Matt Henderson

“Honestly Matt, I don’t want you to think that nine inches is in any way small,” Matt listened as Nurse Pennyweather tried her best to assuage his concern while he sat on the bunk in her office as naked as the day he was born and feeling slightly embarrassed at how his cock was currently standing at full attention. Things had threatened to become devastatingly embarrassing just a few moments earlier, as Nurse Pennyweather had been on her knees between his legs, using a ruler to measure the length of his dick, the sensation of the gorgeous, monumentally stacked brunette softly grasping the trunk of his member with one hand nearly causing him to blow his load right there on the spot.

“Right,” Matt replied, not quite knowing where to place his hands.

The momentous effect that Nurse Pennyweather was on having on him wasn’t because Matt was inexperienced with women or anything like that. A fair-haired, handsome young man with a likeable personality and an ability to be quite charming when he wanted to, Matt had been quite popular with the girls back at his old school. Of course, none of them could quite compare with Nurse Pennyweather.

Now standing a few feet away from Matt, the brown-haired nurse had her hands on her wide hips and her exposed, perfectly spherical and delectably toffee-tanned boobs protruding out far in front of her toned, slender frame, her long legs parted slightly as she towered on the platform soles and stiletto heels of her red-laced, glossy white fetish combat boots. A tiny, shiny white thong was the only thing covering her pussy, not that it did a very good job at that, and the miniscule garment was decorated with a red cross. Whatever material the thong was made from, Matt didn’t know, but it had to have been quite elastic, because the back of it was stretched out a few inches behind the awe-inspiring shape of her juicy ass, **** into such an unnatural position by the base of the massively thick dildo that was buried between her firm, full buttocks. Apart from the thong and her boots, Nurse Pennyweather had a white collar round her delicate neck, and nothing else.

It wasn’t exactly the sort of outfit that Matt could ever have imagined a school nurse wearing, but right now he was too awestruck by Nurse Pennyweather to really be able to reflect on how surreal she seemed as she stood in her office dressed like that.

The only woman from his past life that could possibly have compared with the superbly sexy Nurse Pennyweather was Caitlin Somersby, one year older than him at nineteen and the school-slut at his old school. “Slut” probably was the wrong word though, since it implied a sort of submissiveness that the fiercely sexual Caitlin was incapable of. Rather, she slept with anyone that she liked, regardless of which clique that they belonged to. During her last year of school, she’d joined the chess club, and school legend had it that she turned the first meeting that she attended into a massive orgy. Matt had run into her this previous summer, and they’d spent a week jumping at every chance that they got to fuck each other, before she’d left again. Caitlin had said that they’d see each other again, but Matt had sincerely doubted that, and instead had spent the following week recuperating from the wildest sex that he’d ever had.

“And you really don’t have anything to worry about,” Nurse Pennyweather brought Matt back to the present as she tried to assure the young man sitting in front of her, her warm smile becoming even friendlier as she glanced at his stiff nine-incher, the sight of its head glistening with precum prompting her to reach in behind her and **** the dildo a little deeper past her widened bunghole.

“Okay,” Matt said in return, sounding unconvinced.

This was the second day he’d spent at the school. Yesterday, he and a few other prospective students had been in the company of their parents, and it had seemed like a high-class but fundamentally normal school. Or almost, since he and another boy named Tom had been sitting in a smartly decorated, lavishly furnished room when Diamond Gazongas had come walking into it.

Matt knew of Diamond Gazongas, who was undoubtedly the most promising porn starlet of her generation. In fact, he had pretty much every scene she’d ever done downloaded onto his computer. And within minutes of meeting him, Diamond had gotten onto her knees in front of him and had gotten his cock out into the open, complimenting him on its size before getting him to blow a big load without really having to do very much at all.

Next, another absolutely gorgeous, outrageously attired blonde had entered the room, and Matt had gotten to watch as she and Diamond went through some sort of mating ritual while getting Tom to cum as well, before the two of them had exited the room, leaving Tom and Matt to marvel at what had just happened.

As such, it had seemed like a really good day, and the interview had gone well too, but then Matt had wandered off on his own for a short while, his curiosity getting the better of him as he jumped at the chance to explore the school on his own. As he had come upon a window overlooking a massive outdoor pool, he’d seen Diamond again, though this time she was naked, her body covered with a mixture of sweat and cum as she sat on her hands and knees on the patio next to the pool.

Diamond’s spectacularly attractive face had been twisted into a lustful grimace, her eyes were shut as tight as they would go and her cheeks were flustered as her whole body was being rocked back and forth, courtesy of the man behind her savagely pumping his cock in and out of her ass. Not recognizing the man that was anally dominating Diamond, Matt had been able to hear himself groan at the sheer size of the slab of fuckmeat that was being rammed in through the young blonde’s tiny asshole time and time again, thinking that it looked to be about twice as big and nearly twice as thick as his own dick. Frozen in place, Matt had continued spying out through the window as the stranger caused Diamond to experience several powerful, messy orgasms, then finally pulled his cock out of her ass and waited patiently for her to turn round and shoot him an adoring look before concealing her facial features underneath a thick layer of sticky spunk.

By the time Diamond reached forwards and began treating the stranger to a loving blowjob, Matt sneaked away and headed back to where he was supposed to be.
For the rest of that day and all through the night, which he’d spent at the school, Matt had been plagued by a sudden and debilitating sense of inadequacy. During his encounter with Diamond, she’d been in control. Out there on the patio though, the stranger had been the one in control. To a large extent, Matt had guessed, the reason behind this had been that the stranger was a lot more experienced than he was. But even so, Matt had been left to wonder for the first time ever if what he had between his legs was enough to measure up with in comparison to other men.

His parents had left the previous afternoon, and he was meant to spent this day alone at the school, along with the other prospective students. Since the next round of interviews and the following orientation for those accepted into the school wasn’t meant to start until noon, Matt had gotten out of bed early and headed off to the nurse’s office. He’d already figured out that sex seemed to be what the school was all about, though he didn’t know exactly what went on at it, and hopes had been that the nurse would be able to answer a few questions that had been weighing on his mind since the day before.

Within minutes of arriving at Nurse Pennyweather’s office, and being floored by her appearance, Matt had ended up naked, after which she’d had him undergo a thorough physical that had culminated in her measuring his cock.

“Tell you what,” Nurse Pennyweather pressed on, adamant about liberating Matt from his insecurities, “here at the school we have a whole range of pills and lotions that help the male students and teachers perform better. You’re really not supposed to have access to them until after you’ve been admitted, but I’m sure I could make an exception in your case…”

“That would be great,” Matt immediately replied, suddenly sounding very enthusiastic as he broke out into a relieved smile.

“Okay, just don’t tell anyone…” Nurse Pennyweather began, only to be interrupted by the sudden sound of her phone ringing from behind her.

“Nurse Pennyweather,” the busty brunette spoke into the phone, while smiling over her shoulder back at Matt and getting him to groan hard and lean forwards by wiggling her heart-shaped ass at him.

“Uh-huh…” Nurse Pennyweather was now mumbling into the phone as she teased herself by grabbing hold of the dildo that was inserted in her ass and carefully sliding it back and forth, never letting it travel more than half an inch in either direction before pushing it forwards or backwards again.

“I understand. I’ll be right down. Yes, talk to you later.” Nurse Pennyweather put down the phone and walked over to nearby medicine cabinet that was mounted on the wall next to her desk.

“Sorry Matt, but I have to head out for a moment, another student’s medical file didn’t arrive until this morning and the receptionist wants me to sign off on it. Patient confidentiality and all that, you know…” Nurse Pennyweather explained, while rummaging through the medicine cabinet.

“Okay.”

“I’ll probably walk in on the receptionist giving the delivery man a blowjob,” Nurse Pennyweather casually observed, causing Matt to groan again and giggling naughtily as she sauntered towards him, now clutching a pill bottle in one hand.

“But while I’m gone,” Nurse Pennyweather spoke slowly now, shaking three red little pills into her left hand while Matt’s gaze was fixed on her huge boobs, “I want you to sit back and let these little guys work their magic on you.”

With that, Nurse Pennyweather used a gentle but firm touch to get Matt to drop his head back, and then slipped the three pills into his mouth before stepping back and watching him swallow them down.

“I’ll be back in a couple of minutes. Try not to get into any trouble while I’m gone,” Nurse Pennyweather told Matt with a cheeky smile, then sashayed her way out of her office, giving him one last look at her delectable bubble butt before finally disappearing from view.

At first, Matt didn’t feel anything, and the young man was quite confused about what he was supposed to feel. For a moment, he even wondered if the pills were really supposed to have any effect at all. But then, a loud smack echoed through the small office when his cock shot back towards him and impacted against his stomach as a bolt of clear precum went rocketing up past his face on its way up to the ceiling.
Suddenly feeling his balls having begun to churn and throb in a way that they never had before, Matt grunted and leaned forwards, bringing his feet down onto the floor as his new stance caused his rock-hard cock to fall forwards.

Next, Matt produced an unsteady groan and had his eyes cross as a massive blast of cum exited his pisshole and whooshed across the room, the thick blob of white turning end over end as it tumbled forwards like a canon ball before finally smashing against the clock that was mounted on the wall.

Soon, Matt could feel his balls pounding against his thighs and his nutsack growing as jet after jet of spunk shot out of his cock, which was being shaken by powerful tremors that coursed up through it and caused his cockend to wave about aimlessly, and went flying across the room until the wall on the other side of it had begun to look like a perverse imitation of Jackson Pollock painting. Even the floor in front of him was decorated with dozens of footlong streaks of pearly white.

“Fuck!” Nurse Pennyweather cried out from the doorway just as one last projection of balljuice exited Matt’s cumslit and sailed upwards to connect itself to the ceiling, the large envelope that she’d been carrying with now falling from her grasp to sail down onto the floor.

Turning to meet Nurse Pennyweather’s astonished gaze, Matt found her staring straight at his fuckpiece, and as he turned his eyes downwards a startled groan flowed past his lips. From where he was standing, or more like leaning back against the bunk, his cock had definitely gotten thicker and grown longer, probably by a good couple of inches at least, while his balls were now visible bulging out underneath his enlarged schlong.

“Is… is this normal?” Matt stammered out, not knowing whether to be concerned or elated at the sudden expansion of his cock and the stunned expression on Nurse Pennyweather’s face.

“No!” Nurse Pennyweather cried out, her face contorting into a lustful grimace as she stumbled back inside her office, not bothering to pick up the envelope as she instead went straight for her ruler.

“I’m just going to…” Speaking as she dropped down onto her knees in front of Matt’s pulsing fuckmast, Nurse Pennyweather didn’t get further than that before an elated shriek from her cut through the room and a dark grunt came from him as he released another dense blob of jizz that sailed straight forwards before impacting against her face, the wide-open state of Pennyweather’s mouth ensuring that an ample amount of it ended up inside it, turning her shriek into a faint, strangled moan of lust that intermingled with the weak jangling noise of the ruler landing on the floor.