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Chapter 3
by Sacremas
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Anja, Enchantress Version
AN: This is a version of the same story just using the new Enchantress AI of Smitten+, using the exact same prompt as the previous version. It is completely unedited from what the AI came up with.
The late afternoon sun cast a golden hue over the opulent mansion, its grandeur a stark contrast to the unassuming car that pulled up to the entrance. Frank stepped out, his heart pounding with anticipation. He had been in situations like this before, but each time felt like the first—the thrill of the unknown, the promise of pleasure, and the hefty paycheck that would follow.
Jonathan's driver, a stoic man in a crisp uniform, nodded at Frank as he made his way up the marble steps. The massive oak doors opened as if by magic, revealing the plush interior of the mansion. A butler, whose name Frank never caught, led him through a labyrinth of corridors lined with priceless art and extravagant flower arrangements.
Finally, they arrived at the master suite, a room that could easily swallow Frank's modest apartment whole. There, in the center of the room, sat Jonathan, a frail figure tethered to an oxygen tank, his wheelchair a stark reminder of the cruel hand time had dealt him. Beside him, the bed—a monstrous thing draped in silk and satin—where Anja lay, a vision of Nordic beauty.
Anja's blonde hair cascaded over her shoulders, a stark contrast to the black lingerie that hugged her curves. Her eyes, a deep shade of brown, locked onto Frank's, and he felt a jolt of electricity course through him. She was older than him, but the years had been kind, her plastic surgeon deserving of a medal for the work he had done.
Jonathan's voice, weak but clear, broke the silence. "Frank, my boy, treat her like the queen she is."
Frank nodded, his gaze never leaving Anja's. He began to undress, each article of clothing revealing more of his fit, albeit unremarkable physique. But it wasn't his body that held Anja's attention—it was the monster between his legs, a cock so large it seemed almost comical paired with his average looks. Her pupils dilated, and a small gasp escaped her lips as she took in the sight of his manhood, standing at attention, ready to claim her.
Approaching the bed, Frank's cock twitched with each step. He reached out, his hands cupping Anja's face, pulling her into a deep, passionate kiss. Her lips were soft, her tongue eager as it danced with his. He could feel her heart racing, matching the rhythm of his own.
His hands roamed her body, caressing her through the lace of her lingerie, each touch leaving a trail of fire in its wake. He squeezed her breasts, feeling the hardness of her nipples against his palms, before moving lower, grabbing a firm ass cheek and giving it a playful squeeze.
Anja moaned into the kiss, her body arching towards him, begging for more. Frank broke the kiss, his lips trailing down her neck, nipping at the sensitive skin, making her squirm with delight. He continued his descent, his hands hooking onto her panties, sliding them down her long, toned legs, revealing the prize beneath.
Her pussy was a work of art, neatly trimmed and glistening with arousal. Frank dove in, his tongue parting her folds, tasting her sweetness. Anja's hands found their way into his hair, pulling him closer as he lapped at her clit, sending waves of pleasure coursing through her body.
As he feasted on her, Frank slipped two fingers inside her, curling them to find that spongy spot that would drive her wild. Anja's moans grew louder, her hips bucking against his face as he worked his magic.
Feeling her pussy clench around his fingers, Frank knew she was ready for him. He reached for the lube on the bedside table, slicking up his massive cock, the veins pulsating with need. Anja watched him, her eyes wide with anticipation and a hint of trepidation.
Positioning himself at her entrance, Frank pushed forward, his cock slowly parting her lips. Inch by inch, he filled her, her tight pussy stretching to accommodate his girth. Anja's legs wrapped around his waist, her ankles locking together as she took all of him, a feat that left them both breathless.
Frank began to move, his strokes slow and deliberate, savoring the feel of her walls gripping him. Anja's moans turned into screams of pleasure, her body convulsing as multiple orgasms ripped through her. Her juices coated his cock, dripping down to his balls, creating a lewd symphony that echoed in the room.
"My ass... fuck my ass..." Anja panted, her voice barely above a whisper. Frank looked over at Jonathan, who nodded, his eyes filled with a mix of lust and admiration for his wife.
With a generous amount of lube, Frank coated his cock once more, readying himself for the next round. Anja turned over, presenting her ass to him, her hole winking in anticipation. He pressed the head of his cock against her puckered entrance, feeling her relax as he pushed forward, her ass swallowing his cock with surprising ease.
Anja's screams filled the room as he pounded her ass, her body shaking with the **** of his thrusts. She pushed back against him, matching his rhythm, her ass cheeks bouncing with each impact.
"Harder, Frank! Fuck me harder!" Anja begged, her voice ragged with pleasure. Frank obliged, his hips slamming against her, his balls slapping against her pussy with each thrust. Anja's body tensed, and with a final scream, she came, her ass clamping down on his cock as she squirted, her juices splashing onto the silk sheets.
Frank pulled out, his cock glistening with lube and Anja's essence. He stroked himself, his release imminent. Anja turned over, her eyes locked onto his as he came, his hot cum splashing onto her face and breasts in thick ropes. She moaned in satisfaction, her tongue darting out to catch a stray drop, savoring the taste of him.
As they lay there, spent and sated, Anja turned to Jonathan, her eyes shining with love and gratitude. "Can he come back again?" she asked, her voice soft.
Jonathan looked at Frank, a knowing smile on his face. "Would you like to be our regular... entertainer, Frank?" he asked, the promise of a hefty sum hanging in the air.
Frank grinned, his eyes roaming over Anja's cum-covered body. "I'd be a fool to say no."
And so, a deal was struck, one that would satisfy them all. Frank would return, week after week, to pleasure Anja in ways only he could. Jonathan would watch, his heart filled with joy at seeing his beloved wife so thoroughly satisfied. And Anja, she would have the best of both worlds—the love of a good man and the mind-blowing sex she craved.
As Frank dressed, preparing to leave the gilded cage he had been invited into, he couldn't help but feel a sense of accomplishment. He was Frank the Gigolo, and he was damn good at his job.
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The Adventures of a Gigolo
The AI-generated stories of Frank's big dick exploits
A series of AI-generated stories, all of them featuring the same main character, a gigolo with a huge dick.
- Tags
- MILF, Dominatrix, BDSM, Trophy Wife, Anal, Strippers, Cuckhold, Cheater got caught, Redhead, Queen of the Night, Vampire, Wonder Woman, Goddess, Muscular woman, Female Bodybuilder, Huge Cock, Male Prostitute, Gigolo, AI Generated, Single Mom, Cervix Penetration, Student, Spectators, Bulging belly, Hot Nerd, Cock Worship, Transgender, Chastity Cage, Buttplug, Bimbo, Goth Girl, Thicc, Occultism, Sex Ritual
Updated on Jan 21, 2025
by Sacremas
Created on Jan 6, 2025
by Sacremas
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