by Sophia Taboo
Lately, she had been going crazy cooped up in the house all day with nothing but her vibrators and copious amounts of pornography, and she missed having somebody to share her bed during the long, lonesome nights. That physical intimacy that she took for granted during the halcyon early years of her marriage was gnawing at her in its glaring absence, and her mind had taken to wandering in some very bizarre directions. If I don’t get fucked soon, I’m going to implode, thought Lily as she wiped the sleep from her eyes.
Luckily, Lily’s husband managed to finesse some of his ill-gotten gains into private accounts under her name, so she never had to worry about being financially destitute during his incarceration. The palatial beachside house was fully paid for, so she still enjoyed a relatively luxurious lifestyle. But fancy cars and designer clothing couldn’t touch Lily’s skin or return her fevered kisses. Sexual frustration was only partially relieved by sex-toys and toe-curling bouts of desperate masturbation. She needed to feel a man’s weight on top of her and to hear his voice murmuring filthy words into the whorl of her ear, and she wasn’t going to degrade herself by contacting a male escort or trying to pick up some stranger at a bar. I don’t even need to, with the steady supply of young studs passing through here on a daily basis…
She took a long sip of ice-cold water and rolled the muscles in her neck, mentally preparing herself for another day of her step-son’s hot friends parading half-naked around the pool and talking vulgarly about the ‘chicks’ they picked up and banged at local nightclubs. Lily would smile shyly and pretend to be shocked, while in reality their casual misogyny and rippling torsos made her cunt tremble and her nipples ache with inexpressible longing. I wish they would do those things to be, and treat me like a shameless whore met in the dark, throbbing heart of a dingy club…
Lily still loved her fool of a husband, but her body had needs that he couldn’t satisfy while he languished behind the barbwire-festooned walls of his prison. She couldn’t help but fantasize about their gorgeous, sinewy bodies and sweet cocks that would stiffen at the drop of a hat. If their youth and limitless stamina were combined with my experience and insatiable sexual appetite, I would blow their fucking minds! Lily was becoming more flirtatious and brazenly sexual towards them, wearing outfits that accented her body and left very little to the young men’s overactive sexual imaginations. She would bend over to pick up an artfully dropped handkerchief and delight as their eyes virtually popped out their skulls and they craned to get a better look at her ass, while Jack glowered in the corner with arms crossed and a reproachful expression on his face.
He’s becoming goddamn impossible. Jack was a sullen, dark-haired twenty-one year old who had inherited his father’s muscular physique and Mediterranean skin-tone. He was burly and handsome, with shoulder-length black hair that he obsessed over while considering himself in any available reflective surface. Lily understood his vanity (he was a young man genetically blessed with good looks and athleticism; how could he not be a little bit narcissistic?), but she was hurt by Jack’s silent implications that the family’s economic upheaval was somehow her fault. While he never articulated these accusations, his bitterness towards Lily was all the evidence she needed.
Jack worshiped his father, and the idea that his second wife was a moneygrubbing whore was far more appealing to him than the painful truth that his father was an avaricious scumbag. And the fact that she was constantly flirting with his football buddies was all the proof he needed that she was just a heartless trophy wife who didn’t care about her imprisoned husband. What the fuck does he know about it anyway, thought Lily angrily as she got out of bed and walked over to her full-body mirror. What does he know about a woman’s body and the secret needs that burn in her cunt and tingle across her skin? What does he know about the pain and humiliation I’ve swallowed these past few years? If I want to have a little fun, that petulant little fuck isn’t going to do anything about it.
She regarded herself in the mirror with a certain degree of pride. At forty-five years old, Lily still had a physique many younger women would kill for. She kept her waistline narrow through a rigorous combination of Pilates and low-carb dieting, and her large, exquisitely shaped tits ensured that men were constantly talking to her chest instead of her face. This was their loss because she was devastatingly attractive, with full, sensual lips and glittering green cat’s eyes that twinkled mischievously whenever she smiled. The dark red waves of ruby hair falling across the swells of her breasts were the coup de grâce in her overall sexual package; a head-turning ruby avalanche that shone like liquid mercury whenever it caught the sun. Pleased with her appearance, she sauntered towards the balcony to see which of her step-son’s friends was visiting today. Once he gets an eyeful of me in this getup, he won’t be able to think of anything else for the rest of the day…
The sunlight caressed her exposed skin as she leaned over the railing, the red negligee’s lacy hem hiked up towards the juncture of her thighs as she watched Jack retrieving a football. Her step-son looked like an Adonis in his cut-off jeans, his body glistening with perspiration as he picked the ball up by the edge of the massive, L-shaped pool. He was cursing his friend’s poor aim, and he didn’t seem to notice his half-naked stepmother gazing voyeuristically from her second-story perch. Lily scanned her eyes to the right, her breath catching when she realized Jesse was the thrower of the errant ball.
Oh my, he looks absolutely edible today! Jesse was a blond, blue-eyed hunk with a dazzling smile and an eagle tattooed across his well-defined pectoral muscles. He was by far the most attractive and courteous of Jack’s friends, and on numerous occasions she had fingered herself silly while thinking about his tight ass pumping furiously between her splayed legs. Mmmmm, the disgusting things I would do to him… thought Lily dreamily as she admired his hard stomach and the impressive bulge of his cock beneath his speedo.
“The point of the game is to throw the ball to each other, dumbass, not in the drink. Like this.” Jack threw the ball in a perfect arc, but Jesse caught a glimpse of Lily peering from the balcony at the very last second, his concentration broken long enough for the flying pigskin to smash into the side of his head. Ouch! That had to hurt!
Jack brayed like a donkey, falling to the floor laughing as Jesse stumbled backwards and rubbed his head sheepishly. “You jackass! What the hell is wrong with you, are you stoned?”
Jesse chewed his lip and motioned towards Lily with upturned eyebrows as he absentmindedly tossed the ball from one hand to the other. “Sorry Jack, I was just a little bit distracted.”
Jack scowled when he observed his stepmother, a flush of embarrassment creeping up his neck when he realized what she was wearing. “For Christ’s sake Lily, put some clothes on. I’m not running a brothel here.”
Lily’s jaw dropped in astonishment at the prick’s disrespect. “For your information buster, you’re not running anything. Your paragon of a father left me in charge of the finances until he gets back from that god-awful prison, so I would recommend you talk to me with just a modicum of decency. If I want to, I can dry up your allowance like this.” She dramatically snapped her fingers in the air, hoping that the brat was suitably ashamed of himself.
“Whatever. Just get inside and put something decent on. Can’t you see we have a guest?”
He inherited all of his father’s looks, and none of his class. This apple rolled pretty far from the fucking tree. “Of course I can, you pampered little aristocrat. Let’s get his opinion on the subject.” Lily pressed her elbows together on the railing as she gazed at Jesse, offering an enchanting view of her generous cleavage. She grinned as Jack’s face went red and Jesse’s eyes widened. “Do you find me distracting?”
A half-smile tickled the edges of the blonde stud’s lips, and her pussy quivered when she saw the insistent swelling in his speedos. I’m turning him on! “Nothing I can’t handle Mrs. Hart,” said the man as he hilariously tried to hide his growing erection with the football (which of course only drew
more attention to his crotch). “Distractions can be fun.”
Just what I like to hear! Lily was just about to continue their banter when Jesse stormed off towards the back of the house. “Come Jesse, I’ve had about enough of this. We have to do some weights and cardio.”
Jesse stared at Lily for a few more seconds before obediently turning on his heels and following his buddy to the gym Carl had installed for his whiny son a few years ago. His ass was a hard knot of muscles as he trundled to the gym, but Lily wasn’t disappointed to see him go. In fact, Jack’s plan is music to my ears!
She walked over to her enormous flat-screen TV and turned it on, cycling to the feed of her home security system. When Carl first went to prison she went through bouts of severe paranoia, convinced that intruders would attempt to break in if they knew Carl was away. That terror had dissipated, but the complete home surveillance did offer other interesting possibilities that her graceless stepson wasn’t aware of. Like the micro-fiber cameras fitted into the gym’s ceiling, right where Jesse will be pumping iron while rivers of sweat pour off his strapping body…
Loud death-metal poured from the audio-feed as she watched Jesse and Jack lifting weights. The incomprehensible din ensured she couldn’t hear what they were saying, but that didn’t really matter. Jack is probably just bitching about me while Jesse respectfully pretends he doesn’t want to fuck my brains out. Anyway, the video is all I need… She flicked the mute button and used the zoom function to enlarge Jesse until he filled the screen like a dripping Greek god. Lily felt a delicious thrill of the forbidden, knowing that he had no idea his every movement was being watched by the woman he was talking to mere minutes earlier. She knew it was wrong, but this only added an illicit frisson that heightened her growing arousal. I can see you Jesse, and I like what I see…
Lily sat on the edge of the bed and licked the tips of her fingers while she rummaged between the mattresses for Mr. Big, the thick black dildo she liked to use when she was feeling particularly horny. She grasped the springy rubber prick in one hand while she smeared spit across its length with the other, too excited to go searching for lube at the bottom of her cupboard. I need this inside me now, there’s no time to waste. They may decide to leave the gym any second. The alabaster skin of her thighs was burning with aching anticipation as she slid the dildo towards her slippery cleft, its surface cool and wet with her hastily applied saliva. The sharp scent of her own juices filled the air like a pungent perfume, and Lily paused for a second when the hefty dildo brushed her pussy. She took a deep breath, glanced over at Jesse’s sweat-drenched body, and divided her outer lips with Mr. Big’s slick tip.
Ooooh, that’s it, just ease it in there. She inserted the first few inches and gasped, her back arching as her cunt hungrily swallowed Mr. Big. On the screen, Jesse’s biceps were straining and his face was red as he bench-pressed about 200 lbs. of gleaming steel. Lily bit her lip as she stared at his sculpted chest, wishing she could walk down to him and lick every inch of his glorious golden body. She would tear off his speedo with her teeth and straddle his engorged cock, her fingernails raking thin trails of blood across his sharply defined abs as she watched his face twitching and he squeezed her tits with rough fingers.
Lily flicked her hair from her face and moaned through parted lips as she fed more of the massive dildo into her dripping twat. She pinched her nipples through the gossamer fabric of her nightdress, wishing that Jesse was there to take them in his hot mouth and pull them cruelly with his shining teeth. Her unoccupied hand descended inexorably towards her clit, sliding across the translucent flesh of her stomach until it found her swollen hood and began to strum in slow, rhythmic circles. She collapsed backwards onto the bed, overwhelmed by the flood of sensations as she fucked herself vigorously with Mr. Big while simultaneously rubbing her clit in an increasingly frantic tempo. Oh fuck, that feels good, thought Lily as she peered at the screen between her raised knees. I wonder if Jesse’s cock would fill my cunt so perfectly, it’s throbbing length prodding relentlessly against my sweet center while he licks the hot flesh of my neck and buries his fingers in the sweaty, red mess of my hair…
Onscreen, a vein was pulsing in Jesse’s forehead as he pushed his body to its excruciating limits. Off-screen, Lily’s hands were an indistinct blur as her hips squirmed against the cool bedcovers and her feet jerked spasmodically. Every nerve ending was alive with electric current, and the dildo was seven inches deep as she twirled it around inside her sopping cunt. She did this to mimic what she would want Jesse to do if he was fucking her instead of the inanimate Mr. Big, imagining him rolling his hips as he drove his cock inside of her with the single-minded ferocity of the inflamed. Her pale tits had sprung loose of her negligee, beads of sweat forming on her protuberant nipples as she stroked her love button and packed her cunt with Mr. Big’s impressive rubber girth. Sweat was trickling across her body in rivulets and fusing her red nightdress to her flushed skin in sticky patches, and in her physical exertions she felt a peculiar kinship with the blue-eyed stud working out onscreen.
If only he was here right now, his fat prick pulsating inside of me instead of this bloodless toy. She loved Mr. Big wholeheartedly (it had given her many memorable orgasms during the last few sexually barren years), but the dildo was nothing compared to a red-hot man who knew his way around a woman’s body. Jesse was the one friend of Jack’s who didn’t incessantly boast about his sexual prowess and a dizzying array of conquests, which indicated that he was probably the most assured lover of the whole lot. In her experience, men who endlessly trumpeted their own sexual abilities were usually insecure about their lovemaking, while those who truly knew how to fuck didn’t feel the need to babble on about it. They simply did it, and when she looked at Jesse she saw a young man who knew exactly what to do with the considerable gifts bestowed upon him.
She could tell his cock was big by the healthy bulge in his speedo, but she wanted to know how it tasted and what it felt like as it erupted inside her in shuddering increments. Lily turned her rapt attention away from the image on the TV, suddenly aware of the painful distance between her body and Jesse’s as it toiled away soundlessly in the state-of-the-art gym. Fantasy would have to suffice as Lily sought a knee-trembling orgasm, so she closed her eyes and imagined Jesse crawling over her body with lust burning fiercely in the azure pools of his eyes. She fantasized that her fingers were clenching his ass-cheeks and forcing him deeper inside her as he wrapped his hand around her throat and choked her out. I might be your best friend’s stepmom, but I want you to treat me just like any of the other lucky little sluts you’ve picked up at parties and taken back to your place. Use me however you fucking want, thought Lily as cum dribbled from her gaping slit and pooled beneath her on the sodden bedcovers.
Lily’s eyelids fluttered as she removed her hand from her clit and fumbled blindly on the dildo’s base. Well, Mr. Big does have some benefits to the regular varieties of cocks, reflected Lily as she flicked on the dildo’s vibrating function. Mr. Big began to quake, conveying exquisite tremors of pleasure throughout her overstuffed snatch. Her entire lower body seemed to jellify, and she diddled her clit faster as she neared her climax. Oh my god, fuck me just like that Jesse. Ram that big young cock inside of me until I feel like I’m going to burst, until I can’t remember my fucking name, until I cum on you and on myself and leave the two of us wet and greasy…
Lily writhed across the bed and screamed as she came, her hand slipping off the whirring dildo as her limbs flailed hysterically in time to the ecstasy surging through her body. Afterwards, as the pleasure ebbed from her bloodstream in ever-diminishing waves, she realized that the dildo had remained lodged firmly in her twat despite her falling hand. Sunshine blazed through the open window and glared in her iridescent eyes when she opened them, so it took her a few moments to realize that Jesse had disappeared from the TV monitor.
Odd, she thought. He was there just a minute ago... A spike of icy dread tickled the base of Lily’s s
pine when she saw the shadow falling across the foot of the bed, and she turned her head slowly towards the doorway. Jesse stood transfixed on the threshold, his jaw dangling and his prick pressing hard against his constricting speedo. I left my door open, and now he’s seen me with a monster dildo protruding from my fanny! What the hell is he going to tell Jack?
“I didn’t realize your door was open,” he stammered apologetically before sheepishly bowing his head and slamming the door shut in Lily’s stunned face.
She sat still for a few minutes, cum leaking from her pussy and drying on her fingertips as she considered the enormity of what had just occurred. Filled with a conflicting mixture of emotions that ran the gamut from plain, old-fashioned mortification to exhibitionist delight, Lily didn’t quite know what to make of Jesse’s surprise appearance.
Well, judging by the expression on his face, he definitely liked the look of you. Part of Lily was turned on immensely by his sudden invasion, but she was also terrified that he would let something slip to Jack. She pulled the dildo from her pussy with an audible, squishy pop and resolved to spend the rest of the day in her bedroom, spying on the boys and seeing if Jesse said anything. Hopefully, he’s as discreet as he looks. Otherwise, Jack could finally have some real ammunition to use against me. He could tell Carl, and that would really fuck up my situation.