https://www.anarchyporn.com/tags/size-difference/ Sun 21 Jun 2026 21:05:59 +0200 https://www.anarchyporn.com/video/37184/atonement-apprentice-tides-vol-1/
With a gob of lubricant glazed onto my cock from Master Scott, I made my way down the bench only to be stopped by Master Saint who takes some time to admire my hard-on. To know that each of these men were just as aroused as I was made me feel a bit better, we were all united in that sense.I steadied myself with one arm down as my legs began to quiver as I hovered above my next hurdle. The light dusting of hair along my lower body was glistening with both sweat and lube. With each jump forward I could feel the muscles within my backdoor slowly giving way, making it easier to take even more. ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37184/atonement-apprentice-tides-vol-1/ https://www.anarchyporn.com/video/37095/helping-hand-kai-reynolds-vol-2/
With a curious grin plastered on his face, Kai broke the ice and soon slid over to the edge of the bed to offer his mouth to the raging boner before him. After all, it wasn't the first time they had engaged in gay size difference sex. The tiny gay bottom guided the swollen mushroom head into his mouth, sucking on it as he looked up to meet Mr. Stryker's gaze. As Kai relaxed his throat, he felt the hung top's erection extend further and brush the back of his throat, as he gagged on the giant rod.Kai ended up on the bed on all fours, waving his cute bubble butt in the air as Mr. Stryker bent down to bring his tongue to the winking rosebud. The top's strong hands squeezed his smooth cheeks, holding them open for his tongue to taste his hole. Even teasing it with his big thumb, preparing the bottom's backdoor for his cock head.Mr. Stryker assumed the position, thrusting his big cock into the tiny hole, which forced the moans out of Kai's throat and sent them bouncing off the walls. He begged for more as he opened up his tight hole. The pocket gay's own cock was rock hard as his ass got stretched by his hung landlord. Mr. Stryker pumped his long shaft hard and deep, and he left that hungry twink's hole gaping and leaking with cum. Now if that doesn't say thank you for your service, I don't know what does! ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37095/helping-hand-kai-reynolds-vol-2/ https://www.anarchyporn.com/video/37077/rendezvous-scout-james-vol-1/
Smiling, after accomplishing his goal, I was prepared to deeply reward scout James for his good work. I wiped the smile off his face when we kissed, swapping spit, and deep tongue action. While kissing, he reached around, pulling my butt toward him. Moving his small hands back around, he undid my belt, unzipped my pants, pulled out my underwear-covered dick, got down on his knees, rubbed me, and got me even harder. He moved forward, planting his face on my aching bulge, sniffing me, moaning softly at my man funk smell. After pulling out my dick, he zeroed in on his target, sucking me. Despite his small size, this scout can do big things. After sucking for only a short time, he was taking all of my dick, deep throating my large cock. There is no better sensation than feeling my dick go past a young man's throat, especially when he swallows, massaging the head. This is rarely done by little guys his size, but James is an excellent cocksucker of large cocks, with no choking or gagging. I would love the opportunity to let him do that for days, but I wanted his other hole.After a deep rimming, I stood, wasting no more time on foreplay, thrusting in, all the way, lowering myself a little so that I could push up and through his second hole. Scout James has learned that a man will take what a man needs, taking my thrusting like a champ. Picking up speed, I kept thrusting and pulling using his butt like my personal Fleshlight. He braced himself on the tree, staying still, pushing back to take all I dished out. Finally, he shot his load of cum, shortly followed by me shooting my load directly into his warm inviting hole. ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37077/rendezvous-scout-james-vol-1/ https://www.anarchyporn.com/video/37039/at-your-service-damien-vol-3/
Mr. Spencer receives a text from Damien inviting him over for a visit. In his typical, sultry, sexy voice, saying he was glad I came and hoping he was not keeping me from anything. I told him, 'I am at your service.' Smiling, he scooted across the bed toward me. He raised up, gave me a sweet kiss, pulled down the front of my underwear and sucked me. ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37039/at-your-service-damien-vol-3/ https://www.anarchyporn.com/video/37127/iverson-dash-and-guy-spencer/
Both tattooed FTM stud Iverson Dash and tall muscular top Guy Spencer immediately get to work on peeling each other's clothes off and getting their lips onto one another's bodies as soon as they are alone together. Guy's pecs get some attention from Iverson as the trans male felt the top's rock hard erection firmly press against his belly as the two got closer for another kiss.Not long after Guy gets his playmate naked, he plunges down between Iverson's legs to dip his tongue into the bonus hole. Not only does Guy use his tongue, but he begins to probe his fingers inside as well once he realizes he is going to have to stretch this tight hole if he is going to penetrate it with his big cock.Having felt just how hard Guy's cock was previously, Iverson is eager to wrap his lips around it for himself. The tattooed cocksucker even hangs his head off the edge of the bed to open his throat and have his tall hung top feed him every inch he can swallow.Guy takes his time stretching Iverson's pussy open, loosening the tight hole before gaining a steady rhythm. The bonus hole bottom lifts up his leg and begs for more, reaching down to tease himself while being opened up. Once that hole is warmed up and ready, Guy's large member glides in effortlessly, even reaching Iverson's special spot' as his long member continues to push that button until complete climax. ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37127/iverson-dash-and-guy-spencer/ https://www.anarchyporn.com/video/37058/anal-ultrasound-kai-vol-1/
The time has come, and I can feel Kai's flirty stare the moment I walk into the room, bracing myself to remain professional in the beginning. I notice him leaning into where I place my hands to examine him, leaning against my towering figure as he feels the warmth of my large hands on his tiny frame.It takes a turn when he leans up against me with his shirt off, my hands working around his thighs as I feel the familiar sensation of a bulge pressing against the tight fabric of his underwear. Kai turns to plant a tender kiss on my lips and the ice is officially broken, the line now crossed.I adjust the exam table to accommodate Kai going down on all fours in order to arch his smooth chocolate cheeks into the air as his open mouth aims straight for my large erection. The tiny gay bottom acknowledged how big my cock was before he began to deep throat it as best he could.When I move to penetrate him, I hear Kai gasp as his tight hole begins to stretch, his groans of amazement turning into moans of pleasure as he opens up for me. The bottom sings my praises, encouraging me to keep pumping him full and once our union is complete it's time to fire up the ultrasound.I set up the machine so that we can see the silhouette of my large appendage opening up Kai's hole from inside. It moves inside his tight ass and can be seen fully visible on screen. Of course, having this visual means that things only got more intense from here on out. ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37058/anal-ultrasound-kai-vol-1/ https://www.anarchyporn.com/video/37032/helpful-houseboy-rocky-vol-1/
Legrand and Alpha Pup Zander have been in the kennel all morning, fucking the other pup boys. The noise of twinks in heat has Rocky crazy with fuck lust and aching balls. Unfortunately, he was not invited to the orgy. Just as he's thinking about going out to lunch for a few hours, houseboy Troy comes walking by, clearly in the same state. When their eyes meet, there's no need for further communication. They both head for Rocky's room to get what they need.Troy is one of his favorites. Troy has a near perfect ass; small, round, firm, sweet, with a tight deep hole, and he knows just how to please a man with it. Rocky's XXL dick stretches him to the limit, but he grits his teeth, whines, and takes it. There is nothing like making a boy squeal when you fuck him!Listening to those pups getting plowed has Rocky hornier than he's been in weeks. He eats his out good, of course. Who can resist tongue fucking a cute hole.? But he doesn't even let him blow him. Rocky needs to fuck and breed. He's ready to bust a nut. As soon as he feels Troy open up, he goes full speed ahead. He pounded that boy's guts like a jackhammer. But Troy is begging for his load. Rocky fills his boy's hole up and watches his cum drip back out. Even if Legrand won't let him fuck the pups, at least the houseboy is always willing to help him out. ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37032/helpful-houseboy-rocky-vol-1/ https://www.anarchyporn.com/video/37023/sunbathing-scout-dex-vol-1/
Out in the woods Scoutmaster Stryker was enjoying nature in his underwear and boots when he was approached by a newer scout, Dex. Stryker invites angel faced silent Dex to strip and join him, rub and touch him. Standing on his tip-toes, Dex kissed him. As Stryker's hand moved down, slipping inside his underwear and fingering his hole, Dex's hand finally reached for his scoutmaster's cock, rubbing it. Slowly Dex made his way down to his knees, pausing to kiss every part of Scoutmaster Stryker on his way including his dick. Dex pulled down the front of his underwear, sucking, going as deep as he could, never gagging. Hearing the slurping sounds of a little boy sucking a man's dick is music any man desires to hear. Stryker reciprocated the pleasure, getting Dex to face the tree rimming him. Dex finally moaned. Even though Dex stood on a root, Stryker had to squat down to mount the small scout. Their size difference was very noticeable. Neither cared, both needing nature's finest mating, gay sex outdoors. Slowly, Stryker rubbed the head of his dick up and down Dex's butt crack, moving to the target then pushing, until the head went through. Dex grimaced, groaning, frowning at the initial pain, but soon it popped in. The scoutmaster finally got in about a third of the way when he felt Dex relaxing. Finally, the scout relaxed enough to take it all. Stryker continued thrusting in and out all the way as Dex moaned, now in pleasure with occasional grimacing of discomfort. He didn't complain. Stryker was able to build speed, long dicking him, pounding, until their skin was slapping. But with that pounding came some more discomfort and groaning for Dex. Scoutmaster Stryker pondered. He must learn to take big cocks, giving pleasure to men even if he is small, he will adapt, and eventually it will give him the ultimate sexual pleasure. Stryker would gladly volunteer to be his daily instructor! As their romp continued, so did the scoutmaster's urgency to cum. He started pounding harder, long dicking faster, dick thickening, larger, harder, until he shot a large load inside. ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37023/sunbathing-scout-dex-vol-1/ https://www.anarchyporn.com/video/36995/winner-takes-all-extended-stay-vol-2/
Months ago Uncle Derek and I arranged his game room including his new foosball table. After that, I practiced the game. Getting a little cocky, I made a bet one day that whoever loses the game had to strip off their clothes, like they do in strip poker. He said alright. He won, smiling while waiting. I stripped. He took my nude body into his arms. We kissed and soon I got my reward, sucking his big cock. It is my favorite toy! While I was sucking him, his hand moved down, fingering me.Uncle Derek nudged me and I moved onto my back. He rimmed me, eating out my man-pussy and sucked my t-dick as only he can do. Some people never understand how delicate it is down there, but he does! He always makes me squirm as if I am going to move away, but he knows that, following and making me crazier with lust for him. He paused, raised up, looked at me in the eyes with the look I know very well, lined up his member, pushed in, going gentle, slow at first, and then fucking me good.Moving around, I got on all fours, both of us super horny now and Uncle Derek thrusts back in fucking me harder, both of us happy. He pounds me until his cock expands, and like dad, I know that he is getting closer until he tells me he's going to cum. This time he shot ropes of warm baby batter deep inside. When he pulled out, a big stream of cum gurgled out and down my crotch. I immediately remembered the women that called and still call him now, wanting the same thing I get daily, thinking, step aside bitches, I am getting everything you want. And he gets what he needs without all the drama he hates. ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/36995/winner-takes-all-extended-stay-vol-2/ https://www.anarchyporn.com/video/36993/the-boss-s-son-rocky-vol-2/
Legrand's son Jon is a handsome young man. I would love to get my dick in him, but I feel like I need to tread carefully around the boss' son, even though I know for a fact Legrand has already taken the boy's cherry. I'm guessing Jon has been talking to the other boys and decided he needed his own turn taking my big dick. I take new boys nice and slow though, just in case I'm the largest man they've given their ass up to. Of course, I didn't need to worry about that with Jon. Legrand is one of the few men who can match me. If anything, he might even be a bit larger. I tried to remind Jon that he was Legrand's son. He just said that his dad was too busy fucking the other boys to care what he did. That was all the green light I needed.I pulled Jon onto my lap and started getting acquainted with his smooth, soft body. As much as I like to fuck, these boys are not just tight holes to dump a load in, although I'm happy to fill them up. No, they are works of art, four-course meals, fine scotch, to be enjoyed slowly, completely, deeply, from top to bottom. Damn! I do love those bottoms, though. I could tell it was going to take a lot of eating and fingering to get my cock into this one. That was fine with me. It was past time for my afternoon snack, and I was feeling hungry. ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/36993/the-boss-s-son-rocky-vol-2/ https://www.anarchyporn.com/video/36976/stolen-moment-rocky-vol-2/
Milo has a real thing for Rocky. He could even start to have a crush on him. Rocky likes fucking all the twinks at Carnal House, though. Milo is a porn model, and he can have lots of guys, but he would trade them all for Rocky. When Rocky wraps him up in his arms, Milo feels small and safe, but also wants to feel the big man's cock in his hole.When Rocky gets really turned on, he's like a beast and Milo loves being the one to make him lose control. Milo even lets the hung stud fuck his throat. He'll let Rocky put his big hand on the back of his head and make him gag on his uncut dick, but he wants Rocky's cum in his ass. He loves it when he's opened up, and he can feel Rocky's cum dripping down his balls, but the stud just keeps fucking because he doesn't want to stop.Milo is just chilling by the pool. Then he looks over and there Rocky is! The stud is groping his crotch, and Milo can tell Rocky's already hard, just from looking at the boy and thinking about fucking him. He motions Milo to come over. Rocky wraps him up in his arms. The man's scent, his muscles, the soft feel of his lips against Milo's, the little guy has to stand on his tiptoes and Rocky still has to lean down to kiss him. That huge cock pressing into Milo's abs, that's going to be stretching his hole open and spearing deep in his ass. Rocky holds Milo tight without any intention of letting him go anywhere until he has pumped a load of cum in his hole. ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/36976/stolen-moment-rocky-vol-2/ https://www.anarchyporn.com/video/36953/the-appraisal-the-boy-canyon-vol-1/
Master Kamp invites two of the big buyers of boys to join the appraisal, Master Snow and Master Aries. Both masters praised the boy as 'beautiful' and 'very pretty'. The buyers measured him all over appraising his measurements, cock, ball size, arms, chest. A valuable boy must be obedient, submissive, and a good boy. Boy Canyon was exceeding in all categories.The three masters had boy Canyon move around the platform while they touched, licked, and nibbled. Master Snow began playing with his hole, rimming, and tasting his hole. While Master Snow rimmed him, boy Canyon moaned, pressing his face into Master Aries' bulge.Master Aries pulled out his hard dick. Boy Canyon began sucking as hard as he could, getting praise. Master Snow took his hard cock, shoved it into boy Canyon's hole spit roasting him. The buying masters switched positions, spit roasting, with Master Aries fucking the boy, while he sucked Master Snow. Boy Canyon see-sawed back and forth between the spit roasting masters, delighting them both. Master Kamp got boy Canyon moved onto his back and the spit roasting continued. Master Aries started pumping harder until he hit his limit and unloaded a wad of sperm into the boy's hole. Master Snow instructed them to turn the boy around and he penetrated boy Canyon's hole, pumping faster until he could hold back no more, delivering another load of cum, this time thrusting hard enough to push boy Canyon further on the platform. Through all this, boy Canyon's eyes were rolling back in his head in pleasure and his own ecstasy even though he never came. ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/36953/the-appraisal-the-boy-canyon-vol-1/