Carine, the Manipulated and Blackmailed MILF Wife

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A brief description of the female lead.

Carine was turning 31 this year, about 1.55m tall, a caring mother of two children, a demure and loyal wife to a husband who was a high flyer under those government scholarships – ‘sit back and don’t make mistake sure get promoted each year’ schemes. (Those civil servants here should understand this.) She married into his family when she was 22, only had a boyfriend prior to that in a relationship that lasted a year plus. She attended church since young and had strong beliefs in premarital sex, thus repelling any approach from her ex. Her husband, Timothy, was the only man who had ever seen her naked, felt her and made love to her.

Despite giving birth to two children, Carine managed to maintain her figure rather well. Apart from some flesh around her waist, her smooth, silky and slim legs and arms remained, along with her cute features and her succulent lips. She had shoulder length brown hair, which she often permed and silver rectangular framed spectacles which gave her a classy look which hinted a few shades of a slutty secretary look from certain angles.

Carine was a well primped lady who wore cotton blouses of almost every shade of color, the G2000 collections. She hardly shopped and only bought when necessary. The last time she bought office skirts was years ago, thus making the ones that she owned tighter than before as her bum grew more flesh after giving birth, but hence giving it an even better curve. She had always been shy about it, vexing that her bum was too obvious, but little did she know that it was a daily dosage of eye delight for some of her male colleagues. They imagined themselves doing all sorts of naughty acts to her perky ass.

On days when she was in the mood, Carine would put on her shiny blouses of satin in earthly colors. Before she gave birth, those blouses were perfect fits. But post pregnancy, her breasts grew to fill the blouses amply and exaggeratedly especially after her second baby a year ago. The usual 34B bras, which fitted her cups perfectly before pregnancy were now too small to even contain her breasts, which had grown to a 36C after the second child. Being the spendthrift that she was, she never bothered shopping for new underwear or new clothes and wore the same sets as she did years ago. Imagine the combination, a tight satin shirt which revealed the entire body line of her full cups which were bulging out of the insufficient cup space. Being the innocent woman that she was, she would even put pins to hold the folds in between the buttons together to prevent her cleavage from exposing themselves through the holes. But given her new blessed bosoms, the pins often split open when she moved around without her knowing.

She was a boring woman, only had a limited selection of her underwear’s. They were always matching, two in black, three in beige, three in white, one in grey and one special set of red which she would wear on her once a fortnight love making dates with her career centered husband. The infants were well taken care of by her in laws’ helpers and Carine led a carefree and stress free domestic life in the riches of her husband. To her, there was happiness in that it was very whole.

This was as life as she knew it until something changed it…

Carine worked in a bank and held a good post. Despite her rather handsome salary of almost $8k a month, she always felt inferior to her husband who earned so much more. She was never bad in her studies, but her husband outshone her so much in every aspect that despite her study grants, she felt bad about herself. Her in-laws were reluctant to let their precious son married such a simple, nobody woman at first, but gave in after realizing that their nerdy looking son had no other chances of finding another woman who wasn’t in it for the money. The marriage was tough in the initial years, Carine found it hard to conceive. The in-laws were outspoken in their disappointment in Carine‘s ability to bear them grandchildren. However, little did they know that it was their precious son who was responsible for it.

Being the proud scholar and nerdy personality that he was, Carine and Timothy only consummated their marriage days after their wedding. Timothy was so weak that he fell asleep after what he referred to as an exhausting wedding. If only Timothy knew how many of the men in the ballroom were dreaming of fucking his wife when they saw Carine in that alluring cheongsam tea dress that revealed her beautiful slim legs. They spent most of their honeymoon exploring the place rather than making hot love in their romantic suite. They finally had sex on the third day of their honeymoon because Timothy saw some European women in their sexy and extra revealing bikinis at the hotel’s pool.

Boy, Timothy was bad in bed. There was so much pre-cum even before he saw Carine‘s beautiful bare breasts for the first time. And when he did, he was already halfway to his ejaculation. Carine was clearly not aroused at all, neither did she know the feeling of it. When the first penetration came, it was plain painful because the nerdy Timothy didn’t even know how to lick a woman’s nipples right. It was awkward and even more awkward, Carine was not turned on, not one bit. Timothy even took four to five tries before he could push his small penis into Carine‘s pure and sacred pussy for the first time. Her vagina walls were dry, but Timothy was already releasing so much pre-cum that it lubricated Carine‘s pussy instead. The first penetration felt weird and painful, Carine‘s pussy was still so tight as it was her first time, but Timothy had no problem fitting his mini penis in. It was only 5 cm long and 2 cm wide. Once in, Timothy screamed out in delight and fucked her pussy frantically. He pumped her pussy like a doggy mating simply because… He was already ejaculating… Yes… An orgasm just after five strokes of pussy pumping. He unloaded, probably his first batch of released semen, into Carine and then climbed over to the other side of the bed and fell asleep.

Carine laid in bed, wondering and confused. So this is sex? She asked herself. But Carine never bothered because she herself had no prior experience to reference to. Carine got up and went to the bath to clean away the sticky semen. There was some blood from her virgin try, but not a lot. Probably because Timothy’s was just too small to tear the rest of the hymen open.

For the remainder two nights of the honeymoon, Timothy fucked Carine whenever he felt his horny mood returned. They could be in the middle of lunch when he started to feel horny after looking at the scantily clad Caucasians around. He would request Carine to go back to their room and had sex with her. Even after the fifth time, Carine still did not enjoy it. She felt some feeling down there, but it was plain awkward and most times painful. But she was very glad that her husband finally consummated the marriage to prove his attraction to her. She had been in great confusion ever since their wedding night.

The honeymoon ended and they both returned back to work, their normal lives. Their next fuck session didn’t come until the weekend. Tim had totally forgotten about his horniness and the pleasure of sex. He was so engrossed with work once again. Truth be told, he loved his work more than anything else, even himself. From there on, sex only came once a fortnight, sometimes even a month. The longest Carine experienced was going through nine weeks without sex, until a sexy female colleague turned Timothy on which led to the session to break the record.

Carine was always happy with the security and luxury of their marriage, but her in laws never allowed her to truly enjoy it until she finally gave birth six years later.

She thought life would be truly peaceful and happy…

Until she made a series of mistakes… Elsewhere and at work… A mistake so bad and a decision much worse to follow.

Fast forward to the present.

Carine had just returned to work for a month after her maternity leave. She had just gotten used to the work habits and routines. Being meticulous, she ended the day after clearing her work and assignments. Just as she was about to leave for home, her immediate boss, John, called out to her from his office opposite.

Carine, is this the final draft?” John yelled for Carine to go into his office.

“Yes, it is boss.” Carine replied meekly, John was a notorious Indian boss who had no qualms about his abuse of his powers over his subordinates.

“You are sure about it?” He asked again, with a smirk.

“Yes, yes. I am sure boss. Can I go now?” Carine replied without hesitation or thought. She was stressed and had a place to rush over to. Besides, that was what John would always do, being an ass about it and asked that same question to intimidate his staff.

“By all means, go.” John replied with a deviously and sly smile.

Carine had no idea what lewd thoughts John had in his mind as his eyes were glued to her irresistible ass as she turned and walked out of the office quickly. As she turned into the corridor, John admired the slight hour glass figure of hers, her bulging breasts in that tight fit maroon blouse and the perky butt behind, thinking about what he was going to do to her in the days to come.

The next day, Carine returned to work weary from her stress from home. She put on her favorite satin silver blouse and her usual black skirt. She always liked the feel of satin by her skin, which often helped her to relax.

While waiting for the lift, a familiar figure crept up behind her. When she got in, the figure followed, so did the many others who were rushing to get to their offices to clear their work. The lift was packed, but not so much. When Carine went in and turned, the figure behind her was already right in her face. Carine managed to squeeze into the back of the lift, but the figure just kept moving backwards. It was so close that the man’s back was pressing against her breasts. Just as she was about to signal to the man, she recognized the back view of him.

Is it John? She thought to herself. Why is he here so early? That ass usually arrives way after everyone does.

Carine decided to avoid any trouble and kept mum. As the lift went out, more people left the lift and none came in, but the John resembling figure did not bulge one bit. His back was still pressed heavily onto her breasts. Carine could smell his cologne and couldn’t stand the smell of it… Deep down inside, she had wished for bad things to happen to her evil boss.

When it was finally their floor, they made their way out. It was indeed John. She wondered if he did it on purpose. The first half of the day went on peacefully, there were no interruptions from John which was as good as a miracle itself. Carine tried her best to focus on work and not from the domestic persistent issue. Then lunch time came.

Carine, before you leave for lunch. Please come into my office.” John yelled from his door.

Carine signaled her colleagues to go ahead without her as she quickened her steps to John’s office.

“Shut the door and close it. I don’t want anyone to interrupt us.” John barked. Carine quickly closed the door and locked it. She noticed that John had shut all the blinds and they had complete privacy. She wondered if John was intending to discuss the performance bonus of the staff with her?

Just as Carine was about to sit down on the chair, John stopped her.

“Did I ask for you to sit down? Stay there!” He commanded, and got off his seat.

Then, Carine saw something and was stunned to her very core. John’s flyers were undone and his huge penis was sticking out of it in the red boxers he was wearing.

Carine immediately used her hands and covered her eyes.

“Why? What’s with your rude behavior?” John demanded an answer.

“Boss… Your zipper is down…” Carine replied weakly…

“Yes, I know…” He replied confidently, “So now tell me, how does that make you feel?”

“Huh? What do you mean?” Carine, confused.

“You tell me, how does it feel for someone to flash you?” John yelled.

“It makes me uncomfortable.” Carine was careful with the words she chose, still confused with the situation.

“Yes, precisely!” John barked again… Zipping up his pants. “You can open your eyes now…”

Carine did so as told, John was staring at her angrily. “Do you know that I have received five complaints about you?”

“Com… Comp… Complaints? About me??” Carine‘s heart shot right to her mouth, she had never been complained before. In fact, her CV was sparkling clean, she was due for another promotion soon.

“Yes!” John walked over towards her. “Do not move!” He instructed fiercely and then struck out his hand and pointed to Carine‘s breasts.

Carine looked down at them and replied. “I don’t understand… I am not revealing anything…”

“Not revealing anything? What about this?” John poked hard at the area where the top of her cup ended and the excess from her huge breasts bulged out from the cup.

“What about this? Isn’t this revealing?”

Carine wanted to back off and run away, but the constant barking from John terrified her and made her knees weak. Carine had so long ago wanted to quit her job, but the stress from her in laws was much more unbearable.

“I don’t understand?” Carine replied feebly.

“You don’t understand anything at all! You dumbass! Are you trying to show off your boobs by wearing such a small bra? Are you trying to seduce me or the directors to get your promotion?” John somehow had so much energy to continue barking, his finger remained on Carine‘s breast.

“No, no… I am not…” Carine quickly defended herself.

“Then explain the small bras!” This time round, he poked harder once more.

“I am not wearing them on purpose… It’s my pregnancy. After it, my breasts grew. I have not bought new bras yet…” Carine managed to compose herself and explained.

“Do you take me for a child? Are you saying that an executive like you can’t afford new bras? Are you trying to mock me?” John then slid his finger along the cup line and down to her cleavage where the buttons were. He used his finger to spread the holes between the buttons and touched her cleavage slightly while doing so.

“What about this then? People have been complaining that they can see your whole cup.” John kept his finger there. “Are you wearing a tight blouse on purpose as well?”

“Huh?” Carine was ever so careful always, however the pins came off. “I am sorry, they must have dropped off… I am so sorry! This won’t happen again.”

John pretended to calm himself down and took a few deep breaths. “I am giving you half an hour. Go get yourself a stack of new bras and report back to my office. This is your only chance to save your promotion if you still want it.”

“Half… Half an hour? I don’t even know where the nearest bra shop is!” Carine replied frantically.

“You really don’t know anything, don’t you? You are sure you deserve that promotion?” John smirked. “Go to Ion Orchard. There are bra shops there.”

“Can I have more time? I will get new blouses too.” Carine thought carefully and requested.

“You take me for a butler or a chauffeur? You want me to wait for you while you shop?” John barked even louder. “The blouse is fine! Just get yourself bras that fit! Do not get new blouses, I do not want any others to notice you understand me?”

“Yes, sir. I understand.” Carine turned hurriedly to leave.

“And remember this, if anyone finds out that I have to teach you how to dress properly, you can kiss your promotion goodbye.”

Carine took the lift down in tears, never had John been so mad at her. She was on the verge of a meltdown as she couldn’t take the stress anymore. Her children kept her sane. She knew she had to clear each hurdle as efficiently as she could. She cabbed down straight to Ion Orchard, checked the directory and found only two lingerie shops. Victoria’s Secret and La Senza. She was familiar with the former and she was against the idea of wearing such, she walked quickly to La Senza instead.

The moment she walked in, she knew she was in deep trouble. All the bras were suggestive and had the ‘come fuck me’ signals… There was not a plain colored one in sight. She looked at her watch and realized time was not on her side. She realized that she had to just go with it. She quickly tested for her size and selected about ten of the different selections, paid and headed back straight to her office. She didn’t even have the thought to grab herself some lunch. Time literally crawled as she waited for the cab to reach her building. When she finally made it back to John’s office, she went straight in without thought.

“What the!” John exclaimed as he jumped from his seat and turned around. “Get out!”

“I am so sorry!!!” Carine cried out and quickly shut the door… What was John doing?

“Get your ass in here now!” John barked and Carine followed.

“I am so sorry boss! I thought I was running late!” Carine explained pitifully.

“Spare me your crap. Now show me your effort to keep your promotion, or worse, job.” John slyly replied.

Carine handed the bag over to him. John flipped through the contents and took them out one by one, he looked impressed and with a perverted smile, “You’re really a seductive slut aren’t you?” John abused her with that remark.

“No, no… These were the only ones availa…” Carine blurted immediately.

“No need to try and explain you deceptive slut.” John cut her before she could finish. “What are you waiting for? For bosses to be seduced by you before you start wearing a proper bra?”

Carine understood and quickly took one of the bras and headed out of his office.

“Where do you think you are going?” John barked once more.

“To… To the washroom to change! Like you wanted me to!” Carine quickly replied to explain.

“You really are a cunning slut aren’t you?” John said with much pretended shock. “Are you trying to make the staff think that I am taking advantage of you?? That we were fucking in this room and you head out of my office holding that slutty bra???”

“No… No… I never meant that…”

“Why why why did I even think of trying to help you! Now you want to get back at me by framing me??” John made full use of the situation and lied.

“No, no! It is not that! I really didn’t have that intention!! I just needed a place to change!” Carine teared and tried to explain herself.

“Don’t lie! You can change right here! Can’t you?” John said slyly.

“But…”

“But what? You think I am interested in looking at you change? Look at your fats? You think I am a pervert, don’t you?” John challenged her to say yes.

“No… No!!! I don’t! I am sorry…” Carine said. “Could you turn around please?”

“How dare you tell me what to do? I am your boss and you do not tell me what to do!” John rebutted. “Go over to that corner and change! I am not going to look at you unless I want to puke my breakfast out.”

Carine quickly grabbed the first bra, turned around and walked to the corner to change… As she unbuttoned her blouse slowly, fear filled her to her very toes. It was the first time she was stripping in a room with another stranger. Even though he claimed to be not interested, but it was still horrifying. She hesitated, then tried taking off her tight blouse quickly, but it wasn’t easy. She felt a pair of perverted eyes staring at her smooth and silky back, but didn’t dare to turn around to confirm it.

‘My my… So this is how her back looks like… And this is what I will see when I do her from behind…’ John thought to himself. Unknowingly, John’s hand shifted to his penis and started to rub and pleasure himself while he sat comfortably in his $5000 leather chair.

He gasped next…

Carine had just unhooked her bra from behind and removed it swiftly. She couldn’t hold on to both the bras, the beige one which she wore and the new turquoise with zebra print bra and her satin blouse. She dropped the old bra and tried putting on the new one on quickly. It fitted like a glove comfortably as Carine quickly hooked the back up. Just as she was about to put on her blouse,

“Hold on!” John blurted. “The price tag is still on your bra, you dumbass. Are you trying to draw attention to yourself again??”

“No boss! I forgot about it… I am sorry!” Carine mumbled in fear, she reached to find the tag…

“It’s at the back, you’ll never get it this way… Goodness sake… Just take it off to do it… You’re wasting my time here!” John barked.

Carine jumped, but did as she was told. She quickly unhooked her bra, took it off and tried to pull off the tag. She tore the paper off, but the plastic hook was still there. John was shifting his seat so that he could get more angle on the side of Carine‘s breasts.

‘Holy cow… They are huge! How good to squeeze and suck on them… Damn this Chinese MILF!!!’ John lecherously entertained himself, but he was still hesitant on the approach to up this woman whom he had dreamt of fucking for the past 2 years.

Just as Carine was about to put the bra back on. “The plastic thing is still on, you dumb ass. Here! Use my scissors to cut it off!”

“It’s ok boss! I can just leave it there.” Carine quickly rejected his offer in fear of moving around in her bra and exposing herself further.

“I wasn’t asking… Either you come over here and get the scissors yourself, or you want to trouble me to bring it to you?” John retorted back, daring her to make him walk.

Carine hesitated, she picked up her blouse and covered her front, walked towards the desk quickly and got the scissors. She intended to return to her corner to cut it but John was quick to intercept her action.

“Stop wasting time walking here and there already. Just cut it off now and put on your damn clothes!” John instructed sternly.

Carine did as told, turned around, revealing her bare smooth back to John. John’s already erected penis grew bigger. Carine cut the tag off, bent forward to put the bra on.

At this moment, John couldn’t take it anymore, he stood up and grabbed Carine

Or rather, John wished he had the guts to do so. But he knew he had to make his moves carefully. He could be the one losing the job in the end. He needed for Carine to agree to fuck him voluntarily and so far, his plan was working well. Carine had shown that this job meant more to her than, perhaps, her dignity.

John salivated at the moment Carine bent forward to put the bra on, her protruding perky ass which he would die to doggy fuck for. Carine swiftly stood upright and hooked the back of her bra on. She proceeded to put on her blouse. He swore to himself, that this would not be the last time he saw this. That this would happen every day, after he gave Carine a good fucking session and she put her clothes back on.

As she tucked in her blouse into the skirt, she turned around. “I am done boss, is this ok?”

John was afraid to stand up as his erection might show. He did so cautiously and approached her slowly. He placed his hand on her shoulder to pull the blouse up and tightened it. Pretended to check if there was any excess breast mass bulging out of the new bra and touched on the top lining of the cups a little.

“Now this is finally acceptable.”

“Good! Now you look proper! Now you don’t look like a slut trying to seduce her coworkers and bosses for a promotion.” John tried his best to condescend her.

“From now on, I do not want to see you in these again!” John said as he walked over to the corner, picked up Carine‘s worn 34B bra and threw it into his trash. He then packed the rest of the bras back in the bag and handed it over to Carine.

Carine quickly took it from him, had an eye on her old bra, but decided that she would have to plead with her boss more to retrieve it. “Boss, can I leave now?” Carine pleaded for her leave.

“Yes! About time now. Congratulations, you’ve wasted two hours of my time and my life! And don’t you be a slut and go dramatize this story to others. I have enough evidence to get you fired.” John said skeptically, fearing that this whole thing will turn favor against him.

“No, I wouldn’t dare to. Thank you boss for helping me.” Carine said and quickly left the room.

John sat down in his comfy chair in disbelief of what had just happened before him. He had just managed to get the MILF of his office to strip for him and made her think that she was the one at fault and it was right for her to do so. Even though he didn’t get a full view of her full breasts, which would be beautiful and perfect in his imaginations since years ago, even before they got big after pregnancy. John somehow knew that the chances of him getting more of Carine‘s beautiful breasts would be there in the days to come. He sat down, planning his next move on how to get Carine to strip more for him.

John was never cool in school, in fact, he was always being bullied and teased for his foreign accent. He spent his childhood in India but came over to Singapore when he was 17. By then, he had already completed most of his university studies in India so school here was relatively simple to John. He excelled so well that he received scholarship offers, like the one he had to join his current company.

The girls in the same course as him loved to be his friend, but never his girlfriends or even friends with benefits. So did the girls staying in his hostel too. John would always dream of banging the local girls while he masturbated himself every day in his single room while staying back from lectures he didn’t need to attend. He would watch porn and dreamt of doing the different positions in real life. But for those long years of yearning, he never had the chance to. He was always awkward and lousy with women.

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1 Response

  1. Michael Zicks says:

    Total bullshit story. The fucker John being of Indian origins is not a realistic character. Is Carine so dumb?

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