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Content Warning: This story includes themes such as light family roleplay, power dynamics, public sex, and orgasm denial.
It was never that simple for her, and while she could guess why, it wasn't exactly conversation material for this setting. She was at a holiday party for work, and this was the third time an inebriated male co-worker had asked her why she wasn't married. She was getting tired of deflecting or answering or even acknowledging the question, so of course, she simply walked away from the most recent idiot.
It was none of their business why she was fifty-five and single, and all of their shitty compliments didn't make her any more interested in any of them.
She looked her age, she knew it, but she kept herself pretty healthy, and she guessed that's why people felt the need to ask. Were she "sadder" or "out of shape" looking, she knew they wouldn't be asking. If that was the case, everyone would assume that she was "undesirable" like Carol from Accounting. However, they didn't know what she did: that Carol was not only happily married, but had an arrangement with her cuckold husband and regularly got extra cock on the weekends. Just goes to show that these idiots really had no clue what was desirable.
She made her way to the bar and refilled her glass with some bland white wine; she couldn't guess the type or brand, but suspected a bulk discount was part of the reason and that it came from a box. She didn't care, of course, just needed a little warmth to get her through the last hour of this mandatory, bullshit party. She leaned against the bar and gulped the drink down in two large swallows, her face and bladder warming a little as the alcohol began to do its work.
The bartender raised an eyebrow and took her offered glass when she turned to him, filling it again as he eyed her up and down. She chuckled wryly as she looked him over in return, not overly impressed. While she noticed his slack muscles and overlarge liver manifesting as a swollen stomach beneath his cheap, formal attire, he lingered on her snug, black dress, which began slightly above her knees and hugged every curve.
She hadn't wanted to wear it. With its form-fitting elasticity, open back, and deep neckline she felt it drew too much attention to the pooch of her small stomach and the little mound of her pubic area. But of course, he had insisted, and she had a difficult time saying no to him. No one had mentioned the areas of insecurity and many eyes had spent some time on her as she passed, so she knew she was probably overreacting. Even still, right now it annoyed her to be ogled more than anything else about the party. She'd prefer it were him ogling her, and this last hour before she could see him again was unbearable.
She got through it though, and as she stumbled a little over her heels getting out of the elevator to the third floor, she cursed the warmth in her body that belied how much she'd drank and how little she'd eaten. She steadied herself and removed her room key from her clutch purse, forcing herself to walk with a slower and more measured gait down the hall to room 3011.
She stopped and stared at the door for a second, hesitating to use the card as she willed her body to calm down, acutely aware of the warmth building in both her bladder from the alcohol, and her crotch from something else entirely. Her cheeks were a shade of red she would have hated anyone to notice, and the wetness she felt accumulating and threatening to drip down her thighs would have been even more obvious. Because, of course, he had insisted she not wear panties to this required work party. What an asshole, she thought as she chuckled inwardly. She wanted to be clear-headed when she saw him, although she knew it wouldn't do any good, she just wanted to know she could be, that she could be in control of herself.
She let out a slow breath, furrowed her eyebrows, swiped the key, and stepped into the room with confidence, feigned or real, she couldn't tell. She expected to see him on the couch, but was surprised to see the room apparently empty as she stepped in and closed the door behind herself. She began to head to the bathroom, suspecting he was there, but instead felt herself pushed to the side before her slowed reflexes could kick in, pressed hard against the wall as his hands clamped over her upraised wrists. She gasped in surprise, a brief flash of anger, and more than a little pleasure as she felt his hard body press against hers, his lips diving and pushing hard against her neck and then up her jaw before his hot breath washed over her ear.
They stood for a moment there, her pinned by his weight and pressure against the wall, and his nude body pressing and grinding against the soft fabric of the dress he'd insisted she wore. The warmth in her body spread, weakening her resolve to reestablish her control as she felt the wetness continue to coat her legs. She opened her eyes as he pulled back, his youthful face shining in the cool moonlight coming through the window, and the devilish grin plastered across it pulling further at her will. He released her hands and she slid her fingers down his body as she stepped forward, backing him toward the bed. He kept his eyes locked on her until they widened with surprise as she pushed him onto the bed with a hard shove, kicking her heels off before sliding between his bent legs. Her knees ached a little as they touched the hardwood floor, but she chose to ignore it as her long fingers slid up his naked thighs, drawing inward toward her prize.
He lay before her, open and bare, and she grinned as she arched her back, pulled her hair backward, and tied it in a quick ponytail. The hair tie snapped into place and within a second, her hand took hold of his cock, barely covering half of it as she aimed the head toward her mouth, bending herself forward as her soft lips pressed against it. It was hot, almost burning as it entered her mouth, and already wet with potent precum that she savored on her tongue as she wrapped him in the embrace of her lips. She was impatient, and greedily pushed down to the base, making his head whip back and a deep moan escape his lips as a good two inches of his thick shaft pressed past her tongue and down into her throat. She fought the urge to gag, quietly triumphant as she watched him twitch and felt him pulse within her, secretly hoping he couldn't hold it together and would just coat her throat in cum right there. Despite her admirable effort, she had to pull back and let him back into her mouth, the sound of a slight gag escaping as he threw his head back and moaned.
She had halfway hoped to end this quickly, establish her power and leave him a mewling mess in her mouth and hands, just to see how he'd handle it. But alas, she would need to work harder with him, it seemed.
He was young, less than half her age, almost one third her age really, and this is why she wasn't married. This young man, a college student she'd met at a bar, her obsession for the past six months, was the latest in a long string of young people she had, and probably her favorite. He was strong and masculine, but flexible and kind, not pushy and pretentious like others (unless negotiated beforehand), and very open to whatever her horny mind came up with. While neither of them were particularly dominant, they enjoyed trading off making demands of each other, like the dress tonight, and the butt plug she'd demanded he wear the night before.
She broke from her internal thoughts of whether to force him to cum or keep playing with him when she felt pressure welling in him, felt his body beginning to stiffen as his urge to cum came to the surface. She decided she wasn't about to let that happen.
He cried out and his eyes shot to hers when he felt the cold air on his cock, her mouth releasing him as she made eye contact and shook her head, "Not yet..." she cooed as she slowly stroked his throbbing, soaking cock with her left hand while the right slid back down his thigh. That hand moved to her own body, sliding over her dress and cupping her breasts to feel the weight of them and performatively moaning for him, making it even harder for the young man to hold back the tide he was feeling.
She felt him pulse in her hand, saw his eyes begging for release as each beat of his heart translated through the throbbing of his shaft. She grinned wickedly and slid the middle and index finger of her right hand into her own mouth, sliding them between her lips as she kept his eyes locked on hers. She lubricated them with the suggestive motion, smiling inwardly as his resolve continued to crumble. Her saliva coated the two fingers as she pulled them from her mouth and moved them down, between his legs before gently pressing them against his asshole. He yelped a little as her left hand slid in long strokes up and down his cock, attempting to distract him while her fingers pressed past the tight sphincter of his sweet little hole, pushing into him with a gentle pop.
She loved this. She loved exploring him and opening him up to new possibilities, pushing his limits. When she met him he wouldn't even consider letting anything touch his ass, and yet here he was breathing hard, gasping for air as her hand worked his cock and her fingers pressed and rubbed against his prostate. She wanted his cum, but she wanted it on her terms, and she was going to get it.
He cried out and looked at her with desperation that neared panic, "Please, please let me cum!" he shouted in despair, barely seconds from release. She smiled, knowing the walls were thin and that Carol had the room next to theirs; perhaps she was listening, perhaps not, it was still fun to imagine. "No..." she said, savoring the panic in his eyes as he tried so very hard to resist the bursting pressure in his cock with his poor little brain, trying so hard to do as he was told. With each stroke, each circle drawn on his prostate, she was back in control.
His knuckles were white, his lip blanching between his teeth as he tried his best to obey, precum leaking actively from the swollen head of his cock, making her hand even more slick as it squeezed and slid slowly up and down his glorious shaft.
She was so engrossed in the moment, so focused on keeping him riding that edge that it took her a moment to realize he had tensed up, his ass tightening against her and trying to prevent her from rubbing his swollen prostate, his body trying hard to fulfill her wishes. She giggled girlishly, something few who knew her would ever picture her doing, and pushed harder with her fingers, pressing firmly against his swollen prostate as her lips parted and she whispered, just loud enough for him to hear over his own heaving breaths, "Now, my boy, cum..."
He cried out with a guttural yell as his body tensed up and clenched hard, his ass clamping down on her fingers like a vice that threatened to pinch them off while his cock swelled up another third of its size in her hand. She jammed her parted lips down hard on the purple, pulsing head of his cock just as the first thick, heavy rope of cum started to shoot out of him. She tasted him... the incredible flavor of his desire as she clamped her mouth tightly over his shaft, determined to hold every drop inside of her as she drank him down, emptying him of the potent, youthful cum.
She held him there, his body losing its tension as four, five, six pulses of cum pushed into her mouth, filling it up and threatening to burst out from between her lips. She began to choke, and swallowed half of it reluctantly, wanting it all in her mouth at once but unable to contain it. She tightened her lips on him and held the rest inside, savoring his flavor as she slowly let his cock slide out from between her slick lips and flop limply against his toned stomach. Her fingers slid gently out of his ass around the same time, warm and wet with her saliva and his need.
She watched him, her eyes looking up at him while she held herself only inches from his gently throbbing cock as he gasped in deep breaths. She wiped her fingers off on her dress and then slowly moved up and onto the bed, her hands gliding over his torso and her legs straddling him as the hot juices from her pussy leaked onto his legs and crotch, adding even more slickness to his still-hard, throbbing and spent cock.
His eyes were unfocused, his body taking him for a ride on the end of his orgasm, and she pushed against him as she slid her fingers into his mouth, watching his eyes react and hearing the soft moan as he tasted himself on her. His lips worked and he sucked her fingers obediently as she leaned forward, her hot pussy throbbing against his cock with each beat of her heart pounding in her pussy against each beat of his in his cock as he slowly started to harden again. He moaned around her fingers and his hips started bucking, humping at her blindly and feebly while she watched him squirm beneath her. She pulled her fingers from his full lips and kissed him hard, using her tongue to push his own cum into his mouth, feeding him back what he'd given her.
Fuck this is so fucking hot, she thought as she felt his tongue against her lips, his desperate desire driving him to want it all. It felt nearly like she could cum just from that act as her body tensed on top of him, but held it off as she slowly came down from the high of knowing he was drinking his own cum from her mouth. She felt his hands on her hips, clumsy with desire and need, and she smiled as she ground her wet pussy against his cock, her lips parting just enough to straddle the narrow part of his shaft and grind up and down it in a teasing manner. He moaned impotently into her mouth and she giggled again, her hands pushing against his chest to bring herself into an upright position atop him, straddling his hips, her nipples hard and pressing through the tight, thin fabric of her dress.
She could feel the heat of his hands hot against her skin, as if burning through the fabric of her dress, their desire inching the temperature of the room up with each second. She didn't just want him, she needed him, needed to feel his heat inside of her, to take what remained of the cum in his balls and empty him completely. She wanted all that he had to give and more, reveling in his youth and quick refractory period.
She ground on him some more, her pussy lips tender and swollen already, begging for his cock as she pressed downward, ensuring that it could not enter her and only feel the hot, wet desire as she rubbed back and forth on him, more of his precum draining out pitifully in a puddle on his stomach. She loved the control, the power she had, and how cute he looked all desperate and impotent.
She pulled her arms inward, pulling the dress down, releasing her full, swollen breasts into the cool air of the room, the nipples hard and screaming for attention as she stared down at him. He didn't wait long, his hands like hot brands as they grasped her needy tits, the letdown reflex almost instantly responding and pushing her warm milk onto the hot skin of his hands, making them slick as he squeezed and rubbed her.
She couldn't wait any longer as she looked into his desperate blue eyes, his youthful face contorted in the most desire she's seen in months. She felt it too, needing him inside of her, and with a dextrous shifting of her hips, his cock rose perpendicular to his body and dove deep into her waiting pussy. It felt like lightning, her heart skipping several beats as the hot girth of him slid easily and deep into her, smashing against her cervix with a dull thud at the end of the first stroke. His head fell back to the mattress as he cried out again, this time louder and likely very hard for the neighbors to ignore. She felt her muscles tighten as her own breath let out in a heavy gasp, and her hips went to work, grinding him into her back and forth.
She forgot the slight curve of her stomach, the little mound of her pubis, the stretchmarks and the graying hair. She forgot the scars of old relationships, the lines at her eyes and cheeks. She forgot the pain of a marriage that hadn't worked and the emptiness of a womb that would never bear a child. None of it mattered, not right now, because she had him. This young man was filling her up and pounding her cervix like a battering ram, he found her desirable, and none of that baggage mattered to him.
Her breasts heaved in his hands, the streams of milk now a continuous spray that coated his arms and chest, as she rocked back and forth, up and down on his swollen, painfully hot cock. Her left hand reached down, found her engorged and swollen clit, and began rubbing in tight, fast circles as she felt his cock slide in and out of her again and again. Her breath came in ragged gasps, and she watched as he held his own breath, shifted his hip upward, and then pounded her deep again and again in rapid succession.
She felt pressure, hot, nearly painful pressure near her bladder. She wasn't sure if it was just that she hadn't peed, or if the pressure was a mix of her building orgasm and the confounding effects of alcohol, but she didn't care and just let it go. She shuddered through an orgasm, feeling her body clamp down on him like a vice as she fully screamed into the night air, the pressure in her releasing as hot water splashed out of her and all over his stomach and hips. But she didn't stop, and neither did he. She rode another, and a third, her body blossoming in pleasure and heat as her desire grew even more. She felt him building, she felt his cock swelling even larger inside of her as his movements became more erratic, more desperate. She grinned.
"That it baby..." she cooed to him between hard, heavy breaths as she used her hands to push herself up and almost off his cock, slamming her hips down with all of her weight to drive him as deep as she could. He groaned and grunted, trying hard to hold back the tide of his cum as he looked her in the eyes. "Cum... for... me... baby..." she gasped out and leaned close to his face, kissing him over and over, his lips, his cheeks, and finally a deep kiss on his forehead. Her voice was full of desire and deep emotion as she spoke again, "Cum in my pussy baby. Cum in Mommy... fuck Mommy's pussy and get Mommy pregnant with your big cock baby..."
His eyes widened and his hands clamped down so hard she thought she was going to bruise, his fingers digging into her hips hard as he lifted her slightly and pounded his cock into and out of her over and over, in rapid succession again. She felt him like a jackhammer, breaking her apart and putting her back together again with each thrust as she pushed down on him and felt herself lifted back to a perpendicular position, wanting him to see her heaving breasts and her face panting in desperation as he filled her up. She felt his cock stiffen again, harder than before and the first rope of thick cum slap into her cervix as he started to cum, not stopping his pounding as he filled her with his seed.
"YES!!!" She cried out and arched her back. "Yes Mommy!" He cried out with her, the desperate look in his eyes only intensifying with the words. "I'm cumming Mommy! I can't stop!"
"That's it baby, cum in Mommy's pussy, make your Mommy pregnant and swollen with you! That's my good boy, keep fucking Mommy... don't stop..." She felt her own heat building again as sticky cum coated her pussy and she released it, squirting hot fluid all over his body as she let herself completely go.
Time became a blur, and they held position there, their bodies stiff and tight, holding onto every second of orgasm before their strength failed and she fell atop him, her wetness and his combined as they melted together on the bed.
Seconds passed, turning into minutes as their breathing slowed and their skin cooled. She lifted her head with some effort and brushed a few long hairs from his face. She smiled as his eyes closed contentedly, kissed him deeply on the forehead, and whispered, "That's my good boy. Mommy's so proud..." Then she lay her head on his chest and sighed as she started to drift to sleep. The last thing she heard before consciousness left her was a deep banging coming from the room next store and a woman's voice moaning in pleasure.
It seemed Carol had planned for this party as well.
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