The Poolboy's Education, Pt. 1

This story is a sharp departure from anything I have ever written before. It is a complete role reversal for me, and has opened my eyes to what it means to be a "switch." It came to me one Sunday morning as I lie in that state of drowsy wakefulness only a lazy Sunday morning can afford. My pussy grew dripping wet as the wheels of my mind raced, until I attacked Jay with an aching need to be fucked.


She lie there sunning on the chaise lounge, naked save her bikini bottom, sweat beginning to pool underneath her breasts, as the pool boy arrived for his daily duties. She scrutinized him behind the shade of her sunglasses, and found him more than acceptable. He was tall, perhaps 6'3" she judged, dark haired, broad shouldered, firmly muscled, well tanned, and not possibly a day over 21.

She noticed him sneaking furtive glances her way across the glimering blue of the water as he went about the business of tending to her pool. She slowly rubbed more oil onto her breasts and belly, allowing her hand to disappear for a whisper of a moment into her bikini bottoms for the sheer pleasure of seeing him drop all pretense of working simply to watch her.

She pointedly removed her sunglasses, looked him brazenly in the eye, and beckoned him to her with a wiggling index finger. He swiftly obeyed, as she had known he would.

She stretched herself back onto the chaise lounge, and looked up at him as he stood beside her.

"Were you watching me just now, boy?" she asked.

"No, ma'am, Uh, I mean yes, I mean no, not really," he stammered.

"It's ok dear. I don't mind," she soothed.

"Really?" he blurted out, astonished at his good fortune.

"That's right. Not at all," she encouraged as she rubbed her breasts, slick and shiny with suntan oil.

He licked his lips as he watched her.

"Oh dear, I see I've caused you some trouble," she cooed as she gestured towards the growing bulge in his pants.

He stood frozen, at a loss for what to do.

"Take them off, dear," she stated quietly.

"Ma'am?"

"You heard me. Take off your shorts, and show me your cock," she ordered.

He hesitantly did as he was told, and stood before her; his cock hard and resting against his taut belly, unsure what he was to do next.

"Turn around, dear," she guided.

Again he did just as he was told, and she gazed at his tight ass, it's whiteness a stark contrast to the bronze tan which covered the rest of his body.

"Oh," she murmured as she reached out to stroke one smooth buttock, before giving it a good, hard slap.

"Turn around again, and take it in your hand for me," she directed

"Yes, ma'am," came his breathless reply.

He gripped his cock in his hand, his thumb resting lightly against the oozing head, and began to stroke.

She reached out and slapped both cock and hand.

"Did I tell you to do that, boy?" she hissed.

"No, ma'am," he winced.

"You will do as you are told, or you will leave right now. Am I understood?"

"Yes, ma'am" the boy agreed.

"That's a good boy. Now come here and stand over me," she told him.

He straddled her chair, his cock hovering over her oiled breasts as beads of sweat ran down off his chest to land on hers.

"Now, stroke it for me, love," she breathed.

He began to stroke, his hands moving deftly up and down his shaft.

"Slowly, dear. We don't want to blow too soon now do we?" she soothed.

With obvious effort, and a quivering of his belly, he slowed his efforts. His hand aching to move more swiftly.

"Yes, that's right, baby," she whispered as she ran her hands up and down his hard thighs.

"Does baby want more? Does my poor dear want to cum?" she teased as she reached up to squeeze his tight balls.

"Yes ma'am," he gritted out between clenched teeth.

She coated her middle finger in suntan oil and thrust it into his asshole as he gasped with shock while his cock began to freezly ooze excitement all over his hand.

"Does that feel good, boy?" she cooed as she thrust her finger higher into his ass, and watched him shiver with delight.

"Mmmmm, Ma'am, yes ma'am," he moaned.

"Makes you want to cum, doesn't it slut?" she spat as her middle finger twisted inside his asshole.

"Go ahead," she assented releasing him from his prison of need.

His strokes instantly grew swifter and stronger. His head tilted back, his shoulders slackened as he worked his rigid cock for her.

"I'm right here. I'm waiting for it, baby," she moaned as she writhed beneath him, awaiting his precious gift, her middle finger viciously fucking his open asshole.

With a load moan, he began to unload all over her. Ropes of white hot cum shot out of him all over her tits, her belly, her face as he came and came.

"Such a good boy," she crooned as she stood up, kissed him deeply, and dove into the pool to wash him from her body.