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Jay Chapter 4: conference hotel fun

Starring Jay James and Legrand Wolf
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March 19, 2020 | Full Length Video : 23min 46sec

The courtship of Dr. Wolf and Jay continues as the young bottom gets comfortable in the tall man’s hotel room. The doctor’s conference keeps him out of room most of the day, leaving Jay to wait patiently and eagerly for his handsome host to return. As soon as he comes through the door, it’s hard for Jay to resist throwing himself at the doctor and begging for his cock! Even though Dr. Wolf is exhausted after a long day, he always has the energy to give it to his sexy guest...

Dr. Wolf helps Jay get out of his clothes, watching as his smooth, athletic body emerges from his baggy shirt and jeans. Jay’s tiny body often swims in his clothes, giving his cock plenty of room to grow unhindered. With his jeans hitting the floor, Dr. Wolf can see just how excited Jay is to see him, making his own cock desperate to come out.

Jay lays ...More

Jay lays on his back, stroking his cock as Dr. Wolf strips above him. The tiny bottom can barely reach Dr. Wolf’s tight, furry stomach as he waits for the tall man to show off his enormous monster cock. Dr. Wolf pulls down his underwear, letting the heavy tool fall free onto Jay’s. Jay can’t believe just how much bigger Dr. Wolf, starting with his height and continuing even to his manhood!

Jay takes the massive member into his mouth, sucking as it grows between his lips. He can hardly wrap his hand around it as he strokes it, reminding him just how much his body works to take it deep in his hole...

Unable to hold off any longer, Dr. Wolf lifts Jay’s legs up high over his head, practically bending the flexible bottom into a pretzel. With Jay’s hole up in the air and his legs behind him, the horny giant has a perfect path to slide his cock into his tight hole.

With a mix of pre-cum and spit, Dr. Wolf presses his cock up to the boy’s sphincter, feeling as its intense heat wraps around him. All it takes is one little push as he feels the boy’s body yield to him, taking him in one inch at time. Jay moans as his hole stretches, feeling the intense depth of the doctor’s penetration. He’d do anything for it! Anything to get his bare cock and hot load inside...

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JAY
JAY

Height: 5'6"
Weight: : 120 lbs

Jay hasn't ever really seen himself as a little guy. Even at 5'6", he's always had a good deal of confidence and physical stamina that always set him beyond his peers. As a very lean, determined athlete, he's always worked hard to accomplish anything he set his mind to. He didn't really see himself as smaller until he encountered his handsome physician, Dr. Wolf. The tall man towers above him, standing a solid foot above. Not only that, his massive cock stood out several inches beyond his own big dick! He was intrigued and aroused, loving the feeling of being with someone taller and bigger. It sparked a desire within him that was both new and familiar — a challenge he could meet!

Played by Jay James
DR. WOLF
DR. WOLF

Height: 6'6"
Weight: 210 lbs

Dr. Wolf is an endocrinologist who specializes in helping young men monitor their growth. And in some cases, their lack thereof. But he understands that nothing about a short or small guy is necessarily unhealthy. In fact, it can be quite desirable. Towering over his patients at an impressive 6'6", he loves seeing the look in their eyes as they look up at him in his suit and tie. Professionally, he wants everyone to feel safe and secure in his office. Personally, he fantasizes about seeing each little guy mount up on his big cock! And when he gets the chance, he loves to make them whimper as he stretches their tiny little holes, and then completely submit under him as he pushes into their much smaller bodies.

Played by Legrand Wolf
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Jay series cover

Jay
Jay hasn't ever really seen himself as a little guy. Even at 5'6", he's always had a good deal of confidence and physical stamina that always set him beyond his peers. Read more...
Jay: Chapters
Dr. Wolf's Office
1. Dr. Wolf's Office 20mn
Jay hasn’t been to the doctor’s in a while. Between school and work, he’s just been too busy and too broke, putting it off as long as he can. Now that he’s in a stable place, he knows he needs to get a checkup. Very few doctors come as highly recommended as Dr. Wolf and Jay knows that he is lucky that he was still taking new patients. When Dr. Wolf walks in, he sees the cute boy sitting on his exam table. Immediately, the good doctor has his sights on him for more than just medical purposes. Dr. Wolf can’t resist Jay’s handsome face and lean, athletic body with his legs dangling off the edge, unable to reach the floor. Nothing triggers Dr. Wolf’s erotic imagination more than a little guy, and here was a perfect specimen! As he proceeds with the standard exam, checking his weight, height, and other measurements, he notices a slight rise in Jay’s shorts. Curious to see what’s beneath the layers, he skips ahead to the hernia check… Wow! Dr. Wolf thinks to himself as he pulls down the boy’s shorts and underwear to gaze upon his young manhood. His cock was large and hard, with two heavy nuts pulling it down. The erection stood out far from his narrow hips, with his long foreskin dropping at the tip of his extension. He could hardly contain his amazement, noting to Jay that he has quite a large member for such a little guy! Jay blushes, flattered by the handsome doctor’s remarks. He looks up at Dr. Wolf’s friendly, playful eyes, feeling Dr. Wolf’s hands on his shaft, stroking him as the doctor works him over. In a moment of bravery and unsure of what to say, he asks, “how big are you?” Dr. Wolf smiles, asking him if he wants to see. He takes off his white coat, unzips his pants and pulls down his underwear to reveal his own massive cock. Jay’s eyes widen, as if making them bigger would allow him to see all of his doctor’s monster cock in one look. And with that, he knew he couldn’t keep his desires to himself… Jay falls to his knees, taking it in his mouth, feeling it fill his face as it moves back and forth over his tongue. Jay tastes Dr. Wolf’s monster cock, hungry to take in as much as he can. Dr. Wolf looks down, happy to see his patient so eager to swallow his giant member. As Dr. Wolf gets even harder, feeling his nuts fill with cum, he knows he has yet to explore the boy’s anus with the help of his favorite tool…
The Doctor's Home
2. The Doctor's Home 18mn
Tiny stud, Jay, is invited over to Dr. Wolf’s place for a private session, away from the office and in the comfort of the tall man’s home. The lean boy can’t stop thinking about the last time they were together and the way Dr. Wolf’s massive cock slid inside his tight hole. He swore he could feel the cum inside him for days, reminding him of their intimate connection… Dr. Wolf was eager to feel his body again, as he ran his hands over his smooth chest and toned stomach, trailing down inside his pants to grope his large, uncut cock. Jay only came up to his chest, the perfect height for him to hold and caress! Dr. Wolf removes Jay’s clothes, stripping him down so he can see his full body. There was something special about seeing Jay naked on his bed rather than a cold medical table. Without the formality of the office, Dr. Wolf could really get to know him personally and physically, embracing him as a lover and not just a patient. Jay takes the large man’s cock into his mouth, worshipping its size and taste as it pries apart his lips. Dr. Wolf’s nuts hang low like a pair of eggs, weighing down his thick shaft as Jay sucks it deep. Feeling Jay’s ass, Dr. Wolf can’t help but get harder, eager to feel himself in the boy’s hole again. Pressing his wet cock against the boy’s sphincter, he feels it tighten with anticipation. Jay breathes steadily, focused on relaxing his body and letting the giant inside him… With his bare cock in the boy’s hole, Dr. Wolf thrusts slowly and deeply, feeling himself fill more of his bottom’s lithe body, taking ownership of his hole and indulging in the joy of the small stud on his cock. Jay smiles at his hung lover, giving him the go-ahead to go deeper and faster, knowing what the good doctor needs to cum!
Overnight Hotel Guest
3. Overnight Hotel Guest 26mn
Dr. Wolf occasionally has to go away for work conferences, taking time out of the office and away from his patients. Usually he just goes on his own, zipping in and out from city to city. This time, however, he invited his new fun-size crush, Jay, to come along with him! The two have really bonded since their first meeting and now can barely keep their hands off each other. After a busy night, the two wake up next to each other, sporting some serious morning wood that neither can ignore. Jay can’t ignore the rise from his sexy giant, taking it in his hands to feel its power and girth. Dr. Wolf loves having his horny, little guy beside him, opening his eyes to his warm touch on his massive cock... Jay wraps his lips around Dr. Wolf’s member, tasting his precum as it drips onto his tongue. Dr. Wolf stretches out in the king size bed, luxuriating in the boy’s adoration of his size. Jay can’t get over just how tall and broad Dr. Wolf is compared to him, making him eager to feel the doctor’s manhood slide inside his hole again! Jay lubes up Dr. Wolf’s monster cock, feeling it slip through his fingers as it gets even bigger. Jay’s heart races as he straddles him, feeling the massive meat press against his tight hole. He’s eager to take it, feeling it penetrate his hole quickly, making him tense up. Dr. Wolf urges him to take his time and enjoy it with a patient smile; they’ve got nowhere to go and no need to rush. With Doctor Wolf’s reassurances, Jay relaxes his sphincter, feeling the doctor’s bare cock move its way deep inside, sending a rush of joy through his body that is unlike anything else..
Conference Hotel Fun
4. Conference Hotel Fun 24mn
The courtship of Dr. Wolf and Jay continues as the young bottom gets comfortable in the tall man’s hotel room. The doctor’s conference keeps him out of room most of the day, leaving Jay to wait patiently and eagerly for his handsome host to return. As soon as he comes through the door, it’s hard for Jay to resist throwing himself at the doctor and begging for his cock! Even though Dr. Wolf is exhausted after a long day, he always has the energy to give it to his sexy guest... Dr. Wolf helps Jay get out of his clothes, watching as his smooth, athletic body emerges from his baggy shirt and jeans. Jay’s tiny body often swims in his clothes, giving his cock plenty of room to grow unhindered. With his jeans hitting the floor, Dr. Wolf can see just how excited Jay is to see him, making his own cock desperate to come out. Jay lays on his back, stroking his cock as Dr. Wolf strips above him. The tiny bottom can barely reach Dr. Wolf’s tight, furry stomach as he waits for the tall man to show off his enormous monster cock. Dr. Wolf pulls down his underwear, letting the heavy tool fall free onto Jay’s. Jay can’t believe just how much bigger Dr. Wolf, starting with his height and continuing even to his manhood! Jay takes the massive member into his mouth, sucking as it grows between his lips. He can hardly wrap his hand around it as he strokes it, reminding him just how much his body works to take it deep in his hole... Unable to hold off any longer, Dr. Wolf lifts Jay’s legs up high over his head, practically bending the flexible bottom into a pretzel. With Jay’s hole up in the air and his legs behind him, the horny giant has a perfect path to slide his cock into his tight hole. With a mix of pre-cum and spit, Dr. Wolf presses his cock up to the boy’s sphincter, feeling as its intense heat wraps around him. All it takes is one little push as he feels the boy’s body yield to him, taking him in one inch at time. Jay moans as his hole stretches, feeling the intense depth of the doctor’s penetration. He’d do anything for it! Anything to get his bare cock and hot load inside...
Morning Quickie
5. Morning Quickie 17mn
There’s nothing quite like a lazy morning! Staying in sweatpants, and enjoying a passionate fuck in bed... Unfortunately, Dr. Wolf rarely has such luxuries. His mornings often start bright and early with his first patient stepping in before 9am. He usually has just enough time in the mornings for a shower, shave, a cup of coffee while reading the news, and then off to the office. However, Jay’s morning wood pops up whether or not there’s a busy work day ahead. Having spent the night with the handsome daddy, the young bottom is ready for another round of fucking while Legrand gets caught up in his morning routine. The tall host tells Jay to make himself at home while he gets ready, which Jay takes to heart. Coming out of the shower wrapped in nothing but a towel, the short, twink boy sits across from Dr. Wolf. He watches as the doctor reads from his tablet, stroking his hard, morning cock. The young guy can’t stop thinking about getting the doctor’s monster meat deep inside him. Legrand catches a glimpse of him out of the corner of his eye, smiling at the thought of his horny guest. Jay crawls over to him, slipping between his legs as Legrand pulls down his pants to free his aroused cock. As if it was just as eager to play as Jay, the giant shaft springs out of his underwear. The hung twink takes it in his hand, feeling its heat and power pulse between his fingers as he takes it into his mouth. Savoring the size and taste of his manhood, Jay feels it fill his mouth as he pushes it to the back of his throat. He loves the way Dr. Wolf’s cock completely dominates his body, even when he’s in control of it. Jay’s cock drips with precum as he thinks about it filling his hole, desperate to get in one last fuck before the tall man heads off! Dr. Wolf picks the boy up and tells him to ride his cock. Jay rests his feet on Dr Wolf’s thighs, easing his hole over his enormous meat. It doesn’t take much for the older man to guide Jay’s body exactly where he wants him, feeling his wet cock push into his tight hole... Jay gently slides down, taking the huge shaft deep into his body as it makes its way inside. He bounces up and down, keeping his feet firmly planted on his host’s long, strong legs. The oung twink knows it’s just a quickie, but he’ll do whatever he can to get the handsome man’s load inside him… A nice little souvenir of their night together!
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