BurnAfterReading17

Curious if any of you have gone and had sex with someone that turned out to be closer to your circle than you thought? An example: I was in LA for work. I flew in the Friday before so I would have the weekend to hang with friends. That Saturday night I was out with a buddy, had a couple drinks and a gummy that got me going. Unlike NYC, LA closes down or starts to around 2am. My friend went home and I back to my hotel. Curiosity had me on grindr before I was out of the elevator. The great thing about traveling is you can have a blank profile (not recommending) and still get a bunch of hits. The algorithm is in your favor. I took a quick shower and made sure I was good...just in case. With no real intention to hook up, some times I just like the attention. One guy, headless torso, was in the hotel across the street from me. In town for work, not single, insists on playing safe "if it gets there." All the things I like to hear. He asked if I wanted to come over. I told him I was already in bed, in my underwear and sent him a photo looking down my body to my briefs and my spread legs as a tease. He messaged back with a dick Pic, asking what I wanted him to do to me. "well, may favorite thing is to beat off while hitting poppers with a guy between my legs teasing my hole with his dick" I fired back. That got me a double fire reaction. "only teasing or can I push in?" "if I take a big hit of poppers and you felt the urge to push the tip in... I wouldn't be mad." "just the tip?" he asked. "well, if you wanted more than the tip you have to wrap it up," I confirmed. "of course, I only play safe" he reminded. "what room are you in?" I was tipsy and still rolling from the gummy (I know I'm a lightweight). My heart started beating fast and I text him my room number. Then I went to my bag to unpack my sex kit to realize it wasn't in my bag. "I don't actually have my stuff, no condoms, poppers or lube" I messaged real quick. "no problem," he said. "on my way." Within minutes he was at my door with a sexy grin because I answered in just my Aero briefs. Not chatting, his hands went to my hips and started kissing me before the door was closed. We stumbled to the queen sized bed and I fell backwards into it, him on top of me, spreading my legs wide as we shuffle to the center of the bed. His clothes flying off quickly, then he yanked my briefs off, tossing them aside and they landed on the weird lamp in the corner of the room. He resumed kissing me for a minute, then reached back for his sweatpants to grab some poppers out of his pocket. It was a new bottle and he managed to rip that seal off with his teeth and then passed them to me for the first hit. It was strong, I just lay there and enjoyed the rush of the new bottle as he positioned himself to close the gap between my ass and his dick. Rubbing the fat, leaking head of his uncut 7.5" rock hard dick up and down my crack, searching for my hole. As soon as he grazed over it I let out a soft moan. "yeah, you like that?" "yeah," I moaned and started stroking my dick. Rocking my hips on his cock as he jerked himself off on my hole. Both of us moaning and enjoying the feeling of each other's sex parts and all of the touching we don't normally do with strangers. Another hit of the poppers and I felt him add spit to his cock and try to push the head in, but I'm too tight and he just keeps teasing. A few minutes later he pushed a pillow under my ass drops down and starts running my hole. I moan softly, running my fingers through my hair, jerking off with the other hand as my ass clenches and relaxes around his tongue as it gets a little deeper with every flex. Fuck it felt good, an expert ass eater. He pops back up and grinds against me, spreading my legs further apart, letting his cock slip into my now wet hole. I quickly took a deep hit, then another of the poppers and passed it to him to inhale. He took a long hit and then passed it back as he added pressure to my hole with his cock head I took another hit and felt the incredible pressure of his head popping into my hole.. I the my head back into the pillow and let out a louder moan, flexing my hole on his cock. He moaned with me and started stroking my cock for me as I enjoyed all the pleasure running through my body all at once. His one hand stroking my dick slowly, the other massaging my thigh and the space between my balls and hole. It felt amazing! As he stroked me he rocked his hips a little, "you like that?" he moaned. I nodded my head and let out a gaging "yeah" and placed my palm on his lower abs to remind him not to push all the way in. We rocked and moaned in pleasure for a few minutes and then he grabbed the poppers and leaned into me, helping me take another hit and not so subtly getting another inch into my tight hole. I took the hit and then the other side, the rush rolling over me like a wave. Both my hands running throb my hair as I enjoyed more of his big dick, sliding in with ease thanks to his precum. "fuck" I breathed out, feeling him spread my legs and deliberately ride that wave with me another inch deeper and then another. "fuck you're tight," he whispered as he bottomed out inside me. I smiled in bliss, "fuck dude, that feels so good." I felt him flex his dick inside me, "yeah real fucking good." He learned in, getting even deeper into me as he came in for a passionate kiss and started slowly rocking his hips into me. Moaning with me. My arms around his back pulling him in, I felt so good, the muscles in his back flexed as his hips curled his dick deeper into me. "fuuuck", I moaned, bragging the kiss he went straight to sucking my neck and I moaned. "did you bring the condom?" "I didn't have any," he whispered, still rocking his dick inside me. We both enjoyed a moment of knowing we had two choices, stop our continue. As he continued rocking his hips, deeper and harder with each thrust, his gentle curve hitting that spot inside me. " Can I fuck you raw?" he asked and kissed my neck without skipping a thrust. "You said you don't have anything right?" I wrapped my legs around his taught waist. "yeah," he shifted his weight to shift into a fucking position in the smoothest transition I've ever experienced. "fuck, don't stop", I whispered, wrapping my arms around him as he started to fuck me. "you sure?" he asked, full on fucking me now. "fuck yes, this feels so good," I moaned. He kissed me and fucked me firm but sensually, moaning with pleasure. His body in sync with mine, it felt amazing. He put sat up, putting my legs on his sculpted shoulders, he took another hit of poppers and passed them to me, starting to fuck me harder before I even had a chance to take another hit, but I did. He slowed after a minute, deep dicking me, "take another hit." He let my legs drop as I took a hit, he leaned in and I helped him take a hit as he slowly fucked me. I took one more then caped it and just enjoyed the sensation of his cock sliding in and out of my hole. "can I cum in you?" he asked and kissed my neck. I hesitated, thinking I should say no. "you feel so good, don't make me pull out, it won't feel as good," he kissed my neck, thrusting hard and deep into me. I didn't say anything, just enjoying his last few thrusts, "I'm about to nut man," he warned. Thrust, thrust, he lift his head and looked me in the eyes, "I'm going to cum in you" and I saw his face as his orgasm took over, felt his cock swell and spasm as he unloaded inside me. "oh fuuuuck" he grunted as his entire body flexed inside and on me, curling his hips to get his dick as deep as possible while he nut inside me "and then collapsed on me. His sweaty body relaxed on me as he caught his breath and his dick slowly went limp and slid out of me. He rolled off of me with a soft," holy shit that felt good ". Minutes later he got up and quickly dressed. "I'll be in town all week for work if you want another round," he smiled, pulling on his shirt. "I have a busy week, but maybe," I told him. He left and I showered. Sunday was a recovery day, chillen by the pool and jerking off a few times thinking about the night before. Monday came, I went to work and had a few meetings with producers. Then I was introduced to the crew, the audio guy, who's name is Cole, introduced himself to me with a grin. He had every right to grin, he fucked me like a pro Saturday night and blew his load inside me. Now I'm working with him for a week.

I was 12, I didn't know what I was doing. I remember having boxers around my ankles and my dick was hard (again) and I was just rubbing and humping my mattress and blankets because it felt amazing. I must have done this a few times that week and it just kept feeling better and better the longer I did it, until one time, to my shock and horror I felt this amazing weird feeling and what I thought had happened was that I we the bed because a bunch of liquid came out of my penis and was now leaving a soaking wet spot on the bed. I cleaned it up and told myself, "never again." Turns out, that was a lie hahaha.

So I started fooling around with actual sex with a guy at 15 and the first time I fooled around with a black guy was in the storage room at the place I worked out of college. We tried to hookup in there, but I had grossly underestimated how big his dick was from the pictures and we didn't get the tip in. So my first sex with a black man was just a couple months later, a guy I met on Craigslist. I think I was 24 at the time. I had a lot of firsts that night. I just wrote about it here in another thread:

I'm vers/bottom, but when I top, I can take a while to cum. Especially if it's with a condom, if it's bare and the bottom is into the sex it really only depends on if we established if this was a quickie or not. If we said, "quick" or "quickie" at any point before the hookup I can do it between 5 and 10 once I'm in when it's bare. With a condom it really depends on how much he's enjoying it, how tight he is, but if we agreed on a quickie I usually let them know in advance that I can't do quick with a condom. I'm more often a bottom though, and yeah, an hour is too long. But under 5 is too short. I've had guys that are "two pump chumps" and that's not worth the soap I need to wash the lube off. I much prefer a quickie to be between 5 and 10 minutes (less if time is really the enemy), but if we don't say "quickie" I'm expecting him to nut between the 15 and 25 minute window before I'm no longer enjoying it.

oh man, my first time with a second ring break through was when I was fresh out of college and living on my own in Brooklyn. I was still deep in the closet, deeper in denial, started working 60 hours per week at a job I hated to pay the bills and the student loans more importantly. So I was experiencing adulthood for real and the stress was getting to me. I was horny and it had been a while since I had sex with a girl and even longer since I hooked up with a guy. I remember having gone out for karaoke with friends after work on Friday and getting home pretty wasted and horny. I was looking at porn, eventually it lead me to the Craigslist personals. Started with the ads posted in the Women Seeking Men, responded to like two because they were all nasty women that I would never even let suck my dick. Then out of curiosity looked at some of the Men Seeking Men, the ones that had pictures were mostly hot guys, faceless of course (not much has changed in the online world). Most of these guys were looking to get pounded or looking to "destroy" someone else's hole. Neither really appealed to me. I posted my own add in the Men Seeking Women, then basically copy pasted it into the Men Seeking Men section...you know, just to know. A few minutes later I passed out. I woke up around 11:00 am Saturday, hungover. After a long shit, even longer shower I found myself drinking water and eating crackers checking the dozens of email responses I had from CL. I had forgotten all about it, but it was fun to read the responses. Few women responded, most of them desperate housewives looking to either be my mommy or looking to fulfill some sort of fantasy that I wasn't interested in. The guys that responded mostly just wanted more info, were beyond the age I had posted I was interested in. A few seemed nice and I responded. Most of those filtered themselves out by either not responding or coming back with things like, "can't send pics" or "I only bareback" (which I was not trying to do). One guy, was 23, 5'8", black, 145lbs, sent a face pic along with a dick pic. His dick looked huge. At this point I had only been with guys in the 5"-6" range, and not many of them either. He had said that he was a total top, everything mild to wild. I told him I wasn't sure what I was looking for, but that I was certain his dick was going to be too big for me. He responded with telling me we didn't have to do anything I didn't want to do, he'd be fine with just kissing and mutual j/o, if anything else happens that's great, but no pressure. The thought of playing with his dick made mine diamond hard. So I agreed, sent him my address, but not my phone number and real name because that would be too intimate. When he arrived we went straight to my bedroom and with just a hey and a hand shake of name exchanges were were on the bed and he started kissing me. I had only recently gotten over my lack of comfort with kissing other guys at this point so I was trying to be more into it and he made it easy. Clothes came off quickly, shirts, his pants, my shorts. I was only in some grey old navy briefs and he in some Hanes boxer-briefs, both of us tenting hard...his obviously way bigger and it had my heart pounding. He could tell I was nervous so he kept the momentum moving forward, breaking our kiss and hooking his fingers in the waistband of my underwear, pulling them down as I lifted my ass off the bed to let him. He tossed them onto the floor and slid his underwear off even quicker, his dick made an audible thwack against his abs as he did. Even more nervous now, seeing it in person was like a baby's arm holding an apple, he just smiled at me and got back between my legs. Spreading them wide so his dick could rest on mine and his balls on mine as we continued to kiss and explore each other's bodies. Every touch felt amazing, his skin was so smooth, very little hair anywhere, even his hard meaty dick was soft to the touch and dripping with precum which was now leaking onto my balls and that space between my balls and ass as his dick slipped down from time to time as we continued to frot and makeout. It didn't take long before he started to move south, softly sucking a nipple as his fingers rubbed my hole eliciting a soft moan from me. It had just been too long, it wasn't that I wanted any butt action...just had been so long my body just reacted that way. He kept moving down and engulfed my cock, took me all the way down without hesitation and was quickly sucking like a pro. I was massaging his head as he did so, fuck it felt so good. My dick fell out of his mouth and he started to jerk it, then licking and sucking my balls, more moans came out of my mouth, then his tongue went across my tight pucker and he got a barely audible, "oh fuck" from me. He kept at it, the perfect combination of jerking me and eating my hole, the pleasure was too much I was going to cum quick...real quick. I could tell from the way I was breathing and my toes were starting to curl, so he backed off, coming back up for a kiss, his huge cock now rubbing against my hole as we sucked each others tongues. He broke the kiss, "you like that?" "Mmmhmmm" was all I could moan with his tongue back down my throat. He shifted his weight and I felt the tip of his dick pressing against my hole, my eyes shot open when I realized he wasn't asking about the rim job but asking about his dick rubbing at my hole. I broke the kiss this time, "wait wait wait," I mustered out of breath, "I'm not ready, I don't think I can handle it man." He just smiled at me, "no problem, we'll go slow," he grinned. My brain was doing that math meme of confusion, the fog of pleasure had me confused if what I said equaled what he said as he spit on his dick and tried to push the tip in, it hurt like hell, I winced and put a hand on his hip, "wait wait wait," I inhaled sharp. "We need a condom and lube and...and...I don't know man, I've never taken anything that big," I tried to shut it down. "I got you," he reached over to his pants and pulled out a condom and a packet of lube and something else. He started to stroke himself with a small amount of the lube, then rolled the condom on his massive dick and he locked eyes with me to smile. I don't know how I ended up here, this I'm fairly certain is specifically what I told him I wasn't down for and here we were, his huge cock head now rubbing around my hole looking to get in. He leaned over and grabbed a small brown bottle, shaking it like it was spray paint, he opened it and brought it to my face, I didn't know what it was but there was no way I was going to drink something from an unlabeled little bottle like that so I turned my head and shifted out of the way. "What is that?" He laughed, "It's poppers, gives you a quick rush, you want some?" He asked and then I watched him take two hits, one from each nostril. "It will make it easier," he told me while his dick nudged my hole again. "Ok," I took a long pause, "How do I..." I started to ask and he quickly put the bottle under my nose, closing one side and told me to inhale deep. I did, and it was the quickest high I ever had, not that I had much if any experience at that point, but wow. My head started spinning, my heart racing more than it was, everything got blurry for a second as my head relaxed into the pillow and the rush took over my body. I was honestly concerned I had just made a huge mistake and that I was about to pass out and be taken advantage of. But it quickly leveled out and I just felt relaxed and horny, he told me to go again from the other side, and I did, again the rush took me even harder this time. "Oh man," I said, my hands went from pushing his hips from entering me to running through my hair as I enjoyed the sensation. I felt him start to enter me, and it suddenly felt so good, not easy, but all the good feelings felt better and the sting was a much more quiet, subtle feeling. He took his time and just entered slowly until he was all the way in. We started to kiss again, I felt so full, more so than I had ever felt with other guys. He started to pull out and push back in, small, sensual thrusts, just enough to help me loosen up a little more. "I knew you could take it," he smiled at me, this time he thrust a little harder and to my surprise deeper, hitting something inside me that I didn't know existed, this felt weird. Like he had hit the bottom of how deep someone can go inside me, again and again, he hit the cap and it stung but also felt good, like when someone pushes on your belly button. "You're really tight," he said almost out of breath. I just nodded, my face probably showing the slight discomfort every time he bottomed out. "You want some more poppers?" he asked, thrusting and hitting that spot a little harder this time. I just nodded. He shook the bottle and just like before he did all the work, under one side, then the other and then he took some quick hits and capped it off. As the rush took over me he started to thrust again, harder now and I felt it, he pushed through, all the way through, oh my god this was a new amazing feeling, my eyes rolled into the back of my head and I moaned. "Yeah, open up for me," he whispered, thrusting harder and deeper. I didn't know what it was at the time, but he had popped the cherry on my second ring, it felt amazing and weird all at the same time. I started to jerk myself off, taking advantage of this moment of sexual bliss as he enjoyed my tight hole with each sensual thrust. It didn't take me long, I felt that I was about to boil over, "I'm gonna cum," I said. He thrust deeper and with more determination, "do it." He fucked me, not hard, but with deeper faster thrusts, fucking the cum right out of me, my toes curling my head back deep into the pillow and eyes closed as the orgasm rushed through m body like the poppers. Cum everywhere, out of breath, but he kept fucking me. Very quickly it went from the most amazing feeling in the world, to feeling like my first time getting fucked even though the only thing that had changed was my own orgasm. I didn't want to blue ball him, I had been with girls in the passed who would not let you finish and I certainly didn't want to be that guy, but man it was like my ass was on fire and he couldn't even reach my second ring because my ass was clamping down on the intrusion. "Are you close?" I asked while wincing. "Kinda," he said out of breath. "I don't know how much more I can take man," I warned. "Are you, can you cum quick?" "I can if I take this condom off?" he said and kissed my neck while thrusting hard into me. "Yeah, fine," I said just wanting it to stop and not be the bad guy. "Yeah?" he looked me in the eyes. "Yeah, just cum quick," I told him. He pulled out all the way and relief washed over my body, the condom snapped off and I saw it tossed to the floor. He added some spit and started feeling for my hole again, which had now mostly sealed shut like a blast door. He reached quickly for the poppers, giving me more, the rush was amazing again, then the other nostril and I let my legs fall to his sides so he had better access. "Another, deeper and hold it," he said and I listened taking an even deeper hit, nearly passing out but the rush was amazing. I felt him spit again and start to push in, not nearly as easy as the previous time when I was still horny, but he got in, then after a few thrusts he hit that second ring and it stung like a bitch this time. Like hitting yourself on a bruise. I winced, "shit, are you close?" "Getting there," he said, thrusting and kissing my neck. Holding on to my shoulders, pulling me into his thrusts. "Can I cum in you?" The sirens went off in my head, **he's not wearing a condom**, thrust, thrust harder, thrusting deeper into that second ring. "You don't have anything do you?" I asked with naivety. "No," he breathed into my ear, thrusting faster and deeper. The poppers wearing off with every thrust, I just wanted it to be done, "if you want to, just cum quick," was all I could think to say. It didn't take long, he thrust a few more long deep sensual thrusts, "I'm about to bust," he warned one last time, hitting deeper than before, his dick swelling to an impressive girth, "Oh fuck," he whispered as he pulled me tight and slammed into me, his cock pulsing as he nut deep inside me. "Mmm, mmmmm....mmmm" he moaned and collapsed onto me, smearing my cum between us as he caught his breath. "Fuck," I whispered, catching my breath and taking it all in. Feeling his dick soften inside me, leaving the second ring and then quickly out of my hole all together. "That felt so good," he mumbled, as he pushed himself off me and off the bed. He went to my bathroom and cleaned himself up quickly, then was getting dressed before I had even caught my breath or sorted a thought. "We should do this again," he smiled at me, pulling his shirt on. "I have to run," he smiled, and then walked out and I heard him pull the outside door behind him. I had no intention of letting that happen again. At least that was what I told myself as I went to shower and gather my thoughts.

Before turning 18 my hookups were limited to close friends and cousins. When I was 13 there was an abandoned set of houses that you could access through a trail in my back yard. Looking back I don't know what the deal was with the houses, there was one massive house and a half dozen smaller houses on a single plot of land. My friends and I explored all of them, the smaller houses were treated as storage, all broken into already and picked through for the most part. The main house was much large, the floor had concaved in a few places, same for the upstairs. All the walls had damage and/or mold. The second floor was amazing though, at least for a horny pubescent 13 year old. My older brother, his best friend Frank, my friend Andrew and I discovered the upstairs had 2 large matresses on the floor, both stained beyond yuck, but there was also a few ash trays filled with what looked like cigarette butts and then strewn about were dozens of older adult magazines. As an adult I would not spend five seconds in that house, it was creepy and filthy, probably a crack den before we discovered it. At 13 though, it was basically going to become my new jerk off palace. My older brother and Frank laughed at the dirty magazines, but Andrew clearly showed an interest as did I. After that first group walk through of the property, I must have snuck up there more than a dozen times to beat off alone. It was perfect, the mattresses provided a space to comfortably get off, the room had windows facing the trail to my house and on the opposite wall the trail that went to the driveway that was fenced off. So if I was in there going to town on myself I would hear anyone coming down the trail, which happened often, people used that property to cut off about ten minutes walk time from one side of town to the other, most of them had the good sense to not go into the house though. At this point in my life though I had no idea I would grow up to be bisexual. I already had my first stirs that summer with an incident involving Frank's tighty whities. Nearing the end of summer though I was crossing through the property to go hangout with Andrew, back in a time where you would just show up at each others house without notice if it was in walking distance. As I was crossing through I noticed him going inside the big house by himself. So I went in, wondering if he was going to do what I did in there or if maybe he was the person adding grafitti to the already destroyed walls. Sure enough, he wasn't on the first floor, as I crept up to the second floor I saw him flipping through one of the magazines. He clocked me coming up the stairs, not that I was trying to be stealthy. He mumbled something about being bored. We both knew why he was there though. It oddly got my heart racing. This is the part where I would normally go into details about what happened next, but the post made it clear not to. So I'll say this, there was no sex, but after a lot of very awkward conversation and flipping through the dirty magazines we both admitted to being "extremely horny" and agreed to jerk off next to each other while not looking at anything but the magazine images. Of course I looked, the plaid pattern of his boxers is burned into my memory, followed by every breath taken as they dropped to his ankles, and every single inch of his body as he pleasured himself. Again, at this point I had no understanding of sexuality, so even though I was much more fascinated by Andrew and his body, I told myself it was because he was at least a foot taller than me and at least 3 inches bigger than me, plus I had never seen another guy in that state before that moment. This was the first of many experimental experiences before turning 18. I graduated from mutual masturbation at 14 (almost 15) when I moved upstate and my 16 (almost 17) year old cousin and I got into a series of "truth or dare" games that summer and we went through the spectrum of dares that eventually led to me losing my virginity.

Very much about consent. I've never been into any immediate family, I don't get the attraction but I'm not here to yuck your yum if that's what you're into. I have had sex with one cousin and gave a blow job to another (not at the same time...[banned word]). My relationship towards them was always more like friends than family, I don't have the same feelings towards them that I have towards cousins of a larger age gap or even my brothers. These two particular cousins are within a year older/younger than I am and we always hung out like friends, so our sexual activity was mentally no different than hooking up with a close friend.

I don't like it rough. I'm more into the "lover" end of the spectrum of sex. I imagine, the connection and mental stimulation I get from being made love to (I cringe at the thought of how that reads) is what others get from having their hole "destroyed". It's just not for me though, I need the passion...not the pain. Also, I'm not a porn star, it doesn't impress me how hard and long you can fuck, let's just enjoy the sex and bust a nut.

It's always ironic to me, the same groups of people complaining about laws that take away rights (ie: red flag laws) will lay down their rights to things like access to works of literature involving adult themes. You can own a hand gun when you're 13, but reading about sex and sexuality is illegal.

I was 21. My best friend from high school. When we were still in school, we would share a bed during sleep overs. We would pretend to fall asleep and then after an appropriate amount of "deep sleep" time, he would initiate some footsie, rubbing his foot on mine "in his sleep". This was the beginning of a process of each of us making moves "tossing and turning and unconsciously touching each other" and it would end with us jerking each other off. Always subtle, in underwear masturbation until orgasm. This stopped when he got his first girlfriend, and then I got mine. He went away for college and I went to community college. It was the summer between sophmore and junior year when we were both single again. We had a party that we got pretty drunk at, ended up sleeping in the same bed. I was legit passed out and woke up to him rubbing my foot with his, and the process started like old times. I was so turned on because it had been years since I last touched his dick and I thought we wouldn't do it again, so I did my best to play along but also make sure he really enjoyed it and I got to touch his cock and balls and just memorize his package. I managed to maneuver myself into a position where Instead of him cuming in his underwear this time I was going to catch it in my hand and then just go wash my hand off so he didn't have a mess to clean up. I did catch the cum in my hand, tucked his dick back in his underwear and then got up to go to the bathroom. I turned the water on and was about to wash his cum off my hand, but...maybe it was the alcohol, maybe it was because I thought I would never have this chance again, I quickly licked my hand and swallowed his nut.

Underwear, guys underwear was my first sign. I definitely remember noticing the guys on the packages of men's briefs in clothing stores. It wasn't until I was 13 though, Frank, my older brothers best friend that it really hit me. He was only 14, but more developed than I was for sure. Fit, played sports, was in the JROTC at school. He was the only friend of my brothers that wasn't a complete d-bag. The summer of my 13th year, I remember Frank would stay the night often, at least twice every week if not more. His dad was deployed and his mom was working full time, so no one at his home cared that he wasn't home. Anyway, one particular day, the three of us were playing the N64 and my older brother decided it would be fun to take this military grade raft into a swampy creek about a half mile away from our house. Frank was immediately on board, I had been in that creek in the raft before and knew how swampy it was so I said I would pass. Frank made a point of asking my brother to loan him a pair of shorts so he could take off his clean shorts and underwear because he didn't bring more and had to wear them tomorrow. I was still playing video games, and a few minutes later Frank came back into the bedroom holding a wadded up pair of shorts that clearly had white briefs tucked into them still. He tossed them on the bed and then pulled his shirt off over his head revealing his young fit body, decent pecs for a boy his age and signs of a six pack on it's way. I felt something in that moment that I couldn't quite process. He asked again if I wanted to join, I still said no and they left. I knew they would be gone for a while, I couldn't help but check out his underwear. Sure enough, white jockey briefs. I was almost instantly hard, my heart was beating so fast, knowing Frank was wearing them just moments ago. Knowing his dick and balls were right there in that pouch. I snuck out of my brothers room and into my bedroom, locking the door so I could do...I didn't know what. It didn't take long for me to strip and try on Franks Jockey's, I was so turned on to be sharing a pouch that Frank's dick was once in, I had to jerk off. That's what I did, less than 5 minutes later I blew my load. Was immediately uncomfortable with all of it, cleaned up and got dressed in my boxers and my own shorts. I did my best to get Frank's tighty whities back into his shorts exactly as they were and then tried to tell myself that was a one time thing and it didn't mean anything. ...enter denial hahahah.

I think this is what you're looking for: [think before following links] https://biguz.net/watch.php?id=1432455&name=jovonnie-fuck-city-boy

My buddy was celebrating his 26th birthday at a rooftop bar in Brooklyn this weekend. Everyone had a fair amount to drink, lots of laughs and then the bar closed at 11pm. 11pm in Brooklyn? For the most part we scattered to the wind, myself and two of my friends live in Queens so we shared an Uber. Being tipsy one of my friends always suggests we hit up a karaoke spot in our neighborhood, tonight was no different. But we hadn't done it since pre-pandemic, so off we went. I mostly agreed because it's only a few blocks from my apartment, so the walk would be quicker for me. Between the three of us we emptied 3 pitchers of beer and sang a half dozen songs with a crowd of strangers. One of those strangers seemed to fancy me, he kept putting his arm around me and singing along like we were old friends, even though I didn't know his name. I noticed his hand would accidentally drop down to my waist and then brush across my ass. Now, my friends know I'm bisexual, so it didn't bother me that he was so obvious. Especially since he was sexy as hell. I'm about 5'6" and in the twunk realm, but I stay fit. This guy was about 6' and had a Michael B. Jordan thing going on, not quite as fit but he was no slouch either. When my friends and I called it a night they walked one way, I started to walk another. I was home within minutes, drunk and horny as I clumsily stripped down to my 2xist briefs. I was just going to beat off and call it a night, but out of curiosity I also opened Grindr. All the usual suspects, I did the "hey" and "what's up man" to a few people that I usually wouldn't bother with but you know how it is after a fun night out. I started looking up porn and stroking myself over my underwear, then checked again to see if I had any messages, nothing worth my time. I edited my profile, username "DTF?" and in the description "Just got back from a birthday celebration, kinda drunk...kinda horny." Looked at another video on the hub, didn't get me off. Checked my phone again, 7 new messages on Grindr. Most of them were crap, one of them a blank profile that sent 4 pictures. Surprise surprise it was the guy from the bar. His pictures were a little older, but it was clearly him. "You looking for a load?" "Lol, were you at Shout?" "Yeah, you looking for a load?" "I try to make condoms a rule," I told him. It's true though, I try to play safe as often as possible. "That's cool, where you at?" I sent him my address and was buzzing him in a few minutes later. I answered the door in just my underwear which got a huge smile from him as he walked in. He wasted no time grabbing my package with one hand, my ass with the other and going in for the kiss. Fuck this guy is hot. I dragged him back to my bedroom. I lay in the bed on my back and watched as he quickly undressed completely and then was on the bed between my legs, my dick went right into his mouth. "Mmm...fuck" I moaned. I rubbed his head, guiding him to give myself the most pleasure. I reached into the nightstand and pulled out some poppers. "Let me get some," he said before I took a hit. I handed him the bottle, he took a hit on each side then fed me two long hits. I got that familiar rush and he went back to sucking my dick, then slowly moved further down to eat me out. "Oh fuck yeah man, that's...that's good..." I mumbled. He spent a solid five or so minutes rimming me and getting his tongue in my hole. "You have lube?" he asked. I reached back into the night stand and passed him a bottle of Gun Oil. At this point between the poppers and alcohol I was just enjoying myself and not really thinking, I thought he was going to use the lube to finger my hole. I was wrong, he got his dick lubed up and a little on my hole then positioned himself so his cock was rubbing on my hole. I opened my eyes to see his looking back at me, then he started to push on my hole. "Wait, you need to put on a condom," I told him. "I'm just rubbing the head on you," he quickly fired back. Now...I'm not new, I've heard "just the tip" and used variations of it myself, so I know what he's doing and I want his big dick in me so I let him rub the head on my hole. It feels really good, he's getting me nicely lubed up and I'm just enjoying the teasing. I grab the poppers and take a hit, and then another. I cap the bottle and he pushes in, it stings a little but it's mostly pleasure. "Oh fuck man..." I close my eyes and throw my head back onto the pillow. "Just push out," he whispered. "I know," I groaned, "but you need a condom man," I reaffirmed as he continued to push in. "But I'm already in you," he said, bottoming out. Fuck his dick feels so good in me, my head spinning, I feel my hole stretching to accommodate his size. I let out a soft moan as he pulls out then slowly pushed all the way back in. "You really need a condom man," I told him. "But I'm already in you," he said again, "I can't stay hard with a condom on." He gave me a few more strokes, deeper each time. "I know, mmm, and it feels good, but we need to play safe," I said, feeling him hit my prostate. "I don't have one with me," he continued to thrust in and out a little faster. I reached into the drawer once again, digging for a condom. I couldn't find it, he slowly pulled out so I could get to the drawer. I dug deeper, finding the last condom as he took another hit of the poppers. I set the condom on the mattress next to me, repositioning myself so he was between my legs and his hard dick was inches from my hole again. I lay back, he handed me the poppers and picked up the lube. I took a deep hit, then another. He started rubbing the tip on my hole again. "Mmmm..." I let out a soft moan from all the pleasure. He didn't say anything, just pushed the tip back in. I didn't say anything, just enjoyed the feeling. He reached over, patting the bed looking for what I thought was the condom, so I picked it up and handed it to him. He didn't take it. "No, the poppers," he laughed. On my other side I picked up the cold bottle that was touching my hip and handed it to him. He uncapped it and fed me a hit, then another and slowly pushed in balls deep. "Mmm, fuck dude," I moaned. He slid an arm under my back, pulling me into him tighter, kissing my neck then my lips. I let out a moan, he was really long stroking me, slow deep thrusts with no intention of stopping. "I'm getting close," he whispered and then continued to kiss me. I tried to break the kiss but it was too late to stop him, he gave me a few last deep thrusts and then moaned and kissed me harder. His dick swelling inside me, pulsing out his hot load 7" deep into me. He pulled back a little then pushed in all the way, milking every last drop out of his dick and into me. "Fuck bro..." he said, collapsing onto me. He lay on top of me catching his breath, his face nuzzled into my neck as I held him, feeling his dick start to go limp and slide out of my hole. After a couple minutes he rolled off me. "Let me get you something to clean up with," I said, pulling a clean hand towel from a drawer under the bed. I watched him wipe off his glistening dick, then he hopped off the bed and started getting dressed. Neither of us said anything as he tucked his dick back into his boxer briefs, then zipped up his jeans, t-shirt and socks. I just lay there reflecting on everything that happened. "Thanks man, that was some good ass," he smiled at me. I just nodded and he walked out. I heard the door close and I went to take a shower.

My first time being stealth breed was just me being caught up in the moment. To be clear, I had been barebacked and breed before. I mostly played safe, this was during my "mostly straight" phase where I only hooked up with guys on the DL, and almost always when I was drunk or high or a combination of the two. I was 22, am 5'7" and around 140 lbs. I had been invited to a party at an apartment in Harlem, I arrived later than the host suggested but still somehow was one of the first to arrive. Naturally I was regretting even showing up to the party. The host, Taylor, had a ziplock with quarter sized "special" cookies and was passing them out. I had never had an edible, didn't really smoke either, but I figured it was the only way the party would start to be fun so I ate one. An hour goes by, I have had probably two drinks at this point and more people have arrived. I was on the terrace with my friend Daniel from film school catching up when one of the roommates comes around with the same bag of edibles. Daniel takes one and swallows it hole, I took one and crunched down and washed it down with my drink. "You know it's an edible right?" he asked. "Yeah, Taylor hooked me up with one earlier, but I think it's more of a plecebo" I laughed. "Wait, you already had one?" Daniel was a little surprised. "Yeah, why?" I asked. "No, it's fine, but...no more for you," he laughed. About an hour later I found myself really high and really enjoying it. Sometime around 2 am I Irish-goodbyed and was walking to my place on the UES. Me being horny AF I hit up an actor friend of mine who I made out with at a party back in film school. Me: yo yo yo Chris: lol, are you drunk? Me: a little. Chris: me too lol. Me: Where you at? Chris: rooftop bar, come through 😉 I knew which place he was talking about, it was a hotel bar in midtown not far from his apartment and a quick cab ride away. I found him at the bar laughing with some guys I don't know and some women I don't know. He introduced me and bought me a drink. I tried to pay attention to the conversation but his friends were boring so I drank my drink quickly and excused myself to take a piss. When I returned I saw Chris at the bar, he just paid his tab. We all went down to the street together. One of the women were all over Chris but he put her in a cab to wherever she came from. His group all started walking without him. He didn't say anything just put his arm around my waist and pulled me into him, sending my brain into a sexual frenzy. I had hoped texting him would lead to some drunk back and forth about horny thoughts, but this was already more than I expected. He started walking towards his group and I followed him, unsure of what I was even doing there. Chris was one of those guys who is openly bisexual, but no one has ever seen him with a guy, almost like he claims to be bisexual just for attention and so he can flirt and be touchy with other guys and no one questions him because he's only ever playful and non-threatening. Our make-out session the summer before was both hot and unexpected and we both chalked it up to alcohol. Though over the next few months there would be drunk texts flirting with me, telling me the things he would've done to me had the night continued, that kind of thing. He never asked me about my sexuality, and never needing to explain my side really made it easier to flirt but be ambiguous at the same time. We had separated from his group and we were walking into his building, the doorman was not giving a shit and we rode the elevator up in silence. My heart was racing when he unlocked his door. The tension between us was palpable. We walked in, still not saying anything. "I have to piss" I told him, walking toward the guest bathroom. "Me too," he told me walking into the master bedroom. I took a piss, then as a just-in-case used his wet wipes to make sure I was still fresh. When I walked out he was leaning against his bedroom door frame, only wearing some white Armani Trunks and giving me the sexiest look I've ever seen. I was drawn to him, he pulled me in for a kiss. Within seconds we were both naked on his bed. He was on my chest with his thick 7.5" cut dick in my mouth, just taking control, not asking, not saying anything, just finishing something we started a year before. He pulled his dick out of my mouth and quickly was between my legs sucking my dick. Alternating between my shaft and licking my balls, then down to my hole which he devoured like an expert. My brain flatlined from the pleasure. He reached under the bed and pulled out some lube and held up a bottle of poppers, "you know what these are?" "Yeah," I said almost embarrassed, not wanting him to think I was a regular with man on man sex. He just smiled at me, then took a hit and passed me the bottle. He was lubing up my hole while I took a hit. He didn't finger my hole, just rubbing the head around my pucker to spread the lube. I let out a soft moan and took another hit. He gave a slight push in while I was taking my hit and it felt so good. He didn't push in though, just kept teasing my hole. He would change it up and just stroke his dick while the head bumped into my hole, then slide the head up and down my crack, just pure pleasure. He took the poppers and took another hit then passed them to me and lined back up with my hole. I took a hit and felt him push harder now, the tip popping into my willing hole. I let out a moan. "That's it, take another hit," he suggested. I took another hit and he pushed a little harder, fuck it felt good. "mmm, fuck man," I said, capping the poppers. "Shouldn't we use a condom?" I asked. He slowly let the pressure off, the head popping back out. He came up for a kiss, on my mouth, then my neck. "Yeah, I just want to feel you first, you know," he whispered into my ear. I let out another moan, "mmm, yeah, ok," was all I could say. The heat of the moment, all the pleasure and the poppers and his teasing had beaten that voice in my head into submission and locked him in a dungeon because the only voice in my head was saying, "makes sense" and my body reacted in turn. His dick was pushing again on my hole, the head making it's way back in, then a little more. "Fuck you're tight," he grinned. I was tight and his dick was already a bit much. He leaned in to kiss me, putting his tongue in my mouth and pushing his dick in another inch, then another. He must have felt the resistance, stopping pushing but not pulling out. He broke our kiss, "take another hit." I took another hit and he started to push in. "Oh fuck man," I groaned. My head spinning, his dick was too much at this point. "Wait..." I started to say. "Just a little more, then I'll put on a condom," he reassured me. Though I was really asking him to pull out because it was too big for me, but remembering he was entering me bare was now firing other "warning" neurons in my brain. "...yeah...ok," was all I could say, and I took another hit of poppers. "oh fuck," he whispered as he bottomed out inside me. He sat up straight and took a hit of the poppers, smiling at me, "man, I knew you'd be tight but this feels unreal." He flexed his dick in me. "You like my dick in you?" The pleasure was rushing back, "yeah," I confessed as I shook my head, "no". "You should put on a condom though." "For sure man, can I get a few strokes in bare first?" He asked and flexed his dick again. "I don't know man," I smiled. "You're so warm and tight," he said as he started to pull out then slowly pushed back in, filling me with his big hot dick, "I just want to enjoy it a little..." "Just a little," I agreed. He started to long stroke me, almost all the way out then all the way in and grinding until he couldn't push in any further. He had my toes curling in no time, it felt so good and was going on for too long to be "just a little". I pulled him in for a kiss. "Fuck you feel so good," he whispered into my mouth. I kissed him, "don't cum in me, put on a condom first," I warned, then kissed his neck. He kissed me deep, thrusting into me, "I won't cum in you, but it feels too good to..." his voice trailed off into a moan. "Just don't cum in me ok," I gave him the green light to keep going bare. "Ok," he said, picking up the pace. He fucked me so good, I was leaking pre-cum like a faucet. He sat up, with my legs still on his shoulders and took another hit of poppers, then handed them to me. I took a deep hit, he thrust into me, I took another deep hit and he thrust again and held it there, smiling at me. "Take another hit," he suggested. I did and he started to pull out then thrust hard into me while stroking my dick. He was gliding in and out of my hole, across my swelling prostate, it felt so good I couldn't hold back, "fuck I'm gonna cum," I almost shouted. "Do it," he said, thrusting harder and jerking me harder. I felt my ass clench around his dick forcing him to push even harder into me and my balls tightened and cum rocketed out of my dick and onto my chest one rope after another. His thrusting slowed as my orgasm subsided. "Fuck that felt good," I said, my breath coming back to me. He slowly pulled his dick out of me and lay down next to me catching his breath. I reached over and started to stroke his now flaccid cock. He stopped me. "I'm spent" he laughed. "You don't want to cum?" I asked. "oh...uh..." he chuckled, "I kinda already did." My eyes shot wide, "wait...what?" "Twice," he laughed. "You...what?" I got nervous. "Sorry man, I already blew a load in you when you told me not to cum in you...so the least I could do at that point was fuck the cum out of you," he laughed. "And the second?" I asked. He laughed again, "when you said you were cumming, your ass clamped down so tight, I didn't want to ruin your orgasm by pulling out...so I pushed in," he laughed. "Oh," was all I could say, trying to not get mad, after all I had just had an amazing orgasm. "You ok?" He asked. "I guess...yeah, I mean..." I mumbled. "Don't worry, I don't have anything," he reassured me again. He got up and pulled his trunks back on, tossing me my briefs. We dressed in silence, then he walked me to the door. "It's ok," he said, "if you're in the mood for more, just hit me up." I went home and passed out.

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

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