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Mom's Sil Stocings

Mom's Sil Stocings

by Undyingdevotion
20 min read
4.73 (33800 views)
motherstocingshigh heelsmassagecreampie
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Simon lazily tapped the remote, flipping through the channels on the television in search of anything of interest, something that could take his mind off the small mountain of papers that were scattered across the coffee table. After a few minutes of unsuccessful searching, he reluctantly settled on a nature documentary. He wasn't too sure what it was even about, nor did he really care, it provided much-needed white noise to prevent him from being alone with his thoughts as he progressed through his mountain of school work.

Another hour passed before Simon even made it to the halfway point of the pile, and he was already feeling the urge to give up, suffering from severe boredom as he dealt with the highly repetitive workload. He tried to pick up his pen and winced, rolling his hand to try and rid himself of the strain in his wrist, struggling to blink away the blur that had started to hamper his vision.

As arduous as the work was, Simon understood that it was all necessary. He had long since set his sights on the Ivy League, which meant he had to push himself just that bit harder to ensure that his performance at school was beyond exceptional. Simon worked hard, perhaps harder than he should have. Long hours of studying had a severely adverse impact on his social life, to the point where he rarely went out anywhere with his friends. He had his share of romantic encounters, but nothing that lasted longer than a few weeks, too short to allow for anything more than fooling around.

He worked steadily, but was forced to reach over and turn on the oscillating fan that stood beside the couch, countering the stifling heat that permeated the air. The day had started off warm enough, but the heat quickly became unbearable, to the point where even the air conditioning unit had little to no effect on the temperature inside of the house.

A gentle jingling sound at the front door brought Simon's attention away from his work. He set aside his essay papers and paused the television, craning his neck just as his mom pushed the front door open and walked into the foyer.

"Simon? Are you in?" His mother's voice carried over from the foyer. Brushing her golden hair away from her face, Mary walked into the living room, unsurprised when she located Simon on the couch with more books and sheets of paper than she could count. "Don't tell me that you've been in here all evening just studying? It's a glorious day out, they reckon it's going to be one of the hottest this year. You're missing out, big time"

"Yeah, I've just been getting the last of these English papers finished. It's taking a bit longer than I was expecting," Simon replied, rubbing his tired eyes, just glad to take a break from the seemingly endless stream of paragraphs he was forced to break down and annotate. "What about you? You're back early."

"Quiet day. It seems like everyone had the right idea and opted to head to the water parks and public pools, anywhere that allows them to cool off for a bit. It seems like we're the only ones who were dumb enough to suffer the heat in silence," Mary replied, fondly ruffling Simon's hair as she trotted over to the rotating fan, sighing as the waves of cool air washed over her face. She grinned knowingly, loosening the first few buttons of her white blouse to let the air reach her chest. "Why? Were you hoping to get up to something before I got back? Ooh, did you invite a study-buddy around for some 'extra-curricular activities?'"

"What? No, nothing like that," Simon rolled his eyes, sitting back as he watched his mom do her best to battle the oppressive heat. Shamefully, his eyes briefly darted in the direction of her cleavage, long enough to notice the floral-patterned black lace bra that contained them.

"You had the house all to yourself and you didn't invite a girl around?" Mary raised an eyebrow, leaving the fan behind in favour of paying the kitchen a quick visit. "Sometimes, I fear that you might be too well-behaved."

"What can I say? You and dad raised me right," Simon shrugged.

He put his admiration of his mom's down to desperation, stemming from the dry spell he had been experiencing since his most recent breakup. However, no amount of excuses could explain away the fact that his attraction towards his mom of all people had only grown in those weeks, with him beginning to notice her every feminine feature. How it started remained a mystery, he could only theorize that the weeks of excessive studying and a lack of free time had caused him to go a little stir crazy.

Trying to appear casual, Simon's eyes followed her as she headed for the kitchen. He started with the well-waxed, 6" scarlett-soled heels that encased her small feet, which sharpened the features of her svelte legs. Moving his gaze upwards, they travelled along the length of her seamed silk stockings. His eyes widened when she opened the fridge and leaned inside, grabbing a cold bottle of water, contorting just enough to let her black leather pencil-skirt rise, providing him with just the smallest glimpse of her stocking tops. Continuing his ascent, he traced along the tight skirt and the gold cinch belt that sat tightly around her thin waist, exploring the perfect curves displayed by her blouse.

As soon as she faced him, Simon broke off his sordid exploration and innocently shuffled some of his books around to clear away the mess he had made, disturbed by just how flustered he had grown. An odd tingle danced along his spine when he heard a delicate sigh escape from her soft lips as she took her first sip of ice cold water.

"So, how was your day?" Mary asked, leaning against the door frame, pressing the bottle to her forehead. She visibly relaxed as the near-freezing cold bottle worked its magic, cooling her face wherever she placed it. "I heard through the grapevine that some of students from your school are hosting some big party at Lake Laius. I hope you're considering heading up there, a party like that sounds like fun. Cheap beer and girls, what could be a better way to spend a day such as this?"

"Aren't you meant to dissuade me from going to parties?" Simon asked, sharing the grin that appeared on her lips. "Most parents would kill their kids if they found out that they were getting drunk and hooking up with girls on a school night."

"Then it's a good thing that you weren't born to a terribly boring mother," Mary walked into the living room and screwed the cap back onto the bottle, setting it down on the coffee table. Slipping off a heel, she rubbed her stocking-clad foot, balancing with a hand placed on the armrest of the couch. "These are going to be the best days of your life, before you find yourself stuck in the world of cubicles and self-loathing office workers. Besides, I can hardly tell you about the wrongs of going to parties on a school night, I spent my last year at school sneaking out whenever I got the chance, waking up in a different guy's bed every other night."

"I can't imagine that grandma was too pleased to hear that," Simon chuckled, amused by the thought of his incredibly conservative grandmother discovering his mom's wild habits.

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"She wasn't," Mary gave her son a grim smile, shaking her head as one of her more unpleasant memories rose to the surface. "I can still remember the expression on her face when she caught me sneaking in through the front door with my make-up ruined and my hair looking like a bird's nest. Jesus, if looks could burn she would have reduced me to ash."

"I never realized that you were a party girl," Simon said. It was hardly the most surprising revelation in the world, Simon had always known his mother to be something of a free spirit.

"Don't let the corporate regalia fool you, I used to be quite the rebel when I was your age," Mary's eyes flashed with amusement. "It's a miracle that I didn't end up getting knocked up before I left home for college, I wasn't exactly the most cautious person in those days. Gosh, I've been in more clubs around the city than the health inspectors."

"I wish I could have seen you in your prime," Simon replied, hastily amending his comment. "But that's not to say that you're not still in your prime, of course! I'm just saying-"

"That you would've loved to have witnessed me before life got its hands on me," Mary flashed a soothing smile. "It's alright, I'm willing to admit that between raising a family and building my career, I'm not exactly as in touch with my wild side as I once was. As much as it pains me to admit it, I'm afraid to say that I've become somewhat boring."

"You're anything but boring, trust me."

Even at the age of thirty-nine, his mother still displayed a youthful spark, which consistently put her at odds with his more straight-laced father. Simon had countless fond memories that involved her habit of walking the line between authoritative rule-setter and co-conspirator.

A lopsided grin fleetingly appeared on his face, brought about by the memory of his eighteenth birthday. It had been a busy day, not a second passed where he wasn't pounced upon by relatives and family friends that he could scarcely recall, all wanting a piece of the birthday boy. What was meant to be a day of celebration quickly became a slog, draining Simon of life well before the time came to blow out the candles on his birthday cake. But a saving grace came when his mom snuck up behind him during the one moment he had to himself. She placed a finger against his lips and urged him to remain silent, then poured a generous amount of vodka into his glass of diet coke. It didn't stop his birthday from being a tedious affair, but it did help to take the edge off.

"Thanks. But it's difficult to convince me otherwise when the highlight of my day is getting off work early." Mary rubbed small circles along her ankle, letting out a frustrated huff when she couldn't achieve the relief she sought. "I love designer heels just as much as the next woman, but god they aren't built with comfort in mind."

"You suffer for the sake of fashion," Simon joked. He stuffed his essay papers back into a plastic folder, turning when he heard the sound of wincing. A thought suddenly popped into his head. "Hey, do you want any help with that?"

"You want to give me a massage?" Mary replied playfully, tucking a lock of golden hair behind her ear. "You know what? I might just take you up on that offer, let's see what you can do."

Mary hobbled over and deposited herself on the couch beside Simon, swinging her legs onto the couch and onto Simon's lap. She offered her other foot to Simon, who promptly slipped off her other heel and deposited it carefully on the floor next to its counterpart. Simon felt his breathing slow to a near halt, hovering his hands just inches away from the toned pair of legs cradled in his lap, half sure that he was on the verge of waking up from a dream. It was only when he finally lowered his fingers and felt the incredibly smooth silk beneath them that he accepted the reality of it.

"Well, I'm not an expert or anything. I've picked up a few things from some of the girls at school, I haven't had any complaints so far," Simon responded, grabbing her stockinged-foot and squeezing it. "So don't expect any miracles."

"I'll be happy with whatever you can d... oooh. Goodness, I didn't realize that you had such a strong grip," Mary breathed quietly, reaching back to grab a cushion, placing it behind her head to rest against. She stretched out in feline-fashion, slowly shifting her legs as Simon's digits precisely rolled across the base of her foot. "You weren't kidding, you've got a talent for this."

"Huh, and there I was thinking that I was going to end up doing more damage than good. Maybe I should give up on college and take up a career in massage therapy?" Simon snorted, rolling his thumb along Mary's ankles, guided by the sounds she emitted in response to the places his fingers touched.

"Yeah, try explaining that to your father," Mary giggled, cooing as Simon's fingers applied more pressure. "Just there, sweetie. Ahh, perfect."

Simon took the compliment to heart, growing in confidence with every long stroke. He brushed his thumbs across her heel, squeezing and pressing into her soft skin, using his amateur knowledge to reach every sensitive area he knew of. By the way his mom's blue eyes rolled back, he knew there was at least some effectiveness to his technique.

"How in God's name are you single?" Mary stretched out, sucking in a sharp breath when Simon touched upon a particularly tender nerve. Her hips started to rotate, matching the circular motion of Simon's fingers. "If I had a boyfriend even half as good at this as you, I'd have to be an idiot to give him up."

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"I'm glad you're enjoying it so much," Simon replied, doubling his efforts, emboldened by the power he momentarily possessed just by the movement of his fingers alone.

"I'm serious, you're going to be a hit with the ladies at college. If you learned how to cook, you would literally become almost every woman's idea of an ideal partner," Mary responded with an affectionate smile, sinking further into the pillow when Simon stroked a hand across the back of her calf. "I think I might have to try and get you to teach your father how to do this. I could get used to this sort of treatment, maybe I could convert your bedroom into my own personal spa. After you leave for college, that is."

"Nah, I think I'll keep my secrets to myself," Simon smiled knowingly. "Why give up my technique when it clearly comes in handy?"

"Spoilsport."

Once he felt that he was finished with one foot, he swapped over to the next, applying the same routine as before, using what he had learned to great effect. Simon again spotted his mother's eyes close over, losing herself to the bliss that he delivered as his fingers flowed across her legs. A sudden jerk brought his attention to her thighs as they writhed together, which caused her pencil skirt to shift further along her legs. Driven by suffocating temptation, Simon took a terrible risk and subtly raised her leg up and spread her thighs apart a bit at a time. Not wanting to draw suspicion, he focused on caressing the areas that proved to have the most profound effect on his mom, overwhelming her to the point where she fully closed her eyes and sank her body into the cushions of the couch.

Simon suppressed a groan as he pried her legs far enough apart to give him direct sight of the area between her thighs, mesmerized by the sight of the black lace thong that shielded her womanhood. He had no clue what possessed him to do such a thing, and an awful sense of shame filled him when he felt a bulge forming as a result. His gaze lingered for far longer than he had intended, which prevented him from noticing that his mother's eyes had opened once more. It also gave her suitable time to calculate exactly where his eyes were pointed.

"That was wonderful, if I'd known I could get this sort of treatment I would have asked you sooner," Mary sighed and propped herself up with her elbows, bringing herself level with Simon. "Those magic hands just swept away all the soreness, I haven't felt this relaxed in ages. Hmm, and by the looks of it, I wasn't the only one to get some enjoyment from it."

"What?" Simon responded vacantly, but was quick to snap out of his trance. He glanced down and felt the blood drain from his face when he understood what she was referring to. Simon relinquished his grip of her legs, stammering as he tried to make an excuse that was even remotely believable. "Shit! I-Im sorry, I was only trying- "

"I know exactly what you were trying to do, mister. It's obvious what a man is looking for when he spreads a woman's legs apart, and it isn't tips on the latest garter belt trends," Mary raised an authoritative brow, watching a bead of sweat forming on Simon's forehead. A dozen different emotions appeared and vanished from Simon's face in a span of just a few seconds, fear being chief among them. Deciding that she had toyed with him enough, she let a wide smile spread across her face, coquettishly twirling a thread of hair around her finger. "I think someone is really suffering because of this sexual drought of his."

Mary made her point by dropping her eyes down towards the tent rising in his sweat pants. Mischief flickered across her face, she observed Simon as he made a vain attempt to cover himself up. A short silence descended upon the pair. For Simon, it felt as though it dragged on for a lifetime, drawing out his burning shame until it became almost as unbearable as the rays of heat that pounded their home. The silence was broken by the groan Simon made when he felt his mom's foot drop directly above his tent, tracing the tip with her toe.

"How selfish of me," Mary swept her tongue over her glossy lips, sliding her stockinged-foot along the length of the material of Simon's pants. "I let you spend all that time focusing on my tension, making me feel so good, and you I didn't even think of the effect it was having on you. It's been so long since you last had a girl around here, it's only natural that you would be drawn to the one woman you've been in constant contact with these last few weeks."

"That's still no excuse," Simon exhaled, mortified by the abrupt turn in events.

"It absolutely is an excuse. You're young, hormonal, and in the presence of a rather beautiful woman. Add all that to the fact that you haven't been with a girl in weeks and it makes complete sense why you would react in such a manner." Instead of removing her foot, Mary kept it in place. "I'm as much to blame for this as you. Therefore, I feel some responsibility for getting rid of your problem. Would you like me to do that for you?"

"W-What" Simon swallowed harshly, blinking as his mom gently teased his bulging member. Under ordinary circumstances, reason would have stepped in and Simon would have jumped up, bringing things to a screeching halt before they went too far. Yet, nothing could convince him to move, the tension that developed between the two of them was stifling; he couldn't resist her soft touch. "Are you kidding?"

"Do I look like I'm kidding?" Mary continued to circle around the tent, watching Simon's reluctance fade with every stroke.

"Wait," Simon sank back, clutching the armrest of the couch. His eyes opened and he found his mom staring back at him, her blue eyes glistened sensually. Any hesitation he held onto faded, setting him on a path he could no longer deviate from. "We can't. What if we get caught?"

"Caught? Simon, are you suggesting that we will be getting up to something that needs catching?" Mary laughed melodiously, amazed to feel Simon harden further at the implication. "Those tight pants must be causing you more than a bit of pain, but I have the perfect solution. If it helps, I promise that whatever happens within the next few minutes will stay between us. All you have to do is agree to let me help you."

Simon couldn't accept what his mom was suggesting, even when her actions all but confirmed that her offer was a serious one. Not for one second did he ever believe that his oldest and darkest fantasy would ever become a reality. Simon slid his trembling fingers beneath the elastic strap of his sweat pants, letting out a series of shaky breaths when he started to edge them downwards, lifting his body up to roll them down his legs. Driven by his intense arousal, he shoved his pants down to his ankles, gasping as his quivering cock sprang free.

"That's quite a... tool you have there," Mary's mouth opened in surprise. From her brief contact with the bulge, she could tell that Simon was reasonably well-endowed. However, she certainly wasn't prepared for the true scale of it, leaving her momentarily stunned as she stared at every thick inch. "It's no wonder why you're struggling to find yourself a nice girl to take to bed. One look at that and they'll worry that you'll snap them in half."

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