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Dr. Wolf and Shay
September 28, 2023 | Full Length Video : 41min 57sec
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Sometimes, dreams actually do come true.

When Shay Baker received a phone call from the head of the athletics department offering him a swim team scholarship, he nearly keeled over with excitement. However, the offer was contingent upon the young man completing a physical.

Shay’s best friend, ...[Read more]

Shay’s best friend, Caleb, strongly suggested that he make an appointment with Dr. Legrand Wolf, who just so happened to be Caleb’s family doctor. Luckily, Dr. Wolf was taking new patients and could see him right away.

So on the day of the appointment, Shay found himself sitting on the edge of Dr. Wolf’s examination table—nervous, anxious, but also feeling strangely sublime. It was Shay’s childhood dream to swim on scholarship. The fact that he could get a full-ride performing the sport he truly loved was almost beyond belief.

He honestly didn’t think that life could get any better.

…and then the doctor arrived.

The handsome, bespectacled twink couldn't believe his eyes. The tall, broad shouldered, masculine gentleman who strolled into the room was the kind of guy that Shay had, up to this point, only dreamed about.

The sexy MD was well over six feet tall and was built like a mighty redwood. Dr. Wolf offered his new patient a kind smile. Shay blushed and smiled back as the doctor looked him up and down. Was the good doctor checking him out? No possible way, Shay thought.

Suddenly, Shay became very self conscious. The gorgeous giant was probably sizing him up out of curiosity, not desire. You see, Shay was five foot nothing and big around as a broomstick. Usually, everyone had something to say about that fact.

Not that the little lad felt ostracized by folks in general—he was notably quite popular with his friends and fellow students. But the fact of the matter was that Shay was crazy about big and tall men. Unfortunately, most of those types of guys looked over and past him, literally and figuratively.

However, in this instance, there was something about the subtle twinkle in Dr. Wolf’s eye that was different. As the physical commenced, Shay was immediately put at ease. This doctor had a warm, gentle voice and touch.

Soon, the good doctor instructed the boy to take off his underwear. Shay nodded—maybe too enthusiastically—and shot Dr. Wolf a sheepish grin. The sweet-tempered MD winked, and then swiftly began the proceedings for the genitalia examination.

And then, Shay’s heart nearly stopped. Was it just his imagination, or was Dr. Wolf’s penis hard? Well, it was either that or the hunky DILF carried a baseball bat in his slacks! Shay hadn’t had a physical in quite some time, but he wondered if the thorough physician was spending an unusual amount of time feeling his cock and balls.

Shay couldn’t help but emit a sharp, delighted gasp when Dr. Wolf announced that it was his estimation that the boy’s family jewels were “perfect.” Shay was floored. His penis was also notably growing in length and girth as well with each jolt from the experienced MD’s exceptional touch.

Dr. Wolf looked at the trembling lad and smiled. Yes, Shay knew full well that he was shaking, but he could not help that even if he tried. The boy attempted to return the kind doctor’s smile, but something like a squeak came out of his mouth instead.

Dr. Wolf reassured Shay that all was well. The next part of the examination was about to begin: the MD instructed the boy to hop back up onto the table and lie back. As he checked Shay’s chest, abs, and torso, he noted aloud how, once again, the youngster was shaking.

Dr. Wolf asked Shay if he had ever been naked in front of another man before. The boy’s dick visibly stirred at the question, but he somehow kept a straight face. He answered truthfully and then volunteered some information about how he liked to go to the nude beach with his buddies from time to time.

Dr. Wolf arched an eyebrow. Shay was absolutely certain that the friendly physician was still, frankly, at full mast. Dr. Wolf asked if going to the nude beach thrilled the boy. Shay confirmed that it was thrilling, but inwardly he believed that just being in Dr. Wolf’s presence was at least a hundred times more exciting.

Next, the good doctor instructed Shay to get on all fours. Shay did so in an instant. Then he momentarily, almost involuntarily, had a dirty fantasy: What if the sexy giant touched his hole, what would he do?

And as though Dr. Wolf could read the boy’s mind, he placed both hands on Shay's perfect buttocks and traced his finger and thumb across the youth’s miniscule anus. Shay took a sharp, ragged breath and moaned.

Dr. Wolf stretched the boy’s pucker and squeezed his ass cheeks. He asked Shay if he liked being touched like this. The boy gasped his answer as the MD placed his thumb against Shay’s crack and just slightly, teasingly pressed inward. Then, Dr. Wolf inquired if Shay had ever fantasized about being touched in this special way at the nude beach. The boy admitted that he had, but was too shy to act upon it.

At this point, Shay got the subtle hints loud and clear. But clearly, the good doctor was waiting for the boy to make a move. So, the shy, nervous twink mustered up his courage and did just that.

Still on all fours, Shay looked back at Dr. Wolf. He made a semi-casual point to openly stare at the massive bulge still pressing against the doctor’s pants. The sexy physician shot the boy an inviting look, and that was all Shay needed. Shay bounced off the exam table and reached his little hand out as though he were going to touch the giant tool beneath the doctor’s jockeys, but pulled back right at the last moment.

Shay desperately wanted to feel the physician’s beautiful cock, but more than that, he wanted Dr. Wolf to want him to. So he patiently waited for the professional to remove his shirt, tie, and pants. Consent was laid bare before him.

Shay happily felt up and slid his dainty hands all over Dr. Wolf’s shaft and mighty testicles. Shay looked up with a sensational smile and pushed himself up on his very tippy toes and went for a kiss.

To this, Dr. Wolf offered a deeply affectionate smile as the boy simply could not reach the doctor’s waiting lips. So, of course, the good doctor lifted the tiny twink up effortlessly with one hand. As the two lovers kissed for the first time, Shay wondered if this wasn’t the best day of his life!

And yet, the next part of the physical would prove to be easily the most intense phase of the proceedings. Dr. Wolf knew that the little lad was going to need some anal loosening therapy.

The dedicated MD solemnly swore on the day that he received his medical license that he would do no harm. So, considering that his huge rod was nearly as long as his forearm, there would require a liberal amount of slick, slippery, wet lubrication.

He told Shay to lay nearly flat on his stomach on the exam table. Then, without further instruction from his physician, the boy grasped for the giant MD’s cock. Once the DILF’s throbbing tool was in Shay’s salivating mouth, Dr. Wolf leaned over and buried his handsome face into the boy’s perky, perfect bottom.

Dr. Wolf expertly inserted his thick, juicy tongue into the tiny, tender entrance and pushed it as far in as it would go. The boy emitted sharp, little cries of ecstasy. Then Dr. Wolf beckoned the boy off the table, turned the twink around and pulled him close in a heated embrace.

Dr. Wolf was so tall that even when he lowered himself into a chair to see the boy better, he still had to look down. Shay kissed off a large droplet of precum that oozed from the thick daddy cockhead. Once he did, Dr. Wolf scooped the boy up and then slowly began to lower him downwards.

The fact that the super-endowed doctor’s erection was able to even penetrate such a tight entrance was no small feat. Shay’s insides felt as though the doctor had literally inserted his whole arm up in there. The sensation was incredible. The youthful twink was no virgin, but having the impossibly large penis inside his tiny hole made it feel like this was his first time all over again.

The MD began the delicate art of long-dicking. He teased and squeezed the twink’s nipples as the pace and intensity rapidly increased. Suddenly, Dr. Wolf dismounted the petite patient and pushed him gently, but firmly, back onto the examination table. The boy was re-entered with the doctor’s rigid tool.

Dr. Wolf’s fuck thrusts got even deeper and more urgent. At the same time, young Shay earnestly tugged away at this boy-meat. Both knew how this physical would end. The only question that remained was—who would cum first…?

Photos
Series: Shay
Shay series cover
Chapters
1. College Boy Physical 42mn
Sometimes, dreams actually do come true. When Shay Baker received a phone call from the head of the athletics department offering him a swim team scholarship, he nearly keeled over with excitement. However, the offer was contingent upon the young man completing a physical. Shay’s best friend, Caleb, strongly suggested that he make an appointment with Dr. Legrand Wolf, who just so happened to be Caleb’s family doctor. Luckily, Dr. Wolf was taking new patients and could see him right away. So on the day of the appointment, Shay found himself sitting on the edge of Dr. Wolf’s examination table—nervous, anxious, but also feeling strangely sublime. It was Shay’s childhood dream to swim on scholarship. The fact that he could get a full-ride performing the sport he truly loved was almost beyond belief. He honestly didn’t think that life could get any better. …and then the doctor arrived. The handsome, bespectacled twink couldn't believe his eyes. The tall, broad shouldered, masculine gentleman who strolled into the room was the kind of guy that Shay had, up to this point, only dreamed about. The sexy MD was well over six feet tall and was built like a mighty redwood. Dr. Wolf offered his new patient a kind smile. Shay blushed and smiled back as the doctor looked him up and down. Was the good doctor checking him out? No possible way, Shay thought. Suddenly, Shay became very self conscious. The gorgeous giant was probably sizing him up out of curiosity, not desire. You see, Shay was five foot nothing and big around as a broomstick. Usually, everyone had something to say about that fact. Not that the little lad felt ostracized by folks in general—he was notably quite popular with his friends and fellow students. But the fact of the matter was that Shay was crazy about big and tall men. Unfortunately, most of those types of guys looked over and past him, literally and figuratively. However, in this instance, there was something about the subtle twinkle in Dr. Wolf’s eye that was different. As the physical commenced, Shay was immediately put at ease. This doctor had a warm, gentle voice and touch. Soon, the good doctor instructed the boy to take off his underwear. Shay nodded—maybe too enthusiastically—and shot Dr. Wolf a sheepish grin. The sweet-tempered MD winked, and then swiftly began the proceedings for the genitalia examination. And then, Shay’s heart nearly stopped. Was it just his imagination, or was Dr. Wolf’s penis hard? Well, it was either that or the hunky DILF carried a baseball bat in his slacks! Shay hadn’t had a physical in quite some time, but he wondered if the thorough physician was spending an unusual amount of time feeling his cock and balls. Shay couldn’t help but emit a sharp, delighted gasp when Dr. Wolf announced that it was his estimation that the boy’s family jewels were “perfect.” Shay was floored. His penis was also notably growing in length and girth as well with each jolt from the experienced MD’s exceptional touch. Dr. Wolf looked at the trembling lad and smiled. Yes, Shay knew full well that he was shaking, but he could not help that even if he tried. The boy attempted to return the kind doctor’s smile, but something like a squeak came out of his mouth instead. Dr. Wolf reassured Shay that all was well. The next part of the examination was about to begin: the MD instructed the boy to hop back up onto the table and lie back. As he checked Shay’s chest, abs, and torso, he noted aloud how, once again, the youngster was shaking. Dr. Wolf asked Shay if he had ever been naked in front of another man before. The boy’s dick visibly stirred at the question, but he somehow kept a straight face. He answered truthfully and then volunteered some information about how he liked to go to the nude beach with his buddies from time to time. Dr. Wolf arched an eyebrow. Shay was absolutely certain that the friendly physician was still, frankly, at full mast. Dr. Wolf asked if going to the nude beach thrilled the boy. Shay confirmed that it was thrilling, but inwardly he believed that just being in Dr. Wolf’s presence was at least a hundred times more exciting. Next, the good doctor instructed Shay to get on all fours. Shay did so in an instant. Then he momentarily, almost involuntarily, had a dirty fantasy: What if the sexy giant touched his hole, what would he do? And as though Dr. Wolf could read the boy’s mind, he placed both hands on Shay's perfect buttocks and traced his finger and thumb across the youth’s miniscule anus. Shay took a sharp, ragged breath and moaned. Dr. Wolf stretched the boy’s pucker and squeezed his ass cheeks. He asked Shay if he liked being touched like this. The boy gasped his answer as the MD placed his thumb against Shay’s crack and just slightly, teasingly pressed inward. Then, Dr. Wolf inquired if Shay had ever fantasized about being touched in this special way at the nude beach. The boy admitted that he had, but was too shy to act upon it. At this point, Shay got the subtle hints loud and clear. But clearly, the good doctor was waiting for the boy to make a move. So, the shy, nervous twink mustered up his courage and did just that. Still on all fours, Shay looked back at Dr. Wolf. He made a semi-casual point to openly stare at the massive bulge still pressing against the doctor’s pants. The sexy physician shot the boy an inviting look, and that was all Shay needed. Shay bounced off the exam table and reached his little hand out as though he were going to touch the giant tool beneath the doctor’s jockeys, but pulled back right at the last moment. Shay desperately wanted to feel the physician’s beautiful cock, but more than that, he wanted Dr. Wolf to want him to. So he patiently waited for the professional to remove his shirt, tie, and pants. Consent was laid bare before him. Shay happily felt up and slid his dainty hands all over Dr. Wolf’s shaft and mighty testicles. Shay looked up with a sensational smile and pushed himself up on his very tippy toes and went for a kiss. To this, Dr. Wolf offered a deeply affectionate smile as the boy simply could not reach the doctor’s waiting lips. So, of course, the good doctor lifted the tiny twink up effortlessly with one hand. As the two lovers kissed for the first time, Shay wondered if this wasn’t the best day of his life! And yet, the next part of the physical would prove to be easily the most intense phase of the proceedings. Dr. Wolf knew that the little lad was going to need some anal loosening therapy. The dedicated MD solemnly swore on the day that he received his medical license that he would do no harm. So, considering that his huge rod was nearly as long as his forearm, there would require a liberal amount of slick, slippery, wet lubrication. He told Shay to lay nearly flat on his stomach on the exam table. Then, without further instruction from his physician, the boy grasped for the giant MD’s cock. Once the DILF’s throbbing tool was in Shay’s salivating mouth, Dr. Wolf leaned over and buried his handsome face into the boy’s perky, perfect bottom. Dr. Wolf expertly inserted his thick, juicy tongue into the tiny, tender entrance and pushed it as far in as it would go. The boy emitted sharp, little cries of ecstasy. Then Dr. Wolf beckoned the boy off the table, turned the twink around and pulled him close in a heated embrace. Dr. Wolf was so tall that even when he lowered himself into a chair to see the boy better, he still had to look down. Shay kissed off a large droplet of precum that oozed from the thick daddy cockhead. Once he did, Dr. Wolf scooped the boy up and then slowly began to lower him downwards. The fact that the super-endowed doctor’s erection was able to even penetrate such a tight entrance was no small feat. Shay’s insides felt as though the doctor had literally inserted his whole arm up in there. The sensation was incredible. The youthful twink was no virgin, but having the impossibly large penis inside his tiny hole made it feel like this was his first time all over again. The MD began the delicate art of long-dicking. He teased and squeezed the twink’s nipples as the pace and intensity rapidly increased. Suddenly, Dr. Wolf dismounted the petite patient and pushed him gently, but firmly, back onto the examination table. The boy was re-entered with the doctor’s rigid tool. Dr. Wolf’s fuck thrusts got even deeper and more urgent. At the same time, young Shay earnestly tugged away at this boy-meat. Both knew how this physical would end. The only question that remained was—who would cum first…?
2. FunSize Distraction 43mn
It was yet another Saturday morning where I found myself working at my home office, attempting to catch up on some charts. It was 6am; my new patient/lover Shay was still asleep. Or, so I thought. The cute little guy seemed to glide over to my desk. He sheepishly inquired about how busy I might be. I shot the boy a smile and lied that I wasn’t busy at all. Shay snuggled up against me. He smelled like the night before. During his first physical at my clinic, I invited Shay over to spend the night. His examination went splendidly, to say the least. And after a full night of passion, it now surely appeared as though his thirst was not quenched. Shay was as excitable as a terrier—shaking, huffing, snorting, panting at my every touch, breath, and movement. I momentarily believed that the boy might spray before I could get his pants unbuttoned! So much for 9-5 today. I knew that I’d better hurry up; the eager youth clearly required my cock. My own primal craving was quickly starting to rev up. I fell in lust with the little lad’s swimmer’s build, cherry lips and shy eyes. I also loved all the little squeaks, cheeps, and adorable little hiccups the horny boy emitted as we hurriedly disrobed. Standing before me, he was malleable as putty in my giant hands. I pulled his skimpy underwear off. Nothing like sweet, hard, twink cock first thing in the morning. I sucked Shay’s boy cock like a fiend until I was sure he was about to cum. Then I pulled off—you should have heard the dainty dude’s huge gasp! Tears nearly sprang to my eyes when, without a word, Shay pulled my undies off and slurped my wood into his mouth. The boy’s mouth bobbed and weaved on me. I gently stroked the boy’s face and lovingly assured him that I wasn’t going anywhere, so he could slow down and enjoy himself. Shay giggled and then swallowed my cock again—but this time, the lad did indeed slow his pace. He allowed his tongue to linger over the length of my long cock. He was such a good boy, and I told him so as he smiled up at my beaming face while coaxing the daddy batter out of me. Still seated in my office chair, I instructed the eager little doll to rise and sit on daddy’s lap. Actually, what really happened was Shay jumped into my lap and sat straight down on my swollen hardon. Shay’s tiny anus was no bigger around than a USB plug. It was a wondrous miracle that the twink’s boy hole could fit around my cannon of a cock! And yet, the impossible occurred right before my eyes. I long-dicked the daylights out of the kid as his delighted shrieks and moans got louder and more intense by the moment. He managed to turn himself around and face me this time. The little dude was beating off to the rhythm of my powerful upward fuck-thrusts. Shay buried his tongue into my mouth and as his boy hole got tighter around my cock—he was about to cum. The warm, syrupy twink semen flowed from his erection as I continued to pump my cock up into him. I slowed down just enough to allow the boy to catch his breath… but just for a moment! Now it was my turn! I implored the blushing boy to perch himself onto my chair and stick that ass out. Once he was in position, I wasted no time. I also had an itch that needed scratching and I was raring to get it done. When I thought about how hard and deep I fucked that tiny frame while hurtling towards my climax, I really am impressed with how well the boy took it. Hell, he didn’t just take it, he cheered me on as I really transformed that cherub pucker to new dimensions! When I came, the force of that orgasm briefly lifted me off of my feet. Shay held onto the back of the chair for dear life, though he was clearly still excited and panting with lust and heat. Shay’s boy-pucker immediately clenched closed. We kissed as his love tunnel kept an impressive amount of my seed still deep inside of him…
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