Mr Jakobs
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Evelyn 1 - Test Run
🕑 Added 2025-05-04 11:44:14 +0000 UTCElijah spotted her before she even spoke. Dark hair cascading over pale shoulders, black dress glittering like a night sky stitched with silver thread. She moved like a raven in the night, approaching his table while everyone watched her pass.
“Elijah?”
He jolted. “Oh… uh, hey. I… sit, please.” His voice cracked under her gaze.
Evelyn smiled politely. Her black and glossy lipstick cut a sharp line across her mouth. She slid into the chair like she belonged in it.
“This place is way too fancy for a first date,” she said, glancing around. Violin music curled through the air like smoke, accenting the baroque dining room with soft vibrations.
“Yeah… sorry," Elijah said sheepishly. His attempts at remaining calm and collected were failing miserably.
“Trying to impress me?” she asked, arching a dark brow.
Elijah fumbled a shrug. “I mean, yeah? I don’t get matches often, and when I matched with you…”
Her eyes narrowed with curiosity. She leaned in, elbows on the table, her cleavage a calculated afterthought. “You were enamored? Swept away?”
“Something like that, yeah.”
“So you wow me with money?” Her voice was light, but her eyes were sharp.
A waiter appeared at her shoulder. “To drink, madam?”
Evelyn didn’t miss a beat. “A bottle of the Dom Perignon. The one in the blue label.” She turned slightly, brushing her fingers down the menu before her eyes snapped up to Elijah. “Six hundred. Is that okay?” she asked without really asking.
He blinked. “Uh… sure. Yeah. Totally.”
Her lips curled up. “You’re very brave.”
“It’s fine,” he said as the knot in his stomach tightened. That bottle was two car payments. Maybe three. But her smile made him pretend otherwise.
The waiter nodded and walked away.
“So now what do you think of me?” she asked.
“I mean… I picked the place. I set myself up for that. I’m sorry.”
Something in her expression softened, if only for a moment.
“Relax. I can afford the bottle. I’ll pay for it.” She reached for her glass and turned it slowly between her fingers. “I just wanted to see what you’d do.”
His heart thumped like a rabbit. He knew why she could afford it.
“So. It’s successful then?”
“I wouldn’t do it if it wasn’t.” Her voice had steel beneath it.
The champagne came. The cork popped, startling Elijah. The waiter poured. Elijah stared at the pale gold liquid. He’d never drunk anything this expensive. Evelyn gave the waiter a polite nod before raising her glass in the air.
“Cheers,” she said.
“Huh? Oh. Yeah—cheers.” He clinked his glass against hers and took a sip. It tasted expensive. He had no vocabulary for it. Sharp, cold, and bright. It tasted better than he thought financial pressure would.
Elijah stared at Evelyn as she drank slowly. She was far more beautiful than her profile led on. The angles of her face. Her perfectly sharp black nails. Her breathtaking smile. The way the dress clung to her waist, accenting her perfect hourglass shape. How her silver jewelry glinted against her pale skin. She lifted her glass and sipped again. A perfect crescent of black lipstick stained the rim.
“So,” she said. “You read my whole profile?”
“I did.”
“And you’re okay with me being a sex worker?”
She didn’t lower her voice, it was clear she didn’t care who was listening. Elijah’s throat closed. A couple looked in their direction, scandalized.
“Honestly? I’m fine with it,” Elijah said softly.
“Because I’m hot?” she asked, almost amused.
“No. I mean—yes, you are, obviously. But it’s not just that.”
“It’s not a trick question, Elijah.”
“I just…” he faltered. “I know what it's like to be different. A guy like me doesn't get a ton of respect from mainstream society.”
She tilted her head. “A guy like you?”
His face flushed. “Someone who’s into… their partner doing the things you do.”
Evelyn tapped her fingernails against the table.
“You’re the first man to be that open,” she said. “So you’re really okay with my lifestyle? Even if nothing ever changed?”
“Yes.”
“Even my… extra habits?”
He remembered her bio. He remembered the line.
Don’t be mad if I fuck your friends ;)
His pulse spiked. “I’m… not opposed to it.”
She smirked. “We’ll see how true that is.” Her eyes scanned the dining room. “I think a test run is probably in order.”
Elijah blinked. “A what?”
“Pick one,” she said, casually waving her hand toward the other tables. “Man, woman, couple. Whoever. They’ll be joining us tonight.”
“I-I don’t think everyone here would…”
“Oh yes they would.” Evelyn sipped her champagne. “Pick one.”
He stared at her for a moment. Then, almost defiantly, scanned the room for a couple that would prove her wrong. That's when he spotted them. A couple in the back. Maybe early fifties, hands clasped across the table as they smiled longingly into each other's eyes. He saw a cake with gold trim. It looked like it was their Anniversary.
“Them," Elijah said.
Evelyn followed his gaze. Her smile widened when she saw the couple. Her white teeth popped against black lipstick as her mouth twisted into a smile. “Oh, you’re cruel.”
She stood.
“H-hey, I was kidding,” Elijah said quickly.
But Evelyn was already moving, hips swaying like a metronome as she walked over to the couple. Elijah looked over at a couple sitting a table over, they looked at him in disgust. He smiled uncomfortably before returning his attention to Evelyn. She touched the man’s shoulder as she spoke a few words. His wife scowled. The man laughed, his wife slapped him in response. Elijah nearly fell out of his chair.
But Evelyn never faltered. She leaned in, talking, laughing. And slowly, the wife’s arms uncrossed. Soon, they were all toasting with their glasses.
She pointed back at Elijah, the couple looking at him with curiosity.
He wanted to disappear.
When she returned, Evelyn's eyes sparkled with triumph.
“Done,” she said, sliding into her seat. “We’ll finish dinner. Then meet them at the Lucien on Fifth.”
He stared. “How… what did you say to them?”
Evelyn shrugged. “I told them the truth. That you and I are exploring, that they were a loving couple who deserved a reward, and that we wanted to invite them to join us for a night of exploration. After all, you only get to live once. They were also flattered that you specifically picked them out, by the way.” Her grin widened.
Elijah opened his mouth, but no words came out.
“You look like you need a drink,” Evelyn said sweetly. She topped off his glass.
He drank it all in one gulp.
–
Elijah sat stiffly in the armchair by the edge of the hotel room, hands clutched around his thighs tightly. He took in his surroundings. It was another upscale muted hotel room like any other found in the downtown strip. A king-sized bed sat in the center of the room, the sheets turned down neatly.
Evelyn stepped out of the bathroom in full lingerie and walked over to the mirror resting on a cabinet. Black lace hugged her body tightly, accentuating her curves perfectly. Elijah's eyes trailed up Evelyn's thigh-highs clipped to garters, stopping on a sheer bra that made it difficult to breathe. She caught his eye in the mirror as she adjusted her earrings.
“You can back out at any time,” she said, voice flat.
Elijah’s throat was tight. He tried to speak twice before the words came out.
“I’m… I’m good.”
She gave a half-smile, more pity than warmth. “Okay.”
A knock at the door broke the silence. It was the rhythm of someone who was not quite sure they were in the right place.
Evelyn opened the door.
The couple from the restaurant stepped in awkwardly, their hands still joined like kids crossing a street. The woman was petite, with a faded floral dress that didn’t quite match her red heels. The man wore a suit jacket too big on the shoulders. All in all, their imperfect fashion complemented one another perfectly.
“I can’t believe we’re doing this,” the woman whispered, glancing around the room nervously. Her eyes caught Elijah's, but she quickly looked away from him and returned her attention to Evelyn.
“You’re going to have the time of your life tonight, trust me,” Evelyn said with an overly sweet voice. She leaned in close to the woman, brushing her arm. “I promise this is something you two will be talking about for the rest of your lives.”
Her warmth was disarming. The couple softened immediately, relaxing their shoulders, their smiles unsteady but genuine.
“I’m Evelyn,” she said. “And that over there is Elijah.”
Elijah gave a little wave from his chair. He felt like a set piece in Evelyn's performance.
“Hi,” the woman said timidly. “I’m Michelle. This is Thomas.”
Evelyn gestured toward the bed. “Why don’t you get comfortable? No pressure of course, but feel free to take your clothes off if you’re ready.”
Michelle and Thomas hesitated, looking at one another. Then, slowly, they began to undress.
It was not glamorous. Thomas folded his pants over the back of a chair. Michelle peeled off her stockings like she was doing laundry. Neither was particularly fit or young, but they looked at each other with years of affection, a kind of quiet intimacy that couldn’t be faked. As Thomas moved towards the bed, he looked at Elijah with confusion.
“So he just likes to watch?” Thomas asked, half-laughing as he stood by the bed in his boxers.
Evelyn glanced at Elijah, then back to Thomas. “So he says.”
She walked over to a suitcase by the closet and unzipped it. Inside rested a camera, tripod, and small ring light. Professional equipment that she handled with precision. She moved with purpose. She clicked the camera into place and turned on the light. She adjusted her hair, her lips parted, and Evelyn became someone else entirely. The seductress. The siren.
She turned to the group with a gentle smile.
"Is everyone ready for some fun?" She asked.
Thomas cleared his throat. "Is this uh… going to be on the internet?" He asked.
"Don't worry sweetheart, your faces will be blurred. The audience isn't that big anyway," Evelyn spoke gently, coaxing the couple as she walked towards them with a calm sway. Her fingernail trailed down her chest as she neared the couple.
"I don't know Thomas…" Michelle said nervously.
"It's alright, really. You are both perfectly safe. Besides…" She stepped in front of Michelle and fixed her hair. "What's life without a little risk?"
Thomas and Michelle looked at one another, seemingly resolved in their decision. Thomas' eyes then darted back to Elijah.
"And he's just going to watch then?" Thomas asked. Evelyn grabbed the base of his chin and turned his face toward hers.
“Just pretend like he isn’t there,” She said. “We’re all going to have a great time.”
She moved them in place like a film director, voice warm but commanding. “That's perfect Thomas, get yourself comfortable. Michelle, I want you to get on your knees now. Good. We're going to start by having you suck your husband’s cock. Show him how good you are.”
Michelle hesitated for a moment. She knelt, looking Thomas in the eye as she gently into her mouth. Thomas gasped, hand instinctively going to her hair as he began to thrust upward. Evelyn moved behind Michelle, kneeling as she brushed the hair off her shoulder.
“There you go,” she whispered. “Just like that. You’re such a natural.”
Elijah’s heart thundered as he watched Evelyn reach down and slip a hand between Michelle’s legs. The woman's legs quivered as she gasped, her hand tightening around her husband’s cock. Evelyn’s fingers worked slowly in deliberate, smooth motions. Her other fingers explored Michelle’s back, down her ass, up to her side. It looked choreographed. Effortless.
“You like when he’s in your mouth?” Evelyn whispered into Michelle’s ear, then louder, for the camera. “I bet he tastes so good.”
Michelle moaned, the sound muffled as Thomas thrust eagerly into her. Evelyn's fingers worked faster, sliding into Michelle with practiced grace.
Then she leaned forward and joined her. Her lips wrapped around Thomas’s cock, her black hair falling like a curtain as she swallowed him whole with a deep, satisfying moan. Two mouths working in tandem, Evelyn leading Michelle as if it were a dance. Michelle whimpered. Their tongues teased together as they explored Thomas' quivering shaft. Evelyn laughed into the kiss, pulling Michelle in. Their mouths collided, tongues wet and urgent, lipstick smearing as they made out passionately.
Elijah shifted in his seat, cock hard beneath his slacks. He watched Evelyn's as sway as she took another man's cock, as she coaxed a couple into fucking her. The desire he felt inside himself was overwhelming, and yet, he didn't know where to put it. His gaze wandered to Thomas, who unfortunately was already looking at him. Their eyes met, completing a strained gaze that neither seemed to want.
Their line of sight was broken as Evelyn straddled Thomas, her thighs pressing down onto his lap. Thomas' eyes widened in excitement, his hands raising as if he were being arrested.
“Wait, are we—?” he began.
“Yes, we are,” Evelyn purred.
She took him inside her like it was nothing. Her hips lowered slowly, back arched as Thomas' cock spread her open. Michelle looked on nervously, unsure what to do. Evelyn looked back at her with a smile, beckoning her with a finger.
"Come here," Evelyn cooed, pulling Michelle to her lips as she was slowly filled by her husband.
"Ohhh my god," Thomas' eyes were wide with shock, his hands clutching onto Evelyn's full hips as she rode him with practiced ease. Evelyn's lingerie shifted with every bounce. She moaned softly as she stuck her tongue down Michelle's throat. Then she leaned back, moaning softly, black lipstick smeared across her lips as she placed her hands on Thomas' shoulders.
“F-fuck,” Thomas groaned. Thomas’s body tensed. A long, guttural exhale escaped his lips. Evelyn stayed seated, letting him pulse deep inside.
Evelyn laughed gently as her finger trailed across his cheek. “Already?”
“Oh my god,” Michelle said. “You… you came inside her?!”
“I—I’m sorry,” Thomas stammered.
Michelle's eyes slowly filled with rage, but Evelyn caught her with a smile. She brushed a hand over Thomas' chest, still grinding on his cock as balls emptied inside her. “He did great.” Then she turned to Michelle. “Now let me finish you off since he can’t.”
She pulled herself off Thomas, cum leaking between her thighs, glistening in the dim lamp light. She swayed her hips to the camera, ensuring it was all captured. She moved Michelle next to her husband, gently laying her down as she moved between her legs. Evelyn's ass raised high in the air, her glistening pussy on full display for her digital audience.
And Elijah.
He could hear everything.
The soft whimpering, Evelyn’s mouth kissing, licking, tasting. Michelle grabbed Thomas' hand, squeezing it tightly as her back arched. Evelyn moved with expertise, building the rhythm slowly, deliberately. Her fingers curled just right. Her tongue flicked, moving between soft kisses of consumption.
Michelle erupted. Her body shook as she gasped. She grabbed onto Evelyn's hair, holding on tightly as her thighs squeezed tightly around Evelyn's head.
The room went quiet after, filled only with shallow breaths. Evelyn moved between the couple. Sharing soft kisses while whispering words of praise to them both.
"You did so well…"
"You're a natural…"
"You tasted so good…"
"I won't forget you."
Then Evelyn stood, wiping her mouth, and clapped her hands.
“Great job you two. Okay, let’s get you dressed!”
Thomas and Michelle stumbled, gathering their clothes in a disorganized fashion. They dressed in silence, glancing at each other, then at Elijah. Elijah didn’t move. His cock was still hard. His face flushed. He was sitting in a space between dream and reality, watching as the couple awkwardly made their way to the door, enjoying the praises of Evelyn the entire way.
"Thank you so much for the fun evening. I'm sure this will be an anniversary to remember." She said.
Thomas paused at the door.
“Can… can we call you sometime?” he asked, Michelle looking back at him with surprise.
Evelyn smiled sweetly. “You can subscribe.” She said, handing him a card. Michelle tugged on his hand.
"Oh, you are absolutely hopeless, come on, we're going home!" Michelle pulled him away, and Evelyn closed the door.
Silence.
She made her way over to the mirror, looking at Elijah in the reflection as she opened her makeup bag.
“You did remarkably well,” she said, reaching for her lipstick and reapplying it with a practiced swipe. “Want a second date?”
Elijah let out a long breath. He looked around the room—at the camera, at the bed, at the smudged makeup on the sheets. His cock throbbed painfully.
“Sure,” he said quietly.
"Good." Evelyn packed up her things, then pulled her luggage's carrying handle. “I’ll call you.”
She walked to the door, heels clicking softly on the hardwood. She opened it and stepped out into the hallway.
Before the door closed, she looked back at Elijah once more.
“Oh, and Elijah?”
He looked up, eyes still glazed over in shock.
"Yeah?"
“Room’s under your card, right?”
The door closed. Elijah sat frozen in the chair, his mind caught in an endless loop of visions and desire.
Comments
Des
Super hot and fun! Looking forward to this
northdrop
Oh, this is FUN. I’ve had a fantasy like this for years; I’m stoked to see you putting something similar to paper! Evelyn sounds like a hoot to write, by the way; sharp, witty, and takes absolutely no BS from her men. Confident, professional, but a softness there she hides; she’s been hurt before. Great work:)
