CHEATING | CUCKOLD
All He Wants Is His Best Friend’s Mom — Part 3
Well-Hung Geek Hammers his Roommate’s Crush on His Bed!

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Simon scanned the classroom, his heart sinking as he realized Sherry wasn’t there. Clutching his books to his chest, he felt the weight of disappointment heavy on his shoulders. Today had been the day he would finally muster up the courage to ask her out, but now that chance was slipping away like sand through his fingers.
“Damn it,” Simon muttered under his breath, adjusting his glasses as he took his seat. As a nerd, he knew all too well how difficult it was to find love or, at the very least, a date. His previous attempts had been met with dismissive laughter or awkward silence, leaving him feeling more and more defeated each time.
At least college wasn’t a total waste. He had one good friend. Adam was a nerd like him, but he had a positive attitude to their situation that never failed to cheer Simon up. Whether they were shooting zombie hordes on a Saturday night or debating which Star Trek captain was the best, Adam’s enthusiasm for life would fill him with hope. It was this hope that gave Simon the courage to reach out to Sherry and take the chance he otherwise wouldn’t have taken.
“Remember, buddy, you miss 100% of the shots you don’t take,” Adam had said as they walked across campus earlier that day, giving Simon a small smirk, as if Adam knew something Simon didn’t.
Inwardly, Simon tried to hold on to that optimism, but it was hard not to feel hopeless. The classroom buzzed around him as students chatted excitedly about their plans for Christmas break. He couldn’t help but imagine what it would have been like to tell his family about his first date — the pride in his parents’ eyes, the teasing from his sisters, the warmth of knowing he’d found someone special.
Simon scanned the classroom again, his eyes darting from one face to another, searching for the angelic visage that had captured his heart. But as the minutes ticked by, he couldn’t find Sherry anywhere. A wave of disappointment washed over him, followed quickly by a pang of concern. “God, I hope she’s not sick,” Simon thought, his chest tightening at the idea.
As the professor droned on, Simon’s mind wandered, daydreaming about his pretty crush, her laughter like wind chimes and her smile bright enough to illuminate the darkest corners of his soul. He imagined her soft hand slipping into his, her gaze locked onto his as they strolled through a winter wonderland arm in arm. The fantasy was intoxicating, and he longed for it to be reality.
Sherry, he thought. Where are you?
***
While poor Simon was fantasizing about his dream girl, Sherry was indeed doing fine.
So was Adam.
Adam was sitting, naked on Simon’s bed, his skinny ass sweating into his roommate’s sheets. On the floor, kneeling between the young man’s knobby knees was the object of Simon’s fantasies, her pretty mouth wrapped around his roommate’s massive cock.
“Ah, you like that, don’t you?” Adam asked, grinning wickedly. “Tell me how much you love my cock.”
Sherry moaned around his shaft, her words intelligible with the fleshy rod currently pressing her tongue down to the floor of her mouth.
What would Simon think if he could see his dream girl? He thought. He felt just a twinge of guilt at betraying his friend, but it was quickly drowned by Sherry’s throaty gurgles.
“It’s sooo big, Adam,” she gasped wetly. “I love it.”
Adam couldn’t help but sneer as Sherry’s muffled praise echoed in his ears. He’d heard the same sentiment from countless girls on campus, their eyes wide with disbelief as they stared at the massive length that stood proudly between his legs. Even now, Sherry couldn’t take her eyes off the ugly monster, lumpy with a slight curve that hit girls right in those spots other men couldn’t touch. Thick, knotty veins wrapped around the shaft, pumping obscenely as he rolled the wet shaft across Sherry’s cheeks, leaving a trail of spit and pre-cum in its path. He loved seeing the meaty length of his cock lying from hairline to chin, nearly covering one half of her head.
Girls never expected such a monstrous cock to belong to someone like Adam — skinny, pimply, and the epitome of geekiness. But, Adam was smoothly seductive in his own way, a non-threatening presence even to the prettiest girls. That changed when he dropped his pants and women got a look at what he was packing. Some were scared, some intrigued, but all of them ended up on their knees sucking his cock. It was almost like having an OP character in a video game. Women just couldn’t resist him.
Satisfied with Sherry’s answer, Adam shoved the fat head of his cock between the same red lips Simon had been fantasizing about. She gagged on him, thick drool oozing around his pulsing shaft and dripping into the dark blonde pubes, making his fat ball sac glisten with her spit. Sherry’s eyes widened as he probed the back of her throat, testing the tight, elastic entrance to her windpipe. He gripped her head and forced her to hold him there, reveling in the shock and fear as she struggled to take his massive cock.
He growled, pushing deeper and deeper until he was almost to the hilt. He loved having a girl who had been previously unattracted to him, kneeling submissively in front of him while he abused their mouths. The sight of it reinforced his feeling of power over the young woman. He rolled his hips, savoring every inch of Sherry’s warm, sucking cavern. Her bubbling whimpers of pleasure gurgled through her throat and vibrated along the length of his cock, making his entire body quiver in delight. His grip tightened on her head as he pushed even deeper into her throat, her cheeks hollowing as she sucked every inch of him as if she would never let him go.
But, despite her hunger, the poor girl needed to breathe. Adam held her there a moment longer than was comfortable, her pale fingers beating at his skinny legs until he finally let her go.
“Fuck!” she cried, coughing up long ropes of spit. The drool dripped onto her pert breasts with their hard pink nipples like pencil erasers. “Fuck, you are so big!”
“I wonder what Simon would think,” Adam teased, giving her cheek a meaty, wet smack with his shaft. “You know, your little admirer.”
“Please, don’t,” Sherry whimpered, trying to push his cock back into her mouth. Her pupils were dilated, and he recognized she was drunk on a mixture of his cock and the sweaty musk emanating from his balls. Even if a girl claimed she didn’t enjoy sucking cock, Adam knew better.
They just hadn’t been offered the right cock.
“Ah, but I think you should know,” Adam taunted, pulling his cock away from Shery’s questing mouth. “He’s been dreaming about you for weeks now, too shy to approach you.”
“No,” Sherry whispered, her cheeks flushing with embarrassment. “He isn’t.”
“He is,” Adam confirmed smugly. “And while your sucking my cock, on his bed, poor Simon is in class wondering where you are!”
Sherry mewled with shame, the helpless sound making Adam’s cock throb with need. She wasn’t even dating Simon, but she must have feelings for him, feelings that Adam was probing with words the same way he probed her mouth with his thick meat.
The best part? Adam knew she liked Simon, yet still couldn’t resist grasping Adam’s cock and pulling the dripping head towards her lips.
“Simon really has no one to blame but himself,” Adam mused, his voice a low purr. “He talked about you all the time, but never made a move. I couldn’t help but wonder what it was about you that had him so captivated.”
“Please, Adam, just stop talking about him,” Sherry begged, her eyes misting over with tears as Adam once again held back his cock. “Please! I just want you!”
Sherry’s cheeks burned red with humiliation, her gaze fixed on the massive, veiny cock bobbing in front of her face. She knew what she was doing was wrong — she’d always been friendly with Simon and had even considered going out with him if he ever found the courage to ask. But now, with Adam sitting before her, his monstrous member casting an almost hypnotic spell over her, she couldn’t bring herself to care.
“Look at me,” Adam commanded. Sherry hesitated for just a moment before raising her tear-filled eyes to meet his. The wicked grin on his pimpled face made her shiver, but she didn’t look away. “That’s right, beautiful. You’re mine now, and there’s nothing Simon can do about it.”
With that, Adam grabbed a fistful of Sherry’s golden hair and guided her mouth back to his throbbing cock. He could feel her tremble as she tentatively licked the pre-cum from his engorged tip, her pink tongue dancing over his sensitive flesh like a butterfly on a flower. The sight was exquisite, and despite the sheer wrongness of it, he reveled knowing that he was taking something so precious from his supposed best friend.
“Swallow it,” he growled, watching as Sherry obediently opened her plump lips even wider, struggling to accommodate the sheer girth of his ugly, enormous cock. It stretched her jaw to its limit, her throat convulsing around him as she fought against her gag reflex. But she didn’t stop — she couldn’t. The taste of him, the feel of his pulsing flesh filling her mouth, had ignited a primal lust within her she could no longer deny.
“Good girl,” Adam rasped, his breathing growing ragged as Sherry’s tongue swirled around his shaft, her hands cupping his heavy balls. Her devotion was intoxicating, and he knew that, for all her shame, she couldn’t help but love the way he made her feel. “That’s it, baby. Show me how much you need this.”
The room filled with the wet sounds of Sherry’s enthusiastic sucking, the slurping and gagging echoing off the walls like a perverse symphony. Adam couldn’t help but wonder how Simon would react if he were to walk in on them now — if he’d even have the courage to confront the man who had stolen away the object of his affections. But the thought only fueled his desire, spurring him on as he fucked Sherry’s pretty little mouth with wild abandon.
Adam couldn’t bear to keep himself restrained for long. The sight of Sherry, her lips stretched around his throbbing member, pushed him to the edge of reason. He pulled her up by her hair, dragging her away from his twitching cock and onto Simon’s bed.
“Get on your hands and knees,” he ordered, his voice rough with lust. Sherry moaned helplessly but obeyed, positioning herself on the bed as Adam demanded. Her eyes were glazed over with desire, her body trembling with anticipation, and Adam couldn’t help but marvel at the power he held over the girl who had once been so far out of both his and Simon’s reach.
He gripped her hips and pulled her backward, running the thick shaft between the perfect globes of her buttocks. She cried out in shock when he pushed her head down onto Simon’s pillow, then moaned when his hands slip her ass cheeks like a ripe fruit, exposing her tight, wet pussy. Adam paused for a moment, savoring the sight of her swollen pink labia dripping onto Simon’s sheets. He thought about how close Simon had come to this moment — if only he had acted sooner, taken charge like Adam had done.
And now the prize was his.
“Are you ready for this?” he asked, gripping his cock and teasing her entrance with the swollen head.
“Please,” Sherry whispered breathlessly, her voice shaking with need. “I can’t take it anymore. I need you inside me.”
With a wicked grin, Adam thrust forward, burying himself deep within her slick folds. Sherry screamed in pleasure, the sensation of being filled completely overwhelming her senses. As he stabbed into her with harsh thrusts, the small dorm room filled with the sounds of flesh slapping against flesh, Sherry’s squeals echoing off the white, cinderblock walls.
“God, you’re so tight,” Adam groaned, reaching down to grip her hips and pull her back onto him. He could feel her inner cunt clenching around him, pulling him deeper as though afraid he might slip away. But he wasn’t going anywhere, not when he could feel the pressure building within him, urging him to claim her body.
“Adam!” Sherry cried out, her nails digging into the sheets as she struggled to maintain her position. “Please, don’t stop! I need it!”
“Tell me how good it feels,” Adam demanded, his voice laced with a dark hunger. “Tell me how much better I am than Simon could ever be.”
“Y-you’re amazing,” Sherry gasped, her body wracked with shudders as another wave of pleasure coursed through her. “I-I’ve never felt anything like this before. Please, just keep going…”
Adam relished in her praise, knowing that he had bested Simon in every possible way. He continued to thrust into her, each movement driving his cock deeper inside her quivering depths. The knowledge that he was doing this on Simon’s bed, in the very place where his friend slept and dreamed of Sherry, only heightened the experience for him.
Sherry’s moans grew louder and more desperate as Adam continued to hammer into her, her breaths coming in ragged gasps as he pushed her closer and closer to the edge. Her body trembled with unbridled desire, the sensations coursing through her so intense that she could barely think straight.
“Tell me I’m the best you’ve ever had,” he growled, his voice low and dangerous as he continued his relentless assault on her senses.
“Y-you’re…the best,” Sherry choked out, her words punctuated by a sharp cry of pleasure as Adam drove himself deeper inside her. “No one…has ever made me feel like this…before.”
“Damn right,” Adam growled, his movements growing even more frenzied as he felt his own climax creeping closer.
“Please…” Sherry sobbed, her body wracked with shudders as she teetered on the brink of release. “I can’t take it anymore… I need to come!”
“Then come for me,” Adam ordered, his grip on her hips tightening as he thrust into her one last time, sending her spiraling over the edge.
Sherry’s body arched upward, her hands pressing into the pillows as if she might fall away from them. Her lips parted slightly and a long, throaty moan of pleasure escaped. The rush of her orgasm swept through her like an electrical storm, blinding in its intensity and wracking her with aftershocks that seemed to go on forever. As the last ripples faded away, she collapsed onto the bed, beads of sweat dripping down her temple.
Adam pulled out of her trembling form, positioning himself above her so that his cock hovered just inches from her flushed, tear-streaked face. Her eyes fluttered open, the dazed expression on her face making it clear that she was still reeling from the force of her climax.
“Look at me,” he demanded, his voice a sinister whisper as he stared down at her. Sherry obeyed, her gaze meeting his with an almost feral intensity.
As Adam looked into her eyes, he caught sight of the picture of Simon’s family on the bedside table — the smiling faces seeming to mock him even as they fueled his twisted desire. It was a stark reminder of what he was doing, the perverse pleasure he took in cuckolding his so-called friend.
The sight was enough to push him over the edge, and with a guttural cry, he released himself, his orgasm ripping through him with a ferocity that left him breathless. The pleasure that burst through Adam’s body was almost unbearable, as if his very soul were being torn from the depths of his balls. It felt like a dam had burst within him, an unrelenting torrent of thick, viscous cum erupting from his monstrous cock and splattering across Sherry’s beautiful face. Hot ropes of the thick, creamy jizz dripped down her heated cheeks and pooled around her parted lips. He stared hungrily at her; her face glazed with a viscous layer of his milky essence.
“Ugh… oh god…” Sherry moaned, her mind completely consumed by her desire for Adam and the humiliating satisfaction she derived from being coated in his seed. Her eyelids fluttered, heavy with lust, as she looked up at him blearily. The once-pristine visage now marred by the lewd mess he’d made of her, transforming her into an obscene symbol of their wicked act.
Adam couldn’t help but laugh aloud, a cruel and mocking sound that echoed against the walls of Simon’s bedroom. His eyes fell upon the pillow beneath Sherry’s head, where a spreading stain of his cum was seeping into the fabric. “Would you look at that,” he sneered, pointing it out to her. “Poor Simon’s pillow is ruined.”
She followed his gaze, her expression wavering between horror and a perverse kind of delight. “Oh, God! What do we do?” she asked, her voice barely audible beneath the weight of her shame.
“Simple,” Adam replied, smirking as he ran the fat tip of his cock through the rapidly cooling cum on her lips. “If Simon asks you out, say yes.”
Her brow furrowed at the unexpected suggestion, confusion clouding her lust-addled thoughts. “Why?” she murmured, struggling to comprehend his motives.
“Simon’s not like me,” Adam told her, his voice dripping with contempt. “He’s a nice guy. He deserves a chance, don’t you think?”
Sherry hesitated for a moment, her mind torn between her lust for Adam and the guilt of betraying Simon. But as she looked up into Adam’s cold, calculating eyes, she couldn’t deny the truth of his words. “Not like you,” she agreed softly, her voice barely more than a whisper.
“Exactly,” he said, his smile widening as Sherry gave the tip of his cock a reverential kiss. “Not like me at all.”
The heartwarming Christmas Tale continues!
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