Poolside Tutoring

“Now, let’s start this tutoring sessions, shall we?” said a sultry June as she stood back up, denying John any sort of pleasure. She laid back down as her hand stretched out to the small table next to her chair where a bottle of tanning oil sat. Her long fingers gently wrapped around it, John immediately envied the bottle, wishing her hands were around his bottle. “Be a dear and rub this on me, please?” she asked in a sweet voice that John couldn’t resist.

“O-of course…” he meekly said, still not over having one of his fantasies about June Summers finally coming true. John took the bottle of lotion from his teacher’s hand and moved around behind her. His eyes took in her shape. Her long, brunette hair flowed across her back and off the side of the chair. John squeezed the bottle, watching the oily solution dribble onto his hand. Dammit, her hand is supposed to be dribbled on with my special oil, not this! thought John but his anger was quickly subsided as soon as his hands touched June’s smooth, silky legs. He slowly began to move his hands up and down her leg, making sure to work in the lotion while feeling her skin against his. With her left leg finished, John reapplied lotion to his hand and moved on to her right leg, this time far more confident. His hands glided over her beautiful flesh, now he would move his fingers a bit to tickle and tease her. Her giggles and moans let him know he made the right call.

“Mmmm. Have you done this before, John? You are far better than I thought you’d be,” admitted June.
“Nope. This is my first time massaging someone,” John said out loud. What June didn’t know is that John mentally added in person after he finished speaking to her. He had spent quite a few hours playing eroge games that involved massaging girls to gain affection. Looks like all those hours are actually paying off! he thought as he finished up her other leg. John began to move up but hesitated, not sure if he should massage her ass as well. June seemed to sense his hesitation and reassured him.

“Make sure to get me covered everywhere,” June said as she locked eyes with John, a burning passion clearly showed. John knew he had permission to touch everywhere and he was going to do exactly that. Instead of applying the oil to his hands, he sprayed it on her ass cheeks, eliciting a squeal from her. “Ooo, that’s cold,” June purred as she continued to rest her head on a pillow she had placed on the chair. John’s hands caressed June’s generous behind, making sure to rub every single inch of it. John, feeling daring, gave it a good, hard squeeze. June let out a long moan in response, which John happily smiled after hearing. A mixture of running his hands across her perfect ass while squeezing it at random intervals was clearly getting to June. The dirty noises she made after each squeeze, rub, or occasional spank was getting more and more intense. A glance downward informed John that June was getting off on this little sensual massage he was giving her. Her barely existent one piece bikini couldn’t hide the wetness that seeped out of her nether regions and all over lounge chair. John moved one hand to her wetness and began to rub June in one of her most sensitive areas while the other found its way to his throbbing erection. Out of the corner of his eye John saw June begin to move her head to speak.

“Don’t worry, June, I’m just massaging it like the rest of your beautiful body,” he reassured her. Satisfied, June’s head returned to her pillow as she allowed the endorphins John was releasing in her to continue to wash over her in a bath of pleasure. John’s hands moved faster, raising both their pleasure to the max. John made sure to push June over the edge first, watching as her clear fluid spurt out of her lower lips. John removed his hand and grabbed the oil bottle and squirted it on her back at the same time he came, covering her back in a mix of oil and cum.

“Oh God, John! That felt nice!” June complimented. “But you didn’t get off did you?” she said as she turned back and saw the bottle of oil in his hand.

“It’s ok, June. I can wait until your half of the tutoring session for that. For now, let’s continue, ok?” John half asked, half commanded. June nodded her head and went back to enjoying the touch of the young man on her body. John slowly mixed his oil and spunk together on June’s back, his fingers gliding over her silky skins, tickling her on occasion. Her squeals were music to John’s ears. Once it was ready, John spread the mixture all over her back, sure she would enjoy the enhancement to this massage. It does say cum is good for the skin on the internet, right? he reassured himself. John felt himself remain hard, most likely thanks to one of his various abilities. Not wanting to waste this opportunity, John readjusted himself behind his teacher and ended up with his member fit snuggly between June’s curvaceous cheeks.
“Mmm, now what would that be, John?” asked June without moving her head.

“It’s an assistance tool that’ll help me stimulate previous areas I have massaged as I move on to other parts of your body,” he explained. June just chuckled in response. Seeing no resistance from her, John continued his new, “enhanced” massage. John made sure to really stretch over June to rub her shoulders and arms. His penis glided between her cheeks, which felt like a whole different level of good than the previous girls he had been with. Her cheeks engulfed his dick fully. His large dick did poke out of her ass, but just barely. John made sure to rub all over her shoulders and arms, causing him to move up and down June’s body which, in turn, caused his shaft to fuck her ass cheeks.

“Mmm, that feels sooooooOoOoo good, John!” moaned June, her wetness running down John’s legs. John could feel a second round of cum getting ready to fire. I already came on her back, so why don’t I cum somewhere else, John thought as he eyed June’s hourglass body. I could cum on her ass, covering it and probably her pussy with my little guys. John’s eyes continued to scan over June as his rubbing against her body picked up pace. Or I could quickly move over and paint her face with my special mixture, he thought but decided against. That’s when he found his perfect spot. He picked up his pace as he now abandoned the façade of massaging her back and just grabbed her side boobs as he pulled back his dick nearly out of her ass cleavage and then shoved it into her asshole, a scream escaped June’s mouth.