Author Topic: Mom Prom  (Read 13203 times)

uglyfucker

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on: May 28, 2020, 08:54:23 PM
Mom Prom
by mrs_wordsmitth


“Go Wormwood Boners!” Brianna screamed from the bleachers as she waved vagrantly at her son on the field playing the quarter back position. She had on a casual sundress that hugged her voluptuousness tightly as what her dressed lacked in style, it made up for in her lack of bra and panties, her firm 46D cup tits swayed and bounced joyfully, accentuating the massive cleavage that aggressively pushed out the top of the V-neck sundress and glistened from perspiration with each excited gesture she made as her blonde flowing hair bounced around her shoulders. For a thirty three year old, she sure made some of the teenage cheerleaders green with envy as her excited screams and cheers had drawn quite the fair share of spectators towards her corner of the high school pitch.

Dylan looked around in disgust as he noticed a couple of his high school mates and even a few dads who came to watch the game begin to smile gleefully at his mom, he noticed they were not interested in her face but instead drooled haplessly over her jiggling bouncing tits, he could see a few nerd boys stylish pull their phones out to take pictures and recordings of his mom and he felt his blood boil.

“Dylan tackle that son of a bitch!” His coach screamed at him as he came to seconds before a huge knee from his charging opponent knocked him over and he heard the announcer scream, “Touchdown!”

Dylan begrudgingly picked himself back up and walked towards the stands to his disappointed coach who gestured at him to come over.

“I’ve told you over and over again, if your mind isn’t in the game, then stay the fuck at home,” said the mildly obese red faced coach, “that’s it, you’re sitting this one out.” He added, as the other team celebrated the run that had now put the game in a tie. Dylan slammed his protective helmet on the grass and stomped away to the locker room as his mother slowly took her seat, which was a huge let down to her spectators.

“Waiting for you outside,” was the text his mom sent him after the game ended in an embarrassing defeat for the home team which Dylan was a part of, as he couldn’t shake off the stares of his teammates that suggested he sold the game out, but none of them dared walk up to him with the confrontation. Dylan got into the car with Brianna behind the wheels and slammed the door shut with a brooding attitude that slowly began to irritate his mom.

“Mom why the fuck do you have to do that?” Dylan spurted out as his mom pulled out from the school driveway,

“Do what?” She asked, keeping her eyes on the road.

“You act like a cheerleading slut at my games,” he retorted with anger, “it’s not cool, we’ve got the cheerleaders for that, just act normal or don’t come at all!” Dylan shot at her.

“Look here limp shrimp dick, you won’t talk to your mother that way,” Brianna quipped, “I’ll dress and act however I want and go wherever I deem fit, if you don’t like it that’s on you,” she reiterated to a now shocked and embarrassed Dylan. Brianna had grew fond of leisurely throwing her son under the bus by bashing his ego using his microphallus condition as a weapon whenever they had an argument and she always seemed to shut him up with that, just as she had now. Despite his dreamy features which consisted of pearly blue eyes, broad shoulders and blonde hair, Dylan’s throat dried up in shame as he punched angrily at the dashboard while his mom, now smiling to herself, pulled up at the house and he got out before she could bring the car to a halt, then proceeded to opening and slamming the front door shut in anger as he headed for his room, tears welling up in his eyes.
« Last Edit: June 02, 2020, 03:23:30 AM by uglyfucker »



uglyfucker

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Reply #1 on: May 28, 2020, 08:59:37 PM
Dylan arrived at school the next day, still furious at everything and everyone in sight as he stomped towards the hall that housed the student’s lockers, he stopped in his tracks as he noticed the nerd Sheperd staring at his girlfriend, Stephanie’s round ass while she, unaware continued ransacking around her locker and bent over to pick up a few books that had dropped on the floor. Lost in the moment, Sheperd tilted his head, trying his luck if he could steal a glance at her panties under her short skirt when he was rammed roughly against his own locker by a now infuriated Dylan.

“You perverted piece of shit!” Dylan barked at Sheperd as he gripped the boy by his neck, attracting giggles from a few students that passed by. Dylan had a natural brewed detest for Sheperd ever since the latter had been nominated over him one time as the most likely to succeed. Sheperd was the direct opposite of Dylan, he was a short, fat and ugly fifteen year old kid who complimented his lapses by being exceptionally smart, so smart that they had to bump him up a few grades to Dylan’s grade level didn’t help matters as Dylan bullied him every chance he got.

“Hey baby, that’s enough, you’re choking him,” Stephanie said as she hurried towards Dylan, holding his outstretched arm that choked Shepered.

“Shut the hell up you dumb spic, I don’t remember talking to you!” Dylan shot at her as she quickly withdrew her arm from his.

Sheperd was literally saved by the bell as it rung aloud, announcing the start of fist period.

“I’ll see you around,” Dylan sneered as Sheperd instantly wheezed aloud and collapsed on the floor gasping concurrently in a labored effort to reclaim his breath. He watched as Dylan swung around and pulled Stephanie by her hand, leading her to the school bathroom, Sheperd waited till they were out of sight and got up to follow them.

Sheperd sneaked silently into the bathroom, his eyes traveling quickly around as he caught the partial figure of a now standing Dylan in one of the stalls, his jeans around his ankles and Stephanie squatting in front of him, pushing forwards and back while Dylan groaned. Sheperd snuck into the stall next to them and squinted through a hole in the demarcation that separated each stall and he could clearly see the hot Latina sucking on Dylan’s small cock as it slipped out of her mouth with each bob that she had to improvise by gripping his ass firmly in place, barely gagging on the cock. Sheperd slowly unbuckled his pants and out flew his rigid eight inch thick cock as he began to slowly stroke it as he gazed upon Stephanie’s gorgeous features, he imagined her big brown eyes staring up at him while those puffy red lips of hers wrapped around his giant cock instead of his bully’s miserable pinkie finger sized cock. A few moments later, Sheperd cupped his hand over his mouth as a consuming orgasm pumped from his sexually deprived balls up his shaft and in an instant he had started spraying his semen around the stall, his eyes rolled back in his head. He came to and realized he’d deposited a copious amount of his jizz on Dylan’s book bag that lay halfway between both stalls. Sheperd silently pulled his pants up over his still twitching semi erect member and tiptoed out of the stall, he listened to how fake Dylan’s moans sounded as he exited the bathroom, “Stephanie definitely deserves better,” he thought to himself as he wiped his semen stained fingers with his handkerchief and returned it back in his pocket.

Sheperd made his way back to class and moments later Stephanie walked in along with a couple other students as they leisurely reshuffled and selected sitting positions in preparation for Spanish class. Sheperd glanced quickly away from Stephanie as he saw her making her way towards him, her leather thigh high skirt revealing her toned straight legs, he thought she looked so angelic with her flowing black hair and curved angular face as her sensuous red lips curved in a smile to her female friend, “who would have guessed a few periods earlier those pretty lips were sucking dick?” Sheperd thought to himself as he watched her walk over to the empty seat right in front of him, her ass protruding at his face while she slowly sat down. He buried his head as he could feel his member slowly begin to swell in his pants while he peeked at her accentuated buttocks and thick thighs that spilled from all sides of her seat. He cleared his throat and adjusted his growing boner to the left side of his pants.

Sheperd was oblivious of when the class began as he had flipped to an empty page on his book and began to sketch out his weird and erotic imagination of the beautiful Latina, riding on top of his fat, ugly, orc like hairy body while a muscular male figure lay battered and bleeding on the ground next to them.

“clase perdida,” announced the elderly female Spanish teacher a few minutes later, signaling the end of the class in synchronization with the sound of the bell. The class instantaneously became rowdy as everyone started to make their way out. Sheperd packed his sketch book into his backpack and didn’t realize Stephanie was now standing close to him causing him to bump into her as he got up, slamming his hurting erection into her asscheeks. Stephanie turned around and giggled childishly at him as she felt the huge warm stick poke her; she knew she won’t forget the feeling in a hurry.  Sheperd’s face flushed and he felt his pulse quicken as he watched her turn and walk away from him towards Dylan in the hallway who obviously wasn’t aware of what just transpired between Sheperd and his girlfriend. Sheperd watched as Stephanie reached out to caress Dylan’s head and opened her mouth for him to explore as they both made out for a couple of minutes, Sheperd’s boner throbbed painfully in his pants as a sinister thought brought a smile to his face and he began to plot his revenge on Dylan.

“My mom’s outside,” Dylan groaned as he pulled away from the kiss, staring at his ringing phone,

“Okay, see you later then?” Stephanie asked gleefully,

“Sure babe,” replied Dylan as he kissed her one more time and parted ways with her.
« Last Edit: May 28, 2020, 09:28:16 PM by uglyfucker »



uglyfucker

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Reply #2 on: May 28, 2020, 09:06:06 PM
Outside, Brianna stood beside her SUV, her blonde hair was packed in a ponytail while she was spotting a tank top that barely held onto her braless bust, her toned stomach and pierced belly button were exposed and complimented by a pair of shorts that squeezed around her hips and hugged tightly at her protruding camel toe. She recognized a couple of teenage boys from last night’s game as they gestured towards her, drooling in excitement, she enjoyed the attention of being the center of attraction whenever she pulled up at her son’s school. Dylan began walking towards her with a disgusted look as he shot bloodthirsty glances at the nerds and normies taking pictures of his mom he knew they’d jerkoff to and they quickly dispersed upon sighting his arrival.

“Hey honey, how was school today?” Brianna asked her son in a high pitched tone.

Dylan didn’t reply as he tossed his book bag in the back seat, and noticed a dried up streak of white fluid across the bag. He got in and waited for her to do same, “I think it’s better if you stop coming to pick me up, I’m not a damn kid,” said Dylan as his mom started the engine.

“You’re one ungrateful twat, you know that?” Brianna asked her son rhetorically,

They continued the back and forth contestation as Brianna gunned the SUV faster than she normally would on a sunny afternoon.

Sheperd wiped the beads of sweat away from his brows as he pedaled his bike faster, trying to keep up with the ridiculously fast SUV as it swerved and cut around a corner away from his view. He managed to catch up, pedaling furiously into the suburban street and noticed the SUV was now parked in front of a house. Sheperd tapped on his brakes, slowing down in front of the house and he could hear Dylan screaming at his mom, as she screamed back at him. In order to avoid being spotted, Sheperd got off his bike and proceeded to hide himself and his bike in the shrubs of bushes opposite Dylan’s house. Moments later, Dylan flung the door open and Sheperd could swear he heard his mom call him a little pecker motherfucker before she slammed the door shut behind him.

Sheperd stayed still and followed Dylan with his gaze until the latter disappeared around the corner, he waited for a few minutes making sure Dylan wasn’t coming back yet before he stood up from his hiding spot, dusted himself and walked towards the front porch of Brianna’s house. His sinister idea had fully morphed in his imagination now and all he needed was the balls to execute them, he convinced himself he wasn’t lacking in that department as he tapped slowly on the door, wearing the saddest and sorrowful look he could contort his facial features into.

“What the fuck do you...” Brianna let out halfway as she swung the door open thinking it was her son and was met by a sad looking short teenager.

“Oh, I’m sorry,” Brianna began to apologize to Sheperd, “I’m guessing you’re looking for Dylan, he just stepped out,” she added in a now calm voice.

“Good day ma’am,” Sheperd began, “actually I’m here to see you, about Dylan,” he replied. Brianna, now taken aback at the subject of the strange visitor, ushered the teenager into her living room and offered him a seat and a glass of fruit juice.

“So what is it you wanted to talk about..”

“Sheperd,” he cut her off, “my name’s Sheperd ma’am,” he added.

“Okay, Sheperd, talk to me,” Brianna urged him as she sat close to him making it easy for Sheperd to glance occasionally at her sweaty dangling tits through her tank-top.

“Your son has been bullying me all year ma’am,” Sheperd said as he narrated the numerous run-in’s he’d had with her son and even raised up his shirt to show her a scar on his chest, explaining to her how he sustained the injury from being kicked off his bike by Dylan.  Brianna gasped in shock and was terribly sorry for what the little boy was going through at the hands of her good for nothing son.

“I’m so sorry, he put you through so much pain,” said Brianna as she leaned closer to give Sheperd a hug and he felt her full tits crushing against his feeble torso, his cock twitched in delight before she pulled away, “if there’s anything I can do to make up for all this, you just need tell me,” Brianna added reassuringly to the teen.

“Well, there’s one thing ma’am,” Sheperd said with his head down,

“Please tell me,” said Brianna as she leaned towards him, her huge jugs dangling at his knees.

“I’m kind of a loner and don’t have a date for prom,” he whispered in fake shame, “I don’t know if you’ll mind being my date ma’am.” Sheperd added. Brianna felt bad and at the same time turned on that a teenager was asking her out to prom, it made her feel younger than she was and she gladly obliged to the pleasure of the wide eyed teen, thinking it will just be an innocent date and nothing more.

“Thank you ma’am,” Sheperd said to her with a childish grin,

“Call me Brianna,” she chided at him with a smile curved on her glowing face dotted with shimmering grey eyes.

“Okay Brianna, I’ll be heading home now,” replied Sheperd, although it felt weird, but he felt a superpower addressing his bully’s mom by her name, a sign that proved his plan was smoothly sailing in motion. Brianna pulled his smallish frame to her and gave him a kiss on the cheek before he left and Sheperd felt his cock instantly swell to its massive length, he knew he’d have a hard time riding his bike home as his imagination was now beclouded with perverted thoughts revolving around Brianna and her cushion soft jugs.
« Last Edit: May 28, 2020, 09:31:16 PM by uglyfucker »



uglyfucker

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Reply #3 on: May 28, 2020, 09:09:45 PM
Dylan knocked aggressively on the door of the dingy looking house that stood alone at the end of a rough street.

“Yo, the hell you banging at the door like the police for?” Asked a skinny, lanky Caucasian male with droopy eyes, as he opened the door, staring at Dylan.

“I just need my fix,” Dylan shot back at him,

“Okay, chill and wait here,” replied the lanky dude as he disappeared into the house for a while and returned back, “There you go, it’s your favorite mesh of Hydrocortisone and anadrol,” he said as he tossed a pack of pills to Dylan who hurriedly put the pack in his pocket and handed the dealer a twenty dollar note and instantly began to walk away.

“Uh, okay, nice doing business with you and say hi to your mom for me,” grinned the lanky drug dealer as Dylan flicked his middle finger at him and proceeded to his girlfriend’s house to blow some steam, he knew her parents would be at work now.

“Who are you looking for?” Stephanie’s little brother asked as he regarded the tall, muscular blonde boy that was at the door when he opened it. 

“Aren’t you a little tacohead,” Dylan replied as he ruffled the hair of the seven year old Latino kid, “go tell your sister her boyfriend’s here to see her,” he said.

“Okay,” said the little kid as he raced to his sister’s room, Dylan walked into the house uninvited and his gaze traveled around the sparsely furnished living room as his nose caught a whiff of a familiar smell which he identified as burnt incense.

“Fucking brujas” he cursed under his breath as Stephanie’s little brother raced out from her room, telling him his sister was in the shower. Dylan ignored him and made his way to Stephanie’s room.

“Dylan, is that you?” Stephanie called out from the bathroom,

“Yes, of course it’s me honey, who else were you expecting?” He asked as he heard her giggle,

“You mind if I join you in there?” Dylan teased,

“No please, just wait for me, I’ll be out in a minute,” reiterated Stephanie quickly, not mentally ready for Dylan to see her naked, she half wondered how she’d face him on prom night to give up her virginity.

Dylan sat on her bed and a few moments later he heard the bathroom door creak open as Stephanie stepped out wrapped in her towel, her skin glistening from head to toe as her jet black hair was wet and plastered by each side of her face.

“Oh you look so sexy baby,” teased Dylan again, this time he could see her blush as she sat beside him on the bed and pressed her lips against his. Dylan inhaled the aroma of freshly scented roses that emanated from her, probably from her bath soap he thought, “at least it complimented for the horrible incense smell that lingered in the living room,” he thought to himself as both of their mouths were open now and she began sensually sucking on his tongue which made his embarrassing pecker stiff in an instant. Stephanie ran her hands across his thighs and felt his tiny erection when she got to his pelvis, she pulled away from the kiss and smiled reassuringly at him as she unbuckled his pants and proceeded to give him a handjob. Unfortunately it was quite difficult for her as she couldn’t wrap her wrist around his two inch cock, so she improvised by joining her index and middle finger tightly together and made a pinching shape with the help of her thumb which seemed to work as she finally secured a good grip on the evasive member and began to stroke gently.

“Oh yes baby, don’t stop.” Dylan moaned as he lay back on the bed.

Stephanie stared at the cock in disbelief at the size that was almost the same with her little brother’s, she kind of felt bad for Dylan as she pinched and jerked him off while her mind raced to Sheperd’s massive member that had bumped into her ass and made her clit shudder in delight earlier in the day at school, she found herself wondering who was the lucky girl that got to stuff all that goodness inside her. She was brought to by Dylan’s groan and warm spurts of his semen that had begun to spurt out of the slit on his cap.
Dylan quickly recovered from his orgasm and quickly pulled up his pants and buckled them, half embarrassed as he always was whenever he came.
« Last Edit: May 28, 2020, 09:29:54 PM by uglyfucker »



uglyfucker

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Reply #4 on: May 28, 2020, 09:13:31 PM
Prom night arrived and Dylan was dressed in his best tuxedo as he waited outside beside his mom’s SUV.

“Mom,” he called out, “I’m going to be late,” he screamed at her.

“Just a minute honey,” she replied, making him wonder who exactly had a prom date between both of them. Moments later Brianna stepped out of the house in a shimmering and skimpy evening dress that revealed her strong, toned thighs, down to her legs while her tits were help up firmly by a bra, forming a jiggling cleavage just right under her chin, her blonde hair was down and Dylan could see she had red lipstick on.

“Mom, what the fuck, you’re supposed to drive me to Stephanie’s house and then to school, what’s up with the gear?” Dylan asked, getting instantly furious at how gratuitous and seductive his mom was dressed.

“I’ve got a prom date myself too, now get in the car,” Brianna chided casually at her gob smacked son as she got in behind the wheel. Dylan, now unsure of where this was going, silently got into the car and eyed his mom with slight disgust.

After a few directions from her son, Brianna pulled up at Stephanie’s house as she was already outside waiting for them. Stephanie got into the car and Dylan regarded her outfit for the night, from her evenly brushed silk hair to her flowing red gown that fit perfectly around her waist and ass, to the black six inch heels she wore, exposing her freshly painted white toenails. She topped off her outfit for the evening with a tiara inches above her forehead.

“You look pretty honey,” Brianna commended Stephanie before Dylan could utter a word,

“Thank you miss,” Stephanie giggled.

“Okay can we head to school now, we’re going to be late,” Dylan chipped in impatiently.

Brianna smirked at her son as she turned the SUV around and moments later she had pulled up in front of another house and Dylan’s eyes grew wide in shock as out stepped Sheperd, wobbling his ugly ogre self, donned in a grey tuxedo for the night towards the car. Sheperd got into the empty front seat and as soon as he closed the door, reached in to kiss Brianna on the mouth, not wanting to miss an opportunity to humiliate her son, Brianna slightly opened her mouth and exchanged a long spit swapping tongue kiss with the teen, much to the jealousy and rage of Dylan as Stephanie gazed on the interesting unfolding events with hidden excitement. 

“Mom,” Dylan screamed as they broke their kiss, “that is fucking disgusting, why the hell would you be going to prom with this loser?!” Dylan raged on as the SUV rolled out of Sheperd’s street.

“You’re not the boss of me little boy,” Brianna shot back at her son, regarding him through the rear view mirror, “and if you even think of interfering with my date in any way, I’ll make sure you lose your athletic scholarship by reporting your steroid use,” she added with a stoic expression across her face as the car instantly grew silent. Sheperd basked in the euphoria of his bully’s mom defending him and he glanced over at her padded tits, down to her thick thighs, as her skimpy dinner gown had hiked farther up her thigh, with just a size able portion covering her crotch. Brianna smiled at the gushing teen as she felt turned on by his ravenous stare. 

A few minutes later they arrived at the school, and his mom joined a long line of other cars that dropped other students off at the evening ball. Dylan swallowed hard, he could feel his stomach tighten up in knots from the waves of anxiety enveloping him as he undid a few buttons on his shirt dragging his tie downwards and then over his head as he tossed it angrily towards Stephanie who was seated beside him. Stephanie noticed he had begun to perspire around the thick collar of his shirt and felt mildly sorry for the torture his mom was putting him through, but at the same time eager to see where it all led to.
« Last Edit: May 28, 2020, 09:20:33 PM by uglyfucker »



randomguy121

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Reply #5 on: May 29, 2020, 02:47:00 PM
Great chapter. Can't wait for the next one.



devetak

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Reply #6 on: May 31, 2020, 03:41:03 AM
In complete agreement, moms at proms really interests me and those pics, wow.



uglyfucker

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Reply #7 on: June 01, 2020, 04:08:38 PM
Dylan angrily stepped out of the car; Stephanie shuffled quickly behind him as she stepped out and shut the car door, leaving Dylan’s mom and Sheperd alone in the car as Brianna drove slowly towards the car park.

“I’ll fucking kill that disgusting midget,” muttered Dylan as his gaze trailed the SUV, he wondered what abomination his slut of a mother was going to commit with Sheperd and a visible disgusted look immediately creased on his face.

“Hey, baby, just ignore him,” replied Stephanie, “I’m sure you’re mom just wants to help out his lonely ass, seeing as no girl in school agreed to prom with him,” she added, trying to prove a point in support of her scorned boyfriend, hoping it’ll make him feel better. “Come on, let’s go inside,” she said as she reached out to take Dylan by his hand.

“Get your hands off me you border mutt,” Dylan shot at her, violently yanking his arm away from her grip, making her almost lose her step and fall face first as she staggered forward for support. Stephanie was starting to get pissed at her boyfriend’s display of jealousy and wondered how much of it she had to endure for the night as they ascended the steps in silence, making their way to the school gym.

Dylan stared around the busy and boisterous gym which served as the ballroom for the night, he winced at the music which surprisingly seemed too loud for his ears, deep down he knew his uneasiness wasn’t the Dj’s fault but from being unable to take his mind off the disaster which this night was slowly unfolding to be. A few minutes later, he caught himself heaving a sigh of relief as Sheperd and his mom walked into the gym. Sheperd had on the biggest grin in the room as he sauntered into the makeshift ballroom holding hands with his prized possession-Dylan’s hot mom.
Sheperd noticed a few students had begun to whisper amongst themselves while they pointed towards his direction and giggled, he felt his ego shoot through the roof as he let go of Brianna’s arm and reached around her waist, gripping her firmly to drive home the obvious to whoever cared to know. Brianna already aware of the glances and giggles being shot at them from around the room, blushed slightly as she looked down at the grinning teen and noticed he was enjoying the attention, she couldn’t deny she wasn’t either.

“Would you like something to drink Brianna?” Sheperd asked, looking up at her face that was barely visible above her huge jugs that covered his face as he pressed closely to her, both of his arms now wrapped around her waist.

“Uh, never mind Sheperd, I think I’m okay,” she replied as she glanced at the glasses of fruit juice a few students held and sipped on slowly.

“Okay, would you like to dance?” Sheperd asked. “That won’t be a bad idea I guess,” replied Brianna as she stared down at the determined teenager and chuckled. A slow love jam had started playing and the students located their partners and got on the dance floor as they hugged tightly and swayed rhythmically. Sheperd and Brianna soon joined them and they began to dance slowly, making small talk and giggling in between, Brianna loved the teenagers company as streaks of blue light travelled around the room from the strobe light. Stephanie sat haplessly beside a now red faced and frustrated Dylan, hoping he’ll get over his mom and ask her to dance, she felt her time spent in preparing for the night was a waste as she stared at her friends on the dance floor, clutched tightly around their boyfriend’s.

Dylan pulled out his phone and buried his face in it as he noticed two boys approaching him, he recognized one as Todd, the fastest runner from the track and field team, while the other was Jeff, his mate on the football team.

“Dude, wtf man, you lose a bet or something?” Jeff said loudly when they got to Dylan, the other students who were within earshot of them erupted in a mild laughter as they all knew what Jeff was referring to.

“Bro, whatever it is, I truly feel sorry for you man,” said Todd, “shit like this will scar you for life,” they burst out laughing again and Stephanie threw her head sideways away from her boyfriend as she stifled a laugh, but couldn’t help the giggle that crept out of her lips.

“Dude your mom’s tits are literally on that losers face,” chided Jeff, “if I were you I’d go drag that motherfucker and bash his face in till he switches from purple to blue.” Jeff added as he regarded Dylan’s expressionless face.

“Whatever man, dude probably has him by the balls and this is how he’s gotta pay up,” Todd chipped, “he’s definitely giving your mom a feel of his boner,” he quipped and another laughter erupted. Stephanie’s mind immediately raced to Sheperd’s massive boner and she felt a brief tingling sensation between her legs, she wished she could have a feel of the massive cock in her, “at least, i got dressed up for something nice if that gets to happen,” she thought to herself. Dylan kept his head down as he scrolled aimlessly around his phone, unable to utter a word in self-defense while his eyes stayed glued to the device.

“Isn’t that Dylan’s mom?” asked a female voice as she joined Jeff and Todd standing over him. Dylan didn’t need to look up to know it was Erica, Jeff’s girlfriend, who also upheld the reputation of the hottest and loudest chick in school.

“Oh, poor baby,” Erica teased, “you know I heard from a little birdie that Sheperd’s got a massive cock, Stephanie’s eyes grew wide, and she bit her lower lip, realizing what she felt in Sheperd’s pants wasn’t a fluke.

“No shit!” Jeff chipped in, with eyes wide open, “if he gets to drill your mom with that, you might just have to start calling him daddy.” Erica said as they broke out in another bout of laughter, this one louder, thanks to Erica’s high pitched voice. Stephanie couldn’t hold this one in either and she joined them in laughing at her embarrassed boyfriend.

“Whatever bro,” said Jeff as they all recovered from their bouts of laughter, “who’s looking to get stoned?” he asked, reaching into the breast pocket of his tuxedo, flashing them two perfectly rolled up blunts as they chorused in the affirmative, shambling away from Dylan as they giggled.

“Hey Erica, you think I can join you guys?” Stephanie asked, unable to share in the suckling embarrassment with her boyfriend any longer.

“Sure, feel free girl,” she replied gleefully,

“Bitch where the fuck do you think you’re going?” Dylan shot at her as he grabbed his girlfriend’s arm,

“Oh, the mute speaks,” replied Stephanie mockingly, “get your hands off me you pinkie finger cock puta,” she shot back at him, yanking free from his grip as everybody within earshot of their altercation chorused a resounding “ooohhhh.” Stephanie joined Jeff, Todd and Erica as they made their way out of the gym. Dylan’s throat went dry as he watched his girlfriend leave him, then shifted his gaze to Sheperd and his mom, arms around each other as they gyrated rhythmically to the music.

Sheperd sneered at Dylan with a sinister smirk as their eyes locked and felt it was time to take his humiliating plan to the next level. 

“Um, hey Brianna, I think I need to use the restroom,” he said as they pulled away from each other by an inch,

“Okay honey, you mind if I tag along?” Brianna asked, now apparently turned on by the teens massive boner that had been grazing against her thigh for the past thirty minutes, she was amazed how such a smallish looking kid could posses such a massive cock and she felt her panties already getting moist.

“Sure!” Sheperd replied, an excited huge grin across his face as he held out his hand, taking hers as they strolled out of the gym. Dylan could hear his heart pounding loudly in his chest as he watched them leave, he thought to follow them for a moment but shook the condescending thought away from his head.



uglyfucker

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Reply #8 on: June 01, 2020, 04:10:04 PM
Sheperd and Brianna approached the restroom and joined the long line of other students waiting to use it.

“Oh honey, are you going to be able to hold it in?” she turned to ask Sheperd as he nodded disapprovingly.

“Alright honey, let’s take it outside,” said Brianna as they turned away from the long line of erection spotting teens who were now ogling over Brianna’s tits, most of them never been close to such perfect tits except when they viewed milf porn on their computers. Brianna stole a quick glance at Sheperd’s fully erect cock that rested on half of his thigh and her mouth watered. They got outside and she found herself gazing at the teenager like an excited kid waiting for a present to be unwrapped, “you can go now,” she grinned at him. Sheperd stared at her and smiled in response to the lustful flame that burned in her eyes and in an instant he zipped down his pants, freeing his massive eight inch, veiny throbbing cock in the air. Brianna gasped at the sight of his monstrous third leg and her eyes trailed the network of veins that crisscrossed over the meaty red pipe.

“You like what you see Brianna?” Sheperd teased, noticing her shocked stare as he barely wrapped his palm around his cock to aim his piss. Brianna instantly became extremely horny as she dropped on her knees and grabbed the teen by his waist, spinning him towards her so that his throbbing monster cock rested on her gigantic cleavage,

“Piss all over my face and these huge titties baby boy,” she moaned as she grabbed the base of his shaft and stroked him gently, while gazing at his huge balls, which were, although not dangling, twitched firmly at the base.

“Fuck, yes,” Sheperd groaned, not believing his luck as he felt the hot urine race from his balls, shooting all over her face in concurrent spurts, it felt as good as cumming as he glanced down at his bully’s mom, lapping and gasping in reaction to each intensified spray of the warm urine that shot into her open mouth, all over her neck and cleavage.

“Oh shit, check it out,” Todd said as he tapped Jeff who was now puffing clouds of marijuana smoke in the air, pointing him towards the other end of the school compound to Sheperd spraying his piss all over Dylan’s mom on her knees.

“Fuck!” Jeff screamed out as he pulled out his phone and started recording, pinching the screen to get a good zoom in on the act.

“Good thing we didn’t follow the girls to get that drink,” said an excited Todd as they saw Brianna get up, “send it to the school athletes group, we’re so busting Dylan’s balls tonight,”

“Sent!” Jeff announced excitedly as they high-fived each other and passed the blunt.

Dylan ignored the notification ding on his phone as he stared up at the high ceiling of the gym, cursing under his breath at the horrible events of the night, his attention was slowly drawn to loud giggles and chuckles which seemed to be aimed towards where he sat frustrated, his phone now dinging and vibrating loudly in his pocket from numerous message notifications that were popping up, he begrudgingly pulled it out. Dylan’s jaw instantly dropped in awe and embarrassment as he clicked on the now viral video of Sheperd pissing all over his whore of a mom.

Dylan looked up from the device and could clearly see the entire students in the gym laughing hysterically while pointing towards him, including his  football coach who served as a chaperone for the night as he shook his head in disbelief. Dylan, with tears now welling up in his eyes, furiously pulled himself up from the bench he sat on and what followed was a horrifying ripping sound as his pants had hooked onto a splinter on the wooden bench. His silk pants instantly ripped apart down to his ankles, exposing his shrimp cock as he hadn’t worn any briefs in hopes that the night would be a sexually active one for him. He quickly cupped his cock in his left palm as he ran out of the gym hall that was now thundering with a resounding mocking laughter, drowning out any music that had been playing.

“Mom please let’s go home now,” he texted as tears dripped down on his phone.



uglyfucker

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Reply #9 on: June 01, 2020, 04:13:41 PM
“Oh my God Dylan, what the hell?” Stephanie shrieked out excitedly as she approached Dylan cowering beside his mom’s SUV at the parking lot, “god I’m so embarrassed I even went out with you,” she blurted out to Dylan’s surprise as he didn’t recall her officially breaking up with him. Brianna and Sheperd soon joined them, strolling gingerly with their arms interlocked as Dylan looked up to see his mom dabbing on her urine soaked tits with Sheperd’s tie and stuffed it back in his breast pocket with a slutty grin when she was done. Sheperd roamed his hand downwards to her firm ass and gave her a soft spank, acknowledging the souvenir as she yelped excitedly.

“Oh god Dylan, look at you!” Brianna exclaimed in mock pity for her son, “you’re definitely driving us home, I can’t deal with this horrible sight whenever I use the rear view mirror,” she added as she tossed the keys towards him, they watched as he scrambled for the keys and quickly unlocked the car, getting behind the wheel in a flash to the safe confines of the SUV. Dylan heard the ladies chuckle and giggle as they all got in the back seat, putting Sheperd in between both of them.

Dylan was almost at the house when he heard smacking sounds and slight moans emanating from the backseat, he peeked up at the rear mirror and saw his mom‘s mouth slightly open as she sucked on Sheperd’s tongue and swabbed her saliva with his while Stephanie ran her hand around the insides of his thigh, desperately wanting to get a feel of his now famous giant cock. Dylan swallowed hard as he returned his eyes to the road, squeezing tightly on the steering wheel as he couldn’t wait to get home and cry his eyes out in the safety of his room.
Dylan pulled up at the house and just as he was about to get out of the car, his mom pulled away from Sheperd’s open mouth, “Don’t go into your room, I need you to wait in the living room,” she shot at him,

“Mom, please stop,” sobbed a now exasperated Dylan,

“I dare you to do otherwise,” Brianna threatened him with a stoic expression on her face as Dylan rushed out of the car, still cupping his dick in his palm while he unlocked the front door and got in.

A few minutes later, the front door swung open again and Dylan sat and watched as Sheperd and Stephanie wobbled in with their lips interlocked while she tugged vigorously at his fully erect boner, his mom behind them as she smiled lovingly at the lust filled teenagers with raging hormones.

“Come sit over here,” said Brianna as she led them towards the couch and as soon as Sheperd sat down, Stephanie spread his knees apart, hurriedly unbuckling his pants as she couldn’t wait to stuff her mouth full with his cock.

“Oh my god, fuck it’s so massive,” gasped Stephanie as she freed the monstrous member from its bounds and it bobbed joyfully, she held it with both hands in  awe and gazed at the slit on his cap seeping with precum, she opened her mouth and could barely fit the head in as she twirled her tongue around the cap. Brianna adjusted herself beside Sheperd and with little effort her huge tits bounced out of her skimpy dress in the open as she began to smother Sheperd’s face with them while he licked and nibbled on her pink areola’s.

Dylan could feel himself embarrassingly get turned on while both hands clasped tightly over his tiny erection as he was being forced to watch the ugly fat nerd he always bullied steal the two most important women in his life. Stephanie’s big brown eyes stared up at Brianna and Sheperd as they switched between kissing passionately to him grabbing and sucking on her big tits, she opened up a little more with each bob and soon she could feel the strong head of Sheperd’s cock jamming at the back of her throat, sending shivering sensations around her as she reached down into her panties with one hand and began massaging her moist clit.  Sheperd began jerking his hips up to meet Stephanie’s thrusts, trying to be anything but gentle as gagging and slurping sounds filled the room while the teen slurped effectively at the cock that was now halfway into her throat, Brianna looked down at her and could see tears flow freely down Stephanie’s flushed cheeks in black streaks as her eyes shimmered with lust, ruining her mascara.

That’s enough honey, take off your gown,” said Brianna to Stephanie, pulling her gently by her hair away from the veiny shiny cock that was now half coated in her spit. Stephanie wheezed and blinked as she got up panting in recovery mode then quickly began slipping off her gown, all the while unable to take her eyes of the monstrous member that had been lodged halfway in her throat a few seconds ago.

“Mmm…, you’ve got such a yummy cock, baby.” Brianna grinned in approval as she slid down, positioning herself between Sheperd’s glistening cock, while Stephanie, now totally naked, fed her firm C cup tits to him.

Brianna ran her tongue expertly around Sheperd’s balls, then proceeded up its length as in an instant, the entire cock disappeared down into her throat, making Sheperd twitch as he grabbed her by her blonde hair, guiding her head up and down his length. Brianna increased her pace, and a few moments later she was expertly swirling her tongue around his shaft while moving up and down, throat fucking the monster dick. Sheperd began to moan loudly into Stephanie’s tits as his soul was being sucked off. Brianna pressed on his thigh with both hands, forcing him deeper into her throat, her face smacking into the teens pelvis with slurping sounds filling the room as saliva dribbled from all sides of her mouth. Dylan watched helplessly as his moms pussy lips accentuated from her huge ass while she bobbed aggressively at the other end of the room.

Brianna pulled away from the glossy cock rummaging around the back of her throat and began stroking it lightly as she stared up at Stephanie, her head back as she gripped Sheperd’s head firmly into her chest while he had began to mercilessly finger her innocent dripping cunt.

“Would you like to sit on it?” she asked Stephanie and instantly she saw the teens eyes grow wide as she nodded affirmatively. 

Stephanie threw one leg around Sheperd’s torso as her snatch juice dribbled down the insides of her thigh in glory of the good fingering she’d been getting from his stubby fingers. Stephanie began to slowly slide down his torso, finally resting above his pelvis as she felt the huge slippery cock tap softly at her butt cheeks. Brianna quickly deep throated and slobbered on the cock one more time for good measure as she got up while Stephanie reached back between her legs, grasping around the monstrous erection, aiming it at her snatch and lowering herself onto it.




uglyfucker

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Reply #10 on: June 01, 2020, 04:15:02 PM
“Ah, oh, shit,” she moaned as the slippery tip made contact with her vagina, stretching out her entrance as she hesitated, thinking about how hot it was, getting her cherry popped by the humongous member.  Sheperd could feel a size able amount of his cock was still outside her tight wet cunt as she hadn’t lowered herself completely, and without warning, he violently slammed his hips upwards fully impaling Stephanie’s innocent snatch with his raging boner, her firm ass jiggling in response to the intruder.

“Oh, God, shiiiiiitttt, fuck yes, no, don’t..” Stephanie let out in a cacophony of gibberish, now writhing atop Sheperd from the miscellany of pain and ecstasy that shot through her body as for the first time in her life, she felt how it was for her snatch to be completely stuffed by a cock, more better still, a monster cock like his.

“Take it like a big girl,” Brianna encouraged the teen as she got back down on her knees between Sheperd’s legs to grab a good view of the cock lodged in the teens twat, her mouth began to water and she began sucking gently on Sheperd’s massive balls while he moaned in excitement at the feeling.

“Damn, you’re so tight,” Sheperd groaned as the feeling of sliding into Stephanie’s virgin twat was unimaginable. Dylan was now fed up with hiding his embarrassing boner as he repeatedly swabbed away the tears that flowed freely down his red cheeks.

Stephanie sat still for a moment, her breathing had now quickened and her body trembled at the feeling of the cock poking at her cervix. And then slowly, she began to bounce. A few minutes later, Sheperd was pounding mercilessly into her as her screams rented the air and soon enough she wailed out as a mind blowing orgasm crested in her. Sheperd upon feeling her warm feminine juice slide down his cock, slammed harder into her cunt and a few seconds later he let out a loud groan as he spilled his seed deep into her womb. Stephanie slid off the cock to a pop sound as the head exited her pussy and she lay on the couch beside him as her body twitched from multiple spasms of orgasm coursing through her.

“Oh, wow, I think I’ll need that treatment,” said Brianna, now extremely horny as she had been rubbing on her swollen clit while she watched the teens fuck. She reached out for Sheperd’s half erect  cock and expertly sucked him clean, and a few moments later, he was raging to go again. Brianna smiled at him and immediately propped herself on all fours, hands and knees on the rug as Sheperd positioned himself behind her, lining up his cock to her fat, dripping pussy, he thought of how thick and glistening it looked for a moment before ramming his full length deep into her, knowing fully well her matured cunt could take him all at once.

“Fuck yes, give me that lovely cock of yours,” Brianna moaned as she felt her insides constrict around the impaling muscle, stretching to accommodate its girth and in an instant she began bucking her hips forwards and backwards on the massive cock as her ass rippled each time she slammed back on the teenagers pelvis, making him put little or no effort as she worked for her orgasm. Sheperd grabbed a fistful of Brianna’s blond locks as he shot the red faced, teary eyed Dylan a sinister look across the room, “this will teach you not to mess with me,” he sneered as he pulled roughly on Brianna’s hair, introducing fast strokes into her warm matured snatch as her boobs swayed joyfully under her. Sheperd felt the second wave of orgasm swelling up from his balls.
“Uh, yes I’m cumming,” Sheperd announced,

“Me too baby, fuck, fill me up with your cum, I want to feel your seed inside of me!” Brianna screamed hysterically and after a couple of more strokes, Sheperd let out a howl like groan as he shot rope after rope of his thick warm liquid deep into his bully’s mother’s dripping cunt. He slumped on her with his dick still inside her as they both took quick heavy breaths.

“You can go your room now Dylan,” said Brianna to her son and like a dog with a wet tail, he dashed up the stairs in an instant, while three of them erupted in bouts of mocking laughter.

Brianna, Stephanie and Sheperd rested and fucked, then rested and fucked again. He came twice more in their respective cunts that night as they craved every inch of him the more they got.

Brianna and Stephanie also came twice as many times as he did. They played around with different positions, including more doggy style, reverse cowgirl and 69ing, till they all passed out on the couch from sexual debilitation.

A few weeks after the embarrassing incident, Dylan gets a text from Erica, teasing him on getting his girlfriend pregnant and also asking him what he planned to do about it. Dylan is dumbfounded and barely replies the text as he steeped into the bathroom to take a shower and stumbles on his mother’s urine pregnancy test results which showed she was positive...



straw_bot

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Reply #11 on: June 02, 2020, 02:42:44 AM
A fantastic story. I hope you'll consider writing more unconventional stories featuring unattractive and grotesque characters with male domination/female submission themes.



ftqz

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Reply #12 on: June 02, 2020, 03:22:48 AM
Great story, thank you.



uglyfucker

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Reply #13 on: June 02, 2020, 03:29:17 AM
Thanks for the appreciation guys, I'm glad you like it and I hope you like my future stories just as much.

A fantastic story. I hope you'll consider writing more unconventional stories featuring unattractive and grotesque characters with male domination/female submission themes.

Thanks but I can't take all the credit, I come up with the characters/plotline/theme in an outline and then hand it off to a Fiverr writer to put the finishing touches on. In terms of input I'd say it's 65% me 35% hired writer. I gotta give credit where credit's due. The person we owe thanks for this story in particular is mrs_wordsmitth https://www.fiverr.com/mrs_wordsmitth?source=order_page_summary_seller_link

Yeah I plan on doing ugly bulls/friends in future stories. Even have a story in mind where an ugly "incel" steps out of the movement by fucking his other "incel" friend's hot mom, but that's probably a ways off.

You guys probably know already but visit my story poll thread to vote and give me any ideas you have for future stories. Or you can always pm me ideas too.



Eateroflemons

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Reply #14 on: June 20, 2020, 05:06:36 PM
Thanks for the appreciation guys, I'm glad you like it and I hope you like my future stories just as much.

A fantastic story. I hope you'll consider writing more unconventional stories featuring unattractive and grotesque characters with male domination/female submission themes.

Thanks but I can't take all the credit, I come up with the characters/plotline/theme in an outline and then hand it off to a Fiverr writer to put the finishing touches on. In terms of input I'd say it's 65% me 35% hired writer. I gotta give credit where credit's due. The person we owe thanks for this story in particular is mrs_wordsmitth https://www.fiverr.com/mrs_wordsmitth?source=order_page_summary_seller_link

Yeah I plan on doing ugly bulls/friends in future stories. Even have a story in mind where an ugly "incel" steps out of the movement by fucking his other "incel" friend's hot mom, but that's probably a ways off.

You guys probably know already but visit my story poll thread to vote and give me any ideas you have for future stories. Or you can always pm me ideas too.
Any idea what happened to uglyfucker did he delete his profile?