miunknown

You Have to Earn It Part 1 - New Town Isolation I moved to a new town for work and had too much time on my hands sitting at home alone. While enjoying the more vanilla hookup sites and apps, I came across a barebacking site. While I wouldn't admit it at the time, it definitely turned me on. I rationalized making a profile so I could avoid the riskier hookups on the other sites. Before long, I spent far more time on that site than the vanilla sites, and eventually almost exclusively. But, before we rush ahead... I'm 24, 5"7" and 140lbs. In addition to guys my age, I also got a lot of attention from older daddy types. One of those things that turned me on but wouldn't amdit to it. I'd always check out the profiles but never responded with more than a polite no. Not long before my move, I did hit it off with a guy in his late 30's who didn't have his age shown but had some spectacular pictures of what I thought to be a large cock at that time. I had some experience with acquaintences I met being social in real life, but only hooked up with a couple guys off the internet at that point. All of my encounters involved condoms and always ended up a little disappointing. I always got off but was also left wanting something more but wasn't sure what was missing. Before I moved, I justified hooking up with just the second random guy off the internet, because I was moving. As I mentioned above, we had been chatting for a while by that point and he would be my first experience with a bigger than average cock and a guy that was 15+ years older. I didn't think I was a size queen, but the orgasm was the most intense I'd had with little experience, and the volume of cum I shot was borderline comical. He was 8.5" and 5-6" around, which isn't huge but was plenty for me. The stream of cum that shot out of me was a solid jet as opposed to spurts - as if his thrusts matched perfectly out of sync with my orgasmic contractions. My muscles would squeeze and then his cock would plunge in providing the continual pressure and release. Never had I cum like that before. I barely had to touch myself to finish with him. It was better than the first time I had sex. Even so, it seemed more noticeable that he had a condom on due to the tighter fit. The slight tackiness and unnatural feel it added could be felt on every thrust and more notecable than before. Something was still missing. Needless to say, after a couple weeks in this new town I was quite horny given that my last online hookup experience was so positive. In addition to the amplified interest in what hookup sites had to offer, there was a certain freedom to the isolation of moving somewhere new. Nobody I knew was within a thousnd miles to witness or judge my behavior, which only contributed to my willingness to explore more. I hooked up with a few guys off the vanilla sites over time as I got acclimated to my new sorroundings. After the 'big one', I found it alot easier to slide a cock in and immediately be comfortable. Before, it always took a minute or two to adjsut and feel good, which quickly escalated to begging to be fucked harder. My first hands-free orgasm came from the last guy. Usually, I want a guy to finish quickly after I cum, but I came too soon while riding his cock and quickly got over that opinion. I stayed hard and came again by the time we finished fucking. Part 2 - Satiating a Hidden Need So, I'm feeling pretty good about my ability to take a cock - a little too prideful about it. All the time I'm spending on the bareback site is creating all sorts of unsatisfied and unmet urges. "Why do I have to use a condom? It's not like I can get pregnant," is what one of many things I keep repeating in my head. On a typical night of teasing myself perusing the bareback site, usually unseen and unheard, I get a message from, Jack, at what is likely the perfect moment of my now self-aware need to feel bare cock. Jack is 55 but looks much younger. He clearly keeps good care of his body. He's as toned as I am at 24, but more mass and standing 6'2". While he has pictures to show his handsome face and body, he doesn't have one picture of his cock and a lot of "unknowns" and "ask me" in his profile. His intos are short and sweet with 'fucking' and 'daddy/son' listed and his cock is listed as huge and uncut without any further details. Jack is more polite than you'd expect on a hookup site, which is novel. We chat about things that have nothing to do with sex for a bit. Eventually, it gets into what turns me on and what I'm looking for. I confide that I've never has a raw cock and how much I've been thinking about it for a few weeks now. At this point, all the unanswered questions on his profile are the farthest thing from my mind. Jack likes the innocence and general lack of experience, I can tell. I guess that's predictable with the daddy/son kink, so I lean into a bit to play along. As he starts to tell me what he's looking for, I know it's just a matter of him asking before I'm headed to his place. I am hard the entire drive over and manage to control myself as before I head to his door. I didn't realize my precum had soaked through and made a pretty obviously spot, but he noticed right as I walked in. He gave an amused chuckle and I felt a little embarassed. He stood towering over me in a tight white t-shirt and some boxer briefs that contained what must have been a massive flaccid cock. He pulled me in close and gave me a long kiss. His hands explored my body and I wrapoed my arms up and around his neck while pressing my body into his making sure to brush up against his very noticeable bulge. As we broke the kiss, he told me that if I want to suck on his cock, I better do it now before it gets hard, because it won't fit otherwise. I laugh a bit as I think it is a joke, but his serious stare halts my reaction. I silently sink to my knees while staring him in the eyes and pull out a cock that is already thicker flaccid than anything I've taken. I do want to taste it and start by twirling my tongue under his foreskin and around his head. I insert the head and a not much more and try my beast to continue to swirl my tongue around it as it pulls in an out slightly. I can't swallow it, so force my mouth as far onto it as I can, nearly gagging, and turn my head back and forth gently. I can tell this is stimulating the head of his cock well and feel him start to get hard in my mouth. He was right. I pulled off and fell back on my knees as he continued to start into my eyes and jerk off to get fully hard. I am out of breath with drool all around my mouth while looking back and begging for more with my eyes. I rise back up to lick and tease the head of his cock while maintaining eye contact. There is a copious amount of precum oozong out. It coats my tongue and mouth - I enjoy the taste. He tells me to lick his balls so he can finish getting hard, and I comply. Again, they are too big to fit in my small mouth but I tongue and play with them as best I can while trying to look around his big cock at my sexy daddy's face. He pointed at a large glob of precum that built up and was about to drip. I quickly licked up my reward and he asked if I was ready to sit on his cock? He must have seen the anxiety on my face as all those unasked questions on his profile became all the more prevalent. Before I could speak, he pulled me to my feet and led me to his bedroom. He told me to strip and get on the bed face down - I obeyed. As I looked back at him peel off his tshirt, a biohazard tattoo came into view on his upper right chest. I had seen them on people before, but had no idea what it meant in the gay community. I just thought it was sexy looking. I was incredibly nervous as he crept on to the bed and spread my legs. I could feel myself 'winking' at him uncontrollbly. Anytime my hips moved the slight friction on my cock made me jittery. Then, I felt his breath quickly followed by his wet tongue across the surface of my hole. I was in heaven and any anxiety quickly disappeared. He worked his tongue into my hole and started to stretch me out with his fingers. He'd whisper to me how good I tasted and how tight I was inbetween tongue lashings, which only made me gyrate with more need and want. "Does that feel good?," said Jack "Yes, daddy. Please lick and play with my hole," I said. It felt awkward but oddly sexy, too. "Oh, yeah. We're going to stretch out this tight little ass out before we try to squeeze my cock in. You don't get my cum in your ass until you earn it," said Jack. "Earn it? What do you mean by that?" "Well, if I can't fit my entire cock inside you, I won't come and neither can you," he said. I was a bit worried. I wasn't even sure if I could get the head of his cock into me. I really wanted to be fucked bareback and feel someone cum inside me. That was the whole point of this meeting. Before he pulled me up by my hips, I felt him work a lot of lube into my ass. I move off to theside and he lied down on his back with his hard cock proudly waving in the air and then worked some lube onto it. "It might be better if you control the pace and get on top." I exuberantly obliged and aimed his massive cock at my opening. I pressed down and only met resistance. For a few minutes I kept bobbing up and down with varying pressure and maybe 1/2" had pressed inside slightly but never really entered. After a few more minutes I had worked up a little sweat when it finally entered enough to say I had him inside me. "Good boy. I wasn't sure you'd get the head in tonight," he said. I felt but a little disappointed, too. I replied, "I'm not stopping, yet!" Over the next 10 minutes I continued to work my ass on his cock. Occassionally adding a little lube as I got it deeper inside. It was starting to hurt a bit, but on the last go I just slid up and down as far as I could over and over again. I was only fucking myself with 4" of cock, but the mix of pain and pleasure was intense. I was pretty impressed with myself for how much I fit in. My cock was getting rock hard after being completely soft before this point. Getting bolder, I leaned back and tried to rock my hips. This new angle forced another inch or so into me. Even though it hurt I tried to continue to slide up and down on his cock at a good pace. Even with all the pain I was close to cumming. He must have noticed how much pleasure I was in. He grabbed my hipps and stopped me, forcibly and said, "I told you, you can't cum unti I do, and you don't get my cum until you can fit my whole cock inside your ass." He gave my a nice had slap ony my ass and told me to get off his cock. Doing so might have pushed it in another 1/2" but the pain was unbearable, now. I had to pull off his cock, regardless. "I'm sorry daddy. I couldn't please your huge cock. It just won't fit and it hurts so much." As I slid off I noticed the pink shade of the lube and the red glob of blood on the headof his cock. He was definitely tearing me up inside. "Don't worry, boy. You were never going to fit it in tonight. I knew this was going to take time to stretch you out to take daddy's cum," he consoled. "Looks like you bled a little on my cock, too. I might knock you up with my poz precum" I was stunned. While neither of us got off, I felt weirdly more satisfied than previous encounters. The shock of Jack being poz didn't dull that snesation but oddly made it even stronger. Somewhat genuinely upset I replied, "You are poz? Why didn't you tell me? I'm neg! Why would you do that?" Jack answered, "You never asked, and I don't think you cared to ask, to be honest. You clearly need to be fucked bareback and have an insatiable need to make a cock cum inside you. You said as much in our conversation." I say quiet for a couple minutes... Still feeling incredibly horny despite the dull pain emenating from my hole. I did want everything he said, but I quickly got clothed and left without many words said. When I got home, there was a message from him that said I'm welcome to come over and continue to stretch out my hold for his cock. I angrily deleted the message, but also got turned on thinking about doing just that. Part 3 - The Home Stretch Within a few days the pain was completely gone and I was playing with my hole every chance I got and thinking about Jack ramming his huge cock all the way into me until I could feel his soft sack pressed up against my cheeks or sometimes my balls if fantasizing taking it from behind. There was no way I would do it. I was already freaking out about all the precum that must have oozed inside of me with all the damage his enormous cock did stretching me out. I wasn't on prep and I ddin't want ot have sex with positive guys, I kept telling myself. There were so many other opportunities... but I really wanted to please Jack. I wanted to be able to fit his whole cock insideme. It became desire to accomplish. After another few days of avoiding the decision, I sent a dm to Jack. He was amused and expected me to contact him sooner, but that I should come over that night around 8pm. Again, my cock was hard with anticipation long before I traveled to his home and I worked some lube into my hole in an effort to prepare. I told myself that all I have to do is not let it go all they way in and he won't shoot any poz cum inside me as he stated before. That shouldn't be too hard, considering that I only got less than half of it in me the first time. When I got there, I had another spot of precum soaked into my shorts. We both laughed and headed to his bedroom and quickly stripped down. We made out and I subconsciously caressed his upper right chest where the biohazard tattoo was. When I realized what I was doing I blushed and pulled away. He picked up on the gestures. He said, "It's okay to want it inside you or that it turns you on. To be honest, it's just a heavy weight off your shoulders when you get it. No more worrying about condoms. I know you like the feel of skin better so much so that you won't go back to condoms. Getting hiv is inevitable for you." I was still lying to myself about and intending to just ride his cock without ever triggering everything he said, but I tried to play along. "I'm really nervous about it but all I can think of is your cock, daddy. I want to feel it all the way inside me. I want to feel the pride of fitting it in. Knowing my hole is good enough to make you cum." Nothing was stopping the precedings, so after that interlide he had my lie down on the bed again while he ate me out. "Give me that wet tongue, daddy. It feels so dirty. It makes my balls and cock extra sensitive to the toouch." At which point his free hand gently cups and carasses my balls and up my shaft as I arch my ass into the air with his tongue firmly pulsating inside me. I'm not even hard and it feels like I can cum at any second. Like last time I got ontop. Unlike last time, the first 2-3inches slide in with only slight discomfort. I was quickly upto the same 'high-water' mark so to speak as last time within 10 minutes. I was thoroughly enjoying it much quicker this time. "Oh, daddy, I can't believe how much easier it is." As I start to roughly force myself down attempting to fit more in, but there seems to be a point of resistance I can get past. "You are doing good, son. Keep working that ass on my cock. It feels so much better this time feeling you slide up and down a greater length. You almost have 7 inches inside you." I continue to slide almost off his tip and all the way down to the point of resistance. It hurts a little as I try to press further. "Looks like your cock is getting too hard again," he points out with a little disappointment in his tone. "Please, don't make me stop. I want more. I can fit it in, I promise. Let me keep trying," I plea as I lean hoping it leads to a couple more inches like last week. rolling my hips as hard as I can and the pleasure quickly turns to pain, but still cannot get any more in. SLAP! I feel his hand spanking me, which jars me as he grabs my hips and stops me from riding his cock. "You will do as I say. Now, get off my cock, we are done for tonight." I meekly pull off with a little whimper and see the familiar red-tinted lube all over his cock. I can't believe I just exposed myself to his copious amounts of pos precum again, but I just can't resist it. Jack gives me a sympathetic look and tells me, "I guess we can give you a reward for all your hard work. Would you like to taste me cum?" My cock gets hard as I reply, "Yes, please," with an embellished boyish undertone. "But, I can't fit your cock in my mouth?" "Come here between my legs on your hands and knees with your ass up in the air. Look me in my eyes as you lick and play with my balls. When I am close I want you to put your mouth over my cock and lick the head as best you can while you wait for my cum." "Okay, daddy, that sounds hot. Can I play with myself, too?" "No, you don't get to cum until I shoot my poz load deep inside of your ass. Now, get over here and please my cock, boy." I quickly assume the position and sway my ass around up in the air. It feels wanton and sexy. The cool air rolling over my exposed and sore hole that is extra senstive to every stimulation. My cock is and has been drooling precum non stop regardless of being flacced or hard. This pleases daddy, but I keep focused on licking and cajoling his balls as he looks into my eyes and says, "I'm going to cum soon. Get up on top of this dick with your mouth and twirl that wet tongue around." The precum is flowing even faster now as I feel his cock get extra hard in my hands. He is no longer stroking his cock and I am two-fisting it a a fast pace getting precum and lube all over my chin. It was hot watching him with locked eyes as he starts to cum. The amount surprises me but I am able to swallow most of it. Some drips out the side of my lips as I continue to twirl and lick. As he starts to deflate, I force it into the back of my mouth and shack my head back and forth making him coo. His cum-covered dick tastes amazing and I enjoy being able to fit his slightly flaccid cock in my mouth. "Okay, that's enough. You can't take my cock yet, so no need to keep me hard," he says. I ask, "Don't you go soft after cumming?" "No, I can shoot several times. A lot of bottoms like that I can add some extra lube repeatedly," He replies. I blush a bit as this makes my cock hard thinking about him exploding inside me then continueing to work his poz cum into me. Fucking my cum-soaked hole until he is satisfied. He says my hard cock and says, "Oh, son likes that, huh? Well, as you know, you are going to earn that cum before I give it to you. When th edull pain goes away, you contact me for round three. I think we can get past your second hole next time" I quietly nod my head and get dresed. I thought I'd have more play sessions before pretending as if it can't fit in the rest of the way. I hope he isn't right. Part 4 - The Depth of My Desire It hurt for a few days, again. The dull pain was a constant reminder of the desire I felt working my ass on his cock. It was starting to be conditioned to be pleasurable. Anytime I noticed it, a little precum formed and I had to control myself to avoid any stains on my pants. Jack didn't quite predict the future and I didn't have to pretend. We continued similar sessions every few days, but no more headroom was made. I was furiously masturbating and playing with my hold in the meantime regardless of any leftover pain between sessions. I was obsessed and wanted with every desire to cum with his cock in side me. Even though I couldn't quite get it past my 2nd hole, the pleasure was increasing each time. I could easily slide him in and work his cock at a good pace. The pain even stopped and we were fucking more frequently than ever with most sessions ending with me drinking his cum, which wad defnitely habit forming. There was so much and it tasted so good. I like pleasing Jack. By this point, I completely forgot about my plant to not accomplish the task at hand. I didn'dt think it was possible. Jack was getting impatient at this point and I desperately wanted to make him happy. I was on top in a crouching position, bouncing up and down on Jack. "You better get my cock inside you tonight or we will have to stop doing this," he said. "Oh, please, daddy. Give me one more chance. I'm going to either break my ass on your cock or it's going to slide in, right now. I was a bit taken aback but didn't stop bouncing up and down. Instead I start droping my whole weight while leaning back trying to force his cock in the rest of the way. Bouncing hard something started to give. HE must have felt something, as he began to spank my ass and encourage me saying, "Yeah, work that slutty little ass on my poz cock. Earn that cum, boy." Which brought reality crashing back down right as a final bounce caused his entire cock to slip inside me with some exquisite paint accomanying it. We both stopped, mostly. I couldn't help but continue to gently rock on it as I had never felt that full before. I could feel my hole twiching and lcoking down on his cock repeatedly. I couldn't move at this point, if I tried. We stared at each other for a moment with a little grin on each of our faces. "Good boy. You make me proud fitting that huge poz cock up in your little boy pussy. I've been waiting to shoot this poz cum inside you for along time," he stated with a wide smile, then spanked my ass and said, "Let's try a different position for your first load." "Yes, daddy. Please fuck my from behind like a little slut. I won't want any of that poz cum dripping out," I couldn't believe the words coming out of my mouth. I slowly lifted myself off. My leggs were a bit sore and wobbly. He positioned me with my ass up in the air and slowly plunged back into me. His cock met a little resistence but within a few thrusts was balls deep inside me again. I reach back to cup his balls and press them against my own. It felt so sexy that I nearly came right there jostling them around and overstimulating my own. He started with some long slow strokes all the way in and out. My cock was soft but dripping precum is an understatement. It was flowing out of me and each thrust causing a new glob to ooze out. After a while a large pool was forming underneath me. After a short while he was pounding me in a way I never thought possible a few weeks ago. "oh yea, we worked that boypussy open nice and good. I didn't think you'd make it," he said with an increasing dominating and dismissive tone that only made me hornier and began bouncing back to meet his hard thrusts. "I think you have earned your first poz load. Is that what you want?" "Yes, please, daddy. Cum inside me. Keep fucking me hard.. fuck, it feels so good, don't stop... I want it.. I want your poz cum! Knock me up! Use your cum as lube!" His pace got erratic and his breathing quickened with a few grunts here and there. I could feel his cock expanding inside me. I felt so proud to take his huge cock. "Give it to me daddy... Give it to me!" He grabbed my ass with both hands while he buried his cock to the ilt and groaned in pleasure. I reach back to spread my cheeks so he could press in even further, at which point I reached back and held him tight against me as he did the same. I knew he came alot form licking his cock head all the time but It felt like even more was pulled out by my ass. A little dribble of pink cum could be sign dripping off my balls. I reach back and rubbed all th eleaking cum over my balls and cock. As the glow of his orgasm wore off, as he said, his cock stayed hard inside me. He grabbed my hand and said, "You don't get to cum yet. I'm not finished with you." He continued to fuck me a bit more in this position to really lube up my hole. Jack said, "I want to look in your eyes as I cum this time. Would you like that?" It didn't matter what he asked. "Yes, daddy, please give me more." He replied, "Okay there's too much lube in your pussy, why dont you lick my cock off and then lie down on your back." We slowly unjoined and I turned around to gleefully clean his cock. It was pink but it still tasted like his cum, so I enjoyed every moment and he definitely iked watching. I don't think his cock was ever as hard before. "Get on your back, boy" "Yes, daddy" I held my leggs by my knees and watch as the head of his cock approaching my hold, still amazed it could even fit in. By this time, I was so stretch out that he slid in balls deep in one thrust then backd out as he rested on his haunches - just the first few inches still impaled. My back arched and me head was thrown back as a reflex to the initial deep penetration. It felt so good. I was wantonly rolling my hips onto his cock greedily trying to get it all inside me again. "Please, daddy. Don't tease me." "Your greedy little boy pussy wants more? "Yes, please." "Say it...," Jack said harshly "Please keep fucking me with your big poz cock. I want to feel it work your poz cum into my hole." Jack stats to fuck again, slowly and working up to long strokes at a good pace. Without missing a beat, he puts my legs up and on his shoulders as he leans forward above me. This new position has his cock hitting a whole new zone of pleasure inside me. My cock is getting rock hard and whether he liks it or not, I'm going to cum soon. "Take that poz cock, you stupid little twink. I'm going to wreck your hole tonight. Did you see all that pink? That's me tearing you up inside. My poz cum is going to easily leach into your blood stream. For some reason this only makes me harder. I am matching his strokes trying to fuck harder and faster. I can't get enough and want more. "Fuck me daddy; it feels so good. Wreck my hole with your big poz cock. Fuck me, yeah.. Unnhh, unnhh, unh!" I can't even form words at this point. Sweat is dripping off jacks forehead. I love the salty taste and feeling it on my chest. I reach up instinctinvely to caress his tattooe. I can tell he enjoyes this. He forces me to look him in the eyes... again his rythm becomes erratice as well as is breathing. I get excited in anticipation of his second poz load. Any fears or concern are far away. As he pounds me the last few times I start shooting ahuge load - spraying all ove rthe place like a fountain. Jack is now coming inside me, again. As his orgasm subsides, he looks down on me with disappointment. "I told you not to cum, yet. You are a naughty boy. You need to be punished for your impatience. You don't get to cum until I am finished with your hole, do you understand?" "I'm sorry daddy. I couldn't stop it. Your cock feels so good and making you cum again with my ass made me so proud." "Okay, I guess your heart was in the right place," He says with a sly grin and still slowly working his hard cock inside me, getting it all gooey with cum and juices. "Let's start with you cleaning my poz cum off my cock again. But you liked that didn you, you little slut. Does that make your boy pussy cream?" Inbetween licks I reply, "Yes, daddy. It tastes so good. I like knowing you tore me up inside with the pink hue. I want your poz cum to soak into me. Do you like shooting you rpoz cum in me daddy? Does it feel good?" "Oh, yeah. Don't worry. I'll give you another load, but first we are going to have to spank that little ass of yours until its beat red." He pulls me off the bed and bends me over at my hips with my hands on a sitting bench. He pulls out a large buttplug from his bedsite drawers and says, "We can't have any of that cum oozing out of your boy pussy, now can we?" I give a yelp as he forcibly puts it inside me, "No sir. Please plug me up. I don't want to lose any of your poz cum." "Good boay, now take your punishment like a bad boy should." He slaps my ass repeatedly until it burns like fire. When I look back my right cheek has a white handprint outlined in red. It kinda feels sexy. "Okay, now you are going to ride my cock until I cum again. You don't get to cum until after I load you up, is that understaood?" "yes, daddy. I'll try my best." A little upset, he grabs my face and looks at me, "You better not, or else I'll shove this fat cock in your mouth and tear up those pretty lips of yours." This leaves me a little shaken but all I want is more cock. We get back on the bed and I slide down on his cock. It feels soo good and easily fits all the way in. I lead back and start roling my hips and bouncing on his cock as hard as I can. I can help but twitch and clench and grind on his cock, it feels so good and I am rock hard, again. "Better becareful son, I still have a little while to go." "YEs, daddy." I start pouring on the dirty talk and begging for his poz daddy cum. My cock swaying in the air is almost enough to make me explode again. We are starting each other in the eyes as I start to really work up a sweat. "Daddy, please cum in me. I can't take anymore. I'm going to cum from you big poz cock inside me. It feels so good. I want you to knock me up with you pozz babies... give it to me, yeah.. fuck... unnhhh, more.. please, god, more... fuck... " Jack grabs my hips and focrces me hard down on his cock as he starts releasing yet another huge load of poz cum into me now well-tore up hole. As I grind on his slippery cock I start ot cum again. We continue gyrate together as our orgasms subside. "That was good boy. Good job." I felt so proud. I am already thinking about the next visit before I even pull off his cock. He doesn't have to ask, as I quickly dive in to clean up his cock His cum overflowed all over his large balls, and I gladly licked those clean with his obvious approval. As I lay back on the bed, he gets up and looks down on me... I plase my fingers over my beaten hole andscope up some of his poz cum and sexily lick it off my fingers while maintaining eye contact. "Daddy, when can I come over again? My boypussy is greedy for your poz cum and your big dick!" Jack just smiled.

This is a fiction section, right? This story begins about 10 years ago. I've never been good at picking up girls, or guys for that matter. So, when my recent virtually sexless, long-term relationship ended, I was looking for something simple, easy, and no strings attached. I had never had any sexual encounters with men, at this point, but I had enjoyed some gay/ts porn. it wasn't a completely foreign idea for me, and it was beginning to look like a less complicated and easy way to get laid. So, at this point in time I've been sex-starved for as long as I can remember, and still reeling from breaking up with my ex, so it wasn't long before my curiousity had me signing up on a few online hook-up sites. I was also incredibly worried about running into somone i knew, so I was looking for guys 40 or older to avoid friends or acquaintences around my age. I quickly realized that most people loved 'chatting' about what they wanted to do or what you were interested in, but rarely would anyone follow through to meet. I did understand it was an easy forum to lie about yourselft, but I was very naive about how easy it was to take a poz load without knowing. As with most younger people, I was a bit insecure about myself from a physical standpoint. At 5'6" 150-160lbs, I wasn't a hard body, but I was by no means hideous. i've always looked quite young for my age. Even though I was 25, people rarely thought i was older than 19-20. I had dark hair, blue-eyes and a pretty clean-cut look and style. I guess I gave off an impression of being innocent from my looks and mannerisms, but it wasn't a completely accurate representation, beyond the fact that a 25-year-old has a lot to learn. What began as a novelty, quickly grew. Within a month I had joined three online sites. I really enjoyed looking at the pictures and reading the profiles, but I remained hands-off, otherwise. Slowly, i started to contact profiles I found interesting. I quickly realized people like to talk about meeting and never actually meet - even if interested. I was quite anxious about having my first experience. By this point, I've been fantasizing about it nearly everyday. After a couple months, I finally found somoene interested in meeting. He was tall, a bit gawky looking and had a 7inch average width cock. I was rock-hard and oozing pre-cum as i sucked on his cock - I enjoyed it much more than having my own cock sucked. Beside the fact it was my first gay experience, it was pretty basic. He asked me if I wanted him to wear a condom, and i replied that i'd like to feel it without one for my first time. He ate my ass a bit before sliding inside me. He was careful, because he knew it was my first time. I enjoyed it but I did not stay hard as he fucked me. I was too focused on the first cock spreading me open. It felt really good, but i forgot to get myself off. As he got close, i asked him to tell me when he was cumming. I couldn't feel it inside me, but when he pulled out I loved the warm sensation as it seeped out over my balls as i lay prone on my bed. While it was enjoyable, I felt a bit short-changed. My thirst was not quenched, you could say. I was still a bit scared about hooking up with random men, though. Shortly after that first experience, I will admit to flaking out on a hook-up. His cock was really big and i was a bit scared. It's unfortunate, because he's one of those guys i'd love to hook-up with now, but the bridge was burned a long time ago. Shortly after this I began chatting with a nice guy in m4sn. I cannot remember his exact age, but he was 15-20 years older. He had blue eyes, a shaved head and a toned body that requires dedication to a gym. We talked about the normal stuff trying to see if our wants were complimentary. I was a bit in disbelief such a hot guy was interested. I was not out-of-shape, but I wasn't toned either. As i said before, i was a bit naive about online hook-ups. He mentioned my profile said 'anything goes.' I had no idea what some of the terms meant beside their obvious dictionary meaning. I mentioned that I was quite new to all of this and asked if I had misunderstood something. He told me he wasn't 100% sure of the meaning either. we chatted some more about what we would like to do. I said i was only interested in bottoming and that I didn't like kissing, and he was vers but did not mind only topping. he asked if i had ever been tied up, and if i'd mind having my hands bound. I said that sounds like it could be really hot. His profile also mentioned 'anything goes' as a preference. He listed himslef as negative, but for using condoms his respons was 'no preference.' As we chatted, he also said he was disease free. I don't think we ever chatted about condom use. I was too distracted. He was very sexy. We planned a hook-up after chatting for a while. He lived in A^2/Yspsi area, so it was a very short drive for me. I was extremely nervous. My heart was racing the entire drive. My cock was rock hard and I wouldn't be surprised if I had a wet spot on my pants when I entered his apartment building. A quiet, unassuming and niver person opened the door. We awkwardly chatted in his living room, until the conversation lead us to the bedroom. He asked me if I wanted to be tied up, and I siad yes. I quickly shed my clothes and hopped on his bed. He sat down next to me asn asked if i was experienced, and whether I preferred to use condoms. I said that I had very few experiences and that i prefered my partner to use a condom. I joked that my reasoning was because it felt the same for me either way. I obviously told a little white lie. I had only hooked up one time, and i asked him for fuck my bareback. I genuinely wanted it bare my first time, but i was way too scared to make it a regular thing. In my mind, i decided i would use condoms after that initial experience. As he took off his clothes, i noticed he has a large tattoo of something on his upper body. At first, i didn't try to recognize what it was. Soon, i realized it was a very large scorpion tattoo. Although i didn't say anything, I thought briefly thought about what it could possibly mean - quickly shrugging off the obvious as paranoia. During this short conversation, he pulled out some rope and lube. I got into position on my back with my arms bound by rope to each bedpost. He positioned himself between my legs pressing his hard cock between us. i could feel it's warmth as i lay acrose my once-used little hole. He slid it slowly up and down between my crack sometimes pressing it against me with more force - it felt amazing. This went on for a while. I was looking up at him with my arms tied, enjoying everything he was doing. He then grabbed some lube and put some on a finger or two and started working them into me. I was very inexperienced and even one finger made me hurt a bit. I still hadn't completely relaxed when he started to push his unlubed cock into my little hole. it hurt quite a bit, and he didn't even get inside me. I told him that he needed lube. I was a little scared, since i was tied up at this time. He grabbed some lube and put a liberal amount on his cock - probably too much, but good for a beginner. I didn't even think to ask him to put a condom on, even though we had just talked about it. At some point while he was fucking me I asked him not to cum inside me. He push my legs back as far as they could stretch and slowly pressed his thick cock into me. It wasn't huge, but it was a nice thickness and length. It was a perfect cock. i loved the shape. the head was a bit larger, and it was really hard. I definitely like the harder ones more than the big spongy ones. It hurt quite a bit. I thought it was be easier the 2nd time, but i guess he was alot thicker than the first person i hooked up with. He slowly slid the full-lenght of his cock in and out of my aching asshole. i was starting to get worried that this was going to be all pain. We were staring into each others eyes most of the time and i was getting a much better look at his tattoo as he hovered over me. I started to finally relax after a minute or two of slowly taking his the full length of his cock. He must have noticed a different look on my face, as i started to enjoy it. He quickened his pace a bit, and i started to really enjoy it. The countour of his rock hard cock felt amazing. Then he slowly leaned down toward me and we started kissing. I wasn't sure i'd like it, but it was nice. He asked why i kissed him if i didn't like kissing. i said that it felt good while being fucked well. He continued to fuck me; playing with my cock. Keeping me hard was not difficult. After a while he force my legs further back and in the air and started pounding me. I had never been fucked like this before, and i was really enjoying it. He was ramming his thick cock into me as hard as he could and looking into my eyes. This went on for what seemed like an eternity. Soon he let my legs down and re-lubed my cock and played with it as he fucked with good pace from his new position. My body was so overstimulated, i wasn't going to last long with him playing with my cock. I was pulling with quite a bit of force on my bidnings. I felt my orgasm rising as I tried to prolong the build up as long as I could. Soon I started cumming. It was so strong and lasted for so long, that at the peak i started to see bright lights in my vision. It may have only been a few seconds, but it felt like a minure or more of my cock convulsing and cumming. He kept stroking me as i came. i couldn't stop the overstimulation. I thought I was going to pass out. I can only assume he knew i came - it had to be obvious. There were rope marks etched into my skin from how hard i was pulling on my bindings. Not long after i came, he told me he was ready. I asked him to pull out and cum on me. Unless he had cum previously, i'm fairly sure he did as i asked. I felt his warm streams of cum lace all the way up my chest. I still remember him looking down and saying something like, "Well, looks like we need to clean you up." I used his shower and coudln't believe how loose and open my hole was. It was incredibly hot to the touch and felt like it couldn't be my body. We chatted again not long after this meeting and scheduled another 'playdate.' However, when i showed up for our 2nd meeting, he was not home. in hindsight, i think he felt guilty aobut not telling me his status. i didn't understand. we had a great time, and we both were interested in meeting again. I drove home a bit disappointed. I caught up with him online and he said he was sorry and that he'd like to meet, if i was stil linterested. After probably the best orgasm i will ever experience, i was willing to look over some minor problem, LoL! We arranged to meet again, and this time he was home. As we got to the room, i mentioned the fact that i didn't get to suck on his cock last time. He thought that was amusing. we both got onthe bed and started to suck on each others cocks. I really liked the taste of the pre-cum oozing from his beautiful-looking cock. Being inexpereinced, i couldn't deep-throat him, while he could swallow my entire length in his warm mouth. His above-average length made it difficult. After a bit, he moved me into position to be tied up, like last time. He had upgraded his 'rope.' These new binding were something from a sex shop and not a harware store this time. it was much softer. He was a little less concerned stretching me out as he worked his cock into me a little quicker this time. again, i was a bit worried about it feeling being painful. I think he was really getting off on breaking me in, because as he quickened the pace he stopped and was a bit worried about cumming too soon. I'm still not sure if he came in me while fucking me either time. Like the previous time he got me off while pounding my tight little ass. it felt so amazing again, although not as powerful the first time. He kept pounding away at me as i stared into his eyes and at his tattoo - still not knowing what it meant. He had a look on his face that reminded me of someone who has done something wrong, but hasn't been found out yet. I don't know if he asked me where he should cum or if i asked him to cum inside me - either way, i probably would have, if i didn't. I could tell he was getting close and i tried to squeeze his cock with the rhythm of his forceful fucking.... Soon he was pressing deep inside me as he came. I loved it. A while after that, we hadn't chat or hooked up. i did receive an email from him. I had come home fromt he bar in an inebriated state and was a bit surprised by the content of the email. he said that he was poz and had never done anything like this before etc etc... i deleted the email and it became a lost drunken memory. I also lost he password to that account and it's associated online profiles on the hook-up sites. I still didn't learn about biohazard tats and the like for many years. Something clicked a while back and realized i was likely stealthed 10 years ago. I have no idea if the current drugs that are so effective were available in 2005, let alone if he was on them. a few years ago when i realized all of this, i was very anxious about it, but i have never been tested. now, i don't even think about it. Before i had sex with men, i never use condoms with girls either, so I guess i am not surprised i like raw cock. If this fictional story sounds familiar and you lived in fictional ann arbor/ypsilanti in 2005 - look me up, fictionally.