Best #gay young/old videos — Page 11

Married Man Seduces Young Boy

Tags: #seduction #age gap #power dynamics #anal #oral #big cock #twink #teen

A mature man takes advantage of a young, naive boy, leading to intense sexual encounters.

Platform: str8ongay

Views: 174. Bookmarks: 1.

Silver Daddy Richard Lennox and Twink Leo Blue Make Out

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Greg Dixxon, Caden Dior – Your Cock is Perfect for the Role

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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

Views: 1. Bookmarks: 0.

Daddys males Part 1 – Roman Todd And Trent Summers

A friend son surprises me when he answers the door

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

Tags: #gay #twink #daddy #old / young #taboo #jockstrap #daddy fucks young #tight ass

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

Views: 2. Bookmarks: 0.