Date: Mon, 01 May 2017 21:17:49 -0400 From: The Paternal Watcher Subject: Can I Help with That "I've never had sex before," he said, as he continued scrolling through his phone. "Is there any way I can help with that?" I asked, then my face flushed. "That didn't come out the way I wanted it to," I said, trying to recover. "I meant--" "Mmhmm," he said. "Sure you did." This was our third tutoring session. He came to my house on Saturday in the late morning and I talked him through writing essays. His parents had asked me because they think of me as a writer. In reality I edit instruction manuals for computers, which isn't what most people think of as English, but they didn't care when I tried to explain it to them. "Look--" I began, but he cut me off. "If I had a problem with that, I wouldn't be here," he said quietly. "I know what you meant. I know how you look at me when you don't think I'm looking." We'd taken a break, which we did twice an hour, long enough for a pee and a fresh drink and for him to check his phone, which I wouldn't let him look at while he was working. There had been a lot of talking during those breaks, more than I expected from a boy his age. He still didn't make eye contact very often, but he would talk about things, and after more than a dozen of these micro-conversations he was beginning to get comfortable, trust that I wasn't reporting back to his parents. I knew about the first -- last, if his review was at all honest -- time he'd smoked pot. There was even the story about the time he first discovered his father's condoms, and judged them to be really terrible balloons. "And yes you can help," he said quickly and quietly. I could ignore it, pretend I didn't hear it, or ask him what he said at which point he would say, "Nothing." "You want me to take it out?" I asked. "Go for it." I reached over with both hands, and unbuttoned his pants. "Stand up," I said. He did, and I pulled everything down past his knees. "I'm about to suck your dick. You have ten seconds to say no." I saw the look in his eye, and only gave him two before I opened wide to him. He filled me but did not gag me, not yet ready for deep work. A sharp intake of breath, then explosive release as I started bobbing on him. I gently guided him back onto the couch, and he took the hint and let me take control. A sigh of pleasure escaped him as I did so. "That feels so good," he said. "You like it?" I asked. "Yeah." "Anyone ever do this before?" "I told you I've never had sex." "Yeah, but even after this you're still a virgin. Getting head is not technically having sex." "Then are you going to help me have sex?" he asked. I paused. "That's a big step," I said. "You always remember your first. You want to remember me forever?" "I don't want to want it this bad forever." Laughing, I said, "You will want it even more," then resumed sucking as he thought about that. "Will you let me fuck you?" he asked, finally. I also took some time before responding. I caressed his balls, his abs, his ass as I slid up and down his hard rod. "What are you prepared to do to get me off?" I asked him. "Uh . . . " he answered, running his fingers through my hair. "I'm not a fleshlight," I said. "If you want me on your dick, you're going to get familiar with my jizz. It will be on you or in you, and you're going to get me there. Those are my terms for how you get to fuck me." "Then get it out," he said quickly. "Now." I did. His eyes widened a bit when he saw it; I'm not Penthouse Forum-class or anything close, but definitely bigger than the average kid his age, which he was. Nevertheless, he grabbed it, and started working on it in earnest. This was (probably) the first cock other than his own that he'd ever handled, but he was a good mix of gentle and aggressive. I reached for his shirt, but he put out a hand to stop me. "In for a penny, in for a pound," I said. "If you want to fuck me, you don't get to be shy about it." He relented, and I pulled it over his head and looked and what I had revealed. A strong mid-line divided his torso, with a quarter-sized nipple right and left. I attended to each, and caressed downward over his abdomen, which was defined more by lack of fat than developed muscle, and led into the pubic hair with which I was already acquainted. Together we stroked each other, and as I grasped him his enthusiasm for the work increased. His libido increasing, he started tugging my pants down; I readily assisted. He kicked his own lower garments off the ends of his feet. Pushing me down on the couch, he planted his shins against my ribs and dangled his balls over my face. Dipping them downward to teabag me, he steeled himself and then descended upon my cock with tenacity, backing off a bit as the gag reflex was triggered. His balls were hairless, as was his ass. Nosing the sack aside, I attacked his pink hole, thankful that it tasted as clean as it looked. Since he hoped to fuck me, I didn't want to accidentally blow his load before he got his wish. There is always a push and pull between restraint and release, and as much as he seemed to enjoy the anal attention, his cock was soon back in my throat even as he tried his level best to go down on mine. There was a lot of kissing and tongue action while he jerked me and rested his jaw, but that was fine by me. I was able to steal glimpses of adolescent abs, nipples, and armpits as I took him, and it was pushing me to the edge. Suddenly, I realized I didn't need to nut in his mouth. He'd demonstrated a willingness, which is what I wanted; forcing submission is not my trip. Pulling off his insistent cock, I said, "Do it." He wasted no time and no artifice, but his beauty mostly offset the graceless way that he plunged into me; he didn't even take the time to recap the lube I handed him to get ready. It never would have occurred to him that I needed to be prepared in any way, but I was on that. I've also done this enough times that I can control a partner who can't control himself, especially a young one whom I outweigh. Nevertheless, he entered me and it took my breath away. It was part from the force, part from the insistence of his young cock that my flesh make way, and part from the look on his face as he experienced balls-deep in another human being for the first time. His lips parted slightly, and he stopped to enjoy the sensations; I remained still, not wanting to ruin the moment by twitching and making him nut sooner than he expected. I could tell he was on the edge, but I doubted he realized how close to climax he was. It was a whole new world, and he was reveling in every moment. Then, he slowly pulled out and rammed himself back in, crying, "Fuck!" It was ironic enough that I laughed even as I gasped at his repeated invasion. At the same time his face ran from confusion to laughter to the rapture that only orgasm can bring as my sphincter, shaken by my jocularity, squeezed the pleasure right out of him in shuddering, heaving gasps. He didn't exactly reach my prostate, but having his tight, smooth body shuddering as he came his brains out inside me was more than enough; I clutched him closer still and shot buckets between our abs. I writhed under him, slick with sweat and cum against him, until he collapsed upon me. "I came in about two seconds," he said finally. "That's bad, right?" "It means it must have felt damned good," I replied. "Yeah," he said. "I couldn't hold it back. Guess you couldn't, either," he added. "Yeah," I said, smiling. "First times usually require lots of towels." In this case, the first time didn't lead to shame. Neither of us lost that special glow as we cleaned up and got dressed. He even smiled at the homework I assigned him, probably hoping it would lead to further rewards. I hoped so too. --------------------------------------------------------------- If you enjoyed the preceding work of fiction, please consider donating to Nifty. Every dollar goes a long way. As I am not (yet!) a prolific writer, I sometimes get asked what else I have written. Here's what you can find on Nifty: - Adult-youth - Are you? http://www.nifty.org/nifty/gay/adult-youth/are-you - Birthday boy http://www.nifty.org/nifty/gay/adult-youth/birthday-boy - Coffee shop boys http://www.nifty.org/nifty/gay/adult-youth/coffee-shop-boys - Hot summer http://www.nifty.org/nifty/gay/adult-youth/hot-summer - Hungry for love http://www.nifty.org/nifty/gay/adult-youth/hungry-for-love/ - Young friends - Junior High series http://www.nifty.org/nifty/gay/young-friends/junior-high-series/