61 comments/ 262245 views/ 227 favorites Sherry's Cherry By: VanillaExtract - Fair warning, this story contains some manipulation and reluctance, as well as some ludicrous plot mechanics. And unless you're a glutton for punishment, I recommend you skip the "extra scene" after the ending. Thanks to my volunteer editor _penny_ for all the help. All comments are welcome. I hope you enjoy it. - "Daddy, can I talk to you?" I looked up from my desk, pushing my glasses up my nose. My daughter Sherry was standing in the doorframe, still wearing her Catholic schoolgirl outfit, a white blouse and a checkered mini-skirt. Her long legs ran all the way down to her bare feet. She was bending her toes against the hardwood floor, looking nervous. She brushed her auburn hair out of her hazel eyes, staring at me. I hadn't even heard her come home. "Sherry, it's not a good time. I'm buried in paperwork. Can we talk over dinner? Will you have something delivered?" I considered the matter closed and returned to my computer monitor. I had taken the day off for this very reason; to catch up. I don't know where the last eight hours had gone, but joining a new medical practice had me up to my ears in work. "Daddy, it's kind of important," Sherry said. "Please, five minutes?" I sighed, leaning back in my chair, taking off my glasses and rubbing my nose. I needed a break anyway. "All right," I said, looking up at her and putting my glasses back on. "What's on your mind, kiddo?" Sherry came all the way into the room, looking very nervous. She sat down in the chair on the other side of my desk, crossing and uncrossing her legs, looking around at the bookcases as if she'd never seen them before. "Sherry?" "Um," she said, "okay, I kind of have a medical question." "Are you feeling ill?" "Well, no, not really, I think." "Are you in pain?" "No, not right now." "Sherry, I love you, but I don't have time for twenty questions. What's wrong?" "It's a personal thing, like... a... feminine question, you know?" "A feminine... oh!" I said, sitting up in my chair and clearing my throat. "Oh, okay. Um, all right, that kind of question. Well, I know we've never talked about sex, but you're 18, I figured you already knew everything you needed to know. Doesn't TV teach you this sort of stuff? Oh, god, tell me you're not pregnant. How the hell do you get pregnant at an all girl's school? Why didn't you tell me you had a boyfriend? Do I know him? It wasn't a priest, was it? God, I wish your mother was here, but she's probably still in Reno... with my brother. That bitch." "Daddy, stop." "You're right, she's not a bitch. She's a whore." "Daddy!" "Sorry, I didn't mean to speak ill of the undead. I'm just rambling because I'm nervous. How long have you been pregnant?" "Jesus Christ, Daddy, I'm not pregnant! I'm the exact opposite of pregnant!" "The opposite? Oh, my god, you had an abortion! Well, that's your choice. You know me, conservative at work, liberal at home." "Geez, Daddy, I'm a virgin!" I paused. "Oh." Now, while my daughter did have a certain sex appeal, she was also what one might colloquially call... unkempt. I'd never seen her wear makeup---she claimed animal cruelty or something---and she refused to use any sort of hair product, so her hair was always a mess. She was the type who would rather read a book than go out with her friends, probably because she didn't have any friends. But she did have assets, which I don't even think she knew about, like curvy hips, a very firm behind, and plump breasts. She was a very late bloomer. Suffice it to say, I wasn't surprised she was a virgin, but I wouldn't have been surprised if she wasn't either. "Okay then," I said. "I'm confused. What, uh, what did you want to talk to me about?" She took a deep breath. "I sort of have this... problem. Like... down south... with my, you know, my... vagina." "Oh! Now I see. I'm sorry. I was... okay. Same page now. Go on." She nodded, gulping. "See, um, I was talking to my friends at school..." She had friends? "....and they were saying their periods only last a few days." "Okay," I said. "Do you want me to get your mother on the phone?" "No, Daddy. That would be even more awkward, and this is already awkward enough." "Right, sorry. Go on." "Anyway, my period lasts like, seven days, sometimes ten." "Okay." "Yeah," she said. "So, yeah, that's it." "Is that what's bothering you?" "Yeah." "Well, is ten days your usual length? Or did this just start?" "No, ever since I got my period when I was 15, it's been that long." "Your period started at 15?" "Yeah. Is that bad?" "No. Many girls are late bloomers. It's fine. Ten days is longer than average, but it's not totally abnormal." "But I also get really bad cramps and I get bloated and sick and stuff." "Well, that's definitely common." "I know, but my cramps are, like, severe and painful. Most days, I just come home and lie down because it hurts so much." "Oh. I didn't know that." Sherry stared at me. "Of course you didn't. You're always at work. You're never here when I need you." That hurt. When your daughter tells you you're a bad father, it's like getting punched in the gut. "I'm sorry, kiddo, but you know this big house, you know that hybrid car you're driving, you know the food you eat, you know your bloodsucking mother's alimony? My job pays for all that." "Well, maybe I'd rather be poorer and have a daddy who spends more time with me." I sighed. "Look, I know when I was working at the hospital, I was never around. Jesus, it cost me my marriage, but things will be different now, just as soon as I'm situated at this new job. I promise, okay?" She nodded. "Okay, but what about my problem?" "Well, I don't know what to tell you, really. If you were my patient, I'd refer you to an OB-GYN." "What's that?" "A gynecologist, a vagina doctor." "Ew, no way," she said. "I don't want some stranger looking at me while I'm naked, especially a boy doctor." "There are female doctors, lots of them." "That still makes me feel weird." "Honey, I'm a doctor, not a psychic. I can't diagnose you if don't examine you." "You mean you want to see me naked?" she asked, her eyes growing larger. "Whoa, no! That's not what I meant. I meant I wouldn't be qualified to examine you. You need a gynecologist." She frowned. "So you don't know anything about vaginas?" I laughed nervously. "Not unless you count hands-on experience." Sherry stared at me. "I'm sorry," I said. "That was a very inappropriate thing to say. I'm just nervous." "Me too," she said, "but actually, Daddy, I think I would be more comfortable if you examined me." "Pardon?" I said. "Sherry, I'm your father. I don't think I'd be comfortable with that." "But you take care of me when I'm sick." "That's a little different than seeing you naked and looking at your private parts." "Don't you examine girls where you work?" "Of course, but it's different when it's a stranger." "See, it's the opposite for me. I'd feel more comfortable if you saw me naked, because I know you would never have any, you know, sexual thoughts, since you're my daddy." I gulped. "Well, of course not." "So, will you do it? Will you examine me? And then if I really need an... OB-XYZ or whatever, I'll see one." I rubbed my face. "You're sure this isn't going to make you feel uncomfortable?" She shook her head. "No. And after my last period, I'm scared something's wrong with me. Next month is going to be even worse. Please, Daddy?" "All right, kiddo," I said with a sigh. "But we're going to be very clinical about this, okay?" "Okay, just tell me what to do." "Why don't you go into the bathroom and take off your skirt and panties and wrap a towel around your waist? Come back in when you're ready." "Okay. Thanks, Daddy." Sherry left. I took a few breaths to calm myself down. This was highly irregular. It took me several minutes to clear off my desk. I stacked all the files into a box and put it aside. When I turned around, Sherry was back, wearing her white blouse and a white towel, her calves and feet sticking out at the bottom. "I'm ready." "Okay, have a seat on the desk." While Sherry got situated, I went into the bathroom and scrubbed my hands. I also put on my white lab coat. Then I dug through my supply of stolen medical supplies, taking a pair of skintight latex-free gloves. They were bright blue. I came back to my daughter, who was sitting on my desk, her feet wagging nervously. "Last chance," I said, coming around the desk. "You're sure you want to do this?" "Yeah, Daddy. I trust you." "Okay. I want you to lie back on the desk. Put your feet up on the edge and spread your legs, okay?" "Okay." My daughter reclined slowly, bringing her legs up, her heels on the edge of the desk, her toes gripping the wood. As her legs spread open, the towel rode up her waist, exposing her pussy, her very bald pussy. There wasn't a single hair to be found. I could see everything, her little clit, her pussy lips, even her asshole. "Honey, have you always shaved yourself down here?" She lifted her head to see me. "No. The girls at school made fun of me, so I started shaving about a year ago. That's not causing the problem, is it?" "Well, no, it's just a matter of taste, I guess." My daughter really was naive about the world. Well, what did I expect? I sent her to an all girls' school, with nuns, and she was a bookworm. "Is it easier to see my vagina without the hair?" she asked me. "I haven't started the exam. I'm just asking questions." "Okay. Does it look okay shaved?" "Yes, it's fine. Let's just move on." I sat in my office chair, face level with Sherry's pussy. I was going to have to touch her. It made me feel terribly guilty for some reason. I don't know why though. It's not as if I was doing something inappropriate, not including my thoughts... "Honey, I'm going to have to spread your vaginal lips apart, okay?" "Okay." "So I'm going to touch you, all right?" "I'm ready." "Okay." I touched her pussy slowly. Her soft, puffy skin yielded to my fingers as I spread her lips open, examining her hole, or where her hole should have been. Her hymen was completely covering her opening, save for a very small notch, smaller than the circumference of my pinkie. "Sherry?" "Yes?" "Do you ever examine yourself with a mirror or anything?" "No, not really. I mean, I look down there, but... you know." "Do you use tampons or pads on your period?" "Pads." "Do you masturbate?" Her head lifted up. "What?" "I know it's personal. I'm just trying to get a complete picture here. Do you masturbate? It's not wrong if you do. It's very normal. In fact, if you don't, that may be part of the problem." She put her head back down. "I guess... I rub my hand on top of my panties sometimes, but only sometimes." "Do you ever put your fingers inside?" "Daddy..." "Honey, just answer the question." "No. It hurts a lot when I try to put anything in there. My hole is too small, isn't it? I was scared that's what you were going to say. I know it's small because it hurts so much if I even put my pinkie in there. I don't even like to touch it." "Yeah," I said heavily. "Sherry, it looks like you have a microperforate hymen. It's not uncommon though. It just means the opening didn't fully form. But that's why your periods last so long, because you're bleeding slowly. The stomach pain is probably because you're retaining some of that blood." I stood up, pulling the towel down. She sat up, closing her legs, looking up at me. "What do I do?" "Well, I really think you should see a gynecologist." "And what's he going to say?" "He, or she, will tell you that you may need surgery to widen the opening, just to be on the safe side." "Surgery?" she said, looking sad, as if I had just told her she had three months to live. "It's not that bad," I said. "What will they do?" "Well, they'll probably put you to sleep, and then cut the hymen open, drain any fluid..." I stopped because Sherry's head was down. "I know it's scary, but you'll get through it." "It's going to hurt?" "Probably, yes." "And all those doctors are just going to be standing around my vagina, cutting me open while I'm naked?" "I guess, yes." "Boys and girls?" "Yes, probably." She looked up. "I can't do that, Daddy. You know I'm shy. I don't even like to talk to boys. I can't be naked around them." "I'm a boy." "You're not a real boy. You're my daddy." "Baby, this is a health issue. It's not about modesty." "Isn't there a better way? What else can I do?" "Short of losing your virginity the old fashioned way, there's nothing else." She bit her lip. "So if I had sex with a boy, I'd be better?" "Yes, a penis would tear through your opening, and the hymen wouldn't be an issue anymore." "I don't know any boys though," she said, looking up at me. "I'm a boy," I reminded her. She stared at me in shock. "You mean... you would...?" I hadn't actually meant it like that, but the thought of it took over my head for one brief moment. I could see myself just fucking my own daughter right here on this desk, my cock sliding in and out of her pussy, taking her virginity, her blood smeared across my shaft. "What? No, of course not. I didn't mean it like that. I was just... look, there may be another way. I can buy you a, uh, feminine pleasure toy." "A pleasure toy?" "A dildo, Sherry. It's a plastic penis," I said. "Then you can do it yourself." She bit her lip. "I don't know how I feel about putting things up my vagina." "Sherry, I don't know what the alternative is you're looking for." "Well, it's just, I was trying to save my virginity until I was married, and my wedding night, the honeymoon, like in the movies. It's my dream." "Oh." She looked so sad, her face downcast. I hated seeing her like that. "Cheer up. Having your hymen broken isn't really like losing your virginity." "It's not?" "No. Most girls' hymens are broken long before sex anyway. What you'd be doing is just paving the road for your future husband. Then when the time comes, there won't be any pain, and you can just enjoy it. Doesn't that sound like a better honeymoon?" Sherry started to smile. "Yeah, I guess you're right." "Good." "If we buy one of those toys," she asked meekly, "will you do it?" "Yeah, I'll buy it for you," I said. "No problem." "No, I didn't mean buy it. I meant, will you, you know, put it in me?" "Um, pardon?" "Daddy, it hurts so much whenever I try to put my finger in. I don't think I can do it. You know how bad I am with pain. I just shut down. Will you do it?" "You want me to put the dildo in you?" "Yeah. Is it gross to ask you?" she asked, looking nervous. I have to admit, it was a little gross. She was my little girl. I raised her. And now I was going to penetrate her... with a dildo? It didn't seem right. Of course, I argued if I was a surgeon, wouldn't I operate on her to save her life? Well, then the answer was yes, of course. So, wasn't this sort of the same thing? "Sure, honey," I said, giving her a smile. "I know this is hard, but I'll be your doctor for this. I'll rupture your hymen, and we can put this whole thing behind us. Sound good?" She nodded happily. "Yes. Thank you so much." She jumped up and hugged me with one arm while she held the towel around her waist. "When do you want to do it?" "Whenever you do." "How about after dinner?" "Tonight? Well, okay..." We ordered some take out, which I went out and picked up, with a quick stop at the sex shop. You'd be surprised how awkward this kind of thing could be... "One dildo please." The clerk just looked at me for a moment. He pointed at a rack with dildos hanging like sausages in a butcher's shop. One of them was as big around as a table leg, and as long. "Do you want the extra large mocha stretcher?" "Shit, no! For fuck's sake! Just give me that one there, second shelf, the flesh-colored one. Goddamn..." He took it down, a sculpted penis about eight inches long, still in its packaging container. It actually looked a lot like my dick, though my dick had a pair of testicles attached, thank you very much. "Here you are, sir." I handed him my credit card. "It's not for me, you know." He looked up. "Yeah, I haven't heard that one before." "It's for my daughter, smart ass." "Okay, I've definitely never heard that one before." I left the store and went back home. My daughter was looking nervous. I didn't blame her. I felt the same way. We ate Chinese food in silence. I couldn't even think about doing any more work tonight, certainly not after I took my daughter's cherry with a dildo. "So, um," Sherry said, "I'm gonna take a shower, get ready, you know?" "Sure, whatever you want to do." "Okay. Can I see it first though?" "The dildo?" "Yeah." "Okay." I went back to the living room where I'd left the bag. Sherry was peering over my shoulder. I took out the package and held it up. Her eyes flew open when she saw it. "That's it?" "Yeah. What were you expecting?" "I don't know. I didn't know they were that big. They're not that big in real life, are they?" "Well, most men are around six. This is eight. It's only two inches difference." "Two inches that's going into my vagina." "I won't push it in all the way. I need a handhold." "Still... it's kind of thick around." "Oh. I guess it's a little above average." She looked up at me. "Why didn't you get me below average? It's already going to hurt." "Honey, I didn't go browsing. I just picked one." "Well, why this one?" "I don't know. I guess it reminded me of me, so I just picked it." She was staring straight at me. "You got me a dildo that looks like your penis?" "Wait, no. That came out wrong. I just meant that it was familiar, not that I wanted my penis in your... er, look, do you want me to return it and get you a different one?" "No, it's okay. I just feel really nervous. Can I touch it?" "Yeah, of course." I opened the packaging and took it out, handing it over. She had a crooked look on her face. "It just looks so much bigger than my vagina." "Your vagina will stretch. That's its job." "And we're just going to put in and take it out real quick?" she asked, looking up at me. "Pretty much." "Okay, I guess. I'm going to take a shower. Where are we doing it?" "The office." "Not my bedroom?" "We should try to be clinical about this." She nodded. "Okay. I'll see you in there in a half hour, okay?" "Okay." In my office, I tried to relax. I even lit a candle. I don't know why. I just didn't want my little girl to remember the whole event in a negative light. Still, the whole idea of shoving a dildo into my daughter's pussy, popping her cherry, was exciting me. I kept grabbing my crotch, adjusting my cock in my slacks. I even began fantasizing about doing it, plotting. What if I put a towel over her waist like earlier and substituted my cock for the fake one? Would she know? How could she? Geez, that's terrible to imagine. Of course I wasn't going to do that. I mean, she'd know the minute I grabbed her hips with both hands and started pounding into her. Look, honey, no hands! There was something wrong with me, thinking like this. "Daddy?" I spun around. I had almost expected her to be wearing lingerie. She had on sweatpants and a t-shirt, but they did hug her hourglass frame, and I could see she had taken off her bra. "I'm ready, I think." "Okay. Do you want to jump on the desk?" "Um, can I just see the thing again?" "Yeah, sure," I said, taking the dildo off the desk and handing it to her like it was the TV remote. Sherry's Cherry She bit her lip as she stared at it. Then she sat down on the leather sofa in my office, her feet curling up under her butt. Her hand squeezed the dildo's shaft. "It's so hard." I sat down next to her. "You were expecting it to be soft?" "No, I don't know what I was expecting. I've never seen a real one." "Would you like to?" I couldn't believe I just said that. It was like a compulsion, like I had no control over my mouth. "What, um, what do you mean?" I could have backpedaled right there, said something about a diagram on the internet, but god help me, my cock felt so strained, I just wanted to pull it out and see the look on her face. And, fuck, I was horny thinking about this whole scenario. "I know this has been uncomfortable for you," I said, "so if that's bothering you, I can show you mine." Sherry's took a big gulp and licked her lips. I think she was speechless. I chuckled to break the silence. "Sweetheart, I'm sure you have a lot of questions. All I want to do is answer them, and sometimes a picture is worth a thousand words, so if seeing my penis would put you at ease, I just want you to know, I'll do that for you." Sherry looked a little confused, trying to work out how I had turned that around as if she had asked to see it. "I don't know. That seems kind of, you know, um, weird?" "Oh? I examined you. I thought it would be fair to give you the same chance. Clearly sex education isn't an integral part of your curriculum at school. I guess I should have sent you to public instead of private." "I, I just meant because you're my daddy and stuff, it might be weird to see your, you know, thingy." "Nonsense. Come over here." I patted the sofa cushion and my daughter scooted a little closer. I could almost hear her heart racing inside her chest, her perky tits straining against her t-shirt with each breath, her nipples hardening. Really, I couldn't believe I was doing this. But I reached down to my slacks, took hold of the zipper, and pulled open my fly. My daughter's eyes were saucers as she watched me reach in and fish around for my cock. I grabbed my semi-hard shaft and pulled it out into the open. It grew harder and harder as I looked on my daughter's stunned face, the way she just stared at it. Soon, my cock was standing straight up like a flagpole, and just as hard. "See, that's not so different from the dildo, is it?" She glanced away from my cock for one second to look at the dildo in her hand. "It's, um, it's pretty different." "It is?" I said. "What's different?" "I don't know. Yours looks so much more... real, and it looks longer and thicker too." "Here, let me see." I took the dildo from her hand and she watched as I placed it right beside my cock. "Hmm, not too different." "No, see," she said, pointing, "yours has veins and stuff, and the head of yours is bigger." "Yeah, but they're both circumcised, about the same length." I squeezed the dildo in one hand and squeezed my cock in the other. "The only real difference is how they feel." Sherry looked up at me. "How does yours feel?" I smirked. This was almost too easy. "It's hard to describe. Here, why don't you touch it?" "Oh, no, no, that's okay," she said shyly, turning her head. "That's okay." "Sweetheart, I touched you." "You had to. I'm not a doctor or anything. I shouldn't even be seeing this." "Sherry, look at me," I said. She looked. "This is no different from what I did. You're learning. Go ahead. Touch it." She was chewing on her lower lip as she lifted her hand. Her fingers came closer and closer, until the tips bumped into my shaft. She instantly pulled away, but I gave her an encouraging look and she reached out again, touching my cock. She prodded it with her nails. "Wow." "What do you think?" I asked. "I don't know." "Put your hand around it," I directed. "Why?" she whispered, looking at me. "So you can feel it properly. Put your other hand on the dildo." "Um, okay." She took the dildo with her other hand first, and then her right hand slowly came around my shaft. She did not squeeze; she just held it loosely in her palm. "Squeeze it," I told her. "Okay," she said. And then she squeezed. I felt the pressure of her fingers all around my cock, and fuck, it felt good. "That's good," I said, watching her hand. "Why don't you try to stroke it a little, see how the skin moves?" "Um, how do I do that?" "Just hold on tight and slide your hand up and down." I put my hand around her hand, sliding it slowly up before I moved it back down. I took my hand away and she followed my lead. I couldn't believe my daughter was doing this. Somehow, I expected her to stop me, to tell me this was not at all right, that she knew better than to be touching her father's cock. Instead, I just watched her hand move up and down my shaft. All the while, she kept adjusting her fingers, changing her grip, like there would be a test on this later. "What do you think?" I asked her. She immediately stopped, taking her hand away and looking up at me. Her cheeks were rosy red. I guess she had been blushing, but I had been too preoccupied to notice. "Um, it feels much different from the dildo." "How so?" "Well, yours is really hard on the inside, but it's sort of soft on the outside, like it's flexible. The dildo's just... it's like a piece of metal or something." I smirked. "Which one do you like better?" "Huh? Oh, I don't know." "It's okay, sweetheart, you can answer." "Um, well, I mean, yours feels nicer in my hand, but I mean, you know, I could never, um, yeah..." "What?" I said, but I knew what she meant. "Oh, you mean use my penis to rupture your hymen?" She gulped with her red cheeks. "Yeah. I mean, of course not. So, this dildo thingy will do." "Well, sweetheart," I began, "there's really no difference between the two." "Um, huh?" "What I mean is, we're going to have to lay you down and put something long and hard into your pussy, for medical reasons of course. If you don't like the dildo, I don't mind if you want to use my cock instead." Sherry's mouth fell open. This time, I let that awkward silence hang until she spoke. "But, but, but, Daddy, isn't that like, like sex? We can't do that." "Well, no, honey, it's not sex, actually," I said. "See, with the dildo, it's really just a form of masturbation, and if I use my penis, it's the same thing, just with a different tool. The fact that the tool is attached to me doesn't necessarily make it sex." "Um, oh," Sherry said. I wondered if she knew I was bullshitting my way through this. "What makes it sex then?" "An orgasm," I explained. "See, an orgasm is when a man or woman experiences an intense moment of pleasure. A man typically ejaculates, and a woman releases fluids. Most people just call it cumming." "I, I know what orgasms are, Daddy. But I thought they happened at the end of sex." "See, that's a medical misnomer. Certainly, I would say, uh, thrusting in and out is a form of sex, because it directly leads to cumming, but in our case, by simply inserting the penis into the vagina for the sole purpose of penetration, it's not technically sex." Sherry stared at me blankly for a moment. She was probably thinking I was the dumbest doctor on the face of the earth if that's what I thought, but my daughter was also very obedient. So all she said was, "Okay, Daddy." "Good girl. So, why don't we get you on the table, and since you prefer my penis to the dildo, I'll go ahead and penetrate your vagina, and then we can put this whole mess behind us." She lowered her eyes. "You're going to put your penis inside me?" "Yes. Isn't that what you just said you wanted?" "Um, well, I don't know. Maybe we should just use the dildo." "Sweetheart, you don't have to feel shy. I'm your father. I know best." I stood up in front of her, my long cock pointing in the air over her head. She looked up at it with big eyes, like it was a weapon descending from the heavens. I held out my hand to her and she took it, standing up, and then I walked her over to the desk. "Ready to take off your clothes?" I asked her. "Um, okay. Just the bottoms, right?" "Actually, I think we should take off the top too." "Why?" "Well, sweetheart, you may feel a little bit of pressure when I enter you, and if you play with your nipples, it might distract you from the pain." "What will that do?" I paused. "You've never played with your nipples before?" "Well, they're really sensitive, so I don't like to touch them." "Okay, well, today will be a lot of firsts for you. Just try to play with them during the penetration. You may enjoy it. Come on. Hop up." I put my hands on her waist and lifted her butt up onto the edge of the desk. Her legs dangled over the side. She nervously kicked her heels against the wood while her eyes darted back and forth around the room, but they always came back to my cock. "Come on, let's take this off," I said, reaching for the bottom of her shirt. I peeled it up her body, over her head, exposing her milky white breasts, untouched by sunlight, her pink nipples bright in comparison. She shyly crossed her arms over her chest, trying to block my view. "Now, your pants, sweetheart." I slid my hands down her curved sides, slipping my fingers into the waistband of her sweatpants. She propped herself up with her hands and lifted her butt off the desk, once again revealing her beautiful tits while I pulled her pants down. I took them off at her feet and then I touched her calves, running my hands all the way back up to her thighs, reaching for her panties. She repeated the maneuver so I could peel her panties away from her pussy. The delicate scent of her cunt filled the air around me. I stared at her as she sat on my desk, naked, looking so full of trepidation. Then I began to undress myself, starting with my tie, loosening it and pulling it over my head. I unbuttoned my shirt slowly, all while I stared at her. Her lower lip was trembling, her eyes constantly jumping down to my hard cock. She crossed her legs, as if to protect her little pussy from an invader. I tossed my shirt on the floor with the rest of our clothes and then unbuckled my belt. I could hear Sherry breathing heavily. I opened my pants and they fell down. I pushed my boxer shorts after them, freeing my cock. Sherry's eyes grew a little larger when she saw my balls hanging between my legs. I kicked my clothes off to the side with the rest of the pile. "Ready, kiddo?" "Um, um, I guess." "Here, why don't you scoot a little closer?" I stepped toward her, my cock bumping into her knee, and put my hand on her lower back, bringing her ass to the edge of the desk. "Uncross these for me," I said. I slid my fingers between her thighs and pried them apart. She opened up her legs to me, her shaved cunt exposed. I stepped closer, right in between her legs. My cock stabbed her tummy." "Oh..." she murmured. "Lie back," I said She went ahead and put her feet on the edge of the desk, spreading her knees far apart as she rested on her elbows. She looked down at my cock hovering over her pussy. "Daddy, I'm really scared. This feels like it might be like sex." "It'll be fine, Sherry. We're just going to break the hymen, and then I'll pull right out. It's not sex." "I know, but you're a boy and I'm a girl, and---" "You said I wasn't really a boy, remember?" "I, I guess..." "Good girl. Now, let me look at your pussy to see if you're ready." I reached down between her legs, moving my aching cock out of the way so I could see properly. I just wanted to ram into her, fuck her so hard she flew off the desk, but even though I was taking advantage of my little girl, I justified that it was a necessary medical procedure, and I was going to try not to enjoy it too much. My fingertips touched her pussy and I caressed her slit. She was a little warm, but I needed her cunt to be red hot, ready for sex. After all, she was my little girl, and I didn't want to hurt her... much. "Baby, you're not ready yet." "I'm not? Does that mean we're not going to do it? Okay, I understand." "No, kiddo, it just means I'm going to have to get your pussy ready. Have you ever had anyone kiss or lick your pussy?" Her eyes flashed. "No way!" I laughed. "Well, it'll be easier to penetrate you if I go ahead and lick your pussy a little, all right?" "Um, um, I don't know. That seems kind of gross. I mean, I pee out of there, you know? It's not the cleanest, is it?" "You just showered, it'll be fine." "I know, but still..." "Relax, pumpkin. Daddy's at work." I knelt down and brought my face between her legs, inhaling the scent of her cunt. Her clit was poking out just a little. I kissed it before glancing up at her. She was watching me, holding her lower lip between her teeth. Then my tongue rolled out of my mouth and I licked her slit from bottom to top, crossing her clit again. Sherry held her breath. "Um, um..." "How does that feel, baby?" "Weird," she said. "Let's try it a few more times." I licked against her pussy, pressing my tongue into her hymen, feeling the little hole that was about to become much bigger. She whimpered as my tongue worked. I moved my mouth up to her clit and closed my lips around it, sucking and licking. "Oh," she mumbled. "Oh, god." "There you go," I said. "Feels good?" "I guess, a little, yes. Feels wrong too though." "It's only so your pussy is relaxed, like stretching before a workout, and stretching is what you'll be doing. I need all the room I can get." "But if I went in for surgery, the doctor wouldn't lick my pussy, would he?" "He might, or he might stab a very large needle into your pelvis to administer an anesthetic. This way is easier, huh?" She gulped, nodding, and I returned to my job, licking her little pussy, sucking on her engorged clit. "Oh, Daddy," she said, letting out a little moan. "It's making me feel really good. I've never felt anything like this before. I think, I think I'm having an orgasm. Am I having an orgasm?" "If you're talking through it, probably not." Sherry kept moaning quietly as my tongue worked her clit over. She was as ready as I could make her. I stood up between her legs again, my cock even harder after tasting my daughter's cunt. I took a small bottle of lubricant and spread it over my shaft. Sherry's nervous eyes seemed to realize it was time. "Daddy, I really think we should use the dildo." "Pumpkin, you can't change the surgeon's scalpel in the operating room. This is what you wanted." "Well, I didn't exactly ask for it. It just seems so wrong since you're my daddy." "I told you, it's not sex. Just try to relax. I don't want you thinking about anything other than happy thoughts. Here, you haven't even started playing with your nipples. Go ahead. Touch them." She nervously put her hands on her breasts, caressing them, her thumb stroking over her long nipples. I had a feeling it wasn't going to help much. I stepped into position, my big cock right over her pussy. Her toes were gripping the wood on the desk as she watched. I took my shaft in my hand and angled it at her tiny hole, slapping her cunt once with the head. "Eek," she yelped. "Haha, it's okay, honey, we haven't even started yet." I gently nudged her hole with the head of my cock and her whole body tensed up. "Daddy, I don't think I can do this." "Baby, I'd hate to see you on a real operating table, with ten different men standing around you, all ready to cut your vagina open. And who knows what they might do to you while you're unconscious? You don't want that, do you?" "No," she whispered. "Okay, then be a good girl." "Please, just go really slow." "I think faster might hurt less." "I don't care. I need you to go slow." "Okay. You just try to stay calm and let me do all the work." I reached out to her cheek, stroking it once with my thumb. "Here, bite down if it hurts. She parted her mouth slightly and I slipped the thumb in sideways, between her teeth. She closed her mouth on my thumb, her teeth pinching it. With my other hand, I rubbed the shaft of my long cock along her slit, grinding into her sensitive little clit. She kept her eyes on her pussy, watching me while her hands absent-mindedly played with her reddening nipples. "Here we go," I said. I held my cock steady as I pushed forward. My mushroom head spread her lips apart as it pressed into her hymen. Sherry immediately screamed, spit my thumb out of her mouth, and let go of her breasts to push me back. "Ow, stop! Ow, ow, ow!" I pulled back. "I haven't even penetrated you yet." "Ow, shit," she said, holding her pussy with both hands, crossing her legs and rolling onto her side. "That hurt so much." I put my hand on her bare hip and rubbed in a circle. "Kiddo, you knew it was going to hurt." "Not that much," she whimpered. "Okay, come on," I said, taking her hip and rolling her back over onto her back. "Daddy..." I grabbed her ankles in each hand and pulled her legs apart. She put her heels back on the edge of the desk, but she was holding onto her pussy for dear life. I grabbed my shaft and knocked on her fingers a few times. "Come on, baby, we have to do this." Her lower lip was trembling. "I don't think I can do it. I really don't. I think I'd better do the surgery." "You'll regret the surgery. We've already come this far. Let me just put it in." "I'm so scared though." I rubbed my cockhead against her fingers. I wanted in her cunt so bad. I wasn't quitting without a fight. "Baby, I'm worried about your health. We need to fix this now. Just let me shove it in hard and fast. It will only hurt for a moment. Then it will all be over." "Daddy..." "Pumpkin, it's your choice. It's either me or the scalpel. What's it going to be?" Her eyes were watery, but she took her hands away from her pussy. I placed my cockhead right up against her hole. "Okay, just close your eyes," I told her. She nodded, putting her hands over her eyes. I took hold of her hips, held her firm, and then pulled her in as I shoved forward. My cock shredded through her hymen in one thrust, but her pussy was so small and tight, it was actually painful for me to enter her. I groaned loudly, but my daughter was screaming even louder. "Oh my god! Daddy! Ow, Daddy!" Her legs were off the desk, her toes spreading open as I spread her cunt open, her arms flailing and grabbing my chest. She was crying and whimpering as my cock hit rock bottom and I was forced to stop. "Fuck," I groaned. "Daddy, take it out! Take it out!" Sherry said as she sniveled and cried. "It hurts so much!" "Oh, baby, I know it does," I said, looking down at my cock lodged all the way in my daughters cunt, the way her labia wrapped around my shaft in a loving embrace. "We just have to, um, make sure your hymen is completely ruptured." She whimpered. "It is. It has to be. It hurts so much. Can you take it out now? Please, it hurts, it hurts." "Baby, I can't take it out right away," I said, looking down. I pushed forward and she whined. "We have to leave it in a little longer." "How much longer?" she asked, sitting up enough to look down at her pussy. "Until it doesn't hurt as much," I said. She frowned at me. "Daddy, this is sex, isn't it?" "No, no, baby, of course not. See, I'm not even thrusting, am I? I'm staying very still inside your pussy. I just want what's best for you." "But it's so big, it hurts. I can feel it in my tummy." She held her stomach, rubbing in a circle. "It's inside there. I can feel it. It's in way too deep. Can't you take it out now?" "How about I take it out a little?" I said. Sherry's Cherry I withdrew my cock nice and slow, trying not to groan so she wouldn't know how much I liked it, stopping when my cock was halfway out. I looked down to see my shaft coated in my daughter's virgin blood. "Is that better?" She sniffled, shaking her head. "I think we should take it out all the way. It's too big for my pussy. I don't like how it feels." "Aw, honey, I'm sorry," I said, reaching for her cheek, subtly thrusting my cock back into her tight little cunt. "Ow, Daddy! You're pushing it back in again!" "Oops," I said. "Sorry, baby." I slowly withdrew again, marveling at how tight she was. I'd never been with a virgin before. Even my cheating whore of an ex-wife was loose before I fucked her after senior prom. I had to marry the bitch nine months later. And before her, I'd only had a few blown out cheerleaders. But my little girl, Sherry, fucking hell, she was the best I'd ever had, and I hadn't even fucked her yet, technically. "Daddy, you have to take it out. We're not supposed to leave it in this long, are we? I mean, it'll be like sex if you cum. You said so." "I'm not going to cum, baby." But I was going to cum. Her cunt was a vice. "Please, Daddy, take it out," Sherry said, her lips pouty, like she was asking me for a new car on her birthday. I sighed. "Okay, baby." I slowly withdrew my cock from her pussy. When it popped out, her cunt made a soft suction sound. I stared down at my hard dick, throbbing in request to get back into that hot, hot hole. Sherry, however, sat up slowly, scooting back on the desk, putting her feet back up and spreading her legs so she could look down at her red pussy. "There's so much blood." "Well, we did break your cherry. Some of it may have been left over from your period." "Am I going to be okay?" she asked. "Let me see," I said. Sherry kept her legs open as I knelt down and examined her pussy, spreading her lips apart with my fingers. It was a mess, but I could see the remains of her hymen. Fuck, I just wanted back in there so bad, I didn't care what I had to do... or say. "Honey, I think your hymen isn't fully ruptured yet." "Huh?" she said, looking down at me between her legs. "How's that possible?" "I didn't thrust hard enough the first time. Baby, I'm going to have to go back in there." "But, but it hurt so much." "I'll try to be a little gentler this time, but we can't leave it like this." "Daddy, I don't know..." "Baby, if we don't I may have to rush you to the emergency room. You have to trust me. Be a good girl and lie back." "Oh, god..." Sherry did as she was told, lying back on the desk, once again scooting her butt all the way to the edge, her toes gripping the wood as her legs spread wide. I stepped between them again, my cock throbbing in thanks. I put the mushroom head against her slick hole, prodding it, listening to my daughter's little whimpers. Then I pushed in and she lost her breath, pinching her eyes shut. "Ow, ow, god, Daddy, it's so big." "It's okay, baby girl. Daddy's got you," I whispered, but I was pushing in deeper and deeper until I hit the back of her cunt. I groaned in relief to be back in this exquisitely tight hole. Sherry looked down again, her eyes locking on the base of my cock sticking out of her pussy. "It's all the way in my tummy again, Daddy," she said, breathing through the pain. "It hurts." I put my hand on her stomach, rubbing in circles around her belly button. "You're going to be okay, baby. Listen, Daddy has to move his cock around a little, make sure your hymen is completely broken." "Like thrusting? You can't thrust. It will make you cum and that's like sex." "It's not thrusting; it's more like... rocking. Just stay still." I held her hips and gently grinded my cock into her pussy. She was making little noises as I moved around inside her, somewhere between a whimper and a moan. I slid my hand down to her cunt and gently began rubbing her sensitive little clit. She definitely moaned that time. "Daddy..." "Yes, baby?" "I don't think you should do that." "Why not?" "It makes me feel weird." I smiled at her. "Weird good or weird bad?" "I don't know, but if I like it too much, I'll have an orgasm, and then it's like sex. You said so." "I just don't want it to hurt you anymore," I said as I pushed into her deeper. "Ow, god, Daddy. It's in so deep. Can you take out a little? Please, just halfway." "Sure, baby." I withdrew my cock partway, resisting the overwhelming urge to ram it right back into her cunt. "Better?" "Yes," she whispered. "Your penis is so big. I don't know how it didn't break my cherry the first time. Is it time to take it all the way out yet?" "Honey, to be safe, I should really thrust into you a few more times," I said. "Daddy, I don't---oh!" I thrust my cock into her, ramming the back of her pussy. She whimpered, holding her tummy. "Daddy, what are you doing?" "I have to make sure your hole is clear, baby," I said, withdrawing slowly, getting ready to push back in. "Just a few more thrusts." I shoved myself back in and she yelped. I pressed hard, feeling my cockhead bending. "Ow, daddy, not so deep!" she said, pushing on my chest to stop me, but I already started to pull back. As soon as her hands left my chest, I rammed back in. She slid on the desk. "Daddy, stop! You're not doing it how you said you would!" "Baby, I'm just making sure you're going to be okay," I said, but then I began pumping my cock in and out of her. I couldn't take anymore pretend-time, I just needed to fuck, and her cunt was so tight. "Daddy, slow down!" she whined. "You're thrusting again. You said that's like sex. Daddddy!" "Fuck," I mumbled, but I was lost to words. I had a hold of my daughter's hips and my cock was ravaging that little red pussy, all while I listened to her little whimpers. I couldn't help myself. I was going to cum. An alarm was going off in my head, telling me to pull out, but if I couldn't hear my daughter crying for me to slow down, I couldn't hear that either. I groaned and exploded inside her. Semen came pouring out of me, emptying into her teenaged womb, but still I kept thrusting, letting that unbelievably tight pussy milk my shaft for every drop of cum in my balls. I looked down at my cock, still stuck in Sherry's cunt. Then I looked up at her. Her lower lip was trembling between her teeth. I wasn't quite sure what to say to her, to be honest. But I was going to have talk my way out of this somehow. "Uh, honey, I think you're pussy is all better now." "Are you going to take your penis out now?" she asked. "Yeah, I think that might be safe," I said. I stepped back, slipping my gooey cock from her cunt. A strand of cum connected us until it snapped back and dripped on the desk. Even more semen was leaking out of her pussy. Shit, how to hide this? "Uh, don't move, Sherry. Let me get something to clean up the blood." I quickly moved around behind the desk and took out a roll of paper towels. I ripped off a few sheets, giving my cock a quick wipe. It came away with more blood than cum. "I'm just going to clean you up, okay, and check on your pussy." "Okay, Daddy." She remained still on the desk as I knelt down, wiping her cunt with the paper towel. Sperm was still leaking out of her. Shit. "Well, honey," I said, standing up, my cock hanging down obscenely, "I think the procedure was a complete success." "Really?" she asked. She reached down, touching her pussy, slipping her finger along the slit, momentarily pushing it inside. She pulled it out quickly. "It feels really gooey down there." "That's just the blood... and your vaginal fluid." She looked at her fingers, and I gave her a paper towel to clean them off. "So I'm going to be okay?" "Yup, you sure are. Why don't you take a shower, clean up, and head off to bed? If you have any other pain, just let me know and I'll examine your pussy again, okay?" "Okay, Daddy," she said, hopping down from the desk, leaving a puddle behind, which I quickly wiped up before she turned back. "Daddy? We didn't really have sex, did we?" "No, no, baby. It would have happened just like that with the dildo." "But you kept thrusting into me, even when I told you not to because it hurt." "I did it because I had to make sure your hymen was broken properly. I know it seemed rough, but it was for your own good. You can't ask the doctor to stop the amputation when the leg is halfway off, can you?" "I guess not. It just hurt so much, and my pussy feels so sore." "I know, sweetie, but it'll feel better in a couple of days, and more importantly, you're much healthier." "And I'm still a virgin?" "You sure are," I said. "Give your father a hug, kiddo." She shyly hugged me, though she kept one hand covering her pussy, as if I hadn't seen it already. I held her for a moment, my cock pressing up against her stomach, and kissed her forehead. "Sleep tight, baby." "You too, Daddy." The next day, I whistled my way to work. Even the same mundane questions that I got from patients didn't bother me. "Doctor, I think I'm sick." "Doctor, I think my temperature is high." "Doctor, I think a hooker gave me Chlamydia." All the same. Take two of these and don't call me in the morning. But I began plotting: how to get back into Sherry's pussy? I had to have her again, and again, and again, soon. But how? I decided to seek medical advice from a colleague over lunch. "Bob," I said, "have you ever fucked a patient?" Dr. Bob took his time chewing his sandwich before he answered. He had been something of a mentor of mine when we worked at the hospital together. Since then, he'd left to start his own private practice, and then he asked me to join him. He was much older than I was, and much wiser. He finally swallowed his mouthful. "Why do you ask, Paul?" "Well, hmm, how do I say this...?" "Just tell me it wasn't in an exam room. You know there are strict guidelines." "Oh, no, it was at home." "Oh, fine then. Yes, I've fucked dozens of patients. I do have the common courtesy to do house calls though." "Right," I said. "Anyway, this patient happened to be a virgin." "You lucky son of a bitch." "Yes, well, she was asking medical advice because her hymen was microperforated. She didn't want to see a gynecologist and she was terrified of surgery, so I told her the best alternative was penetration, and I fucked her." "I once told a woman she could get colon cancer if I didn't use my penis to feel for tumors. Never seen someone happier to be fucked like a dog. Don't even get me started on mammograms. What's your question, Paul?" "Touche," I said. "My question is this girl's pussy was incredible. I've got to have her again. But I can't exactly pop her cherry twice. What do I do?" Dr. Bob was chewing again. "Ah, the age old question of how to fuck a woman under medical pretenses. Easy enough. Tell her penetrating the hymen is like getting her ears pierced. She has to be penetrated again or infection could set in." "That will work?" "If it doesn't, just bend her over and take her. Women prefer that." "You are truly an inspiration, Bob." "Yes, that's what my wife tells me. Lunch is on you, by the way." I had a plan! Yes, Dr. Bob had given me the key to Sherry's chastity belt. It was a silly idea, ridiculous even, but my daughter was book-smart, not sex-smart. I would be back inside her little cunt by the end of the day. Fuck, I couldn't wait! I made it home around 6:00 p.m. The house was quiet, the TV off, no sounds at all. Sherry had to be home though. Her car was parked in the driveway, and the poor girl never hung out with friends after school, unless you counted the local librarian as a friend, which she probably did. I found her in her room. She was lying in bed, curled up with a book, still wearing her school uniform. I vaguely wondered why a Catholic school would design a girl's uniform with a short skirt and a skin-tight white blouse, but then, I wasn't complaining. Shame on me. "Sherry?" She looked up from her book, unfolding her feet from under her, straightening up. "Daddy, hi. I didn't hear you come in. I was reading." "That's okay. How are you feeling?" "Okay, I guess. How was your day?" "Fine," I said. "How, uh, how's your vagina feeling?" "I'm, um, still pretty sore." "Sure. Anything you want to talk about or...?" "No, not really. I kinda just want to put it behind us, you know? It's sort of awkward to talk about." "Sure, I understand," I said. "I kind of feel like, I don't know, more experienced than I was before, like I know about sex now, more than I wanted to know." "Well, it wasn't really sex," I reminded her. It sounded stupider and stupider every time I said it. "What I mean is, what we did was no different than a medical procedure. I don't want you to feel uncomfortable because I was the one who performed it." "Yeah, I guess not. I mean, it is totally weird to see your father's penis in the first place... and then have him stick it in your vagina, but, you know, I guess every girl has crazy stories like that, right?" "Uh, sure." "We'll probably look back and laugh," she added. "Of course we will." She smiled. "Well, um, I'm going to finish my book. Call me for dinner?" "Actually, honey," I said, coming into the room and sitting on the edge of her bed, "before we do dinner, I'd like to examine your vagina again." Sherry immediately looked nervous. "Why? It's okay. I looked at it this morning. I mean, it's kind of red and sore, but I'm okay." "Still, as your doctor, I'd like to examine you." She was gnawing on her lip. "Um..." "Doctor's orders," I repeated. "I, I just feel weird..." "Come on, kiddo. No stalling. I've already seen it before. Take off your panties." "Yes, Daddy," she whispered. She put her bookmark in her book and set it inside. Then, she hitched up her skirt around her stomach. Her panties were simple, just white. She hooked the waistline with her thumb and pushed them down to her legs to her feet. She reclined in bed against a mountain of stuffed animals and then spread her legs open, nice and wide for her father. I crawled in between them, making a point to put my hands on her inner thighs, spreading her legs even wider, just so I could see her pussy lips gape for me. I reached for them, spreading them with my fingers. "Is it okay?" she asked. "Give me a moment," I said, staring at her pussy. I could feel my cock growing longer and harder in my slacks, encouraging me to lie through my teeth if it bought me a ticket back into this delicious little cunt. "Sherry, I have some bad news." "Oh, no, what?" "Your hymen is broken, but because it was broken so quickly, I'm worried it's going to reclose." "It can do that?" "Yes, I'm afraid so, sweetie. You have to think of it like a body piercing. When you had your ears done, you didn't take the earring out right away, did you?" "No. The girl at the mall said it could close up and get infected." "Yes, that's right, infection. She was a smart girl, that mall worker. The same principle holds true for your vagina. See, when the hymen is broken naturally, during sex, the penis is usually inside the vagina for some time, keeping it open, but because I pulled out so quickly, I'm worried your hole could close back up and get infected." "Well, what do I do?" "I'm afraid I'm going to go ahead and put my penis back inside you." "What, again?" "Yeah, I don't like it either, but I think that would be safest." "But it hurt so much the first time." "It will start to hurt less the longer it's inside, but it will hurt a lot more if we leave your pussy how it is now. You may even have to go for that surgery you were so worried about." Sherry looked nervous as she thought about it. "I don't know, Daddy. What we did, it felt so... wrong, you know? I mean, I feel all dirty, like I've been bad." "Nonsense, Sherry. You're a very good girl. I don't want you to feel guilty. It was necessary before, and I'm afraid it's necessary again." "Can we use the dildo this time?" "No, I don't think that would work. See, last night when I put my cock in you, I realized your pussy is very small and tight. I'm worried the dildo, because it isn't as flexible as my penis, could seriously injure you. It's actually a stroke of luck that we didn't use it, but to be safe, I think I'd better just use my cock again." She bit her lip. "Daddy, you wouldn't lie to me, would you?" I looked her right in the eye and said, "Never, baby." She gulped. "Okay, Daddy. You can put it back in me." "There's a good girl." I first took out the lubricant I had stashed in my pocket. Sherry seemed to question it with her eyes, and then I started to undress in front of her, taking off my tie and unbuttoning my shirt. My pants were next. I pushed them down, followed by my boxers, and my cock sprang free. It was already hard. I could barely contain my excitement. I crawled on the bed, coming closer. "Wait, Daddy," Sherry said, looking at my cock. "Um, before we start, how long are you going to put it in this time? Just for a minute, or are you going to keep it in longer, and are you going to push it in and out?" "I might have to keep it in for a little while longer than last time, and yeah, I'm going to have to push pretty hard to make sure your pussy hole is properly bored." She frowned as she sized up my thick cock. "Would it be okay if I put my hands over my eyes and didn't watch? It makes me feel dirty." "Here, I have a better idea." I took her hand and lifted her up to her knees. "Why don't you turn around and put yourself on all fours? Then you won't see anything." "Like a dog?" "Yeah, sure, just like a dog." "Okay," she said, turning around carefully, putting her hands down on the bed, arching her back, her cute little ass sticking up in the air. "Like that?" "That's perfect," I said. I squirted some lubricant on my shaft and massaged it in, staring at my daughter's pretty pussy sandwiched between her thighs. Fuck, this was going to feel good. "Ready, pumpkin?" "I guess. Just not so hard like last time." "Of course not, baby." I crawled closer and put the head of my cock right up against her pussy lips, prodding. She wiggled, and then I slowly pushed forward, groaning as my cockhead popped inside her. Sherry yelped. "Ow!" "Fuck, you're so tight," I mumbled. "What, Daddy?" "Nothing, pumpkin. Daddy's just having a hard time fitting his cock into your cunt." "Why do you use such dirty words, Daddy?" "You're mother's filthy, whore mouth corrupted me. Now, hold on." I took her hips and then in one hard thrust, rammed my cock all the way into her tight little pussy. She squealed. "Not so deep, Daddy, it doesn't fit!" "Sorry, kiddo." I pulled back and pushed right back in, just as hard, making her whine. "Ow! Daddy, stop doing that!" I started to get a rhythm going, sliding in and out of her pussy, not going too deep. She was making little wincing faces, her nose crinkling up, her mouth hanging open to breathe. I began watching my glistening cock slide in and out of her. "Doing okay, baby?" She turned her head around and I saw her sad, glossy eyes. "Don't push it in so deep. It hurts when you do that." "Like this?" I asked, giving her a hard thrust that rocked her body forward. "Ow! Daddy, you're mean!" "I only want the best for you, pumpkin," I said. She turned back. My hands roamed over her hips and her ass, hitching her skirt up higher. I spread her cheeks as I watched my cock work in and out of her cunt. Then I reached around her thigh, touching her little clit. I began massaging it with my fingertips. She let out an exhale that sounded like a moan. Sherry's Cherry "Daddy, don't touch me there," she mumbled. "It's not right." "If it feels good, it won't hurt so much." Her breathing grew heavily. I think she was trying not to moan, but I could tell she was starting to like it. I wanted to see if I could make her cum, so I tried not to thrust too deep. I kept up a steady pace, only giving her half of my cock. "Oh, um, oh," she whispered. "Daddy, can we stop now?" "We're not quite done, baby." "God," she whispered. "Do you want me to go faster or slower?" I asked gently. "Um, maybe just a little bit slower, but not too deep. It hurts when it's deep." "I know, sweetie. I'll go a little slower for you." I slowed my thrusting, sliding in and out of her slick cunt in steady strokes, so tight yet so welcoming. I kept massaging her clit with my fingers. My other hand slipped under her white blouse, rubbing her back in gentle circles. I found the latch of her bra and unhooked it with one hand, a skill that had rusted since my teenaged days. "What are you doing?" she asked, closing her mouth to hide her moans. "Just making it feel better," I said. I slid my hand around her torso, wiggling my fingers under her bra, cupping her breast. I rolled her nipple in my fingers and she moaned out loud for the first time. "Daddy, god, this is so wrong, you know that?" "It's just until your pussy is better, baby. Does it feel okay?" "God. Oh, god. A little faster. And, and just a little bit deeper, just a little." "Okay, baby," I said. I pushed into her a little deeper, listening to her body language, watching for her to shrink away or moan out. I found where she liked it and increased my pace, thrusting my cock in and out of her tight cunt, all while I continued to massage her clit and pinch her nipples. "Fuck," Sherry said. "Daddy, we have to stop. Oh, god, it's happening. Oh, no." "Oh, yes," I whispered into her ear. She let out a moan of pleasure, following by a scream of ecstasy, and I knew I had her. Her cunt was contracting around my shaft as I thrust even harder, penetrating her deeper, losing myself to her pleasure. She reached back, putting her hand on my stomach to slow me down. "Oh, oh..." I slowed down again, slipping my hand out of her blouse and taking my other away from her clit. "You okay, kiddo?" "I, I think I just, I just..." "You had an orgasm. It's okay, baby." "Oh, god." "It's okay," I told her gently. "You're still technically a virgin." She was quiet for a moment. I heard her sniffle. "Are we done? Can you take your penis out of me now? I don't want to do this anymore." "I don't think so, kiddo. In fact, we may have to keep this up for a few weeks, just to be safe." "God. I'm not stupid, you know?" she said. "I know what you're doing." "What am I doing?" I asked her. I started to increase my thrusts into her pretty little pussy, pushing harder. She was squirming under me. "You're fucking me," she said, speaking with heavy breaths. "I knew you were lying. I knew you just wanted to fuck me." "Now, Sherry..." "Daddy, how could you? I hope you're proud of yourself." "I am," I said, growling in her ear, slamming my cock deep into her cunt. She whimpered. "I'm you're daughter, you pig. I came to you for help, and you just wanted to fuck me. I can't believe you." "I didn't hear you complaining while you were cumming." "Fuck you," she whispered. "I will fuck you," I said. I grabbed the back of her head and forced her face down into her pile of stuffed animals. With my other hand, I pushed her knees apart even wider so I could get in deeper. I held her hair in my fist and then slammed my cock into her. "Daddy, not like that!" she whined, reaching back. I pushed her hands away and shoved her back down. With each thrust, I was lifting her knees off the bed, pounding her harder, shoving her face deeper into the stuffed animals. She held onto one of her teddy bears, biting its ear as she kept her eyes closed, all while she whimpered and moaned. "Daddy!" "Shush, just be a good girl," I told her, keeping her head pinned down as I pounded into her cunt. Her knees slipped and her legs splayed open on the bed. I wasn't deterred. I kept after her, keeping her legs wide so I could fuck her cunt relentlessly. She put her hands on the wall, bracing herself to stop her head from hitting it. Me, I couldn't last any longer. "Fuck, kiddo, I'm going to cum." "No," she sniveled, her voice muffled by the stuffed animals all around her. "Oh, yes," I said. "Not in my vagina." "You want me to pull out?" "Yes, anywhere but in there, please!" "Okay, baby, for you." I pulled out just as my cock began spewing cum. It splashed her ass crack and ran down over her pussy lips. My shaft was throbbing as I emptied my balls. I grabbed it and gave it a few long strokes, sighing as I finished. The mess was everywhere, forming a trail of cum from her ass to her pussy to the bed. I climbed off, looking down at her. She rolled over, slow to sit up, looking down between her legs at the cum. "I can't believe you did that." "Well, at least your hymen is fully ruptured." "You could have got me pregnant." "I pulled out, didn't I? And now you're all better." "Does that mean you're not going to do this again?" I walked to her door, pausing. "I think you'll need a few more treatments just to be safe. Why don't you order some dinner while I finish up some work? We'll eat, and afterward, I'll let you ride my cock for a little while, just to make sure your pussy is working properly." She frowned. "So you're going to keep fucking me?" "Yeah, kiddo, but just until your pussy can take my cock without any pain." And that was my happy ending. Maybe she knew I was lying, but I really thought we were going to be okay. My beautiful daughter was going to slowly turn into my sexy lover. Sure, she was hesitant, but that was only because this was all new to her. In time, I knew she'd grow to love it, just like I loved her... . . . . . The End. . . . . . (...the extra scene after the credits...) "No," she said. I stopped at the door and turned back. "Pardon?" She climbed up to her knees on the bed, her skirt falling down and covering her pussy. Her fists were balled at her sides. "You're the worst father in the world." "What did you just say to me?" "I said you're a bad father!" she yelled. "I'm a bad father?" I echoed, anger rising up, mixing with indignation. "Don't talk to me like that in my own house, Sherry. Now, I know you're upset, but---" "You're a bastard and you fucked me and I hate you!" she screamed. "You ruined my life! You're a bad father!" I marched back into her bedroom, my cock slapping my thighs as I came at her. She recoiled in fear as I reached for her hair, grabbing it. She yelped and I yanked her head back. "Daddy!" "Why don't you say that one more fucking time?" "Let me go!" she said, trying to push my arm away. "You want to run your mouth?" I said. "I'll give you something to run your mouth over. Open your mouth. Open it." "No! Let me go right now! I'm running away and you'll never see me again!" "Open your mouth!" I growled, grabbing her jaw and squeezing. Her mouth opened and I stuffed my half-hard cock right in. Her eyes flew open, either from my dick hitting the back of her throat or from the taste of the cum. I held her head steady for a moment, letting her taste it, and then I let her go. She pulled her head away, coughing and gagging. I kept her hair in my fist. "Good girls get a bar of soap in their mouths when they say bad things, but naughty girls get a fat cock down their throats when they say nasty things. Do you want to apologize or do you want me to do it again?" She looked up at me, angry. There was cum on her lips. "Fuck you! You're a bad father! You're a bad father! You're a bad father!" "Oh, you fresh little bitch, I'm starting to think you want it." I pulled her head to my cock and had to grab her jaw to force her mouth open again. I shoved my dick in, but this time I didn't let her pull away. She gagged on it, her tongue thrashing against my sensitive shaft. But I was stiffening, getting harder and longer in her mouth. I yanked her head away and tilted her head back to look into her eyes. "Now, what did you say?" She swallowed and her lower lip trembled. "You're a bad father." "You just don't learn, do you?" I rammed my cock back into her throat. She kept gagging, her arms flailing to push me off. "Ready to say you're sorry?" I shouted at her. She was bracing her hands against my waist, trying to pull her head away from my cock. I loosened my grip and she gasped for air, coughing and sniveling. "Now, what am I?" I asked her, pulling her head back again, looking down into her watery eyes. With trembling lips, she said, "You're a good father." "There's my good girl," I said gently, but I pulled her head back to my cock. "Now open your mouth and say you're sorry." "No, please don't make me suck it. It tastes gross. Please, Daddy!" "Open your mouth and say you're sorry!" She opened her mouth to speak. I think she actually did try to say she was sorry, but I couldn't understand her with my cock in her mouth. Her tongue did feel good trying to form words though. I held her head and gave her throat a few thrusts, making her flail. She tried to push me away again, but I had her hair. "Are you sorry?" I asked her. She nodded with my cock in her mouth. "Do you want me to take my cock out of your mouth?" She nodded again, panting through her nose, looking up at me with pleading eyes. I slowly withdrew my shaft from her lips. She was coughing again, panting for air. "Are you going to be a good girl?" I asked her. "Yes. Yes, Daddy," she said meekly. "I'm sorry." "I forgive you," I said, "but you still have to be punished. Suck it." "No," she said, shaking her head, looking up at me. "Please don't make me, Daddy. I said I'm sorry." "Suck it or I'll fuck you in the ass." She gasped. "Daddy." "Suck it," I repeated. Her head lowered like a broken animal and her mouth fell open. I grabbed her head and guided my cock back in, but only halfway. "Now suck it. Close your mouth. Use your tongue." She closed her mouth, learning on the fly how to suck cock. Her tongue was probing my shaft, licking along the mushroom head, lapping at the piss slit. Her cheeks were caved in like she was sucking soda from a straw. I was watching her eyes. There were tears in them. She pulled her mouth off and gave a little cough. But one look from me and she quickly put her mouth back on my cock, licking the head again. I pushed forward, edging my shaft toward her throat. She immediately pulled her head away. "Daddy, I don't like that." "Take it down your throat," I ordered her. "No, Daddy, it makes me want to throw up." "You don't want to suck my cock anymore?" She shook her head, giving me her pouty lips and puppy eyes. "No. It's wrong. You shouldn't treat me like this. I'm your daughter." "You're right," I said. "If you don't want to suck it, you don't have to." "Really?" she said, looking hopeful. "Really, you don't." I grabbed her arm and started to turn her around. "Daddy!" I forced her over, pushing her down on her chest. I mounted her from behind, looking at her plump little ass. Then I grabbed my bottle of lube and squired it right on her ass crack. She realized what was about to happen. "No! Not there! Daddy, please don't! It doesn't go in there!" "You're the one who didn't want to suck it," I told her. I peeled her ass cheeks apart with my fingers. She reached back with her hands, grabbing my wrists, trying to break my grip. Her legs were flailing as she tried to crawl away, but I grabbed the back of her neck, pinning her down. Then I grabbed her hair, pulling it tightly around my fist. She screamed and held my wrist. My fingers began exploring her ass crack, testing it. The lube let me slip one digit right into her asshole. It was tight. "Ow! Ow, Daddy! Please don't do this!" "Do you want to suck it?" I asked her. "Yes, yes, I'll suck it!" "Too late," I told her. I began to push my finger in and out of her asshole as she whined and struggled under me. Then I grabbed my shaft, aiming my head for her cheeks. I pushed between them, poking and prodding her asshole, making her cry out. "Please, Daddy! I beg you! Don't fuck me in the ass! I'll be a good girl! I'll do extra chores, anything! Just not that!" I ignored her and put my weight against my cock, driving it straight down between her ass cheeks, piercing through her hole. She screeched, her feet kicking behind me, her arms bending back, desperately trying to push me away. "Unnh! Oh, god! Take it out! Take it out!" "Holy fuck, this is tight," I said. "Shit. I can't fucking believe your ass is so small." "Please, oh, god! It hurts! It hurts so much!" She was still trying to push me away. I grabbed her wrists and held her arms down. I started to withdraw my cock from her ass, but only long enough to shove it right back down. I could feel my shaft bending inside her as she cried out in agony. "God, help me!" "That's it, baby girl," I cooed. "Sing for Daddy!" I pulled back and slammed my cock back down into her ass. She kept wailing, tears flowing down her eyes, sniveling and crying, begging for me to stop. "Please, Daddy, no more! I'll be good. I'll be good. I'm sorry I said bad things. I didn't mean it! I'll be good! Please! Ohhngh! God! Ahh!" "Mmm," I whispered into her ear as she cried for mercy, my long cock burrowing into her bowels. "Now you want to apologize, but naughty girls have to take their spankings." She didn't respond. She just went on crying, shaking her head, snot running from her nose, and I just went on slamming my cock into her tight little asshole. I did notice my shaft had blood on it though. I had really hurt her. I felt a little bad about that. "You okay, baby?" I asked her. "Wah, wah! Please! Please!" "You want me to stop?" I asked her. She nodded, her face all scrunched up as she cried. "Please!" "Daddy has to cum again," I told her. "Do you want it in your pussy, or do you want to swallow it?" She couldn't answer. She couldn't do anything but cry and beg. I slowed my thrusts, just leaving my rock hard cock lodged deep inside her asshole. I let go of her wrists and stroked the back of her hair a few time. "Baby? Did you hear Daddy? Cunt or mouth?" She sniveled, struggling under me, whimpering. "Please, no more." "Where do you want it, pumpkin?" "Not in my mouth. Please, it's dirty and yucky. Oh, god, please, take it out." "You want me to cum in your little cunt?" "No, no, not there. I don't want to get pregnant. Please, Daddy, please just stop." "You're right. After all, a pregnant girl won't get far if she runs away, will she?" "No, Daddy, I won't run. I'm sorry I said that. Please, god, please just take it out." I slowly slid my long cock out of her asshole. She whimpered the whole time, and then I was out. She immediately rolled over, her hands reaching under her butt, holding her asshole as she kept on crying. I grabbed her ankles and spread her legs open. "Daddy, wait!" I laid into her, plunging my cock back into that tight little cunt. "God!" she cried. "Oh, fuck. Let me know if you get a urinary tract infection, kiddo, I'll grab some meds from work." "Please don't cum in me," she whined. I laughed, putting my hand on her tummy. "You want a little sister in your belly?" "No, Daddy." "Yes, pumpkin. Take it all. Take care of your little sister." She closed her eyes and kept crying as I started sliding my cock in and out of her cunt. Her hole was so tight I could barely tell the difference from her asshole. I picked up the pace though, slamming harder and deeper into her, making her cry out each time I hit rock bottom. "Not so deep, Daddy, please!" "You're such a good little girl," I told her. I reached for her face, stroking her cheek and giving her a kiss on the lips. "Daddy loves you very much. You know that?" She sniffled, nodding. "Yes, Daddy." "Are you going to keep Daddy's cock happy from now on?" She nodded again, wiping her eyes. "Yes, Daddy. I'll be good, just not in my butt again, please." "No promises," I said, groaning. My balls tightened up and cum spewed from my cock, filling up her pussy. I didn't even try to hold back like last time. I just kept thrusting, letting that tight cunt of hers milk my shaft of every last drop of cum. It felt so good, I didn't even want to stop thrusting. "Fuck! Oh, god, that's good." I slipped out of her pussy, my cock exhausted from all that fucking, covered in cum. Sherry whimpered as she looked down between her legs, cum oozing out of her pussy lips. "I'm gonna get pregnant." "Shit. Yeah, probably, but Daddy will always take care of his little girl, and his little girl's girl, okay?" "Yes, Daddy." . . . . . Um... You're still here? It's over. Go home. Go.