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By Anonymous (address withheld)

My name is Elki Winters. I am 22 years old. Statistically I measure 35-22-33. My face is ugly, well not ugly, just plain. When I fix myself up, I am pretty. There is a gap between my buckteeth in front. My hair is straight. The rest of me is great. My large separated breasts are very conical. I want my breasts to be cones, so I wear a plastic cone over each breast under my bra. The hole in the cone is just large enough to let my dark circles through. This makes them bulge out, and I like that also. The boys that see my breasts really like them. I shave my pussy and asshole so the boys can see me and will like me more. I hesitate when I speak. Most people think that I am retarded. I am not. I could easily have earned straight A's in school, but then I wouldn't have had as many boyfriends.
Jack Spade is my boyfriend, well not my boyfriend exactly. He takes me places and buys me things so that I will undress for him and his friends. I don't like the groups, but I always do what Jack wants. There is one exception. I have refused to let Jack fuck me. Jack has let me masturbate him to relieve his tensions. Lately, Jack has insisted that I suck his penis and swallow his cum. I don't mind doing Jack, because I love him with all of my being. It's when I am forced to do his friends that I object. One night I had to masturbate and suck eight of his friends. I was embarrassed to tears. It was bad enough just letting them see me naked and play with my private places. I drank so much cum that I was starting to be sick. Since my complaint Jack has held it down to three friends plus himself every time we go out. Jack has a lot of friends.
I have noticed that Jack never takes me places where anyone will see us. This does not surprise me, because of my buckteeth. I know Jack takes other girls to these kinds of places, but we always go to private places where they can play with my tits and have their blowjobs. I am becoming very good at giving head. Lots of Jack's friends try to make me climax by rubbing my clitoris, but I stop them. I only climax with Jack's fingers.
Last night Jack slapped me hard across the mouth when I refused to fuck. I cried on his shoulder while his friends removed my clothes and proceeded to feel my secret places. They pushed my feet apart and pulled my pussy lips wide open for Jack. When my tears stopped, Jack reached down and slid his finger into my wet hole. I really like it when Jack fingers me. I was already hot and instantly moved to his rhythm. I closed my eyes and let myself go. Times like that are very special to me, the man I love giving me special pleasure. I climbed toward my orgasm, higher with each stroke. Jack backed away from me so that his friends could watch my tits bounce. I could feel his friend's hands all over me again. As my climax started, I moaned my pleasure and Jack withdrew his finger. I was confused and begged him to continue. With a wink to his friends, Jack refused to work on me until I let them fuck me. I begged and start to cry when they would not let me finger myself. They continued to hold my hole open and legs wide. Jack fingered my clitoris gently every so often so that my need grew and grew. I was moaning in pleasure and crying with frustration and need. Each time Jack touches me; I push my pussy into his finger and try to pump his finger.
Finally, I surrender. "OK, Jack. You can fuck me. Only you, no one else." Jack nods to me and winks at his friends as he quickly strips. Hands pull me to the floor and spread my legs. More fingers pull my pussy open while Jack kneels between my legs. Fingers probe my clitoris until Jack is ready. I am braced for the pain that will come. I feel Jack's penis slide gently in until my hymen blocks the way. Jack pumps up against it until he loses his patients. Jack rams as hard as he can and I scream in pain when my maidenhead rips. Jack smiles and his friends laugh as I struggle to free myself. Struggling makes it easier for Jack to drive his cock deeper and deeper until it is in as far as possible. Jack pumps hard till he cums. I can feel his hot cum in my pussy and cease struggling.
Jack withdraws and a friend takes his place. I am weak, but I struggle with him until his penis is deep inside of me. I plead with Jack to make them stop as his friend pumps my aching pussy. Jack slowly shakes his head. Each boy in turn rapes me while I cry in pain. When they have had their fill of me, I am allowed to clean up and dress. I am sick. They drop me off near my home and hurry away. I shower, but cannot wash the hurt and shame away. I vow to stop seeing Jack, but even as I swear it, I know that I will not go through with it.
I am a particle nurse and I work in a gynecologist's office. I function as the receptionist and prep nurse. I take the women to their rooms, have them undress, and fill out the paper work for the doctor. I work extra hard for the two weeks that Jack stays away. When I cannot stand it any longer, I call him. Jack and his friends pick me up and drive to someone's home. I am not surprised when they pull my clothes off. I masturbate them and suck them while they play with my body. Finally, it happens. Jack pushes me back onto my back while his friends watch. It hurts when his penis rubs my torn hymen, but the pain is nothing compared with last time. I even enjoy it and let myself relax and climax with Jack. I don't like his friends watching and feeling me even while we make love, but I dare not make Jack mad by complaining. After all, I called him. I feel Jack's cum flow into my pussy and let myself go. My moans are solo and bring a grin to Jack's lips.
I know what will happen, and struggle to close my legs. Firm hands hold my legs wide while the next boy kneels into position. His penis goes completely in me with one thrust. I am wet so there is little pain. I suffer this new rape and the three that follow, in silence. I am released and allowed to clean up. When I join the boys, I cannot find my clothes. Jack has us sit in the living room for a talk. Jack has me describe my work and the different ladies bodies. I also relate the small talk that the women share with me. The women share their innermost secrets with me, and I know that Jack likes to hear them. I don't use real names.
Jack has a miniature camera and tape recorder for me. He wants me to take pictures of the naked ladies and record our spicy chats. I refuse at first. Jack is silent while his friends force me to my knees and then open their pants for me to suck on them. I can taste myself on each penis. When each boy cums, he forces himself deep into my throat causing me to choke. When the first boy faces me again, and I realize that they will keep it up until I surrender, I start to cry.
Jack ignores me and continues to read the paper. After eight times, the boys give up. Jack gives the thumbs down sign and they pull me into the bathroom. The boy stands in the tub and has me kneel in front of him. When I am sucking him, he pulls my head into him so that his penis is deep down into my throat and then he urinates. The hot urine fills my throat and mouth. Because of the way that he is holding my head, I have to drink or drown. I drink as fast as I can. When I am released, I am really sick. I look up to see the other three boys standing on the edge of the tub pointing their cocks at me. All three shoot at once and bath me in a spray of warm urine. My hair is dripping, I give up, "OK, Jack, I'll do it. Please, don't make me drink again. I am going to be sick." The vomit comes without warning.
After I agree to spy for Jack, he takes me out more often. One time he even took me out alone. I was so pleased that I gave him the best blowjob I could. I made it last a long long time. I know that it was good for him, because he almost filled my mouth with cum. He even moaned during his orgasm. Later, when he was fucking me, I used all of the techniques that I have read about to make it extra good for him. I flexed my crotch muscles at just the right times and reached down to squeeze his balls occasionally. This time, his moan is loud and long as he shoots my pussy full of hot cum. When he is spent, I suck on his limp cock until he's hard again. I climb on top of him and put my pussy where my mouth was. I start slowly and build up momentum until I pump him to another orgasm. My breasts shake, and I add a little extra to make them really move. I am very happy and let myself reach climax when I feel Jacks cum flow. Later I lie beside my love and hold him close. I have never had a better day. Jack is very pleased with me, I am sure, but the next time he shows up, he has three friends with him.
Jack and I are never alone again. Jack and his friends fuck me every time we get together. They seem to enjoy sending me into high orgasms and then watching me scream and moan. I try to resist them, but they finger my clitoris while their friends fuck me. I cannot hold back. I cum and cum and cum. My juices flow freely. My clitoris is slightly sore from excessive use. My breasts are quite sore also. If Jack is happy, I don't mind. Each time Jack shows up, he brings new film and tape for me. I feel guilty about filming the women that I work for, but there seems to be no harm done. One of Jack's friends is a photographer and happy to develop his films. Jack has edited the tapes and removed the extraneous stuff. When I am allowed to listen to the final tape, I am embarrassed to listen to what I have done. Jack refuses to let me stop.

The first time I met Sandy, I could hardly believe my eyes. She is a gorgeous woman with a divine figure, rather large breasts, almost no waist, and the best looking legs that I have ever seen. For some reason, I am attracted to her and really let my hair down. I almost refuse to take her photo, but I know Jack will love her pictures. Every inch of her is perfect. My photos will show every inch also. Sandy seems to like me and we really open up with each other. I tell her about Jack and she tells me that she has her sights on the doctor that I work for. She can tell that I am no threat, so she asks for and gets all the info about the doctor, from me. I leave the tape running, in the examining room, when I leave them alone. I want to know how Sandy does with him.
That tape is really loaded with the kind of stuff that Jack loves to hear. I call Jack and we agree to meet for lunch. We trade new tape and film for old and then drop in on one of Jack's friends. He is not home, but Jack has his key. My heart races as we enter his apartment 'alone'. My time is short so Jack doesn't waste it. We embrace and exchange tongues. I love to probe his mouth. I am very surprised when I feel fingers removing my clothes. I groan and try to free myself, but Jack holds me tightly. When I am naked, my legs are pushed wide for the exploring fingers. I cannot hold back my juices when my clitoris is stroked.
Jack pulls his pants and shorts down, and then takes my head in his hands. He lowers me down to his penis. I am forced to bend at the waist and not allowed to kneel. I accept his penis into my mouth and suck him to hardness. Jack continues to hold my head so that I cannot see who is squeezing my breasts and fingering my shaved pussy. Finally a penis invades my cunt and fingers stroke my clitoris while he pumps me. I am very hot and cum several times while the men pump me. I try to forget them and concentrate on Jack. I gently squeeze his balls and suck the way that he likes it. I am pleased when I taste his cum. I back off until just his crown is in my mouth, and pump his penis with my hand. I am forced to continue until the men are finished with me. I manage to bring Jack to another orgasm before the men finally leave.
When the door closes and we are alone, Jack thanks me for helping him out. These men are Jack's bosses, and he had promised them a crack at me. I hold Jack close and cry into his shirt. Jack pushes me to the floor and climbs onto me. I do my best for him and he has a very good ride. "I love you Jack. You know that I will do anything for you. You will really like the pictures that I brought. I like this woman very much, Jack, please don't show her stuff to anyone else." Jack agrees and lets me dress. I have a bad feeling about letting Jack have Sandy's pictures. I shake my head and return to work.
Sandy is just leaving her apartment when it happens. Several men in stocking masks push her backward into her apartment and grab her mouth. A long sharp knife is put against her face and the threat delivered. "If you make a sound, I will cut your face." Sandy has such a beautiful face and body that she surrenders herself and stops struggling. "That's better, bitch. Look pretty for the cameras and then lets start taking our clothes off..." Sandy shows her stuff for them. They are all impressed with her body, especially her gorgeous face. When Sandy is naked, they insist that she shave her pussy while they watch. Many photos are taken during each phase of Sandy's ordeal. When she is shaved, she is forced to kiss and then make love with each man.
Sandy knows how to please a man, and she does not want these men to scar her. The men have a real treat as she performs for them. When they have all had her once, she is tied to her bed face down with her hands and feet tied to the four corners. One man slips under her and fingers hold her pussy open while he enters her. Another man sits above her head and then lifts her face up while he slides under her. Sandy is forced to accept his penis into her mouth. Finally, a third man lubricates her shaved asshole and slowly slips his cock into her brown hole. At the signal, Sandy is forced to suck and pump the cock in her mouth while the other two pump her. Sandy is OK until fingers slip between her and the man under her. The fingers find her clitoris and stroke it hard. Sandy is a sensuous creature and cums easily. This is no exception. Sandy moans and cums over and over and over. It is a very long day for Sandy.
When the men are preparing to leave, one of them spots a solid wooden pyramid that Sandy uses as a conversation piece. It is five feet tall and one foot across at the base. The top is about one inch across and rounded off. There are four ridges all the way down to the bottom, and a cross section at any point would be a square. One of the men wonders if Sandy could sit on it, and the rest laugh. The leader wants to find out. Sandy tries to back away, but they tie her hands behind her and lift her up until her pussy is just over the tip. Sandy begs them not to hurt her. Her pussy is pulled open and ready. The leader pauses while Sandy begs him for mercy. His thumb goes down and Sandy is lowered onto the pyramid. Sandy is lowered slowly and it is allowed to slide in easily. Finally, the expanding wood will not fit into her and her weight is resting on the inside of her pussy. Sandy cries out in pain. The tip of the pyramid is poking her stomach painfully. Any movement on Sandy's part causes extreme pain. Sandy is released. She is balanced precariously on the tip of the pyramid.
The men are really pleased with themselves. The leader and another man each take an ankle and lift themselves up while pulling the pyramid deeper into Sandy's aching pussy. Sandy screams with her hoarse voice. She doesn't have any voice left. The leader decides that is enough and unties Sandy's hands. A final group of photos are taken showing Sandy's predicament from all sides and angles. The leader speaks to Sandy and then the men all leave. Sandy is almost unconscious with pain, but something that he said strikes a chord in her head. There is only one person whom she has told that to, one person only. As Sandy suffers on the tip of her pyramid, she plans her revenge on Elki.
Continued in part 2...