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It was somewhere around 2009, I was done with film school and working gig to gig. Mostly working paycheck to paycheck at this shit job in an equipment rental house/studio in the city. Still struggling with my sexuality to an extent, certainly deep in the closet at this point. I was still telling myself that sex with guys was only when I was really horny and masturbation wasn’t cutting it. I always played safe, well not always, but I tried to. This was before PrEP. So as far as I was concerned, as long as I had sex with guys infrequently and with protection, no one would ever know and one day I would just quit altogether and go about my life as a straight guy. Most of my hookups with other guys would happen at this point through Craigslist. It was the Grindr of the time. You could put what you were looking for, with pics, all the responses would come straight to your email where they would live until you wanted to respond, it was great. One drunk night I had post an ad and then passed out. A few days later I checked that email, which was a burner email, I had way more responses than I normally got. I looked at my ad to see what I wrote to get so many hits. “22, straight, kinda tipsy. Mostly like a quick fuck,” was all it said, with a torso pic of me in my white CK briefs, my head obviously not in the picture. Half of the responses were from guys I would never sleep with. I wouldn’t say my standards were higher in those days, I just had a mental block that only allowed me to sleep with guys who were “model attractive” because…somehow that made it less gay? Filtering most of them out, deleting the ones that were just old man dick pics and guys who wanted me to call them “daddy”. I responded to a few, most of them never got back to me because. I found that most of them were burner accounts and if you didn’t respond within an hour, you usually never got a response. One guy hit me up the next day. “Hey, sorry I missed this, you look hot. I was only in town that night, had some work in the city. I’ll be back in a couple weeks though. 26/m/DC here.” He attached a similar torso pic, clearly he worked out, he was maybe 5’10”, and looked like a frat bro-leaning Abercrombie model. He even wore Abercrombie white briefs in the photo. That prompted me to ask if he was a model or if he was catfishing me. He responded saying he was neither a model nor catfishing me. Apparently, he did something in finance/banking, but neither of us got into specifics. He asked what I was into. I explained that I’m not gay, just get horny sometimes and need sex. “Oh, so do you like to fuck or get fucked?” He asked. At this time I was pretty versatile, “I usually like to fuck, but that night I was pretty tipsy and was trying to get fucked.” I told him. “Damn, I wish I had caught you at the right time. Did you get fucked that night?” “No, honestly I basically post that ad and then passed out after. Was incredibly hungover and horny the next day. I certainly wished I had got your message though.” I teased. “Yeah, would you have let me fuck you?” He asked straight up. “Maybe, depends on how big you are, I’m not a pro.” I joked. “It’s not that big, like 7.5 inches, cut.” He attached a photo, it sure looked bigger, and thicker than mine. “Damn, it looks big, I would’ve let you try though, as long as you’re gentle,” I told him. “I’m always gentle, love to feel a tight straight boy open up for my dick.” He told me. “You ever been rimmed?” “No, I don’t think so anyway.” I was at work when I got that email so I didn’t look it up. “You’ll love it, it’s when I use my tongue to tease your hole, get it lubed up and ready for my dick. Makes it easier to slide in when your outer ring is primed and ready, almost begging to get fucked.” This one made me horny as hell. Good thing I’m a briefs guy, I was able to hide it while at work. When I got home I stripped down to my underwear, my 22-year-old dick was hard before my pants came off and I was ready for some porn. I did take a quick pic with my flip phone and emailed it to him, “Damn, that sounds hot, look what you did to me.” I captioned. “Look at all those spread legs, love to fuck you in that position, that way I can watch your face as you feel me push balls deep into your tight hole. Do you like to kiss?” He asked. “Not really, I’m not really into guys like that,” I told him, which was true, at the time I felt like somehow that was a bridge too far, like kissing would make you gay, whereas getting fucked by a guy was just some form of extreme masturbation between friends. “That’s cool, I get it, but would you stop me if I tried?” he ased in a single sentence response. Now, I’m jerking off at this point and felt like he would stop responding if I didn’t give him the answer he wanted. “I wouldn’t stop you, in the heat of the moment…what ever happens, happens.” “Good, when you are balls deep in a guy, a deep kiss unlocks the hoe in him, then I can really fuck him like he needs to be fucked.” He fired back. Something about this wording got me going. Up to this point, I had had good sex with some guys, I had had bad sex with some guys, but I knew the best was yet to come and this guy seemed to know what he was doing. “Damn man, I really need to get fucked now.” “Yeah? With condoms or bareback?” he asked. “I try to make condoms a rule,” I told him. “Yeah, raw feels so good, but it’s important to play safe,” he fired back. “Have you ever let a guy fuck you raw?” I knew where this conversation was going, if he was in the city and trying to get in me tonight I would’ve lied and shut it down, but I figured there was no harm in feeding that flame. “Yeah, I mean, I’ve been caught up in the moment and things happen,” I was vague. “Oh yeah, I know about that. I’m STD-free and want to stay that way, so I use condoms all the time. I have had the occasional ‘heat of the moment’ fuck, but that’s rare. Were you hoping to get fucked raw, that night I mean?” He asked. I had to think about this. “I was pretty drunk, I wasn’t even thinking about that. If we had met up, I probably would’ve just gone with the flow. Good thing you prefer condoms.” I told him. A few minutes went by, and I refreshed a few times, still slowly jerking myself off. “I probably would’ve pushed in raw, got a few strokes in just to feel it, then I would’ve wrapped it up.” He finally responded. This made my balls tighten. My hormone-filled brain thought, “yeah that makes sense.” So I quickly typed back, “Mmm, that’s hot, I wouldn’t have stopped you.” I told him. Before he could respond I felt my balls tighten and instantly hot cum was erupting onto my abs and pooling in my belly button. I went to clean up and never checked for another email from him before going to sleep. ****** Two weeks later I was at work on a Friday night. They had me at the front desk because one of our studios was being used to film a music video. So I spent most of my night online. While the studio technically was closed at 11 pm, we had an unwritten policy to let productions stay until 1 am as a courtesy. By 10 pm my friends were all out having drinks without me, I had a few dozen texts telling me to “just lock up” and stuff like that. A producer came over to me and asked me if it would be possible to stay a little later than the 11 pm “hard out”. I acted like I was doing him a huge favor, even though this kind of thing happened often, but I told him as long as they wrapped by 11 and were out the door by midnight I would turn a blind eye. He thanked me and went back into the studio. About fifteen minutes later a production assistant came over to me with a six-pack of Magic Hat #9 and told me it was a gift from the producer, as a “thank you.” I wasn’t going to say no, I took it and cracked one open. Then a second in what felt like no time at all. By 11 pm the music was still thumping so I knew they were not packing up yet. I looked around to make sure no one was near me, then I opened Craigslist on my laptop. I looked at a few posts, but I never responded. Honestly just being on the website made me feel like I was going to get “caught” so I just quickly posted an ad, really just hoping to get a few responses and chat, but not actually hook up. I looked into my burner email and saw a bunch of junk and an unread message from the guy from DC. There were a few unread messages actually. This made my dick jump to attention. “That’s so hot, man, how many strokes can I get in before I should wrap up?” the first message said. “Did I take it too far?” The second read, a day later. “Hey, not sure if you’re still interested, but I’m going to be in the city again this weekend. I’ll be at the Rennasaince in Times Square if you want to meet. No pressure.” This one was time-stamped yesterday. I cracked open a third beer, I’m a bit of a lightweight so I shouldn’t be on a third beer in an hour. I started to respond to his email a few times, then deleted. I kept reading and rereading what we said, looking at his body and dick pics, I was hard to the point of frequently checking to make sure my precum wasn’t visible in my jeans. “Hey, sorry I didn’t respond. I was jerking off and as soon as I blow my load I’m not really into guys anymore, if that makes sense. I’m having a few drinks right now, but I’m not going to be free until at the earliest 1 am.” I told him, not even expecting a response. I went to the bathroom to make sure I was “fresh”, and tried to dry the precum already leaked into my red briefs. Back at my laptop, I had a bunch of new responses from guys to my recent ad. The only one I read was from DC guy. “I’ll be up. I just got checked in a little while ago. I was going to hit up the sex shop and get some lube and stuff, you want to come by the hotel when you’re done? Or I could meet you out?” I quickly replied that I would meet him at his hotel and he fired back with the room number. I logged out and did my best to rush the load out in the studio. Finished a fourth beer and headed uptown to meet the guy from DC. ***** Even after four beers, I was a nervous wreck by the time I was riding up the elevator. I could feel my heart pounding out of my chest and I had to really focus to keep my body from shivering from the adrenaline rushing through me. Thankfully he looked exactly as he described, and his pictures were not old. He was wearing a robe, having just showered but it was loose on top so I could see his toned body. This didn’t settle my nerves, only made the anticipation worse. Him being in his robe meant he was naked underneath and I felt this meant I couldn’t back out, or at the very least I needed to make sure he got his nut. He recognized my nervousness and offered me another drink. I accepted and we just chat for a few minutes while I sipped my drink. It helped me get comfortable. Turns out his name is Bryce. The second I put my empty drink down, Bryce’s hand was on my upper thigh. My dick is instantly hard in my briefs. I’ve done this “hookup” with strangers before and it never gets less awkward for me, I don’t know what he’s into, I don’t know if I should be more aggressive or passive, I don’t know what’s a turn off for him, so I try to just follow his lead. His hand slides up my pants and cups my balls from the outside, I let out a soft moan. He smiles, and his dark blue eyes twinkle. “Let’s go to the bed,” he calmly says. I nod. Kicking my shoes off, he grabs a black grocery bag and pulls out a few items, setting them on the nightstand. He slides his robe off, his muscular back facing me, his ass is meaty and firm. I quickly start to undo my pants and push them down. The drinks hit me hard in this moment and I nearly fell over trying to get them off, twisted around my ankles, I fell-sat on the end of the bed, clumsily pulling the pants inside-out to unshackle my ankles. He turns to me, ripping the plastic safety color off a new little brown bottle with his teeth, spitting it to the ground as he walks over to me. His dick quickly grew to full attention, I swear it was bigger than he said it was, or maybe mine was smaller than I thought either way, it was big, like a baby’s arm holding an apple, now inches from my face as he stands in front of me. He leans down and pulls my shirt off over my head, leaving me in just a pair of red Armani briefs and black ankle socks. I could smell his scent and soap from his shower wafting off his crotch as it was dangling in front of me. I looked up and he was smiling down at me, giving me the look of a man expecting me to put his hard dick in my mouth. I’m not very experienced in oral sex. To be honest, I was always a bit of a germaphobe growing up, so it took me into my late teens to even enjoy kissing (girl or guy), the idea of putting someone's privates in my mouth made me too uncomfortable, didn’t matter the sex. But, I knew I couldn’t expect to receive without giving, so I would do it, but my heart was never in it and I knew they could tell. Thankfully Bryce had just showered and I knew it was as clean as it would get, so I grabbed it with my hand and pulled him into my mouth. With my eyes closed I did my best to suck his dick, I felt my eyes water when he tried to thrust into my throat, I would gag, but thankfully no more than that. After a couple of minutes and one really forceful thrust, I had a panic moment and pulled off his dick, jerking it slowly, covered in my saliva. I wiped the wetness from my eyes and mouth as I jerked him. His hand massaged my head, gently nudging me to continue. So I did. I heard him shaking the little brown bottle as I tried to suck his monster. He opened it and put it under my nose and I had no choice but to breathe it in since his dick was in my mouth. The smell was intense, my head started to spin and my heart started beating faster, suddenly I felt relaxed. He did it to the other nostril, telling me to take a deep breath this time and I did. Holy shit, the rush was amazing. I suddenly felt so slutty, like I really could suck his dick into my throat and I tried. I heard him taking a hit from the bottle as I bobbed on his dick, the subtle moan from him as I got deeper on him, and my saliva really started to flow. He capped the bottle and dropped it on the bed, grabbing the back of my head he started to control the rhythm of my blow job, slower and slower, deeper and deeper with every thrust. Suddenly my nose was buried in his nicely trimmed pubes, his balls hit my chin and I realized I had his entire dick in my mouth and throat and I wasn’t gagging. It excited me, I just let him start to slowly fuck my throat, when I heard him whisper, “I’m close.” I kept going, I had never gotten a guy close before just from oral sex, I let him keep fucking my throat and he said it again, “Fuck, I’m close,” and he pushed a few more thrusts and I felt his body tense, his balls tighten and his cock expand and twitch in my mouth as he shot a hot load of cum into my throat. My eyes went wide, and he let loose at least two volleys in my throat and slowly pulled out, another spurt filling the back of my mouth and another on my tongue until his orgasm stopped. I didn’t know what to do, I had never had a guy cum in my mouth before, I felt myself swallow what was in my throat instinctively as he nut, the rest that was in my mouth I wanted to spit out, so I jumped up and ran to the bathroom sink to spit it out. Coughing cum out of my throat, but there was no getting around it, I swallowed a good amount of Bryce’s cum. I could certainly taste it in my mouth as I swallowed and spit, then rinsed my mouth. Turns out cum doesn’t just rinse out, I had little choice but to let the flavor linger in my mouth. I heard him laugh, “Sorry man, I tried to warn you, when you didn’t pull off I thought you wanted me to cum in your mouth.” He confessed. I wasn’t mad, just a little grossed out, “it’s fine,” I said, wiping my face off, and walking back to where he was on the bed. “Fuck that felt good though,” he smiled a very sexy smile, dimples and all. Still wrapping my mind around what just happened I just agreed with him and picked up my underwear. "Are you leaving?" He asked. Again, I'm not a pro at random hookups, but in my experience, once the top blows his load…it's kinda over. Especially if I'm not already close to blowing my load. He could see the confusion on my face and snatched my briefs from my hand, tossing them across the room to the couch. He pushed me back into the bed, pushing me up so he could climb on the bed between my legs. My dick went from limp to rock hard in 2 seconds flat. He spread my legs wide so he could get a better look at the entire area, then dove into my dick getting it sloppy wet. He didn't struggle at all to take me into his throat, it was impressive and intimidating, but man did it feel good. I could help but moan softly while squirming from the pleasure. He then went down to my balls, sucking each one hard enough that it triggered my pain sensor before he would drop it from his mouth. Licking further down, and instantly blowing my mind, he started to rim my hole. I let out a moan that sounded like "Oh my God" but none of the consonants came out. He took that as a sign to continue lifting my legs to expose my hole for him some more, placing a pillow under my ass. Then diving back in, his tongue pushing into my tight pucker two or three times before he came up for air. "Damn that's a tight hole, you don't get fucked often do you?" I sat up on my elbows, "no, I'm mostly with women," o felt the need to remind him. Though that comment seemed to not register at all. He came up, wiping the wetness off his face his dick now rock hard again next to mine and his soft balls dangling on my hole. Like magic, he had the little brown bottle and was uncapping it for me. I understood the drill now and inhaled deep twice for him. My head started to spin, that rush came over me again. He capped the bottle and headed it to me. He reached for the lube on the nightstand and was pouring a generous amount into his hand. He smeared most of it onto my hole, gently he pushed in a finger, then a second with ease thanks to the poppers and lube. I was just enjoying all the pleasure he was offering up. He started slowly stroking himself, adding lube to his dick and then a little more to the fingers playing with my hole. "Take another hit," he suggested. I wanted that rush, though the last one hasn't worn off yet, but I did as he told me. A quick hit on each side. As he did his cock up and down my crack. "No, you have really inhale," he smiled grabbing the bottle and showing me how he did it. Then he passed it back, giving me a, "go ahead" nod. I took two really big hits this time, I thought I would pass out this time, but man everything felt so good, every little touch was tingling through my body. "There you go," said, rubbing his dick up and down my crack some more. Adding some lube as he paused right at my hole, his tip adding just enough pressure to feel where it opens but not pushing in. He let out a soft moan, "Man I want to fuck this tight ass," he continued to gently hump me so his cock slid up and along my balls. Leaning over me, he felt huge, over me, he leans in and gives me a peck on the lips. Then another and this time I instinctively kissed him back. Wow, he's a really good kisser. His tongue invaded my mouth the way it had my hole only moments ago. His hips were thrusting his cock up and down my crack, I couldn't help but wrap my legs around his waist and my arms around his back as we made out with a passion I've never experienced with a man. I swear my hole slightly opened from the amazing pleasure I was getting from all the ways his body was touching mine, especially his hard dick sliding across my hole. "Mmm, can I stick in you?" He asked then started kissing my neck. "Ummmhmmm," I managed to moan. "Raw?" He whispered into my ear. My horny brain had nearly flatlined, but still had enough sense to say, "mmm, condom." He kept kissing my neck as he reached over to the nightstand, pulling one from the open box and then knocking the box to the floor. He returned to my mouth, and humped me some more, "Let me open you up before I put it on." He broke our kiss and sat on his heels, putting one of my ankles on his muscular shoulders as he maneuvered his dick head to the center of my hole and started to push before I could object. It stung, but my hole gave in quicker than it has in the past. I took in a sharp breath, "Ah, fuck man…just, just a few strokes ok?" I said through grit teeth, trying to relax. "Yeah, like a hundred," he grinned, slowly pushing into me. "Oh, mmmm, no, ugh, like ten," I managed to say. "Twenty and I'll wrap up," he negotiated as he slowly bottomed out inside me. "Ungh…fine, be gentle, I'm not a porn star," I reminded him. "Take another hit, it will help you relax and adjust." He held his dick at the hilt waiting for me. I slid my hands around the bed until I felt the little brown bottle I quickly to two big hits, then he did the same and then held it under my nose for two more. My head spinning, I felt my body give in to his iron-hot dick inside me. He slowly started to pull out, then push back in. "That's it, open up for me," he whispered. I tried to relax, the pain and pleasure of his dick was intense, but the pleasure was so good it almost didn’t matter that it came with the pain. His first few strokes were slow enough it was easy for me to keep count, I wasn’t at first but I was able to pick up at around stroke 6 because that one went a little deeper and brought back that twinge and a little bit of a yelp from me, “ungh, shit, easy, easy,” I whispered. “It’s ok, feel my dick inside you, fuck doesn’t that feel so good,” he gave me another three deep strokes in quick succession. “Mmm, yeah, fuck dude,” my hand stopped pushing on his abs to prevent him from going deeper and I started rubbing my fingers through my hair. He leaned in to kiss me, I didn’t hesitate to accept it this time, moaning on the deepest and hardest stroke yet, somewhere around 14 or 15 I guessed. His tongue deep in my mouth as he moaned into me and I moaned back, wrapping my legs around him as my hands explored his strong back. It felt so good. A few more strokes and I knew we were beyond 20, just to be sure I counted 5 more before I broke our kiss, “ungh, condom, oh fuck,” I felt my hips rocking up into him on his next downstroke. He thrust balls deep and sat up, “fuck, I wasn’t counting,” he laughed, “was that already 20?” He started reaching around the bed looking for the unopened condom, still balls deep in me. “You’re so tight, I would’ve guessed you were a virgin,” he joked, tearing the condom open with his mouth. I was in a fog of pleasure, “nah, just don’t get fucked often,” I said out of breath. He slowly pulled out of me, then tapped his cock on my hole, “felt so good in you raw,” he smiled at me, pulling the condom from it’s wrapper. “Yeah, for me too,” was all I could think to say. He rolled the condom down his shaft, adding a little more lube, then quickly lined back up with my hole and started pushing in slowly. “Unnnnh, fuck,” I moaned. “Fuck, so tight,” he pushed my knees up by my head and bottomed out. He started slow but quickly got up to a fucking pace. Alternating between hard and fast and then slow and sensual. His dick was hitting me in all the right spots, so I started jerking myself off best I could with my legs pinned to my chest. It was all too much, he was so sexy and his sex felt so good, I wasn’t going to last too long. After a few minutes he pulled out, “roll over,” he said, helping me onto my stomach. He climbed on top of me and sank his dick in one hard thrust. “Ah, fuck, easy man,” I moaned. His arms slipped under mine, gripping my shoulders from underneath so he could pull himself into me with every thrust, “mmm, fuck,” I murmerd. “Yeah, you like this dick in you don’t you?” he whispered in my ear and then kissed my neck. “Mmm, yeah, fuck it feels so good,” I could barely speak. He kept fucking me like this for a few more minutes and then pulled out, catching his breath, “fuck I got close,” he laughed, “not ready to cum again yet.” I rolled back onto my back, propping a pillow under my head as he put one under my ass again. I watched him pull the condom off his dick slowly and toss it on the night stand. “What are you doing?” I asked. “Need another one, this one’s done,” he said. Which I didn’t really understand. “It broke?” I asked, slowly stroking my dick. “Yeah, you’re tight,” he said, reaching for the lube again, adding some to his dick. Then using his slick hand to stroke my dick. I let him jerk me off a little and I reached for the poppers. He kept jerking me with one hand and used his other hand to jerk himself with his cock head rubbing my hole. It felt so good. I took a deep hit on one side, then the other. The rush came over me again, fuck everything feels so good. I took over jerking myself, I was determined to cum. He continuted jerking himself off on my hole, adding a little more pressure, then a little more until the head was back in me and my hole clamped onto his dick. Using both hands to spread my legs while he pushed just the tip in and out of my hole. “Mmmm, fuck that feels good,” I moaned. “Yeah?” he asked. “Yeah,” I breathlessly and furiously jerked my dick and flexed my hole. “Want me to give you a few more raw strokes?” he asked. I opened my eyes, still stroking my dick, “I don’t know man.” “Just like, ten more, I’ll count them out and then I’ll put on another condom to finish,” he promised. I didn’t say anything and he slowly pushed his dick all the way in and we both moaned at the pleasure of the raw sex. He bottomed out and then slowly pulled out. Pushing back in he counted, “mmm, one.” I moaned, spreading my legs and beating my dick as his cock slide across my prostate, “mmm.” “Two…ungh,” he pushed deep and my ass clenched as he hit that button inside me. “Ungh, fuck, I’m getting close man,” I warned him. “Three,” he went in harder and faster. I felt myself start to boil over, every thrust bringing me closer to liftoff, “oh fuck.” “Four,” he thrust. I clenched my ass on his thrust and he hit my prostate hard, “Fuck I’m gonna cum,” I warned. “Do it,” he thrust, harder and deeper. “Oh fuck,” my toes curled as he spread my legs and thrust harder and deeper into me, hitting that spot again. “Fuck, I’m cumming,” I nearly shouted as my body convulsed and my ass clenched on his cock as it thrust into me again, “ungh,” I moaned and my balls tightened. He thrust harder into me again, “uhhh,” I groaned as the first blast shot out onto my chest, he thrust and the second shot out even harder, then another thrust and I felt the rest of my cum spurt out and pool in my belly button. “Oh fuck,” I groaned. He held there, deep in me as I caught my breath. “Fuck that felt good,” I said out of breath as my orgasm subsided and I became keenly aware that his huge dick was still balls deep in me. Like a switch flipped and what was the most amazing feeling in the world was now trending towards painful. He slowly started to pull out and then thrust back into me, “ow, fuck,” I groaned. “That’s five,” he grinned. “Are you close?” I asked, pushing on his abs again He thrust again, “Six.” He held there, “getting there, going to take longer when I put the condom back though.” He thrust hard, “Seven.” I clenched my teeth, “ungh, fuck dude.” “Eight,” he thrust a little deeper, my ass clenching on his dick. “I’m not sure I can take much more,” I was struggling and it seemed like his dick was only getting bigger. He thrust a little more gently, “ungh, Nine…do you want me to pull out and put a condom on?” He thrust again, “Ten.” “Ungh, fuck,” I pushed on his abs, “I don’t know dude, I think you need to pull out.” He handed me the poppers, “try these.” I quickly took two deep hits and that rush came back over me, it definitely helped. He saw it hit me and started to thrust again, one, two more, then a third. I was pushing on his abs still, “wait, a condom.” “Ok, yeah, but you’ll still let me finish right? I’m close now but I won’t be with the condom on, you know how it is,” he thrust into me again. “How close?” I asked as he kept thrusting with a slow rhythm. “Mmm, fuck dude, it feels so good like this, I’ll cum quick if you let me,” He leaned down, smearing my cum between us as he kissed me and thrust hard into me. “Fuck, ok, just hurry, and don’t cum in me,” I mumbled. He kissed my neck and held my hips, I wrapped my arms around me as he started to fuck me faster and faster. It still hurt but I didn’t want to punk out and make him jerk off, so I just held on and let him use my hole. “Fuck you feel so good,” he whispered in my ear. Curling his body into me with every thrust. “Are you, ungh, are you close?” I asked again. Trying not to ruin his concentration and delay his orgasm. “Mmm, yeah, getting there,” he kept his steady rhythm, thrusting hard into me. “Fuck man,” I groaned, “I need you to hurry.” I clenched and tried to relax, though thankfully his precum was adding lube to my hole with every thrust, but it wasn't enough to make it feel good. “Ok, mmm, but you gotta let me nut in you,” he moaned in my ear. “What?” I asked. “I’m gonna hurry, but please let me cum in you, it feels so good,” he thrust harder and deeper, a little off rhythm. “Fuck man,” I groaned, “fine, just hurry, ungh,” his thrusting was really digging deep. Another minute of fucking me sensually, “I’m close, oh fuck, I’m so close,” he kissed me. I moaned, I felt his dick starting to swell, his thrust getting shorter but deeper. “I’m about to cum,” he said then continued to kiss me. A few more erratic thrusts, he broke our kiss and looked me in the eyes, “Oh shit, I’m cumming,” one hard deep thrust and I felt his dick twitch and the warmth of his hot load erupting inside me, a second thrust smearing it around and unloading more boiling cum as lube for another and another thrust. “Oh fuuuuck,” he groaned. His orgasm felt so good I couldn’t help but moan with him, “Oh fuck, mmm,” I held on tight to him without thinking, my legs warped around him, pulling him into me as his dick continued to spasm inside me and his body clenched and unclenched a few more times. “Oh my God,” he breathlessly lay on top of me. We both caught our breath, just laying there in orgasmic bliss. His cum lubed my hole so nicely that the pain I was feeling instantly disappeared and his last few thrust felt so good, it blew my mind. Not two minutes ago I wanted nothing more than for him to pull out, but now I wanted him to stay inside me. His cock deflated though and slowly the tightness of my ass pushed him out. He rolled off of me, both of us covered in my cum, his cum dripping out of my ass. “I need a quick shower before I go,” I told him. “Yeah, no problem,” he pointed to the closed bathroom door. I slowly and awkwardly got up, as though my body was broken and nothing quite worked the way it had before he fucked me. I took a quick shower, rinsing the cum off of me. He lay naked on the bed, watching me as I got dressed quickly but trying not to look like I was getting dressed as quickly as possible. “I’m going to be here all weekend if you want to go again,” he broke the silence. “Yeah, maybe, I don’t really do this often,” I tried to be noncommittal. Truth is I had no intention of doing this again, it was hot, but now that it was over I had no interest in sex with any guy. Which was an issue I had to work out over the next couple of years on my own. My subway ride home was long and uncomfortable. I was sure everyone on the train knew I just let a guy I just met, a stranger fuck me and shoot his load into me, a load that was still slowly leaking into my underwear. I got home around 5 am and passed out pretty quickly. The next morning I checked my email, there were dozens of new responses to the listing that I forgot I had posted, one email from Bryce. “He, last night was awesome. I’m so glad we got to meet up, really glad that you let me get those first few strokes in raw, though the last few raw strokes were even better! I hope we can do it again before I leave, if not I’ll hit you up the next time I’m in the city. I can tell you felt weird about letting me nut in you but don’t worry, I got a check-up before coming to town and everything came back negative. I’ll email you the results for your own piece of mind when I get back. Let me know if you’re in the mood to get fucked again, I’ll obviously wear a condom the entire time if that gets me back inside you. Hope to see you again, Bryce.”
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- condom to bareback
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always been super turned on by raw tops pulling off condoms or breaking em to get in a hole bare and fill it full of seed. any favorite stories? (fictional, of course :P)
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(Sorry for any mistake, english is not my first language) I don't know exactly how to start this story. I was a total safe sex devoted boy. Everytime a cock entered my ass, it was with a rubber. By then, I never really enjoyed it, and I didnt know why. The few times I had sex, it was unpleasant. Now I know exactly why. Raw sex is the natural way to fuck and I learned it the best way. One night I was horny as hell, so I searched for a top online. I found one who was exactly my tipe. Kind of muscular, hairy, in his 40s. I have a thing for daddies and this one fit perfectly. At first things were going fine, but then he told me if I liked it bareback. I said no, only safe. He then showed me a pic of his massive cock and said "Not even by this?". I was astonished, my breath got slower by the impression. It was a perfect cock, very hard, maybe 9" with a well rounded shaft and meaty balls. I immeaditely wanted to lick it, to put it in my mouth. "Wow, thats huge" I said. "Do you like it boy?" I really wanted that massive dick in my ass, but I couldnt do it raw. "Yes, that would really destroy my hole! But sorry, I have to say no, I only do safe..." He at first seemed dissapointed. He said he wanted to breed my ass and fill it with DNA. I was getting uncomfortable and said no way. He clearly was a barebacker and that made me nervous. He then said "Fine, we can do it safe, but you bring the condom. I never buy one" That scared me and just said "Sorry, this is not what Im looking for..." and left the site. I was still horny as hell. That image of his cock made my hole burn. Good thing I had a dildo to calm the itch, but moments later it grew faster and faster and the dildo did nothing. I needed a cock. I needed his cock. He accepted to use a condom so why I did say no? I missed a good opportunity for my fears. Maybe he was still online and I could still get his cock. Lucky enough, he was online. "Hi, you there?" "Yes boy, did you make your mind up?" "Yes I want that cock up my ass, Ill bring the condom" "Fine, I want to fuck you good, you wont regret it" That made my hole twitch. He gave me his address. It was not far. I showered and douched quickly, I wanted everything to be clean. I then left and got there in a moment. He opened the door and I was stunned. He was truly a daddy. "Come in boy". I entered as he reached my ass, outside my pants. He was not shy at all. I smiled and he pointed me to the couch. There was some porn put on the TV. A big close up of an ass being impaled by a big cock. "Lets have a drink" He said and poured a glass for both of us. We drank and talked for a while about little things. The safe sex came up. "So you never did bareback?" "No, I always do it safe. Here is the condom by the way" He reached for it and put it in his pocket. "Well you dont know what you miss haha. But I can do it your way, no problem" He said as he smiled and I smiled back. We reached the point where drinks kicked in and we were horny. He said he wanted to fuck me good and open my hole. My ass was getting hungry. "Please do it" I said and he unzipped. That perfect cock showed up. Erect, fully hard. "You can kiss it, dont be shy" He said as he grabbed my neck softly. I then went down. I kissed it first. His skin was wet and his cock smelled damn good. I grabbed it with my hand. I couldnt believe it, that huge cock was gonna enter in my mouth. The moment came and that thing invaded my mouth. It tasted amazing. I started blowing him and jerking him. I kissed his balls and licked them. He then started fucking my mouth as it was a hole. It was amazing. I didnt want to let go of his cock, it felt so good. We continued for some time, and then he separated his cock from my mouth. He grabbed my ass. "I want the other hole" Said as he looked into my eyes. My hole then burnt with desire. "Yes, please fuck it" As I looked to him. He then pointed me to his bedroom. He again had a TV with porn in there. This time the porn was more hardcore. Some dude was getting loads from a room full of guys. I looked it dazed while I was getting naked. He was getting naked too, and his cock still rock hard while he took of his pants and underwear. He then reached my hole and start rubbing him while I was looking the TV. When I looked to him, he had a little bottle in his other hand and he gave it to me. "What's this?" "Dont worry. It will relax your hole and my cock will enter more easily" "Where is the condom?" "It's here" He showed it to me as he put it on the bedside table. "Take a good sniff and we'll enjoy more. Trust me" I did it while looking at the TV and he was still rubbing my hole and stroking his cock at the same time. I felt a rush instantly. I got a a little dizzy but high at the same time. That made me hornier as he was now fingering my hole. I kissed him and grabbed his cock and stroked him. He then put me on the bed, ass towards him, fully exposed. "You are gonna love this, boy" He then kissed my hole and it felt so good. I moaned as he opened the hole with his tongue. He ate it so good I couldnt resist it. I grabbed the sheets and let him work that hole. "Good boy, open for me" Said and he then went again to the hole. He licked it good and I was in heaven. After a few minutes of ass eating, he gave me the bottle again. I took another sniff. Another rush and I felt hornier. My eyes were almost rolling while he was working my hole with his tongue. He then went to the bed and lied down and told me to suck his cock. I obeyed instantly and put in my mouth. As that amazing shaft entered my face it felt so good. I started sucking and drooling over his tool. He was looking pleased and that was making me enjoy more. He then told me to put my ass on his face and we did a 69, with him eating my ass and I swallowing his cock. In that position I was facing the TV. The bottom was receiving a good pounding from another top. His ass made sloppy noises as the cock rammed his hole. I noticed something strange. That cock looked very familiar to me. Then the angle changed and I understood why. The top who was fucking the bottom now was my top! He was there fucking that bottom bareback and mixing those loads inside him. The bottom seemed in extreme pleasure as my top pounded his hole. I still had that cock in my mouth and never let it go, still sucking it up and down. It was rock hard and I was enjoying it. I still watched the movie as he ate my hole. My ass was really open, he could easily put his tongue in. And I still sucked his cock not ever once let it get out, I wanted it inside my mouth. As my top pumped faster in the movie I followed his rythm, sucking up and down faster. I was amazed as he tore that hole apart, and somehow seeing the cock on my mouth on another ass, made me so horny. He then said he was going to cum, spilled a string of semen on the bottom's hole and shoved deep in his rectum. He grunted and said "Good boy" as the bottom moaned. The bottom then got up and went for his cock and put it entirely on his mouth, sucking every inch. It was the first time I saw someone sucking his ass juices from a cock and I was astonished. It got me really horny. And in that moment both of us, had the same cock in our mouths. But he was just fucked and I still had my hole itching like hell. I felt envy for that bottom. I needed that cock in my ass. I wanted to be that bottom. "Please fuck me" I said as the bottom on the TV was now being fucked by another top "Do you want it boy?" "Yes please I want it" He then bent me on the bed, with my ass towards the TV. He then reached the bedside table, looking for the rubber, I thought. But he instead took the bottle and gave it to me. "Take a hit" "Dont forget the condom" I reminded him "Dont worry" He said, as he put himself behind me. "I just wanna feel this hole" He then rubbed his cock again my asslips. It felt so amazing. I took a hit off the bottle meanwhile. I felt the rush again and my hole got more relaxed. As he rubbed his shaft on my hole, it felt a little wet. It was precum from his cock. It felt so good as he pressed agaisnt my ass. My asslips were kissing his head and my back arched from the pleasure. I then remembered the scene from the movie, that cock destroying that hole and I was burning inside with anticipacion. I needed that pounding. His head entered a bit on the hole and my breath got deeper. "Please dont forget the condom" "Its fine, dont worry" He said as he pressed agaisnt my hole. His head was now inside and it felt like heaven. I had his cock in my ass and it felt like everything made sense somehow. He started to pump a little trying to shove it in. I looked back and said "Please put on the condom" as he was pressing more "Do u want me to stop now boy?" he said as he looked into my eyes Then my thought processing stopped for a moment. The only thought crossing my mind was how good felt his cock on my ass. "No, dont stop please. I want it" I said without almost even realizing "Good boy" He said as he took the signal and started pressing harder while I let it go and started to press back my ass to him desperate to have it all. He slowly shoved, and made his shaft go trought my entire insides. I felt his head rubbing my rectum and It felt so nice. Soon the entire cock was inside me. I still didnt believe it. How could I let it happen? But it felt better than everything I tried. Having his cock inside me felt natural and like I was somehow complete. I didnt want that cock to ever get out off me. He then started to pull out and it saddened me a little, but then the slide felt so good I wanted more. He started pumping, making his cock moving inside me. It hurted at bit at start, but I didnt want him to stop. I was in heaven. Then the pain started to fade away as he reached a good pace. At the moment he was fucking me good and his cock was pumping inside my ass walls, his balls slapping my taint. "This feels so good..." I said while I moaned "I told you everything was fine. You just needed to understand it" He said as he pulled out off my ass and reentered with a thrust. "Do you want me to put a condom now boy?" "No please!" I looked back and looked him with despair "Do you want my load boy? Do you want it deep inside you?" He said as he again pulled out and reentered. He had total control of my hole and I was loving it indeed. "Yes please, plant it deep, I need it!" "Good boy" He said as he pulled out and grabbed my neck. I felt surprised, I wanted to that cock again in my ass. He pressed my head agaisnt his cock, which have just stayed on my ass. "Suck it, show me you want it" At first I was confused, I never sucked a cock who entered my ass. "C'mon you know you want it, dont you want to be a good boy like the one I bred on that movie?" I felt surprised, he knew I was watching that scene. But he was right, I wanted to be like that hole he destroyed in that movie. I wanted to show him I was a good boy and have his cock in me again. I needed his load deep inside me. "Yes, I want to be a good boy" I said and instantly I sucked his cock. It was rock hard. I went up and down on his dick and drooled over it. "There you are, show me you want it boy" I savoured the mix of ass juices and precum as I blowed him and it tasted amazing. I was surprised, I wanted more. I needed him to shove in my ass and let me taste it again. "I want more please" as I sucked him "Do you want me to paint your insides white?" "Yes, please" I responded quickly to make him put his cock in my ass again "Hahaha dont worry boy. No way you are leaving without my DNA in your ass. In fact it was my intention from the very beginning" He said as he pumped again. He reached the envelope of the condom and gave it to me. It was opened and the condom was missing. "I threw it away the very first moment you gave it to me. No way Im gonna fuck some ass without breeding it. Dont you feel freed? Dont you feel like you are doing what you born for?" I was surprised. But it made sense somehow. He was totally right. How someone in his right mind wanna avoid this? How to stop something so natural and so right? "It makes sense" I could say a moment I pulled his cock out of my mouth "This feels so right" "I just helped you understand that you were in a mistake. You are a hole to fuck boy. A hole to plant seed. Do you think I did wrong?" The thought of him throwing away my will to teach me the truth and taking charge of my holes was turning me on like crazy. He liberated me with his wisdom throught his cock, and made me do what I was intended for in life, taking raw cock and seed. He helped me a lot. I was truly grateful to him. "No, you did good. Thank you for showing me Im a just a hole for cock. You teached me the right way. You helped me" I said before I sucked with more empashis to show him I was thankful for all he had done to me. "Dont worry boy. You just needed someone to teach your holes are to be used. You dont own them, only the one who use them does." I nodded and smiled "Please use my holes" "So who's the owner of your ass and mouth? Who decides what to do with them?" He said as he greened "You, they are yours to use. Please put your cock in them and show me what I was made for" "Good boy. They are my property, dont forget" He said as he thrusted with strenght on my mouth, and then flipped me and made me stay on four on the bed. He went on top of me and he pressed his cock agaisnt my hole. It entered easily and I felt complete again. I moaned as he pumped. It felt so good. He was right. In that moment he owned my holes and it felt so nice to have a real man take property of them. It was I was born for. To let the men use them, decide what to do with them, and shove their cocks in them. I had no right on them, only the men who fucked them had. It felt so right by then, I realized how wrong was before, thinking I have a tell on my holes and demanding someone to put a rubber on. But thanks to him I saw the truth. I was so thankful to him for destroying my holes and making me understand my role in life. As I was really turned on by this thought, he kept fucking me and ramming his cock on my hole. He sometimes changed holes and let me taste my ass on him. "Are you gratful boy I let you taste your ass?" He was slowly teaching me how lucky I was by having him using my holes. And it was true. I was honored I could have him inside me and have his DNA. I was honored by him when he decided I had to suck his cock right from my ass. I felt in heaven. I felt complete. Everything made sense then. And I was really turned on by all these thoughts of me honored by him for using me and make me complete with his cock. "Yes, you are so nice to me, thank you" I said as I slurped "From now on boy you will call me Sir, cause Im the owner of your holes. And everytime someone is breeding you, you should show him respect for letting you have the honor of being used. Dont forget" "No, Sir. I wont forget. Im really grateful to you for teaching me. Thanks for helping me understand my position" "Good boy" He said as he went again onto my ass After a few moments of fucking and teaching me my role in this world of serving men, he then used my ass harder. He pumped faster. He was about to cum. That really anticipated moment was coming and I couldnt believe it. I was about to recieve his precious seed. To have it deep inside me. I couldnt believe how lucky I was to have his DNA flooding my rectum. I was getting really anxious as he fastened the pace. He then grabbed my ass and spasmed as he unloaded in me. "Deep. Inside" He said as he pressed his cock firmly again my ass and let his seed fill me. "Thank you, Sir" I said as I feel blessed for having my ass really opened and flooded. It was truly heaven. I was so thankful to him for teaching me the raw sex and making me understand how natural it is, I feel honored to have his load inside me. My first load. He pulled out and my ass made a plop sound. "It seems your ass really wanted it hahaha" "Yes, Sir. I really needed it" I said as I looked back and smiled "Dont worry boy, now you are you going to be used a lot. Just let everyone knows your holes are theirs to use. And mine, of course. Now Im gonna fuck you everytime I need a hole to plant seed, ok?" He said as he sit and his cock softened "Yes, Sir, thank you in advance. Just tell me when you wanna use them" "For now, clean my cock. Everytime someone breeds you, you will show respect to him putting his cock again in your mouth right from your ass. If you are lucky enough, he will let you clean it. And you are lucky today, it seems" "Yes, Sir! Im so lucky!" I said as I rushed to put his cock in my mouth. It tasted so nice directly from my hole. Ass juices and cum. I devoured his cock and swallowed every last drop of cum. "You love the taste of your ass dont you? So lets do something" He started rubbing my hole. "What, Sir?" "Push a little cum out. I want to feed you some and have my DNA in both holes. But dont push hard, I want most to stay inside your guts for you to absorb it" "Yes, Sir" I spread my cheeks with my hands and pushed. At first nothing came out. "Hahaha I planted it deep. Remember not to push so much tho" I smiled when he said his load was deep inside. I kept pushing and a little flow of cum came out. "Stop" He then took the cum on his fingers and put them in my mouth. I savoured them as I felt good for having him control my holes. It felt so natural and right. I then stayed the night cause he said he maybe would need me to discharge. I felt so thankful. He told me that he usually needed to breed ass twice a day, or even more. I wasnt even the first hole he fucked that day, he bred another boy. That turned me on. I was just another hole to use for him, another ass to breed and I was honored he chose me to empty his balls that time. He then went on telling me how I should use just a jockstrap to show only my hole and helping me get better at being used by him or another tops. It was truly a special night.
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- bareback
- ass-to-mouth
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