Cover of The Poolside Servant

The Poolside Servant

Read the story

2 chapters · 3491 words · Read 0 times

A 22 year old man is tasked to take a package to a pool party of married 50 year old women. They have some other ideas and each take turns shoving their tongues down his throat, having him lick their assholes, and then they take turn riding him by the pool. He’s then a service boy for each of them and others, doing the same acts whenever their husbands are out of the house.

Chapter 2: The Professor's Private Lesson

The text came through at 3:17 PM on a Tuesday. An unknown number.

The delivery address has changed. 14 Willow Lane. Side door to the study. 5 PM. -D.

Leo’s thumb hovered over the screen. The phone felt hot in his hand. For a week, he’d moved through his normal routes in a daze, the memory of the marble patio and the three women etched onto his skin like a sunburn. He’d jump at every ping, but no other message came. He’d started to wonder if it had been a fever dream, some heatstroke hallucination born of the Mediterranean sun.

But it was her. Diane. The professor. The one who had whispered the idea into existence.

Willow Lane was all old oaks and quiet money, houses set back behind manicured hedges. 14 was a Tudor revival, ivy crawling up the dark timber. He parked his hatchback a block away, his heart doing a slow, heavy drumroll against his ribs. He wasn’t in his uniform. He wore dark jeans and a plain grey t-shirt, per the second, follow-up text. Casual. Discreet.

The side door was oak, weathered and sturdy. It opened before he could knock.

Diane stood there, backlit by the dim hall light. She wore a plum-colored silk robe, belted tight. Her reading glasses were in her hand, not on her head. Her auburn hair, usually streaked with neat grey, was slightly tousled. She looked like she hadn’t slept.

“You came,” she said. It wasn’t a greeting. It was a note of surprised verification.

“You texted,” he replied, the words sounding stupid the moment they left his mouth.

A faint, nervous smile touched her lips. She stepped back, allowing him in. The house smelled of old wood, lemon polish, and underneath it, the jasmine perfume from the pool. She led him down a hushed corridor, past a formal dining room full of untouched silver, to a heavy, paneled door. She pushed it open.

The study was a cave of knowledge. Floor-to-ceiling mahogany bookshelves bowed under the weight of thousands of volumes. The air was thick with the scent of paper, leather bindings, and the faint, cold ash of a dying fire in a marble hearth. A vast, intricately patterned Persian rug covered the floor, swallowing sound. A massive desk, orderly and imposing, stood sentinel under a green-glass lamp.

It was the polar opposite of the sun-drenched, chaotic patio. This was a place of quiet control.

Diane closed the door. The click of the latch was deafening. She turned to him, wringing her glasses in her hands.

“He’s at a symposium. In Geneva. He returns Friday.” She said it to the bookshelves, not to him. “I told the staff they could leave early.”

Leo just stood there, unsure where to put his hands. The formality of the room made him feel even more like an intruder.

“The… the pool,” she started, then cleared her throat. “That was an impulse. A group dynamic. This…” She finally looked at him. Her eyes were a softer green than Helena’s, but just as intense now, shadowed with something like fear and a fierce, burning want. “This is premeditated.”

She took a step toward him. Then another. The silk of her robe whispered with the movement. She stopped a foot away, close enough for him to see the pulse fluttering in her throat.

“Undress,” she said. The command was quiet, but it didn’t waver.

He obeyed. The jeans, the t-shirt, his socks. He folded them clumsily, setting the small pile on a leather armchair. The air in the room was cool on his skin. He stood before her, trying not to shiver.

“Kneel on the rug.”

The Persian wool was thick and prickly against his knees. He looked up at her. From this angle, she seemed taller, her figure hidden but suggested by the fall of the silk. She looked down at him, her expression unreadable. Then, slowly, she untied the belt of her robe. It fell open.

She wasn’t wearing anything underneath. Her body was softer than Helena’s, fuller than Margot’s. Pale skin, a gentle curve of stomach, the dark triangle of hair at the junction of her thighs. She was entirely, breathtakingly naked in this temple of intellect. The contrast stole the air from his lungs.

“You were very attentive last week,” she said, her voice gaining a steadier, pedagogical tone. “A quick study. But there was a… a lack of focus. Too many distractions.” She placed a hand on his head, her fingers threading into his hair. It wasn’t a violent grip like Helena’s. It was possessive, guiding. “Margot gave you a general directive. I have a specific thesis.”

She applied gentle pressure, turning his head, guiding him around until he was facing away from her desk, toward the flickering fire. Then she moved, positioning herself in front of him. She didn’t sit on the rug. She stood over him, her thighs framing his view.

“You recall the final part of your service agreement?” she asked.

His mouth was dry. “Yes.”

“Describe it to me.”

He swallowed. “To… to lick. Everywhere.”

“Use the words she used, Leo.”

He closed his eyes for a second. “To lick every… perfect, wrinkled little asshole.”

A sharp, shocked laugh escaped her, immediately stifled. “God. She’s so crude.” Her hand tightened in his hair. “But precise. You attended to Helena with enthusiasm. You attended to Margot with… deference. You ran out of time before you attended to me properly.”

She guided his head forward. The intimate scent of her, musky and clean, filled his senses. “Correct that oversight. Worship it. Like it’s a text you have to annotate. Understand every nuance.”

The first touch of his tongue was tentative. She shuddered, a full-body convulsion that made the silk robe sigh. “Deeper,” she whispered, her academic cool dissolving into a breathy plea. “Apply yourself.”

He did. He closed his eyes and lost himself in the act, in the singular, salty-bitter taste of her, in the way her body tensed and swayed above him. This wasn’t the performance of the pool party. This was private, concentrated. Her breaths became short, ragged pants that echoed in the silent room. Her free hand clutched at his shoulder, nails biting in.

“Yes,” she hissed. “Yes, just like that. A dedicated study…”

Her climax wasn’t loud. It was a series of silent, seismic tremors that moved through the body connected to his mouth. She clenched around nothing, her thighs gripping his head, a long, low moan finally escaping her as she rode the waves of sensation. When she finally pushed him back, she was trembling. She sank to her knees on the rug in front of him, the robe puddling around her. Her face was flushed, her eyes glazed and triumphant.

For a long moment, they just knelt there on the priceless rug, breathing the same ash-tinged air.

Then she reached out, her hand closing around him. He was painfully hard. She gave a slow, testing stroke. “The theory is proven,” she murmured, more to herself than to him. “But the practical application requires further examination.”

She moved, leaning back, pulling him with her until she was on her back and he was over her, braced on his arms. The wool of the rug burned his elbows. The firelight played over her skin, gilding the curves and shadows. She guided him inside her with a slow, inexorable certainty.

It was different from Helena’s frenetic riding, from the chaotic pool edge. This was slow, deep, a relentless building of rhythm. She wrapped her legs around his waist, anchoring him, her heels pressing into the small of his back. Her eyes never left his face.

“Do you think about it?” she asked, her voice a husky scratch as he moved in her. “Driving your little car, making your little deliveries? Do you think about the taste of Margot’s lipstick? Of Helena’s cunt?”

He gasped, nodding, unable to form words.

“I do,” she confessed, her hips rising to meet his thrust. “I sit in faculty meetings and I think about the red on your mouth. I grade papers and I imagine the feel of your tongue.” Her hands came up, framing his face. Her thumbs stroked his cheekbones. “All those perfect, wrinkled little assholes you’re going to lick. Every Thursday. That’s what we’ve decided. Your new route. Thursdays are for service.”

The rhythm became punishing, a driven, pistoning need. He was close, teetering on the edge.

“You’re ours,” she breathed, her own climax building, tightening around him. “Our secret. Our service boy. You belong to the taste of us. Now. Prove it.”

Her command shattered him. He came with a broken sound, burying his face in the jasmine-scented curve of her neck as she clenched and milked the last drop of devotion from him, her own release a silent, breathless scream against his shoulder.

Later, they lay tangled on the rug in the dying firelight. She traced idle patterns on his chest.

“Thursday,” she said again, the word a settled fact. “Margot’s first. Then Helena. Then me. We’ll rotate the… starting position.” She said it like scheduling office hours. “You’ll be marked. Helena insists. The lipstick. A different color each week, so we know.”

Leo stared up at the dark, beamed ceiling. The cool, analytical way she planned it, the sheer bureaucracy of his new purpose, should have chilled him. Instead, a profound, shocking peace settled in his bones. The uncertainty of the week was over. The instructions were clear.

He had a standing order.

Read on DreamPress

Write your own erotic story with AI