Educating Cindy free porn video

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Introduction: Cindy was only 13 Educating Cindy

Cindy was 13 and in Junior high. She was a tiny little thing and her little titties had just started to develop. She hadnt developed pubic hair yet but her period had just started and she was experiencing new feelings. Her Mom and Dad were divorced and she lived with her Mom and she missed her Daddy. When Mom got a new boyfriend Tom, she liked him right away and being an affectionate little girl she always gave him hugs and kisses before she went to bed. She would lay awake in her little baby doll nightie and think about how it would feel like to be a big girl.

One night she woke up and had to go to the bathroom to pee but as she passed down the hall she heard noises in the living room and she peeked carefully round the corner to see what it was. There was uncle Tom and Mommy laying on the couch and they were both naked . Mommy was kneeling over uncle Tom and had his thing in her mouth and she was sucking on it and uncle Tom had his face buried between Mommys legs licking her private parts. Mommys big white titties were hanging down and she was holding one in her hand and squeezing the big brown nipple.

Uncle Tom was licking Mommys privates, while his big hands were squeezing the cheeks of Mommys bare bottom and he was rubbing his finger around the entrance to Mommys tushie hole. Cindy watched him slide his finger into Mommys little brown hole and then Mommy gasped as uncle Toms thing jerked and all of a sudden some white stuff started leaking out of Mommys mouth.
Cindy suddenly got scared and softly went back to her bedroom. She lay awake for hours thinking about what she had seen. She felt funny when Mommy came in later and kissed her goodnight.

Soon uncle Tom moved in and things were nice. He would buy her presents and sometimes she would sit on his lap at night while they watched t.v. and he would cuddle her and tickle her. Mommy thought it was cute and said she thought Cindy liked uncle Tom more than her. Cindy jumped up and ran to Mommy and said
Youre my Mommy, I love you Mommy said she was just joking and not to worry.

Mommy and uncle Tom were sleeping together and often as she went past their bedroom door on her way to the bathroom she would peek in and she would see them fucking. She knew what fucking was because her Mom had told her that was how babies were made, only Mom didnt call it fucking&hellip,she said it was making love. Her friends at school called it fucking. Whatever it was called, it made her feel funny inside as she watched uncle Toms thing slip in and out of Mommys private place. Cindy would go to the bathroom and touch herself between her legs before she peed, and it always felt wet after she had watched her Mom and Tom.

Mommy had to take a night job at the restaurant and thats when Tom started to put her to bed at night. Mommy had said Tom would come up and tuck her in but Tom made her go upstairs and change into her nightie and then come down and sit on his lap. He would hold her tight and give her little kisses before he carried her up to bed. Then he would give her a nice big wet kiss like he did with Mommy. Cindy liked it. It made her feel grown up. One night when she came down in her nightie, he made her model for him. She twirled around and shook her little bottom like she had seen the dancers do on t.v. Uncle Tom pulled her close and squeezed her little tushie and said she was a good dancer.

Soon she was dancing for him every night and he showed her how to bump and grind like the big girls. Then he would pull her onto his lap and give her long kisses. One night when he carried her up to bed he laid her down on the bed and lifted up her nightie and started to blow on her tummy. She started to giggle. He rolled her over and blew on her back and then started to fondle the cheeks of her little ass. He had patted her little bum before but this time he was squeezing it and it felt good. The next night he lifted her nightie and gently touched her little titties. You know you have pretty little titties dont you he asked . Are they as pretty as Mommys she asked him. They are so pretty I am going to kiss them he replied and he bent his head and started to kiss her titties all over. He popped one into his mouth and started to suck on it while he softly squeezed her other one with his hand. Does it feel good ? he asked her. She felt very funny inside but she didnt want him to stop so she said she liked it.

Now when she came down to sit on his lap, he would take the top of her nightie off right away and start to squeeze and fondle her little breasts. It seemed like her breasts were growing bigger every day and her nipples were getting harder and harder. She would sit on Toms lap with her back snuggled into his chest so he could reach around and take one tittie in each hand and he would squeeze and fondle them for the longest time. She knew he liked doing it cause she could feel his hard thing pushing into her bum through her nightie. When he carried her up to bed he would run his hands down inside the back of her panties and cup her cheeks to lift her up off the ground as he carried her. When he laid her down on the bed,, he would turn her over onto her tummy he and slip the elastic of her panties down over her bum a little and bend over to kiss her bare tushie. It felt good when he licked her bottom and sometimes his tongue slipped down into her crack a little.
One night while she was lying on her back in bed and he was kissing her titties, he slowly slipped his hand under the waistband of her little panties and moved it down to cover her tiny pussy.
Do you like that ? he asked She was so surprised she just lay there petrified.
Shall I stop he asked, but his hand kept softly squeezing her little mound and her pussy. She couldnt speak and she felt weak and her pussy was quivering under his touch. Youre getting to be a big girl and I knew you were ready for this Tom said. Almost without thinking, she knew uncle Tom was going to take her panties off and she made no move to stop him as he slipped them completely off so that now she was totally naked. She never said a word but just kept looking up at him with doe like eyes as he started to rub her pussy all over. His soft fingers gently parted her little lips as he explored the folds of her sex. All the time he was smiling down at her and he would bend down every so often to kiss her. It just seemed so natural as her lips parted when he slid his tongue into her mouth. She just instinctively knew how to kiss, and she was enthralled watching his fingers moving over and in and out of her pussy. He rubbed two fingers gently up and down just inside her little vagina and then dragged them up over her tiny hard nubbin. She felt her little tushie tighten and contract and she cried out with pleasure as Tom rubbed her little clit even harder. Then he stood up and spread her legs even wider and put his finger right inside her little hole and started to push. She was just too tight and it wouldnt go in. She cried out in pain and uncle Tom took his finger out and said he was sorry, then he kissed her mouth and her little titties some more and the pain went away.

The next day was Saturday and Mommy didnt have to work so they all went to the movies and had a nice day and that night Mommy put her to bed instead of Uncle Tom. She was dreaming about how uncle Tom had touched her and she woke up feeling wet and she had to pee, so she went down the darkened hall to the bathroom. The light in the living room was on so remembering the last time, she sneaked up to the entrance and peeked inside. They were on the couch again and Mom was sitting on top of uncle Tom and he was sucking on one of he tits but then Cindy screamed in surprise as she saw that they were fucking again but this time uncle Toms big cock was stuck up inside Moms little pink asshole and he was pumping it in and out like crazy..

Cindy turned and ran back to her bedroom cause she knew she was in trouble for watching them. A little later Mommy came into the room and sat down on her bed.. Dont worry sweetie, Mommy said. Im not mad at you.
But Mommy, what were you doing ? uncle Tom had his thing in your bum .
Is that how you make babies ?
No, No, Mommy said. We do it that way so we dont make babies. You have to do it in the front to make babies, but men love to do it in your bum cause its nice and tight.
Do you like it in your bum Mommy ? Cindy asked. Sure, now and then it feels good, but some girls like it that way all the time, Mommy replied. Mommy kissed her again and then left.
Cindys mind was racing and it took a long time to fall asleep

Sunday night Mommy had to go to work and Tom was a little uneasy when she sat on his lap. Dont worry Uncle Tom , Mommy explained what you were doing last night. Cindy couldnt believe her own ears as she suddenly blurted out Will you rub me again like the last time, it made me feel so good.
Cindy still had her clothes on, a little pair of white shorts and a pink blouse. Uncle Tom unbuttoned her blouse and took it off and then reached around and undid her bra so that her titties were free and exposed to his gaze. Cindy never resisted as he laid her down on the couch and bent his head to her breasts and started to suck on them. Almost immediately his hand reached down and started to unzip her shorts. Quickly he pulled her shorts and her panties off and his hand found the moist slit of her little cunt. Once again his fingers rubbed her all over, sending goose bumps up her back but as soon as he tried to put a finger inside her, her pussy tightened up and got too dry and his finger wouldnt go in.

Youre just too dry, he said. We need to get you wet inside. Tom knelt on the floor in front of the couch and laid her down on her back and then spread her legs apart and lifted them over his shoulders. Her vagina was now wide open and only inches from Toms mouth. He bent his head a little and sank his tongue into the damp folds of her pussy lips. Cindy almost passed out. It happened so fast and the sudden fiery feeling in her stomach was burning down into her pussy. Uncle Tom started to lick and suck and nibble all around the outside and insides of her pussy. His tongue lashed up against her little clit and it soon popped out of its sheath to meet his tongue. Even though somewhere in the back of her mind she knew she shouldnt be doing this, she just couldnt stop, Her body was on fire and the pleasure was so intense, she just wanted more and more. Uncle Tom licked harder and harder and her little mound got softer and softer and inside her vagina got really wet. She never even really felt it as uncle Tom slipped one finger into her pussy and then two and slowly started to ease them up inside her. There was no more pain, just a nice full feeling and he started to slide his fingers in and out of her pussy while continuing to lick her clit. His fingers went in deeper and deeper and suddenly there was a stab of pain and she cried out in agony but uncle Tom just kept pushing and pushing and finally his fingers were all the way inside of her and the pain began to subside as he continued to now slowly move his fingers inside her as he kept pumping them in and out. Her tummy started to churn and she cried again and her hips began to buck as she went into the throes of her first orgasm. Wet sticky fluid spilled out of her little cunt, all over uncle Toms fingers and face. She looked down and saw blood all over uncle Toms hand and chin and she got really scared. Uncle Tom, uncle Tom ! Im bleeding, whats happening to me.
Dont worry, he said as he held her close. Youve just lost your virginity and had your first orgasm all at the same time.
But uncle Tom, will I have to go to the hospital to get my pussy fixed.
No, it will be fine, he said as he carried her to the bathroom and gently washed all the blood and mucus out of the folds of her pussy and off her pubic mound. When she was all clean he put talcum powder over her pussy and carried her up to bed. Youre a big girl now, he said as he gently rubbed her pussy one more time and then he kissed her goodnight.

The next night they were on the couch watching t.v. and Tom had taken her panties off and was slipping his fingers in and out of her pussy again. As he was rubbing, she noticed the bulge in his pants getting bigger and bigger. Do you know what that is, he asked her. Sure, she said. Its your penis,
Ive seen you put it inside Mommy when you fuck her.
Would you like to really see it up close, he asked her. Before she could reply, he stood up and took off his shorts and turned to face her. His cock was standing straight up, hard as a rock and it was huge. She had seen it from a distance but never realized how big it was. It was 10 ½, inches long and nearly as thick as her arm. Do you like it, he asked. She was speechless but she managed to stammer Its beautiful, but its so big , how does it ever fit inside Mommy ?
Well as girls get bigger their pussies expand inside and cocks even bigger than this one will fit inside, he told her. Here, why dont you touch it and see what it feels like, he said as he took her hand and placed it on his cock. Her little hand wouldnt fit around it so she had to take both hands and lock her fingers together before she could get around his shaft. It felt hot and sweaty and her hands were trembling as she held it. Now move your hands up and down, he said as he showed her how to masturbate him. Every time her hands reached the top of his cock, he had her squeeze harder and the big purple head kept getting bigger and bigger. Soon she was pumping his cock faster and faster and his balls were screaming for release. Cindy, quickly! start licking the head of my cock, he said. She put her soft little tongue on it and licked it about half a dozen times and then he exploded, shooting huge amounts of creamy white cum all over her face, her mouth, and her eyes and into her hair. She hung onto his cock for dear life and it just kept shooting and shooting the stuff out onto her until uncle Tom just collapsed onto the couch.

She was an absolute mess. She was just covered in the stuff. Some had gone into her mouth and it had a funny taste but it was sweet, so she swallowed it and then she licked some more off her fingers and she swallowed that too. Uncle Tom
was watching her and said Youre just like your mom, she likes to swallow my cum too. Then he said When you get big enough, Im going to fuck you just like I fuck your Mom .
But Ill never get big enough for your big cock to fit inside me, she replied.
Oh yes you will, he replied, and it will be sooner than you think

Cindy had turned 14 now and her body took a sudden growing spurt. Her breasts almost doubled in size and her nipples were now getting big and brown like her Mommys but the tips were still puffy and soft. Her hips had widened a little and she now had lots of hair around her pussy. Uncle Tom said he liked it better when she was little and her pussy was bald but he still rubbed it and licked it almost every night while Mommy was at work. He had slowly taught her how to suck on his cock and nowadays she was able to suck about ½, its length into her mouth. She tried to do it deeper but she started to choke and uncle Tom said she needed more practice, but not to worry because even Mommy couldnt swallow it all.

Over the next few months they kept fondling and sucking each other and Tom was amazed at how great a little cock-sucker she was turning into. She could swallow almost 8 inches of his cock now. Even her Mom could only handle an inch more. That was the nice thing about teenage girls. Once they learned how, they just loved sex, and never got headaches or got too tired , they just wanted more and more. Her tits, or boobies as she called them seemed to be growing every day and she said it hurt to keep them in a bra all day, so the minute Mom was out the door Tom would open her blouse and unsnap her bra, then lift the cups up over her big tits so that he could get at them and then he would lick and suck and fondle her breasts and nipples until she started groaning with pleasure. It was never long after that before his hand was up under her skirt feeling her pussy and then he would soon slide her panties off, but leave her skirt on so if anyone unexpectedly showed up at the door, she could cover up real quick. As soon as the panties were off, he would lay her down on the couch and lift her skirt up around her waist and then lower his face into the folds of her warm moist waiting pussy. She couldnt get enough of his tongue and she had learned how to ask for what she wanted. She would moan and scream deeper uncle Tom, oh yes ! right there on my clit, suck me suck me ! and then Im cumming,! Im cumming !, lick it harder, and then she would grab his head and scream as her body twisted and bucked and finally climaxed. They were always messy orgasms and Tom got to lick and swallow lots of cum juice.

As well as the oral sex, Tom was also now able to get three fingers up into her cunt without hurting her and she would put her arms around his neck and squirm her little ass around so he could get his fingers in easier. As he worked his fingers
in and out of her vagina he would hold her ass cheek with the other hand and then one night without any warning he slipped a wet finger into her anus and pushed it in as deep as it would go. She jumped a little with surprise but never pulled away or cried out, so he kept stimulating the soft inside of her rectum and soon she was squirming around on both the fingers in her pussy and the finger in her ass. When she came, she went wild with excitement. They laid there resting for a long time but Tom kept his finger in her ass the whole time and then it slipped out with a soft little squish. My tush feels a little wet, she told him. I need to go clean up, but uncle Tom said let me clean it for you, and before she could think, he had turned her over on to her tummy and had spread her legs and proceeded to stick his tongue between her cheeks and started to lick all around her little brown ring.
The wonderful taste and pungent musky odor of her ass drove Tom wild and he sunk his tongue into the depths of her little hole and started licking the insides of it like a man possessed. He never even had time to get his cock out of his pants before he shot his load and ejaculated in his shorts. As she helped him clean up Cindy said Wow ! you really enjoyed licking my ass, didnt you.

Soon the ass thing became a regular part of their sex play and she looked forward to Tom finger fucking and licking her asshole as much as she did to his licking and sucking her pussy. Sometimes when he started to try and lick her pussy, she would say No! do my ass instead, and she would get up on her hands and knees and spread her legs for him so he could get at her ass easily. She knew what she wanted and she wasnt afraid to ask for it.

A few months later Tom just couldnt stand it any longer. He just had to try and fuck Cindy. She had been asking him to try for some time now, but when he finally took her up to her bedroom and stripped her completely naked and took his shorts off she began to feel a little scared. His cock was just so big ! How would it ever fit. We need to get you wet first, he said as he spread her legs wide apart and began to suck and lick as deep inside her cunt as his tongue would reach. Soon he stood up and slid her butt toward the edge of the bed and raised her ass to match the level of his cock. Trembling, she watched as he as he gently placed the huge purple swollen head of his cock softly into the outer lips of her pussy and nudged it up against the entrance to her vagina. She looked at the massive 10 ½, inch length of his incredibly thick bulging cock as it nestled in the entrance to her young womanhood and almost fainted . Slowly he pushed his hips towards her and she watched in awe as her outer lips started to open and his cock began to gently ease in between the soft purple lips of her inner labia. Half the head was into her vagina when suddenly it started to hurt real bad and her pussy felt like it was tearing open. She screamed, and Tom immediately pulled his cock out and started saying, Im sorry ! Im sorry ! He bent down and kissed the lips of her pussy. No, dont blame yourself uncle Tom, she said. its my fault! my pussy is just to small and tight for your big cock . I want you to fuck me so bad but what can we do ?

Nothing , until it gets bigger, said uncle Tom, but I can fuck the outside of your pussy and it will really feel good for you, he said as he took his fingers and spread her outer lips wide open. Then he laid his cock into the crease of her cunt and folded the lips back around it. Holding the lips together with his fingers he started to slide his cock up and down along the length of her pussy, rubbing hard up against her clitoris as he moved. Soon she was writhing and moaning in ecstasy as his big cock slid up and down against her swollen and inflamed clit. Its big purple head reached up past her belly button and was almost touching her tits that were jiggling up and down with the exertion of her movement as she strained up against him. His balls were slapping hard up against her ass as he moved on top of her and soon she was racing towards her climax. Her pussy relaxed and softened and started to squirt cum juice all over uncle Toms cock and balls. Seconds later uncle Toms balls tightened, his cock jerked and he shot his milky white semen up onto her belly and tits and clear up into her mouth and face. She greedily slurped up the cum in her mouth and off her lips and then uncle Tom took and started smearing the rest of it all over her tits and belly and rubbing it in like it was face cream. Later they showered together and uncle Tom told her that he had a few more ideas that might help his cock fit inside her pussy and he would tell her about them soon.

Well, soon, was the following Friday night and uncle Tom brought a bag with a package and a video tape inside it. He told her he had rented the movie at an adult book store and that if they watched the movie stars fucking, it might show a way for him to get his big cock inside her. Tom had purposely rented a movie starring Big John Holmes, who had one of the largest cocks in the adult movie business. He slipped the cassette into the VCR and soon the couple in the bedroom scene started undressing each other. The girl was a tiny Japanese lady who was even smaller than Cindy and John at 6ft 2inches was almost twice as tall as her. Johns cock was still soft as she started sucking on it but Cindy could still see that it was a huge cock. The more the Japanese lady sucked, the bigger Johns cock got and the ladys eyes started to grow wide as she saw how huge it was. She stopped sucking for a minute and took a big ruler that was laying on the table alongside the
bed and held it up to Johns cock to measure it. Cindy couldnt believe what she was seeing. His cock was almost 14 inches long and as thick as one of those big salamis that were in the meat case at the grocery store. It reached from the little Japanese ladys hand, clear up to her elbow. She put the ruler down and started sucking on the big cock again. Cindy could see the muscles in her jaw working she as sucked and pulled on it, until slowly but surely it started to disappear inch by inch into her wide open mouth. The lady tipped her head back like a sword swallower at the circus and unbelievably almost 2/3 rds of the big cock slipped down into her throat. That had to be about 9 or 10 inches. God, thought Cindy, that has to be clear down into her stomach . While they were watching the movie, Cindy had been holding uncle Toms cock and she could see and feel it growing in her hand. Uncle Toms cock was big but Big Johns cock looked like it was half as big again. Johns cock was now sliding smoothly in and out of the ladys mouth and it was amazing to watch as almost the whole length disappeared each time she sucked it in.

After a while the lady stopped sucking on the big cock and she started to slowly jerk it off while at the same time she took Johns big balls into her mouth and started to suck on them. She was able to stuff both of them in her mouth together and you could see John was really starting to get aroused. She released his cock
and lay back on the bed with her legs spread wide as John lowered his head and started to lick her little pussy. It looked really small and Cindy suddenly noticed that it was shaved clean. The lips were really puffy and pronounced and John spread them wide open as his big tongue snaked in and out of her pussy. She threw back her head and moaned as she frantically clutched at her own breasts and squeezed the swollen nipples. John stopped licking after a while and stood up and began to squeeze his own cock as the Japanese lady started to rub and finger her pussy. She sank two fingers deep into herself and soon she was frantically rubbing her cunt with one hand and squeezing her breast with the other. John knelt down between her legs and started to guide his cock towards her opening as the lady reached down with both hands and held her pussy wide open for him. Cindy had uncle Toms cock in a vice grip as she watched the actor place the head of his cock into the Japanese ladys cunt and slowly begin to push his hips forward.

Cindy couldnt believe her eyes at what happened next. It wasnt a hard fast push and it wasnt a slow push but rather a gentle easing, and right before her eyes, that entire huge cock slid smoothly into the ladys pussy with one fluid movement until it was completely buried in her. Johns balls were resting up against her ass, as she slowly lifted up her ass and wrapped her legs behind Johns back. The camera zoomed in and now you could see just how thick Johns cock was and how much the ladys pussy was stretched open. They lay there locked together and not moving for a moment, and then John slowly started to withdraw his cock inch by agonizing inch, until it was half out and then he pushed forward slowly and buried it up to the hilt again. Three or four times he did this, each time a little faster and then soon his cock was moving in and out of her at a smooth steady pace. Each time it came out you could see the muscles in her vagina squeeze and contract and then soften and relax as it sank back in again. They fucked like this for an eternity then John easily lifted her up and turned her over onto her hands and knees and started to fuck her doggie style. From this angle you could see just how big and long his cock was as he pumped it in and out of her. Cindy couldnt imagine where it was going &hellip, it had to be almost coming out of her throat. Next John stood up, still holding the lady impaled on his cock and lowered himself to a sitting position so she was in his lap with her legs spread wide. Now he placed his hands under her ass and started lifting her up and down on his cock. She then started feeling her own pussy and rubbing her clitoris which was really red and it looked like a ripe cherry as it stuck out from under the hood of its sheath. All the while he kept lifting her up and down so she was riding his cock like it was a pogo stick. You could see he was ready to cum. Suddenly he pulled his cock out of her and she reached down and grabbed it and started jerking him off like mad. He shot a big load of milk all up over her pussy and belly and she rubbed it into herself. Uncle Tom said they werent allowed to cum inside the girls in the movies, in case they got pregnant.

Cindy was so excited watching the movie that she tried to bend down and start sucking uncle Toms cock, but he said, No wait ! theres more. The scene changed and this time John was with a dark haired girl who was a little bigger but still tiny compared to him. The action was already in progress and she had just finished sucking John and now she was on her hands and knees and John was behind her between her legs and he was licking clear up and down the length of her pussy from clitoris to asshole and then ramming his tongue into her ass as deep as it would go. Every time her sank his tongue into her anus she would moan and squeal with delight. Then John lifted her up by her hips like she was a feather and sat her down into his lap. His cock was sticking out from his crotch like a tent pole and Cindy was fully expecting to see him slip that big cock into the ladys pussy but what actually happened next was amazing and left Cindy speechless with astonishment. He lifted her up by the ass and placed the head of his cock into the tiny brown ring of her asshole and she slowly lowered herself down onto his cock.

It didnt really slide in and he didnt push it in, it just kind of oozed in. Her tight little ring of muscle just relaxed completely and his cock disappeared into the depths of her rectum like magic. The whole 14 inches went in, right up to his balls. For a while she just sat there, impaled on his massive cock and you could see her sphincter expanding and contracting as it adjusted to his size and then John started moving his hips very slowly so that just a inch or so of his cock would come out and then he would slide it back in again. Soon he started pulling more and more
out each time and then she was riding up and down on about 8 inches of his cock with each stroke. She was moaning so loud, you couldnt tell whether it was from pain or ecstasy but soon she reached down with one hand and started rubbing her own pussy and soon a huge purple colored clit popped out from under the hood of its sheath. She worked herself into a frenzy as she kept rubbing it harder and harder, then she reached down and cupped Johns balls in her other hand. Now John was groaning and he started to lift her higher and higher into the air until
finally on each up stoke his cock nearly popped out of her ass, before close to 11 inches would plunge back into her again. He was going faster and faster and suddenly he tensed up and his balls jumped up and down as he shot a huge load deep up into her anus. The camera zoomed in to focus on the white cum seeping out of her ass down around Johns cock and onto his balls.

Tom reached up and turned off the T.V. How did you like that, he asked. Im amazed, she said. I saw you fucking Moms ass a long time ago but I never realized just how much it could stretch to take such a big cock. Tom replied, After I fuck your pussy Im going to fuck you in the ass too, but youre not quite ready yet.

Cindy looked at uncle Tom and said, Im really horny now, do you think your cock would fit in my pussy tonight ?
Maybe , said Tom, but Ive brought something along to maybe make it a little easier. He reached into the sack he had brought out and pulled out a rubber thing that looked like an imitation cock but it was softly rounded on one end and then widened out slowly into a bulbous knob on the other end and there was a rubber hose attached to the base that was connected to a squeeze bulb that was similar to those attached to a blood pressure cuff. The whole thing was about 3 inches long and about as thick around as three of Toms fingers.

What on earth is that, Cindy asked. Its a butt plug, uncle Tom told her,
but it works just as well on a tight pussy. He then took out a tube of K-Y jelly from the sack and smeared it all over the plug. Now just lay back and spread you legs and try to relax, uncle Tom said. He took another glob of jelly on his fingers and worked it up into her vagina until she felt very slippery inside. Dont hurt me, Cindy said, as he gently placed the narrow end of the plug into her vagina and started to slide it through her lips and into her warm love canal. Before she realized it, the whole thing was inside her and it hadnt hurt a bit. It feels a little tight but it feels nice, said Cindy. Tom started to squeeze the bulb and the plug started to slowly expand inside her cunt, gently stretching the walls as it got larger. It had expanded about half an inch when Cindy moaned a little and Tom slowly released the pressure and deflated the plug. He kept doing this for about 20 minutes, each time pumping the plug up a little more so her pussy kept expanding. Each time it expanded he held the pressure longer, so her vaginal muscles could adapt to the stretching and then he would deflate it again. Cindy never cried out cause it didnt hurt. It just felt like her pussy was incredibly full. All the time Tom was kissing her and caressing her breasts to help keep her relaxed and she started to feel really mellow. At the end of this time her pussy had expanded to almost twice its normal size but as soon as Tom took out the plug, it closed back to its normal size. O.K. lets see if that helped, said uncle Tom as he knelt between her legs and started to push his cock up against the entrance to her cunt. Now relax baby, he said as he gently started to push forward.

Slowly his cock started to ease through the portals of her vagina and soon the head was inside and his cock was slowly sliding in. Oh God ! uncle Tom, its going in. I can feel it and it doesnt hurt. Tom pushed a little more and about four inches of his throbbing cock had now worked its way inside her. Still she wasnt crying so he kept pushing until 6 inches of his cock was wedged into her pussy between those soft silky lips. He figured that was about enough for the first time, so he stopped and just held his weight off of her and let his cock stay there while her vagina contracted around it. After a bit he began to move and slowly he started to pump six inches in and out of her tightly clenched pussy. She had her arms wrapped tightly around him and she whispered, I cant believe it Uncle Tom, youre actually fucking me and it feels wonderful.
Do you think you could take more, he asked her. The hard part is over. Once the head is in, it gets easier.
Ill try, she replied, but go slowly, dont hurt me.
Gently he pulled his cock almost all the way out and smeared some more K-Y jelly over it and then eased it back in. The fresh lubrication helped and this time it went in about 8 inches. Once more he stopped for a moment and then said , its almost in my love. Are you ready?
Yes, she replied hoarsely as he moved forward again and then his whole cock was in her! It felt incredible. His little girl was not quite 15 yet and here he had 10 ½, inches of man cock buried in her tight pussy clear up to his balls. He could feel them lying softly up against her ass as they lay there not moving, just luxuriating in the sheer sexual wonderment of what they were doing. They were lovers and they were fucking for the first time.

Cindy was giddy with joy. Her uncle Tom was finally fucking her and his big cock was way up inside her body. It felt so good and warm and like it belonged in her. She never wanted him to take it out, but her body wanted more. Fuck me slowly uncle Tom , do it slow, she begged, and Tom started to move his hips just a little at a time and the big penis began to thrust in and out gently. Not too much, he thought to himself. Just two or three inches at a time until she gets used to it Cindy was slowly moving her own hips back and forth to meet his movements and she could feel the massive size of his cock as it moved in and out of her. It didnt hurt at all and she whispered, do it a little faster uncle Tom. He began to increase the speed of his thrusting and more and more of his cock was slipping in and out of her pussy. Cindy was starting to make little sounds in her throat, and she gasped, Dont stop! please dont stop. Tom pushed harder and pumped faster and soon half the length of his cock was sliding in and out of her slippery little pussy.

He was holding his weight on his hands so as not to crush her but she had her hands around his back and was lifting her ass off the bed to meet his thrusts. Gently he lowered himself onto his elbows so that their bellies were now locked together and gave one more gentle shove that sent his whole cock into the depths of her vagina. She cried out just a little but Tom kept moving. His cock would come out all except for the head and then he would plunge the entire length back in to her sweet little cunt. Long hard thrusts that caused her to cry our every time it sank in to its full length but still she clung to his back and pushed back to meet him. Her hands slipped down and clutched at his buttocks as she tried to pull him even deeper into her, and her thighs fell even further apart as she raised her legs and locked her knees around his hips. He could feel her mound start to soften and her pre-cum juices started to lubricate his cock as it plunged in and out. It was an incredible sensation on his cock felt the friction against the wall of her tight tight pussy, yet at the same time she was bathing his shaft in soft warm juices. She was cumming and Tom was starting to lose control. He was fucking her so hard now, that his balls were slapping noisily up against her ass with each thrust. She was crying now and the tears were streaming down her face but still she kept fucking him back and digging her nails into his ass cheeks. With a loud animal cry she started to cum and her flailing arms were beating him around his back and sides as hard as she could. Her pussy was gushing sticky liquid and then she climaxed with one last almost vicious thrust of her hips. Toms balls were starting to explode and he wrenched his cock from the greedy grasp of her pussy at the last moment and shot his load all over her belly and breasts.

They were both completely wiped out but Cindy gently took his cock in her hand and was squeezing it softly as they fell asleep. Hours later they woke up and Tom gently reached over to cup her pussy in his hand, She winced a little and said, be careful my love, its a little sore. He looked down at her pussy and saw that it was all swollen and that her outer lips which were normally a soft pink, were now a deep purple color and looked slightly inflamed. Her whole pussy still looked very tiny and vulnerable and it was hard to believe that just few hours ago he had deflowered her with his huge cock and now he felt a twinge of guilt. He lowered his head and tenderly licked the swollen lips. Baby, Im so sorry, he said I didnt mean to hurt you. Does it hurt bad ?
Its not too bad uncle Tom, she said. Its just the outside. The inside doesnt hurt at all. I was so carried away I just didnt realize how hard we were fucking each other. Then she asked, Uncle Tom, did I do it right? It was so good for me, I though I was going to die but did I make you happy?
Oh sweetie, he assured her, you were absolutely fantastic, you fucked me like a real grown up woman.

Do I fuck as good as Mom? she asked. He evaded the question, by answering,
You are both fantastic, but I still have a few more things to teach you.
Like what, she asked. Well theres still anal sex. You remember when you saw me fucking your Mom in her butt and how that guy in the movie stuck his big cock up that little dark haired ladys ass ? well Id like to try and get my cock into your ass if youll let me.
I dont know, replied Cindy. Do you think it will fit?
Oh, Im sure we can find a way said uncle Tom. Well if it will make you happy, we can try, said Cindy, but not tonight, its late and Mom will be home soon . She was right. They just had time to shower and get into their separate bedrooms before Mom came home from work.

Cindy was 15 now and her sexual appetite was insatiable. After that first time Tom really fucked her, she just wanted more and more. Tom swore that if she didnt have to go school, she would want to fuck all day long. Cindy wasnt interested in boys her age at school. She had dated a little and soon discovered that 15 year old boys cocks were nowhere near the size of uncle Toms. She had necked in the back of cars and even sucked a few boys off but most off them came before they even got their cocks out of their pants. She just had to rub them through their pants a little and it was all over. However, and fortunately for Tom and Cindy, her Mom had thought Cindy was so well developed for her age, that it would be a wise precaution to put her on birth control pills, so she and Tom were able to fuck with wild abandon and not have to worry about accidental pregnancy. After the first cycle on the pill had passed and it was safe, uncle Tom finally fucked her without pulling out at the last moment. He shot a huge load of hot semen as far up inside her pussy as it would go. It was a new sensation for her and she loved it. They were fucking so much now, it was a wonder uncle Tom could keep up. He would fuck Cindy sometimes twice in an evening and then sleep for a
few hours and then fuck her Mom in the early morning before he would leave for work. He knew he was one lucky guy being able to fuck both mother and daughter
at the same time. Mom showed no indication of suspecting anything but she always had to suck him real hard and finger his ass to get him hard in the mornings.

Now, Tom was working really hard to groom Cindy for anal sex. Often he would sit her on the couch naked and slide two fingers gently into her ass while he kissed and fondled her stomach and breasts. Then he would make her lay back and watch as he slid his fingers in and out of her anal passage, gently massaging the inside walls as he moved his fingers around inside her. She was getting used to it and enjoying it and she loved to masturbate uncle Tom while he was doing it. She would pull on his big cock and make him cum all over her tits and then she would lick up the cum with her fingers. He would also slide his fingers up her ass on a regular basis as he fucked her. She seemed to like that even better. After a few weeks of this, he tried finally to get his cock into her ass but it just would not go. He pushed and she pushed back, but her sphincter muscle would not relax enough for the head of his cock to break through that tight little ring . The big bulbous head of his cock was just too big. Even though it could now spread the inner lips of her pussy open with ease and slide through into her waiting vagina, it just would not go into her anus.

Then one night he brought out the butt plug they had used when he first tried to fuck her pussy and that made all the difference. The little plug fit tightly but easily into her asshole once it was lubricated and he began the ritual of pumping it up and then deflating it until her tight little rosebud began to stretch. It didnt seem to hurt her but it took well over a week of inserting it every night until finally he could get three fingers into her asshole. Something she really liked was when he would
pump up the plug in her ass until it was nice and tight and then he would lay her on her back and slow fuck her in her pussy with his big cock. Another new sensation was when he would slip a finger into her ass and his thumb into her pussy at the same time and then squeeze them together so that all separated his thumb and forefinger was a thin little membrane of skin between her cunt and her rectum. That felt delicious! He would always lick her ass when they were finished.

A week later, after more stretching with the plug, he tried again and this time there was limited success. The little ring of muscle opened up and the head of his cock was able to force its way in, but she cried out for him to stop because it was too dry and it hurt. His cock was also sore as his foreskin was stretched way back. He eased his cock back out and then bent forward and pushed his tongue into her hole as far as it would go. He licked and pushed and twisted his tongue around inside her asshole and she started to relax again . Now he took a large amount of K-Y jelly and smeared it up as far into her rectum as he could get it and then he smeared the length of his cock with the silky substance. Now lie on your side and lift one leg, he told her.

When she had moved into position, he slid one of his legs between her legs and crawled up until the head of his cock was touching her asshole again. The little hole was actually partially open and as he pushed his hips forward, the head of his cock slipped through easily this time and his cock started to slide into her waiting ass. Before he realized it, his cock was half way in and there was no pain for either of them. Just a wonderfully tight but still slippery feeling as his cock moved past the walls of her rectum. He pushed more and it just kept sliding in deeper and deeper and soon it was in all the way and their pubic hairs were touching each other. He reached up and held her tenderly as he cupped her breast and felt the swollen nipples growing harder in his hand. He just lay there and flexed the muscles of his cock as it lay buried inside her. She was totally relaxed and moaning gently. Oh god ! that feels so good uncle Tom, she whispered.

Try squeezing the muscles in your ass, he told her, and as she did, he nearly went through the roof with pleasure. Are you ready for me to fuck you now? he
asked and when she said yes, he started to slowly move his cock in and out a little, increasing the length of the stroke a little with each thrust until it was moving
smoothly up and down about half the length of his cock. He didnt want to pump too much of his cock into her all at once for fear he would hurt her so he took his time and it was a good three or four minutes before the whole length of his cock was sliding in and out of her in a slow but firm gentle rhythm. There was no crying
like the first time he had fucked her pussy and her arms were wrapped around his neck and she was kissing him all over as he continued to fuck her ass while at the same time he cupped her cheeks with one hand and started to rub her clitoris with the other. She started to cum and began squeezing his neck harder and whispered into his ear , keep fucking me slow uncle Tom, Im going to cum for you, and as she spoke she released her juices and bathed his hand and balls with the sweet sticky essence of her womanhood. Simultaneously Toms balls started jerking wildly and his scalding hot milky load catapulted up into the depths of her bowels. She moaned again with pleasure as she felt its warmth deep inside her and then she shuddered and whispered, I like anal sex
Baby, you were terrific, said Tom as they dozed off still locked in their tight embrace.

Cindy wasnt kidding! She did like anal sex and she wasnt shy about asking Tom to do her ass. She still liked it in her pussy too but she just seemed to go wild when Tom was in her ass. She was turning into a bit of an exhibitionist and liked Tom to fuck her in positions where she could watch in the bedroom mirror and see his cock sliding up into her ass. Tom enjoyed it too. It was really erotic to watch his cock slipping in and out of that tiny asshole and the fact that a little 15 year old could take all 10 ½, inches of his cock in her ass was still almost unbelievable. You could watch and actually see the tight little muscle of her asshole expand and open up to accept his big cock and then it would cling to his cock as he pulled back on the out stroke. About ½, an inch of transparent skin, or membrane, would cling to his cock and her little rosebud would pucker backwards and then it would all go back in again as he thrust forward. She soon learned how to reach down and hold his balls as he fucked her and she knew just when to slip a finger into his ass as he came. The truth was, she was a much better fuck in all ways, than her mother, but Tom didnt dare tell her that. Toms sex life was too good to be true. He still had to pinch himself to make sure he wasnt dreaming.

Yes, it was too good to be true, but as with all good things, it had to come to an end. Teenage girls loved sex but the biggest problem was that they couldnt
keep their mouths shut. Cindy knew how to keep her mouth shut around Toms cock alright, but then she made the fatal mistake of telling her best girlfriend about
how she was fucking her Moms boyfriend and that he had a 10 ½, inch cock. Naturally her girlfriend didnt believe her so Cindy had to prove it. But how?
They devised a plot whereby Cindy would get Tom to start fucking her at a pre-determined time and then Janet, her girlfriend would sneak in the back door 10 minutes later and watch them from the kitchen. It was a good plan and would have worked except that a few things went wrong. First Janet was a little early and when she snuck in and peeked around from the kitchen they werent actually fucking yet.
Tom had Cindys panties down around her ankles and he had her bent forward over the back of the couch with her legs spread and he was on his hands and knees behind her with his tongue buried in her pussy, licking both those pink spread lips and her little puckered asshole at the same time. Tom still had his shorts on but she soon reached in and started to take his cock out and fondle it. Janet almost passed out as she saw how huge it was and she audibly gasped before she could stop herself. Tom spun around and saw her and said Oh shit ! who the hell are you ?

Janet ! you idiot, shouted Cindy, you were supposed to stay quiet and just watch.
You know this girl ? asked uncle Tom incredulously. What the hell is the matter with you ? Do you know how much trouble I would be in if people found out what we are doing ?
Oh dont worry uncle Tom, Janet wont say anything , she just wanted to see your big cock and watch you fuck me.
Tom was amazed. You want me to fuck you while your friend watches ?
Sure, why not, said Cindy. She turned to Janet and said, get naked so you can enjoy this. Janet was a little hesitant but she reached up and lifted her sweater over her head and unsnapped her bra to reveal a gorgeous set of tits and then she stepped out of her skirt so she was standing naked except for a little pair of lacy blue bikini panties. Tom was still partially in shock from the whole situation and his hard-on had drooped but seeing this almost naked girlfriend of Cindy in front of him, made his dick start to rise again despite his apprehension.
Cindy reached for him and started to fondle his big cock and as soon as it started to get hard again she knelt down and started to suck on it. Soon it was hard and up to its amazing 10 ½, inch length. Cindy was taking about 8 inches at a time into her mouth as she sucked him off and Janet just stood and watched amazed. Holy shit Cindy ! she said. You werent kidding&hellip,.its huge ! how can you swallow it like that ? Between gulps Cindy said, Uncle Tom showed me how. Its not that hard really. Even you could learn how to do it.

Im ready uncle Tom, said Cindy as she pulled him towards the couch and lay down on her back with her legs spread wide. Show Janet how you fuck me.
Come over here so you can see real good Janet, said Cindy as she pulled her legs up to her chest and spread her cunt as wide open as possible for Tom to see.
Tom didnt need to be asked twice. He moved between her legs and placed the head of his cock into the entrance to her vagina and started to push. Right in front of Janets unbelieving eyes, Cindys pussy opened up to accept his manhood and the great cock slowly disappeared from sight in one slow continuous thrust. She sighed with pleasure as she felt his balls touch her ass and she knew he was all the way in. He started that slow delicious pumping, pulling the whole length of his cock almost out and then slowly plunging it in again. He was leaning over her and kissing her at the same time when Cindy whispered in his ear Why dont you reach over and feel Janets tits uncle Tom, I know she wants you to.

Janet was watching the whole thing zombielike and offered no resistance as Tom reached for her and pulled her to him. He kept fucking Cindy while at the same time he started to fondle Janets breasts and squeeze her big hard nipples.
Janet was moaning and hanging on to Toms neck and before she knew it, Tom had pulled her panties down over her ass and his hand was between her legs feeling her wet pussy. She started to writhe as his fingers delved deep into her vagina and started to rub her clitoris. Oh yes ! Oh yes ! she cried as Tom rubbed the hard little sex button, driving her mad with desire. Here Janet, said uncle Tom as he helped her step out of her panties, Sit up on the back of the couch and face me and spread you legs.

Janet did as he asked and then Tom leaned forward and grasped the cheeks of her ass while at the same time lowering his face into her pussy. Janet almost came unglued. She was sitting straddling her friend Cindy who Tom was fucking, while at the same time he was eating her pussy. Cindy leaned her head backwards and was able to watch uncle Toms tongue furiously licking her best friends cunt,
while at the same time he was beginning to fuck her harder and harder. Toms cock was moving faster and faster and Cindy could feel her insides starting to churn as her orgasm began to build. Toms balls were beginning to tighten and jerk. It was almost time ! Janet grabbed Tom by the head and began to grind her pussy into his face. She was cumming too ! Toms cock convulsed and shot a stream of cum deep into Cindy fiery insides. Cindy let out a groan and bucked her
hips one final time as her pussy released its wet sticky juices to bathe uncle Toms cock and Janet screamed as she climaxed and soaked Toms face with her juices.

The three of them collapsed in a heap and lay there exhausted for the longest time.
Finally they recovered and uncle Tom made Janet lick his cock and balls and then made her lick Cindys pussy also until all the cum was cleaned up. Cindy seemed to enjoy watching her friend licking her and Janet seemed to enjoy doing it. Tom let Janet jerk him off later that evening and she got to really taste his cum. As he shot his load, Cindy pushed a finger up his ass to heighten his pleasure. Damn ! this evening had turned out alright after the initial shock, Tom thought to himself, as they sent Janet home a satisfied believer. This whole scene could turn into a really great deal if he played his cards right. Not only could he fuck both mother and daughter, but also the daughters best friend. He was sure he would fuck her, but it would have to wait until next time.

Friday night Janet came over again and in no time they were all completely naked on the living room carpet, rubbing and sucking and feeling each other. It turned out that the last time Janet was there, was the first time a man had ever licked her pussy, so in no time Tom had his head buried between her legs again and was noisily sucking and licking her wide open cunt. She had a lot of dark pubic hair and Tom had to keep parting it with his fingers so he could get his tongue all the way inside her. She was loving it and her pussy was soaking wet and real slippery. Tom slipped two fingers up inside her and then three and began to pump them in and out as hard as he could. She moaned a little but kept pushing back against his hand as he continued to finger fuck her.

Janet, Tom said do you want me to fuck you ?
Oh Yes ! Oh Yes ! please fuck me Tom, she cried out. Obviously she wasnt a virgin but Tom wondered whether she would be able to take his cock or not. Lay down on your back and lift your legs a little, he instructed her, and Cindy, kneel down by her head and hold her wrists tight. Cindys eyes had a funny glint to them as she did as he asked. Tom then crawled up between Janets legs and positioned the head of his cock up against the entrance to her pussy. This may hurt a little, he said, so just grit your teeth and hang on to Cindy. Then without any warning he bucked his hips forward and plunged his cock hard into her vagina. It must have gone in about 7 inches on that first thrust, and she screamed out in pain, but Cindy hung on to her hands so she couldnt move and screamed, Fuck her uncle Tom, fuck her hard ! give her all that big cock, she told me she wants it. Tom pulled back and lunged again, this time sinking the full 10 ½, inches into Janets waiting cunt. She was screaming and yelling, Stop! it hurts, but at Cindys urging , Tom started to fuck her harder and soon he was sending the whole length of his huge cock slamming in and out of her tight little pussy as fast as he could go. She cried out for a while longer but then started to moan and grip his hips with her legs and soon she was fucking him back as hard as he was fucking her. Her eyes were closed and she was lost in the ecstasy of the moment. Her voice was almost incoherent as she cried out. fuck me, fuck me, Oh God, Oh shit ! it feels so good, dont stop ! Tom kept fucking her, first fast then slow and then fast again. She was ready. Tom could feel her pussy start to relax and her pubic mound go soft as the first drops of her cum started to swirl around his cock. Then her orgasm started in earnest and she was drowning him in her juices. Her legs had him in a vice-like grip as her hips bucked against him and Tom literally had to fight to get his cock out so he could shoot his cum up over her tits and face. He didnt know if she was on the pill or not, but he wasnt taking any chances. Once again the girls both licked up Toms cum and sat there grinning like Cheshire cats.

Well ? said Cindy. Now do you believe me ? How did it feel to get fucked by that big cock ?
Unbelievable, replied Janet. It hurt so bad at first, I thought I was going to die, but then once it was in and Tom was fucking me, I thought I was going to die again, but this time from sheer pleasure. I had no idea how a cock could be so huge and how good it would feel once it was inside me.
Youre a luck girl Cindy, having Tom to fuck you whenever you need it.
I know, said Cindy as she snuggled up to Tom.

Before she left that night, Janet whispered to Tom, My parents are going away this weekend, could you get away from Cindy and come over to my place Saturday night , and fuck me again, just the two of us ?
Dont tell Cindy, she added as she left. Tom thought about it for several days before he decided &hellip,.. What the hell Janet was a good fuck and Cindy didnt have to know.

Saturday, Tom told Cindy and her Mom that he was going to go bowling with some friends that evening but he wouldnt be too late and he would be home before Mom got back from work. He drove off at about 7:30 and was parked behind Janets house 15 minutes later. When he had looked around and made sure there were no cars in the driveway and he could only see Janet through the windows, he knocked on the back door and Janet rushed to let him in. I thought you wouldnt come, she said as she rubbed up against him in greeting.
Well, this is off to a good start, Tom thought to himself as she led him through the house to her bedroom and they sat down on the bed. I know you think this is weird, said Janet, but would you just let me see your big cock and hold it for a little while first.
Sure, said Tom and unzipped his pants to help her get it out. She reached into his shorts and took the now swollen monster into her small hands and began to slowly tease it up to its full size. She was still amazed at its size and she could just barely get her hands around it as she began to rub and fondle it. Tom stood up and stepped out of his shorts so she could get at his cock better and then proceeded to slowly strip off her clothes until she was completely naked. There was no doubt she was a gorgeous well developed little thing. Her breasts were large with big pointy brown nipples and her pussy was covered with a huge mass of dark pubic hair. She took a hold of Tom big cock again and started to rub it all over her body. Over her face, licking his balls as she went, then down to her tits where she squeezed it between them and masturbated it with the big soft orbs. She sucked the head into her mouth every time it moved up between her breasts and deliciously ran her tongue under and around the swollen glans. She then pulled him down on top of her and pushed the head of his cock between her pussy lips and humped up and down on his cock without actually letting it go in. Tom then rolled her over and spread the cheeks of her ass so he could see her little puckered anus, and did the same thing. Just rubbed the huge bulb of his cock up against her back door without actually entering. She gasped as she felt the size of it up against her little asshole but she humped her ass up against his cock to enhance the feeling. Tom picked her up and sat her down in her lap so that his cock was rubbing up against the inner lips of her pussy but the head was sticking straight up between her legs so she could fondle it while she moved up and down against his cock. Tom had both her titties in his hands and was squeezing them and pinching the nipples while she humped up and down. She was soaking wet and was ready to be fucked but although Tom was nearly blinded with lust, he still thought to whisper How old are you Janet ?
Im 16, she replied. Are you on the pill he asked. No, she said, but its safe to fuck me today

Tom was still dubious, but despite his misgivings, he moved his cock into the entrance to her vagina and started to ease it in. She was just incredibly wet and ready and her pussy muscles were completely relaxed. His cock slid in easily all the way to the hilt and then she contracted her muscles and started to squeeze his cock. The pleasure was unbelievable. How did a 16 year old learn how to do that ?
She moved her ass back against him to meet his thrusts and they lay there slow fucking for an eternity. Tom felt her pussy get even wetter as she came and then he
started to cum too. No thrusting, just gentle short movements and his hot semen started to slide out of his cock in long slow squirts until he had emptied his balls deep inside her vaginal cavity. Janet felt the heat as it shot into her and moaned loudly as she gripped his cock even tighter. They lay there spent, until Toms cock finally lost its erection and slipped out of her cum soaked pussy.

After a while they showered and then later that evening Tom made her suck his cock hard again. She wasnt as good as Cindy but she had learned how to swallow about 7 inches of his big cock and he showed her how to gently chew on it as she sucked. He then made her kneel on the bed and hold on to the headboard while he crawled up behind her and licked her pussy and her little pink asshole. She squealed as she felt his wet tongue slide into her ass, but he grabbed her hips and forced his tongue in deeper. Are you going to fuck my ass Tom ? she cried, as his tongue burrowed deeper. Maybe, Tom replied, but then he moved up behind her and roughly pushed his cock into her pussy from behind. She gasped momentarily as the big cock forced its way between her lips and sank into the depths of her pussy but she soon recovered and started to fuck him back. Suddenly she felt Toms finger rubbing around the entrance to her ass and then he gently started to push his finger into her anus. It went in a full 3 inches but damn it was tight. Then she felt something cold and wet as Tom squeezed some liquid stuff around her asshole and on his fingers and then he started to work the stuff into her tight little hole and in minutes her ass had loosened up and Tom had three fingers inside her rectum gently probing its depths. He kept fucking her harder while he was feeling her ass and she could feel herself starting to cum. Before she knew what had happened, Tom took his fingers out of her ass and pulled his cock from her pussy and then in one quick movement he placed the head of his cock up against her asshole and pushed hard. Involuntarily her sphincter muscle relaxed and his big cock started to slide into her anus. It went in hard and fast and he had 6 inches up inside her before she started to yell. Oh God ! youre killing me, she
cried. Take it out, Take it out ! Tom eased his cock backwards and the pain started to subside but then just as it was almost out, he lunged forward and shoved it in again. Once again she screamed and once again he pulled it out but again he quickly pushed it back in and after about the 5th lunge she stopped screaming and was just moaning and crying softly but she didnt ask him to stop. Tom reached down and spread some more lubricant around his cock as it slid in and out of her ass and now it was beginning to move easily. He couldnt get his whole co

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Cindy shopped on Wednesday afternoons since that was her day off from answering phones and scheduling appointments for Dr. Weiner, a local dentist. The routine was the same every week; gas up the Chrysler, visit her ninety-three year old mother at the assisted living facility for an hour, meet her old friend Jennifer for lunch, then grocery shop before returning home to prepare dinner for her husband Matt. It rarely changed. There were few surprises or variations, and almost none that were...

3 years ago
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Cindy

It started out as an ordinary day, that is if any day could be ordinary for Cindy. Cindy, who only yesterday, it seemed, walked down the aisle with Hal, the love of her very young life. Their story became the stuff of family legend. Hal was the bank president's son and their only child, a cool, poised teenager, new to the community, but already at ease in the high school whose movers and shakers had soon realized that this 12th grader would make a name for himself. And that he did. A bit over...

1 year ago
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Gary Finally Marries Cindy

So this day arrived... Cindy and I would often meet for lunch once a month. The only thing we did was hug when we first met and hug again when we left the restaurant. It was July and Cindy wanted to meet for dinner this time. I agreed, since my wife, Ashley, was visiting her mom and dad. They lived four hours away. It was Friday night and we met at the Los Guachos Taqueria Mexican restaurant. Cindy and I sat down at a booth. Cindy was about a foot smaller than me and two years younger....

1 year ago
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My Crazy Life 4 Cindy

In a previous story, I mentioned how my wife had been bothered by my attraction to another woman. One of the things that make our swinging lifestyle work is our ability to discuss matters like this and work through them. Here is a fun little story of one of those encounters.Throughout our swinging career, we have been involved in three bigger groups and a fourth smaller group. The bigger groups are fairly open and can be easily found. They are based in larger cities like Rockford, Milwaukee and...

True
4 years ago
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My Crazy Life 4 Cindy

In a previous story, I mentioned how my wife had been bothered by my attraction to another woman. One of the things that make our swinging lifestyle work is our ability to discuss matters like this and work through them. Here is a fun little story of one of those encounters.Throughout our swinging career, we have been involved in three bigger groups and a fourth smaller group. The bigger groups are fairly open and can be easily found. They are based in larger cities like Rockford, Milwaukee and...

True
1 year ago
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Cindy

                                                                   Cindy     Pamela was yard saleing, Going to yard sales was one of her Saturday morning rituals. She seldom actually bought anything but slowly picking through other peoples junk was a good way to relax and get to look though other peoples lives. The things people thought might sell were amazing and were often as unique and informative as asking direct questions. At least the things for sale didn’t lie and the window into...

Lesbian
1 year ago
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Work Related Fringe Benefits Pt 3 Fucking Cindy

There never has been much of an opening to slide through (sorry for the cheap pun) when it comes to plotting to fuck Cindy. Several men around our office building have made attempts to get something going with her but she always politely refuses any advance, stating that she is in a relationship and isn’t interested. She’ll always thank the men for their interest and tease that if she ever finds herself alone, she’ll dial them up in an instant. It leaves the guys with a faint hope that...

1 year ago
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A Special Threesome for Cindy

Introduction: This story continues the adventures of the Hank and Cindy, from the 1975 A Year to Remember series. However, this story and all subsequent stories concerning them and their playmates from that series, Bobby and Ellen, will not be sequential and will be separate, stand alone tales. The reader is urged to read the first part of chapter one of 1975 in order to identify the participants and what brought them to this particular circumstance. While we normally confined our sexual...

3 years ago
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Cindy

I am out of town on business and I am ending what has been a long, hectic, stressful day, so one of my favorite ways of relaxing is shopping and browsing for clothes, in particular, LINGERIE. So, I look up a local lingerie boutique and go and check out the merchandise. I chose a small, locally owned shop in the downtown area.Once in the store, a pretty lady approaches and asks if I needed assistance? I tell her I am browsing around and she says her name is Cindy, and she'll check back in a few...

3 years ago
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A Special Threesome for Cindy

After I finished my tour in Vietnam, I had the opportunity to be assigned to Germany where I was worked in the S-3 shop in a supply and services battalion... an "S & S" battalion. Shortly after I got there, Dave came into the battalion and took over as the commander of the GS maintenance company and we began our friendship. We met again a few years later when we sat next to each other at the officers' advanced course at Fort Lee. Dave had also been “RIFfed” from the army at the same...

2 years ago
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My sister Cindy

Cindy is almost two years younger than me and for most of my life she was a pain in the ass.When we were young (elementary school) I had to walk with her to school. Later, in Junior High, I had to stay longer after school while she had band practice. When I had finally gained a driver's license I had to chauffeur her to her dance practices and to visit her girlfriends.My biggest frustration was when she had entered High School and she was obviously popular with the guys. I struggled to get...

1 year ago
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Loving Cindy

Author’s note: I haven’t tried anything like this before. My greatest fear as an author is becoming predictable. Thanks to RoustWriter and Lady Cibelle for their assistance in editing. I guess it was inevitable, the love that Cindy and I learned to share. We were twins born but raised as… just kids. Mother, bless her, miss her, died giving life to us. Dad was lost without her and raised us in a haphazard way – there at times, often not. Early memories: Dad on the floor, asleep? No, the...

3 years ago
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My Threesome with Madison and Cindy

It was Summer and school was out, normally a time of fun and relaxation. For me, it was a time of trauma quickly followed by anger followed by resignation as my girlfriend of a year and a half dumped me. Well, shit. Not only that, the news spread like I’d won the lottery. The only good thing was that I heard right away from two friends who had been in the same boat, then dumped overboard. I had gone through elementary school, then middle school with Madison and Cindy, and we were always pretty...

2 years ago
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My Threesome with Madison and Cindy

It was Summer and school was out, normally a time of fun and relaxation. For me, it was a time of trauma quickly followed by anger followed by resignation as my girlfriend of a year and a half dumped me. Well, shit. Not only that, the news spread like I'd won the lottery. The only good thing was that I heard right away from two friends who had been in the same boat, then dumped overboard. I had gone through elementary school, then middle school with Madison and Cindy, and we were always pretty...

Group Sex
3 years ago
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Liquid Mind MachineChapter 3Cindy

Neil looked at the large clock on the wall. "3:00pm Tues. 6/2/04" it said with its bright green digital display. Neil scratched his head with a pencil and got back to work. He was putting the finishing touches on a new schematic of his LMM. A much-improved version; that would be half the size, due to the efforts of one of his schoolmates, who was a wiz with miniaturizing electronics. Neil glanced up when he heard his lab door open; peeking through some equipment he spied a very cute...

2 years ago
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Fun for the Wife and Cindy

After my mother in law left the wife and I were sitting relaxing and I told her I saw the show she was giving danny. She asked me how and I told her I was in the bathroom and heard them talking and looked out. She asked if I saw everything and I told her I thought so, she asked if I enjoyed it and I told her yeah. I told her I would have stayed and let her do more but didn't need her going any father than she did. She laughed and said how far did you think I was going to go. I said I didn't...

4 years ago
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Exploited Cindy

“You have a nice penis”, the soft voice said innocently from the bathroom door.Jim Thompson jumped at the intrusion, nicking his face with the old safety razor that he was shaving with. “Cindy, what are you doing in here”, he asked his young stepdaughter as he turned to face the small Asian teenager. “I’m sorry”, she replied demurely yet not taking her eyes from his cock. “The door was open.” She intentionally left out the fact that she’d come to her mother’s bathroom hoping to get a peek at...

1 year ago
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Bullying Cindy

Bullying CindyCindy did never even learn why the girls at her new school didn’t like her. She did look good alright, petite body with perk breasts that would soon turning head, flowing blond hair. Yet she always thought of herself as an easy-going girl who tried to see the good in everyone. But it seemed the minute she set foot into that school the other girls just saw her at prey. It had started somewhat simple: being tackled in the hallways, somebody making her trip in the cafeteria, hiding...

1 year ago
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Cindy

Cindy knew she had entered the wrong bar almost immediately. But before she had a chance to go out, Skye was all over her. Making him feel welcome. Buy his drinks.Cindy wanted to leave, but she did not want to be rude. And Skye was nice to her. And she was definitely intrigued by all the tattoos in Skye. She had never seen a girl so close who had so much ink.When Cindy said she had to use the ladies' room (a pretext to try to leave), Skye offered to escort her. Cindy could hardly say no.is Skye...

3 years ago
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Billionaire and the SisterhoodChapter 47 Mark Gets Angry at Elsa and Cindy

Mark I realized that something was amiss when I heard a commotion in my outer offices. When I ended a phone call and went to see what was happening, there were Lucas, Elsa, Cindy, Marcia, Sheila, Melanie, KC, and even Izzy, all talking at once in excited and mostly happy voices. “WHAT’S GOING ON?” I said loudly as I approached the group. I guess I sounded irritated, because for everyone to be together in my suite and talking in excited tones, something big was going on that I was not privy...

1 year ago
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INITIATING CINDY

My sister Amy and I have been screwing for a little over a month before our k** sister sister Cindy discovered our little secret and wanted to join us. We were a little hesitant at first so we decided to put her through an initiation that might cool her off. We told her that she to first have sex with Amy. She looked at us for a few momennts and said : "Okay". She had called our bluff. Amy had only one previous sexual esperience with another girl, but she couldn't show her own awkwardness as...

4 years ago
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The Making of Cindy

He said it was a family own cabin in the wood near a lake and convinced me to come with him to go fishing and hikingI was waiting for him after school at homeMommy helping me prepare my backpack when Mike rang my phoneshe kissed me good bye and i got out to Mike carHis ford SUV was nice he opened the door and help me get my backpack in the trunk''ready to go ?''''yes ''and we left, Mike driving toward the highway smilling only him knowing exactly the real weekend planningHe light up a spliff...

1 year ago
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Farewell To Cindy

Farewell To Cindy "Thank you for flying with us today," the flight attendant said as I exited the plane. I acknowledged her statement with a forced smile. There was no joy in such a smile, as it was hollow and empty at best. This flight to Alabama I knew was to be my last. Ever since cancer had claimed her life, I had made this annual pilgrimage. Each summer I would come to spend time at her graveside. On her birthday, I would spend the day at the cemetery just hanging out and spending time...

Love Stories
1 year ago
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The Legend of Cindy

The Legend of Cindy By Eve Smith The trip had been most uneventful, just as I had wanted it. In fact the plane journey had been very boring. I was not used to travelling economy and the cramped seats were dreadful. The disguise had been perfect and getting through Passport control at Heathrow had been easy. My fake Passport had cost a fortune but was well worth the investment. Even the normally security conscious Americans had not queried my identity and now I was in my hire car...

2 years ago
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The Liberation of Cindy

[ "Don't it always seem to go...you don't know what you've got till it's gone", as Joni Mitchell sang some years ago; and how very true those words are, and for a variety of situations! In this instance, I'm talking about a wife and mother, who's husband (for some reason) lost his ability to truly 'perceive', rather than merely 'seeing' (superficially) what he had in her...until it was far, far too late to save her for his own! ]When Cindy had gone down to Florida to see her mother, and her...

3 years ago
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Deja Vu AscendancyChapter 66 Short Date with Cindy

Saturday, April 16, 2005 (Continued) We parked fairly close to the restaurant and walked down the sidewalk. I had Cindy properly attached to my left arm, Julia on my right arm, and Carol to her right. Carol got LOTS of looks and knew it. And loved it. She stood tall, in her already tall high-heeled shoes. I noticed that she was not totally comfortable walking in those shoes, but was managing surprisingly well (even though Carol was two people away from me, I could still see her quite...

3 years ago
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Young Cindy

By Gail Holmes Firstly I can’t tell you my age as you may consider me to young, my sexual activities started when I’d happened to come across my big sister and her boyfriend at it. It was my sister’s gluttony for sex that started me off. A lot of my girlfriends had already had sex, but myself no, ok, from their experiences I feel I’ve missed out, and I mean big time, one actually had had a coloured guy, and from her own experiences they are the biggest, or at least their cocks...

3 years ago
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Ginger and Cindy

Introduction: I was out of town on business when I was approached by her husband. I was just sitting there in the hotel restaurant in Wichita, Kansas minding my own business as I usually did when I was out of town on business. I had just finished my meal, paid my bill, and I was enjoying a nice glass of wine when he approached me.He said, “My wife wants you.”I asked, “For what?”He laughed softly and then he sat down at my table, leaned in a little closer, and said, “She wants you to fuck her...

3 years ago
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BurrChapter 33 Getting to Know Cindy

At breakfast Suzanne wanted to hear about my date with the Baldwin girl. I told her it was not a date and that it was three Baldwin girls, not just one. This caught Mr. Oldham's attention. "Which one were you with?" He asked. "Cindy, she's the Speedwell girl," I said, hiding my wish that it had been Jessica sitting next to me in the theater and later in the back seat of their mother's car. He went back to reading his newspaper but Suzanne's appetite for the juicy details was still...

2 years ago
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BurrChapter 60 Football Dance and dinner with Cindy

Molly brought a tall glass of orange juice to my room and told me that Ned had already been to the kitchen asking if I was up yet. "He's raring to get started with the pool," she said, showing a mouthful of teeth with a wide grin. "Mr. Oldham and Suzanne are sleeping in late too," she added. I laughed. It was only fifteen minutes past six on Saturday morning. "There's a suit in my closet that's getting too small for me. It's a summer suit but you may as well take it now if you...

2 years ago
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Princess Diaries 03 Cindy

“Wait, wait,” said Cindy. She pointed back to Jasmine, “you were in a private porno and you think I’m a slut?” “Sure,” shrugged Jasmine. “I’ve only been with Aaron. You’ve been around, that’s the rumor, anyway.” Ariel sighed in relief. Jasmine didn’t have any other boyfriends. Aaron and she sounded like fuck buddies, nothing for Ariel to feel jealous about. “I haven’t been around and or on camera,” corrected Cindy dramatically. Then she perked up, with a cheshire smile, “can we see?” Jasmine’s...

First Time
2 years ago
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Loosing Cindy

I'm not sure why I went into the Adult Book and Toy store on Jefferson boulevard. I had only been there once before. It was with a couple of buddies the summer after graduation, a long time ago. The place back then thrived as half sex shop half head shop tended by both male and female clerks. We were young and wild in the shop. A rich selection of colorfully lit exotic and erotic merchandise was arranged on shelves and cabinets. Danny kept turning on the battery operated dildo demonstrator...

Love Stories
3 years ago
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Birth of Cindy

The Birth of Cindy (c) 1995 - Cindy Evans Chapter 1 - Last year I reached my fifteenth birthday with somewhat of a disappointment. My friends had started to grow out and up, putting on muscles while my body remained small, frail and hairless. Fortunately my friends had been friends for many years and this did not change that. We still played baseball, football, cards and other teen male activities. One of these activities was discussing girls. While my body had not...

4 years ago
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Pseudo Cindy

"Pseudo Cindy" It was another Friday night and after my hot bubble bath I found myself once again going through my meager clothing and lingerie collection trying to decide what to wear. That's what I usually did on the weekends. It was a strange hobby to be sure, but since I wasn't bothering anyone and kept to myself I figured it wasn't anybody's business. I just wish I had more money to spend on my wardrobe. I had been living in my townhouse for nearly three...

2 years ago
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One Handed Tales 9 Carla Vicky and Mistress Cindy

One Handed Tales #9: Carla, Vicky and Mistress Cindy By Sarcastic Slut I slipped the long woollen cloak from my shoulders and let Vicky catch it before it fell on the floor. The tight, heavy satin busti?re top showed my breasts and my pretty shoulders to good advantage. I was dressed entirely in black and smoothed my flared velvet mini skirt down over my bare thighs as I accepted the drink handed to me by Carla. "Thank you, slut," I said. She curtsied and replied, "You're w...

1 year ago
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Loving Cindy

Copyright© I guess it was inevitable, the love that Cindy and I learned to share. We were twins born but raised as... just kids. Mother, bless her; miss her, died giving life to us. Dad was lost without her and raised us in a haphazard way — there at times, often not. Early memories: Dad on the floor, asleep? No, the bottle by his hand belies the truth in that. Cindy, one hand, Lee, me, the other. Drag him, pull him. Grunting with our childish lack of strength. "Push... Cindy, Pull! Get...

4 years ago
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Jake and Cindy

My name is Jake I am 19 years old normal build and blonde hair, My sister Cindy is 18 and a petite build with b cup breasts, and brown hair. I had recently moved back to my hometown after my parents were recently killed in a car Accident tragically. Cindy was living with them and now had called me and asked me to move back so we could live together to save her money while she finished her schooling, She was enrolled in a nursing program and had just started when the horrible accident occurred.I...

Incest
4 years ago
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Growing Up Cindy

All constructive comments are welcome. Please e-mail to me: [email protected] or [email protected] Growing Up Cindy by Samantha Michelle My first memories are of my mommy playing dolls with me in my crib, and singing softly as she nursed me. I grew quickly, and I was a chatty little kid, and by four Mom would take me out to play with the other little girls. I remember always being dressed in skirts and layer after layer of soft, frilly underwear. I was treated...

2 years ago
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The GiftedChapter 9 Cindy

"Davy what do you mean she has been kidnapped?" screamed Mike's voice in the cell phone. Davy stood there listing to Mike's frantic words. "It means what I said. The bastard who killed my mom has..." Davy cried out. "What does he want?" Mike interrupted. "Nine thousand dollars, I am waiting on his call now," Davy said with despair in his voice. "Davy, snap out of it. "It's my fault Sir..." "No it's not. Now cut that shit out. When you talk with him, tell him I will pay...

4 years ago
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Anything For Your FriendsChapter 3 Cindy

I was at my parents home one day talking with Dad about some company business. I had to run out to my car to grab some papers that I forgotten. I looked up the street and noticed a familiar face walking down the road in my direction. I got what I needed out of the car and slowly made my way to the road. "Hello stranger?" She looked at me for a moment before she stopped walking. It seemed to take her a moment to recognize me. "Mike? Is that really you?" "I was about to ask you the...

1 year ago
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AirBNB Cindy

I had a good nights sleep and woke up fully refreshed and looking forward to greeting my guest who after checking my emails was on her way and due to arrive around lunchtime, I had given her directions for her short walk from the station and the tone of her emails left me excited to meet her.I took a long refreshing shower and made some fresh coffee before dressing, I decided that a crisp white tee shirt and a decent pair of sports shorts would work well as it was going to be a warm day. I made...

3 years ago
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Nine Memorable DaysChapter 37 The Coffee Bar Part One Meeting Sean And Cindy

We walked into the coffee bar at ten fifteen, which meant of course that we were precisely fifteen minutes late, and were immediately greeted enthusiastically by Ian and Trish Matheson. "You don't know how good it was to hear that you would be here tonight, that you were going to honour that promise you made yesterday," said Ian as he gave Vikki an enthusiastic hug and a more than friendly kiss. Then, when he realised she wasn't wearing panties beneath her short skirt, he moved his right...

3 years ago
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Adventures of Cindy

"God, I can't stop" the 14 year old Cindy exclaimed as her finger wandered once again down to her bare pussy. She had just finished masturbating herself to another orgasm. Her best friend, 13 year old Annie had talked about how she found some files in her dad's computer that showed young girls with shaved pussies and how good masturbation was after she had shaved her pussy, so Cindy decided to see how it would feel. "Your dad has pictures of naked girls?" Cindy exclaimed. "Yeah, and...

2 years ago
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Fun with Cindy

Chapter 1 Fucking with CindyCindy was on her knees in front of me, giving me a long, slow and very wet blowjob.? Her hands were rubbing the tops of my thighs.  She knows she is only allowed to use her mouth on my cock.? I slid into her throat and she gagged slightly, producing even more drool.? There was already a puddle of saliva between my legs.? Later, I'd make her lick it up before cleaning my ass with her tongue.? I watched her working for a few more minutes, looking right into her...

3 years ago
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CindyChapter 7 A New Home for Cindy

It was almost dark when we pulled through the gates into the subdivision about three miles from the trailer park. There were still a few people out about jogging or finishing up the Saturday honey-dos. Most of the children were inside although there was evidence all around that they had been there. There was a bike in the Smith's yard with the wheel still spinning. There was the portable basketball goal at the end of the Roger's driveway that had sure been the focus of attention in the...

2 years ago
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Driving Miss Cindy

If I were to believe the other fleet drivers, being a chauffeur in this company was an iron clad way to get laid on a regular basis. The stretch drivers all had stories of back seat orgies in which they were invited to participate, or the female passenger who got so pissed off with her drunken partner that she had him dropped off home and she continued on with the driver. Most of these stories I would slot into the urban myth category, because from my experience nothing like that actually...

2 years ago
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Snoozer2000 bimbo daughter Cindy

I've been going to the gym regularly for years to help keep fit and get some cardio. It's sometimes boring and frankly at times I just don't feel like going there again. That feeling came over me one day last week and I almost didn't go. Boy and I glad I did!!There's a girl that works out there regularly that I've chatted up a couple times. I know her name is Cindy and I also know she is drop dead fucking gorgeous and literally oozes sexuality. Every swinging dick in the place can't take their...

2 years ago
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Cindy

Cindy Throne is on her way home from work. She is the manger of six very smart women in an accounting firm, it's Thursday and she needs to be in early tomorrow for a very important client. Pulling into her drive Frank her husband is home and this is not the normal for him. Going inside she sees Frank bond to a chair gag in his mouth and bleeding from his nose. A big black man 6' 6" or more standing over him. Cindy yells LEAVE HIM ALONE PLEASE!!! The black man turns to her WHO THE HELL ARE YOU...

4 years ago
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Market ForcesChapter 55 Sarah Cindy

Cindy didn't spend too long in prep. The Emir wanted his new acquisitions "fresh" as he called it. That was fine by us. I'd gone down to the customer lounge to join Rick for the handover of the remaining eight of the Emir's household slaves, four house maids, three for 'entertaining' clients and his new PA. We'd got together pretty much everything he'd wanted and, of course Cindy as well. Tricia had suggested using Brian's daughters, Beth and Ella, as two of the 'entertainers', I...

2 years ago
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Sinnnnful Cindy

By: AWC Some boys may forget the first pussy they fucked but not me. The story I am going to tell is really not about the first pussy fucking but it is definitely about the first pussy I fucked. Please bear with me, I know, it is very confusing so far. Let me start once again. My name is Rafael. It was the first pussy that I fucked with full intent and might. Before this, my cock was used and a pussy was fucked but to be true, it was my cock that got fucked by a lady about 5—6 streets away...

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