Search Results for Serg Shepard in Videos

Videos where Serg Shepard is featured in the scene.  —  Total Matches: 57.

Whimper and Gasp Naked Sword
Naked studs Xtian Wolf and Serg Shepard are relatively new to the professional gay porn world, but they are arrive at today's shoot ready to deliver. Xtian starts things off by leading Serg to his knees and having Serg show him that while he may be new to filming, he's definitely not new to swallowing cock. Ready to display more of his dick-taking abilities, Serg bend....View Video
New Arrivals Naked Sword
There's never a bad time for some fresh-faced hunks to fill up your screen and fill up some holes, so feast your eyes as Naked Sword Originals unveils eight of the industry's hottest new discoveries and 'New Arrivals'. Directed by the award-winning Marc MacNamara, this feature is all about taking hot and horny men that have never filmed porn before and thrusting them ....View Video
Release Room Naked Sword
Welcome to the 'Release Room' -- the only place in all of New York City where you can choose a man, choose a room, and choose exactly which services you need to get off. From award-winning director Marc MacNamara, this film takes you deep into Manhattan's dirtiest den of sin where nine men are escaping to fulfill their deepest sexual desires. In one room, you'll find ....View Video
Go to Town Naked Sword
When it comes to sex, Derek Kage just wants to be able to walk in a room, select his hole, and go to town. That's why the pure pleasure section of the 'Release Room' is perfect for his needs and why he's now letting Serg Shepard swallow his fat cock. Derek pumps himself into the willing stranger's mouth before rimming and 69ing with him. Once Serg loses his black jock....View Video
Fucked by Serg Damian X Dragon
Watch sexy Serg Shepard surprise me by completely taking control and topping me with his big uncut cock. Featuring Damian Dragon, Serg Shepard. Original release date: October 11th, 2022.View Video
Three Pack Part 2 Damian X Dragon
Kemono Dragon and I started out 2023 with three threesomes back to back. Here's the second of the series of three, starring Serg Shepard. Watch Kemono and me do what we do best together, destroy other boy's holes together. Kemono takes him from behind, rolls over onto his back while still fucking him. Serg's tight pink hole is exposed and open to be double penetrated.....View Video
New Arrivals Scene 1 AEBN
There's never a bad time for some fresh-faced hunks to fill up your screen and fill up some holes, so feast your eyes as Naked Sword Originals unveils eight of the industry's hottest new discoveries and 'New Arrivals'. Directed by the award-winning Marc MacNamara, this feature is all about taking hot and horny men that have never filmed porn before and thrusting them ....View Video
Release Room Scene 4 at Naked Sword
When it comes to sex, Derek Kage just wants to be able to walk in a room, select his hole, and go to town. That's why the pure pleasure section of the 'Release Room' is perfect for his needs and why he's now letting Serg Shepard swallow his fat cock. Derek pumps himself into the willing stranger's mouth before rimming and 69ing with him. Once Serg loses his black jock....View Video
Trio Compilation Damian X Dragon
One of the most requested set of videos -- The Threesome 3-Pack Compilation. Watch Kemono and I (Damian Dragon) destroy Caged Jock, Serg Shepard and Devan Meji. Three scenes complied into an all out fuck fest of throat gagging, dildo fucking, double penetrations and hard core balls deep fucking. Original title: Threesome 3-Pack Compilation -- Damian and Kemono Dragon ....View Video
Pink Lotus Part 4 Peter Fever
Nolan knows about Travis' cheating with another guy after the beach party, and two can play that game. As the resort states, "At The Pink Lotus we go to any lengths, depth, and thickness to service our guests." And opportunity knocks in the sexxxy person of bellboy Serg Shepard, sent by management to distract Nolan while the hotel figures out how to sneak a small urn ....View Video
Scout Master Staxus
I'll be honest: all this sneaking around with Scout Trent has been way more stressful than I expected. Totally worth it, of course, and hot as all hell, but stressful beyond words. I'd be lying if I said the "forbidden fruit" aspect wasn't a turn on. Sneaking off to fuck him in forests and stunning mountain vistas is the stuff of dreams, and he always puts on a good s....View Video
Ride Apolo Blake Mason
Gorgeous Apolo has 2 holes to fill with his big cock! Mika and Serge can't get enough! Full title: Mika and Serge Ride Apolo. Featuring Mika Ayden, Apolo Adrii, Serge Shepard (aka Serg Shepard). Original release date: August 11th, 2024.View Video
Five Stars Blake Mason
Serge knows how to keep the hotel guests happy, especially when they're as hot as Apolo! Full title: Cute Boy Delivers 5 Star Service. Featuring Apolo Adrii, Serge Shepard (aka Serg Shepard). Original release date: August 4th, 2024.View Video
Fun Sum Cum Blake Mason
The sight of big man Mika enjoying the sun can't be ignored, especially not by Serge! Full title: Double Cum Fun in the Sun. Featuring Mika Ayden, Serge Shepard (aka Serg Shepard). Original release date: August 18th, 2024.View Video
New Toy Part 1 Boynapped
Serge is the sexy new toy for Master Kane and young Alexis to use in this awesome play session! Original title: A New Toy to Use Part 1. Featuring Serg Shepard, Alexis Tivolli, Sebastian Kane. From the web series: A New Toy to Use. Original release date: November 22nd, 2024.View Video
New Toy Part 2 Boynapped
The fun continues with sexy Serge, wit toys in his hole, flogging and fucking! Original title: A New Toy to Use Part 2. Featuring Serg Shepard, Alexis Tivolli, Sebastian Kane. From the web series: A New Toy to Use. Original release date: November 27th, 2024.View Video
New Toy Part 3 Boynapped
Serge gets his cum stolen from his raging cock, but gets a delivery to the mouth too! Original title: A New Toy to Use Part 3. Featuring Serg Shepard, Alexis Tivolli, Sebastian Kane. From the web series: A New Toy to Use. Original release date: November 29th, 2024.View Video
Ties Bind Tape 1 Carnal Plus
Cain Marko found himself in the bustling heart of downtown Kyiv, Ukraine. He was there to finalize an important deal on behalf of his family business back in New York City. After successfully concluding the deal, the bearded gentleman found himself in the mood for some smoking-hot Ukrainian ass. He arrived back at his hotel room and logged into his hookup accounts. In....View Video
Ties Bind Tape 2 Carnal Plus
Dr. Legrand Wolf checked his phone again. The taxi had dropped him off right on time from the airport. He waited in the spacious Hotel NYC lobby for his brother Cain, who was arriving after a month-long trip to Ukraine. Cain had urgently requested to meet with Legrand upon his return to NYC. Legrand suddenly looked up from his phone as he caught sight of his tall, bur....View Video
Ties Bind Tape 3 Carnal Plus
Mr. Cain Marko didn't know what else to do. His nephew Serg had promised to text him when the meeting with the boy's long lost father had ended. No such text arrived, and although he might have had cause for alarm, he knew the kid well enough by now that he wasn't shy about spontaneously jumping into adventures. But now it was half-past ten in the morning and no word ....View Video
Ties Bind Tape 4 Carnal Plus
It was a spectacular fall evening -- or at least that was the fine sentiment of Dr. Legrand Wolf. The tall, strikingly handsome DILF had a smile that stretched from ear-to-ear. He felt like the luckiest guy alive. Accompanying Dr. Wolf was his hunky brother Cain and his long-lost son Serg. The three beautiful fellows walked along the bustling streets of downtown NYC s....View Video
Ties Bind Tape 5 Carnal Plus
Mr. Marko is off on another business trip and it's time to say goodbye to his nephew. Since Mr. Marko found him and introduced him to his father, Dr. Wolf, the three of them have had a lot of fun together. Serg has a parting request for his uncle, though: Serg has never fucked a man before and he would like Mr. Marko to be his first. Mr. Marko can't say no to his neph....View Video
Ties Bind Tape 6 Carnal Plus
As the New Year approached, Dr. Legrand Wolf's time with long-lost, newly discovered Ukrainian son Serg was rapidly coming to a conclusion. Awaiting her beloved son's return home to Kyiv, Serg's mother misses him dearly. In the meantime, however, Serg wishes with all of his heart, mind, and body to spend as much time as humanly possible with his fantastic father. Dr. ....View Video
Intl Transfer Tape 1 Carnal Plus
For my son Serg's birthday this year, my best friend and I bought a Spanish soccer team that the boy is a huge die hard fan of. I assumed that I might get a ‘thank you' in return, but what he gave me was... well, a little different. You see, I'd dropped Serg off at the soccer facility to meet the team. I had to finish some important work at the clinic that I run....View Video
Intl Transfer Tape 2 Carnal Plus
Coach Patrick was more than happy to massage Dr. Wolf and Professor Snow to their complete satisfaction -- in fact, he proclaimed that he was anxious to do it. The Coach could give a sweet hand job. The massage had barely begun before Dr. Wolf suggested that the three of them return to his place and continue the fun there. They were barely able to cram into Dr. Wolf's....View Video
Intl Transfer Tape 3 Carnal Plus
I went upstairs to see how the boys were getting along and found them getting into each other's pants just fine. There is absolutely nothing wrong with that. Adam and I are best friends and we hoped our sons would be, too. I should have just said, "Glad to see you guys are getting along! Carry on." But... Damn! They were so cute. I told them not to stop. I could have ....View Video
Intl Transfer Tape 5 Carnal Plus
They were not exactly surprised when their sons came in proudly carrying Father's Day gift bags. There wasn't much about their sons that didn't turn the two men on, but this adorable gesture of affection sent their lust into overdrive. Their eyes met and they knew exactly what they wanted to do. The gifts could wait. The gift these men wanted from their sons wasn't in....View Video
Intl Transfer Tape 6 Carnal Plus
It's still Father's Day and, after rewarding the boys for their thoughtful gifts by pounding their asses on the sofa, Legrand and Adam move the party upstairs to the bedroom. They start out stretched out side by side on the bed egging their boys on in a deep-throating contest. With two well trained boys like Serg and Noah, needless to say, it was a tie. A boy can't ge....View Video
Intl Transfer Tape 7 Carnal Plus
Serg and Noah were hanging out at the mall when Adam decided to plan a little surprise for them. He called his assistant, Cole, who didn't have plans, so Adam told him to come over. He and Adam hung out, until they heard Serg's car pull up in the driveway and it was time to spring their trap. When Serg and Noah come home from their afternoon out, they find Noah's dad ....View Video
Intl Transfer Tape 8 Carnal Plus
Dr. Wolf and Mr. Snow's relationship with their boys has been unfolding with satisfaction for all of them. The two young men's sexual awakening has, understandably, provoked some curiosity about the wider world of gay sex. Among their questions was gay sex clubs. There are tons of videos on YouTube of hosts touring bathhouses and sex clubs all over the world. They beg....View Video
Serg Shepard 1 Cum Dump Sluts
Serg Shepard may appear as a shy pale-skinned boy next door type, but oh does he know how to milk cocks for every ounce of cum they are worth! The sexy Adam Snow leads the pack with his thick daddy dick opening up the eager Serg, who begins stroking his own cock furiously once penetrated. Next up is tall blonde twink Nick Woods whose steady stride allows for a small a....View Video
Easter Cum Cum Dump Sluts
Cum one, cum all, cum big, cum small: everybody is invited to enjoy Serg Shepard's hungry hole this Easter weekend! After being broken open by the hung Eddie Patrick, who deposits the first of many loads, the cumdump was fair game to the other 8 men stroking their cocks through their sweatpants. One by one they filed in to take their turn down the rabbit hole... Full ....View Video
Eddie and Serg Hung Fuckers
This week Eddie Patrick and Serg Shepard have their first encounter, and we hope it's the first of many! Serg starts out by deep-throating Eddie's massive eight-inch cock. Then, Eddie lays back, sticks out his tongue, and lets Serg fuck himself on it until it's time for Eddie to drill Serg's brains out! Full title: Eddie Patrick and Serg Shepard. Featuring Eddie Patri....View Video
Apprentice Shepard Chapter 1 Masonic Boys
I entered the interview room and Master Figata told me to sit down next to him. I couldn't take my eyes off him; up close, he was even more attractive. All sorts of crazy and inappropriate thoughts were bouncing through my head. Yet, there was something about the way he was looking at me which told me that my thoughts were okay. He sat me down, then took my arms and t....View Video
Apprentice Shepard Chapter 2 Masonic Boys
Master Weston was sitting in a chair in the office, casually reading some sort of official file. His silence made me anxious. Then he told me to undress... I was rock-hard by the time I'd taken my pants off. He looked so incredibly handsome in his suit and tie. When I was fully naked, he instructed me to climb onto the desk. I felt like livestock at some sort of aucti....View Video
Scout Serg Chapter 1 Scout Boys
I took Serg out into the woods and we pitched a tent. He's quite a small boy-a good foot shorter than me-and I really hadn't thought about him in a sexual way before. But, the more he grew in confidence, the more I realized quite how well put together he was. And, the more I looked at him, the more my dick started to respond. I moved in for a kiss and he reciprocated,....View Video
Apprentice Shepard Chapter 3 Masonic Boys
Apprentice Young stood straight as the older man ran his hands over his smooth body, uncertain and unsure of how he should respond when the handsome, salt and pepper leader began to lustfully bite his buttocks. It was sudden and surprising, not just because it seemed to break from the formality of the moment, but also because he'd not encountered the man before. Savag....View Video
Apprentice Shepard Chapter 4 Masonic Boys
I entered the ceremonial room, which was dark and filled with flickering candles. There was a long, low table in the middle of the space, covered with a black silk sheet. Master Snow sat at the head of the table, impeccably dressed, with two other Masters who were instructed to pull the fabric away. They revealed what can only be described as a series of penis-shaped ....View Video
Apprentice Shepard Chapter 5 Masonic Boys
I was instructed to crawl into the room wearing a flimsy, ceremonial gown. The place was light and airy and lined with billowing curtains. Master Figata was sitting on a bed-like bench in the center of the room. Master Weston stood at the back of the space. I was told to stand. My gown was held together by a single bow of fabric, which Figata undid. The whole thing bi....View Video
International Chapter 3 Scout Boys
We've been in Spain for several weeks now on an exchange trip with a bunch of Scouts from all over Europe. We've been having the best time. Yesterday afternoon we were heading back to the hostel after a little walk to the local village to a shop which turned out to be closed for the siesta. On the way back, in the baking sunshine, we saw a local boy sitting by the sid....View Video
Scout Serg Chapter 2 Scout Boys
It had been a little difficult to get Serg on his own but, the other day, the perfect opportunity presented itself to me when everyone else was out on a hike. I climbed into the boy's tent and sat next to him on the groundsheet. There was something about the way he looked at me... it compelled me. I casually ran a finger over his thigh. Within seconds, my greedy hands....View Video
International Chapter 5 Scout Boys
It's all gotten pretty intense with Trent since we've been out in Spain. We've been hooking up at least twice a day and we're getting a bit careless. Yesterday, we started making out on a mountain ridge less than 400 yards from camp. I dunno why I didn't hear Serg sneaking up on us. There was no chance of coming up with an innocent explanation for what was going on, b....View Video
Scout Serg Chapter 3 Scout Boys
The other night we made a giant fire on the edge of the forest. Within a few hours of lighting it, most of the other Scouts had gotten bored and headed back to their tents, leaving just me and Scoutmaster Snow. I kept daring to look at him, and was astonished to find he was staring back at me every time. There was something really intense about his gaze. We kissed ver....View Video
Troop Time Chapter 20 Scout Boys
At this time of year, when the nights are much colder, the Scoutmasters tend to share tents with the Scouts. It feels safer to be grouped together, particularly if there's a storm. Of course I made sure I was sharing with young Scout Serg. I've wanted another night in his delightful company since we made love during the summer. I was furious beyond words when we disco....View Video
Apprentice Shepard Chapter 6 Masonic Boys
Master Stone then told me to sit on his lap facing him, my naked legs wrapped around his body. Then he tilted me backwards, so my head was on the floor. He carefully removed his ring before covering his hand in oil which he dripped all over my rock hard penis, absentmindedly toying with it before pushing his fat finger deep into my hole. Then he very carefully removed....View Video
Scout Serg Chapter 4 Scout Boys
If you're gonna bang a Scoutboy on a camping trip, you gotta seize the moment as soon as it presents itself. And on the third day of our adventure, sexy young Scout Serg was served up to me on a golden platter. The boys were all given a choice of going swimming in the lake, or learning first aid. I wasn't sure anyone would opt for the latter but Scout Serg is a singul....View Video
Apprentice Shepard Chapter 9 Masonic Boys
Master Scott leads a nervous Apprentice Shepard into the Endowment chamber.Serg is wearing a floating ceremonial gown which barely protects his modesty. Serg had been intimate with Master Scott in the past and he is grateful that Scott is guiding him through this bewilderingly rare ceremony. The apprentice is told to kneel, naked, in front of a wall of white curtains.....View Video
Apprentice Shepard Chapter 10 Masonic Boys
Apprentice Shepard sits, half-naked, alone and blindfolded in a dark, candle-lit chamber. He shivers nervously, listening intently, expecting any moment to hear the door opening and footsteps approaching. He's shocked beyond words when he feels a hand suddenly touching him. A man speaks. It is Master Scott. Serg knows him intimately and is excited at the prospect of h....View Video
Serg Chapter 1 Fun Size Boys
Mr. Stone is a massage therapist who knows his craft well. He has been doing it for years and he uses his strong hands and expert touch to relax even the most hard-working athlete or busy executive -- and if he's being honest, his favorite customers are the small ones, pocket-sized guys that melt in his grip. His clients always come back every week for his relaxing ru....View Video
Serg Chapter 2 Fun Size Boys
Serg had heard about Dr. Wolf from a friend of his. In fact, his friend couldn't stop raving about this "hot doctor" that was allegedly very thorough when it came to check-ups on his patients. Serg got in touch with Dr. Wolf's office and made an appointment for a physical. Serg was jittery with excitement, as he waited in the exam room, he heard a light knock, and in ....View Video
Apprentice Shepard Chapter 2 at Masonic Boys
Sexy Master Stone leads the stunning Apprentice Serg into a beautiful chamber. This is the final day of the young man's apprenticeship. He's about to be ordained, and his new life is about to begin. Master Stone is no longer the aloof disciplinarian, he's now the apprentice's equal and will make love to him accordingly. They start real slow and with great intensity, k....View Video
Scout Serg Chapter 5 Scout Boys
So there we were, Scoutmaster Banner and I, hiking through the forest, walking so fast that, after a few hours, I was pretty much ready to drop. I suggested we take a breather and was fairly embarrassed when Banner produced a bottle of suncream and pointed out that my face was a little red. Seconds later, my shirt was off, he was rubbing suncream into my body with inc....View Video
Serg Chapter 3 Fun Size Boys
I got an urgent message from resident Serg Shepard in apartment A101, proclaiming that a lightbulb had gone out and needed changing. I chuckled and shook my head-these Gen Z kids can't do anything on their own. But needless to say, it was my job as the apartment complex handyman to respond when duty called. When Serg opened the door to let me into the apartment, I cou....View Video
Troop Time Chapter 22 Scout Boys
Scoutmasters Saint and Banner have snuck off into the woods for a bit of man-on-man action. They're highly surprised to find scouts Serg and Zack heavily making out under a tree. The boys initially think they're in big trouble, but the scoutmasters are way too horny to admonish them for leaving base camp without permission. Within seconds all four of them are kissing.....View Video
Serg Chapter 4 Fun Size Boys
I finally found an excuse to make my way in to have Mr. Steele take my measurements and I wasn't going to let it go to waste. Shame be damned, I was rock hard, but this massive hunk was eating it all up. His hands lingered everywhere they possibly could for far longer than necessary, but once he got to my inseam he made it more than clear that he knew what was going o....View Video
Serg Chapter 5 Fun Size Boys
Dr. Wolf kept the introduction between the two very brief. They all knew why they were there. Dinner was done. Dr. Wolf caressed Serg and kissed him. Soon enough Serg was staring down two massive cocks, rock-hard and ready to be milked. Serg found himself stark naked, his body being felt and tasted by these men. He was in heaven. Dr. Wolf let Mr. Steele go first. The ....View Video
Serg Chapter 6 Fun Size Boys
Dr. Wolf noticed where his son's eyes seemed to be fixed, as did Mr. Steele. They both suggested he undress as well upon pointing out the boy's excitement. Serg undressed, remaining in his briefs that barely concealed his own swollen hard cock, and revealing his toned body for the men. Serg walked around to the end of the table where Mr. Steele now sat and kissed him.....View Video