Anonymous encounter: Tale of two sizes

by Jeremy Miller

6 Apr 2022 14578 readers Score 9.3 (179 votes) PDF Mobi ePub Txt


Tale of two sizes

I heard a knock on the door of my hotel room. I got up from the bed and went to open the door. There he was, standing in the hallway. He looked pretty similar to his online pictures. At least, I hadn’t been cat fished. We kind of sized each other up for a couple of seconds and I invited him in. He walked in and I closed the door behind him. He was wearing a wool coat that made him look a little preppy. He probably had spent quite a few pennies on this coat. I’m sure he came from money. But that’s OK. I came from money too. He certainly displayed good taste in clothing.

His dating profile said he was 26. And that looked about right. He had that young professional look. He might have been an accountant or something. He was a little bit shorter than me, probably around 6’0’’. And from what I could guess underneath his coat, he was probably 170 or 175 lbs. He had short dark brown hair and dark brown eyes. He wasn’t a model or anything, but he looked kind of cute. Certainly, fuckable enough for a one-night stand.

I’m Justin. I’m 42 according to my driver’s license, but only 36 according to my online profile. Hehe! That 4 is a killer when it comes to dating apps. Starting with a 3, I at least stand a chance of being swiped occasionally by a guy who didn’t grow up when Eisenhower was president. I’ve always looked younger than my age anyway. When I turned 18, I still looked like I was 14. Although a 6-year lie on my age was a bit of a stretch, I could still pull it off somehow.

I work for a software company, in their sales department. Before we do a demo for a large prospective client, I get sent to their home office a couple of weeks prior, in order to collect client data. One of the key selling features of our software is all the cool graphics capabilities. And the sales pitch is a lot more enticing when the prospective clients can recognize their own data. As a result, I travel a lot for work. When I was younger, the traveling was a big perk of the job. Going to New York, LA, San Francisco, staying in nice hotels, racking up frequent flyer miles, and the occasional business class upgrades. But after the novelty wore out, being away from home all the time kind of sucked. Going back to my cookie-cutter hotel room every evening after work felt lonely at times. That’s why I started hooking up with strangers online.

The stranger in question took off his coat and I hung it in the closet. He was wearing a nice dress shirt and khaki pants. He looked like he was coming directly from work. But it was 9pm already. So, chances are he had gone home first, but never changed into more casual clothes before coming here.

After he had taken his coat off, came that awkward few seconds, when neither of us was really sure what came next and how to proceed.

‘You want to sit on the bed?’ I asked.

‘Sure’ he replied.

He was pretty quiet and, by the look of it, things were going to stay purely transactional between us. It’s not tonight I was going to learn about his favorite color. Mine is green by the way. I have green eyes, but not a pretty green, more like an army green. However, green clothes make my eyes pop up more. So, I always try to wear a green shirt when I’m on the prowl, like today.

He sat on the right side of the bed, and I sat next to him. I wrapped my arm around his shoulder and pulled his face toward mine. We looked at each other for a second and our lips started moving closer to each other. And we began kissing. It was a gentle kiss at first, the kind you feel obliged to start with, to lighten the mood. Not sure I felt much of anything. But we kissed a second time, this time with a little bit more zeal. After a few seconds, we laid back on the bed and I wrapped my arm around his back to pull him closer to me. We made out for a minute or two and I started to reach out for the buttons of his shirt. His shirt was buttoned up all the way to the top. He only had the collar one undone. I unbuttoned one and then two buttons. To my big surprise, underneath his shirt was a fairly hairy chest. When we had sized each other up at the front door, I noticed he had shaved that morning. But because it was already 9pm, his beard had started to grow back. He couldn’t quite grow a full beard. The junction between his sideburns and his chin was a little bit patchy in some spots. And no hair was sticking out of his shirt, below his Adam’s apple. So, I had assumed he was naturally smooth. It turns out I was wrong. As I kept unbuttoning his shirt, more and more hair appeared. It was dark and it was thick. His hair pattern was quite peculiar. He only had hair on the bottom half of his chest, from the nipples down. That’s why no hair was sticking out of his shirt earlier. His hair formed some kind of a T, with the horizontal bar going from one nipple to the other, and a thick vertical trail going all the way down his pants. It turns out he was quite a hairy guy.

I never used to be attracted to hairy guys when I was younger. My type had always been tall and skinny, and hairless. I was pretty twinky when I was young and liked the same in other guys. But as I grew older, I started appreciating chest hair more. I actually liked rubbing my fingers in a guy’s fur. I liked laying my head on a hairy chest. There is something comforting in a guy’s body hair. I have this primal instinct that a hairy guy could better protect me if danger ever struck.

I rolled him on his back and got on top of him. He still had his shirt on, but it was completely unbuttoned in front. I started playing with his chest hair while he started unbuttoning my shirt. He methodically unbuttoned them one by one, from the top to the bottom, revealing my hairless chest. I’m naturally smooth. I have no chest hair, aside from a couple of stragglers around my nipples. And I cannot grow a beard to save my life. People have often asked me what my beard looked like when I didn’t shave for a few days. To which I normally replied: ‘I don’t know, I’ve never tried. I’m sure it would look ridiculous. But I can’t tell you ridiculous how’.

I did try growing a beard once. I didn’t have to travel for a couple of weeks and was allowed to work from home. I stopped shaving and witnessed the disaster unfolding in my bathroom mirror every morning. My facial hair did look ridiculous. I could grow somewhat of a goatee, but my hair was not dense enough to look credible. And my moustache was so thin that I could count the individual hairs. As anticipated, it was a completely failed experiment. I shaved it off and never repeated the experiment again. I religiously shave every morning, so that nobody can really notice how unmanly my babyface looks when I have a little scruff.

I’m 6’2” and 175 lbs. I work out regularly, but I never was a jock. I like to think I have a swimmer’s body. As in swimmers from 30 years ago: tall, skinny, toned, but not beefy. Nowadays, swimmers all look like bodybuilders and the term ‘swimmer’s body’ doesn’t even apply to swimmers anymore. I lift weights because I want to stay in shape and my doctor told me it was good to strengthen my bones. But I’m not a gym rat and I don’t even bench my own weight. But when I saw my classmates at my 20-year high-school reunion, I realized I could still be proud of my body. While a few of my former classmates were still DILFy, most of them had allowed themselves to go way down since their high-school glory.

My hookup looked at my bare chest and I could tell it turned him on a little. Not that he was attracted to my hairless body, but more that he felt he had an edge on me, with his manly hairy torso compared to my boyish one. At that moment, I started feeling his manhood underneath me. Mine was getting hard too. But since I was on top of him, mine wasn’t rubbing against his body the way his was against mine.

I unbuttoned the sleeves and took my shirt off. And I bent down to kiss him some more. Now, our kissing was starting to get rougher. What first started as a purely mechanical process was becoming a bit more intimate. And the chemistry between us was building up. I moved back a little, and I stared at the zipper of his pants.

‘May I?’ I asked with envy.

‘Please, do’ he replied.

I unbuckled his belt, unbuttoned his pants, and slowly lowered the zipper. He was wearing dark blue briefs. Who wears briefs anymore? I could see his bulge convulsing, as his little guy was begging to be set free. I rubbed my fingers against his shaft still entangled in his tight briefs. It was thick and I liked what I felt under my fingers. I got up and I started pulling his pants down. Now I now could see the outline of his whole shaft underneath his blue briefs. The thick hairy trail that ran from his chest to his belly button continued all the way down to his briefs. He also had nice hairy inner thighs.

I put my fingers on top of the waist band and lowered his briefs down to finally reveal what was hidden underneath. His cock just sprung out.

‘Holly shit! Your dick is huge!’ I exclaimed. ‘I’m not gonna be able to compete with that monster’.

He smiled and said: ‘Well, let’s see it!’

‘I’m happy to pull it out for you, but I’m warning you, it’s a much smaller caliber’ I replied.

I started unbuttoning my pants, dropped them to my ankles and lowered my boxers to expose my dick. Even though I was rock hard, my dick was not even half the size of his. My online profile did say I had an average sized dick though. So, he should have known he was going to win that battle. But that’s probably what brought him into my hotel room in the first place.

My dick is a standard 6-incher, according to my online profile. And, unlike for my age, I didn’t feel the need to lie about the size of my manhood. To be perfectly honest, it’s probably closer to 5 ½ inches, not 6. But since I don’t measure my dick every day, rounding up to 6 inches just feels like an innocent little white lie at this point.

The first time I measured my dick, I didn’t even have pubes yet. My mom had a soft tape measure in her sewing kit. I went to borrow it, on a day when I was home alone. I locked myself in the bathroom, pulled my dick out, and measured it. If my mom only knew where her tape measure went when she wasn’t sewing. My dick was barely over 3 inches the first time I measured it. I was still a pre-pubescent boy. At the time, I had no clue whether that was big or small for my age. Every couple of months, I repeated the exercise. And every time, my dick was a little bit longer than the previous time. 3 turned into 3 ½, then 4 inches, then 4 ½, then 5 inches. When I was a sophomore in high school, it got up to 5 ½ inches, although when I pushed my boner down and shoved the edge of the tape into my pubes, I could almost get to 6 inches. By that time, I had learned that 6 inches was pretty standard. And I was happy I had become a man. My dick never grew any bigger after my sophomore year.

Now that I’m 42, it’s been years since I measured my dick. And 6 inches is the dimensions I still go by. My dick is not particularly girthy either. When I grab it, and wrap my fingers around it, my index finger reaches the middle of my thumb. The girth is constant throughout my shaft. It’s just a little bit thicker at the base.

But I love my dick. I think most guys do. I love its shape. I love its proportions. I love its shine, when I’m hard and all the blood vessels flow to my mushroom head. I love how straight it points skyward when I’m hard. It has served me well throughout my life. An old boyfriend of mine, who had a nice cock by the way, always said that he preferred guys with a smaller dick, because they had to try harder. And I believe that description fits me. I try to make the best of what God gave me. And I’ve never received any complaint. I’ve always considered that I was up there, when it came to performance and my ability to pleasure a guy. I fully realize that guys can fake pleasure and moan louder than what they really feel. But, unless I’ve only been in bed with incredible actors, there is no way they all could have faked the screaming or the facial expressions when they came. They certainly couldn’t all have faked the splashing everywhere.

So, here I was, standing naked in front of this guy, with my averaged sized dick straight up, while he was still laying on the bed, with his massive tool laying on his stomach. His cock was easily 8 inches, and really meaty too. His online profile said it was 7 inches. But when I’m on a dating app, I always have my mental auto-correct turned on. If I read 7 inches, I automatically take one inch off. So, I just assumed his dick would be similar to mine, maybe just a little bit bigger. He had a dickture on his profile, but it was probably taken with a crappy phone camera and the lighting was bad. The picture absolutely didn’t do justice to his big pole. Why would a guy with such a monster cock not play it up on his dating profile? If I had been fortunate enough to be endowed like he was, I would have 20 different pictures of my dick, under every possible angle, with objects next to it, to give voyeurs a sense of its massive scale.

Anyway, it was a pleasant surprise, and I was ecstatic at the thought of being able to play with this amazing new toy. He got up and stood in front of me. We started kissing again and I grabbed his monster cock. I put mine on top of his, since I was taller than him. I formed a circle with both my hands, and started rubbing our cocks against one another, like they do in porn films. I love jerking my cock against another guy’s cock, while we’re making out. But it works so much better when both cocks are more or less the same size. Here, the size difference I could feel between my fingers was just staggering. His mushroom dick head was pressing against my balls, while my own dick head was barely past the middle of his shaft, nowhere close to reaching his pubes. And his dick was so much thicker than mine too.

I got down on my knees and grabbed his pole with my right hand while staring at it. It was amazing. It was long. It was thick. It had a nice head. His massive tree trunk was growing out of a hairy bush. He had probably done a little trimming here and there, just enough for things not to get completely unruly. But there was still a large amount of thick dark hair left. Everything about his cock was perfection. I could hardly wrap my fingers around it. The tip of my middle finger was barely touching the tip of my thumb. And he had a nice pair of balls too. Their proportions fully matching his big sausage. They were not quite as big as the eggs you buy at the grocery store, but still much bigger than mine. And they were hanging nicely between his legs, not too low, but not too close to his body either. Just perfect! I figured balls like that would likely produce a lot of juice. And if things went according to plan, later that night, I might get visual proof of that.

I put my lips around his dick head, while still holding on to his shaft with both my hands. I started sucking on the head, while jerking the shaft with my hands. He laid his hands on top of my head. I didn’t even attempt to deep throat that thing. No way I would even get passed the middle section. He gently kept his hands on my head and never attempted to shove his monster cock down my throat. I would have gagged and fainted on the spot if he had even tried. I took it that he was enjoying the moment, as I could hear him moan slightly. I continued jerking his cock with my right hand while playing with his ball sack with my left hand. I could feel the regular contractions of his entire body through his cock in my mouth. It looks like he was enjoying this. But not as much as I was. I had chills all over my body and precum was starting to leak out of my dick and onto the carpet of the hotel room.

I got up and started kissing him again. I looked at him and asked: ‘What do you want to do next? I’m a top.’

‘I’m a top too’, he replied. ‘Strictly a top!’

While we had been making out, my brain couldn’t stop wondering what his deal was. My gaydar wasn’t getting any vibe from this guy. Was he gay? Was he bi? Bi-curious? Or was he one of these straight guys who liked to stick his big fat cock up another guy’s ass and assert his male dominance over him? Did he derive pleasure from another dude worshiping his gigantic cock? Did he build his self-confidence by comparing the size of his huge cock to that of the 99% of guys who were smaller than him? And then fuck them hard! He wasn’t effeminate at all. But, despite his huge cock and his hairy chest, he didn’t come across as a manly man either. He was just a young professional that happened to pack a massive tool between his legs. But, even though he wasn’t a manly man, he didn’t project an ounce of gayness. That might have explained his comment about being strictly a top.

Even though some straight guys are willing to experiment with another dude - up to a point - their manhole is often completely off limit. You can kiss them. You can suck them. You can ride them. But you can’t get anywhere close to their hole. I was afraid it’d be the case with him.

‘So, what do we do then?’ I asked. ‘I have no clue where you live, but I’m sure you didn’t travel all the way here just to get your cock jerked by another guy’.

‘I came here because I need by balls drained and your profile said you’d be willing to bottom for the right guy’ he answered.

‘I am’ I said ‘but the right guy for me doesn’t have a schlong the size of a beer can. I’ve bottomed before, but it’s always been with a guy who had a normal size dick, not one with a monster cock like yours’.

‘Well, I’ve never bottomed before’ he said. ‘And if I ever did, it would only be for the right guy. No offense, but I don’t think I’m enough into you to let you be the first one to bang me’.

I paused a little, while looking for a comeback.

‘I get it’ I said ‘You’re saving yourself for your Prince Charming. That’s kind of cute. But don’t you want to have a bit of experience under your belt when your Prince Charming shows up? And what if your Prince Charming is hung like you? Is your first time going to be with an 8-inch cock up your ass? If that’s the case, brace yourself for having your hole torn apart. You’re gonna feel a lot more pain than pleasure coming out of your Prince Charming’s dick’.

My line didn’t seem to move him one inch (no punt intended).

‘OK’ I continued ‘We’re in some kind of a Mexican stand-off. When two tops are in a battle, the rule is that the one with the smaller dick gets to decide’.

‘I’ve never heard of that rule’ he replied. ‘Where did that come from?’

‘I don’t know, I just made it up’ I said jokingly.

‘That’s the most ridiculous thing I’ve ever heard’ he objected. ‘Since when does the guy with the smaller dick boss around the guy with the bigger one?’

I didn’t want this evening to end up with me jerking off his big cock and him jerking mine off. I was craving for a lot more than that right now. And I was really turned on by the prospect of popping his virgin cherry. But I knew we were still a long way from that outcome. And if I were to obtain what I really wanted, I was going to have to be a lot more persuasive than I had been up to that point.

‘Listen’ I continued. ‘You look like you really want to experiment. Why would you state in your profile you’re willing to bottom for the right guy if you weren’t intrigued? Being on the receiving end is not easy the first time. You really want your first time to be with a smaller tool. Trust me, I’ve been there! And there are so many weirdos on dating apps too. You want your first time to be with someone you can trust. Tonight, is your one chance to experiment in a completely non-threatening way, with a guy who will treat you gently. You’d be crazy to say no’.

I wasn’t sure what was going to happen next. Was he going to pick up his clothes and walk out? Was he going to be like these straight guys in porn films, who go from saying ‘But I’m not gay!’ in one scene to agreeing to get gang banged in the next scene? Were we just going to settle for a mutual hand job? I don’t know if my argument made any sense or not, but I could see he was thinking about it. He seemed to be navigating an internal struggle between his body, his brain, and his conscience. He clearly wanted to experiment. But his dude’s pride probably couldn’t get over the humiliation of getting sodomized by another dude he wasn’t really into.

‘OK’ he said ‘Here is the deal: What we’re about to do is gonna be completely against nature. The way God intended is that it’s big cocks like mine that should be pounding bussys like yours. But your little bussy can’t handle my girth. My eggplant would make your back door explode in a thousand pieces. So, even though it’s your little boy toy that’s going to get inside me, it won’t invert the roles. I’m still gonna be your Daddy, and you’re still gonna be my bitch. Do I make myself clear?’

‘Yes, Sir’ I replied.

I now had the answer to my earlier question: Bi-curious it is! Very curious actually! I also got a kick out him mentioning God’s intent while referring to man-on-man butt sex. But I was surprised by how quickly his attitude changed, from me making all the moves and him going with the flow, to him now asserting his male dominance in a pretty blunt way. But I couldn’t hold my excitement, thinking of what was about to come next.

He was still collecting his thoughts.

‘Here is how it’s gonna work’ he continued. ‘You’re going to lay on your back and I’m going to get on top of you. And I’m going to ride your pencil dick. But you’re just going to lay there, and not move until I give you permission. I’m the one in charge and you’re the submissive one. Is that clear?’

Yes, sir’ I replied again.

I’m no psychologist, but he was probably displaying some kind of a defense mechanism. Humiliating me first, to preempt the ultimate humiliation his virgin hole was about to suffer: getting sodomized by another guy’s dick. Maybe him playing the power bottom, and me playing the submissive top would make the experience more acceptable for his straight incline. But I didn’t care. Filled with lust, I reached the nightstand drawer, and took out the bottle of lube I had placed there before he arrived.

‘I know you think I have a pencil dick’ I said, ‘But my dick is not going to get up your manhole that easily, if you’ve never done it before. I need to finger you first to loosen you up. Just lay on your side. It’s gonna be OK’.

He rolled over and we started spooning, with me being the big spoon and him being the little one. During our whole negotiation, I never really lost my hard on. But his cock had softened to half-mast. Before fingering him, I first had to get his soldier mission-ready again. I grabbed his semi-hard penis and started stroking it, while I was kissing the back of his neck. I could sense his breathing speeding up a little, while the rest of his body loosened up. Soon enough, his cock was back to the large size I had admired a few minutes ago.

‘But before we do this, I have to show you who’s your Daddy and who’s my bitch. Get back down on your knees’ he ordered. I quickly obliged. I got down on my knees and his fully hard cock was right at eye level in front of me. He started slapping my face with his sausage, the way porn stars do. He was holding his cock with his right hand and slapping the left side of my face.

‘That’s it, bitch! That’s the meaty cock your little bussy can’t handle’ he said.

I was harder than ever by now, and more precum was dripping out of my dick every time he slapped my face with his sausage.

After a few more slaps, he sat down on the bed and signaled he was ready to have his hole loosened. I opened the bottle of lube and let a few drops roll on the edge of his hole. I started rubbing my finger on the edge. I wanted to take things slow. Despite him playing the tough guy and slapping his meat against my face, I’m sure he was very nervous with the prospect of taking another guy’s dick up his ass, regardless of the size. I know how straight guys can be overprotective of their manhole. I didn’t want to scare him away and have him change his mind, when I was getting so close to my end goal. I dropped some more lube and rubbed it around. I was circling around his hole, while avoiding direct contact. His pinkish rosebud clearly looked like it wasn’t open for business.

His hole wasn’t crazy hairy. But it did have some patches of dark hair all around. I made sure to pull the patches away from the hole. The last thing I wanted was for his hair to be pulled down his hole, adding to the pain of my dick forcing its way inside him. Little by little, my finger caressed his rosebud more insistently, although not trying to get in just yet. I could tell his ring muscles were going to protect his hole like Fort Knox.

‘Are you ready?’ I asked.

‘I think so’ he replied.

I put some more lube on my finger, and I started applying more pressure. Not a lot at first, but a little more each time. As I suspected, his hole was super tensed. After a minute or so, I was finally able to enter enough of my finger that I couldn’t see my nail anymore. But I was nowhere close to reaching the other side of his ring yet. Every quarter inch gain was a freaking battle, with his ring muscles fighting back all the way. I had to pull my finger out from time to time and add more lube. I finally got deep enough that the first knuckle of my finger could move a bit inside him. But his hole was so tight that I wasn’t sure blood could still flow through my finger anymore.

‘Relax!’ I said ‘You really have to loosen up. It’s only one finger. We still have a long way to go’.

His breathing was starting to get heavier, but his muscles were a little bit less tense. My finger was now pretty far in, and I was able to stroke it in an out, while also rotating it a bit. And I kept adding more lube every time.

‘How are you feeling?’ I asked. ‘Are you OK?’

‘Yes’ he responded, ‘I’m good’.

‘Ready for a second finger then?’ I asked.

‘I guess’ he replied.

I started shoving my second finger in, and I could hear him growl with discomfort. In a few short minutes, he had moved from playing the Daddy calling me his ‘bitch’, to him fearing the upcoming abuse that his prized temple was about to endure. I had to keep reassuring him.

‘That’s OK’, I said. ‘The second finger is always the hardest one to get in. It gets easier after that’.

I kept adding more lube, and pulled back a little, after every millimeter of ground I was able to gain. And then I’d get back in, a little bit deeper each time. I eventually had two fingers into his hole and was stroking them in and out. After a couple of minutes, I determined his hole was ready for the big jump.

‘I think we’re good’ I said, ‘I could try to insert a third finger. But instead of doing that, we might as well try to get my dick in directly. It should be more or less the same size anyway. Are you ready for this?’

‘Let’s go for it’ he replied.

So, I laid on the bed, holding my dick straight up with my fingers. I rolled a condom down my shaft and poured lots and lots of lube. He stepped on the bed, straddled me, and laid his ass right in front of my boner. I fingered him one last time. He lifted his legs a little and positioned his hole on top of my pole, ready to swallow it. He started lowering his ass. He was struggling and was clearly in pain, even though my dick head was only teasing his hole at this point.

I thought to myself: ‘Who’s the bitch now? You’re not so cocky anymore. See what my pencil dick can do to you?’ But I knew better than saying it out loud. I didn’t want to ruin everything so close to the goal. I added more lube on my dick and more lube in his hole, and he lowered his body even more. I was watching the grim on his face while he let a ‘Fuck! That hurts!’ coming out of his mouth. But I finally felt my dick head slowly slide inside his hole.

‘I’m in’ I said. ‘It’s just the tip of the dick, but that’s the hardest part to get in. If I had a pointy dick, it would have gotten in more easily. But unfortunately, I have a mushroom head’.

‘You’re doing good’ I added.

He looked like he was still in a lot of pain. He pulled out one more time and lowered his body again. This time, his hole was engulfing my dick halfway in. He went up and down a few times, my dick getting a little bit deeper each time. His ring muscles were still incredibly tensed. My dick was being pressured by his hole, like if it had been in a straitjacket. But I was now inside him. He pulled out completely and asked me to use more lube. I poured some on the condom, and he went back down, this time all the way in. His hole had finally surrendered, and the banging could now begin. But as I had been instructed, I wasn’t moving at all. His hips were doing all the work, in full control of the pace of his up and down motions.

He seemed to be a little bit less in pain now and was starting to ride me a little bit faster. He didn’t look like he was enjoying the experience yet, but he apparently was over the awkwardness of having a foreign object invading his hole.

‘Can I start moving or do you need a little bit more time?’ I asked.

‘Not quite yet’ he responded. ‘But I’m getting there’.

‘You’re doing great’ I said. ‘You’re riding me like a champ’.

After another minute, he told me he was ready for me to start moving but to take it slow at first. He sat on my dick, motionless, and now it was me who started pounding him. Just slowly at first. But increasing the range little by little. He no longer seemed like he was in pain and the experience was becoming more natural to him.

‘OK. I’m back in charge, bitch!’ he said. ‘My hole is now loosened up and I don’t think your little dick can inflict any more pain at this point. Now it’s pleasure time! I’m gonna ride you like a power top. Show me what you can do with that pencil dick of yours.’

‘Yes, Sir’ I shouted.

I started moving my hips faster, sticking my dick in as deep as I could inside him, and pulling almost all the way out. I made sure my mushroom head was rubbing his ring with each stroke. He started biting his lips and smiled, a smile full of lust, daring me with his piercing brown eyes to pound him harder.

‘Go ahead, bitch!’ he said. ‘You’re mine!’

As I kept hammering harder, he grabbed my neck with both his hands and started chocking me.

‘Come on, bitch! Faster! Your Daddy can’t feel anything’ he said.

He was now moving his ass up and down; at the same time I was stroking him. Our motions were now fully in-synch.

Guys with a big cock can never get fully hard. There is no way they could divert enough blood flow to get their pole fully erect, the same way a guy like me could, with a cock half the size. When I get taken from behind, my flag post is proudly pointing skyward, barely wavering, no matter how rough the banging gets. But his meaty cock was swinging like a pendulum, slapping his right and left inner thighs back and forth, making a loud noise each time. It was so fucking hot to watch! When I was younger, I couldn’t last very long when the excitement got the best of me. If I had still been 18 years old, my dick would have exploded a long time ago. But, as I got older, my endurance improved. I also learned a few tricks, like trying to find a position that was a little bit uncomfortable, so that the discomfort distracted me from the pleasure, and prevented me from surrendering too quickly. My goal is to stay in full control of my sensations, while pleasuring the other guy, and make him cum first. If he gives me enough advance warning and we manage to synch our cumming, even better! But me cumming first? Never!

The way he was now enjoying riding my cock, I could sense that he wasn’t gonna be able to last as long as me. ‘The little bitch is going to make his Daddy come first!’ I was thinking to myself.

He changed his motion a little bit. And instead of his cock slapping his thighs from left to right, it was now banging up and down against his abs and mine. When his cock slapped his stomach on the way up, it was making a little noise. But when his cock was slapping my stomach on the way down, it came down crashing heavily, and made a loud bang each time. I have no clue how much a meaty cock like his can weigh. But with the combination of motion and gravity, his sausage was whacking my stomach like a punching ball. My stomach would probably be bruised tomorrow, from all that cock beating. ‘That would be an interesting conversation with my doctor’ I was thinking to myself.

While he was riding my cock more and more forcefully, I started rubbing my hands on his hairy chest and also tickling his hard nipples.

‘Oh yeah! Keep going! Your cock feels so fucking amazing’ he said.

I could tell he was now loving feeling my dick up his ass and hitting spots inside him that had never been explored before. I grabbed his meaty cock with my right hand while still tickling his right nipple with my left hand. I knew that with the three-way stimulation of his ass being banged, his nipple being tickled, and his dick being jerked, he wouldn’t last much longer. Sweat droplets were starting to form on his forehead and his moaning was getting louder.

‘I’m getting close’. He said. ‘Keep fucking me, bitch! And keep stroking that big cock!’

‘Oh yeah, Baby! Cum for me! I want you to splash all over my fucking stomach!’ I replied.

He started moaning more intensely. ‘I’m gonna cum! I’m gonna fucking cum!’ he shouted. At that moment, I increased the pounding, as hard as my 6-incher would allow me to. He released a loud scream and shot a huge load that landed on my forehead, right at my hair line. I kept stroking his monster and he squirted a second time, this one landing on my left cheek.

‘Fuck! Fuck! Fuck!’ he screamed, as he released a third load that landed right in my mouth. I never really cared for the taste of cum. I’m not what you would call a cum connoisseur. But I swallowed his load anyway. It felt like the right thing to do under the circumstance.

As I had suspected all along, his big balls held an incredible amount of juice. But the boy kept surprising me. He released a fourth squirt and a fifth one. With every squirt, my grip could feel his cock swelling, if that was even possible, with each load travelling up his rod, before being fired up in the air. His whole body was spasming and his eyes looked like they were rolling back into his fucking brain. His mouth was making sounds it had likely never made before. He was groaning. He was the one squirming like a little bitch now, unable to resist so much pleasuring all at once! It was so fucking hot! My biggest fear was that his next load would land in my eyes, and I wouldn’t be able to keep watching the look of pure ecstasy on his face.

More squirts kept splashing out of his dick hole. But he didn’t shoot as far as the initial ones. Most of them were now landing on my chest and my stomach. I was blown away by the number of squirts this guy could fire. It had been more than 30 seconds since his first cum shot. There is no way he was still climaxing, but his dick kept pumping more and more jizz out of his balls. He must have been up to 15 squirts by now, but I had stopped counting. In my 26-year career of being sexually active (I'll let you do the math, lol), I had never experienced anything like it. And my stomach was now drenched in his cum. His manly juice was making its way down toward my belly button. But there was no way my belly button could handle so much cum, and it quickly overflowed. More cum was rolling down the sides of my stomach and dripping on the bed cover. He must have squirted four or five more loads, smaller ones toward the end, before his balls finally dried out.

‘Holly shit!’ I said. ‘I have never seen so much cum coming out of one guy before. Those big balls of yours must be completely hollow’

‘Yes. It was intense!’ he said. ‘That was the most incredible orgasm I’ve ever had!’

He pulled out and laid on his back right next to me, trying to catch his breath. His big fat cock was still having spasms and his balls were moving up and down with every spasm.

He looked so taxed that I don’t think he was in a state to do anything for me at this point. I removed the condom from my dick, and I started jerking it myself. I had been holding my load all this time, despite witnessing the most incredible spectacle known to man. But I knew I wouldn’t be able to hold it much longer. This was going to be quick. I was ready to unload, but I knew my fountain would dry out a lot quicker than his. I grabbed his cock with my other hand. He was getting semi-flaccid. But even at half mast, his cock was still bigger than my rock hard one. It turned me one even more, not that I needed any more excitement to erupt. I had so much precum build-up in my shaft that I knew I would be shooting far. I had to fire at least as far as his first load, the one that landed on my forehead. I felt the pressure building up at the base of my dick, working its way up my pole. And my dick exploded, while I released a loud scream. It felt incredible! A huge load of my little tadpoles flew right passed my head and crashed on the baseboard, right behind me. That was the longest shot I had fired in years. Since this opening load had been diluted with a 2-hour precum build-up, it was almost translucent, and quickly dripped along the baseboard, all the way down to the bed sheets, where I’d be sleeping tonight. I gushed a few more times. These loads ended up on my stomach. Not that my stomach needed any more jizz, as I was already covered with his manly juice. How far my first shot went was really my only victory. Otherwise, this guy got me beaten in every category you can think of.

I let go of his cock and watched mine spasm several times, while cum was still dripping out. I asked him if he could go get a towel in the bathroom, as I was in no position to move. He brought me a large size towel and I started sponging out all the cum on my stomach, while he used a corner of the towel to wipe the lube out of his ass. Since it’s my stomach that underwent all the flooding, his body was clean for the most part. He put his clothes back on, without showering first. He gave me a sweet kiss on my forehead, and left.

I was still laying on the bed, still rock hard, trying to replay in my head the highlights of the incredible fucking I had just experienced. At that rate, I’d soon have to call my doctor for an erection lasting more than two hours. Another interesting conversation with my doctor, lol.

My project is finishing on Friday. I’ll be off to a new city on Monday. I’ll never see this guy again. I don’t even know his name. That’s the deal when you have anonymous sex in another city. But I’ll cherish this memory all my life. That will be something exciting to beat off to, next time I feel lonely. And nobody can take away from me the fact that I’m the one who popped his virgin cherry and triggered sensations he didn’t even know existed.

Guys with an average sized dick do try harder.

by Jeremy Miller

Email: [email protected]

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