Best #daddy & twink videos — Page 16

Bareback Daddy-Son Roleplay

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A twink explores his fantasies with a mature, silver-haired man in a raw, intimate encounter.

Platform: xvideos

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Grant Ducati – Chapter 3 – Anal Ultrasound – Grant Ducati and Legrand Wolf

Tags: #gay #old / young #daddy #twink #medical examination #doctor

Chapter 3: Grant - Anal Ultrasound: There is a small group of big guys here in town that have a particular interest in fucking small young twinks. We keep in touch, get together for a beer, exchange raunchy stories, I mean, what men don't like bragging about their conquests? Most importantly, we exchange intel. Not all of the young guys we like are gay and not even all of the gay ones like older men, so knowing who is who is a valuable resource. None of us are interested in something exclusive, so there's no reason not to share the wealth. Actually, keeping our young friends circulating around the group keeps them from getting too attached, as well. If one well hung daddy is good, half a dozen are even better, right? Anyway, this hot young guy, Grant, just left home. My friend, Jay Striker, is a small-time real estate mogul. That is, he owns a couple of small apartment complexes around town. Apparently, he knows Grant's dad and ended up renting the little guy his first apartment. While he was showing the boy around the complex, Jay took him down to the maintenance room to show him something special. One of the many amenities available is getting plowed by the tall horse-hung landlord. At some point, Grant mentioned something about needing to find a new doctor. Like a lot of my patients, Grant had been seeing his old pediatrician, but he's aging out of that practice, as well as wanting to get out on his own. Jay told him that he should come see me. Then he called me to give me a heads up. There's a bad pun in there, but I'll just say that I was excited by the prospect of meeting my new patient. To seal the deal, I just happened to send Grant a "Welcome to the Neighborhood" special offer of a complimentary physical exam. A lot of the young guys I play with are shy and inexperienced. I wont deny that there is an ego boost in breaking them in and teaching them to be good little fuck toys. That's not Grant, though. I don't know where he got his experience but he knows exactly what he wants and he's not the least bit embarrassed to ask for it. When I saw him on the patient list for a return visit, I told my nurse, Cole, to book a double appointment, because I was hoping I would need some extra time with him. Sure enough, when I asked him what brought him in, he answered, "Nothing's wrong, I just thought maybe we could have some fun like last time." Direct and to the point, that's Grant. It occurred to me that maybe he would like to see my ultrasound machine and he jumped at the chance. The boys usually like seeing a big dick punching up into their guts as much as the men fucking them do. It's a chance to actually see what you've only been able to feel and imagine. Once I got Grant striped down and on the exam table, I turned the machine on. I started out with one finger and a little anatomy lesson. He didn't know what his prostate was, but that's not uncommon among boys his age. I can say, he knows what it is now. One of the many things that I like about my ultrasound is that it keeps a boy entertained and I can finger fuck them as long as I want. Usually, they only want to take so much before they are revved up and want something bigger in their hole. Grant was fascinated watching my fingers massage his prostate. He also learned that fingering can be about more than just getting his hole relaxed enough for a cock to go in. I started with one finger, but I quickly moved up to three. I think my prostate massage had him harder than he had ever been in his life. Of course, the ultrasound is good for that, too. I'm not just feeling around. I can see exactly what to aim for. I just love feeling the soft hot depths of a boy's body. His legs spread open for me. His tight sphincter gripping the base of my fingers. When we start to actually fuck, the sensations quickly get overwhelming for both of us, but there is a clear headed vulnerability for a boy when he is lying there taking my fingers. I'm towering over him, invading his hole, watching him squirm and moan, as his resistance gives in and his desire awakens. His breath quickens and, sometimes, I can even feel his heartbeat get faster. His chute trembles and clutches at my fingers as his ass gets more and more hungry for dick. Even if he's a little bit intimidated, even if he knows it's going to hurt going in, my fingers working his prostate light a fire that only a load of my cum can quench. I just keep building that desire playing him like a fiddle until I know that when I ask, "Do you want it?" He's going to whimper, "Yes! Please! Fuck me!" Then the real prostate massage starts. This week from FunSizeBoys, Grant goes to Dr. Wolf's office looking for some fun and the doctor demonstrates his ultrasound machine.

Platform: gayxnow

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Dominic Young Vol 1 – Baptism – Brock Johnson, Dominic Young and Mr Cali

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Dominic is such a sweet young man. I would say I’m grateful to the Lord for bringing him into our congregation but, in this instance, I have to give Deacon Johnsyn his due. I will say that the Lord has blessed Brock with a particular power in bringing young men into our congregation. Although, I can give myself a little credit for planting the seed in the mind of Dominic’s mother that he was a needed presence. Of course what good Christian mother doesn’t want to think of her stepson as a worthy role model for the lost and sinful. When Brock told her how useful he would be to our ministry, and how he would personally make sure Dominic was taken care of, well, she couldn’t refuse. At first, Dominic was hesitant, of course. Bankhead is a world away from his Northside neighborhood and Fruits of Life doesn’t yet have the amenities at my stepfamily’s megachurch. Dominic has managed to find a place among the young men in the congregation, though. He’s certainly found a place with myself and the Deacons. It’s not right to compare a young man to an angel and truth be told, I doubt there are many angels willing to bend over and take dick like young Dominic. He’s slim, but not skinny, with smooth skin that’s a perfect dark chocolate brown and a backside that’s round and firm, snugly embracing a hole that is tight and hot. There are not many young men that are as much of a pleasure for a man to slide his hard cock into and I do, every chance I get. Yesterday was his Baptism. Of course, he pointed out that he was already baptized. I explained that there was a second secret baptism, especially for young men. One that nobody talks about. An anointing with oil followed by a deep anointing with the seed of the Lord that only a Pastor can give. As I rubbed his beautiful young body down with oil, I made him jack his prick until he was hard. I enjoy fucking any young man willing to give me his hole but I enjoy it even more if he gets hard and shows me he wants it. Reminds himself that he wants it. After all, he wouldn’t be hard if he didn’t want it, would he? Then, of course, he had to get on his knees and take me in his mouth, showing his respect for the cock that would soon give him the Lord’s seed. When I couldn’t resist any longer, I laid him down on his back where I could fully enjoy his sweet body, his graceful legs spread wide for me. I looked into his eyes as I took him. Such a sweet young man opening up for me as I thrust my cock all the way in, balls deep, and felt the spirit start to move in me as I fucked him. I could fuck this young man all day and into the night if my balls didn’t have other ideas. The spirit is willing but the flesh is weak, as they say. A man’s body is made for fucking baby seed into a tight hole and it’s probably going to happen sooner than he wished it would. Before it did, though, I got Dominic up on his knees so I could fuck him deep and get my cum as far up in his sweet body as my cock could plant it.

Platform: gayxnow

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Mr. Lear and his son Maxx Lear – Daddy's pride and joy – Tape 5 – Filling

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One quiet afternoon, I walked in on Maxx as he was working out. I didn’t so much as “randomly” walk in, but had already heard his muted grunts-of-effort from outside the door. I walked in and told him how great he looked, and I asked him if I could take a closer look at his progress. My hands found their way to him. I made sure to get a good feel—at this point, there was no need to play coy with my boy, or hide behind excuses. I pulled my old jock out from my back pocket and asked him to try it on. This hit something within him—he acquiesced immediately, dropped his sweats right there in front of me, and put on his dad’s old jock. As always, my intuition was spot on—he filled out the jockstrap perfectly. I made sure to let him know, both verbally, and of course, physically, how beautifully he fit in between the straps. I grabbed his thighs, and played with his firm, full ass cheeks. I had him turn around for me, his sack and his shaft left a perfect print on the front of the white jockstrap’s rough fabric. I noticed how the pouch began to stretch, my son’s cock swelling up at my touch. I teased a bit, letting my finger run along it through the fabric. I let the head of his cock poke out at the waistline, and then I slowly pulled the fabric down to reveal his growing dick. I took hold of it, examining how it stiffened for me. My boy has a beautiful shaft; I gave it a few good strokes, then went in for a whiff of his scent. His balls smelled of masculine sweat, delicious enough for my mouth to instantly drop open and breathe it in through my mouth. I let my tongue flicker around the head and staff. He responded to my oral assault with adorable little moans of pleasure. I took off my shirt and had him turn around; there were more tastes I wanted to take. Again, Maxx let me know the pleasure was mutual via moans and coos. I took off my jeans and freed my own rigid dick from its confines before diving back into his cheeks face first. I stroked my cock as I ate him out. And with that taste, I knew—I needed to be back inside him. I stood up and pointed my stiff meat right at his waiting puckered hole. Tight as he was, his hole invited me in with eventual ease, like yielding butter. Soon I was balls-deep and pounding him up against the wall. I fucked him there for a while, then I had him get on all fours on the floor. I steadied myself by gripping the strap of his jock and re-entered him from behind. I was going in even deeper now; the both of us grunted and groaned together. I could feel my balls begin to build to a great orgasm, and I thought, I’ve cum inside him plenty of times before. This time, I decided to paint his cheeks with my explosion. After treating his rear like a canvas for my seed, I slid back in and rested on his back, letting the last of my pleasure drip-feed into him. My boy had milked another good load out of his dad, and with my old jock on, I thought he looked great doing it.

Platform: gayxnow

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Under My Roof Tape 2 – Perfect Sun – Dillon Stone & Logan Cross

Tags: #bareback #daddy #old / young #bear #twink #daddy & son #outdoor #old

Logan’s summer with his stepdad had been going great! More than great actually… after he unexpectedly found a very peculiar way to bond with his absolute hunk of a stepfather. The fact that he actually managed to not only get his stepfather naked, but also kiss him, taste his cock, taste his body, and even have his stepdad return those favors was something Logan at one point could only imagine in his wildest of wild dreams. Logan sensed his stepfather’s own reluctance the entire time, but he could see that he was just as enamored with his young, toned body and cock as Logan was with the man’s contrasting big, and muscular physique. The encounter played out like any other lesson a stepfather would teach his stepson. Which left Logan yearning for more, much more. Mr. Stone, too though, couldn’t stop thinking of how much more he wanted to "teach" his young man. And when the moment came when Mr. Stone felt his boy’s body against his own, things changed forever… Weeks went by as the two played a new kind of "house." Mr. Stone got to experience the joy of having a stepson in his life, and Logan got to get closer and closer to his old man. While they both knew they could strip off their clothes and act on their urges at any time, the newness of it all kept them relatively restrained. Each man seemed to believe that they were just one misstep from everything crumbling apart. Everything they knew prior to their intimacy made them think they could not possibly keep it going, but whenever they shared a special look… or a touch… or a kiss… it all seemed impossibly simple and effortless. It was about a month out since Logan came to stay when Mr. Stone laid out on the grass trying to do some reading in the perfect weather. It was a rare day of ease, with no work or chores or concerns to distract from the summer day. Logan, in turn, was excitedly looking around the house for his stepfather, and eventually found him lying on a blanket in their yard. Logan played it a bit coy, asking his stepfather if he could join him, knowing full-well that Mr. Stone would reply in the affirmative. Mr. Stone couldn’t help but reach out and gently caress his boy’s hand. He looked around the secluded yard, as if the landscaping didn’t give them all the privacy in the world. Logan smiled and looked around as well, then back at his stepdad, signaling yet again, that it was all okay. Mr. Stone continued to touch his stepson affectionately, even nuzzling his face up against Logan’s and kissing his forehead. He moved his face back a bit, looking for permission on the boy’s face. Logan simply smiled, and silently gazed directly into the man’s eyes letting him know he had it and needn’t ask. He lifted the boy’s face slightly from under his chin and leaned to press his lips against the perfectly pouty ones of Logan’s. He immediately felt electric, as if it was his first time entirely. Logan, too, felt a jolt of electricity jolt through his lithe young body, as if passed through him via their lips meeting. Mr. Stone couldn’t help himself as he felt his stepson welcome the sensuous kiss. As if possessed by nothing but carnal lust and desire, he slipped his tongue into his boy’s welcoming mouth. Logan’s mouth, in turn, was more than welcoming to this guest, and let his own tongue dance around his stepdad’s. For Logan, this make-out was something of a conquest he knew he wanted to fulfill. For Mr. Stone, this was a mix of the pinnacle of fatherly affections mixed with a taboo he knew he technically shouldn’t be entertaining, but one that he couldn’t stop now if he even tried. The two continued to kiss and let their hands roam one-another’s bodies. Soon enough Logan’s face was in his stepfather’s crotch, and his stepfather, in turn, let his hands grope the boy’s supple butt. The top of Logan’s cheeks were already peeking out of the top of his shorts. Both men stood up on their knees, and Mr. Stone removed his boy’s tank top, letting his mouth explore his boy’s chest and torso. Logan then took his turn, removing his stepfather’s shirt and exposing the man’s massive chest and arms. He let his hands do most of the work as he stole more deep kisses from his stepfather. Mr. Stone unbuttoned his boy’s shorts to get better access to his ass. As Logan explored his stepdad’s body with his hands and mouth, his stepdad went from groping his cheeks to letting his own fingers slide into and down his crack before pulling the shorts down completely. Logan’s stiff boy cock sprung out and up, throbbing from his stepfather’s touch. Mr. Stone spread his boy’s cheeks and let his large fingers rub around his boy’s puckered hole, making it wink as he did. He stood up and let Logan unbutton his shorts, dropping them and left only wearing his dark blue briefs. Logan pulled out his stepdad’s hard cock out of the side of the briefs. He took the tip into his mouth and began to suck on it gently. Soon he was giving the man’s cock a full-on oral assault. Sucking and licking up and down the thick, rigid meat-pole. Mr. Stone moaned as his boy serviced his cock, playing with his nipples to intensify the pleasure. The sight of his boy’s mouth on his cock as he looked down was unlike anything he had ever seen before. Once again, though, the pleasure caused something akin to impatience, and he had Logan lay back down on the blanket on his stomach. Getting the boy completely naked from head to toe. He had Logan get on all fours and brought his face to the boys' perky ass and let his tongue dive directly into the boy’s tight little hole. Logan moaned from the pleasure, rocking back and forth as his stepfather used his tongue and fingers to open his hungry hole. Mr. Stone removed his own briefs, now completely naked himself, and brought his hard, throbbing cock to his boy’s hole. There was some resistance as he popped the tip in, but Logan’s hole was starving for his stepdad’s cock, he was relaxed and ready for it. So the rest of Mr. Stone’s big, hard dick slid right in as it was a plug made for an outlet. With his cock now balls deep into his boy, Mr. Stone began to pick up a rhythm. His stepson’s moans letting him know his building pace was welcomed. He let his hand caress his boy’s face a little as he picked up speed. The man brought his boy so the two were laying on their sides, spooning. He could feel his boy’s body quiver with every thrust in and out of him, his boy’s throbbing hole gripping the man’s throbbing cock. Mr. Stone could feel his balls tighten up against his body, letting him know he was starting to reach his limit and climax. Before it was too late, he pulled out of his stepson and got on his back, having Logan sit on it and take a ride. Logan complied and began milking his stepdad’s cock by bouncing up and down on it. The two couldn’t help but keep kissing, especially as they faced each other now in this position. That was enough for Mr. Stone to reach the limits of his endurance and he blew his seed into his stepson’s cum hungry chute. Logan milked every drop out of the man as he panted from the intense explosion and his now sensitive meat still slowly getting worked by the sexy boy. Logan leaned forward and planted one last deep kiss on his stepfather’s lips, already thinking of when he’ll have him back inside himself again.

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