John has known Anne for many years and they were friends who knew each other through work. John at age 45 is a successful businessman who owns a construction company while Anne, age 35 works as a sales executive for a company supplying materials to John’s company. One day Anne borrowed $6000 from John to cover some emergency needs. She promised to pay him back after 6 months but one year had passed and she still couldn’t repay it. John was getting impatient and kept pestering her to pay back. Anne was getting desperate. Her expected commissions and bonuses did not come through due to a slowdown in the economy and she was continually short of money although she would like to settle her debt.
After a long and acrimonious lecture from John which left her in tears, she promised to pay $1000 in a month’s time. When the time came she could only spare $300 which she scrapped up mainly by saving on food. They met at a coffee bar in a shopping complex. When she told John the amount, he was sneering and disdainful.
“Only $300? So how many years are you going to take to pay me back? I should charge you interest!”
“I sorry John, this is all I could spare. It wasn’t easy to get this money too”.
“Hmmmp! You promised $1000 and come back with $300. You disappoint me all the time. You’re not a person of your words!”
She was silent and looked down at her coffee, the tears beginning to form in her eyes.
“Look,” he continued more gently, “If I’m hard on you it’s because you’ve disappointed me so many times. I’ve given you so much time to pay back and you’ve GOT to think of something”
She was silent for a while. Then she said, “Do you really need the money John? I know your business is good and you’re well off”.
Now John’s voice had a sharp edge in it. “Are you saying just because I’ve enough money you don’t have to pay me back? What do you think…”
“No, no,” She interrupted, her voice pleading, “what I mean is…what if I were to pay you back in ways which don’t require money?”
“What do you mean?”
She was silent for a while. Then she looked into his eyes and said quickly, “I mean…Do you find me attractive? If you cancel my debt, I’ll do anything for you”.
John looked at her, his face betraying his surprise. Then he regained his composure.
“Does your anything include sex?” he asked softly.
“Yes,” she replied just as softly, her eyes looking down.
“But I can just plunk down $500 and choose a nice young whore.”
She looked at him, her eyes flashing. “I’m not a cheap whore. If that’s your answer then forget it.”
They sat in uneasy silence, the air thick with tension. John appeared to think. Anne has a shapely body and big tits. He would be thrilled to see her naked and do indecent things to her. One the other hand, $6000 was no small change. Finally, his small head overrode his big head.
“Alright, let me put it this way. Only if you put your heart into it. There’s nothing worse than making love with a cold unresponsive woman. I will take you to a nice seaside resort for two nights. If you REALLY please me, I will cancel the whole debt. If it’s lousy sex then I will only deduct $1000. If you refuse sex then I deduct nothing and we split the cost of the trip. Is that fair?”
She just nodded her head. She was desperate and willing to sacrifice her body to repay her debt.
“There’s more”, said John. “You’ll have to do anything I say. I mean ANYTHING, but I won’t hurt you”.
“Will you use a condom John? I prefer safe sex”.
“A condom is what you use with a stranger for a one-night stand. I will fuck you raw and cum into you if I want. You take your own precaution not to get pregnant. But I’ll get an STD test to prove to you that I’m free of STD and you do the same.”
She was fine with mutual STD tests. “But what will you do with me,” she asked, fishing for information.
John grinned with pleasure. “I’ve always fantasized about having a woman I can take in any way I want and in any hole I want. No holds barred.”
“But I don’t do anal,” she said.
“I said no holds barred. If you are putting restrictions forget it. For $6000 I’m not getting a lousy blowjob and missionary sex. You’ll have to obey me like my sex slave for a day.”
She sat silently looking down. Then John continued in a softer tone. “Look, I promise to be gentle. I know how to use lubricant and dilate your asshole first so there won’t be any pain. You may even enjoy it.”
In the apartment she shared with her friends, Anne sat with a steaming cup of coffee and thought long and hard about what she had done. She could not blame John for pushing her hard. It had been more than a year and he had been more patient than most. She felt bad about the debt, it hung around her neck like a heavy millstone and she really wanted to clear it off. But a string of unexpected financial misfortunes followed one after another and this was the only way she could think of. “John is a decent man, even rather attractive in a masculine sort of way and I’m no blushing virgin”, she thought. Anne actually has a robust sex drive and but she wasn’t getting any for the past 6 months, having broken off with her piece-of-shit boyfriend who was two timing her. At the thought of being treated like a sex slave commanded to do her master’s every bidding, a feeling of fascination, excitement and fearful anticipation ran down her spine. The thought was erotic and thrilling to her while at the same time a little scary.
John booked a hotel at a beautiful seaside resort for their planned tryst. A week before the trip, he called Anne and asked her whether she really wanted to go through with it. “I don’t want to appear as if I’m forcing you to do this”, he said. “I can give you another 6 months and I promise not to chase you for payment before then”. But had Anne was insistent on repaying her debt. She couldn’t see where the money will be coming from even if she had another 6 months.
On a shady day when the sun hid behind heavy clouds and the sky threatened rain, they met for lunch and then John drove her to the resort hotel in his Mercedes. Anne was dressed in a cotton print one piece knee-length dress which showed off her figure well. They made small talk and he told her his personal philosophy for sex, saying that sex is only wonderful when two people have an emotional connection and both of them really desire each other. Anne asked whether he gets enough sex from his wife. He answered that wives are all the same. They lose their sex drive after they have all the children they planned and then put their husbands on duty sex or pity sex whatever you want to call it. He said the prostitution industry exists mainly to serve frustrated husbands. She asked John whether he has a mistress and he replied, “No.” He won’t mind having one but he doesn’t want a relationship based on money alone. The must be some mutual attraction between them for the sex to be worth supporting a mistress.
They arrived at the hotel after a three-hour drive and checked in. Anne was filled with trepidation but it was too late to back out now. As soon as they entered the pleasant hotel room with a beautiful view of the sea, John said, “Remember that you’ll have to do anything I want on this trip like a sex slave. I’m going to call you slave and you can call me master. Now slave, the first thing you have to do is take off your clothes and put on these!” He threw a tiny red micro bikini at her feet. “You can use the washroom,” he said.
Anne looked at him as if undecided what to do. She looked at him pleadingly as if to implore him to let her off easy but John had a hard look on his face. Slowly picked up the tiny bikini and went into the washroom. John sat in the armchair and waited. When she emerged she was wearing the micro bikini which displayed every curve of her body to John’s hungry gaze. She was dressed as indecently as possible while still covering her private parts. A small red triangle in front barely covered her pussy and her nipples were covered by thin strips of cloth with her large breasts leaving nothing to the imagination. Her shapely ass cheeks were bare with a red string between them. She stood awkwardly in the room, her cheeks burning. John’s eyes were bulging and his cock was straining hard against his pants. His hungry eye roamed over every curve and swell of her shapely body.
“Now let’s see your ass and pussy. Turn around, spread your legs, bend over and pull your ass cheeks apart.”
She felt like telling him to go to hell, get dressed and go home. But she fought the urge down and complied with his humiliating instruction, glad that he could not see her burning face.
“And one more thing, whenever I order you to do something, you must immediately say “Yes master. Is that understood?”
“Yes master”, Anne said meekly, her resistance broken down. She felt like a sex toy existing only to pleasure him.
“You certainly look nice in these”, John grunted appreciatively. “Come here my sweet pussy.” She came near and stood in front of him, her eyes avoiding his. He told her to sit on his lap, her legs straddling him. He French kissed her pushing his tongue deep into her mouth. Then he squeezed her tits and pushed the cloth covering her nipples aside to expose and twiddle her large nipples, making them stand upright like mini-penises. His fingers reached down and rubbed the folds of her womanhood through the cloth, making her gasp. “Aaaahhh…you don’t know how long I’ve wanted to do this,” he said in a voice thick with passion.
John stood up. “Now undress me,” he ordered. Anne did not argue. She unbuttoned his shirt and pants and removed them. His cock was straining against his underwear. She kneeled down and slowly pulled his underwear down. His engorged cock burst forth, making her gasp at its size and hardness. A shiny drop of pre-cum hung at its tip.
“My cock needs your attention. Do you know what to do slave?”
She looked at him with pleading eyes as if saying, don’t make me do this but John’s face betrayed no sympathy. “Go on, suck me!” he repeated. “Don’t make me spank you.”
She decided that stalling was pointless. John wasn’t going to play the gentleman and say, “OK, you don’t have to go through with it. Your debt is cancelled.” In her heart she was hoping for something like this but it was not going to happen.
“Yes, master,” she said meekly. She fell on her knees and began to stroke his cock and balls. At the sight of John’s lean naked body and feeling his raging hard-on, she was getting excited herself. She could feel her pussy getting wet and her nipples getting hard.
Grasping the base of his penis with one hand and cupping his balls with the other, she slowly moved her parted lips nearer and nearer. To John it was an erotic sight – this attractive woman with her full lips and opened mouth taking his cock in. At the first shocking contact, he gasped as if a jolt of electricity had pulsed through him. Then her lips were sliding up and down his shaft, her head bobbing up and down as her tongue flicked at his cockhead. He felt his cock engulfed by the moist warm pleasure of her mouth like warm sunshine streaming into his soul. She certainly knew how to suck a cock. He ordered her to give some love to his balls and she complied with by licking and sucking softly on his swollen balls. Then she was back to bobbing her head up and down on his turgid cock.
Soon he felt his seed boiling up in him and she tried to pull away but he grasped her head tight as he pumped his cum deep into her throat. She had no choice but to swallow every drop. A long low grunt of pleasure escaped from him. Without any urging, she cleaned his cock by licking it thoroughly with her tongue.
Then he pulled her up and kissed her deeply. To his surprise she wrapped her arms around his neck and even more surprised when she rubbed her pussy on his bare thigh trying to pleasure herself. John allowed her to rub against him for a while, then he stopped her and instructed her to prepare the bath water.
She filled the tub with warm water and while waiting for it to fill, she was instructed to give him a body massage by rubbing her breasts over his body as he lay on the bed. The feel of her soft breasts contrasting with rough hardness of her nipples was sensual and arousing. Soon they were in the bathtub and she was soaping his body thoroughly with her soft hands. John reminded her to clean his cock and balls thoroughly. She was getting excited herself at touching and fondling his naked body. She gave special attention to his manhood. Then she rinsed him off and dried him with the towel before taking a short shower herself as John waited in the bedroom.
When she entered the bedroom John was dressed to go out for dinner. She looked disappointed. He took the towel from her totally naked body and fondled her breasts. As he kissed her his hand went between her legs and stroked her aching pussy. Her legs parted to his touch, her tongue sought his urgently. She was wet and totally aroused. “Fuck me now master…please!” she pleaded. He had two fingers in her pussy and she was sliding herself up and down on his fingers. “No”, said John sternly as he spanked her buttock firmly. “Get dressed now. No bra and no panties”. She put on a sleeveless blouse with a short tight skirt which showed off her ass beautifully. Her nipples poked at the thin fabric of her blouse. She felt self-conscious but safe that her master would protect her.
They ate in the rustic hotel café with a view of rolling landscaped grounds leading to the beach and the beautiful turquoise sea. The light was fading from the sky, the fireball of the sun going home to roost in streaks of orange, pink and purple. They sat together facing the sea and drank in the view as they ate the delicious food. Now and then when the waiters were not around, John’s hand would roam underneath her short skirt and caress the folds of her pussy, getting her excited as she tried to look normal. Then he got bolder and began to finger fuck her, drawing low suppressed gasps and stifled moans. Her eyes were glazed and unseeing, her fork poised in mid-air. A female waitress passing by asked her if she was alright. She nodded her head and made a pretense of continuing with her meal. But her wicked master still would not let her orgasm. They finished the meal and went for a walk in the large landscaped garden.
The sky had turned a deep dark blue. Away from the light pollution of the city the sky was heavily sprinkled with twinkling stars, a rare sight for urban dwellers. A fresh breeze blew in from the beach, bringing with it the distinctive smell of the sea. Palms trees waved overhead and the lights of the hotel were made the scene look like a fairytale place. The grounds were extensive with many trees, rest huts and park benches. John led her to a gazebo located in a dark corner. They embraced and kissed deeply, grinding their private parts against each other. Then he unzipped his pants to reveal his engorged cock. She needed no orders and immediately went down on her knees to suck him. After a few minutes of scrumptious service by her eager mouth, John stopped her for fear of shooting his load. She certainly knew how to please a man with her mouth.
“Let’s go back and fuck Master,” Anne gasped breathlessly. “I need to be fucked by your big strong cock”. “If you want to be fucked, we’ll do it here”, replied John. “Now, bend down and stick out your ass.” She lifted up her short skirt and bent down with her hands against wooden pillar, her fine ass exposed to the night air and her legs wide apart. It was a most enticing sight, a female presenting her rump to a man to be taken from behind. Without much ado, John positioned his throbbing hardness at the entrance of her love canal and began to fuck her vigorously. Amid the chattering of the insects and the croaking of frogs, they moved together in urgent rhythm, lost in their own world, a world of pleasure and ecstasy that that transcended physical boundaries.
John was about to shoot his load when he heard voices that seemed to be approaching. Hurriedly he withdrew his cock, causing her to groan with frustration. He pulled down her skirt and quickly led her away from the approaching sounds. They were both flushed and excited to have been almost caught in the throes of passion. They made a beeline back to their room to continue their lust. Alone in the lift, Anne rubbed her bare pussy against his leg. She was hot and yet to orgasm although she had come close.
They entered their room and flung off their clothes. John led her to the balcony. Under the starry night sky with the cool breeze sliding deliciously against their naked skin, they embraced and kissed each other passionately while the rhythm of the sea filled their ears. They would have fucked there but it was too exposed. Back inside the room, John lay down naked on the bed, his cock pointing in the air. “Get on top and straddle me,” he ordered. But she did not need to be commanded, she was doing it for herself now. She straddled him with her shapely breasts in his face, her dark upright nipples aroused and rigid. Her master delighted in squeezing her tits and sucking on her nipples, sometimes lightly biting them making her gasp in pleasure and pain. “Now, give me a tit fuck,” John ordered. “Yes, Master,” she responded eagerly.
She moved down and clasped his engorged organ between her breasts. Then she began moving her upper body up and down to slide her tits against his entrapped cock. When his cock came close to her mouth she would flick at it with her tongue. She was hot with lust, her pussy wet and steaming. She had an urgent desire to be penetrated and fucked by this man. Her hunger had been awakened inside her with a sharp pang. “FUCK ME now, Master!!” she pleaded with half-closed lustful eyes.
Without waiting for her master’s reply, she gripped his cock firmly and guided it into her aching hole. It entered easily and she loved the feel of his hard cock filling her, driving her excitement even higher. Now she was riding his cock up and down, to and fro, moaning with each stroke, the sound of their bodies banging against each other with a plop, plop sound. Her boobs were bouncing up and down in front of his face and he squeezed them now and them. She was moaning in rhythm to the movement. After a few minutes of this she was on the point of no return. Her pussy tightened around his cock as wave of pleasure coursed through her body, the delightful contractions resonating through her like warm ocean tides. She released a long deep moan and wrapped her legs around him tightly until her orgasm subsided.
Then she was ordered to turn around for doggie style. She readily complied by lying on her stomach and arched her ass for him, her pussy lips opened and ready to be fucked. To John the view was wonderful, like a goddess waiting for his cock. He put his hands on her waist, entered her love canal and resumed shafting her. She pushed her ass back and forth to match the rhythm of his fucking. “YES! YES! Fuck your sex slave!!” she moaned aloud. John would not be able to last so long if he had not cummed a few hours earlier. But he was soon defeated. He felt himself sliding down the slippery slope to orgasm. He quickly pulled out his cock and shot his semen all over her lovely ass. At the point of his climax, he gasped, “ALL DEBTS ARE REPAID!”
As she lay quietly in his arms, she reflected that this must be the most enjoyable method ever to pay back a man. Now that the debt was repaid there was no need for her to sleep with John anymore. She could just get up and request for another room. But she was enjoying this too much to put an end to it. Besides, he had said he was going to take her by the backdoor. This had sent a delicious shiver of expectation through her and the more she thought about it the more drawn she was to the idea. She had never tried anal before and was curious about how it would feel to be fucked in the ass.
“John,” she said, “you said you wanted to take me in all my holes but you haven’t taken my asshole yet.”
“Oh that,” John replied, “I was just testing you. I don’t think it’s worth giving up your ass for the debt. Your virgin asshole is safe. Don’t worry about it.”
“But I want to try!” exclaimed Anne. “Come on master, fuck me in the ass!”
“No more slave and master now, all debts are repaid,” said John
“But I want! I still want to be your sex slave until this trip is over,” she interjected. She had discovered that she had a kink to be dominated and used for a man’s pleasure during sex and it was new and exciting,
“Alright, we’ll do it tomorrow,” John replied. At his age another round wasn’t possible. But she was really something. If he had known she has such a high sex drive he would have made her his mistress long ago.
They smiled at each other and kissed passionately. The rest of the holiday stretched languorously ahead. They were no longer slave and master or creditor and debtor….only a man and a woman.
Source: reddit.com/r/Erotica/comments/12cihjj/the_repayment_a_woman_found_a_novel_and