again on the bed, on her front, face down, with her ass high in the air, then I used the crop on her anus, the hole was deep red after 20 minutes of constant battering, she begged me to stop hitting it. "PLEASE!!!" She said "NO TALKING DEMI!" I said, Whack..... Whack..... Whack.... My cock was so hard by the end of her torture, I pulled it free of my jeans and added some lube to it, then I climbed on the bed and pushed it hard into my sobbing child, she screamed as I stretched her anus wide again, I pushed my whole cock in to her for several minutes, I pulled her hips back as I slammed forward to bring myself off, ramming my whole cock into her, then I came hard, pulled out and spanked her ass hard again for a further 20 minutes until my hand was sore, Demi was screaming on every impact and begging for mercy. "Please daddy, I know I need to be punished but I don't want you to hit my bottom hole for so long, its so painful, I know I need punishment, but not that, and not so many times" Sobbed Demi the following day "You know, that I hear what you say in a different way than you want me to hear it. You tell me what you dislike the most about your punishments, and you know that I will do that more, so telling me not to do something, is like telling me to do it more! You know you don't get to choose what I do. What I use to punish you, and you can't tell me to stop or take it easy because you deserve this. You will get daily Enema's and punishment of the harshest degree I can think of, and you will put up with it Demi. Tonight after school, I am going to stretch your Anus the largest it's ever been, and before that you will take 5 Enema's and an hour of punishment." I said. Demi cried as she jumped from the car and walked into school, her skirt was very short and she felt boys looking at her as she walked to the building, then the tears would be wiped away and she would smile again, she knew her head and heart loved what was happening to her, the tears were for her father's benefit. She struggled to sit down in her first lesson, she sat gingerly on her tender ass, it felt so painful, especially around the hole after her father had whipped it with his belt and the crop, and then fucked her there... she knew it was his cock, and she knew he would eventually be doing it more, and perhaps even in her pussy. She hoped he would do it soon, she never felt happier than when he was enjoying her anus hole with his cock, the pain was excruciating but it made her feel like she belonged to him now, she felt like he was her dad and her keeper, she was his property, he owned her. The mere thought of it made her pussy wet and her head spin, she longed for her day at school to be over so she could get back to him and he could hurt her some more. I walked into the house and straight to her room, I licked the underwear she had worn in bed last night, they were thick with her sticky white mess, I beat my cock into her knickers and came in them, then I threw them in the hamper. I went to her draw but I couldn't find her diary, I searched her room and eventually found it under her mattress, I opened it and found her latest entry. Dear diary, I was made for pain, pain is my only desire, I want to be in constant pain in my pussy and ass, I want to feel his hand stinging my skin for eternity, I need more punishment, I crave it when I am at school, I cannot concentrate, my teachers shout to try and bring me out of my daydreams as I stare into space smiling, thinking about my dad and his wonderful crop and hands, his cock too, stretching me, his belt is even better, he hits me right on my pussy, it stings so much It feels like he is burning me, like he's holding an iron on my hole, then the pain is gone and the real heat starts, it burns deep inside me, and it doesn't go out till after he stops, I feel lonely without him, I feel lonely mostly at night when I am in my bed, I want to rub myself and think about him but I can't, it's too sore after he hits it for so long.... I have to go now, I will write again soon. Ps. I have drawn you a picture I hope you like it. The picture was crudely drawn and coloured in but showed a girl being spanked for so long blood had exploded from her ass, and her punisher had continued for some time after as it had splashed the blood all over them both, I felt instant lift in my underwear, again my daughter turning me on without even being in the same room. When Demi walked in from School I was already waiting for her, she walked right over and sat in front of me on the floor. "How was your day at school?" I asked "It was good, it was kind of hard to sit down, my ass still hurts loads." She said "Show it to me, take off the skirt and give your knickers to me, then stand up, bend forward and grab your ankles so I can look properly" She followed my instructions quickly and without protest, 10 seconds later she was exactly as I had asked her to be, and her black thong was in my hand. I looked and the gusset was thick again, she had been aroused at some point throughout the day, by the look of her knickers it had been several times. Her ass was bruised, all over, there were red blood blisters under the skin all over her ass globes, the hole was very red and still looked swollen and sore, her tiny bald pink pussy looked wet, I reached out and with 2 fingers I sank them into her sopping cunt, not hard and not deep, but Demi moaned so loud I thought she was going to cum. "You are not supposed to be getting sexually aroused at your age Demi, your punishments are meant to teach you right from wrong, and getting aroused is wrong, which means you deserve a punishment, I can't hurt you in our normal way as I don't want to cause you any permanent damage, you already look bruised, sore and swollen in the back, so I have decided you will receive a front hole spanking, and then I'm going to stretch your front hole too, like I do with the back hole, I hope you are prepared for how much this is going to hurt you Demi." I said, as I talked I rubbed my fingers around her soaking pussy and clit, she was really dripping from the anticipation, I was rock hard in my pants. "Are you going to fuck me?" she said "This is not sex Demi, this is a punishment, I am not doing this so you can enjoy it, this is a punishment fuck only, to hurt you because you deserve it. To make sure you don't get seriously hurt I need to ensure you are properly aroused, because you have to be in order for my cock to slide into you, but I'm not doing this so you can enjoy it, so be prepared for that to also hurt. Now remove the rest of your clothes." Demi did remove her clothes, but the smile that spread over her face showed just how much she wanted this to happen, I was determined not to have her enjoy it completely. "Ok, lie down on your back and open your legs wide." I pulled Demi so her lower back was against my shins again, from the seated position on the arm chair, her open pussy was now right in front of me, I began to fondle It, rubbing her cunt and her clitoris firmly, occasionally I would pinch it and she would moan loud, pain and pleasure together worked her up quickly and I knew it was only a matter of time before she came. "Are you turned on yet Demi?" I said, she swooned, her eyes' were rolling. "OH YES" She panted, "This is going to hurt A LOT!" I said, I pinched her clit and brought her to climax as she shook violently through her orgasm I waited for her to almost finish before I lashed a hand down onto her sex with a Splat, she screamed and shook more as she came again, I pulled her legs higher and I slapped her again hard on her pussy, then pinched her clit again, she was soaking wet and I hit it hard and fast and often with added pinching throughout, Demi came and came for 6 minutes, the pleasure and pain causing each other in equal measure, I stopped when Demi began to scream, I grabbed the crop and began to lash her cunt and clit, I went over the top and smashed it against her cunt repeatedly as quick as I could, she screamed so loud for 2 full minutes then I picked her up and carried her to the sofa, I took out my cock and I parted her legs wide. "Are you ready Demi?" I said She couldn't answer, she was still recovering from her orgasm/whipping, she couldn't get her breath back as I lined my cock up with her cunt, and I pushed hard into her, it held firm for 6 or so stabs, then I felt it give, I pressed hard and the head popped through, Demi's eyes went wide with fear, I pushed her ankles back to the sofa to stretch her legs and pussy open further, then I pushed hard into her and felt an inch slide forward, the tightness was incredible, so painful, it felt like something could snap at any second as I thrust again and felt myself slide forward further, Demi's pussy was red from the spanking, I looked down and saw the huge pole parting the swollen lips of her beaten pussy, I couldn't hold on any longer, I lifted my weight onto my feet and leaned right over her as I pressed down hard and my entire 14 stone drove my cock through her virginity and into her body as she let out an earth shattering scream, my whole cock disappeared and I felt my little girl's body against my balls, I collapsed on her and held her tight as I began to buck my hips wildly, trying to get any penetration or movement I could to bring me off, it was no good, she was too tight, my cock was too solidly held by her vagina, I couldn't move it, I picked her up and held her tightly, she wrapped her legs around my waist and squeezed my neck as she cried. I carried her with my cock still buried to the root in her cunt, up to the bedroom where I sat on a computer chair, as I sat down I could feel my helmet being forced into the end of her cunt, she groaned hard as I stretched her further and further inside, I finally rested my whole weight on the chair, she instinctively tried to move her legs to rest some of her weight onto them but I held them in place, only the strength of her thighs and calves was keeping her from resting her whole weight on my cock, she held on tight for several minutes, my cock remained rock hard. "Can I get off yet?" She cried "Not till I have finished." I said "How long will it be, it's hurting so much" she said "You don't get to choose, just stay still and wait till I am ready" I said, I was going to try and make this hurt for as long as possible. "aaaaaaaaaaah...It hurts so much!, My inside... Ahhhhhhh" she cried I sat up straight and held Demi tightly around her waist, then I moved my body forward and back, I could feel the incredible squeezing of my cock and helmet inside her tiny sex tunnel, she wailed as I quickly rocked her back and forth, on my back stroke my cock went deeper and hurt her, she started to whine in time with my movements "Ah....AH...AHHH....AHHH" she said as I rocked her skinny body. I knew this was hurting her, but I wanted to hurt her more so I stopped rocking her and I waited a little longer for her legs to tire, she eventually began to cry as the muscles in her legs burned, I waited for her to slip further onto me, my cock was pressing into the deepest part of her young vagina, it crushed my helmet firmly. I reached around my back and pulled one of Demi's legs free of her hold, then I pulled it tight to my chest, pushing her knee under her chin, I reached under the leg and I forced it to straighten so her foot was next to my head, I kept my crushing grip around Demi with my left hand as I used my right on her left leg, then I held her tight with my right hand and Straightened her left leg the same, she was now sitting on my lap, with my cock buried in her pussy, with her legs straight up between our bodies as I held her tight in place, it was only my arms now that stopped her weight from pressing her cervix down harder onto my steel hard cock. I held her tight as she whimpered through the stretching of her cunt and the stretching of her legs. "Now I have you trapped completely Demi, there's nothing to stop me making this hurt you more. I want you to feel what my cock can do to your insides, if I push against your womb" As I finished saying it I reached up to her shoulders and pulled her down onto my cock hard, she screamed right down my left ear, I held her tighter and pulled in waves, leaning forward as I pulled her down as hard as I could, I could feel my helmet being squeezed by the mouth of her cervix I as I pulled her down, she screamed again and again, after 10 minutes my cock was hurting and I wanted to cum desperately so I stopped pulling her and I held her round her middle again, then I used all of my strength to lift her off my cock, I felt it pulling out, just as Demi thought I was going to release her I pulled her down again and It all slammed back in, she screamed again. I did this 6 times, then on my final one I lifted her to stand up, she was still bend double with her feet next to my head and her arms around my neck, I decided I wanted to fuck her as deep as I was now, so I lay her right on her back and held her legs in place tightly, then I began to pull my cock out and slam back in, a couple of inches at a time. I'd always been great at holding out my orgasm till I wanted to cum, my balls were screaming to release the huge load they were storing but I held on still longer, I was fucking her now and she was screaming in lungful's of air before belting them back in my ear, I punched all of the wind from her lungs as I lay my full weight on her each time I slammed in, I picked up the pace and began to fuck her faster and using more of my cock each time, loving the feeling when I pushed on her cervix, the tightness and the stretching was milking my cock wonderfully, after 10 minutes I was sweating heavily and I was fucking her hard with most of my cock each time I thrust, for a final 5 minutes I fucked as fast as I could, the pain caused friction and was overpowering me and I had to concentrate on the pleasure for the final 10 rams of my hips, then I finally released my balls and sprayed her organs with incestuous cum, for 30 seconds I pumped the lot into her, it was shattering and I roared as my legs collapsed completely and I held her tight as I twitched my final few spurts and lay exhausted on top of the screaming, crying child. I slept shortly after and I barely remember Demi pushing me off her and disappearing to the bathroom. When I woke from my sex nap, I could still see the virgin blood of Demi all over my cock and balls, it was all over the bed too, along with a large wet pink stain. I went and got in the shower and washed the blood off, the bruising around the head of my cock was painful and it was very sore from the immense friction of the tiny cunt it had just broken in. I washed quickly and then dressed again, then I went in search of my toy, I found her curled up in a ball with a towel between her legs, fast asleep on her bed, she was hugging a pillow and snoring lightly to herself. I reached over and moved the towel, it looked heavily swollen from the beating, and there was some dry blood around her vagina, it had been incredible for me to fuck her finally, but I had to keep up the pretence that this was for her discipline and punishment, I knew she'd take anything I did to her, she was a pain whore, she couldn't get away from it, she loved it and I knew she would let me to do this to her for years. I woke her and she smiled at me.