Blackmailing Mommy Jenna (Celebstars & Roleplaymaster)

"Really? Again?" She said, following the man who had been packing the last twenty minutes. "I took a year off work for you so we could spend time together, work on our marriage. We even spoke of renewing our vowels and over the last three months you have worked out of the country."

Wearing a tank top and some baggy sweat pants, the wife walked behind her husband, marching down the stairs behind him. "I'm starting to think you don't want this to work." Her bare feet felt cold against the marble floor when she reached off the bottom step. The large mansion was paid for by her movie and TV work while the furnishings were added by her husband's business wealth.

Running a hand through her long red hair, Jenna Fischer shook her head. "I don't want to leave it like this. Have a safe trip" after she said this, the man leaned in, prompting her to pout her lips, but he kissed her on the forehead, exiting the large home with his luggage travelling behind him on it's wheels.

"Ugh!" Screaming in anger with her hands in fists, the mother felt so worthless. With her eyes tearing up, she spent the rest of the day in the living room, watching trashy TV shows and feeling like it was a waste of time taking a break from her acting career.

It was school holidays for Cameron 'Fish' Fischer, and with not much of a social standing among his friends, it often left him at home. Not that he minded of course, since his mother was rich. Whatever Cameron wanted, he would get, which would keep him entertained in his room for as long as possible. Unfortunately, the 15 year old was often disturbed from his alone time by the yelling of his parents.

Today, like usual, his father would be going on another business trip, leaving Cameron and his mother alone once more. Hearing the yell of frustration from his mother after the front door closed, he knew that his mother needed comforting. Looking around his messy room, the boy soon found some nice looking clothes to wear, as well as his phone and (incredibly filled) wallet.

Trotting downstairs, the boy soon found his mother on the couch, curled up on the couch and watching the Kardashians. "C'mon, get up and get dressed." He instructed his mother with a small, gentle smile. "Since dad doesn't have time to make you feel special, I will. We're going out to dinner, just the two of us."

Jenna didn't hear the footsteps of her son trotting down the staircase, but gradually they became louder the closer he got, prompting her to lift her head up from her hands. "You look nice where are you off to?" Hearing him, she smiled weakly and shook her head. "I know what you are trying to do, but I am not in the mood, I don't feel like going out honey."

Resting her head back down on to her hands, she listened to the TV and got annoyed at what she was watching. Flicking through the stations, she heard her son go on, trying to persuade her.

"Fine...fine...at least someone cares about me" standing up after swinging her legs across, she stood up, being just a little bit taller than her growing son. Rubbing his arm with her hand, Jenna strutted past him, her ass swaying from side to side in her sweat pants and her breasts bouncing as she took quick steps up the staircase to her bedroom.

Half an hour later, the mother came down to the ground floor, her heels clapped heavily against the marble floor. She looked gorgeous in the black dress, although when she came in to the living room she sorted her cleavage out. "You don't think this is to much? I'm showing a lot of skin everywhere." With her hair now straightened, it was soft and when some was flicked back, a whiff of her perfume traveled towards her child.

The boy rolled his eyes when she rejected him, not giving up so easily. It took another ten minutes to convince her, but she finally gave in and accepted the date. Getting on his toes and pecking his mother's cheek as she walked past, he could not help but stare at her butt as she walked away. His mother was an attractive woman, so much so that he had jerked off to her many times in the past. He knew it was wrong, but it did no harm, so why did it matter?

Half an hour later, Cameron heard the clapping sound of her heels hitting the tiled floor. Looking at the staircase, he was a little surprised at her new attire, and very happy he had come up with this idea. "You look beautiful, don't worry about it." He promised, smelling her perfume from a good distance away. It was strong and smelled amazing, so he could not help but get closer. "Let's go. Since I'm not of age, you'll need to drive and pay, but you'll use my money to pay since it's a date." He informed her, grasping her lower back and leading her to her car. Slowly slipping into the passenger seat, he awaited Jenna to begin driving.

Lead out of the home and to the car, Jenna put her seat belt on and waited for Cameron to the do same before starting the engine of the vehicle. "I think it is really sweet you wanna take your mother out. I feel honoured" pulling out of the driveway once the black gates had opened, Jenna began her journey to the city.

It wasn't a long drive, around twenty minutes before she pulled up outside an expensive restaurant. "You know this is my favourite place. You sure you can afford it? I am guessing it is your allowance."

Getting out of the car, Jenna locked it and made her way in to the building along with her son. "Table for two please" she said to Esteban, who knew her from her past visits. "Would you like the usual bottle of wine to be brought to you Mrs Fischer?" He asked, fixing his tie making sure he looked smart.

"You will have to ask Cameron here. You OK with me drinking tonight?" Turning to him with a smile.

"You deserve to be treated special, even if dad is too busy." He replied, throwing his father under the bus a bit with that remark. "I said you can go wherever you want. If this is the place you want to go, I'm all too happy to go here." the boy promised.

When asked about the wine, the boy nodded. "Get whatever wine she wants, and make sure her glass is always full." He instructed Esteban.

Arriving at their table, Cameron wanted his mother to feel special in every way he could, so he even opened her chair for her like a true gentleman. As he sat down across from her, he could not help but feel aroused; due to her dress, the boy got to see quite a bit of lovely cleavage.

---

About an hour later, Cameron was supporting his mother on his shoulder, trying to hail a cab from the front of the restaurant. She had drank all her wine and all the wine meant for him too, since he was underage. Holding her tightly to him, a cab eventually arrived, and he gently helped his mother inside. Giving the cabbie their address, it was only another five minutes until they were home.

"Have fun?" He asked his mother as he helped her inside their home. Slowly the pair made it up the stairs and into his mother's room, with the boy trying to ignore the erection he had from Jenna's lovely body and smell. "Time for bed I think. Do you need help?" He asked, sitting her on her bed and standing nearby. He had forgotten his erection for now, which probably wasn't a good time to forget, since it was eye level with his mother.

If anyone saw Jenna go in to the restaurant, they wouldn't have recognized her when she left. Slumped up against her son in the night sky, she leaned on him, completely dependent on his body to keep her upright. With one arm on his shoulder, the other was against his stomach before she found herself on a seat in the back of the taxi. "My car" she turned around, looking at it in the back window as it got smaller due to the distance becoming further apart.

"Thank you!" Jenna waved to the cab driver who fortunately didn't recognize her as she was being quite outspoken and just having fun. By the time she walked up the driveway and entered her own home, the mother opened her arms up to hug her son. "I did have fun, you are a good boy, I love you. Better than your stupid father."

Talking as he lead her up the stairs, Jenna finally ended up in her bedroom, sitting on the edge of the bed in front of him. He would of had a look opportunity standing above her, getting a birds eye view of her tits. After all, she was bra-less.

Looking ahead, she saw the tent in his pants and opened her eyes wide. "Oh my god..." she laughed, "You are trying to bed me..." If she was sober, she would have freaked out at the thought of her son having an erection in front of her. In her drunken state, she didn't seem to mind, or maybe it was because she was lonely that she would take anything right now.

"Wait here...don't go..." Walking straight to the on-suite, apart from the odd cross legged stumble, the mother disappeared from view.

The entire ride home consisted of Jenna loudly talking and her son trying to shush her gently and apologising to the driver. When they ended up at their location, Cameron gave him a little extra as an apology, and then helped his mother inside. The hug was unexpected but welcome, enjoying the feeling of her breasts squashed against him. "Love you too, mum." He said softly, before leading her upstairs.

As she sat down, the view was absolutely incredible, being able to see most of her tits in her dress, though no nipples. Apparently his mother saw something too, and when he looked down, Cameron realised that his erection was easily noticeable. The idea that he was trying to bed her made him blush. "B-Bed you? I uh.. I don't.. Uh.." He stumbled with his words before giving up. Maybe he was trying to bed her? She did look really attractive, and he had jerked off to her many times.. But would he actually want to fuck her? He supposed he would.. The boy was about to apologise when she told him to stay and she'd be right back. Supposing she was changing into her pajamas, the son waited for his mother's return.

Jenna did a complete wardrobe change, she even managed to do her hair some more, adding a few curls in to it this time. "Are you still out there?" She shouted through the door, hoping he was.

Putting on the finishing touches, making her her stockings were all well and proper, Jenna opened the door, putting her hands on the frame, letting him look at her. "Do I look sexy?" She asked, walking over to him, her feet covered in the stockings as she made her way over to the bed.



"I know I'm drunk...but I wanna say thank you..." Sitting down on the edge, she slapped the sheets looking at him. "You got hard because you want me...you wanna fuck me....well if your Dad doesn't want me you can have me instead..." Crossing one leg over the over, she looked at him, believing this is what she wanted. Of course in the morning she would regret anything that would happen but her drunk mind was in control.

"Yeah, of course." He called out in reply, standing by the doorway as he waited. He knew she was drunk, so perhaps she needed a bit of help getting into her PJs? No sooner than he thought of that, did his mother reappear, and wearing something he never expected. Lingerie. It looked familiar, and it took him a moment to realise it was the same (or at least similar) to what she wore in the movie 'Blades of Glory', a personal favourite of his, for this very scene.

"S-Sexy?" He repeated. "V-Very." He answered finally, knowing she was waiting for a reply. He could not stop his nervousness, a little shocked at the behaviour of his mother.

Her words about being drunk but knowing that she wanted him to be with her made sense to the boy, not knowing exactly how being drunk worked. Taking a spot on the bed, Cameron slowly leaned over and passionately kissed his mother on the lips, a hand already moving to her breast to cup it. His kissing wasn't like from a novice, which proved he had done this before. Knowing she would likely allow him to do anything at this stage, he gripped her breast through the lingerie, squeezing it and massaging it beneath the material.

Her body lifted up a little as his weight dropped next to her on the bed. It wasn't long before he leaned in and kissed her, pushing his lips on to hers and giving her his tongue. It made the mother lean back a little as he was clearly eager to touch her. As they made out, her phone buzzed silently as her husband called her, wanting to apologize for earlier. Little did he know that his own son was making out with her on the marital bed, even daring to lift a hand up to grope at her breast.

Pulling back, her eyes stayed closed and her lips seemed pale before they returned to their natural pink colour. Both hands worked at his shirt, lifting it up to reveal his body. Feeling his chest with her palms, it turned her on the fact he was growing in to a man.

"Have you thought about me before? Before tonight? Or is it just because I want you that your doing this?" Jenna asked out of curiosity.

His mother began to remove his shirt and he assisted, allowing her to see his pale body. It had an athletic build with a bit of hair, a little bit of muscle but nothing to drool over. He wanted to do the same for her, but her lingerie was filled with so many laces that he had no clue how to begin.

"I have.. touched myself, when thinking of you. Uh.. quite a few times, actually." he admitted. "Sometimes I even heard you and dad and touched myself." He continued. That last confession must have been quite old though, as it had been a while since Cameron had heard his parents have sex.

"Now, it's not very fair that I have my shirt off and you don't have yours off... except I don't know how to get yours off." He told his mother, his hands running along the soft material, trying to find a zip or a loose lace to pull on. "This lingerie looks incredible on you, but it would look much better on the ground." He winked. Now instead of trying to take her top off, a hand was gently rubbing her inner thigh.

She smiled with a laugh as he didn't know how to get her out of the corset. Behind her, there were laces and at the top it was tied. While he had his hand on her inner thigh, Jenna turned, showing her back to him, all he simply had to do was pull and it was fall open and instead of untying it all, she could lift it over her head and he would finally see her breasts which he used to suck on.

"I love that you think about me" She honestly said, her perfume still very alluring and while the outfit did wonders for her figure, although it was soon going to be on the ground. "Tell me what you have thought of me doing...what have you wanted?" Keeping her back to him, she spoke to him, waiting an expecting him to unfasten her outfit any time now.

As she revealed her laces, he simply loosened them a bit and soon her upper body was revealed to him. Her breasts were absolutely stunning, better than anyone his age. Gripping them in a firm hold, the boy began to suck and nibble on her right breast, wanting to taste the breast that fed him as a baby.

"I have thought about you doing many things... sucking me off, titfucks, riding me, doggystyle.. even smaller things like lapdances. If it's something sexual, I've thought about you doing it." He told her, pinching her free nipple as he continued his breast assault. "Your tits are so good." He praised her, burying his face in between her boobs and making them wet from saliva. "Have you ever given a blowjob before?" He asked curiously, as his erection rubbed her leg.

It was actually nice to be free of the outfit, even if it was only on her for a short time. With her tummy and breasts in view, she turned to face him once more before he latched on to her right tit, suckling on it while playing with the other. Pinching her other nipple, Jenna hissed and yelped, biting her bottom lip.

When he was off her, she listened to what he has thought of and fantasized about, smiling as he complimented her breasts once more. Now she watched him bury himself in them, a coat of his saliva making them have a dim shine.

"Yeaaah" The mother replied as though it was an obvious answer to a stupid question. "Stand up for me.. in front of me.." she ordered, sitting down in nothing but her stockings and panties. Unzipping his pants, she unbuttoned them and watched them fall to the floor, or more specifically his ankles. A quick pull and his boxers soon joined them, leaving him naked.

"My first cock in months" her voice honest, touching the base and slowly jerking her hand up to the top before grasping the middle and pumping his cock. Moving her head forward, her tongue licked his shaft before she placed him in her mouth, bobbing her head over the first 3 inches. That long red hair of hers covered dome of her face as she sucked him.

It was a little surprising to learn that his mother had not been fucked in months. If he had a wife like her, she'd always be satisfied, never being able to walk. Standing up in front of her, he silently waited as she pulled his pants down, as well as his boxers, revealing his erect penis. It was maybe half an inch smaller than his fathers, yet already it was much thicker (his father's was very thin).

Her hand was pretty good at jerking him off, and soon, her mouth joined in. He had one girlfriend in the past, but she didn't want to put a dick in her mouth, meaning this was Cameron's first blowjob. Groaning as it entered her mouth, she worked wonders on him despite only working with about 3 inches.

A hand moved to Jenna's head, encouraging her to go deeper. On every bob of her head, she would move down slightly more, until about a minute later where she was deepthroating her son's cock. Holding her in place, he wanted to see how long she would swallow his cock for before gasping for air.

After that display, Cameron thought of something: this might be the last time that he gets to spend a night with his mother, so he would need to spend it well. Deciding to get a little rougher, the hand resting on her head soon gripped a handful of hair. The son began to facefuck his mother, the sounds of a sloppy blowjob echoing slightly in the large room. "Just relax the jaw a bit." he instructed, and soon enough, Jenna had her own saliva running down her chin and chest.

He had no experience with this, so thankfully it did not look like his mother was in pain. Only going off porn videos, Cameron knew what he wanted to do next. Laying Jenna on the bed, her head hung over the edge, mouth open and relaxed, waiting for him to continue the facefuck. This new position allowed him to see his cock enter her throat as more saliva dribbled out of her mouth, this time running up her upside down face. This finally finished when his cock convulsed inside her throat, shooting semen straight into her stomach. "Holy shit." he gasped, slowly pulling out of his mother's mouth to inspect the mess he made of her face and make-up.

She was happy going at her own pace, sucking him with her mouth, taking only a few inches in to her mouth with her hand at the base keeping him upright. However, things turned a little as she lost control, he now held her locks in his fingers, pushing his dick further and further in, timing it with her bobbing head.

Jenna got so deep, she had to remove her hand at the base, placing both palms flat side down against each thigh. Them pink gorgeous lips of hers were a tight seal around him and because he was in her throat the mother gagged, choking and coughing on the tip. Trying to pull back, she was held there for a little while, her noises a turn on to anyone who had her on the end of their manhood.

Gasping for air when released, Jenna held her chest with her hand, her breasts bouncing with her mouth wide open, coughing up precum and saliva which was lodged at the bottom of her throat.

She was now moved, laid on her back, her head hanging over the edge. "What are you doing" she slurred, only to have her mouth stuffed with cock once more, managing to get in deeper which made her gag reflexes try to get him out. Breathing through any type of gag between her lips and his shaft, saliva spat out over her nose and forehead, making a mess of her.

Smiling at how dirty and slutty the normally innocent woman looked, he was happy he got this opportunity. "You're so nice with dad when you two have sex. I know that deep down you are just a dirty little slut. I want you to prove it while I fuck you. Talk dirty about how you like my cock while you get fucked into place." He instructed, once again moving his mother. It was easy to move her since she seemed to barely know what was going on. Now in the doggystyle position, Cameron finally took possession of her sweet, sweet pussy.

Slowly thrusting back and forth, the boy got a feel for what her pussy felt like. Fairly moist, it felt tight as it wrapped around her son's cock. He knew that Jenna and his father were 'high-school sweethearts', so Jenna likely only had one lover: his dad. The tightness seemed to indicate either Cameron had a longer cock, a thicker cock, or both. Unawares to the boy, his mother was facing the photo of their sweet, happy family, with a smiling Jenna and her husband, and Cameron seemingly hiding nearby.

Still on her back, his cock was thrusting in to her mouth like it was her cunt. Those cheeks of hers were a bright red in colour, she look flustered and it appeared unnatural to use her this way. It wasn't part of her sweet personality. Again, when he pulled out, Jenna coughed, quickly sitting up, composing herself. What she really wanted was a break of some sorts, maybe even a glass of water.

However, with hands under her, she was moved once more, called a slut in the process while put on her hands and knees. Her pink underwear was removed lowered down to her thighs, in a way keeping her from spreading her legs to far. The stretchy stockings from her mid thigh down to her feet looked ever so tight and made her legs look all the more smooth.

"Ugh..." Jenna gasped when he pushed his dick in to her, past her folds, allowing her pussy to mold to his shape. Closing her eyes, she tilted her head back, biting her bottom lip while her ass cheeks vibrated to each thrust he put in her. Opening her eyes and loving the bliss she was feeling, her gaze caught a family picture on the bedside cabinet. An overwhelming guilt came over her.

Moving a and back, she tried waving it at him. "Stop...Stop...I don't think I can" Jenna mentioned.

He heard her quiet whimpers as she struggled to tell him to stop, but he ignored her. As drunk as she was, he doubted that she would remember anything about tonight. Leaning forward, Cameron used his hands to push down on her head and back, forcing them onto the bed. This had the added effect of pushing Jenna's ass up more, making it more desirable to look at and easier to fuck. "Shut up, whore." He told his mother. She was moaning, so whether or not she said she wanted him to stop, her body was saying otherwise.

The hand holding Jenna's back down was soon removed, but the hand on her head only moved slightly, gripping her hair tightly as her head was forced to look to the side. Instead of the photo, she was forced to look into a full-body mirror. This allowed the mother to see her messy face and the attractive young boy thrusting into her from behind. "Now, use that dirty mouth of yours. Arouse me with your words." Cameron instructed, slapping her ass. It was not a gentle hit, but it would not leave a mark that would last any more than an hour.

Jenna grunted, her head was brought down by her son's hand as well as her upper back. It meant her hands gave way and she rested on her chest and the side of her face. Tensing her jaw as she spoke, the mother bit her bottom lip again while her pussy was used and abused by her flesh and blood.

As he took a hold of her hair, she moaned and looked in the mirror as he directed her to. Jenna had never been fucked like this before she was on always on her back with her husband so this was brand new. Her gorgeous eyes looked in to the reflection, watching her son's hips pull back before slamming in to her pussy.

Forced to watch him, it turned her on more seeing it, enough to make her talk dirty. "Harder...I want it really hard...I've never had it like this before." When the smack came to her ass, a gentle soft yelp beckoned from her mouth, it made Jenna all the more cuter.

His mother was attractive, so it was a surprise he never thought of doing this sooner.. Though maybe it was because he never had the opportunity? Either way, this was much better than he could have anticipated. The moistness of her cunt was very obvious, and it was a turn on for him to know how aroused he made his mother.

Hearing her beg for harder sex surprised him; since she was used to gentle sex, he had assumed she would have preferred it softer. Happy to go with her request, the thrusts became more forceful and quick, barely giving her any time to adjust or prepare before thrust after thrust pounded her abused pussy. The grip on her hair became tighter as he increased his speed, needing to hold himself in place to get the right angle. Seeing and hearing the cute reaction she had to the spanking caused him to slap her again. While he had previously been worried that he'd leave a mark, all he was concerned about now was leaving her with a night she'd remember through her drunken haze. Even if all she remembered was the hot spanking she received, Cameron would consider his mission to be a success.

As Cameron approached his next orgasm, the thrusts slowed down yet increased in intensity, rocking her entire body. "Oh.. Fuck... I'm.. Cumming.." He said each word with a forceful thrust, finishing his sentence as he released his seed inside her, inseminating his mother. "Fuck." He groaned, wiping his wet cock on her ass before laying beside his mother.

Them soft hands of hers which wouldn't hurt anyone were squeezing the bed sheets hard, pulling tight on it in orgasmic pleasure as she came on on his cock. Long yelps filled with satisfaction left her as he thrust in to her cunt long and hard. What she had just done didn't process for her just now. Instead she was enjoying the feeling of just being fucked and she loved it.

Her son soon followed, she picked up on the noises he was making but it also helped when he told her he was cumming. Inseminating her, his own mother, his seed crashed in to her in it's waves before he lay beside her after using her body to wipe himself clean.

Falling from her knees and laying flat on her stomach, Jenna closed her eyes, smiling to herself as she looked at her son. Putting a hand on his chest, she circled her finger.

Panting softly, Cameron smiled to himself. That had felt amazing, dominating a woman like that. The idea that it was his mother that he dominated just made the scenario even more arousing. Slowly and gingerly, the boy slid into bed and pulled the drunk woman under the sheets with him. She slowly curled up to him, her finger circling his chest in a way that reminded him of what women did in movies. It seemed an almost romantic gesture, so it was possible that she believed her husband was the person she was in bed with. Not caring what Jenna thought at the moment, he slowly wrapped an arm around the older woman, holding her naked body close to his, and feeling the soft stockings against his own legs.

"Goodnight.." he said, unsure what else to say. Closing his eyes, Cameron fell asleep with his mother, the first time he had done this in many years, yet the scenarios were totally different.

---

The next morning, Curtis awoke groggily, feeling the pressure of another person against his body. Remembering the previous night brought a smile to his face and all the blood rushed to his penis, poking a nice tent in the bed sheets. Glancing over, his mother was still asleep. Having rolled off of him some time in the night, Jenna Fischer was now on her back, a cute look on her face as she dreamed pleasant dreams.

Feeling very horny, the boy rolled onto his mother gently, trying not to wake her yet. Penetrating the pussy he dominated the previous night, he began thrusting inside of her in a much more gentle pace. Due to their positioning, his head rested against her shoulder, and he could still smell traces of her amazing perfume.

It was no lie, the mother went to sleep a very happy woman, having just been fucked she was satisfied and loved the feeling of just laying there slowly drifting off to a slumber with her cunt full of seed. A few hours had passed by now, the drink had been wearing off with every minute. During the night, Jenna had move position, rolling away from him, her back facing her son.

This wouldn't stop him getting what he wanted when he woke up in the morning. Her limp, almost lifeless body was rolled on to her back, her head still to the side as he climbed up on top of her, she having to take his body weight.

Legs spread open, her pussy was on show once more as he slipped himself inside of her. The bed shook slowly with his gentle thrusts and soon enough she woke up with his head buried in her shoulder, hiding his face. One hand went to the back of his head, the other rested on his back.

"Ugh..." she yelped. "Fuck" Jenna added with a whisper.