I turned my step-son into a sissy and had a threesome with a bull that fucked both of us | threesome | step-mom | step-son | sissy | cuck

Demi was a force to be reckoned with - a tall, 45-year old curvy woman with blond hair that cascaded down her shoulders in soft waves. Her body was a sight to behold; voluptuous hips, a round, stretch mark-filled ass, and large, floppy breasts that bounced enticingly whenever she moved. 

Demi was a woman who knew what she wanted and wasn't afraid to take it. Her marriage to a wealthy older man had provided her with all the material comforts she could desire, but it hadn't done much to satisfy her voracious sexual appetite. That's why she'd taken to straying, fucking anyone who caught her eye and had a nice cock to offer. But lately, she'd grown bored of simply getting her own rocks off – now, she wanted something more. Something twisted and perverse. And she knew just where to find it.

Her most recent conquest involved turning her 19-year-old step-son, Dylan, into a sissy cuck. Although Dylan was gay, Demi saw potential in him, relishing the opportunity to corrupt him further. With a plan already set in motion, Demi prepared to embark on another adventure, ready to bend anyone to her will. Little did Dylan know that his transformation would soon begin, setting him on a path towards debauchery and submission.

Dylan was the furthest thing from a manly man. He was a skinny, awkward nineteen-year-old with a mop of curly brown hair and glasses that perpetually slid down his nose. But despite his lack of masculinity, he had always thought himself to be straight – until his new stepmother came along and changed everything.

It all started innocently enough. Demi took Dylan shopping one day, claiming she wanted to buy him some new clothes now that he was officially part of their family. They wandered through the men’s section, but nothing seemed to catch Dylan’s eye. That was, until Demi dragged him over to the women’s department.

“Trust me, baby,” she purred, running her long fingernails down his arm. “You’ll look so cute in these.”

Dylan hesitated, feeling a strange mixture of excitement and fear. But before he could protest, Demi had already picked out several frilly dresses and skirts for him to try on. And to his surprise, once he had them on, Dylan found himself enjoying the way the fabric hugged his thin frame and accentuated his curves.

Over the next few weeks, Demi continued to take Dylan shopping for feminine clothing and makeup. At first, he resisted, not wanting to betray his own identity or disappoint his father figure. But eventually, he gave in to Demi’s seductive charms and began embracing his inner diva.

One night, after coming home from another successful shopping trip, Demi pulled Dylan aside and whispered in his ear.

“I want you to do something for me, baby,” she said, tracing her red lips across his cheek. “Something special.”

Dylan felt his heart race at the suggestion, unsure of what Demi might ask of him. But before he could chicken out, she handed him a small box.

Inside, there was a pair of lacy panties and a matching bra. Dylan gasped, feeling both embarrassed and turned on by the sight of them.

“Put them on, sweetheart,” Demi urged, biting her lower lip. “And let me see how they fit.”

Trembling, Dylan slipped off his clothes and put on the undergarments. When he emerged from the bathroom, Demi let out a low whistle.

“Oh honey, you look so sexy,” she moaned, cupping Dylan’s newly enhanced chest. “But I think we can do even better than that…”

With that, Demi led Dylan to her bedroom and closed the door behind them. For hours, she taught him how to move and behave like a proper woman, praising and correcting him every step of the way. By the time they were finished, Dylan was exhausted but exhilarated.

From then on, Demi continued to mold Dylan into her perfect sissy cuck. Every chance she got, she would teach him new tricks and techniques, pushing him further and further towards complete submission. It wasn’t long before Dylan was fully transformed into Diana, Demi’s loyal and obedient girl.

As Demi looked proudly upon her creation, she knew that Dylan was finally ready for the next stage of his training. With a wicked smile, she leaned down and whispered in his ear.

"Diana, baby, I think you're ready to watch me in action," she murmured, trailing her fingers teasingly down Dylan's arm. "Are you excited?"

At first, Dylan didn't know quite how to react. The idea of watching his beloved stepmother getting intimate with other men was both thrilling and terrifying. But as he imagined the scene playing out before him, he realized that the prospect of seeing Demi satisfied in such a carnal way was almost too much to bear.

Without thinking, Dylan threw his arms around Demi's neck and squeezed tightly.

"Yes, yes, please!" he cried, unable to contain his excitement any longer. "I want to see you with someone else, Mommy! I want to learn everything there is to know about pleasuring men!"

Demi chuckled softly, stroking Dylan's soft hair as he clung to her. She could sense the young sissy's desire burning inside of him, hotter than ever before.

"Good girl," she praised, nuzzling against Dylan's temple. "Then go ahead and touch yourself, my darling. Show me how much you want to see your step-mommy get railed by other men..."

Obediently, Dylan reached down and began rubbing his stiffening sissy cock through the silky material of his panties. Already, pre-cum was seeping through the delicate fabric, leaving damp spots that grew larger with each passing moment.

Finally, with a loud cry, Dylan climaxed hard, spurting streams of warm, sticky cum into the air. Some landed on Demi's face and chest, while the rest pooled in the front of his panties, forming a wet spot that only added to his humiliation and delight.

"That's a good girl," Demi cooed, wiping away the evidence of Dylan's orgasm with a finger and bringing it to her mouth. "Now, why don't you clean yourself up and prepare for our guests? We wouldn't want to keep them waiting, would we?"

Eager to begin the festivities, Dylan dashed off to the bathroom to tidy himself up. Meanwhile, Demi picked up her phone and dialed the number of her favorite boy toy, Mike.

Mike answered on the second ring, his deep voice sending shivers down Demi's spine.

"Hey, gorgeous," he greeted, clearly pleased to hear from her. "What's up?"

"Hi, darling," Demi replied, putting on her best seductive tone. "Just calling to invite you over tonight. My husband will be out of town, so we'll have the whole place to ourselves."

Mike let out a low growl of approval. "Sounds delicious. What time should I arrive?"

"Come over around eight," Demi suggested, grinning wickedly. "And bring plenty of energy, because I have a very special surprise in store for you."

There was a pause on the other end of the line, followed by a curious query. "A surprise, huh? Do tell...or maybe I should wait and see for myself?"

Demi laughed throatily. "Oh, believe me, you'll definitely want to wait and see. Trust me, you won't be disappointed."

She hung up the call, feeling a surge of excitement course through her veins. Tonight was going to be a night to remember - for both her and Dylan.

Sure enough, right on schedule, Mike arrived at the house promptly at eight o'clock. He wore a snug black T-shirt that showed off his muscular build and ripped jeans that left little to the imagination. His thick, bulging package strained visibly against the denim, making Demi salivate in anticipation.

"Well hello there, handsome," she drawled, sauntering over to greet him. "Thanks for coming over tonight."

Mike grinned wolfishly. "Anytime, beautiful. Now, where's this 'surprise' you mentioned earlier?"

Demi gestured toward the living room, where Dylan sat nervously on the couch, wearing a pink silk robe and freshly applied makeup. "Allow me to introduce you to my newest pet project - my son, Dylan."

Mike raised an eyebrow, intrigued. "Your step-son? Really?"

Dylan blushed scarlet, staring down at his lap. "H-hello, sir," he stammered, barely managing to meet Mike's gaze.

"Don't be shy, sweetie," Demi encouraged, patting Dylan's knee. "Why don't you stand up and give us a little twirl?"

Slowly, hesitantly, Dylan rose to his feet and did as instructed. As he spun around, his robe fell open slightly, revealing the sheer lace lingerie he wore beneath.

Mike's jaw dropped. "Wow," he breathed, openly admiring Dylan's lithe form. "He's stunning, Demi. Absolutely stunning."

Demi smiled slyly at Mike as she heard Dylan's confession. "See, I told you he was eager to please," she said, reaching out to stroke Dylan's cheek affectionately. Then, addressing Dylan directly, she added, "By the way, darling, I forgot to mention that Mike likes to call you Diana. Is that okay with you?"

Dylan nodded eagerly, his cheeks flushing with excitement. "Of course, Mistress," he replied, his voice quivering slightly.

Mike grinned, stepping closer to Dylan and placing a hand on his shoulder. "Glad to hear it, Diana," he said, his voice dripping with sensuality. "Because I have a proposition for both of you. Why don't we take this party to the bedroom?"

Demi raised an eyebrow, intrigued. "Ooh, I like the sound of that," she purred, standing up and stretching languidly. "Shall we, my dears?"

The three of them made their way to Demi's luxurious master suite, where Mike quickly shed the remainder of his clothes and climbed onto the king-sized bed.

Demi positioned herself on her knees in front of Mike, who was lying back on the bed with a self-satisfied smirk on his face. She slowly ran her hands up and down his toned chest, pausing to tweak his nipples gently. Then, without warning, she dove down and swallowed his entire length in one swift motion.

Dylan gasped at the sight of his stepmother's talented mouth wrapped around Mike's impressive girth. He couldn't tear his eyes away as she worked her magic, using every trick in the book to drive Mike absolutely wild.

Saliva dripped down Mike's shaft, glistening in the soft glow of the overhead light. Dylan could see the muscles in Demi's cheeks flexing as she sucked and bobbed, hollowing out her cheeks to create suction that would make any porn star jealous.

Mike groaned, throwing his head back and threading his fingers through Demi's hair. He guided her movements, urging her to take him deeper and faster. Demi obliged, moaning around his cock and flicking her tongue against the underside of his shaft.

Dylan felt his own cock throb painfully in his panties, begging for attention. But he forced himself to focus on the scene before him, drinking in every detail and committing it to memory. This was his education, after all, and he refused to miss a single moment.

Demi beckoned Dylan closer, a wicked gleam in her eye. "Watch closely, my dear," she purred. "I'm about to demonstrate just how satisfying a big cock can be."

With that, she grabbed Mike's cock and positioned it at the entrance of her pussy. Dylan watched in fascination as she slowly lowered herself down onto him, inch by agonizing inch. Her moans of pleasure filled the room as she gradually took all of him inside her.

Once she was fully seated, Demi looked over at Dylan with a lascivious grin. "Since you've been such a good boy, you deserve a reward," she said, reaching out to grab his head and pull him towards her. "How about you suck on these while I ride your Mike's cock?"

She offered up her generous breasts, which were already overflowing from her low-cut top. Dylan eagerly complied, taking one engorged nipple into his mouth and sucking hungrily. Demi sighed with pleasure, tossing her head back as she began to move up and down on Mike's rod.

Dylan tried to concentrate on his task, but it was difficult not to get distracted by the lewd display in front of him. Each time Demi slammed down onto Mike's pelvis, her tits bounced tantalizingly, nearly knocking Dylan's teeth loose.

Still, he persevered, alternating between Demi's nipples and occasionally stealing glances at the main event. He marveled at how easily Demi accommodated Mike's size, seemingly eager to take every last inch of him.

As Demi's moans grew louder and more frequent, Dylan could feel his own cock beginning to strain against the confines of his panties. He wondered briefly whether Demi would allow him to relieve himself, but quickly dismissed the notion. After all, this was his education, and he needed to stay focused if he hoped to become a proficient sissy cuckold.

Eventually, Demi's rhythm faltered, and Dylan knew that she was close to finishing. He redoubled his efforts on her nipples, squeezing and pinching them in tandem with her increasingly erratic thrusts.

With a scream of pure ecstasy, Demi convulsed around Mike's cock, her walls gripping him tightly as she came hard. Dylan reveled in the knowledge that he had contributed to her pleasure, and silently vowed to continue learning from her example.

Demi slid off of Mike's cock with a satisfied sigh, her juices glistening on his shaft. Dylan watched with trepidation as she turned to address Mike.

"Would you like to try something different now?" Demi asked suggestively, a hint of mischief in her eyes.

Demi gestured towards Dylan, who shrank back involuntarily. "Our little slut here has yet to offer up his ass for your pleasure," she explained.

Mike's expression morphed into one of hunger, and Dylan felt his stomach twist with anxiety. He had known this moment would come eventually, but he hadn't expected it so soon.

"Are you sure he's ready for that?" Mike asked, eyeing Dylan skeptically.

Demi placed a reassuring hand on Dylan's shoulder, her grip surprisingly gentle given the circumstances. "He's a quick learner," she assured Mike. "Besides, I'll be here to guide him every step of the way."

Mike considered this for a moment before nodding in agreement. "Very well. Show me what you've got, little slut."

Swallowing hard, Dylan reluctantly got onto all fours, his heart hammering in his chest. He could feel the cool silk of his panties brush against his exposed hole, heightening his awareness of the vulnerable position he was in.

Demi knelt down beside him, holding his hands tightly as she whispered words of encouragement in his ear. "Remember, baby, you're doing this for mommy" she reminded him. "This is the way you can really become Diana."

Dylan nodded mutely, trying to steady his racing pulse. He could feel Mike's presence looming behind him, the heat radiating off his body causing Dylan's skin to prickle with anticipation.

With a sudden movement, Mike yanked down Dylan's panties, exposing his virgin asshole to the cool air. Dylan winced at the sudden chill, but before he could register any further discomfort, he felt the blunt head of Mike's cock pressed against his asshole.

Grinding his teeth together, Dylan fought the urge to tense up as Mike slowly pushed inside of him. The sensation was unlike anything he had ever experienced, a mix of pleasure and pain that threatened to consume him entirely.

Demi must have sensed his distress, because she kept murmuring soothing words in his ear, reminding him to relax and breathe through the initial burn. Eventually, Dylan found himself acclimated to the invasion, his body adjusting to the foreign object lodged firmly inside of him.

Mike wasted no time picking up speed, his balls slapping against Dylan's as he pistoned in and out of his tight passage. Dylan could feel every ridge and vein of Mike's cock as it stretched him wide, the pressure building steadily with each brutal thrust.

Despite the intensity of the situation, Dylan found himself becoming aroused by the act itself. There was something strangely empowering about surrendering control, allowing himself to be dominated by someone stronger and more dominant than him.

Feeling overwhelmed by the raw power and dominance emanating from Mike, Dylan succumbed to the mounting pleasure coursing through his veins. With a loud, guttural moan, he exploded in a burst of ecstasy, covering himself in his own warm, sticky mess.

Panting heavily, Dylan looked up at Demi, seeking her approval. Without missing a beat, she bent down and planted a tender kiss on his forehead, whispering, "That's a good boy, Diana. You've come such a long way."

Her praise ignited a fire within Dylan, bolstering his resolve to continue submitting to Demi's every whim and desire.

Turning her attention back to Mike, Demi ordered, "Fuck me now, and fill me up with your seed. Our little sissy needs to see what a real man looks like."

Mike smirked, his ego boosted by Demi's words. Positioning himself behind her, he drove his cock deep inside her waiting pussy, eliciting a sharp intake of breath from Demi.

As Mike mercilessly pounded her from behind, Dylan watched in awe, transfixed by the sight of his stepmother being taken roughly by another man. Despite his previous orgasm, he could feel his body responding to the explicit scene unfolding before him, his cock twitching with renewed desire.

With a final thrust, Mike emptied himself inside Demi, flooding her with his semen. Dylan could only stare, entranced by the fluid bond between his stepmother and her lover.

Demi looked down at Dylan, who was still catching his breath from the intense orgasm he had just experienced. "Come here, sweetheart," she cooed, beckoning him closer. "Clean up mommy's pussy. Make sure you get every last drop of Mike's cum."

Dylan eagerly obliged, crawling over to Demi and burying his face between her legs. He lapped at her slick folds, savoring the mixed flavors of her arousal and Mike's ejaculate.

Demi moaned softly as Dylan's tongue probed her depths, his enthusiasm evident in every movement. She grasped the back of his head, pulling him deeper into her pussy, ensuring that he ingested every trace of Mike's essence.

As Dylan dutifully licked and sucked, Mike watched with a mixture of amusement and pride. "Look at you, turning your step-son into a total sissy cuck," he commented, impressed.

Demi grinned up at him, still holding Dylan's head in place. "I know, isn't it great? He's such a fast learner."

Mike chuckled, reaching down to stroke Dylan's hair. "Keep it up. You're doing a fantastic job."

Dylan, lost in the sensation of servicing his stepmother's pussy, barely registered their conversation. All he knew was that he was doing exactly what Demi wanted, and that brought him immense satisfaction.

After a few more moments of indulgence, Demi finally released Dylan's head, allowing him to sit back on his heels. He looked up at her, his face flushed and his eyes shining with devotion.

"Good boy," Demi praised, patting his cheek affectionately. "You make mommy so proud."