How Old Were You When You Took Your First Load?

[AlexLondon]

12 😄

[Willing]

8,  in my belly by my 13 year old friend after church 

[Willing]

I was 8, it was in my belly by my 13 year old friend 💋💧

[bichbo]

I was 12, he was my schoolfriend, 13.

[bcbip]

I was 12, he was much older. It lasted 3 years, regularly after the first time.

[Starrrcream]

I was 16. He was 19.

[Jaygusher]

*Most of these events are true. I didn’t add any scenes that didn’t happen, but since it was so long ago, I did have to fill in some hazy gaps. It’s probably 70% accurate, while 30% is filling in blanks.*

 

When I was about 8 years old, I lived in a trailer park community. It was very lower class and didn’t have the more refined inhabitants like some of the standard suburbs. It was a time where kids could play outside and wander the neighborhood for hours at a time without their parents knowing. Back then, as long as you were back before dark, you had free range of the world.

 

Even at 8, I was allowed to play outside unsupervised a lot. I would explore streets. I’d play at the old laundromat three houses down or a small park (more like a trash dump) a block away from there. 

 

Somewhere in the community. Either several trailers away or a couple of blocks away, I was wandering around, and an old man struck up a conversation with me. He was probably in his late 60s or early 70s. Thin, bald with a little grey hair on the sides, pale, leathery skin, scruffy white beard, ratty clothing. But he was nice enough. It didn’t go beyond simple greetings and small talk that time. But by the next day, walking by, I saw him outside his trailer, and he struck up a conversation again, but this time invited me inside for some juice. 

 

Being inside his house, it was pretty dirty with boxes and magazines everywhere, and dirty laundry spread all over the place. It smelled like cigarettes and musk. It was warm in there too with no ac. He wore a sweat-stained tank top and shorts, no shoes or socks. I sat at his kitchen table that was also covered in ash trays and other miscellaneous items. He went over to the fridge and poured some orange juice in an old coffee mug, one of those thick brown ones you’d see at a diner. He took his sweaty tank top off and pulled down his shorts. He was standing in the kitchen in just his underwear. He told me, “I usually walk around nude in the summer since it’s too damn hot.” His voice was like a rough hillbilly, degraded by years of smoking and a thick Southern accent. His underwear had a worn beige color to them and had holes all over. They were clearly an old pair. “But I’ll keep these on. Don’t want to turn around and end up smacking you in the mouth with my old willie.” I laughed at his joke. It was crude and absurd, like some of the slapstick humor I’d seen in cartoons. I was beginning to think he was a really fun man to be around. 

 

He sat at the table with me close. His body was wrinkled, and his flat pecs sagged. A few dark spots were on his torso, which were probably liver spots. I drank the orange juice he offered, and we kept talking about mostly nothing until I asked if he lived with any family. I suppose at the time I meant to ask if he had a wife. He told me he lived alone and wasn’t married because he was a homo. His words, not mine. I didn’t know what that meant, and he bluntly told me that it meant he liked to fuck boys.

 

I recoiled at hearing a swear word. I almost thought he was mad because that’s the only time I had heard adults say the F word. He asked me if I knew what fucking was. I had seen some R-rated movies at that age so I had a vague idea but I just told him “I don’t know”. He told me I was probably old enough to have the talk about the birds and the bees so he invited me to his bedroom to get comfy and talk about it more.

 

In his bedroom it was still fairly messy, beer cans and clothing all over the place. The nightstands had a lot of pill bottles on them next to more ash trays and garbage. The bed itself didn’t look very clean. Off-white sheets with beige spots randomly stained in them. He told me I could take my clothes off to get more comfortable, so I stripped down to my tighty-whities and we got in bed laying next to each other. He had a little bit of body odor but it wasn’t very strong. Laying down I noticed his bulge. The beige, hole-filled underwear seemed like they were going to disintegrate over the pressure of his crotch tenting up.

 

“Okay, so listen up. I’m going to show you how it works down there.” He pulled his underwear off, and that’s when I saw it. It was like a massive monster tentacle swinging up and slapping his stomach. He held it upright to give me a better view. It looked like it was as long as my forearm! But I was a small prepubescent child, so it might have been average or it might have been huge. My memory probably paints the image as the latter. It was darker than the rest of his body and had veins all over it. My imagination thought he had worms under the skin. It was kind of a frightening sight to me. His forskin was large, and it was naturally peeling back by itself as his tip was ballooning out from it. It was like a purple swollen ball with a rough texture. His balls were as dark as his shaft, and they sagged due to the heat. They looked like two eggs in a wrinkly leather bag with messy white hairs sprinkled all over it. His genitals had so many details mine didn’t have, like mine being just a hatched guppy and his being an old, weathered octopus arm. 

 

He went into detail about what sex was. “Normally, boys put their willies in girls’ punnies, and they go up and down a lot until a white goo shoots out of the tip.” He pointed his penis towards me and spread his piss hole open for me to see down. It was scary looking. I thought it was going to lurch forward and eat me like the scene from Anaconda. He pointed to the hole to emphasize where the goo came out of. “That goo makes a baby grow in their bellies. But since I’m a homo, I put my willie in boys’ mouths and butts. Ya see, putting your willie in someone’s body feels really good, and it’s supposed to feel really good to have a willie in your butt. And it’s supposed to taste and feel good in your mouth.” 

 

I asked him how it was supposed to go in someone’s butt. At the time, it didn’t make sense to me how someone could fit a penis in that sort of place. I thought butts were only for pooping.

 

“With a lot of spit and lube. Greasing up your ass will make it go in easier. Besides, willies leak out plenty of slimy pre that helps wet up your boy punny. Let me show you.” 

 

With that, he started stroking his dick next to me.  It seemed to get bigger while he stroked it. My young mind was in awe of watching the process. 

“Come here and take a look,”he grabbed my arm and pulled me over. I was seated on my butt between his legs. As he stroked his penis, he brought his feet up against my chest and was rubbing my torso with them. His feet were big and smelled a little. I was more transfixed on his penis, so I didn’t pay much attention to what he was doing with his feet. 

 

As I watched him stroke, he rubbed his feet upward and brought a foot up to my cheek. Soon, it was in front of my face. It seemed funny, him positioning his feet like that.

 

“You like my feet, kid?”

 

“I guess. They stink.”

 

“That’s the point. How about you give them a little kiss?”

 

I was a little grossed out by the request. I was a bit too young to appreciate foot play, but I indulged him and kissed the soles of his feet. 

 

“Good boy, now get that tongue out and start licking.”

 

I tried to lick his feet, but they tasted salty and dirty. My face winced, and he took notice.

 

“Alright, we’ll try more of that another time. Here, get closer.” He pulled me closer with his legs, and I was much closer to his penis now. His dick pointing at my face. He grabbed the base of it and pinched upward. His swollen purple head excreted a glob of clear, viscous fluid on the tip. He dabbed it with a finger and played with it. It strung between his fingers like a sticky spider web. 

 

“See? One day, your willie will make this stuff too.” 

 

It was on his hands and ran a little down his head. I was fascinated. It didn’t look like pee. It was much thicker than that, like honey or syrup.

 

“Have you ever had your willie shoot out goo?”

 

“No. I only pee.” 

 

“I figured as much. You don’t look old enough to make jizzm. How old are you?”

 

“I’m 8.”

 

“So you have a long way to go! When I was old enough to cum, I fell in love with the taste immediately.” 

 

“Do you want me to taste it?” 

 

“My cum? Nah, this isn’t cum, this is just pre.” 

 

“What’s the difference?” 

 

“I’ll need to orgasm in order to ejaculate. That would require a lot of rubbing to make my old willie burst.” 

 

He was using some words I wasn’t unfamiliar with. I was following what he was explaining for the most part. But I was starting to get a little confused. 

 

He squeezed his dick again and made another bead of pre-ooze out. 

 

“You can taste this. It’s not quite the same, but you’ll like it. Go on, stick your tongue out and lick it.” He offered up the tip of his dick like a serving platter with the bead of pre. I was nervous, but I lowered my head and stuck my tongue out to lick it up. I hesitated for a bit because his crotch had a musky smell. He put a hand on the back of my head and gently pushed me down. The pre-cum bead smeared on my tongue, and I could taste something similar to chicken soup. It was kinda harsh, but I didn’t hate it.

 

“Good, huh? How about tasting the rest? Open your mouth more.” Before I could respond, he pushed down in my head, and his tip went into my mouth. It was a shock, but it was fascinating to taste such a big thing in my mouth. He guided my head to bob up and down in it for a while. He became a bit too aggressive with it, and I started to gag.

 

“Oops, don’t want you puking on it. Catch your breath.”

 

His dick was covered in my spit. It was shiny and glistening. He stroked it while I gathered myself. What we were doing felt a little wrong, but I liked it and didn’t want to stop.

 

“Okay, kid, get your clothes off. Show me your little butt.”

 

I was embarrassed to get naked, but I slowly did as he instructed and stripped on his bed. When my underwear came off, his hand started groping my ass. 

 

“Very nice, get up here.” He grabbed my waist and pulled me up on his belly. My ass was facing him, and my head was down by his dick. 

 

“How about you play with my willie while I play with your butt?” I immediately felt his hands spread my cheeks and his fingers probing my hole. It was so strange to have someone play with what I thought was a dirty area no one was supposed to touch. 

 

“Mister, are you going to put this in my butt?” I asked nervously.

 

“Maybe… I got AIDS so it would be a bit risky.”

 

“What’s that?” 

 

“AIDS is something homos get when they have too much sex. It’s a disease that makes your immune system go away. It’s in the jizz so if my willie squirts jizz up your but, you could get it too. Would be a shame, a kid as young as you getting AIDS from an old fart like me.”

 

I didn’t understand most of what he said. I was so transfixed on the nude play and his finger in my butt that most of the information kind of went over my head.

 

“It just means the white goo that comes out of my willie is dangerous for a boy like you. It’s like a poison stinger.” 

 

His dumbed-down explanation was easier to understand, and I started getting a little scared of his dick as it was pointed at me.

 

“Maybe it would be bad to go in my butt…” 

 

“Don’t worry kid, I ain’t putting it in your butt. You’re not grown up enough to take me.” He made his cock bounce as he said that.

 

“I’m grown up. I’m not that little…” I quietly protested. I started to get a little offended by what he said. 

 

“You can try if you want to but I don’t have any condoms so you’ll have to try it raw.”

 

I didn’t know what condoms were so again half of what he said was lost on me. 

 

As I laid on him I played with his dick. Grabbing it and awkwardly rubbing my hands on it. I was wondering how something like this was supposed to feel good going inside me ‘down there’. Then I felt something greasy smear on my ass. 

 

“Vaseline will help with the next lesson boy.” He took a scoop of it and rubbed some in his cock too. It had a thick sheen. 

 

“Now, if you really want to try it out, then how about you get up and stand over my willie? Aim your butt right over my tip.” He withdrew his finger from my butt and grabbed his penis and aimed it straight up in the air, its full length on display.

 

“But isn’t it poison?” I asked with a mixture of excitement and trepidation.

 

“As long as I don’t shoot jizzm inside you. It can take me a while to nut, so you’ll be fine sitting on it for a while. So, if you want to, then you’ll probably be fine.” 

 

“Okay…” I crawled over to his upward-pointing dick. The Vaseline between my cheeks made me feel greasy and slippery. I stood up and straddled him. Part of me wanted to prove that I was a big boy by getting his dick inside me, and part of me was concerned about how something like that was supposed to go in.

 

“Good boy, now squat your butt down on my willie and try to get the tip inside your hole. Take your time with it.”

 

I lowered myself down, and I felt his tip touch my butt. It was firm and radiated heat. He readjusted himself so he was pointing at my hole. I took some time trying to lower my weight down and get his swollen head inside me, but I was struggling. After a while, he put his hands on my thighs and assisted, pulling me down. I felt a pain as his tip was starting to part open my sphincter, and I had to get up.

 

“Ow, that hurts.” 

 

“It usually does the first time. Keep going.” He used another scoop of Vaseline on my butt and guided my hips down again.

 

We had to repeat this process quite a few times. Every time, it felt like I was making a little bit of progress. My butt was having a hard time adapting to the large foreign object trying to intrude.

 

Eventually, the tip did manage to go inside me. It hurt, but I was trying to be a grown-up about it. Once his head popped inside of me, he let out a gasp.

 

“Ah, that’s it! Lower yourself down more… bounce your hips up and down as you lower.”

 

It felt like it wasn’t supposed to be in there. I wasn’t feeling good; it felt strange. It was like I had to poop, but it was something going the other direction. I tried wiggling my hips up and down, trying to get more of this length inside me. I was beginning to think this was a bad idea when a few more inches made its way up in me. Then the pain started to subside, and the sensation changed. It started to feel good. It still felt awkward and a little painful, but there was pleasure as his large thing was burrowing in. I let out a moan.

 

“Very good, kid. You can take it from here. Just enjoy it.” He let go of my hips and let me bounce my hips up and down on his dick at my own pace. He put his hands behind his head and closed his eyes and enjoyed himself as I worked on his length.

 

The more I bounced on his dick, the more the pain went away and was replaced by a good feeling inside me. It still felt like a large thing spreading my insides apart, so I couldn’t relax too much, but I was liking the feeling of this adult’s dick in my young butt.

 

He moaned as I worked on it. I felt his hips starting to thrust upward to meet with my movements. The both of us were getting lost in the moment. I can’t remember how long I was at it, bouncing up and down on his dick. It felt like a long time. 

 

After a while, I was getting tired with keeping up the movements. I stopped with it still in me and was trying to give my legs a break. Feeling me stop my movements, the old man continued by thrusting his hips upward into me. His movements were more aggressive.

 

“Come on, don’t stop. Keep working at it.” 

 

I resumed sliding my ass up and down on him. He was watching me work on his dick, admiring my effort.

 

“Oh yeah, I’m getting close to nutting, kid. You’re doing a good job.”

 

“What’s that?” I didn’t know what ‘nutting’ meant.

 

“Means I’m gonna ejaculate soon. My willie is gonna squirt out poison goo.”

 

That scared me, and I stopped bouncing.

 

“Don’t worry, I’ll tell you when it comes. Keep going.”

 

“…okay,” I said sheepishly, getting concerned with what we were doing.

 

I worked my ass on his cock for a few minutes more. My butt felt very full and was getting sore. He was enjoying the show, moaning and groaning at my work. My legs were getting tired again, and I complained about how much longer I had to go up and down on his dick.

 

“All right, let’s change it up. Let’s get you on your belly,” with his dick still in my ass, he scooped me up and laid me down on the bed. He was on top of me now and spread my legs.

 

“Don’t worry, kid, I’ll take it from here,” he wrapped his arms around me and started pummeling my ass with his hips. His dick was stabbing in much deeper than what I was able to handle. I could feel it hitting the end of my insides, but he still had more length that didn’t go in all the way. I figured he was too big to go in completely. The pleasure I felt was being blocked out by the pain of his rough movements.

 

At that point, I was whimpering at how rough he was with me.

 

“Mister, that hurts,” I wined.

 

“Give me another minute. Don’t worry, I’m almost done,” he was focusing on himself at this point. My small body was taking a punishment.

 

“Mister, I wanna stop, please.” 

 

“You sure?…. I’m about to nut. Oh fuck… oh fuck, I’m gonna nut…” he sounded so frantic and desperate. His breaths were grunts as he was trembling between piston fucks.

 

“Hey, kid… you don’t mind AIDS, do you?… it’s *agh* coming! Fuck, I’m nutting!”

 

“No, please stop!” 

 

At my last plea, he let his body weight down on me, his cock sinking in, pressing painfully at the end of my tunnel, and grunted, then awkwardly lifted his hips up and yanked his dick out of my butt hard. Ropes of hot, sticky stuff streamed all over my back and ass.

 

“Ah fuck. Yeah!….” After several spurts of his cum painted my backside, he let out an exhausted sigh and laid down on me. His fluids getting smeared between our two bodies.

 

“See kid? I didn’t nut in you. Well, for the most part I didn’t. You’re fine. Your ass was so tight, hopefully you loved it as much as I did.”

 

Since he withdrew from me, I was able to recompose myself. The play was fun at first, but then progressed into something that was a bit too rough for me at the time. With the length of his dick and the shallow depths of my insides, I just wasn’t able to accommodate his size with him taking the wheel.

 

“Mister I think your willie is too big. It hurt a lot.”

 

“Nonsense boy. I just haven’t punched past your rectum yet. With a little more practice, I can squeeze past that second ring in there and get my old willie into your colon. After that, you will really start to love it.”

 

“I don’t know what that is.”

 

“It just means I’ll need to go deeper into your guts. Once your ass molds to the shape of my cock, it won’t hurt so much. Perhaps next time.” 

 

We slowly sat up on the bed. He was sweaty and my butt hurt. I felt a little gross having my back all wet and sticky from his cum painting me.

 

“You’d like that wouldn’t you? My cock permanently changing the shape of your ass, so an old fart like me can burry his dirty cock in you with ease?”

 

“I don’t know…” A typical response an 8 year old would have when he wasn’t prepared for the situation he was in. 

 

“Don’t worry about it. You can come by again and we’ll have a lot of fun naked games to play. For now get on your hands and knees, I want to inspect your ass.“

 

I did as he instructed and presented my butt to him, it felt sloppy and sticky. I felt a hand on my back and his body trembling. He was trying to troke himself hard again. He slapped his dick on my ass and swirled his tip around my tender hole.

 

“Are you going to put it in again?“

 

He stopped with his tip, pressed up against my ass, gradually applying some pressure

 

“Nah, your ass is covered in my jizzm. If I stuck it in again, I would end up pushing some AIDS goo inside. Got a nice chunky glob pressed between my tip and your hole. But you’re welcome to lean that ass back on my dick if you want to.” He let go of his dick and put both hands on my hips, the small ring of my ass, and the slight force of his hips pushing forward kept us aligned with each other.

 

I moved away and sat up. I was getting a little scared. I didn’t fully understand everything he was talking about but I understood there was some sort of danger in his white goo seeping out of his tip. 

 

“Well it was fun being able to nut off with ya. Thanks for letting me fuck your ass kid. Hopefully you had fun too.”

 

“Yeah… it was fun.” I quietly replied. I was nervous yet excited. It felt like I was doing grown up things and I wanted to do more. I didn’t give much consideration to his HIV condition but I knew it was bad. It was scary fun. Like a horror movie monster wanting to play with me. 

 

“Let’s get you cleaned up.” He whipped me off with a dirty towel and I god dressed. He only put on a pair of underwear. 

 

“There’s a lot more I’d like to do with you but I don’t want to keep you too long. You want to come back right and play more?”

 

“Yeah I’d like to.”

 

“Good, next time we’ll teach you to like the taste of my feet. I love seeing boys faces cover with them. If you ever want to get your little ass fucked then you know where to find me.”

 

He sent me on my way and I had a wild new secret adventure to reflect on. 
 

Over a long period of time I would go back to his trailer and we’d play around a lot. I could write an entire chapter solely based on him training me on foot play. I could write a book on my time in that dirty trailer. He was very creative and never seemed to run out of new games to play.