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Tales from School

Part 6

Tales from School, by Some Writer


Part Six: Fantasies Over-fulfilled


Oliver and Ruby meet for a more ambitious second session.


While Ruby waited for Oliver to arrive she sat browsing the Internet. More details had just been released about the attacks at the carnival, as part of an appeal for witnesses. One girl had been attacked around 10pm by a man estimated to be in his forties. Another girl had been date-raped at an unknown time between 11pm and 2am. The other two girls had named their assailants; one had been attacked by her boyfriend in a rage after she had tried to split up with him and a different boy from the school had forced himself on another girl.

The doorbell rang and Ruby switched off the monitor as she bounded downstairs to open the door for Oliver. They smiled at each other and hurried up to Ruby's bedroom with hormone-driven youthful impatience.

"How do you want me?" Ruby asked as she sat on the bed smiling. This time she was wearing a jumper and jeans after Oliver had assured her in an email that she did not have to dress up every time; only the shower was mandatory.

"On all fours on the bed," Oliver told her.

"Ok," Ruby said, raising her eyebrows. "Do you want me to take any clothes off first?"

"No, you're fine as you are," Oliver said. Ruby quickly positioned herself on her hands and knees, her legs bent but her arms straight. Oliver had brought some thin rope with him, borrowed from his dad's garage, and began tying Ruby's legs to the bedposts at the corners of the bed. She shivered slightly with anticipation as she waited for him to bind her in place. When he had finished with her legs he moved to her upper body. "Bend your arms," he told her and she did so, causing her torso to end up almost horizontal rather than at a diagonal. Oliver tied her hands in place. Ruby was suddenly glad that Oliver had not yet undressed her as she imagined her stomach hanging down slightly beneath her, thankfully covered by her jumper. She was still afraid of what he might think once he saw her torso naked.

"If I didn't plan to use your mouth I'd gag you," Oliver said impulsively. Ruby felt a twinge of arousal in her loins in response, and realised that she was not sure if it was because of the idea of a gag or because of his plan to use her mouth. She felt the bed sag behind her as Oliver knelt on the bed by her restrained feet.

Oliver reached around Ruby's waist and fumbled for the button of her jeans. He yanked it open and then slid down the zipper beneath. He pulled her jeans over her full buttocks, revealing the black panties beneath. He moved her jeans down just enough to allow him decent access to her vagina and left them at that point. Then he began slowly pulling down the waistband of Ruby's panties. She felt her stomach tingle in anticipation as her underwear was slowly inched down.

Oliver smiled at the sight of Ruby's round bottom. Whereas Joanna, his girlfriend, had a small bottom, Ruby's was full and curvaceous, just as he liked them to be. He began imagining what it would be like to have sex with her in this position, her bottom slapping against his abdomen. One day, he would do just that, he decided.

Ruby felt her knickers stop when they reached her jeans. She was still fully dressed except for two naughty zones; her bottom and her womanhood. She felt like a harlot, and what was more - she liked the feeling. Oliver pushed down on her back and she obeyed, sinking her head to the bed, leaving her bottom sticking up in the air for his delectation.

Oliver's plan had been to spank Ruby, something he knew she would enjoy. However he now decided that it would be better if he had a reason to do it - to accuse her of being a naughty girl (just like men did in the porn that he knew she watched). He seized upon his obvious disappointment last time in not getting a blow-job; something Ruby had promised him via email that she was very ready to do this time.

"Last time we met," Oliver said out loud, feeling a bit stupid, "you refused me - you were bad. Weren't you?" he said, emphasising the question as his right hand swung down and slapped her right buttock. Ruby was more shocked than anything else as his blow landed with a satisfying smacking sound. "Weren't you?" he said again as his other hand landed on her derriere.

"Yes," Ruby said, playing along. This was something she had only ever dreamt of. It was very arousing; there was a certain electricity in the air between her and Oliver.

"A very bad girl," Oliver said more enthusiastically as he spanked her twice more with each hand, slightly harder this time. It was slightly painful and Ruby knew that was unable to stop this man punishing her disobedience. There was no part of that thought that did not turn her on. "But this time you're going to be a good girl aren't you?" he continued.

"Yes," Ruby said, wondering whether to append "master" or "sir" or similar.

"Because I do pleasure you don't I?" Oliver asked, fully into the swing of things as he slipped his left hand between her legs and quickly located her clitoris with his middle finger, rubbing it.

"Yes," Ruby half-moaned as he began stimulating her wet clitoris.

"If you disobey me this time there will be no more of this," Oliver said as he waggled her clitoris, "but much more of this," he continued as he landed a heavy blow on her bottom with his right hand. Ruby groaned and Oliver wasn't sure which of his two actions it was in response to. He took his hands off her and Ruby could hear him fiddling with something behind her. She wondered if it was a condom and realised that she wanted him to fuck her, to just ignore her limits and thrust his hard cock inside her. She said nothing and waited to see what he would do.

Oliver had quietly unscrewed the top of his tube of KY jelly and coated the fingers of his right hand with the sticky gel. He put the tube down and used his left hand to hold apart Ruby's sizeable buttocks so that he could see her small rear opening, like a small flower in the valley of her derriere. Ruby waited, puzzled - was he about to punish her ass again?

"While you masturbate, have you ever touched your ass?" Oliver asked.

"No," Ruby replied, becoming nervous. She had seen women do it in porn when masturbating for the camera but the thought seemed absurd to her. What did Oliver have planned?

"Never been touched," Oliver said, more to himself than to Ruby, as he put his lubricated fingers against her closed aperture. Ruby's mind raced - this was not on her "banned" list was it? She had not considered that he would be so bold. She knew that she could always use her safe-word, but maybe it would be alright. Maybe she could think of it as another form of punishment after all.

Oliver's left hand slid between her legs again and he began stimulating her clitoris once more. He pushed his middle finger against her ass and felt her open up to accept the solitary digit. Ruby groaned and again Oliver was left unsure as to whether it was because of what he was doing to her pussy or because of what he was doing to her ass. Her rear was incredibly tight around his finger; surely tighter than her vagina would have been had he been allowed to penetrate her there. Ruby slowly relaxed as she became used to Oliver's exploratory finger - it turned out to not be too bad, and his other finger rubbing her cunt definitely made up for it.

Ruby felt something alongside Oliver's finger at her rear orifice. She squirmed uncomfortably as she felt his second finger trying to gain entrance. It did so, stretching her ass as it slid in alongside the adjacent finger. Ruby was breathing heavily as her body struggled to accommodate the two intruders, but she was usefully distracted by the finger on her clitoris. She felt totally under Oliver's control now; she felt as if her body was a musical instrument, skillfully manipulated by her captor's fingers to play the tune of his choosing.

As his left hand beavered away in Ruby's pussy Oliver stared at the beautiful sight of her ass, penetrated deeply by his two fingers. She had never been penetrated anally before and yet she had taken his two fingers without complaint - if she could take a third then her ass would be dilated to almost the size of his cock. If he could make her take three fingers then he might be able to have anal sex with her, an activity he had long fantasised about. He began slowly pressing his third lubricated finger at the edge of her stretched ring.

Ruby barely noticed what his third finger was doing - while Oliver had been transfixed by her derriere, she had reached her climax. She moaned loudly as she came and was subjected to the strange feeling of coming while her ass was penetrated; a totally new experience that was not immediately classifiable as good or bad. As the wonderful feelings of her orgasm subsided, Oliver's third finger forced its way inside her ass and her pleasure gave way to an intense pain.

"Ow ow ow ow!" Ruby cried and Oliver quickly withdrew the third finger. When Ruby's protests did not stop, he pulled out the other two but Ruby continued crying out in pain.

"Are you ok?" he asked, concerned.

"Just about," Ruby replied through clenched teeth. "It's fading now." The pain slowly reduced until it became a dull ache from somewhere inside her bottom. Oliver contemplated whether to free her or at least offer to do so, but found himself simply waiting for Ruby to say something. While he waited he quietly cleaned his hands on some tissues.

"I'm ok now I think," Ruby said after a minute. "Just don't go near my ass at all." Post-orgasm, and after a lot of pain, Ruby was not completely in the mood for continuing, but she did not want to disappoint Oliver for a second session in a row. She was sure that she would be back in the right frame of mind in a few more minutes.

"Ok, I won't," Oliver promised. He stood up, beside the bed, and stripped off. His erection had faded slightly due to his concern for Ruby and the delay, but his dick was still long if slightly limp. "Head up," Oliver told her as he knelt in front of her. Ruby lifted her head off the bed and once more found herself with Oliver's dick immediately in front of her face. She forced a smile and then opened her mouth wide.

Oliver grinned as he gently eased his stiffening cock into Ruby's mouth. She managed to take in what she considered to be a decent amount before making a grunting noise to indicate that Oliver should stop. He did so, slightly disappointed that Ruby was only able to take half his length. Ruby wondered what she was meant to do now - her tongue was pinned down so she could not use it to lick him, and her hands were tied up.

Oliver put both hands on the top of Ruby's head to steady himself and then began slowly thrusting in and out of her mouth. The feelings were sporadic; he could sometimes feel her tongue underneath his dick and sometimes feel the roof of her mouth on top of his dick but rarely both. Still, this was him being in total control and doing what he wanted - Joanna would never let him do anything like this to her. The thought pleased him greatly.

Ruby simply watched Oliver's abdomen and the tufts of pubic hair below it as they swung near and far in front of her face. With his cock in her mouth and his hands on her head, there was no way she could move, and her tongue was left immobile beneath his continued thrusting. In some ways it was like being on a roller-coaster - her body was being jerked around and there was nothing she could do to change it. All she could do was suppress the urge to scream and wait for it to be over. Perhaps another time she might have found enjoyment in her predicament, but following her orgasm all her sexual excitement had evaporated and the dull ache that remained in her bottom was preventing any further pleasure.

Although the mechanics of the mouth-fuck were not delivering much physical pleasure, Oliver had a lot of pent-up arousal from the events earlier in the evening and thus he realised that he was approaching his climax. He remembered that he was not allowed to come in Ruby's mouth but perhaps he could do something that would be just as satisfying.

Oliver pulled out of Ruby's mouth and began stroking himself with his right hand. Ruby presumed that he was helping to maintain his erection in the manner of a porn star and was thus caught unprepared when his come hit her cheek, splashing sperm all over her face. She instinctively closed her mouth and eyes as the remainder of his load was jettisoned onto her, covering her forehead, her cheek, her nose, one of her eyelids and finally a last bit that had landed on her chin. It was a wholly unpleasant experience, and proved to be the final straw.

Oliver got up and fetched the tissues, wiping clean his own hands and cock before attending to Ruby. As he began wiping away his semen, he thought some of it looked diluted and he suddenly realised that tears were running down Ruby's face, cutting a transparent cleansing path through his come.

"I'm sorry," Oliver said inadequately as he continued sponging the remainder of his graffiti from the bound girl's face. He quickly freed her hands and she grabbed a further wad of tissues to contain her tears as she sobbed. Unsure of what to do, Oliver simply concentrated on untying her feet.

"I think you'd better go," Ruby said between sobs. Oliver was about to say something, but stopped himself. Instead he stood there awkwardly, naked beside a crying girl.

"Ok," he said simply. "I'm sorry," he added as he redressed quickly, wanting to leave as soon as possible. Ruby said nothing. Oliver left the house and hurried home. Ruby lay on her bed alone and cried for a while longer.


Review This Story || Author: Some Writer
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