BurnAfterReading17

[This story was flagged on my Patreon account and is currently in Patreon Jail, so now it's here where it can live.] I’m a pretty heteroflexible guy in the sense that, unlike my friends, I can admit when another dude is attractive, and when dared to kiss another guy at parties, I didn’t feel the urge to pound my chest and act like I was going to vomit from the thought of it. Afterwards, I would shrug my shoulders and tell whatever guy I kissed that he was good, but his girlfriend was better, just to make it less gay. More than one ex-girlfriend had asked me if I was bisexual, and the honest answer was always no. In college, I made friends with a pretty diverse group of people across all of my classes. One person I made close friends with was a girl named Anya. A beautiful redhead with fair skin and fierce green eyes. She wasn’t in any of my classes, but we worked together at the coffee shop across the street from the law building. Anya is a sophomore, and her boyfriend, Shane, is a junior. He comes around every time she is on shift. He seems cool. He’s one of those rich kids, skinny, tall, perfectly trimmed and styled hair at all times, at least two pieces of jewelry every time he goes anywhere, and he’ll dress like he’s homeless even though his clothes cost him hundreds of dollars to look poor. I like him though, he’s not douchey like his friends when they come in with him. Through the fall and most of the spring semester, I got to know Anya pretty well. There were a few parties she invited me to where we would get drunk and shoot the shit. At one particular party, she told me she had a dream about a threesome with me and Shane and how hot it was. The details she gave me had me pretty turned on as well. Hell, I’ve rubbed out a few nuts thinking about her from time to time. However, none of my fantasies involved her boyfriend; to each their own. She shook her head, “It was just…so unlike me, but I guess because we work together and get along so well…well, anyway, I thought it was funny and you’d get a kick out of it.” I laughed, “I’ve never actually had a threesome, and I never pictured a threesome happening with your boyfriend.” I shrugged. I should’ve left it there, but I tend to ramble in awkward situations like this and added, “And I can’t imagine Shane would be down for a devil's three-way either.” Anya shook her head and grinned, “You’d be surprised.” “Wait, what?” I love a juicy piece of gossip. She knows she can’t just dangle something like that out there and not finish her thought. She looked around, “Shane actually put the idea in my head…about a threesome,” she sipped her drink. I was flabbergasted. “Wait, Shane told you he wanted to have a threesome with me and you?” She chuckled, “No…well…I’m sure he would, but he told me he’s done three-ways with girls and guys before and that he enjoyed it. I’m sure he would be down to share me with you if I set it up.” This information blew my mind. Does this mean she wants to have a threesome with me? How do I play this right? I would definitely fuck Anya, but would I be ok to share her with Shane at the same time? What if his dick is bigger than mine and she gets to compare our styles at the same time and decides I’m terrible in bed and tells every girl on campus and I never get to have sex again because of it? “It’s silly, forget I said anything,” she tried to wave it off. I realized my window to make this happen was closing quickly, and I needed to jump through it like Indiana Jones before it closed if I ever wanted to hook up with Anya. “I’d be down,” I blurted out. She nearly spit out her drink. “Really?” “Yeah, I mean, why not?” I tried to play it cool. “I'm not into guys like that, but I jerked it with some buddies back in high school…how different can it be?” She bobbed her head for a minute; you could see the wheels turning as she mulled it over. “I don’t know, it would be kind of hot to have two hot guys at the same time, but I wouldn’t want to ruin our friendship and make things weird at work.” “That’s fair, but at the same time…” I tried to steer her back towards pro-threesome, and as if on cue, Shane walked up and put his arm around her shoulders. He stood about a foot taller than Anya, a few inches taller than me. “What’s going on over here?” He asked, his eyes glassy from smoking with his boys upstairs. “We were just talking about having a threesome,” Anya offered boldly. I felt my blood rush to my cheeks. “Oh yeah? Zach, you never struck me as the threesome type,” he squinted at me. Probably trying to see if I was just trying to get into Anya’s pants. I shrugged it off, “I’ve never done it, but I’m an open guy.” Shane leaned in and whispered something into Anya’s ear that made her chuckle and made me a little uncomfortable. “Shane, we need you,” a guy yelled from the kitchen where they were playing flip-cup. Shane smiled, “I’m coming!” He winked at me and gave me a pat on the shoulder before darting off. Anya rolled her eyes and shook her head as if to say, “Never mind,” and we dropped the subject altogether. I eventually went back to my dorm alone and jerked off thinking of a threesome with Anya and Shane and what I might be willing to do in that situation and where I would draw the line…until I blew my load and then I wrote it all off as I wiped up my cum with a t-shirt. It didn’t get brought up again, and I just chalked it up to a drunken conversation. That is, until everyone returned from spring break, and I received a text from a number I didn’t recognize. “Yo, it’s Shane, is this Zack?” the text read. Me: Yeah, it’s Zach. Shane, as in Anya’s Shane? Shane: No, as in Anay’s ex-boyfriend Shane. She ditched me during spring break…it’s a long story, but it didn’t end well. That would explain why she wasn’t at work on my first shift back. Me: Oh, sorry to hear that. Shane: Nah, it’s whatever. So listen, straight to the point. I got a girl coming over tonight, she’s like an 11 outta 10, makes Anya look like Raggedy Ann, but this bitch has been playing me for two years. A real cock tease. She said she’ll let me hit it if I set it up as a threesome with another dude, so I thought maybe you’d be down. Or were you just trying to get with Anya? Geeze, that was a lot of information to take in. I wanted to tell him I was just trying to get with Anya, but at the same time, I haven’t been laid in weeks, and spring break back at my parents' place was like being in a convent. So my sexual frustration was at a 10. Me: What would that look like? Me: Would we trade off, or would we have to touch each other? There was a long pause with the three dots popping up and disappearing a few times before he hit send. Shane: I’m not sure. This girl is a bit of a freak, so I would expect you’d need to be comfortable with some fooling around between us if you want to partake. Is that something you’re down for? I swallowed hard, staring at my screen and really focusing on the words. Me: Define “fooling around”? I hit send with my heart pounding in my chest. Shane: Lol, I don’t know, man. I guess the real question is, what are you uncomfortable with? What are your limits? I don’t have any limits, except I’m not letting another dude in my ass…tried it, it’s not for me. If you’re one of those dudes who would freak out if she put my dick in your mouth…maybe this is too advanced for you. I was a little stung by the words “too advanced,” like I’m some sort of child. A part of me wanted to go through with it just to prove the rich asshole wrong. Another part of me felt like I was in way over my head. Could I suck a dick? I’ve had other guys French kiss me, and there was groping, but it was for an audience, which made it hot in its own way. There were also those few times I jerked off with friends back in high school, but that’s normal, right? Me: I see. Me: I guess my limits depend on how hot she is? Shane: lol, right on [attached three pics] Me: Oh shit, ok, I get it now! Shane: Right!? Me: I’ve never seen her at any of your parties, she’s fuckin hot though. Shane: Yeah, you wouldn’t. She graduated last year and lives off campus. Anya knew I had a thing for her and made it clear she was never allowed at our house parties. Me: Gotcha Shane: You in or out? I need to text her back. Me: Fuck…I’m in. Shane: Dope! She’ll be here around 10. Feel free to stop by around 9 if you'd like to smoke with me beforehand. It helps me with nerves for things like this. Shane: Oh, and it goes without saying, but anything that happens tonight dies with us, so do with that information what you will. Me: You don’t have to worry about that! I tried to get some reading done, but ended up rereading the same page over and over again until I gave up. I shit, shower, shaved, and brushed my teeth. I even did a little bit of manscaping with scissors to trim back my bush and make it look more manageable. Not that I’m particularly hairy, but a fresh haircut makes my six inches look a little bit bigger. Shit what if Shane is hung like a horse? I put on a pair of black CK Trunks with the white waistband, they make my package look bigger and my ass a little more plump. Nothing I can do about my skinny torso, though, it is what it is. I showed up at Shane’s at 9:15 feeling nervous as hell. “Bro, you made it. I was worried you’d chicken out,” he gave me a bro-hug. “Nah, I’m always up to try new things,” I tried to play it cool. He walked us back to his bedroom. He has three roommates, one is at his girlfriend's place, the other two are out doing their night shifts and will be back late, Shane said with a grin. Shane had a few prerolls ready to go. We started smoking right away, hotboxing his bedroom as we chatted about his epic spring break trip to Cancun. When we were finished with our first smoke, he went to get us some drinks from the kitchen. He slid his laptop over to me. “Put something on, it’s connected to the TV.” He already had Family Guy open, looks like he’s midway through a rewatch, so I just clicked play and let it roll. He came back a minute later with two open bottles of Gatorade, and the color of the contents was definitely off. “What’s this?” I asked. “A special mix for a special occasion,” he said and grinned. “Try it, you’ll like it,” he shrugged and took a sip of his bottle. I took a sip of mine; it had a weird flavor, but it mostly tasted like blue Gatorade. “It’s good, right?” He asked. I shrugged, “It’s alright. I don’t think you invented Glacier Freeze, though, so you only get partial credit for the funky extra flavor.” He laughed, then checked his texts, sending a few before looking over at me lounging on his bed. “Big Family Guy fan?” He asked, then handed me another preroll. “Some episodes are funny, some aren’t.” He lit his joint and chuckled, “Then why are we watching it?” I exhaled, “because it was already open on your laptop…and you said to put something on.” I couldn’t help but chuckle at the question; the weed was suddenly hitting me hard, and I liked it. He shook his head, “I thought you were going to put on some porn.” I felt like an idiot, of course, that’s what he meant. “Oh, well, that was not clear,” I chuckled. “Don’t let me stop you,” I slid the laptop closer to him with my foot. He got on the bed, sliding up until his back was against the wall. He pulled up a video, “Guess we should put on a threesome,” he grinned, and pushed play. The video featured two men and a woman in a bar, playing pool and making bets. One bet led to the next, which was mostly them taking clothes off. I felt myself getting turned on pretty quickly. I glanced at Shane and could see he was tenting in his shorts, making no effort to hide it as he gently rubbed his knob from the outside. It looked huge, and my curiosity was piqued. I felt my phone vibrate in my pocket and pulled it out; I clocked the time, it was already 10 o’clock, but the notification was the low battery alert. “Shit, do you have a charger?” He looked at my phone, “Yeah, I’ve got you.” He grabbed it and went over to his desk, his shorts tenting from his bulge. He plugged his charger into my phone, and it buzzed again as he set it down. When he turned to come back over to the bed, I tried to swing my eyes from his crotch to the TV, but the TV had all three people naked and kissing, three tongues twirling. It made me wonder if Shane was a good kisser. I couldn’t help but look over at him as he climbed back onto the bed. This time, the distance between us was less than two feet. He took a sip of his drink, and I followed suit. Feeling really buzzed, really loose, and really horny I asked, “Is she on her way?” He slid his hand under his shorts and groped himself, “Man, I hope so, I’m so fuckin horny…I could go blind.” I couldn’t help but laugh, but I was in the same boat. The room was getting warmer, or maybe I was getting warmer. Shane must have felt it too, because he reached behind his head and grabbed the collar of his shirt, pulling it off and tossing it on the floor. I did the same, but I don’t think I was as sexy about it. Wait, did I just call Shane sexy? I don’t think I’ve seen Shane shirtless before. While he is on the skinny side like me, he has more muscle definition. I can’t help but notice a bit of a four pack flexing everytime he squeezes his dick in his shorts. His pecs are small, but there is definitely definition where my chest is flat with two dime-sized nipples. Shane checked his phone again, then his eyes went back to the porn. The group on screen was really into it at this point. One of the guys was fucking the girl while the other guy had his head down between the guys ass cheeks eating him out. “You ever been rimmed?” Shane asked. Not looking at him, I admitted, “No. Have you?” He chuckled as he spoke, “Oh yeah, it’s fucking awesome.” He checked his phone again, sighing when he had no message. “Fucking Veronica,” he shook his head. “Is she on her way?” I asked, feeling impatient, strangling my dick in my shorts. He made a frustrated face, “Not sure, she told me she would let me know when she was on her way. She’s only ten minutes from here, but she had to work until 9.” I nodded, trying to do the math in my fuzzy brain. Shane sighed, hooking his thumbs in the waistband of his shorts and underwear, then looking at me, “You mind if I take these off, my dick is straining so hard it hurts.” “No, go ahead,” I told him, hooking my thumbs in mine to get ready to pull them off, but I wanted to see what he was working with first. He quickly slipped his off and let them hang on his ankles. His 7” dick popped out, thicker than mine with a head shaped like a helmet unlike my mushroom shaped head. I know mine is a little smaller, but not much, so I felt confident enough to join him. We’re going to have to see each other naked when she gets here anyway, might as well get comfortable with it now, right? Shane made no secret of checking out my body, letting his eyes linger on my dick as I slowly stroked myself. I tried to pretend like I didn’t notice, but it did turn me on to know he was checking me out. So much so that I felt myself getting a little closer to orgasm than I wanted to be before the real party kicked off. I let go of my dick and grabbed my Gatorade, taking a few gulps. Shane did the same. I got in a good look at his body when he leaned away from me to get his supplies off the dresser next to the foot of the bed. “Do you use lube?” He asked, squirting some on his dick and slicking himself up. “Usually I go dry, but…why not?” I took the tube from him and squirt some on my dick. It was probably a little too much, the excess dripping down my balls onto his mattress, but he didn’t seem to care, and he was definitely watching. We sat there slowly stroking ourselves, watching the three people on screen going at it. I don’t know when they changed positions, but now the guy who was getting his ass eaten was on his back, taking the other guy's cock while the woman rode his tongue. Shane checked his phone to see if he had any new messages. He looked over at me grinning, “I’m so horny,” he started stroking himself. “Dude, me too,” I huffed, loosening my grip so I don’t cum too quickly. “Would you be down for that?” Shane asked, nodding to the screen as he reached over for his weed. I looked back at the screen, it was a close up of the one guys dick sinking into the other guys asshole and I laughed, thinking he was joking. He blew out smoke and passed the joint to me. I could tell from the look on his face that he was serious. I took a hit, “Which?” I blew out the smoke and passed it back to him. “Either,” he shrugged and took a long hit. I chuckled, “I don’t know, I’ve never done anal.” “In any way,” I felt the need to add. He passed me back the joint, “Have you ever played with your hole?” I shrugged, feeling no hangups at this point, “I’ve…dabbled, I guess.” I passed it back to him. “Really? Like a finger or a dildo?” “A finger,” I scrunched up my face. “I do not own a dildo.” He chuckled, “Hey, this is a safe space, you can get dildos that are not shaped like a cock that are designed just for anal stimulation,” he smiled at me, passing the joint back to me. I took a deep hit. “Did you…” His phone buzzed before he could finish his thought. I hoped it was Veronica saying she was outside. I watched as Shane texted back quickly. Then his phone buzzed again, and he texted back again. I took another hit of the weed, slowly stroking my dick with my free hand, watching his dick bob as he used both hands to text. I grabbed my drink and shifted in the bed so I could use the pillows along the headboard. My feet were stretched out on the bed down by Shane, and I could feel the warmth on the mattress from where his body had just been lying a moment ago. Shane sighed, setting his phone on the dresser, then looked over at me as he took his dick back in hand and started stroking it again. “Was that Veronica?” I asked. “She’s running late,” he shrugged. His eyes went from mine down my body, between my legs. “How often do you finger your hole?” I felt my heart rate speed up as I put the lid back on the Gatorade. “Ummm…I don’t know, once in a while, when I’m really horny...and taking my time, I guess.” I bent my left knee up so my foot was by my ass and knee in the air, my right foot tucked in to meet my left like a dead butterfly. I noticed how often he was glancing at my hole, and it was turning me on in a weird way, especially since he was talking about it. He scoots back on the bed, filling the space where my feet were and leaning against the wall. His hips were close to my feet, and I could feel his body heat radiating to my toes. I let my left knee drift to lean against the wall so I could see his face again, his eyes were...locked on my balls? Maybe lower. “How do you do it when you do it?” He asked, his eyes making their way back to mine. I felt a rush of heat hitting my chest, and I passed the last of the joint back to him. His arm brushed hard against my raised knee as he reached for it. “Umm…I don’t know, I just use a little vaseline and…you know,” I turned my hand palm up and started wiggling my middle finger up the same way I would finger a womans clit. “You use your middle finger?” I chuckled, “Yeah? What finger do you use?” He smirked, “I use both my fingers,” he held up his index finger and middle finger. “I’ve done that too,” I blurted out unprovoked. He smiled, “Really? How many fingers have you had in your ass?” “At one time?” He chuckled, “Yeah?” I felt embarrassed but answered anyway, “Ok, one time, I was chatting with someone online, like really filthy chat, and she convinced me to try three fingers.” I couldn’t help but grin with pride and embarrassment. He didn’t mock me like I expected; he actually nodded along like he was impressed. “Three fingers, but you wouldn’t do that?” He pointed at the screen again. My eyes followed his finger and on screen the cut to the close up of the guy on his back getting fucked by the other dude. I shrugged, “I don’t know, it’s way different than fingers.” He chuckled, “not really, I mean, think about it,” he held up his hand, putting the tips of his index, middle, and ring fingers together, then brought it down to his hard dick and lined them up. “It’s basically the same,” he shrugged. “Not even close,” I held up my fingers in the same formation. He quickly sat up and shifted, getting between my legs, pulling my hand down to his dick and I accidentally touched it as he compared my fingers to his girth. “It really is about the same.” I chuckled, “No way dude, look at it,” I put the three tips of my fingers to the head of his cock and it gave me a rush as the velvety tip brushed my pads. “Well, sure, the head is bigger, but how far did you get those fingers in?” I looked at my fingers for a second, “I don’t know, I couldn’t see, but it felt like they were at least to here,” I used my thumb to indicate the section just below my knuckle on my forefinger. He grabbed my hand again and lined it up with his dick which was pumping out heat. “See, at that part I think your fingers are even thicker than my dick.” He smiled with pride about being right. “Maybe it wasn’t that far,” I tried to walk it back. He made a knowing face. “Did you like it?” “I don’t know, I was kinda caught up in the moment,” I admitted. He gave me that look again. “Did you cum?” “Of course.” “With the fingers in your ass?” I thought about it for a second. “I think so, yeah.” “Well, there you go, see, you could do that, and enjoy it.” He looked back at the screen, accidentally resting his hand on my right thigh. We both watched in silence, stroking ourselves slowly for a moment while the camera cut back and forth between the close up of the guy getting fucked and then to him eating the girl out while also stroking his massive dick. It didn’t go unnoticed by me that as he slowly stroked his dick, his fist accidentally bumped into my balls a few times. I’ve jerked off with buddies back in high school before, so I’m not uncomfortable with touching another guy, but I don’t really know Shane this well, and it feels different when he touches me. Good different, I guess, but all this talk about our potential threesome involving anal sex between us has my buzzed brain spinning. Shane let out a soft moan and squeezed my thigh, jerking my attention back to how close we both are, and Veronica hasn’t even shown up yet. Shane was fixated on the TV, and it gave me a chance to really take him in. As he jerked himself off I could see the muscles hidden under his skinny build, and the way he strokes his dick had me in a bit of a trance. My mind kept drifting between wanting to touch it and thinking about Anya touching it. I wonder if she let him rawdog her? Then if I touched his dick, it would be kinda like I touched her pussy….right? “Fuck man, I need to calm down or I’m going to shoot before she gets here,” Shane said, releasing his dick and contorting himself around to reach for a little brown bottle on his dresser. He shook it, uncapped it, then held one side of his nose closed as he inhaled slowly on the other side. Then he repeated it on the other nostril. The way he relaxed immediately and looked high as fuck made me curious. “What’s that?” “Poppers,” he held the bottle out for me to take. “It helps you relax, and when you’re on the edge, it helps you to keep control of your nut,” he chuckled. I took the bottle from him and followed his example. The fumes were intense and holy shit did I get a rush. My heart started racing, and I could suddenly feel every nerve ending in my body as my eyes rolled into the back of my head. “Oh shit,” I whispered. “Right?” He chuckled, putting both his hands on my thighs and rubbing up and down a few inches below my crotch. “Damn, that’s intense,” I felt my head spinning as I relaxed into the mattress. “It’s like a horny drug,” he chuckled. I do feel even more horny. I don’t think I was any less close from blowing my load, but man do I feel horny. Shane grabbed the bottle of lube on the mattress and dripped a good a mount on his dick, stroking himself to coat his meat. “Want more lube?” He held the bottle out. I took it and dripped some more on my dick, again a little more than I wanted to and it dribbled down my balls. I instinctively brought my free hand down and tried to catch the drip. Shane huffed, “Trying to finger yourself?” I chuckled, “No, I was trying to keep the lube off your mattress.” “Oh, here I thought you were going to put on a show.” The idea now planted in my head I did kinda want that anal stimulation. Would it be weird if I fingered myself in front of Shane? Would he even care? I felt his fist bump my balls again as he stroked himself. I’m not sure if he even realized he did it; he was so transfixed on the TV. I liked it, though. I kinda want him to do it some more. I slowly stretched my legs out over his bent knees, his hairy thighs brushing the back of my thighs as I did. He looked over at me as my legs landed. “Sorry, I was getting a cramp,” I lied, but it brought me close enough to the flight path of him stroking himself that his knuckles started bumping my balls with every other pass. “It’s cool, get comfortable,” he said, and then leaned back a little which spread his knees a little more under my thighs, holding himself up with his left hand as his right stroked his dick. Now every stroke of his dick was bumping my balls and it was sending my brain into a horny spiral. I started stroking my dick faster. “Oh shit, that probably feels so good,” Shane grinned at the TV, stroking his dick a little faster. I turned my head to look at the TV and saw the guy getting fucked shooting his load on his chest as the other guy pulled out and shot his load on that guys balls and the camera zoomed in on the juices dripping down to the guys asshole. “Damn,” I added, trying not to cum. “I would’nt pull out though,” Shane chuckled and I realized he was thinking it must have felt good to be fucking that guy as he shot his load instead of being the guy getting fucked. “Yeah, me neither,” I felt the need to add. Then I grabbed the little brown bottle and took another hit. “Fuck, that got me close too,” he said, reaching for the bottle after I inhaled a second time. I watched Shane close his eyes and take a hit, feeling the rush wash over my body, I don’t know why I did it, but as he was taking a hit on the other side I reached out and gave his dick a couple strokes which caused him to moan and he grinned at me through half lidded eyes and I stopped stroking him. Another scene started playing on the TV, featuring two different men and a different woman. This time, they were checking into a hotel, and one of them said, “I’m so glad we’re finally off the road.” She parked her roller bag and added, “I never want to get in the car again,” then stretched her back by bending over and touching her toes. “Do you need a massage?” The second guy asked, and then the music kicked in. “Do you need a massage?” Shane asked and squeezed my thighs, the head of his dick brushing against my balls and then sliding down to my lube drenched grundle before he pulled back. I chuckled, “I need Veronica to get here. I’m so horny.” “Yeah, fuck, me too,” he contorted himself to grab his phone without leaving his spot on the bed. He sent a quick text and set the phone down. Immediately his hand went back to stroking his cock. “You know what would be hot?” “What?” “Ah…no, never mind,” he shook his head and turned back to the TV. “Well, now I need to know,” I pressured. “It’s stupid, I don’t know why I said anything,” he kept looking at the TV. “Dude, come on, what would be hot?” He turned to look at me and grabbed the bottle of poppers, taking a hit as if that would change the subject. Then he handed me the bottle. I grabbed it, adding, “Bro, just tell me,” and inhaled deep. He closed his eyes, still holding his last hit in. Then I took a hit on the other side as he exhaled. “Fuuuck,” he said and squeezed my upper thighs really hard, and it made me moan and exhale my hit. I felt the rush washing over me. I closed my eyes and just enjoyed the sensation and mumbled, “Just tell me.” “Ugh, ok, but don’t judge me,” he prefaced. I shook my head, implying I won’t judge. “It would be kinda hot to see how you finger yourself as you jerk off…you know, while we wait on Veronica.” With the rush at its peak, I mumbled, “Mmm…yeah, it would.” “For real? You’ll do it?” He got all excited. Before I could think about it, I shrugged, “If you want…I mean, it feels good,” I chuckled. He grabbed the lube and handed it to me instantly, popping the lid as he did, which got a chuckle from both of us. My rush started to come down as I poured some lube into my left hand and circled my pucker with my fingers. The cool lube grounded me a little, and I started to think this might be a bridge too far. “Are you sure you want to watch?” He grinned, “Fuck yeah, it’ll be so hot to watch you pleasure yourself like that.” He stroked his dick a few strokes. “Wait,” he nearly shouted. Grabbing a pillow, he pushed my legs back and stuck the pillow under my lower back and upper ass cheeks. “This way I can really see it,” he grinned and grabbed the lube. “Want some more?” He uncapped it. I held out my hand and he squirt a dollop on my fingers, then squirt more on his dick and started stroking himself. I turned to watch the TV. I couldn’t watch him while doing this. I learned the hard way that I had to concentrate on relaxing my sphincter for this to feel good, and with him watching me, there was added pressure. Thankfully, my head was spinning from the poppers, weed, and whatever was mixed in with the Gatorade, so as soon as I took my lubed fingers and circled my hole, it instantly felt good and like I could just go for it. Out of caution, though, just using my middle finger, I pushed the tip into my slick pucker, and it went in pretty easily. The feeling of being gently stretched always felt good, but with his lube, it was even better. “Oh shit, that’s hot man,” Shane grabbed my legs and gently spread them a little wider to get a better view, then quickly returned to slowly stroking his dick which I could see was starting to form precum at the tip so I know he wasn’t just saying that, he was really enjoying what he was seeing. I decided to push it into the next knuckle, which was a little uncomfortable for a second, but as I wiggled it inside, it quickly started to feel good. “Keep jerking yourself too,” Shane encouraged, scooting closer to me in excitement. Now as he stroked his dick his fist was bumping into the back of my hand and I felt the precum from his tip a he accidentally rubbed the head on my hand too. My first thought was that’s gross, but as his fist gently bumped the back of my hand on the next stroke, it vibrated through my hand and into my hole, and that was a new feeling I instantly enjoyed. I didn’t tell him he was bumping my hand, since he didn’t seem to care, and after a few more strokes, I was so turned on I was ready to insert another finger. Still, I wasn’t sure if that was taking this too far or if he wanted to see me do it, so I just kept wiggling my middle finger as deep as I could get it while my right hand stroked my dick in time with his stroking. “This feels good,” I whispered in a breathy voice. His eyes latched onto mine. “Yeah?” “Oh yeah,” I confessed. He put his hands on my thighs, gently squeezing as his cock bobbed up and down and his precum smeared on the back of my hand. “Add another finger,” he suggested. I raised an eyebrow, “Yeah?” “Fuck yeah,” he insisted. “Want more lube?” He grabbed the bottle and uncapped it. “Umm, sure,” I pulled my finger out and let him dribble an excessive amount into the trench between my middle and index finger. Then he put a little more on his dick, giving himself a few strokes as I returned my fingers to my hole. This time, as I slowly inserted both fingers, he watched in awe as I slowly slid them in as deep as they would go. The stretching was intense, but I felt the need to impress him by doing it without stopping. Like, somehow I’m not a man if I can’t insert two fingers without wincing. “Damn Zach, that’s so hot, look how tight your ass fits around your fingers.” Shane's eyes were like saucers as he watched me finger myself with two fingers now. In his excitement he shifted his weight again an was humping his dick across the back of my hand for a few pumps of his hips before he settled back down and started stroking his dick directly against the back of my hand. The vibration with two fingers in my hole was an insane amount of pleasure. So much so, I found myself trying to pull my fingers deeper into my hole than I had ever done by myself. “Does it feel good?” I let out a very breathy, “Yeah.” “Shit, it’s so hot. Is that weird to say? Fuck, I don’t care man, it’s really hot, you look so hot doing it.” He put his left hand on my thigh, leaned over me really quickly, his dick dragging up my arm, precum streaking in my arm hair until his balls landed on my wrist as he grabbed the little brown bottle next to my shoulder. “Dude, you’re so fucking sexy like this,” he almost mumbled to himself as he opened the bottle and put it under my nose, plugging one side and then the other as I inhaled deep without taking my fingers out of my hole or off my cock. The rush crashing over me like a tidal wave. I felt my hole relax around my fingers, and I was able to push them even deeper in. “Mmmm,” I moaned as my eyelids closed and all of my other senses heightened. I felt my horniness increase from the pleasure of my fingers in my hole. My strokes on my cock were intensified, the heat coming from Shane being under my legs and his dick putting off an amazing amount of heat as it rest against the back of my hand was intense while I heard him take a hit of the poppers. “Fuck dude,” he breathed out before taking another hit and holding it. As he breathed it out he grabbed his dick and started stroking himself. I continued stroking myself and fingering myself as the poppers peaked and then subsided, bringing myself back to the edge and then holding off, letting Shane vibrate my fingers inside me with his jerking off between my legs. It was all so surreal, I almost forgot about Veronica until I heard Shane’s phone buzz. He didn’t seem to hear it because he just kept stroking himself while watching my fingers wiggling inside my tight pucker. “Is that Veronica?” I asked. “Huh? Oh, shit,” he grumbled and grabbed his phone. “She just got out of work, she needs to go to her place and shower before she comes over,” he read me the bullet points. He sent a quick text and then put the phone back down. “We can wait, this is already hotter than I thought it would be,” he said, grabbing my thigh with his left hand and his dick with his right, shifting his weight again and I swear he was so close his ball brushed against the back of my hand before he settled. “Should we…wait for her? I don’t want to accidentally cum,” I chuckled. “Fuck that, she’ll get here when she gets here, I’m having too much fun,” he grinned. “Unless you want to stop,” he added. I shook my head no. I was too close to blowing my load to think clearly. The sex fog in my brain had me feeling good all around. “Good,” he said. “Want some more?” He held up the bottle of poppers. I nodded yes. “Yeeeeah boooy,” he leaned over me again. Again his balls dangled over the hand in my ass, his dick sliding along my dick was so weird but oddly a turn on at the same time. He helped me take another hit before he settled back down to take a hit of his own. Capping the bottle he got up on his knees a little, grabbing my thighs he rocked his hips so his dick slid up along my cock and his balls gently banged into the back of my hand and he let out a heavy breath. He did this through the entire peak of my popper high and his until we both settled down and started stroking our dicks again. “Fuck dude, do you want to try for a third finger?” I grinned and nodded yes. I was feeling so good that a third finger could only enhance this situation. Shane grabbed the lube and put the tip just under my balls and squeezed. I felt the liquid hit my grundle and drip down, and I caught it with the fingers still in my hole. “Wait, wait, wait,” Shane said, capping the lube and grabbing the poppers. He stuck them back under my nose, and I took a hit. “Deeper this time and hold it,” he said, holding it under the other nostril. I did as I was told and took a really deep breath until I thought my lungs would pop. “That’s it,” he said, taking a quick hit for himself and settling back down. Then he hooked his hands under my knees and pushed them back toward my chest so he could watch. “Ok, now,” he said, finally exhaling. With the rush washing over me, I didn’t focus on him holding my knees up and just focused on the pleasure of all of this. Slowly sliding my middle and index finger out, I quickly adjusted my fingers and pushed back in slowly, adding my ring finger this time. “Oh shit,” I groaned as I quickly hit the first knuckle and it was already more stretching than just two fingers flexing inside. “That’s it, keep going,” he encouraged. “This is so hot.” I took a deep breath, keeping my eyes closed. I tried to focus on relaxing, and it actually worked. My fingers slid into the second knuckle, and now I knew I was more stretched out than I had ever been, so I had to stop pushing in. “Oh shit Zach, that’s so hot!” Shane's excitement was intoxicating. “Keep going, see if you can get them even deeper.” I slowly pushed even deeper, letting out a groan and clenching my hole around my fingers as I did. It didn’t hurt as much as it was uncomfortable and hard to do from this angle…but yeah, the new diameter was a bit intense. “Ungh, I can’t go any deeper,” I admitted. “Shit, dude, that’s still so hot. Does it feel good?” He let my legs go back down and started stroking himself with his right hand and rubbing higher up on my thigh with his left hand. I groaned, “It’s ok, I’m getting used to it.” He chuckled, “Dude, I’m so turned on by it. I know that sounds weird, but I don’t care, man. Something about it just looks so hot,” he grinned at me. “Can you pump in and out like before?” I tried to pump in and out, but the best I could do was wiggle my wrist, and my fingers gyrated in me a little. “Mmmph…I can’t.” He rubbed both of my thighs up and down, letting his dick rub the back of my hand as he slowly slid his hands up so his thumbs could massage my crotch. “Do you want me to try?” I opened my eyes to see his still locked on my hand or maybe his dick, it’s hard to tell. “What do you mean?” He looked up at me and smiled, “Can I try fingering you?” I swallowed hard, “I don’t know, that’s kinda…you know.” He chuckled, “Dude, it’s no big deal, I’ve let a guy do it to me before, it always feels better when someone else fingers you.” “Really?” “Yeah,” he scrunched up his face as if I asked the dumbest question in the world. “I guess, if you want to, it could be cool,” I said, slowly pulling my fingers from my hole. He didn’t hesitate and reached for the lube, coated the fingers on his left hand, then lifted my balls with his right hand so he could see what he was doing and slowly slid his fingers down my grundle into my crack and then found my pucker. “Oh…ahhhmmm,” I breathed out as he circled the ring and landed in the center. My pucker instinctively tightened before he could push one finger in, but he pushed just hard enough that his finger pushed in and kept going until he had it all the way on. “Ahhh…shit,” his finger was a bit more rigid and overall bigger than mine and it stung a lot more than when I used mine. “Oh shit, that feels so good, holy shit dude,” he comented as he did more of an in and out motion as opposed to the wiggling I did with my finger. “I can feel you gripping my finger dude, that’s so fucking hot,” he chuckled. “Ungh, shit, it’s so weird,” I groaned. “I’m going to put a second finger in,” he said, as he was already sliding the first finger out to add the second, and without pausing, pushed in two fingers. “Oh fuck, Shane…ahhh, that’s, ahhh,” I hissed but then he twisted his hand so it was palm up and did this Spiderman thing where he pressed his fingers hard into my anal wall and I had a rush of intense pleasure. “Oh, shit, that…that feels better,” I was squirming under his assault on what turns out to be my prostate. “That’s the spot?” He pressed even harder with each click of his fingers. “Ungh…yeah, oh man,” I grabbed my dick and started jerking off. The pleasure was so intense I couldn’t waste it. “You like it?” He asked in a breathy voice, stroking his dick with his other hand. I could only nod yes as I breathed heavily and stretched my legs over his thighs, my toes starting to curl from the pleasure. “Damn dude, you’re ass is so warm and tight, it’s like trying to eat my fingers. Do you want me to try a third?” He pulled his two fingers to just the tips as he asked the question, not waiting for the answer, he aligned his fingers and started pushing in. “Ahhhgh, that’s too much,” I groaned. “Let me add more lube,” he said, reaching for the lube without removing his fingers from my hole. “Shit, I don’t think lube will help,” I hissed. “Let’s see, I need more for my dick anyway,” he popped the cap, pulling his fingers out except the tip and added more lube, then slowly pushed them back in. Holding his fingers at two knuckles deep, not moving a muscle, it gave me a chance to breathe. He drizzled more lube on his dick and before he capped the lube he asked, “Do you need more on your dick?” I shook my head no and he capped it, smearing the lube all over his dick. “Damn dude, I’ve never had anything this tight on my fingers. Does it feel good?” I sighed, “It’s alright. Just hold it there.” He did as he slowly stroked his dick. After a minute, he slowly started pulsing his fingers, almost like he was trying to spread my hole instead of fingering it, but it was so gentle it actually felt really good, and I started jerking off to the new pleasure. “Jesus, I can feel your ass clamp down and then relax on my fingers, like it’s your heartbeat. Does it feel good?” I nodded, “It’s better.” I was slowly jerking myself because every few strokes I felt him hit my prostate and it would almost make me cum, and I definitely didn’t want to cum before Veronica got here. Oh shit, Veronica… “Did Veronica text?” “No.” He kept pulsing his fingers. “Are you…mmm….are you sure?” He dropped his dick and reached for his phone. “Nah, not yet.” Then I heard a notification chime. “I put the volume up so we’ll know for sure when she texts.” He put the phone back down and started stroking his dick again. “Shit, I think we should stop until she gets here,” I dropped my dick. “No way, dude, this is too much fun.” I felt his fingers go deeper in my hole, just a little bit but enough to feel it deep in my guts, “Ungh…fuck…I don’t want to cum before she gets here…ungh, and I’m getting close,” I warned. He handed me the little brown bottle, “Here, these will help.” I didn’t hesitate and took a hit. “Take another hit, a really big one this time, and hold it as long as you can.” I did as he instructed, and the rush was so intense I almost blacked out before exhaling. “Oh fuuuck,” I mumbled. “Better?” “Mmmm, yeah,” I groaned and spread my legs a little wider. “Yeah, that’s it, fucking feels good doesn’t it?” He managed to push his fingers a little deeper. “Ahhh….mmmm, yeah, fuck, so good,” I tossed my head from side to side on the mattress. I can’t believe how good this feels. Then he took it up a notch and was suddenly stroking my dick while fingering my ass. “Ohhh God….yeah, that, that…” was all I could mumble. He chuckled, “Damn Zach, you really like getting your ass played with, huh?” I rubbed my face and mumbled, “I didn’t…ungh, now I do.” He stroked me a little faster and harder, so he was pounding down on my crotch at the same time pushing up on my prostate. “Oh FUCK, Shane…I’m gonna cum if you keep doing that,” I squirmed under him, my legs wrapped around his back. He dropped my dick and slowly pulled his fingers out of my hole. “Damn dude, that was so hot, I can’t get over how tight you are. I’ll bet it would feel so good on my dick.” He started stroking his dick with his right hand again, his left hand lifting my balls and then letting his thumb drop down to my pucker in the gentlest touch. I was completely blown away by the stimulation he had just given me, and yeah, I heard what he said, but it hadn’t yet registered —what he said. As the intensity started to simmer down, my breathing coming back to normal, I could hear the porn again and glanced at the screen. Much like the previous video, the two guys were fucking, this time the first guy was laying like I am with the guy between his legs like Shane is between mine, just railing him, and the rigl is bobbing her head up and down on his cock and the dude looks like his mind is blown…not unlike mine right now. “That looks so hot, doesn’t it?” Shane asked. I reached for my dick which had finally settled down enough that I could start stroking it again without popping off. “Yeah,” I nodded without taking my eyes off the video. Shane chuckled, “Zach, would it be crazy…would you let me try putting my dick in you?” My head snapped back to Shane, trying to focus on his face, expecting him to be joking, “What?” He grinned, “Just the tip, you know, just to feel how tight you are.” My face scrunched up, “I don’t know, man, that’s pretty gay.” “It’s no more gay than what we already did.” He started rubbing his thumb over my lubed hole. “Mmm, yeah, but, it is, it’s not a finger, it’s your dick,” I tried to laugh it off. “Come on, man, I’ve never felt any hole so tight, let me just feel your ring around the head and then I’ll pull out.” “I don’t know man,” I felt that flush come back to my chest, a nervousness mixed with an extreme horniness. “What’s there to think about? I’m not going to tell anyone, and you liked my fingers so much you almost blew your load.” “Just the tip?” He reached for the lube. “Yeah, it won’t be weird, it’ll probably feel really good for both of us.” He squirt some lube on his fingers and rubbed it on my hole, then added more to his dick, quickly shifting a little closer so he had to push his cock down to reach my hole. His left hand on my thigh, his thumb rubbing between my leg and grundle I felt his cock slip down between my ass cheeks, slick as all hell it slid right over my hole and I let out a sigh. He lowered his dick even more, the tip centering on my pucker and he nudged the head in, using gentle rocking until he finally gave it a little extra pressure and my hole stopped resisting his girth and it popped in with a sting. “Ahhh, FUCK, no pull it out!” I growled. The pain shot into my guts like someone fired a gun into my ass. He rubbed my thigh, “Dude, I’m not even in yet, you gotta let me get the head in.” He reached over and grabbed the poppers to hand them to me. “Here, take a hit, it’ll help you relax.” I quickly uncapped the bottle and took a deep hit, then another. The rush was a million times better than the sting of his dick. “Take another hit, a big one on each side, and really hold it.” Shane started adding gentle pressure this time. Shifting his weight for more leverage as I took my hits and held it like he asked. The wave crashed over me and I felt myself start to relax and let his dick push into my hole. This time, without the sting, the head sank into my hole with a smooth warmth and added pressure to my prostate. We both let out an “mmmm” as we held it there. He was restraining from pushing deeper, and I was restraining from pushing him out. “Fuck that feels good. I can feel your hole clamp down on me. Can you feel me in you?” I nodded and groaned, “It’s weird.” “Good weird or bad weird?” “Just…weird,” I felt the poppers hit their peak and my hole relaxed a little more around his cock. “Oh fuck, I can feel your hole trying to suck me in like it did with my fingers.” He had both hands on my upper thighs now, his cock slowly inching it’s way a little deeper. “Holy shit Zach, it’s so warm, like a silk pillow wrapped tightly around my tip…I’m gonna push a little deeper, see if you can handle more of me.” “Ungh, wait,” I groaned, but didn’t really put up a fight as he sank two more inches into me. “Ahhh…fuck, ok, that’s enough,” I groaned when he got a little too deep and I felt a pang. He stopped pushing and grabbed the poppers, taking a deep hit. “Fuck dude, you’re so tight I almost nut when you clamped down just now,” he chuckled as he exhaled. “Dude, what? You better not cum in me,” I clamped down instinctively and he gripped my thighs tight with his hands. “Oooh, shit, dude, if you don’t want me to nut right now you need to relax,” he whispered as if the vibration of sound would set him off. “Shane, no, you need to pull out,” I insisted. “Can’t, you’re clamped so tight, if I move I’m gonna blow,” he whispered again. I grabbed the poppers from him and took a deep hit, then another. As the rush hit me, I took another deep hit and another for good measure, feeling my body completely relax to the point where my dick started going soft. Shane noticed and started stroking my dick for me as the poppers did their thing. “Shit….ok, I can feel you relaxing,” Shane said and slowly pushed deeper into me. “Ahhh, fuck, Shane, you’re pushing in, you need to pull out,” I groaned feeling him hit deep in my guts and the feeling was a new height of pleasure that almost made me blow my load. “Does it feel good?” “Mmm…yeah, but I don’t want you to cum in me…and I don’t want to cum before Veronica gets here,” I mumbled and clenched on his dick again. “Oh fuck, dude, that feels so good, you feel so good, I don’t want to pull out yet. Can’t we just do this until she gets here?” “I don’t know, ungh,” he rocked his hips a hair, “Are you….do you just want to hold it there?” He pulsed his dick inside me, “I can hold it, or I can give you a few pumps,” he rocked his hips out a tiny bit and then back in. “Ungh…fuck” I groaned. “It feels good, right?” “Mmmm, yeah but…” “So let me get a few pumps in, just until Veronica gets here,” he insisted. “Is she going to be here soon?” “She’ll be here any minute, I think,” he rocked his hips again, the pain gone and nothing but pleasure this time. “Fuck…ok, but…mmm, ok, we should use a condom though,” I moaned. “Why? You can’t get pregnant?” “Yeah, but…” “I’m not going to cum in you, I’m saving it for her,” he rocked his hips in a slightly bigger stroke. “Ungh, ok, just a few minutes until she gets here,” I caved, grabbing my dick. He leaned over me and started to slowly pump his hips in and out, his dick sliding in deeper and then back out until it almost popped out, then he’d pump all seven inches back into me and grind on my ass. “Your ass feels so good, I love how tight you are,” he mumbled between thrusts. I kept stroking my dick, but as I felt myself getting close I’d stop stroking, even though he kept pumping into me. After only a couple of minutes, it was feeling so good that stopping jerking wasn’t going to do it, so I grabbed the poppers and took a deep hit, then another. Shane smiled at me as my rush peaked and he thrust a little harder into me, his cock hitting even deeper inside me. His face looked like he was in pure bliss, and I was getting nervous. I offered him the poppers, and he nodded yes. Taking a good hit on both sides, but he kept slowly pushing in and grinding as he did. “Oh man, Zach, this is the best ass I’ve ever had, I don’t know how much longer I can hold out.” “Dude, you need to hold out. Veronica will be here soon,” I groaned, feeling him hitting deep with every pump. “I can nut twice, I need to nut,” he said, thrusting harder and faster, his hips slamming into my ass for a few strokes and then he slammed hard into me and I felt his dick throb, “Ungh,” he slammed into me again, and his cock slid with no friction, so smooth it felt so good and wet. “Mmmm.” he moaned quietly as he stopped moving inside me. “Fuck, did you just cum inside me?” I asked, feeling his dick still twitching inside me. “Oh yeah, fuck, Zach, you’re hole is so tight, I couldn’t hold it,” He chuckled, still holding himself over me he slowly sat up straight and put his hands on my thighs as he caught his breath. “Dude, I told you not to cum in me,” I was having mixed feelings, it felt so good, but I was also angry. “Sorry dude, it just happened, I couldn’t help it,” he slowly started to pull out, and my hole suddenly felt empty. “What about Veronica?” I asked. He grabbed his phone, “Oh shit, she text.” He started texting her back. I started stroking my dick, “Is she almost here?” “Damn dude, I had a lot of lube on my fingers, I think I turned the ringer on and then back off by accident.” “Ok, is she here?” He sent a text, “I think she got here but forgot which apartment I’m in and then left when I didn’t respond to her half dozen messages and two phone calls.” He looked over at me with a guilty look on his face. “Are you serious?” I felt my blood boiling. “Yeah dude, look,” he showed me her response to his most recent message, saying, “I left,” time-stamped 12:04 a.m. Now it’s 12:05 am. I couldn’t think straight, “Fuck, I can’t believe…..FUCK,” I felt dirty and used, as I rolled off the bed and yanked my clothes back on. “Sorry, man, it was an accident,” Shane was trying to calm me down, but I wouldn’t hear it. I just kept grumbling about how this is bull shit, gathered my things and stormed out. The next day, after classes, I had a shift at the coffee shop with Anya. “You look like shit,” she said. “I had a late night,” I said, grabbing a mug and pouring myself some coffee. “How was spring break?” She asked. “It was ok, I guess, how was yours?” “Ugh, it was ok, I ended up going home…” “Because you broke up with Shane?” I was about to launch into how ‘he’s an asshole’ but then she corrected me. “Well, yeah, but he called me up a few days ago and apologized, so we’re good now,” she then launched into a long story about something that happened to her at home. All I could think was how Shane lied to me about being broken up, fucked me, nut in me, and…what else was he lying about?

I'm glad you liked it. I recently posted another story on Breeding.Zone you might enjoy:

I hear you there. That's one of the reasons I try to chat as much as possible with a guy before meeting up. The guys looking to use me as a hole will bail after a few back-and-forth questions. The guys who continue tend to be a bit more genuine. Still...can't trust anyone but me, and that voice in the back of my head gets real quiet when the tip of a bare cock starts pushing into my hole. I've been lucky. The only thing I've caught from another guy was a seasonal cold. When I was in my early 20s and still in my "I don't kiss guys, that's gay" phase of discovering myself. Turns out, I will let a hot guy kiss me, and I caught a cold. Though it could've been from anyone on the subway or in my everyday life, but I blamed him and never hooked up with him again, and I was even more conscious of swapping fluids with guys I don't know.

I still try to play safe when it's just a random hookup. I don't trust people, especially when they show up looking even the least bit different than their pictures. But...a couple of margaritas, perhaps a weed gummy, the heat of the moment... I still fall for it even after reading the stories and hearing all the lines. The problem is twofold, the big one being I'm horny. The second is that I've had guys keep to what they are proposing. When you meet up with a guy who really does "just want a blow job" and leaves with just a blow job. A guy that is more of a side, and jerking off while teasing my hole really does get him off. Of course, the gentlemen who pushed in for one or two strokes bare and then put on a condom and kept it on through orgasm have all messed with my internal coding to be trusting. Ironically, because it feels good, those guys who "got their cookie and then wanted a glass of milk" didn't mess with my internal coding to be less trusting...so I can't explain it.

I feel like this should be the first time with every new partner unless specifically asked for something different. Like, this should be the default.

Man, oh man, if you can't even mention that someone had a *crush* when they were under 18...this world has gone mad.

Probably because it's based on a true story, all of my stories are. I used to write my own experiences on Reddit and people would comment or DM me to tell me their "similar story" and it inspired me to write their stories. That's what I don't understand about the "flag" on Patreon. I'm glad you liked it, though.

No problem, i love this site. I wish I could get kickbacks for posting stories here instead of patreon... but, no such luck. It's funny though, this story is more on the innocent side compared to some of my other stories, but this one keeps getting flagged for review for some reason.

[This story keeps getting flagged on my Patreon as against their overly strict policies, so now it's yours for free] My attraction to Gunnar started the second I realized he was gay. I was 16, and my parents insisted I get a summer job. My favorite aunt hooked me up with a job in the shipping and receiving department at her plumbing supply store. Gunnar was 26 at the time. Standing 6’2”, easily 220 lbs, pure muscle, all man. His firm handshake, his booming voice, his scruffy trimmed beard, the entire package was like a wet dream for me. When I realized we’d be working closely together all day, every day, I no longer cared that my summer vacation was going to be working in a dark, cold stock room. At this point in my self-discovery process, I hadn’t developed a gaydar, though his always perfectly groomed hair and well-put-together outfits should’ve been a ping on my gaydar since most guys that look like he does ooze toxic masculinity. I thought he was supposed to dress nice because he was in charge of our department and often took meetings with “higher-ups.” Turns out, he could've been dressed in a t-shirt and jeans like I do every day. I found out he’s gay when he was pulling up an email to show me about the 4th of July schedule, and he fat-fingered the screen, and it flipped over to his already open Grindr account. He swiped it away quickly with a “Oh, sorry” and then went on to show me the email. Which I couldn’t focus on at all because of my weeks of jerking off thinking about what he might look like naked or how amazing it would be to lose my virginity to him; it all turned out to be a possibility all of a sudden. It took every fiber of my being to will my dick to stay down through that conversation as I stood there, staring through his phone as if I were reading the email, but I was really inhaling his scent and going through my head to see what I missed that would have outed him sooner. Did I miss him flirting with me? I’m not proud of myself, but that night, I downloaded Grindr to check out his profile. It was tricky; I turned off my location settings and had a blank profile because I was kinda scared of Grindr. I wasn’t out yet and didn’t want Grindr to be how I got outed. I waited for him to go into a meeting before I opened my account and was disappointed. He wasn’t online. It took a few weeks of sneaking peaks at my phone at work before he finally popped up on my grid. When I saw what was obviously his torso as the nearest square, I had a panic and quickly locked my phone. I realize he couldn’t see me seeing him, but it felt like when you sneak a peek at the guy next to you in the urinal. You can only glance; you can’t stare. I did rush off to the bathroom, though, and started studying his profile. 6’2”, 225lbs, top, hung, “looking for friends and more,” and the pics had my dick bricked up in a lightning-fast reaction. The torso pic was terrific, he is so fit it’s almost offensive. I’m in good shape, I’m on the baseball team when in school, so it keeps me in good shape; plus, I get to see the rest of the jocks in my school in their athletic cups, and…Jesus, I’m a pervert. His second pic was him in a speedo on a beach somewhere; the bulge in his swim brief was not helping my erection go down. His third pic was him and two guys wearing some kind of hiking clothes, all of their muscles also bulging out of their shirts. That made me feel, on top of the obvious reasons, like he wouldn’t be into me even if I told him I was also into guys. The following school year, I came out to my friends and then my family. I still didn’t come out to Gunnar, though. I don’t know why. When spring rolled around, I finally messaged him on Grindr one night when he was still on my grid and I was at home in my bedroom. We got to chatting. I am not proud of this either, but when he asked me for a pic, I sent him a pic of someone else who looked older than me but not so handsome that it would seem fake. Thankfully, he believed me. I told him I was in town for work and staying with family, so I couldn’t guarantee a meetup. At first, he was pretty stand-off; his responses were pretty short. Sometime around midnight, though, he seemed to be on the prowl. Gunnar: are you able to sneak away from your family? Me: I don’t think so. I’m kinda stuck here. Gunnar: damn, that’s a shame. Me: Why? Gunnar: I’m fucking horny. My dick was so hard in my boxers it snaked itself out of the fly and demanded my attention. I tip-toed to the bedroom door and locked it quietly. Then, I slowly stroked myself while continuing the conversation with him. Me: Yeah, me too. Gunnar: you top or bottom? I hadn’t really thought about it. I hadn’t even jerked off with another guy; how could I know? Do I need to know before I have sex with a guy? I quickly looked at his profile again, seeing that he had prominently displayed himself as a “Top” and responded. Me: Bottom, I guess. Gunnar: Verse is cool, but I only top. Me: Cool. Gunnar: how long has it been? Me: What do you mean? Gunnar: Since you last got fucked. My heart was thumping out of my chest. I don’t know what the correct answer is. I have no idea how often guys have sex. I jerk off every night, multiple times in a day, if I have the house to myself. Me: Last night I sent it, hoping that was the correct answer. Gunnar: Oh, how was it? Fuck, I don’t know, was it shitty? Was it great? What’s the answer that keeps this conversation going? Me: It was ok. Gunnar: lol, not all tops care if their bottom is satisfied. Me: Do you care? Gunnar: Depends on the bottom and what they are looking for. Me: How so? Gunnar: If he just wants to be a hole for me to throw it in, I’ll just nut and leave. If he wants to get fucked and wants to cum, I’ll fuck the cum out of him lol That was it. I was shooting my load onto my stomach, and it was already my second load tonight, but it was still a big one, thanks to Gunnar. I cleaned it up as quickly as possible to get back to the conversation. Me: I think I’m the second guy hahaha Gunnar: did the guy from last night fuck the cum out of you? Me: No Gunnar: Come over to my place and I’ll make sure you cum 😉 My sore dick was getting hard again. Me: I wish, but I can’t. Gunnar: still sore from last night? Me: sore? Gunnar: lol, oh, was he small? I didn’t understand why I would be sore. What does size have to do with soreness? Me: Yes. I fired off my response, again hoping it was the right answer. Gunnar: Can you handle big dicks? My heart was pounding out of my chest as I typed out my response. Me: How big? Gunnar: 8.5” cut, hbu? Another drop of precum oozed from the head of my cock as I slowly jerked myself off again. Me: I’m almost 7” Gunnar: Trade pics? I jumped out of bed and took a pic of my dick; I was about to send it when I realized I shouldn’t, just in case he sees me at the urinal or something since I have a distinct birthmark just below the tip that’s shaped like a bean. Plus, my body is a bit more like a twink than the pic I already sent him, so it wouldn’t match. I quickly found a pic on Google that looked like it could be attached to that body and sent it to him. An anguishing minute passed before he double-tapped the image for a fire emoji, and then, the most significant thing that could happen in my life happened; he sent me a dick pic—eight and a half inches of muscular-looking dick in my screen. In the pic, he was so hard, he was oozing precum, his dick had visible veins that were bulging, and he looked to be in that state of horniness where it would be painful to push down on your dick. I was in awe. Precum was oozing from my dick looking at it. My brain was melting with this information; I mean…Gunnar’s dick was in a pic in my hand…how could I possibly handle this CIA-level intel? I double-tapped the image and waited for his response. It didn’t take long. Gunnar: Can I see your ass? Fuck. I went on Google again, found a pic that looked about right for the body I sent him earlier, and fired it off to him. Gunnar: Hot! Gunnar: I love a smooth ass! Gunnar: You like getting your ass eaten? Another question I didn’t know the answer to. The closest I’ve had to getting my ass eaten was when I dropped my finger down below my balls during a masturbation session. It was pretty good, but…what is that compared to getting my ass eaten? Me: Yeah Gunnar: Can I eat your ass? My heart was about to explode in my chest. Me: yeah Gunnar: After I eat your ass, can I push the tip of my dick in? This mental image was almost enough to send me over the edge for a third time tonight as I continued to stroke my dick. Me: If you want to Gunnar: Oh I want to. Might want to push in a little deeper too 😉 Me: That might be ok Gunnar: Might be? How deep would be pushing the limit? I didn’t understand but made a guess. Me: A few inches? Gunnar: Mmmm, a few inches would be nice. How deep can I get before you make me wrap up? Or do you like to play bare? I kind of understood this one. I have been secretly watching gay porn online since I was 12. I know what bare means. I also took a health class and understand the need for safe sex. This was just fantasy, and with Gunnar, so I played along. Me: How deep do you want to go? Gunnar: Well…if I get to choose, I’m going 8.5 inches deep lol Me: And then? Gunnar: And then I’ll pull out to the tip and thrust balls deep again and again until you tell me I have to pull out and put on a condom lol Me: What happens if I don’t? Gunnar: You know 😈 I thought about it for a second. Me: You’ll pull out and jerk off on my dick, like in porn? Gunnar: lol, if you want, but if I’m fuckin you bare…I’m probably going to bust inside you. I blew my load all over my stomach for a third time tonight. Most of it pooling in my pubes and dribbling down my fist, but my nuts were drained and sore for the night. I quickly cleaned up, tossing my cum rag into the wash bin and pulling up my boxers. Me: That’s hot. I must have taken too long to respond in my cleanup process because he didn’t show as online and didn’t respond. I eventually passed out. I spent the next few weeks fantasizing about him and the pics he sent me. It was tough at work, knowing what was under his clothes and knowing intimate details about this stallion who would toss around boxes as heavy as me with little to no effort. Ugh... When school started back up in the fall, I had to stop working my job per my parents' rules, so I wasn’t able to keep in touch with Gunnar. When summer rolled around again, I begged my aunt to take me back on for summer help, and she did; unfortunately, Gunnar had transferred to a management position in a different department, so I only saw him in passing and never saw him online anymore. I did see him at the company barbecue with his boyfriend. Which made sense, a stud like Gunnar wouldn’t be on the apps for long. Of course, his boyfriend was gym-fit just like he is, with at least a hundred pounds more muscle than I have. I never felt more like a twink than when Gunnar introduced me to his guy. Since I turned 18 at the beginning of summer, I started looking at the apps more seriously. I had some guys offer to take my virginity even though they assumed I was underage; I even met up with some for “fun.” Which, at first, was just jerking off in the woods close enough that our dicks sometimes bumped into each other. Then I moved on to jerking them off and letting them jerk me off. I did stop for a while when I let a guy jerk me off from behind; he said it was a better angle for him to stroke me, and he stood behind me, reaching around to stroke me, which did feel really good at first. When he started sliding his bare cock up and down my ass crack, I got so nervous that he was going to try and push it in that I quickly pulled up my shorts and ran off. When I got home, I jerked off furiously, blowing my load all over my abs, but then scolded myself for putting myself in a position like that, where a stranger could’ve forced himself into me. I did find a friend my own age who was into jerking off together, but then when I tried to take it a step further and jerk each other off, he let me stroke him, but as soon as he blew his load, he had a bit of a freakout, pulling up his pants and underwear without even cleaning up and ran away. We never talked about it again, but he also never let himself be alone with me after that, which made me feel kinda shitty. Near the end of summer, I had all but given up on losing my virginity before college started. When the annual company barbecue rolled around, I snuck a beer, poured it into a cup, and got myself pretty tipsy off that beer. I never drink or smoke or anything like that. I was having a lot of fun, and when I saw Gunnar across the park, I went to say hi. I barely got a handshake or a smile out of him before someone important came up and stole him away from me. I went and planted myself at a picnic table and sipped my second beer for the night. I was feeling pretty horny, which wasn’t new for me, but what was new was the confidence I got from the beer I had in my system. The beer was like magic in a way that it turned down that voice in the back of my head that told me all the ways it was dangerous to meet up with guys on Grindr and the even louder voice that kept telling me I should wait until I "found someone special" to lose my virginity to. I changed my photo to an actual photo of my headless torso, which I’ll admit was pretty good compared to a lot of the guys on here. I have defined abs and a muscular ass that pops out of my 31" waist. Not much body hair, though, which makes me feel like it might be a little too feminine for some guys. I only had hair in a trimmed bush around my cock, barely any on my balls, and mostly hairless on my ass too. I post one pic of me in my boxers and one in my athletic cup to emphasize I am a jock and not a femboy. Then, I changed the header to “4Now” and put “mostly virgin looking to change that” in my description. Scrolling through, I tapped every guy on my grid who looked to be under 30 and hot enough that I didn’t think it would matter that I didn’t have an emotional connection with them to lose my virginity to them. I chugged the rest of my now third beer and walked back to the table where I was sneaking them from. There were a few people around, but no one was policing the beer. Of course, my aunt walked up just as I was about to grab more. I decided it was too risky. “Jonathan?” A booming voice called out from behind me, making me jump as though I was caught with a beer in hand. I turned to see Gunnar, “Oh shit, man, you scared me,” I chuckled, reaching out to shake his hand. “Sorry, I got pulled away earlier and didn’t get to say hi. How are you? Your aunt told me you just graduated?” He smiled at me as he looked down at me. I didn’t realize how taller he was than me. He must be at least a foot taller, and his muscles are even bigger than the pictures I’ve been jerking off to for the last two years. “Oh yeah, finally moving on to bigger and better things,” I joked, looking around at the group of people I had been working with all summer. He chuckled, “Yeah, what are you going to school for?” “I’m thinking business management, maybe economics, not really sure, but I’m going to GW, and they have a lot of great options,” I crossed my arms, trying to subtly flex my biceps as I did. He reached into the bin, cracked open a beer, and sipped, “Well, that sounds like fun. When do you ship out?” “In three weeks,” I shrugged, staring at his beer like a thirsty puppy. He looked around, his eyebrows knitted together, and a devilish grin came across his face. He lowered his voice and asked, “How many have you had?” My eyes went wide, “Huh?” He grinned even wider, “Uh-uh, don’t play dumb; I’ve seen that look before,” he chuckled. “Are you drunk?” “No, I’ve only had two,” I omitted the third I just finished off. He chuckled again, shrugging his shoulders, “Well, it’s free…and not my problem,” he shook his head. “I’d stick to the light beer, though, wouldn't want to lose those abs your freshmen year, you’ll never get them back,” He winked. “Is that how you’ve kept yours?” I heard the words slip out of my mouth before I remembered there was no way I could know how he looked shirtless. But how would he know what I look like shirtless? His eyes fixed on me, he cocked his head to the side and then slowly brought it back to level, and I saw his face go from thinking to trying to pivot out of this conversation, and it softened, “I’ve seen it happen to too many guys, the freshmen fifteen goes right to the gut,” an eyebrow went up as he looked me up and down slowly. Then he sipped his drink, and I swear he licked his lips in slow motion. “John,” I heard my aunt call my name across the park and waved me over. I turned back to Gunnar, “I’m being summoned.” He chuckled, “I’ll leave a beer, accidentally, on that table in the corner for you,” he whispered before giving me a bro hug that nearly melted my brain. He pulled me into his muscular chest, and his manly scent filled my nostrils. I didn’t want to let go, but if I didn’t, I’d have sprung a boner, so I let go and pulled away. “Thanks,” I said as I started jogging toward my aunt. Once I had finished chatting with her and the head of my department, who took over when Gunnar transferred, I tried to find him, but he was gone. He did leave a beer for me, so I chugged it down. I pulled Grindr back out and had a few messages, a few of them just dick pics, but some asking for details of what I wanted to do tonight and where. I also noticed my pinned conversation with Gunnar had a green light for the first time in a while. I looked around the park to make sure he wasn’t around me and then clicked on his profile. He was 300 feet away. He had an updated photo showing off his pecs. I had to message him. Me: Hey, long time no talk to. Gunnar: Sorry, I deleted my messages a while back. Refresh my memory. I don't recognize your pics. Oh fuck, I forgot I changed my profile to *me* since I last chatted with him. I felt a rush. Mostly to my dick, but my heart was pounding pretty fast as I typed back. Me: Oh, no worries, it’s been a while. Gunnar: You’re 18? And a virgin? The bubble popped up to let me know he was the most recent person to check out my profile. Me: Lol, yeah. I cringed, a part of me hoping he would block me for being such a loser. Gunnar: Well, we definitely didn’t meet up, I would’ve remembered not taking your virginity, especially wearing that jock strap. My dick twitched in my underwear. Me: It’s the cup I wear when playing baseball, but, yeah, we never met up. I felt relieved my virginity didn’t scare him off. However, I was growing increasingly nervous that he would pop up behind me as some sort of “gotcha” because I’d been [banned word] on him for the last two years. Gunnar: I see that, makes it hard to tell how big you are underneath 🍆 Holy shit, was he asking me to send him a dick pic? Ok, play it cool. Gunnar: though the bulge in these boxers is a good indicator you’re above average. That made my dick hard instantly. I looked around again, making sure he wasn’t around and seeing me message him back. Me: Well, you’ll have to pull my boxers down to find out 😉 Gunnar: Are you asking me to take your virginity? Oh fuck, is he offering? What if he finds out it's me and…rejects me? Me: Are you offering? I thought I was going to faint from the anticipation of his response. My heart rate must have been at dangerous levels, even with the beer calming the rest of my nerves. Gunnar: It would be an honor and a privilege. 🫡 I nearly blew my load in my pants reading that. Me: When and where? Gunnar sent his address and added: when are you free? I’m stuck at a work thing for another hour, but I’ll be home by 7. My hands were shaking as I typed out: 7:30 it is. Then I closed out the app as if being offline somehow made it so he couldn’t change his mind. I reached down into my pants, pulled my 7” cut dick up into the waistband, chugged my beer, and looked for the best way to sneak out without anyone realizing I had left early. I made it home and took a good shit and hot shower, soaping myself up the best I could. The beer was making me feel weird but in a good way. I slipped on some clean boxers, a tight black t-shirt, and some skinny jeans, slipped on my vans, and did some pushups and situps to make sure I was looking my best. I even put on some cologne I was gifted for Christmas that I never use. I tossed some microfiber paste into my hair, giving it that touseled purposely look, my natural blonde highlights getting more prominent as the paste darkens the sandy brown hair underneath. I opened the app, he hadn’t said anything new and wasn’t online. I looked at the address; it was a thirty-minute walk, but I could make it in ten easy if I took my bike. I jumped on my bike and peddled across town, taking every shortcut I could, and decided to park my bike at a rack not far from Gunnar’s apartment building. I didn’t want him to see me ride up on my bike like I was some sort of child. I walked up to his house, nervous as fuck and terrified he was going to open the door, see it's me, and get pissed. I had to try, though. I knocked. Heard the massive man walking to the door, opening it in just a towel and damp hair. He grinned, looking me up and down, shook his head, saying, “Ok,” and held the door for me to walk in. I didn’t hesitate. My tight t-shirt was sticking to my torso from my ride over, and my red plaid boxers were riding up out of the top of my jeans; I suddenly felt very uncomfortable in my clothes as my dick started getting hard from the smell of his apartment. It was like a concentrated version of his scent, and I was in heaven. I didn’t know if I should sit or what, but when I heard the chain lock slide in the bar, I turned to see his naked, jacked torso as he slowly walked toward me. “I had a feeling that was you,” he smiled, putting his hands on my hips. “You did?” I squeaked out, looking up at him. He huffed and grinned. “Yeah, you’ve been checking me out since I met you. It was not subtle,” his smirk widened. “It wasn’t?” my smile grew to show teeth. He pulled me into him, my crotch pushing against his as his hands groped my ass, and he leaned in to kiss me. It wasn’t my first kiss with another guy, but holy fuck; it unlocked something in me that could never be put back in the box. I wrapped my arms around his shoulders, standing on my tippy toes as I practically hung from his neck like a monkey. He wrapped his toned arms around me, feeling up and down my back as his tongue explored my mouth, and his hands felt every ridge of my body, focusing on my ass. He broke our kiss and grabbed my hand, leading me towards his bedroom. I kicked off my shoes as we went. His bedroom had dim but warm lighting, and his manly scent only got stronger. He closed the bedroom door behind us and spun around, grabbing the hem of my shirt and pulling it up and off my body in the smoothest motion. His mouth was back on mine, his tongue wrestling with mine as his hands worked the buttons on my jeans and pushed them down. He got them halfway down my thighs, almost pulling my boxers down with them, but the tent in the front kept them from going down. He pushed me down onto the bed on my back. I propped myself up on my elbows to watch as he worked my jeans and socks off. I could see his muscled leg sneak out the slit in his towel, which, to my frustration, was still tightly wrapped around his waist as he dropped to his knees between my legs. He hooked his fingers in my boxers, “Is this ok?” I nodded quickly. The room was spinning, and my heart was pounding in my throat. I tried to focus on something other than what was happening so I didn't jizz as soon as my cock sprang free as he pulled gently down, and I lifted my ass to help, my cock sprang free from the elastic waistband with a thud of precum and hard dick hitting my abs as my boxers pooled at my ankles. His hands massaged my legs, up my thighs, and then my crotch, barely letting his thumbs caress my balls, teasing and massaging me, helping me relax as I watched unblinking, waiting for him to take this to the next level. He grinned, kissing my thigh from the knee to my crotch; his five o’clock shadow tickled my ball sack. The heat of his head sends waves of pleasure through my body. Then to frustrate me some more, he skipped my cock and went to the other leg, again kissing my thigh from knee to crotch. I felt precum forcing its way out the head of my painfully hard dick as I made it bounce for him, hoping to draw his attention to it. As he sucked on my inner thigh and his scruff rubbed my soft, mostly untouched skin, I couldn’t help but let out a soft moan of pleasure. He pulled back, rubbing my thighs again, giving a deep tissue massage; it felt so good; I had never had anyone massage me like this, and it damn near made me explode. He smiled at me, “What do you want next?” “Umm…” I squeaked, cleared my throat, and lowered my voice an octave, “Whatever you want to do?” He chuckled, leaning in; he licked the drops of precum on the tip of my cock, barely letting his tongue touch my skin but getting a taste of my brand, licking his lips with it and swallowing it down with a satisfied hum. “You taste good,” he whispered. “Yeah?” I said with a bit too much surprise. “Yeah, you don’t know?” He asked, spreading my legs, stretching out those upper thigh muscles as he did. I shook my head. He grabbed my cock, giving it a few good strokes, and squeezed out a drop of my precum, used his finger to wipe it up and leaned up to me to smear it on my lips, and pushed his finger into my mouth, sliming my tongue with my own juice. I instinctively closed my mouth around his finger as though it were his cock and sucked my essence off his finger. “That’s it,” he groaned, “How’s it taste?” He asked in a gravelly voice. “Good,” I breathed out as his finger left my mouth. “You taste sweet, Jonathan; I want more,” he said and dropped his mouth down to the head of my cock, holding me in his hand like a microphone as he licked the head like a melting snow cone. “Mmmfffuck,” I moaned, rocking my hips up and squirming under him. He licked and sucked the tip, then licked up and down the sides, getting me nice and wet before he deep-throated me with ease. I was in heaven. If I died in this moment, it would be worth it. He slowly sucked my dick; his mouth worked out every ounce of precum my balls would give him, swallowing me until his chin was tickling my balls, then sucked the tip again, repeating the motion until I felt my balls starting to tighten already. “Oh my God, I’m gonna cum,” I thrashed under him, but he held me down and took me deeper into his throat, forcing me to unload in his mouth. “Oh fuck,” I groaned and moaned as my balls spasmed, and my cum shot out into his throat, wad after wad until I couldn’t handle his mouth on me anymore. He recognized the signs and pulled off, quickly climbing on top of me to kiss me and share the cum that coated his mouth, or at least what he hadn’t already swallowed. It was something I never thought I would be ok with, but since it was Gunnar and I was still coming down from my orgasm, I licked the inside of his mouth and swallowed and swapped spit with him until I realized he no longer had a towel on, and my legs were wrapped around his very naked, well-defined waist, heels resting on his toned ass and his massive cock was sliding alongside my softening dick. He moaned into my mouth, and I returned the moan. He broke the kiss and started kissing my neck, almost biting me, then back up to my mouth, with a groan as his hand reached up and he fists my hair gently but firmly, pulling my head back to break our kiss again and he kissed down my chin to my Adam’s apple, then back up to my lips where he teased a kiss, leaving me without the pleasure and then stuck his tongue out for me and I instinctively sucked on it. I was in heaven; this was a fantasy come true. No, it was better. He wrapped his arms around my back and up to my shoulders, pulling me into the grinding and gyrating of his hips while massaging my shoulders and neck as he kissed in a triangle between my mouth, my neck, and my ear until he eventually broke the pattern and started kissing down my chest. He licked down my abs until he got down to my dick which was already hard again. I was expecting him to take me back into his mouth, but he skipped my dick, grabbed my legs below the knee, and pushed them up towards my head, and the most amazing thing happened. His mouth settled on my ass. He spit on my hole and then used his tongue to smear it into my tight pucker. I moaned and wriggled; the pleasure was something otherworldly. “Oh shit, Gunnar, don’t stop,” I moaned, my feet on his shoulders and rocking my hips up and down on his tongue. I had heard of getting your ass eaten, I heard it felt good, but the reality of it was mind-blowing. I started jerking myself off, riding his tongue and letting him force it into my sphincter; the overwhelming amount of satisfaction that came from it was so much I already felt myself getting close to cumming again. I didn’t want to blow my load too soon; I didn’t want any of this to end, so I pulled my hand from my cock and spread my legs wide, holding my knees so he could get his tongue deeper. “Mmmm, fuck,” I whispered. He moaned into my hole, just adding another sensation to this fantastic experience. After what seemed like twenty minutes, he stopped munching on my hole and let me rest, crawling back up and kissing his way back to my mouth. I wrapped my arms and legs around him; I was in a state of bliss that I never saw in porn or on the faces of my friends when they described their first-time experiences. This was lightyears better than I had fantasized it would be. Gunnar again wrapped his arms around me as our tongues explored each other's mouths while he rubbed his massive cock up and down my body. He let it slip down between my ass cheeks, the head dripping precum all over my crack and my hole. The tip kept gently rubbing my pucker, whispering to it to open up, but Gunnar didn’t push in; he just kept teasing me, and I was going insane. I wanted it so bad. I needed to get my cherry popped by Gunnar. I had fantasized about this so many times I would literally die if he didn’t fuck me tonight. He started sucking on my neck while his dick rubbed a little more intensely on my hole, and I let out a moan followed by a mumbled, “Fuck, that feels good; I want you to fuck me.” I thought it might have been too buried in my moan, but he kissed and nibbled my ear and said, “Are you sure?” His hips added a little more pressure to push his cock head between the lips of my asshole. I moaned, “Yeah, I’ve wanted this for so long,” I rocked my hips to slide my ass on his dick. “You want my dick in you?” He stuck his tongue in my ear. “Oh God, yes, ungh,” I groaned. He sat up, reaching over to the nightstand, and pulled out some lube. Wasting no time, he squirted some onto his big dick and smothered it. I took a few deep breaths to calm my nerves and let him squirt some lube onto my hole, gently fingering it into me. I had fingered myself a few times, but his fingers were considerably larger than mine, and it stung a little but quickly became a sensation I loved. He kept alternating which fingers and how many he pushed inside me, but it was so gentle I almost forgot that he was about to fuck me. Until he pulled his fingers out entirely and started rubbing his lube-slicked dick on my hole. He put my legs on his shoulders, leaned over me, and kissed me again, nudging his crown into my ass until the lube eased him into my hole. It was so slow, pushing so gently, that I almost couldn’t tell he was pushing into my hole until there was a stronger nudge, and the head breached my outer ring. “Oh…holy…ungh,” I grunted; there was an ungodly pain that shot through my anus and into my guts as my sphincter tightened around his flared cock head. I tried to push my legs back to push him back, “Wait, shit, that hurts,” I groaned, his weight and sheer size on my legs made my effort fruitless. “You’re ok, just breathe and push out,” he said, not letting up. “Ungh, fuck man, wait…it’s too big, I don’t think I can handle it,” I wreathed in pain, trying to push a man twice my size and weight off of me. He dipped his head down and started gnawing on my neck, then my chest, his large arms hugging my legs and reaching up to my shoulders, gripping me so he could slowly impale me with his cock. His hips rocked, and another inch pushed into me. “Oh fuck,” I hissed, feeling the wind get knocked out of me, my legs pinned by his broad chest, forcing me to push out as I attempted to push him off with no success, accidentally easing the pain shooting into me as he pushed slowly in. I thought this was supposed to feel good, but it hurt like hell. I grunted and groaned as he continued to sink yet another inch into me. At least half of his cock had to be in me, and it was the most searing, intense pain I had ever felt in my life. His mouth came up and kissed me deep, sensual, and loving; there was an intensity that felt so right, something I had wanted for so long, and distracting me from the anal invasion. He broke the kiss and whispered, “Jonathan, you’re so tight, your ass is sucking my cock in, you feel that?” His cock twitched inside me. I grunted, strainging to speak through clenched teeth, “Fuck, man, you’re too big; you gotta pull out." “If I pull out now it will hurt worse, you need to relax, just breathe and relax,” he whispered and rocked his hips into me, shoving another inch into me. “Ahh…shhh…fuck,” I hissed and struggled. I wrapped my arms around his broad, muscular back, the feeling of his warm, soft skin was comforting. I felt his abs contracting on the back of my legs every time he tried to thrust deeper into me. The feeling of his cock flexing inside my ass was way better than him pushing deeper into me, but also somewhat sobering and I realized I forgot rule number one about sex. “Ummm, shouldn’t you be wearing a condom?” I asked. He kissed me again, “No, babe," his tongue lapped at my upper lip, "you don’t want that on your first time,” he thrust into me again. “You want to feel it, trust me,” he said. I did trust him, though having unsafe sex with him scared me a bit. “You don’t have…anything right?” He kissed me again, “No babe, just relax and enjoy my dick in you." He kissed down to my ear and flexed his cock inside me again, "You want to feel what it’s like to have a man fuck you, don’t you?” His lips on my ear was titillating. “Mmm, yeah,” I tried to relax my hole with no experience doing so. He wrapped his arms tighter around me and started thrusting deeper into me. The pain was a little less, and his cock was starting to feel good inside me. Knowing he was in me without a condom was turning me on. Knowing he wanted to feel me, wanted to fuck me, was such a turn-on. I heard myself moan in pleasure on his next thrust. He kept sensually making love to me, pushing ever so slightly deeper with each thrust, and I was going insane with mix of pleasure and pain. My hands ran through his hair and pulled him into my neck as he kissed me and nibbled on the tender skin of my neck. He let my legs fall to the side, making it easier for me to breathe as he let his chest fall onto mine as we made out and he slowly fucked me. I instinctively wrapped my legs around his waist, I could feel his hips pull out before I felt his dick thrust deeper into me, and I moaned each time he hit a new depth. “Fuck this feels so good,” I moaned. “You’re so tight, I love it,” he thrust deeper. I held on and did my best to relax as he started building up a rhythm. Each push went a little deeper, opening my hole in ways I didn’t know I would enjoy. It took at least ten minutes of humping into me for him to give me one hard thrust, and I finally felt his pubes tickling my ass. His hips started smacking against my cheeks as he really started to fuck me. “Fuck, that feels so good,” I groaned between strokes. He grabbed me tight and rolled us both so he was on his back, and I could ride his dick. I did my best to lift a few inches on his big dick and impaled myself back down. He reached out and started stroking my soft dick back to life; the added pleasure was insane. I started moaning, deep, guttural moans as I found the right angle and rhythm on his cock. The feeling of his head swelling inside me, hitting my prostate, his precum lubing my canal with every rock of my hips, I was in heaven. I could feel him from the edge of my hole all the way into my guts. It was better than I imagined. I can’t believe something that started out so painful turned into something so fucking good. I took over, stroking my dick, rocking back and forth on his cock, stirring up an orgasm deep inside me. I was no longer riding his cock to please him but to focus on my own orgasm. He started thrusting up into me as I slid down his shaft, holding my hips, matching my rocking on his cock. “Oh yeah, Jesus, that feels good,” I rode and stroked myself. His cock was hitting that spot inside me that was quickly bringing my second orgasm to the edge. “I’m so close,” I said. His grip on my hips got tighter as his hips slammed into my ass. I rocked to let his cock hit my insides just right as I stroked my cock furiously. I was getting fucked by Gunnar, riding his massive cock and he was about to fuck the cum out of me, my mind was blown. “I”m gonna cum,” I warned. “Do it,” he growled, trying to keep in tune with my now erratic rhythm as my ass clenched down on his massive tool and my body started spasming around his cock and his relentless thrusting. “Oh fuck,” I gasped as my balls tightened, and I felt my legs tremble as my orgasm started deep inside my guts, traveling through my balls and shot out of my cock in huge spurts of boiling hot cum. I shot a rope of cum onto his massive chest. My mind melted and I continued to rock on his cock as I shot my next wad of cum, then the next pooling in his belly button. “Fuck..ungh,” I groaned as the most amazing orgasm of my life rocked through my body, my legs shaking, my ass twitching on his cock as I jerked out the last few ropes of cum onto his stomach. He let me ride out my orgasm and then rolled me onto my back, where he pinned my legs to my shoulders and started hammering my hole. The pleasure was quickly turning into a burning sensation as his cock thrust harder into me. His cock seemed to be swelling inside me, feeling like it doubled in girth. I was struggling to take him now that I had cum and my horniness was quickly wearing off. I could hear my moans turn to groans as he continued to piston into my ass. He kissed me and held me tighter, grunted and breathed heavily into my neck, “Fuck, I’m gonna cum,” he warned in a husky voice. I didn’t know what to do; I did know I wanted it. “Yes, cum for me,” I said, wrapping my ankles around the back of his neck tighter, trying to power through the intensity of his thrusting. “Fuck, mmm, ungh,” he moaned, his body stiffening as he thrust hard into my ass, his cock twitching as his cock spasmed and unloaded into my guts. “Mmm, fuck,” he twitched for a few seconds, then breathed and kissed me. His cock throbbed inside my hole, the warmth of his load giving my raw hole a soothing relief that I desperately needed. “Shit, that felt good,” he relaxed on top of me. My cum smeared between us and all over the back of my legs. I wrapped my arms tighter around him, holding him as the last drops of his load pulsed into me. “That was…amazing,” I whispered, my hands rubbing the back of his head, running through his sweaty hair. Feeling his cock softening inside me was a sensation I never thought I’d feel, but I wanted to keep him inside me now that the thrusting had stopped and I just felt full. He rested for a few minutes and then rolled off of me, his cock sliding out of me too quickly and leaving me feeling empty. We just cuddled until we both drifted off to sleep. I woke up around 3 am, the dried cum on my stomach cracking like paint in an itchy way. The heat from Gunnar’s body next to mine was intense. I quietly got up, found my boxers, slipped them on, and snuck out. While that was the most amazing night of my life, I was terrified of him waking up in the morning and reacting poorly to finding me in his bed, so I got my bike and rode home. I got into my bed and fell asleep around 4 am. The following day I checked my messages and had one from Gunnar: You snuck out? I hope you’re ok. Last night was amazing, and I want to fuck you again before you leave for college. I read and reread it a few times. I even jerked off to the pictures of his dick, knowing he was balls deep in my hole and his cum was 9” deep inside my ass. It took me the better part of the day to respond to him. “I’d like that too.” The entire thing was amazing but confusing. We ended up having sex a dozen times before I finally left for college. The last time was so intense I nearly cried from the pleasure. patreon.com/BurnAfterReading769

I'm glad you liked it. I've written a bunch of stories that live on my Patreon: patreon.com/BurnAfterReading769 Though I recently had to take a bunch of public stories off my Reddit because of their thought policing, so...maybe I'll post them here.

I recently started a patreon account. I received a lot of great feedback on my story here, "this one's done", and it inspired me to start a patreon account. I'm going to edit and migrate my older stories from here and reddit over there, available to the public. My new stories however will be for members. If you want to swing by: Patreon.com/BurnAfterReading769

For me bareback always feels better for three reasons. 1. The top enjoys it more and you can tell by the way he fucks you. 2. The precum is a constant source of lube throughout the experience so you definitely feel that difference. 2.1 when he nuts inside you, even if it's a small load it's like a magical gush of hot lube when you need it the most. 3. The heat from his dick radiates thriving my body in all the best ways. 3.1 if you don't feel him shoot his load in you, you'll likely feel the heat of his cum blasting inside you and it's amazing.

Almost. I was 17, at a family BBQ. My cousin and i had been fucking since I was 15. He just assumed if i was around he could dick me down if he wanted, even if i wasn't in the mood. This day was no exception. He had his shorts and underwear on the floor, mine around my ankles. I was laying on my stomach and he was laying on top of me, balls deep. His sex only ever lasted 5-10 minutes at the most, so it was easy to sneak away without people noticing we were gone. This particular time though, my brother thought we had snuck off to smoke weed and I guess wanted in on the action. Luckily we had the door locked. He knocked and jiggle the door knob telling us to let him in. We quickly got dressed and tried to look like we weren't fucking when my cousin opened the door. I don't think my brotherhood figured it out, but he sure was confused. Probably assumed we were about to smoke and he showed up a minute too early to catch us.

So this guy wasn’t an ex-boyfriend per se. In my “blank profile” days on Grindr, I was still very much in denial about my sexuality and so far in the closet you could’ve turned on a light and you wouldn’t find me. But this guy was a sort of regular hookup back in those days. I wouldn’t say “regular” in that we fucked often, but since literally all of my previous m/m sexual encounters had been a one-and-done situation, I would say more than once at this point was regular. Russell had a weird chip on his shoulder about me claiming to be straight and just horny. Today, I get it, but at the time it was annoying that he couldn’t just accept it. It was frustrating to me and clearly frustrating to him. He would ask me every time we met up if I had come out yet. I would tell him the same story I told him every time, no. Again, I want to stress that we only had sex maybe 4 times, and one backseat blow job where he nut in my mouth and it really freaked me out. I didn’t reach out to him again after that. Four years later Facebook actually recommended we be friends, so I clicked. He was about 5 years older than me, probably closing in on 30 at this point, and had clearly been hitting the gym since I last saw him. He popped up on messenger, asking what I was up to and why I asked to be friends. I told him it was the algorithm and curiosity. He then jumped right into, “Did you come out yet?” and I was instantly not interested anymore. I told him no and then pretended to be busy and bounced out of that conversation. About 2 years after that, I had started coming out as bi to my close friends, but only the gay ones. Mostly because I had gotten drunk at a gay bachelor party and hooked up with one of the guests who just assumed I was gay if I was there and one of the bachelors walked in on the sex and naturally had questions the next morning (but that’s a different story). So here we are, I’m about 27 at this point and out at a bar not far from my place celebrating the birthday of one of my closest gay friends' boyfriend. He had invited a bunch of people I didn’t know from his office. To my surprise, one of them is my Grindr friend Russell. From the look on his face, he’s equally surprised to see me. When introduced we smile and do the “nice to meet you,” without telling anyone we know each other. Throughout the night we all get pretty drunk and Russell is always catching my eye. I’m not sure if he’s looking at me or if I’m looking at him, but we didn’t really talk at all. The birthday boy leaves, along with his boyfriend (my friend), leaving me with a couple people I kind of know and a few people I don’t really know at all. The group squeezes into the empty seats, Russell now seated right next to me. He man spreads and his leg is flush against mine. We are all talking, getting to know one another, the “well how do you know the birthday boy” question goes around like herpes. “Where do you live,” was another popular one. Turns out Russell has moved to Staten Island, which is a hike from where I’m at in Manhattan only a few blocks from the bar. When the question comes to me I casually mention I’m only a few blocks from here and make a point of *not* making eye contact with Russell, but I feel his stare burning a hole in me. A round of shots and drinks later, I’m pretty wasted. I go take a piss, then to the bar to cash out. Russell is already signing his receipt. “Heading out?” he asked. “Yeah, ready for bed,” I joked. “You asking me to join you?” He half joked. I signed my receipt and looked up to meet his eyes, he was as drunk as I was. “You didn’t drive did you?” I asked. “I did,” he said. “Well, you can’t drive home. You want to crash at my place? I asked. He looked around, “do you want me to come over?” I laughed, “I’m offering you my couch.” “Boo,” he joked. “I’m heading out now, are you staying?” I asked. “I’m going with you,” he said. We walked the few blocks to my place, riding the elevator in awkward silence. I let him in, the apartment was dark and quiet. It was a one-bedroom, but small, and shaped weirdly. The bedroom barely had room for a queen-sized bed and you couldn’t get the door to fully close because of it. You could only access the bathroom through the bedroom, and because of the bed you had to barrel roll over it to get the the bathroom. The living room/kitchen was all of 20’x7’, with just enough room for the couch and a coffee table and nothing else. “You can crash on the couch or cuddle with me, up to you,” I told him. “I’m going to hop in the shower real quick. I took a quick shower just to wash off NYC before getting in bed. Russell took the shower next. I put on a pair of army-green briefs and face-planted in the bed. A few minutes later I heard the water turn off. Russell came out. I half rolled onto my side and turned my head to see him, toweling off but otherwise naked. His body was much more cut than it was years ago when we hooked up. He smiled when he noticed me checking him out. “Like what you see?” he asked. I got a little embarrassed and put my head back in the pillow. I mumbled something like, “sort of.” I felt him climb onto the bed, then he climbed on top of me. I felt his naked body flush against mine, he’s bigger than I am in every way so he fully covered me. His weight felt nice and comforting, his hardening dick rubbing between my ass cheeks got my heart beating. The only thing between us was the thin layer of fabric of my briefs. “What are you doing?” I mumbled into the pillow. He felt up my body and dry humped me, “mmm, you going to give me this ass again?” “I’m too tired,” I mumbled. I felt him sit up, straddling my ass, massaging it with his hands. It felt good, I let out a little moan. “Come on man, old time sake and all that,” he said, massaging my lower back down to my ass, letting his hands slide under my briefs so he could continue his massage. “uh ah,” I groaned but didn’t push him off. He tried to tug my briefs down but my hard dick kept them in place and I wasn’t trying to help him on this quest. I really was tired and drunk, not to mention I wasn’t really into him after our last hookup. He had freed my butt cheeks and was boldly feeling them up, spreading them apart and breathing heavily as he enjoyed the view. I felt his weight shift and he leaned down, his tongue suddenly lapping at my hole. I couldn’t help but moan. I wasn’t trying to get fucked, but I’d certainly let him eat my hole. He had never eaten my hole back in Brooklyn, this must be a new skill he picked up over the years, damn it felt good. I couldn’t help but let my hole loosen enough to let his tongue really get inside my hole. “mmm, fuck,” I moaned into the pillow that I was now hugging. “Your hole is still so tight,” he said and then continued eating. A few more minutes of getting my hole eaten and he shifted his weight again, suddenly his dick was sliding across my spit-covered hole. “What are you doing?” I asked, muffled by the pillow. “I really want to fuck you,” he humped gently across my hole. “Mmm, nah man,” I groaned. “Come on dude, I’ll be quick,” he pleaded. I laughed, “so not much has changed,” I joked. “Fuck you dude, let me get inside, I’m so horny I really will cum in a few pumps,” he said, spreading my ass and letting his dick head push on my hole. “ugh…” I groaned, annoyed and horny. “Fine,” was all I said, resigned to the fact that this was not going to be for me but to get him to go to sleep. “Where are your condoms?” he asked. I vaguely pointed behind him, “on the dresser with the lube.” He leaned over, “There’s lube, but I don’t see any condoms.” “Try the drawer?” I shrugged. He pulled open the top drawer, “underwear, tic tacs, poppers, and socks, but I don’t see any condoms.” “Give me the poppers,” I said, sitting up on my elbows. He handed them to me and I quickly took a hit, then another, then tried to offer him some. “Nah, thanks. Do you have any in your bathroom?” He asked. “No, if there are none in the drawer then I’m out, you don’t keep one in your wallet?” I asked. “I’m not fifteen,” he laughed, climbing back on the bed, sliding his hard dick across my hole again while holding himself up in a pushup position. “What are you doing?” I asked. “I could fuck you raw,” he suggested, with a tone that made it sound like he was doing me a favor. I laughed, turned my head to look at him over my shoulders, “have you been tested recently?” “Yeah, all good,” he quickly answered. I dramatically plopped my head into the pillow, “fine, but be gentle, it’s been a while.” He reached for the lube and started pooling it in my hole. I took another hit of poppers, then another. I felt him smearing the lube on his cock and then his cock searching for my hole. He pushed hard. “Ow, fuck man, geeze,” I nearly bucked him off. “Take it easy.” “Sorry, just relax, you’re really tight,” he told me. Then started to gently push and my hole started to give in and the head popped in. “mmm,” he moaned. “Ungh,” I groaned. “Just breathe, let me in,” he whispered, still slowly pushing in. Thankfully he was not huge, a solid 6” cut, and average thickness, felt like a baseball bat though. He bottomed out and held it there. “Fuck you’re so tight, feels so good.” I didn’t say anything, just tried to relax. Another hit of the poppers and he started to slowly pull out and push back in. It only took a minute for him to get a slow but good rhythm going. He wasn’t trying to pound me, but he was aggressively trying to get as deep as possible. He lay flat on my back, kissing my neck and nibbling my ears. Holding tight to my hips as he rocked his dick in and out of my hole. It was starting to feel better, his precum was lubing me enough that I could enjoy the sliding across my prostate. I couldn’t help but let out a small moan. With every thrust into me I felt his grip tighten, his trimmed chest hair gently scratching my back as his dick pleasured my insides. This was way better sex than when we hooked up years ago. I felt my hole letting him in deeper and my ass flexing up to meet his thrusts. “mmm,” I moaned. “Yeah, fuck, I’m not going to last long,” he warned. Picking up the pace, really getting deep, I felt him start to swell inside me, more with each thrust. “Fuck, I’m about to cum,” he warned. “mmm,” I moaned, flexing my ass as best I could to increase his pleasure. “Oh shit,” he nearly yelled, “I’m humming,” he whispered, thrusting deep inside me. His dick spasmed and twitched, the heat from his load radiating inside me as he thrust a few more times, smearing his cum as deep as he could. “Fuck,” he gasped and suddenly stopped thrusting and his grip loosened. He lay on top of me, trying to catch his breath as his dick went limp inside me. Our bodies were sticking together, he moaned one last time and then rolled off of me, his dick sliding out as he went. I pulled my briefs back up and passed out. I woke up a few hours later to his loud snoring and sunlight streaming in the open widow. I had a wicked hangover, very much regretting letting him fuck me again. I got up and took a long hot shower to kill the hangover and wash away the sex. I heard a knock on the door, “hey I have to head out,” he yelled through the door. “Ok,” I yelled back. “I’ll hit you up, let's hang out soon,” he said. “Ok,” I yelled back again. I heard the outside door shut and I finished up my shower. Toweled off and noticed a condom wrapper in the bathroom trash. It hit me, I did use the last condom last weekend. Oh well.

I'm glad you liked it. I want more detail-oriented stories too. I need you and others to write them so I can read them. It would also be nice if the filtering on this site was easier to work with. "Your last load" is ten thousand pages long and you can't filter it at all [facepalm].