Anja the Trophy Wife

In the heart of the countryside, beyond the town's bustling streets, stood a magnificent mansion that belonged to none other than the octogenarian billionaire, Jonathan. This modern-day palace was a testament to his wealth, a sanctuary for his stunning wife, Anja, and a place of intrigue for the young Frank. Frank, a college dropout with an average build and unremarkable features, had found an unusual niche for himself - a gigolo. He was hired by Jonathan to pleasure his beautiful, much younger wife, Anja.

Frank was escorted into the mansion by Jonathan's driver, the opulence of the place making him feel out of place. He was led upstairs by a well-dressed butler, who showed him into a palatial bedroom. There, on a luxurious bed, lay Anja, her blonde hair cascading over her shoulders, her brown eyes sparkling with anticipation. Jonathan, seated in his high-tech wheelchair, looked on with a weak smile.

Frank's heart pounded in his chest as he began to undress. His brown eyes met Anja's, and he could see her pupils dilate as she caught sight of his enormous cock. It was a sight that even the wild parties she'd attended in her modeling days couldn't have prepared her for. Frank approached her, his cock already half-hard at the sight of her. He took her in his arms, caressing her face and kissing her deeply. Her large, enhanced breasts pressed against his chest, and he could feel the heat radiating from her body.

He ran his hands over her curves, feeling her firm ass through the flimsy lingerie. With a gentle tug, he pulled the tiny scrap of fabric off her, revealing her glistening pussy. Frank dived in, his tongue exploring her folds, tasting her sweetness. Anja let out a soft moan, her hands gripping the sheets as he drove several fingers into her, widening her for his cock.

With Anja's pussy before him, Frank lubed up his massive cock. He entered her slowly, watching her face contort with pleasure and slight discomfort. He was surprised at how much of his cock she managed to take, her legs locking around his waist as he bottomed out. He began to thrust, his movements slow and deliberate at first, then faster as Anja's moans grew louder.

Her body trembled beneath him, her pussy gripping his cock tightly as she neared her climax. She screamed out his name, her juices squirting out onto his balls. Almost delirious, she muttered, "My ass... fuck my ass..." Frank glanced over at Jonathan, who nodded with a wide grin.

Frank lubed up again, his fingers slipping easily into Anja's ass. He pushed his cock into her, watching as her eyes widened in surprise. She took him in, her body adjusting to his size. At her request, he began to fuck her hard, his balls slapping against her ass with each thrust. She screamed out in pleasure, squirting hard as she came.

With a final thrust, Frank pulled out, his cock twitching as he released his load onto her beautiful face. Anja licked up his sperm, suckling his cock as she looked up at him with lust-filled eyes. "Can he come back again?" she asked Jonathan, her voice barely a whisper.

Jonathan turned to Frank, a twinkle in his eye. "How would you like to be a regular here, Frank?" he asked, offering a hefty sum. Frank couldn't believe his luck. Here he was, a college dropout with an average build and an extraordinary cock, being offered a small fortune to fuck a beautiful, older woman in a mansion that was worth more than he could ever dream of.

"I'd love to," Frank replied, a mischievous grin spreading across his face. Anja let out a sigh of relief, her body still trembling from the intense pleasure Frank had given her. Jonathan clapped his hands together, a satisfied smile on his face.

"Welcome to the family, Frank," he said, his voice weak but full of mirth. And so, Frank became a regular visitor to the mansion, his cock bringing pleasure to Anja and joy to Jonathan, who was content to watch from his wheelchair. It was an arrangement that was as unconventional as it was satisfying, a testament to the power of love and desire.

And so, Frank, the average college dropout with an extraordinary cock, found himself in an extraordinary situation. He was a gigolo, a lover, a source of pleasure for a beautiful, older woman and a source of joy for her infirm husband. It was a life he could never have imagined, but it was a life he wouldn't trade for anything.

The end.

AN: Unedited from what the AI made, though I had it make 5 versions and picked the best. Yes this is inspired by Anna Nicole Smith (RIP) before anyone asks, hence why I figured might as well use an image of her.