I loved seeing Richie open up. The young guy is still so stuck in his shell, but getting him undressed and skin to skin felt like a real step in the r...ight direction. Of course, I can’t deny that it was good for me. Seeing him bare and receptive to my manhood was one of the most beautiful things I’d ever experienced. I could tell he enjoyed it, but he’s still hesitant to talk about it. I’m not an idiot. I know what we did was unexpected and a little unorthodox. But I love the kid. And I want him to know that. He knows he’s supposed to think of it as wrong, but I still catch him looking at me every now and again, clearly thinking of what we did and wanting more. I don’t want to push him or freak him out, so I’ve given him time to warm up to the idea of doing it again. One day after a run, the two of us came inside and immediately began to strip down for a shower. I’ve basically lost all desire to cover up around him, so I was quick to take off my shorts, shirt, and jock and head right into the bathroom. I couldn’t have been gone more than 5 minutes before I returned back to my room to grab my phone when I saw Richie throwing himself down on the bed, face down and grinding like a cat in heat. I didn’t know what he was doing, but it was clear I stumbled upon a private moment. I playfully asked what he was doing, curious by this behavior. He quickly jumped up and moved himself into a position where he was hiding something behind him. What was I supposed to do? I walked over and asked to see what he had. To my surprise, he was holding my jock in his hand, clutching it like it was some secret, precious thing he didn’t want me to see. My jock. My sweaty, well worn jock that was still covered in the scent of my nuts. I knew then what he was doing. The little pervert was sniffing it and getting off in secret! I couldn’t help cracking a smile. I was definitely tickled and amused, but also happy to see him expressing his desires. I took off my towel, still covered in the same sweat and scent as the jock. I asked him if he wanted to take a sniff of the real thing. The pause in his eyes was palpable. Even though my gesture was open and without any conditions, I watched as he did the calculations in his head about whether or not he should do it. I stood still, not pressuring, not judging, just letting my ripe cock and balls hang free between my legs as he made his decision. Then, to my delight, he leaned in… His soft, smooth face moved against my loins, kissing and sniffing my dick. It instantly began to get hard, feeling the warmth of my boy’s breath against me. I wanted him to want me. Not just to satisfy my carnal desires, but to make our connection even stronger. I wanted him to know he could trust me. That I would take care of him. And I would be anything and everything I could to him. As his lips parted and he took me into his mouth, I knew I was going to have to fuck him again. The stirring in my loins was so strong and intense that I could have cum just from him licking my shaft. But I held off. I wanted to hold him in my arms and make him feel loved. I wanted him to feel it in his heart as I was flooding his hole with my seed. It needed to mean something… [Read more]

It’s not easy being a single dad. Ever since Danny came into my life, he’s been the center of my world. Every decision I make is with him in mind.... Not that I’m complaining. He’s absolutely wonderful. Even as he’s gotten older, he barely even tried to rebel. It’s hard to think of him as anything other than amazing. I was never really all that close to my old man. He was always so distant and preoccupied. Even as he’s become a part of Danny’s life, we’re still always at arm’s length with each other. I didn’t want that for my boy and I. I know he’ll be out of the house before I know it, and I want him to know that he can come to me for anything. Of course, just saying that feels like a cliche. And while Danny has heard me say it, I want him to feel it. I want to be close with him. No secrets. No shame. I may have crossed a line one day when I was walking around the house at night, just turning off lights and getting ready for bed. I saw the beam of light coming from Danny’s bedroom door, letting me know he was home and safe. It’s just a force of habit that I looked through the slightly open door, expecting to see Danny playing games in bed and needing me to tell him to get some sleep. Instead, I saw something I had mythologized so much in my mind. He wasn’t a little boy anymore and I knew he had urges, but we’d never really talked about it. And there, in the warm glow of his bedside lamp, I saw my boy tugging on his erection. My heart stopped for a moment. I knew this wasn’t for me. Danny’s entitled to his privacy and his body and discovering it in his own time. But standing in the hallway, peering through the crack, I had a glimpse of my boy that I thought I’d never have. I was seeing an intimate part of his life–of him–that few people would ever see. I found myself mesmerized by the way his hand stroked his shaft. The way it moved up and down, meeting his testicles and gliding back up to the head. Seeing Danny hard was… incredibly thrilling. I knew I should turn away quietly and leave him be, but I couldn’t look away. I watched him for a moment, curious how he pleasured himself, noticing subtle similarities between what I do. Chip off the old block. I felt a stirring in my own loins, a swelling in my crotch that surprised me just as much. It’s because of the damn thing that Danny is here in the first place, and now, in a strange bit of fate, it’s rising again at the sight of my boy experiencing pleasure. I got lost in the trance of the moment, feeling like my presence could go unnoticed forever. That is, until Danny’s eyes caught mine. I felt an instant flush of warmth to my face, similar to what I’m sure Danny felt. He jumped up and tried to hide his dick, but his efforts were futile given how long I’d been there and how much he had to hide. I was about to walk away, to relieve him of the awkwardness and return back to our separate spheres. But in that moment, I knew that doing so would make him think he did something wrong. That he would retreat from me and a new wall would get put up. I couldn’t have that. Not with Danny. So I did something I thought I’d never do… I kept going… I explained to him that there was nothing wrong with what he was doing. The typical spiel of how everyone does it and it’s healthy and all that. But one thing I said that wasn’t prescribed was how it seemed similar to how I do it. Somehow, it seemed right to open up myself to him as well. To let him in on what I do… and how I do it… Danny sat stunned in his bed, watching me closely to see what I would do or say. I could practically hear his heart pounding from across the room. I walked slowly toward him and began to unzip my pants. The silence was deafening, and Danny didn’t take his eyes off me. Once my fly was open and the white bulge of my underwear was revealed, I could see his shoulders begin to relax. He wasn’t afraid. He was actually curious. I dropped my jeans to the floor and pulled out my cock. I held my breath, waiting for Danny to run or to object. Instead, he looked at me with a similar intrigue as I had in the doorway. He wanted to see. He wanted to know. Seeing Danny watch me pull out my shaft only made it harder. I can’t explain it. Somehow getting closer just did something to me. Danny is an adorable little guy, and I always knew he would be a heartbreaker. But I was becoming all the more attracted to him. And it showed. Danny sat in amazement, his lips parting slightly as I could see him getting heated up. He was as aroused as I was. And then, to my amazement, he slid over in the bed… making room for me. I didn’t know what I was doing, but I couldn’t believe he was letting me in. I got in slowly as I’d done many times before to tuck him in, but this was different. We sat leg against leg, thigh against thigh, filling up his bed as we stroked side by side. Looking over at him, I could see he was fully hard. He had an impressive piece for a little guy. It was thick and long and veiny. It was perfect. I looked over at him, wanting to check in and see that he was alright. But my eyes did not meet his. They were locked on my shaft. He seemed fixated on its size and girth. Yeah, old man’s got a pretty big one. But I couldn’t help but think he was fixated on the implications of it. Not just its size, but its relationship to him… his origins… and how it was until this moment something he never thought he’d see. We sat back for what felt like hours, just handling our tools in an unbroken silence, waiting for one of us to do something next. I reached my hand over, wrapping my hand around his shaft, feeling his manhood in one grip while continuing to stroke myself in the other. It was so intense. So thrilling. I had my boy’s pleasure in the palm of my hand, making him feel good. It was such an honor. A privilege. Then, as I could feel him pulsing in my hand, Danny surprised me. He leaned over and stretched his little body across my lap, bringing his mouth down to my cock. His warm breath spread over my loins, concentrating down on the head of my shaft. Before I could react in any meaningful way, his lips were pressed on my dick with his tongue tasting the tip. It was electric. His jaw stretched so wide to get as much of me in his mouth as he could. I was worried he would hurt himself, but he seemed exceptionally capable of taking a thick dick in his mouth. I didn’t know whether to be proud or worried, but I let him indulge. He clearly wanted to take me in, and I wasn’t going to stop him for anything in the world. The only thing that did worry me was that as he continued to suck on my member, I had the growing sensation in my balls that meant only one thing: I was going to have to fuck my boy. I wrestled with it in my mind as Danny kissed and sucked my cock, bringing me closer to that conclusion with every delicate lap of his tongue. I tried to talk myself out of it, worried about the ramifications and complications that could come from it. But more and more, I knew it had to happen. I had to take him. To feel myself inside him. To open him up and be a part of him. After all, I wanted to be close. What could be closer than that? [Read more]

It’s been years since Richie has been able to spend the holidays with his dad, Dr. Wolf. The two had tried not to become estranged over the long sep...aration, but once they were back together, it was like no time had passed. Richie was still as in awe as ever with his handsome, successful old man and Legrand couldn’t believe how Richie had grown into such a cutie. The two could hardly keep apart, especially when they got into their holiday onesies. It had always been a tradition that they would get into their union suits, enjoy a cup of hot chocolate, and enjoy the tree by fire on Christmas Eve. Richie would get to choose one present to open, saving the rest for the morning. This year, however, Dr. Wolf told him which present to open. It had been a while since Richie was young enough to believe in Santa or strictly follow traditions. But he was happy to spend time with his dad and be like they used to be. But when Richie opened the present his dad gave him, he felt his face flush red. Inside the box was a black object he first thought was a lump of coal. But upon further inspection, it was clear what it was: a buttplug. Richie had never told his dad about his sexuality or his experience with his step-dad, Matthew. For some reason, he’d wanted Dr. Wolf to still see him as his little boy. Besides, it can be awkward to talk about sex with family. But Dr. Wolf’s encouraging tone when presenting the butt plug took Richie by surprise. His dad wanted him to explore his sexuality, and enjoy it! And from the way he was holding him close, Riche could feel a rising poking from behind. Richie realized his dad was getting turned on by the idea of him using the toy, something that made him unexpectedly excited! Dr. Wolf kissed his boy’s neck, getting him comfortable and telling him that he would help him. Richie didn’t know what to say, but he loved the idea of being able to share this with his dad. Dr. Wolf’s hands moved down the frame of Richie’s body, reaching down to his loins and grabbing at his crotch. Richie had never been touched there by his dad before. The familiar hands of the older man seemed to take on an entirely new feeling as they played with the boy’s balls. His long fingers carefully played with the snaps of his onesie, opening up the bottom enough to give him access to Richie’s cock and hole. The two locked lips in a sweet, passionate kiss just before Dr. Wolf’s fingers found the young man’s hole. He felt the warm, smooth surface of his cheeks before circling in on his tight sphincter. Richie let out a moan of surprise and excitement. It felt so good to be held like that, to be touched like that, and to feel the love and embrace of his daddy. Dr. Wolf carefully took the toy in his hand and pressed it up to the boy’s hole. Richie didn’t know what it would feel like to have something like that in his body, but he looked up at the proud eyes of his daddy, took a deep breath, and relaxed his hole for it to move its way inside. Dr. Wolf could see Richie preparing to take it, and giving the object a little push, it slipped inside his boy’s hole for the first time. Richie let out a moan. It was smaller than he expected at the tip, but got bigger as it went further in. At first he felt like it was no big deal, but then the fat, round bulb of the probe began to stretch his hole. There was a short-lived pain of his sphincter ring stretching to take it, followed by a relieved sense of calm as it plopped inside. His hole tightened around the neck of the toy, holding the bigger piece in place. Richie could feel it around his prostate, pushing out a bead of pre-cum from his cock. It leaked into his onesie, creating a dark mark that he wondered if his dad would see. He looked up and saw a big, proud smile on Dr. Wolf’s face. The older man was full of love for his boy, and so grateful to be able to share this with him. Richie could feel the older man’s cock throbbing behind him, desperate to come out. Richie wanted to see it so badly. To hold it, to kiss it, and to feel it inside him. Richie wanted to make his dad cum, to have him hold him closely and tell him he loves him. Perhaps things weren’t as they were in holidays past, but Richie was looking forward to starting a new tradition with his dad… taking his bare cock… [Read more]

Jack was pretty gutted when he didn’t get the job he’d hoped for. He’d worked so hard to prepare and present himself as best as possible, but in... the end, it didn’t work out. Jack had always challenged himself and was no stranger to defeat, but something about this one stung a little bit more. Jack’s grandfather had done so much to help him and he really valued that time together. In a way, he felt like he wasn’t alone in the interview or anything else because the two of them were a team. He felt like he was standing on the shoulders of the giant that was Mr. Charger and that would help him go farther than he imagined. Of course, the hard lesson he had to learn was that he was his own man at the end of the day. With all the love and support of those behind him, he was going to be judged on his own merits. As his grandfather read the letter of rejection, he felt embarrassed that such a powerful and successful man as Mr. Charger had to be part of his failure. He didn’t want to disappoint himself, but Jack didn’t want to disappoint his grandfather even more. When Mr. Charger could see the boy beginning to sink deep into the office chair, he immediately knew they had to course correct. No longer was the task about jobs or interviews or preparedness, but it was about making sure Jack knew he was still his special little guy. Mr. Charger pulled Jack over to him, letting him sit on his lap as he’d done when he was younger. He put an arm around him and told him how special he was. He knew he had to make Jack feel better any way possible. And lately, he’s discovered something that always puts a smile on the young man’s face… Standing up, Mr. Charger gave Jack a kiss on the lips before bending him over the desk. It was sudden and fast, but it was enough to let Jack know what was coming. He didn’t have to think about the job or the letter, or anything else but what his grandfather was doing. Mr. Charger pulled down Jack’s pants, getting a close view of his soft, smooth ass. He kissed it softly at first before diving his face deep between his cheeks. “Isn’t this better?” the grandfather asked, smiling and looking up at his boy. Jack couldn’t help but crack a smile, appreciating that the older man was pulling out all the stops to make him feel good. Mr. Charger’s tongue moved over Jack’s hole with expert precision, both tickling, teasing, and gently moving inside. Jack couldn’t help but moan, feeling his loins swell with excitement. He wanted to feel his grandpa inside him and to forget all about the letter. And Grandpa Charger knew that. Pulling out his cock from his pants, the older man could sense the boy’s desire to submit. He needed to let go and think about nothing else but an intense pounding. He slid the tip of his member against Jack’s hole, feeling him come back on him ever so slightly, as if he was beginning to be penetrated with his ass. Mr. Charger took off the remainder of his clothes, put a hand down on Jack’s smooth, youthful back, and plunged himself deep into his grandson’s guts. Jack tried to contain his moans, not wanting to alert anyone nearby to the fucking occuring in his grandfather’s office. Mr. Charger, on the other hand, seemed to have no care in the world but his boy’s needs. He worked him slowly, fucking him with gentle thrusts at first, giving him a chance to get used to the older man’s thick, throbbing member. But once Jack fully relaxed, the older man held nothing back from his boy. The first aggressive thrust was a shock. Jack did not expect to be so roughly fucked by the older man, but he was instantly grateful. He felt completely taken and dominated, feeling his bare cock move inside his hole and slam against his prostate. Jack stroked himself between the desk and his body, loving every hard push the older man gave him. The furious pounding was almost more than Jack could handle, but he didn’t dare ask it to stop. He looked back at his grandpa, seeing the powerful, handsome, unstoppable man he’d always known and loved. And enduring the full force of his fucking, he knew he was special. He knew he was protected and cared for. That even now as he struggled to take the onslaught of deep penetrations, it was he that Mr. Charger was performing for. Jack wanted to feel his grandfather breed him more than anything else he’d ever wanted. More than any job or trophy or approval. Knowing he could have his grandfather right there inside him, with him, injected him on such a profound, natural level… it was the ultimate prize in life... [Read more]

I don’t see my uncle all that often. It seems like there’s a rush of holidays and birthdays, all finishing with Christmas, and it’s not until th...e next fall that we all start seeing each other again. It’s not really intentional. Life just gets busy. And family time is not always high in my priorities. I never think about it too much, but I can tell my uncle Matthew notices. He’s always telling me and my cousins how much we’ve grown and how handsome we are. I don’t know when the change happened from being “cute” to “handsome,” but uncle Matthew never misses the chance to tell us. Uncle Matthew is very handsome, himself. He’s got a perpetual tan, muscular body, and the face of a movie star! Even our cousin, Jack, is quite the looker, too. I’ve always felt a little dopey around him, not really sure what to say or how to respond. And as I’ve gotten older, he’s only shown more and more interest. I can’t say I don’t like it. I’ve often fantasized about catching him coming out of the shower or returning from the gym. It seemed wrong, but I couldn’t help it. When the leaves started to turn and fall was reapproaching, I knew that I was going to see him again. I got excited, but I also had no idea what our interactions would be like. It was right after Halloween that I showed up with my friend, Tom. We were just going to say hi, hang out for a bit, and go into town when we saw some pumpkins sitting on the stoop. They weren’t carved or anything, clearly put out for Halloween but never decorated. It felt like a shame to put them out completely blank. I asked my uncle if we could carve them up and a peculiar sort of smile crossed his face. His smile was always disarming, glowing white and bright. But something about the look in his eye surprised me. He said yes and Tom and I brought in the pumpkins to begin working away. Tom and I were being dumb and talking about what we were going to carve and such, still wishing it was Halloween. We went to look for a knife and some towels and when we got back to the pumpkins, my uncle was standing there, waiting for us, still with that peculiar smile on his face. “Boys, come here,” he began. We walked over, waiting for him to simply just remind us not to make a mess or clean up after ourselves. Instead, he mentioned something about a “fall male-bonding harvest ritual.” It sounded like a joke he was setting up, one of my uncle’s attempts at silly humor. But when he explained that it’s done completely naked, I felt my face flush red. Completely naked? Was he being serious? I watched in disbelief as my uncle began to unbutton his shirt. I could tell Tom was on board immediately. His face lit up and his horny, “say yes” attitude came right out. For me? I was nervous. I’d never seen my uncle naked before. And he’d never seen me naked! I kept waiting for the moment when it was revealed to be a prank, but when uncle Matthew stripped down to his underwear, I knew he wasn’t kidding. He urged us to do the same. By the time I was just starting to take off my sweater, he was completely naked! There I was, just a foot or two away from my uncle Matthew! Naked! He was insanely good looking. Better than I had imagined. I had seen him in the pool and on the beach a handful of times growing up, but I didn’t see more than just his muscular chest and arms. Now, I could see every inch of him. I couldn’t breathe or speak. I looked to Tom for a sign of what to do, but he was already all in. He stripped off his clothes and stood naked beside me, ready for whatever my uncle had in store for us. Apparently while we were running around looking for supplies, uncle Matthew had already carved a hole in one of the pumpkins. I had seen things online of people fucking pumpkins, but it seemed like a meme or a joke, not something people actually did. But as my uncle explained his “fall ritual,” it became clear that that’s what he wanted us to do. It felt strange to be talking so frankly with my uncle. He wasn’t a saint, but we’d just never had that kind of conversation. Sex was just not something we ever discussed, though looking like him, it was always on my mind. So to have him positioning me and my friend into position, it was surreal. Uncle Matthew had me lean over the pumpkin, placing my dick just above the hole. My bare ass was outward facing him, and before I knew it, he had his face right into it. Uncle Matthew! He kissed my ass cheeks, even tonguing my hole. It felt so weird, but I really liked it. He seemed to really love what he was doing, and it felt really good. I looked at Tom, seeing him stroke his cock watching me get eaten out by my uncle. I felt myself get hard, too. I reached a hand out to touch Tom’s cock, and as I did, my uncle put his hand on mine. He stroked it, teasing me and getting me excited before placing it in the hole he’d carved. The pumpkin was cool and gooey. I didn’t know if I should like it, but it felt good. Uncle Matthew pushed me into it, guiding me back and forth as I simulated fucking. As I kept going, it got warmer… and felt really nice. Tom watched and I played with his cock as my uncle continued to kiss and lick my ass. I felt like I was dreaming! This was not at all what I thought this fall would bring! Just when I thought it couldn’t get more intense, I felt my uncle’s finger going inside my ass. It was slow and smooth, but unexpected. I felt my insides clench around him, seemingly hugging him with my hole. He slid it back and forth gently. It felt so nice, but I couldn’t stop thinking about the fact that this was my uncle! I didn’t want to admit it to myself, but I wanted more. I looked at Tom and he saw my mouth open and drooling. He stood up and put his cock in my mouth. It tasted great. I’ve never sucked his cock before, and honestly never thought I would. But with everything else going on, somehow sucking my best friend’s cock was the most normal thing happening! My uncle pulled his finger out of me, leaving my hole with this hungry feeling. I wanted him to put it back. But then I felt his hands resting on my hips and the warm, smooth feeling of loins up against my ass. I couldn’t breathe. I’m pretty sure my heart stopped, too. I felt myself locked in place in the warm, well-fucked pumpkin as my uncle slowly slid his cock inside me. I couldn’t believe what was happening. But within moments, I felt his thick, hot shaft moving its way deeper into my body, steadily going until I felt his body flat against mine. I finally let out an exhale. Fuck, it felt so good. Every doubt I had seemed to go away and all I could think about was how hot he was and how much I wanted him to fuck me. As he began to thrust into me, I felt the pumpkin begin to rock back and forth from his movements. My cock continued to work the gourd, all while Tom’s cock rested in my mouth. And in a moment of clarity, all I could think was how much more I was going to need to see my uncle going forward... [Read more]