cgreg2033

The tennis player and many more hot encounters but there is a hot one shortly after our first time that I can relay here. He played in tournaments of course and had one within an hour of my work place so I mentioned that maybe I could come watch. At first he said,”no! All my friends, team and family would be there.” I calmly reminded him that they didn’t know who I am and also that I could be at the tournament for someone else. I’m only a spectator there after all. He finally agreed that I could come watch but I’d have to sit on the opposing team’s side. I agreed. I watched him play a great match. I kept my eyes on him when he went back to sit with his team. I noticed he was on his phone so I checked mine and sure enough he messaged me. He said he was super horny and needed it. I wasn’t going to risk fucking in my car and there really wasn’t anywhere to go but he had a plan. There had been a cross country run early that morning and he said there were some port-o-potties quite a ways off from the campus that hadn’t been moved yet. I was obviously reluctant to fuck in one of those but said it’d be fine, no one even used them. We made our separate ways to the area. When I saw him in his tight outfit I was immediately turned on and my cock became stone hard. We triple checked to make sure no one saw us and we entered a port-o-potty. He was right, it hadn’t been used at all. It was hot but smelled fine and was 100% clean. I grabbed him and forced my mouth on his, I was making out with him while I slid my hands down to his ass and then his sweaty hole. I pushed a finger inside him and he moaned against my mouth. I had to take him NOW! I grabbed both his arms and yanked him around and jerked his shorts and jockstrap to his ankles where I buried my tongue up his hot hole. I furiously went to work on it purposely trying to get as much spit on his winking hole as possible. I got up, spit on my steel rod and slowly began pushing into him. He was breathing like a bitch in heat and said it hurt but not to stop. Once I was balls deep I waited about 30 seconds and started to fuck him. I began fucking him harder and harder as he was moaning against each of my thrusts. He started wanking and said he was getting close. As soon as the words came out of his mouth he started blasting the walls while his hole tightened on my shaft like a vice which sent me into overdrive and I punched my cock as deep as I could go into him and unloaded a massive amount of cum. We calmed down and I slowly slid out of him. He exited first while I cooled off then I headed back to work. Perfect follow up fuck.

I like to go clubbing and dance and listen to the throbbing music. I went out to an 18 and over straight club one night. I was 29 so I was putting away a few beers and had to take a piss pretty bad. I found the bathroom but it only had two urinals next to each other with no partition and I stepped up to the "short" urinal as it had some protection from viewers washing their hands. This short incredibly cute latino boy came up beside me and started to piss. I tried to make sure I didn't look in his direction because I didn't want him thinking I was trying to check him out. I felt like he was looking in my direction, then I heard him say,"no wonder you picked the short urinal, you didn't want your dick getting wet." I wasn't sure what to make of that, and kinda laughed and said,"yea, I don't want this big cock to be dipping into the urinal cakes." He smiled and while we washed our hands he got my name and added me on Facebook. When the club was closing down I checked my facebook and of course, he had already sent me a message. It was a non-chalant,"cool meeting you man, what you doing tonight?" I told him I was headed home, and he immediately responded and asked if he could hitch a ride to his mom's house which wasn't far from the club. We worked it out and he met me in the parking lot, got in and off we went. When we got to his mom's house he looked over and said,"I didn't actually need a ride, I ditched my friends so that you could take me home." I asked,"and why did you do that? you trying to get a look at my cock again?" hahaha He said,"yes, can you come inside?" On the way in, he said, that he hadn't ever tried anything with a guy before and that since no one was going to be home tonight he was wondering if I would show him some stuff. I was so hard my cock was about to rip through my jeans at the possibility of seeing this tennis player's ass naked. We got to his room and he apologized for it looking so "teenagey," As if I cared two shits. I grabbed him and started kissing him. He melted into my arms and let me dominate his mouth. He was moaning softly as I slipped off his shirt and quickly yanked down his pants and underwear. He was maybe 5 inches but hard as steel. I pushed him back onto his bed and pulled his pants and underwear off his ankles along with his socks. I got down on my knees and enveloped his cock with my mouth. He wrapped both arms around my head as I sucked him like the pro that I am. He was breathing harder and harder, I could tell he was about to bust so I slowed down and started licking his shaft, then his balls and started kissing his inner thighs and would lick his skin hard with my unusually long tongue. I was purposely licking and getting closer to his cherry hole with my tongue. I was afraid it would stink since he was new to all this, but he smelled like fresh clean sweat. No musky or unpleasantness at all. Which was all I needed to dive my tongue into his hole. I ate his ass and told him to jerk off while I tongue fucked him. He was experiencing things he'd never had before and his body was convulsing from all these new pleasures. I pushed him up on his bed and spit on my dick, lined it up right on his hole and started pushing. He said he didn't say he wanted to do "that." But I kept rubbing and pushing my fat cockhead on his hole and I asked him if he wanted me to stop, I wasn't inside him. He told me to keep going as he continued to jerk. I went down on his hole again and got it wetter with my mouth, this time pushing spit into him with my thumb. I did this for awhile and he was enjoying it completely. I came up a bit and sucked his cock some more while I slipped a finger into his tight wet hole. I took my mouth off his cock and found his prostate with my finger and started to rub it. When I pushed on his prostate his cock jumped and precum poured out. He looked down real quick and said with a shocked face,"what the fuck was that? Did I cum?" I told him I hit his prostate and not to worry, it's just precum. He laid back and let me suck him more while I worked another finger inside him. I took it easy on his dick with my mouth because he could've exploded at any moment. I got back up and started kissing and licking his neck and I grabbed ahold of my cock and started fucking his now slightly looser outer ring. I told him to breath, and to push out a little so it'd feel better. When his hole gave way enough I plunged my cockhead and an inch or two inside him. He yelled and moaned loud and his body froze. He told me to take it out it hurt too much, but I just said,"if I move right now, it's going to hurt like a motherfucker, get used to it first then I'll pull it out." He agreed as we stayed in that position without moving. I started stroking his cock and it didn't take long for him to get rock hard again. As I started stroking him faster I began rocking into him. My cock was barely moving in and out his tight hole. He was getting extremely excited and wrapped his legs around me. I kept jerking him and leaned in to kiss him hard, he was maniacal with lust now and he pulled me into him. I was halfway inside his hole and he let out a big sigh. "AHHHHHH! Keep going," he said,"put all that dick inside my ass." He didn't have to tell me twice. I pushed all the way inside him as he twisted and turned his body under me. I held him there for a minute then started to actually fuck his virgin hole. I was long dicking him now and he couldn't stop moving, he was grabbing at me, the sheets, his cock, everything. I could tell he was getting really close to cumming, his cock could cut glass at this point and was steadily leaking. I kept fucking his hole faster and faster with just spit for lube in his cherry hole, the friction was too good, I was about to cum too. I warned him,"I'm getting close. I'm about to cum." He was breathing so hard and about to cum so much so that he barely registered what I said and told me not to cum in him. I slowed my fucking way down to a near stop and said,"you don't want my cum inside your ass? You don't want me to shoot my load in you on your first time?" He was too close to blowing his load and the fact that I stopped fucking him halted his impending explosion. He said,"Keep FUCKING ME!" I said,"you want my cum? You want it?" He was jerking so fast now and grabbed me, pulled me deep inside him and said,"I don't care! Just fuck me like you were!" I obliged and started pounding his hole again when his whole body tensed up and he started shooting all over himself, stomach, neck and even into his open mouth, that's all it took for me as I began to shoot huge amounts of cum deep in his hole. We laid like that for ten minutes or so trying to calm down. I slowly pulled out and I got dressed. He just put some basketball shorts on and walked me to the door. He said "I can feel your cum leaking down my leg. I'm not out, I think I'm bi. I don't know if I want you to fuck me again, but maybe we could mess around sometimes." I fucked and bred his ass for the rest of his senior year and for three years in college.

I was on Grinder trying to find some ass to fuck. I was 28, working hard and working out regularly. I had a pretty good body and was getting some young dumb bubble butts to submit to my cock because of it. This 22 year old black guy hit me up on Grinder and man, did he look good. He had a lean muscular body, very cute face and a juicy hard ass. He just wanted oral, but I was reluctant because I don't cum from blowjobs. But then he sent a pic of his dick. It was a solid 9 inches, not as thick as me, I'm 7.5 and thick as a red bull can though. His cock immediately turned me on, I loved sucking big dicks. So I agreed to meet him at his place to suck him off. I showered up and once I got there, he opened the door in a wife beater tank and shorts, except his huge cock was dangling out of the front. I came in and he sat back down on the couch, hard as fuck, watching his laptop porn and told me to take my pants off and sit down. I quickly took my pants and underwear off and sat next to him. I had gotten hard as a rock the second I saw his dick at the front door. He and I were stroking ourselves for a minute when he told me to suck his dick. Which I gladly leaned over and started sucking his steel pipe. After a few minutes he asked if I swallowed. Of course I swallowed, but for some reason I froze and didn't say anything. So he took that as a "no" I guess and told me to get on the floor so he could jack off on my ass then. I got on the floor with my head on the couch and ass in the air. He started jacking off on my ass, I felt his hand sliding up and down his cock because his hands would rub against my cheeks. Then every once in awhile he'd slide his cock up and down my crack, his cockhead of course would slide over my hole when he did this. He started pushing my lower back down and telling me to push my ass up more, but I couldn't for some reason so he told me to put my face on the floor. That seemed to work. I felt very vulnerable at this point. He apparently had lube in his shorts pocket because he stopped stroking, I heard a "click" and then his hand came around to my hard cock and he was stroking me with silicon based lube. It felt really good and after a few minutes I was tensing up. He stopped stroking me and told me to jack myself off while he finished. I was jerking off, getting closer and closer and hornier and hornier. He kept swiping his cock in my crack and on my hole the whole time when he suddenly stopped right on my hole and started pushing in. I hadn't bottomed since high school, so I didn't pay much attention to it. I thought there was no way that big dick would get inside me without it hurting like hell and me jumping up. But his cock started sliding right in my hole! It felt so fucking good too, no pain at all. This was such a surprise to me I got extra horny and just let him keep going. I was still jacking off while he was jacking off my hole and insides with his big black cock. After awhile of him pushing his cock in and then all the way out of my ass while I was jerking I could barely handle it. It dawned on me he was surely going to cum and I didn't want any STDs so I looked back and told him not to cum in me. He was like,"no problem just let me keep going til I'm about to nut." I started feeling my balls tense up and my hole was clenching and unclenching, having it's own orgasm around a BBC. I was panting like a bitch in heat. I barely was able to say,"I'm about to cum." He told me to blow my load all over the floor, and he really picked up the pace, his cock was going in and out of my hole so fast and so slick. I moaned so hard and started blasting my load onto the floor and couch and he moaned loud and pulled his cock out and I felt him spraying cum all over my back and up to my neck. My hole felt thoroughly used and wet while I still had my head on the floor trying to catch my breath feeling his cum on my back sliding toward my neck and head. I came back several times and would suck him and swallow his load, but he would only let me do it if he got to finger my hole while I sucked him. But hey, that was the price I had to pay to suck a hot young guy's big black cock.

Back in high school my best friend and I had been fucking for awhile. One night after a foot ball game, I ended up staying the night with him. Typical weekend fun. We drove around drinking some low alcohol beer, then snuck into his room where we commenced our usual fuck session. As my buddy has a huge, nine or nine and a half inch cock, which is thick and uncut, I let him fuck me first, so I wouldn't lose my horniness. At that age I didn't know there were tops, bottoms and versatile guys. I just thought I had to let him fuck me if I wanted to fuck him. However, as a consequence of playing with him I eventually learned I was definitely a top, and remained so from college on through today. But back to this night, he was overly aggressive, he had my face pushed down into a pillow and was ramming his cock in and out of my hole incredibly hard. It hurt so bad, that each time he pulled out I found myself hoping he would miss the mark when trying to ram it back in. Thankfully, he missed several times and so I was, in some measure, spared at least some of the pain associated with being brutally rammed balls-deep by such a huge cock. We had the radio on and were in basement, and knew his grandma was sound asleep two stories above, so we were being as loud as we wanted to be. Finally he came. Afterwards I fucked him as hard as I could - if only for revenge. Truthfully I was kinda pissed he had pounded me so hard. The next morning, his grandma was at church and he had just left for work. I took a shower and was going to lock up when I left. I got out of the shower and went into the basement to get dressed. Standing naked in the basement bedroom, pulling my clothing together, I heard a discreet cough. It was his older brother, a football player who was one grade above us. He was standing shirtless near the bench press in the dark corner taking a break from his workout, which is why I hadn't registered his presence. I grabbed my underwear to cover my cock saying "Sorry. I didn't know you'd be here." "It's fine," he replied, adding "I actually got in late last night quite late, after the football guys went out drinking. I decided to crash at my grandmother's house rather than run the risk of being questioned by my parents." I gave a neutral reply saying "Oh, cool. Let me get dressed and I'll head out," pausing for a minute for him to leave, but he didn't move. Instead he commented "You know when I snuck in last night I heard a lot of noises and thought my brother was fucking his girlfriend, so I tip-toed down the stairs and saw him pounding the shit out of your ass. You gotta be sore from taking such a big dick." I was scared shitless at this point. No one was really 'out' back then, and if you were gay in small town you certainly wanted to do everything you could to keep it a secret. I just stared at him and stammered "Please don't tell anyone. I don't let him do it very often. I was just drunk, he usually just lets me fuck him to get off." Approaching me he responded "Don't worry man, I'm not telling anyone. But you really took a beating up that ass." He grabbed the underwear I was holding in front of myself, tossed them aside, suggesting "Lay back on the bed so I can make sure you're not bleeding," guiding me back onto the mattress. By the time he sat me down I was already hard. I tried to hide it, but he pulled my hands away murmuring "Don't worry, man, no big deal. Just lean back and lift up your legs so I can see your butthole and make sure it's okay." I just kindof mumbled,"okay," not knowing what to do. He was a few inches taller than was I, and some fifty pounds heavier with nothing but football muscle on his frame, so I complied when he said "Grab your legs and pull them up and hold them steady." Once I was in position, he crouched down at the level of my butt where he appeared to be visually examining my hole. Then he began ever so delicately sliding his fingers up and down my ass crack, his thumb occasionally seeking out and massaging my hole. Naturally all the while I was super hard, thoroughly turned-on by the thought of taking orders from a straight football jock with multiple girlfriends, who was now handling my naked little body as if it were a common every day thing. "Man, your hole is a little red. I better put something on it. Stay right there," he ordered as he stepped into the bathroom, returning immediately with some vaseline. I was still holding my legs up in the air when he got on his knees and started to look at my hole closer. I could feel his breath on my hole now and I was so hard I thought my cock was going to pop off. "Yeah, it's really red," he reiterated as his thumb again began exploring my hole. "Does it hurt?" he asked. "No," I whispered. This was a type of naked sexual thing I had never experienced and I my mind was racing, but before my head could explode my attention was diverted by an incredibly pleasurable sensation centered on my ass. Looking down, I saw his eyes on mine even as his tongue was buried in my hole. Now, my best friend and I had only sucked and fucked. We hadn't explored anything outside of the that two course sex menu, so a tongue-licking and a general massage of my asshole was an indescribable feeling. I involuntarily moaned like a girl. I couldn't help it. It was absolutely fuckin' amazing - and it was an utterly unexpected experience. He continued licking and laving my hole. I found myself closing my eyes and drifting off to a land of bliss, but when I occasionally opened my eyes to check out the tongue in my hole, each time I found his eyes were fixated on mine. I could also see he was stroking his cock - and fast, although given his position all I could actually see was a glimpse of his cock head, - and, of course, his hand shuttling to and fro. After several minutes he paused, stood, and presented himself to me: to my amazement his cock was quite like that of his younger brother, except signicantly bigger. His cock was at least ten inches, and had the circumference of a beer can. I couldn't believe it. My first thought was to go down on it, but was still under his spell, so I simply stood there, marveling at his tool as he meanwhile had begn lubing his throbbing cock with a generous amount of vaseline. And, when ready, he gestured for me to turn around and bend over. His mushroom head was laser-focused on my hole. It felt amazing, but I was scared to death he was going ram it into my ass. He, however, did no such thing, but rather rubbed his cock head over my hole, applying a bit of pressure on each pass, using one hand to guide his cock, and the other guiding my ass and legs, as well as providing a slight distraction. Again reaching for the vaseline, he began lubing my aching cock, telling me to jack myself off while he jacked off on my ass. I did so, as did he, but at no point did his fat cockhead leave my hole, so it was hardly surprising my ass was continually relaxing, so when at some point his cock head penetrated the outside ring of my ass. The sensation was a new level of 'amazing'. His massive, slicked-up cock head was opening my outer ring, each time hitting the inner ring. And yes, each time he pushed hard I was in some serious pain, but he was quite considerate, and he backed-off each time he came against my pain limitations. This went on for 15 or 20 minutes. I was barely able to contain myself. I was leaking precum and had to stop jerking every minute or two because he kept urging me not to blow. While I was young and dumb and knew nothing about edging, he certainly did. After several minutes of tentative fucking, he intensified the pressure on my inner ring, . Now and this time when I would find myself tensing-up, wincing in the process, he would gently urge "Breath slow and push out." He knew what he was doing because the second my inner ring relaxed just a tiny bit, he pushed his cock past it. I felt like a baseball bat just got pushed inside me. Tears started coming down my face, and he wiped them gently saying "Easy, buddy, you're taking it. Girls don't let me fuck them in the ass cause I'm so big, so I really need this. I f you let me finish off, I promise I'll never tell anyone you're a faggot." Gritted my teeth I muttered "Okay. Go for it." He was extremely gentle with me, and after about ten minutes he was all the way inside me. Even though he was bigger, it wasn't nearly as painful as when he brother fucked me, but again, we didn't know about lube or taking our time, we just fucked in order to cum. I had this straight football jock balls deep in me now for a little while and he was fucking in and out of me when I got hard again. He told me to stroke myself. After a few minutes of stroking my own cock, I was feeling pleasure from every inch of my ass inside and out, - through my taint, balls and cock. I was breathing like I had run a 5k. Everything felt so good. He started to fuck my hole faster and faster and telling me he was getting close. I was so turned on I started jerking faster and felt a burning pleasure inside my hole, ten inches and all around. I felt like my asshole was having an orgasm. My cock may have gone a quarter limp, but I was still plenty hard enough to continue jerking and could feel my cum boiling up as my asshole was shaking and felt like it was about to explode. He noticed as he was fucking me harder and said,"Yeahm shoot your load, man." That set me off and I moaned louder than I ever had before and exploded! I was cumming all over myself, my neck, face, and in my wide open moaning mouth. My asshole was quivering and clenching when all of a sudden I heard him yell,"FUUUUCKKK!" He started blasting his load inside my ass. It took him a minute to empty his balls inside me. I was soaked in sweat and cum, he was dripping sweat onto me from above. We stayed like this for a bit before I slowly started to pull out. I felt completely empty now. He told me to go sit on the toilet then shower again, he'd use the upstairs shower. Before he walked up the stairs, he said,"I've never cum so hard in my life. I needed that man, you took it like a champ." That night I jerked off eight times in a row to the memories of him fucking me that morning. The next day at school I was amazed at how easily we acted like it never happened. Not even a knowing look between each other. I became a top, but for a year in high school, I got fucked about once a week by a straight football player with a huge cock who made me cum like no one else ever has.

I'm a total top and have been almost my whole life, however when I was just starting out exploring gay sex, I thought we both HAD to bottom and top equally, or somewhat equally. I had fucked my best friend several times at this point and he always seemed to love having my thick cock pounding a load into his hole. He had repeatedly eaten my hole and fingered me, and it mostly felt good so one summer day I was so horny it was nearly painful and I decided to invite my best friend over for a fuck. I was masturbating in the bathroom to kill time and started fingering my asshole. It felt good, like I said I was incredibly horny. I grabbed a dildo shaped object and put oil on it and slowly pushed it against my hole. The object had a round end that was the thickest part of it, and it tapered down to the thickness of a finger. The thickest end wasn't really very thick, about the size of a half-dollar coin. It hurt like hell getting it past the second anal ring, but since the object tapered so much it was mostly smooth sailing after I got the thickest end past my inner ring. I slowly worked the thickest end in and out of my hole, trying to get it relaxed and used to penetration. About then my buddy showed up and we got onto my bed and began sucking each other's cock. He was leaking precum more than usual, so I guess we were both more than the usual amount of horny. He got between my legs and started sucking my cock and fingering my hole. I rolled over onto my stomach and he got the hint and crawled on top of my body, forcing my legs open so they were spread wide. He spat and lubed his cock head, ready to penetrate my ass. Now I should say, that the biggest thing I'd had up my hole was the object I had just recently been fucking myself with and his cock is still, as of today, the biggest I've ever seen in real life. It's over nine inches, uncut and incredibly thick. I felt him place his wet cock head on my slightly oiled hole and start to insert his monster cock into my virgin hole. Initially I cried out, although UI knew the first time would hurt. Looking back all I can say is how dumb and uneducated we were. We should've been using oils, or lube or anything besides just our spit to have our virgin holes fucked the first time and many times after. Anyhow, it felt like a telephone pole was being pushed into my ass and up into my stomach. He lay completely on top of me working his gigantic cock in and out of my battered hole. I was crying but he couldn't see it. All I could do was lay there and take his cock hoping he'd cum as soon as fucking possible. It didn't take long, but it felt like an eternity before he finally filled my hole with his cum. I immediately went to the restroom and expelled an enormous amount of cum and some blood, but surprisingly I wasn't bleeding as much as I felt like I should be. I rubbed my tender hole with my fingers and stuck two fingers inside my cummy hole while I jerked off, shooting cum all over my chest, stomach, wall, and floor. My first time getting fucked was a painful experience, but we didn't know the proper way of losing or taking a virgin hole.

It had been several months since I first sucked off my best friend after a high school football game. We had continued to meet up on weekends and during the week too for blowjobs. We were constantly sucking each other off and getting our bellies full of cum. One day after school he came over and we had the house to ourselves. We were hanging out on my bed listening to music when things eventually turned to rubbing each other's hard cocks through our shorts. It didn't take long for us to get naked and start 69'ing. I loved sucking his cock because it was as thick as a beer can and a good 9+ inches long, beautifully uncut too. As I was sucking his dick and massaging his balls with my hand he opened his legs and I naturally started to massage his taint and slowly made my way to his hole. I started rubbing his hole with my finger which produced slight moans from his cock-filled mouth. That was all the encouragement I needed to put my finger in my mouth and coat it with spit and try to get my finger into his tight hole. There I was sucking a fat cock, fingering his tight virgin hole and being blown at the same time. I was incredibly horny and kept working his hole with my finger and decided to try another finger, he really moaned when I slowly forced a second finger up his hole. I knew his moan was partly from pain and partly from pleasure. After awhile of all these different simulations at once, he pulled away from me. I was laying on my back and he straddled my waist and grabbed my cock from behind. I had no idea what was happening. Because what was about to happen, I had never even thought of doing. My cock kindof started hurting. That's when I realized he was putting his weight directly onto my raging hard dick, trying to get it up his virgin hole. It was so tight and had so little lube from just my spit. He got almost my whole cock inside him before I truly understood I was fucking his virgin hole bareback. He rode up and down on my cock maybe three times before I blew a huge load of cum up his ass. Which fortunately lubed him up on the inside much better. I'm a multiple cummer and don't get soft, so I took the opportunity to enjoy his wet virgin boypussy. I pushed him onto his back and started ramming my cum-lubed cock into his hole faster and faster. In this new position my rock hard curved cock was hitting his prostate and his eyes practically rolled back in his head. His fingers dug into my back as I continued ramming my rod into his still tight hole. His breathing became labored and with a loud series of moans his huge dick started spraying both of us with hot cum which immediately set me off again and I dumped yet another fat load deep up his once virgin hole.

My first time was with my best friend from high school. For years my buddy and I alternated staying overnight at each other's house, usually sharing a bed, and wearing only our underwear, which was no big deal as we were too young to even know about sex. However one night, when we were somewhat older, things were different. We had planned ahead, and my buddy was to come over to my house after a football game and spend the night. Looking back I think we both knew something was going to happen that night. As we expected, the football game ended late in the evening, and, as was typical for our small town, we meet-up with the football boys and cruised the town for a while, which meant we got back to my house even later. We each took a quick shower and crawled into bed, as usual, wearing only underwear. And we both promptly fell asleep. At some point I woke up with his body directly against mine. I was in the small spoon position and he had pressed as much of his body against me as he could. I found the sensation of a body (which was 95% naked) pressing up against my body to be very erotic, particularly as it was the first time I had ever really felt body-to-body contact. Naturally I had a raging hard on. In addition I could feel a hard bulge against my ass cheeks. I lay in bed, enjoying the experience of warm flesh against my own naked body, but after a few minutes I pretended to stir slightly, as if I had just awaken. Reaching back, I pretended I was scratching my ass, only to discover a very hard and BIG bulge against the back of my hand. That was the first time I had ever felt an actual dick. Granted it was still inside some tighty whities but it was hot, warm, hard, and felt quite large. He hadn't moved at all during my courageous attempt at coping a feel, so I thought I would try again. I really wanted to gauge its size, so again, I again reached back. This time there was no mistaking the fact that he thrust his hard bulge against the back of my hand. Since he didn't hide the fact that he thrust his cock at my hand I left my hand there, between my ass and his cock. The moment of truth came, and I was so hard and horny that I didn't even think about it, I turned my hand around and grabbed his bulge and found an incredibly hard rod stuffed extremely tightly in some white Hanes briefs. I began feeling his junk through the tight underwear, massaging his balls, rubbing and stroking his steel rod paying particular attention to, what I thought was his head near the waistband of the underwear. He finally reached around my hip and started massaging my hard leaking cock through my underwear. I have a decent seven and a half-inch cut cock which is quite thick, but I could tell he was even thicker. Wanting to find out just how thick, I grabbed his waistband and plunged my hand into his underwear grabbing his cock. This is when I discovered I hadn't been massaging his dickhead, his underwear had been so tight, that it trapped his hard cock pointing down, so he wasn't even able to get fully hard. Good lord, how big was he? I pulled his cock out of its fabric prison and found out. Now, even to this day, his cock was the biggest, thickest, longest uncut cock I've ever seen in real life. I could no longer think straight. I was overwhelmed with horniness. I immediately pulled his hand off my cock, turned around and ducked under the blanket and sheets. I got his 9.5 inch dick into my mouth as soon as I could and began giving my first blowjob to the biggest dick I'd ever have. I sucked and licked and tongued his cock for ages, enjoying the huge hard thickness and foreskin. He had grabbed my head and was trying to force as much of his dick into my mouth as he could. Unfortunately I have a gag reflex, and he repeatedly gagged me. Maybe that was turning him on, it sure made my blowjob more difficult though. I couldn't get to all of his cock though because the underwear was still covering too much of his junk. I tried to pull his briefs down but he wasn't lifting his ass up to help me any. I was crazy fucking horny and quickly became very frustrated with his this tight white fabric covering some of my prized cock I was working so hard on with my mouth. I finally used both hands and grabbed the waistband and yanked them down hard! So hard that they ripped. I didn't give a fuck that they ripped or that it might have hurt him. I was happy finally getting to put his balls and shaft in my mouth. It seemed like an hour, but it was probably five to ten minutes before he nutted. I was ready for his load as definitely (if not desperately) wanted him to cum in my mouth, and I had even decided when the time came, I would take his cock in my mouth as deeply as I could and start swallow every drop of his load. It was heaven: his body tensed-up, his rock hard dick felt like a titanium crow bar, blasting its load into my mouth, shot after shot of cum rocketing out of his meat, repeatedly filling my mouth, over and over. And I swallowed every drop, not loosing a single drop. Afterwards I slowly nursed his cock with my lips and tongue, eventually coming out from under the blankets and resumed my sleeping position. He made some attempt at blowing me, but it wasn't very good and we just went to sleep. Later on, he paid me back in spades, making me cum several times. We never talked about it, but down the weeks, months, and years, we enjoyed many firsts with his huge dick and his tight hole.

I'm a 37 year old in fairly decent shape, shaved head with a 7.5" thick cock. The last load I gave was to a 19 year old half latino boy. He had just moved away from his parents' in Texas and started college in Oklahoma. He was masculine, cute, 5'8", smooth muscular body with a phenomenal bubble ass. We met on Grindr and we decided to hookup, I had condoms and lube. He gets to my place and we immediately start making out. I get him naked in no time and start eating his hole and really tongue fucking him. I had his hole wet and wanting more. I start working my cock on his hole, rubbing it and putting pressure on it. It was like I had hit a switch on him. He turned into a moaning cock hungry girl. I was so hot and horny I grabbed the lube and slathered it on my raging cock. My head easily went in, but boy was his hole tight! He really started moaning at this point. He never said anything about the condom so I kept inching into him. I got into a really good pace nailing his bubble butt and watching his hole squeezing the life out of my dick. It was too much for me and I leaned down and quickly said,"I'm gonna cum in you." He was moaning and groaning so much he barely had time to say,"Okay!" That's when I shot my first load up inside him. I came hard and shot a lot of juice up his boy hole. I never lost my erection, but I pulled out, flipped him over onto his back and started sucking his small, but beautiful uncut cock, he barely last 2 minutes he was so horned up he came in my mouth quite a bit. I started slowly licking down his balls and taint then got to his ass, where I began tongue fucking him again. His hole was wet but back to being tight as ever. This really turned me on, so I pushed his legs apart wide and crawled up in between them and pushed my still hard cock back into his hole. He just laid there with a glazed look on his face and let me pound the hell out of his ass. This time I didn't even tell him I was going to cum, I just start drilling him and unloaded a second volley of jizz up his ass. I pulled out and sucked him off again, getting another nice load in my mouth. Afterward during a light cuddle sesh, he admitted that he was a goody two-shoes all through school and was tired of it. He had only been with one guy in high school and I was his first bareback fuck. I was surprised and also extremely horny again. I rolled him over onto his stomach and again entered that tight ass. This time I fucked him hard and long, I tried to pull out and shoot on his back because my third cum is sometimes my biggest, but I shot half of my load just inside his hole and the other half all the way up his back. We had several more hookups after that and it was all very hot.