https://www.anarchyporn.com/tags/first-time/ Mon 27 Jul 2026 05:50:05 +0200 https://www.anarchyporn.com/video/38445/scout-maxx-chapter-2-back-to-basecamp/
I was pretty excited when Scoutmaster Knox suggested we hike out into the woods. Just the two of us.We pitched our tent by a lake. The temperatures were dropping, but he showed me how to turn our sleeping bags into one giant sleeping bag. He said we'd be able to keep each other warm. We got into the sleeping bag and he immediately pulled himself into my back. I was surprised when he started running his hands over my shoulders. Then it got really intense. His hands were all over me and I could feel him kissing my neck.He pushed me onto my back and pressed his lips against mine. His rough stubble felt like sandpaper on my cheek. He pushed his tongue into my mouth and was grinding his whole body against mine as we made out.He pulled my boxers off and started to suck me. And let me tell you, I have never felt anything like that in my whole life before! Dirty thoughts started rushing through my head. We kissed again and he started grinding into me so that my rock hard dick ran up and down the crack between his ass cheeks.Seconds later I felt the tip of my dick entering him. And then suddenly it was happening. I was deep inside and he was riding me.He got on his back and I sat behind him, ramming myself into his juicy hole, my ass slipping against the sleeping bag fabric. I pulled out, got on my knees and banged him harder than ever.I got him on his front and slammed him from behind. I had no idea I could thrust that hard and fast.I pulled out and sprayed like a fire hydrant onto his chest. ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38445/scout-maxx-chapter-2-back-to-basecamp/ https://www.anarchyporn.com/video/38369/myott-hunter-chapter-1-sports-therapy/
Coach Navarro started working with the college baseball team about a month ago, and quickly realized that his most talented player was under-performing. The problem, he deduced, was a lack of confidence. Young Myott is a naturally gifted sportsman. He's tall, lithe and has great instincts, but lack of self-belief is holding him back... The coach has studied the psychology of sportsmen and wants to explore a radical technique - based on light hypnosis - which he hopes will install some confidence in the handsome boy. Navarro invites Myott to his office and gets the boy feeling relaxed on the couch. It takes a few minutes of deep breathing to get the boy into a frame of mind where he can finally begin to think like a hero. The technique is plainly working but the atmosphere rapidly becomes sexually charged. Myott begins to touch himself, and Navarro's meat starts to swell uncontrollably in his shorts. Within minutes, the coach finds himself massaging the young player's groin; gently encouraging Myatt to embrace the innate power of his beautiful dick. Moments later, Navarro climbs onto the couch and presents his beefy ass to the boy. It turns out the boy's sexual instincts are every bit as refined as his sporting prowess. Myott has never been with a man before, but soon has his intuitive tongue lodged firmly inside the coach's ass, instantly understanding what he needs and how he's gonna get it... ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38369/myott-hunter-chapter-1-sports-therapy/ https://www.anarchyporn.com/video/38251/logan-cross-chapter-1-new-recruit/
Young Logan was shaking like a leaf when Coach Stone walked into the room. Stone scooped the tiny, shaking boy into his big, strong arms and Logan began to run his hands tentatively over the coach's well-defined chest. Stone pulled the boy in close and kissed him passionately. ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38251/logan-cross-chapter-1-new-recruit/ https://www.anarchyporn.com/video/38236/the-boy-chase-chapter-1-the-grooming/
It's always a treat picking up a new boy. And this one especially looks like he's thirsting for cock to feed on. As a Master, I don't waste time breaking my boy in properly. I take him into the darkroom so I can see my new merchandise in full view. Already hard as I undress him, I force him to his knees and spread oil over his back and down to his hole so I can prepare him for what's to come.My finger probes deeply, warmth emanating from inside like an invitation. Pulling his cheeks apart, I feel the heat for myself as I play around inside with my fingertip. His tight hole closes in around it, thirsting for something bigger as I start to fuck him gently with my finger. He moans in pleasure as I probe deeper inside, his hole pulsating around my fingertip.I slather the back of his cock and balls with oil so he's slick with it. I grab a glass toy and use it to rub oil down his hard-on and up to his hole. I slowly insert the glistening and dripping glass cock into this boy's begging hole.As I enter him with this fucktoy, I hear him moan loudly in pleasure, louder with every further inch I push inside of him. His hole starts to get used to the size, and that's when I know to start fucking him with it properly, breaking him in onto what he should start to expect. ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38236/the-boy-chase-chapter-1-the-grooming/ https://www.anarchyporn.com/video/38155/apprentice-shepard-chapter-1-the-interview/
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 tied them behind the chair. Moments later, he was touching me so softly and gently that my entire body became covered in gooseflesh. He smelt so good and looked so handsome in his white suit. I would have done anything he asked of me. He pulled down my underpants and exposed my dick to the room. My instinct was to reach out and touch him, but since my hands were firmly tied behind my back, there would be no such reprieve. He was entirely in control. In my mind, I begged him to continue.He licked his finger and pressed it against my hole. He teased me. He knew I wanted it, but he kept me waiting for what felt like an eternity. I closed my eyes in a state of pure excitement and, when I opened them again, he was holding a toy which I figured was some sort of dildo. He carefully rubbed oil into it before positioning it against my hole... ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38155/apprentice-shepard-chapter-1-the-interview/ https://www.anarchyporn.com/video/38125/the-professor-tape-3-close-study/
Work has kept dad busy lately. His students are lucky; imagine having a professor as sexy as Professor Snow! I'm lucky too-even in typical professor garb and glasses, his shaved head and sharp features give him a powerful, masculine edge. I'm sure he's given rise to any horny student's "hot professor" fantasy. One late night on my way to get a glass of water, I stumbled upon him in his study. He wasn't working at all, at least not on school work-he was stroking himself. It was impressive even when it was flaccid. But watching him here tonight and seeing it in its full glory, fully engorged, was something else altogether. I was utterly mesmerized. I had to wonder what had made him so worked up. Was it just the stress from work? Who was he thinking of? Was it me? Was it a student? Suddenly though, he caught me. He snapped off something about boundaries, but made little attempt to hide his cock from me. It wobbled back and forth as he admonished me. I couldn't just ignore it; I let him know that I was impressed. He was quick to cave. His boy might be pervy, but, well... so was he. ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38125/the-professor-tape-3-close-study/ https://www.anarchyporn.com/video/38117/cole-blue-chapter-10-inner-work/
Cole Blue has gained a reputation as one of our team's star players. He's also one of our most experienced club members; he's trained with the best of the best here at the facilities. So, when it was suggested that I take him under my wing, I genuinely wondered why I, Coach Navarro, hadn't been asked sooner. Before taking him in I did my standard evaluation. He revealed to me that he had had some trouble focusing as of late; he claimed he'd been pushed to his physical limit and there wasn't much left for him to learn when it came to the field. Now this gave me an idea-if Cole felt that his physical limits had peaked, then perhaps we could start training his mental state. I pulled into my home to see Cole standing on my porch. He had a big grin on his face, like he had somehow known that just the idea of him almost sent me into a climax earlier. Once we were settled inside, though, that smile was tampered by a sort of nervousness when I told him the full details of this session. I would employ a type of gentle hypnosis-but assured him that I would be taking good care of him and there was nothing to worry about. His hesitance faded as soon as he laid back on the couch.He took to my words instantaneously, like he needed them. He sunk into my hypnosis and revealed what was on his subconscious mind; his hands rubbed under his shorts with his eyes closed. I found my own hands also going towards my groin, as if his hypnosis was my own... ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38117/cole-blue-chapter-10-inner-work/ https://www.anarchyporn.com/video/37656/the-calling-apprentice-ducati-vol-1/
Sitting behind a giant, leather-topped desk was Master Napoli, looking so handsome in his beautiful suit. He asked if I would obey him and I nodded my head. He ordered me to stand and to remove my clothes. As I began to undress, I felt a rush of sexual excitement which became more intense with every second.He touched me with his big hands. I glanced down and saw that his penis was tenting like crazy in his pants. I'd never seen another man erect before and loved that he was hard because of me. He stepped away, taking an ornate, red glass vessel from the shelves and presented it to me to drink. I brought it to my lips and allowed the cooling water to gush into my throat. Then he ordered me to climb, naked, onto the desk and I happily did as told. He pulled my ass cheeks apart and began to run his tongue over my hole. It was a remarkable sensation. Desire rushed through me. Then he pushed me onto my knees and slowly pulled his penis out of the fly of his garments. I knew I had to suck it. He put his hand on the back of my head and pushed more and more of it into my mouth until I felt myself gagging.He stood me up and thrust me against the desk. I knew instantly that he was going to take my virginity, so I simply closed my eyes and tried to relax. It hurt a little; maybe it hurt a lot, but the overwhelming sensation was one of immense pleasure. Before long he was banging me really hard and grunting loudly. The desk started to shake and rattle noisily. It all felt amazing; so visceral, so intense. Just as I felt like I was about to cum, he pulled out and started shooting. The semen flew from his dick and went all over my balls. He kissed me so passionately, telling me with his lips, that I'd done a good job, and I felt like the most important chapter of my life was about to be written ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37656/the-calling-apprentice-ducati-vol-1/ https://www.anarchyporn.com/video/37644/landon-and-ari-in-atlanta/
Landon Kovak is a bit timid with it being his gay first time playing with a bonus hole boy, but after some whole hearted conversation regarding Ari Koyote's many tattoos the two begin to become entangled in each other exchanging passionate kisses.Ari ends up on their knees to begin worshiping Landon's cock, needing no instructions before diving onto the tall hung top's package and showing off their deepthroating skills as Landon revels in Ari enjoying a deep and sloppy face fuck. The boys continue their exploration of each other's bodies as Landon digs his tongue into Ari's pierced pussy, with the inexperienced boy using Ari's moans of pleasure to guide him through his cunnilingus. The FTM stud even thrusts his hips forward while getting eaten out, their hands gently pushing Landon's face in deeper, almost as if to face fuck the curious jock.That's when a red buttplug makes its way into the play, with Ari feverishly rubbing their clit while being overtly stimulated by the toy and Landon stroking his uncut cock in tandem. Getting turned on by watching each other masturbate eventually Ari pushes themselves over the edge and reaches a climactic cum with their jock playmate. ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37644/landon-and-ari-in-atlanta/ https://www.anarchyporn.com/video/37324/preparation-day-apprentice-devall-vol-3/
Apprentices Devall and Tides have shared a room for some months now and Tides has developed a major crush on his considerably more experienced friend. It's forbidden, of course, for the boys to have sex with one another, but erotic urges are impossibly strong when you're young and virile, and one night they find themselves caving into their base desires. They make out passionately; kissing, stripping, groping. Apprentice Tides has never been with a man before, but handsome Devall is a brilliant teacher and his pupil turns out to be a natural. The boys are way too engrossed to realize that Master Kamp has crept into the room and is watching them, touching himself, hugely aroused by the sight of two beautiful boys making love. Master Kamp soon reveals himself to the shocked apprentices, who initially think they're in trouble, but the master encourages them to continue, lying on a bed and watching their explorations while whispering sleazy words of encouragement. The air is thick with lust. Devall pushes Tides further into the unknown, eventually lying on his back and inviting his well-hung roomie to penetrate him. Tides loses his virginity there and then, watched appreciatively by Master Kamp, whose penis bulges with excitement. Devall, however, is not done. He wants to switch places and plunge his rock hard dick deep into Tides' ass. And so it comes to pass. Tides lies on his back, jerking wildly while Devall thrusts his raw penis in and out of his hole. It's suddenly all too much for all three men. Devall explodes deep into Tides' tight ass, who immediately ejaculates all over his stomach and then, seconds later, Master Kamp jumps up from the bed and cums like a fire hose all over the apprentice's smooth, well-defined chest. Heaven. ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/37324/preparation-day-apprentice-devall-vol-3/ https://www.anarchyporn.com/video/36964/off-trail-deeper-deep-throat-vol-2/
When the head scoutmaster asks Prof. Snow if he could help with a camping trip, he jumps at the chance. Prof. Snow is actually planning on taking it easy and just focusing on fresh air, hiking and bad camp food. He is thinking he needs a break from his obsession with his sex life. That is not to be, though. He's been helping Dex and Kyle get their tent set up. It is starting to drizzle a bit, but he crawls into their tent to make sure they're settled. Then the sky opens up with a downpour.The professor can't get back to his tent without being soaked so he tells the boys that he's spending the night. As he undresses, he catches both boys staring at the bulge in his jockeys. At that point, he knows he isn't going to turn down some ass if he can get it. He asks them if they like what they see and Kyle almost desperately denies looking. That just makes him want the boy even more. When he grabs Kyle's cock, he asks, 'Has anybody ever touched it before?' Kyle's trembling, half whispered, 'No,' is exactly what he's hoping for. It's not long before Kyle is laying full length on his scoutmaster, sucking his fat cock and fucking his throat. As Kyle fills his mouth with his salty, sweet virgin load, Prof. Snow looks up at his tight, untouched hole. He wants that boy bad, but Dex has been kind of left out. He sits up, with cum dripping down his chin, and looks at Dex saying, 'Now I want to cum. I just need your hole for a little bit.' ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/36964/off-trail-deeper-deep-throat-vol-2/ https://www.anarchyporn.com/video/36922/the-boys-a-new-beginning-vol-1/
The other day, my boys were taking a nap. I was trying to get some work done. I used to love working from home without distractions. Now the boys are here, and I know the challenges my coworkers with families have. I took my laptop in the bedroom. There was plenty of room, so I stretched out on the bed and tried to get back to work. I just wanted to be close to them.I kept looking over at them. The sheet was pulled down on Canyon's chest. I just couldn't resist reaching out to touch him. I really didn't mean to wake him up. Of course, he did. Healthy young men waking up from a nap are going to be horny. They were ready to play, and I decided that it was time for Canyon to have his turn fucking his brother. I didn't have the chance to take my boys cherries like a dad should, or even teach Dylan how to fuck. At least I could teach Canyon how to fuck. I encouraged Canyon to eat his brother's ass, while I reached between his legs and jacked him to make sure he was hard and ready. As soon as his cock sank into its first tight hole, nature took over. Young muscles rippling and flexing. Canyon's ass clenching as he drove his cock into his brother, becoming a man. He fucked a load out of his brother. I scooped it up on my fingers and asked Canyon if he had ever tasted it. Of course, he hadn't. Canyon sucked the musky seed off of my fingers and grinned. Then it was time for his first breeding. ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/36922/the-boys-a-new-beginning-vol-1/