Behind Closed Doors

Smirking she reached down, twitching her bathrobe aside revealing her pale soft thighs and, as the fluffy fabric pulled further back, the pale soft length of her cock.

She didn't look down as she revealed herself to him, in fact, she kept her eyes firmly on him, watching his expression, the widening of his eyes, the parting of his lips in surprise, the way the colour drained from his cheeks, his pallor becoming more like her own fair skin.

She reached down and caught the base of her cock, pointing it upwards though it flopped to the side, bowing mid-shaft as she was still soft. Her length and girth were impressive and she could tell by the stunned expression on his face and the slight blush at his cheeks that while he had been expecting something, he hadn't been expecting all that.

"Want to concede, honey?" She smirked, unable to hide the smugness from her voice as she held her nine inch cock, "I know I've won and so do you."

He looked up at her and swallowed, realising, perhaps for the first time, the full extent of his comparable feminine nature, "N-no." he bit his lip, as it was he knew she was so much bigger, but if he was hard, and if, when hard, hers wasn't any bigger, just thicker, he might just be safe.

"If I'm hard and you're that big... I'd win..." He said, softly, a desperate edge to his voice.

She grinned and reached across, stroking the back of his head affectionately, though he grimaced slightly, "So you want to compare them both hard hm? Well then, you'll have to help me get mine hard..."

"I..."

"Or concede." She finished, brightly.

He looked away, cheeks flushed, eyes searching at nothing as he thought, "...Fine..." he finally said.

"Good boy," she cooed, "hold out your hand, you don't need to look if you don't want to..." She really didn't care if he watched, she just wanted to feel him.

After another moment of hesitation he held his arm towards her which she took greedily, guiding it down towards her cock. Using both her hands to guide his hands and fingers to her soft length.

His cheeks glowed as she wrapped his hand around her length, letting him feel the foreign size and softness between his fingers and she wrapped her hand around his, making sure he couldn't pull it away if he wanted to.

"Ahh, there we go..." She purred softly as she started to shift her hand up and down, jerking off with his small delicate hand, "that feels so good... Do you like that? Do you like stroking mommy's cock?" She grinned.

He didn't respond, but his cheeks were flushed crimson as she continued, his hand warm around her cock, she squeezed his hand, forcing him to grip her growing length tighter. She might have been a shower instead of a grower, but the few inches she would gain as well as the straighter poise of her cock, she knew, would easily bring her victory.

She bit a full lip, raising a hand to tuck a few stray strands of hair behind one ear, her hips moving slowly in rhythm with her hand as she grew hard.

Alex swallowed, feeling the heat emanating from the cheeks and the growing steeliness of her cock under his fingers. He felt the odd firm sponginess of her length and knew that she was fully hard. She didn't stop though, obviously eager to continue as long as he let her.

"H-hey," he said, pulling his hand away and turning towards her, noting the knowing smirk on her lips as she let his hand go, his gaze drawn inevitably towards her cock.

She was sat relaxing back in the chair, her hips pushed forward almost to the edge of the seat, her cock pointing straight up towards the ceiling, the pale length twitching eagerly, her balls drawn up tight underneath.

"You like what you see?" She teased and he looked, feeling a sinking feeling in his chest, knowing the outcome, "Come on now, this is your chance to win the bet, let's see what you've got sweety."

"I... I don't want to..." He murmured softly, his thighs tucked tightly together as she looked on, admiring his reserved cuteness, one of her hands idly stroking her cock, keeping it hard as she watched. In her youth, before the wonders of motherhood it would've stayed hard on its own, but now it needed some gentle persuasion.

"I don't care what you want Alex love... You either take it out and show me, or we go upstairs to my bedroom and I-"

"Okay, okay!" He said hurriedly and she grinned, he was clearly taking her threats legitimately now they'd come this far.

She waited patiently, enjoying the conflict that played across his face with every small movement, his cheeks bright as, for the second time this night he started to open his pants, reaching down and within.

She chuckled softly as he exposed himself, raising her hand to cover her mouth, though the laughter line around her eyes still showed her mirth, "Oh darling!"

They had both known she would win, but, to his shame and her glee, she hadn't expected to find his cock, three and a half inches long, as hard as a rock as he presented it.

"I'm glad to see you're conceding your place so easily..." She grinned, reaching a hand across to caress her fingertips through his hair.

"I-it's not like that..." He said defensively, the humiliation plain to see on his face.

"It doesn't matter what it's like," she smirked, "you know that I'm right, you're not a man, you never will be. So, please... Let me teach you how to be the best woman you can be?"

He swallowed and looked distant for a few long moments, his cock twitching slightly before he turned and looked to her, his eyes wet, uncertain and broken.

"How...?" was all he said.

"It's actually really really easy love. You just have to not be afraid of this." She glanced down towards her own cock, giving it a few pointed strokes.

He swallowed, his eyes flickering down to look at it, "I-I'm not afraid of it..."

"Oooh? Then suck it." She said, her voice sultry. He opened his mouth to speak but she cut him, "Ah ah, no back talk."

Her fingers, which until now had been caressing his hair tightened slightly, exerting a pressure to push him down, an action that he resisted but not nearly enough to actually stop him.

"There, go on, it's not going to bite, and you better not either..." She said with an edge of warning in her voice, though she didn't think it would be a problem.

Alex whimpered a little, his hands moving to rest on her thighs to support himself as she urged him further down and down, the thick veined length of her hard monster approaching his lips, "I-I can't..."

She bit her lip, so close now she could feel the warmth of his breath against her sensitive tip, "How about just a kiss then hm? Can you do that sweetie?"

He chewed his lip for a moment, feeling the pressure of her hand on the back of his head urging him onwards, "J-just a kiss?" he asked, voice a little shakey.

"Just a kiss." She promised.

Closing his eyes he leaned down her hand midshaft guiding the tip of her cock to his approaching lips.

He felt something hot, silky and spongy bump against his lips which he puckered in a kiss, but as he did he felt her hips shift, her grip tightening and felt his head being forced down.

He whimpered in surprise as the tip forced its way between his lips, his jaw relaxing so he didn't accidentally bite her as she slid her length into its new home, her son's mouth.

"Ahhh fuck Alex, just like that, oh that feels so fucking good..." She commented, the pleasure obvious in her rich voice as he found himself with a mouthful of her long pale cock.

Jenna tilted her head back in bliss and held his head firmly in place with two hands, relying on her son's submissiveness as she roughly began to move his head up and down, using his pretty pink lips and hot wet mouth like she would a fleshlight.

"Suck it, or I'll have to use your throat instead..." She urged, feeling his lips, rolling up and down her length tighten to a seal around her, a sudden tingling pressure tickling the sensitive tip of her cock as he began to suck.

"A-aaah.. Yeah, see? Not so bad is it, aaah, oh fuck I wish I knew my son would make such a good cocksucker, come on, harder..."

He complied and she moaned, his tense muscles relaxing to let her do what she wanted.

Though he could feel a couple of tears on his cheeks, it wasn't because of what she was forcing him to do, suck her meaty cock, but because he knew there was no turning back, no last-minute reprieve for his masculinity. She might have been forcing him, but it had only taken the barest amount of effort on her past, his resistance had been token at best, like he'd wanted it almost, or at the very least that he'd recognised it was inevitable.

As he relaxed she moved one hand from his head to slip it inside her bathrobe, cupping and squeezing one of her heavy soft breasts. Pinching the hardened nipple between her thumb and forefinger to draw as much pleasure as possible from her body.

"Play with my balls sweetie..."

He barely hesitated, one hand moving from her thigh down between her thighs, moving under the heavy orbs in their smooth sack to lift and cup them, giving them soft squeezes and rolling them between his fingers.

"Good boy..." She purred and he felt a little spark of pleasure inside of him, his cock twitching, a single shameful line of pre trickling down his cock, not that Jenna noticed or cared.

She lay there, cupping herself and guiding his head as he massaged her balls, feeling pleasure she hadn't felt in years surge through her, the thrill of a special victory. She'd had sex over the years, sure, specifically, everytime her son had shown interest in one of his barely legal friends Jenna had gotten involved, turning the girls out and away from her precious son, at least until the right one came around. Jenna had recognised his now ex as the shallow bitch she was and knew, if she let their relationship blossom her finding out his size and subsequently ditching him would be inevitable. It had played out exactly as she planned, her son falling into her arms, broken and ready for her.

"Mmm..." She moaned low, rolling her hips in rhythm with the up and down motions of his head, "Use your tongue more, come on, if you want my cum you're going to have to work for it..."

He whimpered, the only protest it seemed he was capable of but before long was obeying her, his tongue pressing tighter against and swirling occasionally around her. He was amateur she thought, not her best blowjob by a longshot, lacking conviction, skill or the ability to deepthroat, but still her pleasure raged, none of that mattered, he was her son and finally, finally he was going down on her.

She chewed on her lip, pinching and pulling on her nipples so hard it hurt so good, her nipples pulled away from her body, caught between her fingernails until they bounced back hard and throbbing.

"That's so good baby, you're going to make me cum soon, you want that, I know you do, you want to swallow mommy's cum..." She panted low, her lips parted slightly as she watched the back of his head bob up and down on her length.

He did, gods he hated it but he did want her to cum. In the conflicted maelstrom of his mind he tried to reason it was because the sooner she came the sooner it was over, but even to himself that felt like a weak argument.

Her pace quickened and became more erratic, the movements of his head and her hips falling out of sync as she drew close, occasionally pressing too deep and drawing a gag from him, not that she slowed when he did.

Spit rolled down her cock to be massaged into her balls by his delicate hand and she knew she was close.

He felt her balls tense in his hand, but so distracted by the sensations pervading his mouth he didn't piece together what it meant until the first blast of cum struck the back of his throat, she held him tight with her hand, keeping him pushed down as she fucked her cock up into his mouth, panting and gasping aloud, repeating the same instruction over and over again.

"Swallow! Swallow!"

He did the best he could, his lips forming a tight seal as her cum pooled in his mouth around his lips making it difficult to gulp down, though he could taste it, for the first of many times he thought.

Jenna felt a line of thick cum ooze down her cock and squeezed his hair painfully tight, "I said swallow!!" She spoke louder, her voice shakey though her pace slowed, allowing him to swallow with more ease, his slender throat bobbing as he emptied his mouth of her contents down into his stomach.

She panted hard and long, sank deep back into the chair, her hand falling from his head.

He sat up slowly, his lips remaining tight so no more cum dribbled free from his lips and, once he was sat up he tilted his head back, finding it much easier to swallow.

"Mm... You missed a bit..." She said, her voice critical.

"I-I'm sorry..." he said, voice hoarse and she smirked a little.

"I'll have to punish you..." She said, voice sultry and he looked at her, his face red, his cheeks wet and his lips puffy, "Mm, go to bed. I'll be up in a few minutes..."

He looked at her, afraid to ask what his punishment would be but clearly not eager to stick around and anger her further. Standing and pulling his pants back up he stepped quickly from the room heading for the stairs.

"Oh and don't forget to brush your teeth first! It'll help with the taste." She called after him, grinning to herself.

He blushed furiously as he made his way upstairs, but did as she suggested. He looked around the bathroom as he brushed his teeth, noting the empty wine bottle, the discarded clothes and scented candles but didn't stop to clear up.

A few minutes later after he had brushed his teeth and washed his face he was in his room, undressing for bed when he heard his door swing open and his blood ran cold.

He turned to face her, but with relief, found she was standing with her bathrobe on, though the smirk on her beautiful face was disconcerting.

She had wanted to fuck him, of course, but she wasn't as young as she used to be and would need at least a little while to recover.

"Here." She said, smirking, tossing him something which he struggled to catch, fumbling but holding it, albeit awkwardly.

He stared down at the object, a thick black buttplug with something weird on the bottom, though he wasn't sure what. He looked up at her, unsure but she tossed him something else, a little blue sachet.

"Lube." She explained, "You're going to sleep with that inside you. If you don't I'll know and then you'll be in real trouble..." She paused for a moment, considering watching him try to get it in, but she wanted to feel the comfort of her own bed, "Oh and leave your bedroom door open tonight..." With a wink she turned and stepped from the room, leaving him alone with his new object.

Jenna walked back to her room and turned off the lights, slipping her robe off to land on the floor before climbing into her bed, sighing softly. It took a little while, as she thought it might, but before long she heard the soft whimpering sighs and gasps of her son, trying to work the doubtless incredibly well-lubed buttplug into his virgin hole.

It had been the kindest thing for him really, allowing him to go at his own pace while stretching his ass overnight, making sure it was nice and prepared for what she had in store tomorrow.

It took twenty minutes or so she reckoned until, after a very distinctive squeak, he went silent. She waited a few more minutes laying in her bed, listening out for any other telltale noises until she was sure he had either given up or had succeeded.

She smirked playfully and reached across to her nightstand, picking up a little plastic object. After a moment's hesitation, she flipped the switch.

She heard a surprised yelp from across the hall followed by a series of whimpers and moans, her son caught off guard as the buttplug sealed in his ass began to vibrate.

Grinning she set the switch down and leaned back down, falling asleep to the sounds of her son moaning and whimpering like a bitch in heat. She wondered if he would cum, if he would touch himself, but she didn't care.

For Alex it was the best worst two hours of his life, until, mercifully, the battery ran out. The vibrations had torn down walls and forced him to cum three times, his little cock shooting into his hands, leaving a sticky less that he wiped off on some discarded clothes. By the end of it, to his humiliation, he found himself disappointed when the battery ran out and he was finally allowed to slip into sleep.

He'd slept on his stomach, finding it to be the most comfortable way to sleep and and awoken to the alien sensation of a sharp tugging then a sudden void within him, he'd whimpered softly, putting his arms under himself to push himself up, eyes flickering open to see the dim light of morning bleeding in through his curtains, but before he had pushed himself up, he'd felt softness on his back.

"Shh..." Jenna whispered as she settled her weight down atop her son, her heavy breasts resting then pressing into his back.

"M-mom?" he whimpered softly, "w-what're you doing?"

She let out a soft little laugh, kissing him on the back of the head before whispering, "taking care of my morning wood..."

He had opened his mouth to gasp but she had pushed his face down into his pillow as she slid herself forward. She had lubed her erect cock before entering his room and his ass, stretched and lubed from the buttplug couldn't have been anymore ready for her if she tried.

He wriggled, hands gripping the sheets and feet kicking helplessly as she sank every single inch into his virgin ass in a single long slow stroke, her huge replenished balls pressing eclipsing his own smaller ones.

"Aahh..." she moaned low, pinning him with her body, her hips working in slow circles as she got used to having the tight ring of her sons ass gripped around the base of her cock, every inch being hugged by his new fuckhole, "this is what you're for sweetie, every morning and every night you're mommy's new fucktoy, don't worry baby, you'll love it and hate yourself for loving it... But that'll change..." she whispered, biting his earlobe gently, "you'll see how right I am and before you know it you'll be begging to meet my friends..."

With that the admittedly short acclimatization period was over, she was impatient and desperate to relive that first thrust into him. Biting her lip she closed her eyes and began to fuck him.

His ass was tight but accommodating, able to take the huge length she pounded into him, his moans coming out quick with his breath, the soft cheeks of his ass bouncing each time she slammed herself down into him.

Each thrust ground his hard little cock into the bedsheets, the friction pleasuring him, getting him off even as he hated himself for it, as she had said.

She wasn't gentle, she wasn't making love, she was just relieving herself with his body, jerking herself off with her newest toy.

Their bodies had grown slick, her breasts sliding over his back, her heavy balls slapping into his time and time again, reminding him of his inferiority.

The sensation of her huge cock driving in and out of his slender body, bumping into his G-spot time and time again had, to her amusement, made him cum twice in the time it took her to reach the finish line, each time his ass rippled and milked her cock like a sleeve, a sensation she relished as he made a sticky mess of his bedsheets, his toes curling, his pillow wet with spit and sweat.

Finally she had finished within him, pumping a thick hot load of her girl cum up into his butt, marking him as a bitch and she had lain with him, letting his ass-pussy milk every last drop she had to give deep inside him until she was soft.

She had stood, slapping his ass hard enough to draw a yelp and to leave a red handprint on the jiggling softness of his cheek as she smirked, leaving him to recover from his morning session.