BurnAfterReading17

I was 14 and a half, he was my slightly older cousin who had turned 17 that summer. My family was in the process of moving to upstate NY that summer, my Dad had gotten a new job and we had to move before my parents found a house for us near his new job. So I got stuck staying with my aunt and uncle most of that summer. This gave me and my cousin plenty of opportunities to experiment with each other. All under the guise of "Truth or Dare" of course. I had no clue of my sexuality at that point, I thought we were just horny boys helping each other get off. Starting with daring each other to strip naked. A few days later daring each other to jerk off, and then jerk each other off. A few days after that we were in the loft of the barn and somehow that got us playing more "Truth or Dare" and at this point we both knew it would lead to an orgasm. Laying on an old blanket we were pants and underwear around our ankles jerking each other off after we got to the "I dare you to jerk me off until I cum" dare finally came out. But while beating each other off he started saying things like, "do you think blow jobs really feel as good as they look in porn?" "Of course," I said, "Don't you?" A moment of silent beating off and slightly out of breath he whispered, "will you put it in your mouth? Just so I know what it feels like?" "No way man, that's gay," I said, unaware of how ironic that was given the circumstances. "I'll try it on you, if you'll try it on me," he said, to sweeten the deal. I hesitated, on one hand I really wanted to feel a blow job, on the other hand I really didn't want to taste his 7" cut dick in my mouth. Curiosity got the best of me though and I agreed, "ok, but you have to do it to me first." With that he leaned in, almost putting my dick in his mouth, "this stays between us right?" "Yeah, of course," I told him...as if I would tell a soul I let a guy suck my dick. With that he put my dick in his mouth, it was so warm and wet, it was amazing. He only bobbed up and down a few times when I started to get close, then he pulled off and my dick slapped against my abs. "Your turn," he said, laying back down. I sat up, grabbed his dick, it was glistening with pre cum, which I wiped off. "You better not tell anyone," I warned with no real threat. I put his dick in my mouth, my mouth felt dry, like I couldn't produce saliva. His dick felt so much bigger in my mouth than in my hand, I could smell his musk, only getting about 3 inches in my mouth before I started to gag. He laughed, "keep going." I did as he said, pulling off for a second, "you better not cum in my mouth." "I won't," he said, as he pulled my head down onto his dick. I couldn't have been down there for more than a minute, finally producing enough spit to bob up and down only a few times when he warned, "I'm close," in almost a whisper. I quickly pulled off his dick and it thumped his abs. He grabbed it and started to furiously jerk himself off. I followed his lead and started beating my dick. He let out a soft moan and I watched him cum all over his chest and abs for about the 8th time in two weeks. For some reason this sent me over the edge and I let out a soft moan, shooting my cum all over myself. We cleaned up with a roll of toilet paper he had stashed away in the loft, apparently this was one of his go-to jerk off spots on the farm so he was prepared. Another two days went by and we jerked off together two more times. Dropping the pretense of "Truth or Dare" but just talking about things we wanted to try, girls we would "do things to" and after a few, "man I'm horny" we would find a place on the farm to jerk off. Later that night, we were laying in the dark in his bedroom. The two bedroom farm house was really small, the barn was at least twice the size of the house for some reason. He was on his single bed in his black Hanes briefs and I on the floor on top of the sleeping bag in my Hanes tighty-whities. It was so hot, neither of us could sleep. We got to talking about the blow job experiment, "Did you like it?" he asked. "I liked getting the blow job, but not giving it," I said quietly. "Yeah, me too," his voice trailed off. "Would you do it again?" he asked. "Like right now?" I asked. "No," he chuckled, "I'm not trying to get caught, I mean, tomorrow is Saturday, we could set up the tent on the other side of the farm and try it again," he said. I thought about it a little, but planning it seemed like it was treading in the "gay" category and that made me uncomfortable. "I don't know man, I thought we were just trying it out...to know what it felt like," I said nervously. "Yeah, but..." he started to say and then stopped. "What?" I asked. "Well, I kind of want to know what it feels like to...you know," he said. "What?" I asked again. "Cum from a blow job," he laughed quietly. "No fucking way dude," I quickly fired back. There was a silence, with the occasional sound of him chuckling at his own thoughts. "Would you ever experiment with other stuff?" he asked. I could feel my heart beating, I knew what he meant but I wanted to make sure, "Like what?" I asked. "Well...I would love to know what it feels like to...you know..." his voice cracked a little. I could feel my dick getting hard, "to what?" I was going to make him say it. "Well, I was thinking, I don't have a girlfriend, and I've heard that butt sex can feel just as good...so..." he trailed off again. "So...what?" I played dumb. "So would you ever consider it?" He asked, rolling to the edge of the bed to look at me in the dark. "I don't know man, that's pretty gay," I laughed. "No, it would be just experimenting," he said with confidence. "I would definitely like to try sex, like real sex, but I don't want to get fucked," I tried to say without any inflection in my voice. "Well I'm not letting you put it in me if I can't put it in you," he laughed. I took that as a settled issue. It was quiet for another minute. "Fuck it's hot," he breathed. "Yeah," I agreed. "We should camp out tomorrow anyway," he said, "it's at least ten degrees cooler by the creek side of the farm." I agreed, and we lay there in silence until I heard him fall asleep. I couldn't help but think about what it would feel like to fuck his butt that night, keeping me hard until I fell asleep. The next day we were up doing his chores out in the barn. Talking about anything that would lead the conversation back to sex, getting ourselves worked up. "You know, you might like it," he said, grinning at me. "No way," I told him. "I think it's about being flexible, from what I can tell from videos," he told me. "You think?" I asked, having never watched butt sex, but seen it in a porn magazine he had shown me earlier in the summer. "Yeah, for sure, are you flexible?" he asked. "I don't know, I guess," I said unsure of what he really meant. "How far can you spread your legs?" he asked. "I don't know," I told him, and then tried to do a split...but not trying hard because I didn't want him to think I was flexible. "No, here, hold yourself up and bend over this," he said pointing to the massive tire on the tractor in the garage. I bent over the tire at the waist. He came up behind me and kicked my feet, spreading my legs much further than when I tried it before. He grabbed my waist and grind his crotch into my ass (both fully clothed), "see, you're flexible enough," he said with a sense of surety. Just being in this position had my heart racing, feeling him grind against me got me semi hard. He hadn't let go of my hips yet, "I think we should try it," he said with a calmness. I was nervous, and sure this was too gay for me, I straighten upright, "I don't know man, I don't think so," I said getting some space between us. "I'll let you do it to me too," he offered, blushing. I laughed, "nah, I don't think so." "Damn, I'm so horny," he joked, grabbing his crotch. "Yeah, me too," I said trying not to look at his crotch. "We should play strip poker tonight, you ever play?" he asked, putting some tools away. "Of course," I lied, but I understood the game. "What do you want to play for?" He asked. "What do you mean?" I asked, having never played the game and feeling caught in my lie. "Well it's no fun to just play to get naked, the winner should get something, like...a blow job?" he suggested. "Yeah, ok," I agreed. "But like, a real blow job, full on until the winner cums," he said for clairity. I hesitated, "Ok, but not in my mouth, I mean...if I lose," I said. "No way dude, full on, cum in mouth if you lose, and you can cum in mine if I lose," he said. That idea turned me on, suddenly I was really into the idea of cumming in his mouth. "You're on," I said. We spent the next two hours doing chores, talking shit. Somehow it always came back to a variation of competitiveness over who would be sucking dick that night. It kept us in a constant state of hormone overdrive. I especially couldn't wait to get my dick in his mouth, and before the tent was even setup I had convinced myself I would be cumming in his mouth tonight...there was no doubt. We did a BBQ with his parents, my Aunt insisted we shower before heading to the tent for the night, she said we smelled like manure. He showered first and then told me to hurry and meet him at the tent. I took my time in the shower, making sure I was clean down there, I didn't want him to back out of sucking my dick because of sweat smell or worse. When I got to the tent he already had just finished getting the camp fire going. I put the bag of snacks my aunt gave me in the tent and went to meet him by the fire. "Check this out," he said, and pulled a half empty bottle of Jack Daniels from his backpack. "Oh shit, where did you get that?" I asked. "I stole it from the fire house when my Dad and I went a couple days ago," he laughed. (My uncle is a volunteer fire fighter). We each took a swig, it was my first taste of alcohol and it was terrible, burned all the way down and left a warm feeling in my stomach. I washed it down with a few gulps of my Pepsi. Then we topped off our Pepsi cans with the whiskey to make a cocktail of sorts. We sat by the fire for a bit, finishing our first cans of whisky and Pepsi, then moving to the second. Talking about literally anything other than the game of poker we had agreed to play hours earlier. As soon as the second can was empty I got up to go get another from the tent and nearly fell over. My cousin laughed at me, "you're drunk." I just laughed, I wasn't drunk, tipsy for sure but not drunk...I don't think. "Fuck you dude...that rock is dangerous," I pointed vaguely at the ground where I stumbled and walked towards the tent. "You want another or are you good?" I asked. "I'll have another for sure, but I also think we should play some poker...I could really go for a blow job," he half joked. My heart started pounding at the idea of having to suck his dick, and let him cum in my mouth, I really didn't want to do it but I couldn't back out, "Fuck you, I hope you're ready to taste my cum" I laughed. "Let's go then," he said, getting up from his camping chair and meeting me at the tent. We opened new cans, took a gulp and topped them off with the Jack. He pulled out his deck of cards from his backpack and started to explain the rules. Basically if you lose the hand, you lose an article of clothing of your choice. "And the loser has to blow the winner until he cums." "But you don't have to swallow, just let me cum in your mouth," I added. "Well, of course not, swallowing would be gay," he laughed and took a drink of his drink. "You nervous?" he asked. "No, you're going down...on my dick," I laughed, even though I was nervous as fuck. "I think we should each take a shot," he said, opening the bottle and handing it to me. I took a big gulp, probably the equivalent of a double, coughed and gagged and passed him the bottle to do his shot. I felt my nerves calm down as the Jack settled in my stomach. He dealt the first hand. Which I won with a single pair. "Oh man, you suck at this, just like you'll be sucking my dick," I taunted, watching him remove one of his shoes. The next hand I also won, and continued to talk shit as he lost his other shoe and a sock before I lost a single hand. We both continued to talk shit, me more so than him, and I was surprisingly good at it...probably the alcohol. We kept drinking, he lost his shirt and I still had only lost both shoes and a sock. "Damn you are terrible, if I beat you this bad...you should just give up and swallow my load," I laughed. He laughed, "fuck you dude." "You wish," I fired back, taking a sip of my drink. "You know what, actually yeah," he said, finishing his drink. "What?" I said and finished mine. He opened the bottle of Jack, "You think you're so good, lets up the bet," he took a swig from the bottle and passed it to me. "What do you mean," I took my shot, not feeling the burn anymore. He laughed, "you're so sure, you're so good, how about we up the bet, the winner gets to fuck the loser?" "Fuck that," I laughed, passing him back the bottle. He laughed again, "because you're a pussy!" "No, fuck you dude," I said, "You know what, alright, the winner gets to fuck the loser," the words flew out of my mouth with a confidence of a boy who knows he's going to win. "You're on," he said with a snicker, and started to deal the next hand. I lost that hand, and my other sock. "Oh, not so good now that your ass is on the line," he laughed. He dealt the next hand, which he lost. I laughed, but was no longer talking shit. I just watched as he undid his shorts, slipping them off to reveal a pair of light green sport briefs and he tossed his shorts at me. Then he took another shot and passed me the bottle, "fuck," he said aware that he only had his underwear to lose. I took my shot, passing him back the bottle, "is naked the loser or the hand played after naked?" I asked. He laughed, "fuck you, you know it's naked." He dealt the next hand, I lost the hand and my shirt. Then the next hand, and my shirt. I started to get nervous, "I need to piss," I said, getting up and out of the tent, he followed in just his briefs, his dick semi hard. We both pissed into the creek, not saying a word. Back in the tent, he took a shot and passed me the bottle, "you ready to lose?" I took a small shot, feeling more confident, "you ready to get fucked?" I laughed. The next hand I lost, "fuck," I almost shouted, tossing my cards in the pile. He laughed, "Yeah, off with the shorts," he was grinning from ear to ear. I begrudgingly took off my shorts, revealing a pair of light blue Jockey no-fly briefs, throwing my shorts at him like had had to me earlier. "You ready? This is it," he said. "Let's go," I said. I got dealt a pair of pocket Aces, my heart started pounding as he did the turn, a Jack, a ten and a four. The flop, another Ace, I could barely contain myself. The river, a Queen. Neither of us said anything, you could hear crickets, the babble of the river and the crackle of the fire. I am certain he could hear my hear pounding out of my chest. "Well, what have you got?" he asked. "Bam," I slammed my Aces down, "Three of a kind!" I almost shouted. "Damn," he said, "that sucks for you," he put his hand down. "Flush beats a three-of-a-kind," he said with a smile. "Wait, what?" I stared at the cards, "fuuuuck." There was a pause, he took a swig from the Jack, "you want the last shot?" I took the bottle, gulping down the last of it as I watched him slip off his briefs, his dick getting hard at lightning speed. "You want to do it on your sleeping bag or mine?" "Neither," I said curtly. "Oh come on man, don't be a sore loser," he coxed. "I don't know man," I was nervous, "how about I blow you...like we agreed," hoping he will let me out of this if I let him cum in my mouth. "No way dude, a bets a bet," he said, slowly stroking himself as he dug into his backpack. Quick thinking, "what if I promise to swallow?" I tried to negotiate. "no dice," he laughed, pulling some Vaseline from his bag. Last ditch effort to get out of it, "well I can't let you do it without a condom," I told him. He pulled a condom from his wallet, "condom," he said with a slight chuckle. Then did a half drunk barrel roll over to my side, onto my sleeping bag, landing next to me. We both laughed. His dick was hard as a rock, mine was too. I really didn't want to get fucked, but a bet is a bet. "Ok, but, if it hurts you have to pull out," I started to say. "Of course," he said, gesturing for me to lay down on my stomach. I did, and he quickly grabbed my underwear and pulled them down to my ankles, climbing onto my ass. Thankfully the alcohol had kicked in and my head was spinning, but the warmth of his body sitting on mine felt good. He took the Vaseline and used a glob on my hole, slipping a finger in, which felt really weird, not sexy at all. I heard the condom wrapper open and the sound of latex rolling down and stretching over his shaft. "You read?" he asked, lining his dick up with my hole. "I guess," I said. "Just relax," he said, rubbing his dick up and down my crack, pushing on the bone above my hole. "ow, lower," I told him. He maneuvered it lower, "there?" "There," I said, feeling him start to push on my hole. "Oh fuck, no...ow," I groaned as the head popped in. "Relax dude," he said trying to push in further. A searing pain shot through my entire body, "Fuck dude, no way, it's way to big, fuuuck, you gotta pull out," I told him. He pulled out and I could hear my hole sucking the Vaseline off his condom as it closed shut like the blast doors in the Death Star. "Fuck that hurt," I told him. "Really? That bad?" he said, almost like I was being a baby. "Yeah, man, your dick is bigger than it looks," I told him. He continued to hump up and down my crack, which started to feel good now that my hole wasn't being violated, the gentle up and down rubbing across my hole did feel surprisingly good. "It's not that big," he said, holding my hips and slowly stroking across my hole. "I mean...it's a little too big, felt like you were ripping me apart," I said, trying not to moan from this new pleasure I was getting from my hole being teased. "Well, it felt really good for the little bit I was in," he told me. "Yeah?" I asked, with a weird sense of pride. "Oh yeah, I probably will cum quick if you let me try again," he said. "Fuck man I don't know," I said, his dick rubbing across my hole again. The alcohol in my system telling my brain to try it again, the pleasure from the teasing on my hole telling me I might like it. "Come on man, I'll pull out if it hurts, just...let's try again," he begged. "It's just to big dude," I tried to reason against all the things I was feeling and thinking. "What if I took the condom off?" he suggested. "What? No," I said. "Well, the condom adds to the thickness," he said matter of factly. I don't know why but that made sense to me. "Just let me get it in all the way, and if it still doesn't feel good I'll pull out," he said. "Alright, fine, promise to pull out?" I asked. "For sure," he said, "without the condom?" "I guess," I said and heard the rubber-band sound of the condom snapping off his dick. "But you can't cum inside me," I said sternly. "ok," he said and started pushing in, this time a little less rough. I grunted, feeling the head pop into my hole. "Oh fuck..." I breathed in sharp, "no, sorry man, it's too big," I told him, clenching my teeth and my ass. "Just give it a second, let me get all the way in and then I'll pull out," he said, pushing another inch in and another, slowly until he was laying flat on my back, "mmm" he moaned in my ear. Still feeling that sharp pain, like a hot poker was in my ass, "fuck dude, it's too much," I told him. "You're ok, just give it a second, it's not as bad as before right?" he pointed out. It wasn't as bad, still hurt like hell, but also a weird good feeling mixed with a feeling of fullness, and as he started pulling it back out it hurt less and I felt empty. He slowly pushed back in, "fuck dude," he whispered in my ear, bottoming out in me a little deeper than before. I groaned, teeth clenched, I realized I was in it until he was done at this point, "Are you close?" I asked, breathless. "Getting close," he said almost moaning. He pulled out slowly and pushed back in deeper, I let out a whimper. His dick felt longer and bigger than ever, though it felt like it was going in easier with every thrust. He reached under my arms to grab my shoulders for leverage to pull himself deeper into me, humping me like I was a toy for his penis. "Oh man, that feels real good," he moaned out. "Are you close?" I asked again, less clenched than before. "I'm close," he said, gripping my shoulders tight, his breath in my ear. "How close?" I asked, noticing the pain was less and I could now feel it being replaced with a slight pleasure. "Real close," he said, his humping becoming less rythmic. "Don't forget to pull out..." I started to say. "But i want to..." he grabbed my shoulders and thrust hard into me, "ungh...oh...fuck..." I felt him expand inside me, and shove harder and deeper into me without withdrawing, shaking and clearly cumming inside me. "Oh shit..." was all I could say, feeling the warmth and then a small withdrawll and another thrust in, this one felt so good, with all the cum lubricating my insides. "Fuuuck..." I managed to breath out. "Oh fuck," he said, his body shuddered as the last drop squezed out of his dick 7" deep inside me. He slowly let his dick slide out of me with a pop and rolled onto his back onto the floor of the tent. "Fuck dude...that was, oh man...did you like it?" he asked. I didn't know what to say, I didn't like most of it, but right before he nut inside me it did start to feel good, "I don't know man...did you cum in me?" I asked, knowing the answer. "Yeah," he said with a grin, out of breath. I rolled onto my back, my dick was rock hard. I started to stroke it, clenching my ass I came within seconds, shooting a huge load of cum onto my stomach. "Damn dude, that was a big load," he said. I wasn't sure if he was talking about me, or the load he left in my ass, but I felt...weird, gross, confused and still horny at the same time. I pulled my briefs back up from my ankles, using my shirt to wipe the cum off my chest and then tossed it to him. "Gross," he said, tossing it back. "You don't need it to wipe up?" I asked, seriously. He looked at me and grinned, "no, I think it's all in you," he laughed. Now I really felt gross. He put his briefs back on with a snap of the waistband, climbed into his sleeping bag and was asleep in a few minutes. I passed out a few minutes later, head still spinning and my ass still twitching.

I love reading all the hot stories of bareback sex. But I'm finding fewer and fewer stories that are about fun sex that happens to go from condom to bareback and mostly only seeing stories that are about "gifting" or are from the perspective of a top that knew he had an STI and stealthed a bottom that tried to play it safe. So I would love to start a thread that caters towards the more innocent side of making that decision or even stealthing that isn't focused on STI's. For example: I'm a rather safe bottom. I try to make condoms a rule, but I am also easily caught up in the moment. I've fallen for every line in the book and for some reason in the moment I don't hear how obvious it is when a guy is just trying to top me bare. One example would be while I was in film school and I was still in a phase of coming to terms with my sexuality. Thankfully NYC had a thriving community of horny young guys who didn't give a fuck if I was in the closet as long as I was young and fit. I had a roommate who assumed I was 100% straight. So I had to keep my hookups anywhere but our apartment. This particular night I had met at guy at a house party. He was a little older than me, probably 22 at the time. Sexy as hell though, probably 6', in great shape, a natural tan, one of those sexy smiles that shows all his teeth, the "I smoke a lot of weed" eyes. I noticed him checking me out a few times at the party. I tried to avoid him because I knew a lot of people at the party and I could feel my dick twitch every time we made eye contact. At some point my core group of friends were leaving, I told them I was going to use the restroom and then head back to my place. As I exited the building this guy was out on the steps smoking alone. He recognized me and asked me if I wanted in on his weed. I'm not going to say no to free weed. So we smoked and flirt a little, but all subtle stuff despite no one being around. When he finished the last hit though, he leaned over to me and asked, "do you get down?" I knew what he meant because he was not being subtle anymore, he adjusted his dick in his pants as he asked the question. I grinned at him and just kind of bobbed my head "yes". "Your place?" he asked looking up and down the street. I let out a little laugh, "no...my roommate will be home and he..." "He's not cool," my new friend cut me off. He adjusted himself in his pants, "we can go to mine...I'm over on the west side though" he warned as if I would bail after getting that information. In a bit of a haze we walked about twenty blocks up and a few avenues over. He didn't even hesitate to bring me into his building, I on the other hand was constantly looking around to make sure I didn't notice anyone I knew. He failed to mention it was a five floor walkup, but when we got into his studio my glutes were burning to be stretched out. No sooner had the door been locked he stripped off his shirt to reveal a finely toned torso, pecks that you only get from playing basketball. He gave me a quick kiss on the lips then pulled back to make sure that was ok. I pushed in on his lips, going from 0 to 100 instantly. Clothes flying off as we kissed and touched the 8 feet from the door to the double bed against the wall. He yanked my pants down to my ankles and I fell back to the bed as he lifted both my legs so he could finish getting my jeans off leaving me in my white briefs. He stood there looking at me, so I sat up and unbuttoned his pants, the zipper revealing his black boxer-briefs. Before I could pull his pants down, he stepped back, kicking off his own pants and tossed them to the side. He grabbed my head and pulled me into his crotch, his dick already hard but hiding behind the thin fabric. I put my mouth on what was obviously the head, he pulled down the underwear and the massive 7" of cut meat smacked me in the face. I put it in my mouth, gagging almost instantly, but with effort got a few inches down. It didn't take long before he pulled out and pushed me back onto the bed, placing himself between my legs, spreading them as he came in to kiss me some more. I was so horny, I wanted this sexy guy inside me and from the way he was grinding on me I could tell he was more than ready. He sat up, hooked his fingers into my briefs and pulled them down, leaving my legs on his shoulders as he dropped the underwear off to the side of the bed. He spat on his hand and rubbed it into my hole, then slowly pushed a finger in. I let out a soft moan. He reached under his bed pulling out a little basket that had condoms, lube, poppers and some other things I didn't recognize. Handing me the poppers I watched him tear open a condom and roll it onto his dick. He uncapped the lube as I uncapped the poppers and took a couple hits. Stroking his now slick dick, "you ready?" he smiled. I took another hit, feeling a little nervous, I nodded yes as I breathed out. Rubbing the tip up and down my crack he felt his way to my hole then pushed the tip in. I winced and took in a a gasp of air. "You ok?" he asked. I nodded, "give me a second," I told him. He kissed my calf on his shoulder, rubbing my now soft dick with his other hand. I took another hit of the poppers, then another and he took the bottle from me and took a nice long hit. Slowly he started to push the rest of the way in, the initial pain was already subsiding and the familiar pleasure was taking it's place with the help of the poppers. He bottomed out with a moan, "fuck you're tight," he half laughed and then kissed me. He build up a slow rhythm, not trying to fuck me as much as he was trying to loosen me up with each thrust. "Oh fuck," I moaned as he bottomed out a little deeper every time. "You like that dick?" he asked kissing my neck and nibbling my ear. "Fuck yes," I told him feeling it hit that magical spot inside me. "You're so fucking tight dude," he said thrusting a little harder, then sitting up and stopped all together. I looked at him as he remained motionless inside me but started to stroke my dick that was again rock hard. "What?" I asked, as he smiled at me. He let out a little laugh, "I'm just trying not to cum too fast." We both laughed at that. I took another hit of the poppers and he gave a slow but forceful thrust, "Fuck," he moaned and kept fucking, a little harder and a little faster with every thrust. "I'm getting close," he warned. It felt so good, I didn't want it to end. He pulled out and ripped off the condom, jerking his hard dick, smiling at me. "Fuck dude," he said, beating himself off. I started to jerk myself off to catch up. "Are you close?" he asked, almost out of breath, slipping a finger into my hole, then drooling out some spit so his finger wasn't so dry inside me. "Fuck that feels good," I said, beating my dick even harder, flexing my ass around his finger, inching my way closer to an orgasm. "Yeah?" he asked, jerking himself a little slower now. He pulled his finger out and jerked his dick against my hole, the head gently massaging the pucker. "Fuck that feels good," I moaned. My legs fallen down to his hips, my toes curling from all the pleasure. "Yeah, you like this dick," he said, rubbing a little more than the head in as he jerks himself off. I let out a soft moan, "fuck dude..." I trailed off, rocking my hips on his dick head. I looked at him, that sexy smile as he rocked his hips ever so slightly, stroking his dick into my hole, his eyes met mine and I just smiled back. I took a quick hit of the poppers and passed them to him. He took a hit and passed them back, "shit man, you want a few more strokes?" he asked like he was doing me a favor. I took another hit, my head spinning, I just nodded "yes" and he pushed slowly all the way into me. "Fuuuuuck," we both moaned feeling his raw dick sliding all the way inside me. "That feels so good," he said, holding himself there. He leaned in and kissed me, I wrapped my arms around him and he started to thrust his dick in and out while our tongues danced. He only gave me a few more deep strokes before he broke our kiss to tell me, "I'm close," sitting up and really long stroking his dick into me. I started to jerk off hard and fast, "Me too," I said. "Want me to pull out?" he said thrusting faster and shorter. Before I could say anything he thrust all the way in and blew his load, "Oh shiiiit," he said flexing inside me, sending me over the edge. My own dick erupting all over my stomach. "Oh fuck," I said, twitching feeling both of our orgasms. He collapsed on top of me, one last kiss and rolled off. "Fuck..." he panted, "that was...so fucking good," he tried to catch his breath. "Oh man..." was all I could say, shaking a little from the intensity of our sex. We showered and I went home shortly after exchanging numbers. He text me about a half hour after I left to let me know how much he enjoyed my ass and wanted to get some more soon. I sent him back a wink. It was the beginning of a regular booty call.

Completely not the plan. I was in my "experimenting phase", had jerked off with some of my friends after school a few times but I wanted to try more and I was too shy to tell any of them that. So I did what any horny, curious teen would do and went online. I met a guy a few years older than me, he was 22 but looked 18 at best. After a lot of forth he talked me into meeting up to "just see what happens". I told my parents I was going to the movies and would be back late. I drove up to his dorm, which was about a half hour away from the small town I lived in. He had a suite with 3 other roommates, everyone had their own small room though. I was so nervous I was literally shaking when we walked into his room and he locked the door. Thankfully he looked exactly how he described, if not better looking. He was so sexy, I didn't know what to do. He talked to me about anything and everything, just to calm my nerves. Eventually he offered me alcohol, I had never drank before so I accepted and he poured us some shots. After downing two shots and a dozen questions later I was feeling much more comfortable. I think he could tell and that's when he made his move and tried to kiss me. I thought that was pretty gay so I dodged the kiss and told him I wasn't comfortable with that. "So...what are you comfortable with," he asked. "I don't know, like...anything else," I laughed. So he took off his shirt, showing his sexy body. My heart beating so hard and fast I thought it would jump out of my body, he slowly reached over to my shirt and started to lift it up and off. He started to rub my shoulders, then my chest and went lower to unbutton my jeans. He smiled at me, a very sexy smile that must have been from braces in high school, I melted. My pants around my ankles and my very hard dick trying to make it's way out of my gray Old Navy briefs, some precum already forming a wet spot on the pouch. He stood up in front of me, untying the straps of his gym shorts and pushed them and his boxers to the floor. His dick sprang up and was inches from my face. He was probably a solid 6" cut and a drop of precum was forming at the tip. He just looked at me, I knew what he wanted but I was too nervous to just go for it, so I waited for him to grab my head and pull me in. I opened my mouth and tasted another guys dick for the first time. I put in my best effort, but it was probably a terrible blow job. I was doing the sucking but for some reason my mouth didn't want to produce any saliva, probably my nerves. After a few minutes he told me to lay back on the bed and I did. He hooked his hands in the waistband of my briefs and pulled them off with little effort. He was between my legs and sucking my dick, I was so hard, trying not to moan out of fear he'd think I liked getting a blow job from a guy, but I couldn't help it and the occasional "mmm" or "fuck" escaped my mouth. It only took a couple minutes, less than five, for me to be close to cumming. I warned him I was close and he pulled off. I tried to jerk myself off to finish, but he didn't let me, he told me to "wait, not yet" and continued to slow jerk me with one hand and himself with the other. He lifted my legs and stuck his tongue in my hole, I let out an audible, "oh shit" and gripped the sheets. That was the most amazing feeling I had ever had. "You like that?" he asked. "Oh man...yeah," was all I could say. "Roll over, I'll do it some more," he suggested. I was happy to, and as promised his tongue quickly was back in my hole while I used his pillow to muffle my moans. After a few minutes of eating me out I felt something that wasn't his tongue rubbing on my hole. I looked back and he was jerking himself off and rubbing the tip of his dick between my cheeks. I didn't know what to say, my head was spinning from all the pleasure so I just let him continue to jerk off. He spit on my hole, then used the tip of his dick to rub the spit in, it felt so good I let out a soft moan. "You like that?" he asked. Again, I said nothing. He rubbed and then added more spit, then rubbed and added more, it was really feeling good until he tried to push the tip in. "Oww," I groaned. "You ok?" he asked. "That hurt, we can't..." I trailed off. "If you relax it will feel better, I promise," he said. "I don't know man...I don't think I'm ready for that," I told him. He added more saliva and pushed the tip in again. I groaned and winced, "Oh fuck man...I don't think," I started to say. "Just the tip," he said in a calming voice, "I just want to feel it a little, then I'll pull out and jerk off." I was naive, horny and overly nervous and just believed him. I just grit my teeth and tried to focus on breathing. "Just relax," he whispered as he massaged my butt cheeks. I took an audible deep breath and as I breathed out he pushed in a little more, "Oh fuck dude," I said into the pillow. "Just relax," he said calmly, as if that was making it better. "It's too big," I said, teeth clenched. He slowly kept pushing and I felt him bottom out and lay down on my back, "it's all the way in," he whispered. He just held it there. I didn't know what to say, it didn't feel as good as it looked in the porn I had watched, I thought I was getting ripped open. Then he slowly started to pull out and I felt a hint of relief until he pushed slowly back in. "Fuuuck, dude," I groaned. "I knew you could take it," he whispered and kissed my neck. "Do you have a condom?" I asked. He pushed in and out a few more times before he answered, "yeah" in a low whisper. Without pulling out he reached into the drawer next to the bed. He thrust a few more times then pulled out and put on the condom. I heard a "click" and felt some cold lube squirt onto my hole. With my face still in the pillow I listened as he added lube to his condom covered dick and it made that distinct squishy sound only condoms make when you jerk off with one. Seconds later he leaned back in and whispered, "just breath" and I felt the head finding my hole again and he pushed in. "Oh shiiit," I said a little loud. "Shhh," he let out, "My roommate is home," he half laughed and bottomed out. I realized this was happening and just grit my teeth and tried to relax as he started to build up a rythm. He moaned into my ear and kissed my neck, "fuck you feel so good," he said several times. After a few minutes it still hurt but there was a new pleasure I had never felt before and I noticed my soft moans turned from pain to pleasurable moans. He pulled out quickly. "Turn over," he said and I did as I was told as if my body was in autopilot. He put my legs on his shoulders and quickly pushed all the way back in. "Oh fuck," I said, not muffled by the pillow this time. "Fuck you're so tight," he said, thrusting harder and deeper as he started to jerk me off. As he got my dick harder and harder the entire experience started to turn into this amazing feeling running through my body from my head to my toes that curled with every thrust. "Oh fuck that feels good," I heard myself say. "Fuck yeah," he said, thrusting even faster. Very quickly I felt my orgasm building and my toes curled, "Oh shit...dude...I'm gonna cum..." I said. "fucking cum for me," he whispered and thrust harder which hit my insides just right and my balls tightened and my cum flew out onto my chest and his hand while he kept thrusting in and out. "Oh fuck," was all I could say as my orgasm subsided and what was the most amazing feeling of him fucking me turned on me and I was no longer enjoying it. "Fuck you feel so good," he said, smiling at me. I grit my teeth, "Are you close?" "Almost," he said, thrusting deep into me. "Oh fuck," I clenched. "If I take the condom off, I'll be close faster," he said between thrusts. "Yeah...ok," I said not really thinking straight, I just wanted him to be done. He pulled out and pulled off the condom with a snap, tossing it on the bed next to me. He spit on his dick then found my hole and went balls deep again. "Oh fuuuck," he said. I moaned with him, clenching my teeth and breathing hard with every thrust. "Are you close?" I asked again. "Getting close," he said, thrusting harder and faster. "Just don't cum in me," I said, wincing. "...But I want to..." he started to say and then thrust erratically and I felt him swell and suddenly the thrusting felt so good as I realized his cum was now lubing my hole. "Oh fuck," he said. "Fuuuck..." then he collapsed on me. "Did...did you..." I tried to form words around all the things I was feeling and thinking. His head next to mine, my cum squished between us, his cock still in my hole twitching, "yeah..." he kind of laughed, "my bad." He lifted his head and looked me in the eyes, gave me a kiss I couldn't really dodge in this position, then rolled off me, his cock making a "plop" sound and we both just lay there panting.