The Longer the Waiting, The Sweeter the Schoolboy's Cum

by Alex

11 Feb 2018 9525 readers Score 9.1 (69 votes) PDF Mobi ePub Txt


I don’t understand it. And after today, I can’t explain it.

All my life, I always wanted to fall in love with a boy before saying those words in other, more physical ways. So, call me a hopeless romantic. Tell me I’m the only one in the world that feels this way. There’s nothing you can say that I haven’t said to myself year after year.

I was 11 years old when I realized I wasn’t normal. It was soon after my parents sat me down for the birds and the bees talk. Sure, my parents gave me my own laptop a year or so before that and the internet was a thriving thing by then so I couldn’t help myself from enjoying the sight of men and women having “fun” together. But shortly after I turned 11, I had my first crush on a boy. I never told anyone that. But there he was, with his perfect lips which I wanted to kiss just as badly as any girl I had a crush on back in those days. I mean, I was 11 so I’m not saying it wouldn’t have been awkward as hell but he was cute and that’s all that mattered.

And I remember my mother borrowing my laptop one day to do some work when she noticed several searches I had made for guys with other guys. Needless to say, she and I never spoke of that moment again and when she finished her paperwork, she left an internet window open to a page teaching me how to delete my browsing history. So, in retrospect maybe she was the first to really figure it out. I mean how hard would it have been for anyone who sees endless searches for gay porn on their son’s laptop to put two and two together and realize their son is gay? But she never called me out for it and she never was bothered by it. After all, back in those days I still thought it was a phase every boy went through since we all had testosterone levels going crazy at that age.

But back in those days, I was going to a catholic middle school and my secret boy crush was one of my classmates. They told us back then that we should wait for marriage to have sex. I still remember those posters for ‘Abstinence is the Only Answer’. I never thought that was a great idea and never imagined myself waiting for marriage, even if I was straight as an arrow. But to be fair, they also told us it was a sin to be sick like me and to like other boys. So, I really didn’t give a shit about their abstinence pledge. I knew that having sex before marriage was the least of the sins I was going to break in my lifetime. In the eyes of the church, sex before marriage was like a category three hurricane. Having sex with another man, well, that was a category five.

But that’s the real reason I gave up on church. The fact that they called people like me sick. They didn’t know they were offending me. I never told them that I had feelings towards girls but more feelings towards guys. But if they wanted to call my feelings a disease, well then, I didn’t mind flipping them the bird on my last day. And if you’re wondering, yes it felt amazing doing so. We also had Bibles which we shared amongst the classroom and on my last day, I opened up to the first page, took a pen, and wrote ‘being gay isn’t a sickness nor is it wrong’. I often wondered what happened the next year when someone opened that Bible up for the first time. Oh, to be a fly on the wall that day.

My parents had the money to send me to private high school but I started having really big feelings towards guys. I started picturing myself spending my life holding a boy’s hand. And as a result, I started to question everything that steeple on the hill ever taught me. I never told my parents why but I chose to go to the public high school instead, hoping at least some of the other kids would judge me less for who I was. 

In high school, I got a girlfriend and had no problem getting excited whenever her and I were making out for longer than 5 minutes so I thought the whole gay phase was over. Then suddenly in the middle of the summer, her and I had a big fight. She flirted with another guy at a party we both went to and to be perfectly honest, I can’t blame her because damn, he was hot. We fought for hours but we both decided to never leave each other when we were still angry. So, on the ride home, I stopped at a parking lot a mile or so from her house so we could calm down. Then we kissed and made up. She apologized and told me she had an idea of how to make it up to me. Really all I wanted was for it never to happen again but I was willing to hear her out. I honestly thought it was just going to be something simple like a kiss or to buy dinner the next time we went out on a date. I mean we had sex plenty of times before that so sex was the last thing I thought she meant.

Next thing you know, she went down on me right there in my car as we were stopped in the parking lot. A few strokes in and I thought to myself ‘Fuck it! If she thinks that she can just give me a blowjob and make up for what she did then fuck her!’. So, I stopped looking down at her head bouncing up and down on my dick and started closing my eyes, envisioning my dream guy, with his six pack abs and perfect short, brown hair giving me the best blow I had ever received.

That day, I shot the biggest load I ever did in my life right into the back of her throat. As I cummed, I pushed her head down forcefully with my hands and she gaged just a little while my dick swelled and filled her with my juices. She and I liked to play a little rough sometimes so she didn’t mind the gesture. When she came up for air and pointed it out to me, I told her it was just the fact that I loved makeup sex and the fact that anyone could come by at any moment and see us which had me more excited than usual. But she never knew the truth of why that was my biggest load. I thought about my fantasy guy quite often after that point whenever she got on my nerves and wanted to make it up to me. I never apologized to her for picturing a guy whenever her and I had makeup sex. In her mind, it was her way to get away with anything she wanted. So, what was the harm in me having a little extra fun at her expense and thinking about who I really wanted? I mean don’t get me wrong, I loved her but, in a way, she was always just a cover for the fact that I was gay. At least that’s why I put up with her shit for so long. But that’s a story for another day.

This story starts when I was 11. I was an adventurous type and my family knew that. I would always go for hikes up on the mountain behind our house and come back hours later, covered in sweat and mud. My family knew I had bullies in school who would call me gay along with a laundry list of other things. I never understood why that’s an insult by the way, calling someone gay. But it hurt worse than any other insult they used. So, my family let me go on adventures at all times of the day or night. As long as it wasn’t a school night and as long as they knew I was going to be in the forest on the hill behind our secluded house, they left me go.

So, after I turned 11, I climbed that hill behind our house and found a perfect tree. In all my years, I never saw another hiker up on that hill so on Halloween night, I took my pocket knife and carved into that perfect tree the initials of my secret crush with a heart around his letters. It was a place I could go to and think about boys and not be seen, not be judged, and not be ridiculed. And most importantly, not be outed by my search history.

Later that year, I went there on new year’s night. Honestly, I had enough of the rest of the world being happy. Just before midnight, I climbed to the middle of the giant forest and again found my favorite tree. I knew everyone else in the world was with their loved ones celebrating the coming of the new year. So, as I stood there, alone in the middle of the forest, I wanted to do the same, even if it was just in my mind. I pictured myself kissing my secret boy crush and thought about that boy doing more than kissing me against that tree. Now, one thing you must understand was that I was 11 and he was 11 so it was perfectly fine for me to think about him in that way back then. I never told anyone this next part but just before the stroke of midnight, I unzipped my jeans, pulled it out and before long, I exploded all over that heart I carved into the bark of that tree. And I went back every new year’s night for a number of years to do the same. It was the only time of year and the only place I felt safe thinking about boys in that way. So, really life for me wasn’t about coming out of the closet. It was coming out of the forest. And in complete irony, cumming in the forest too.

Look, I know some gay guys just want to have fun but for me I always wanted that moment to be special. That moment when I felt a man slide his dick inside of me for the first time and I felt his warm juices fill me from the inside. Sort of like how the machine down at the doughnut shop fills each delicious pastry with jelly each morning. Sorry, I guess I forgot to tell you that my secret crush got a job there recently and I have a very dirty mind when it comes to him.

My point is, ever since I was 11, I wanted that moment to be special and I wanted that man who I share that moment with to be someone I love. Maybe he won’t be the man I will someday call my husband but I just wanted it to be special. And that’s why I can’t explain what happened tonight.

For a while now, I stopped caring what others thought of me and I started to think about boys almost every night. It’s so odd now to not care anymore what others call you or what others think of you. To stare at a hot guy with perfect abs a little longer than you should or to watch a guy getting out of the pool for no other reason than to see how big his package is as his tight bathing suit gets pushed into the perfect shape. It’s so relieving telling your friends about going on a date with someone and finally using the proper adjectives like “he”, “him”, and “his” instead of covering it over with “she” and “her”, trying desperately to cling onto the last bit of hope you have that your friends might still think you’re straight.

I stopped caring so much so that when I was 18, I took a giant step in the right direction. All my life, my family would give me money for my birthday and I would buy myself some pretty expensive gift. One year I decided to save up all my allowances and pay from mowing lawns, and add it to my birthday money to get a new guitar. Another year, it was paint for my room because I was tired of the dirty green covering my bedroom walls. But then suddenly, I turned 18 and there was no expensive gift. There was a gift I bought for myself that year but my family never knew about it. You see, it’s impossible to tell your family that you decided to get yourself a dildo without telling them you’re gay. And just try to explain to them the little detail of who’s money you used to buy it. That’s not the easiest conversation. So, I lied and said I was saving for college. Which is a great lie if you’ve never used it.

Ever since then, I would think about boys all the time. I would stick my fingers up my ass almost every time I felt in the mood to shoot my load. And on special occasions, that birthday present to myself made for quite the fun time. So, I didn’t have to do much research to figure out that I’m a bottom. After all, when I was 11 and searching the internet for guys with other guys, I decided to try it myself with my own fingers and ever since then nothing else ever felt as amazing. Even in high school when I lost my virginity late one summer night to my ex-girlfriend, I came home and shoved my fingers up my ass just because it felt wrong to have sex without something being shoved up there. So, when it came time to answer some questions on the dating websites, I had no hesitation writing it in.

You see, on these dating websites, I wrote how I’m looking for a relationship and not just a casual friend with benefits or hookup. Again, call me crazy but I wanted my first time to be special. I often got offers from guys willing to meet me and have sex but had to politely let them down. And I felt horrible because they were sexy as hell and I was saying no. What the fuck was wrong with me?

A few months into using these dating sites, I had a moment of weakness and honestly just wanted a fucking dick inside of me one night. So, when a cute guy started messaging me, I asked him for pics of his package and I sent him mine in return. But when we started to talk about who’s place were going to meet up at, I stopped myself. I wanted a dick inside of me so badly but I forgot my morals. As soon as I came to my senses, I grabbed my dildo and shoved it in my mouth, licked it a few times for some lubrication and then drove it deep into my ass with one smooth shove. It hurt a lot but it stopped me from hooking up with that guy I barely even knew. So, it was well worth it.

Well, yesterday night I turned another of those boys down. It was after about a week of texting this boy back and forth. He finally decided to tell me he was just looking for something casual and not a relationship. I mean, it’s not like my heart was all invested in a boy after a week but it’s still a little heartbreaking to let someone that good looking go. And like I have done for many years in my life, when I’m feeling down, I take a long walk no matter what time of day or night it is.

I no longer live next to that forest next to my parents’ house but I decided to take a walk around my local park. It was around four in the morning and a little cold but for a guy who takes walks two or three times a week just for some exercise, a little cold and darkness never bothered me. I never see anyone on my walks because it’s normally too late in the evening by the time I’m strolling around. But sometimes it’s good to be alone with your thoughts and your favorite gay, Troye Sivan song playing in your headphones.

I walked around for hours that night and before long I found myself outside that local doughnut shop. I normally found myself back home and went to bed for a couple hours before work the next day but it was the weekend and something in my head told me to go there instead today. I walked in and ordered a single pastry with a small coffee on the side. I sat down and ate the pastry and waited. And I waited for a long time. I waited until my old crush, who worked there and still looked hot as ever, started collecting the trash from the bins around the dining area.

I was finished with my small breakfast and made my way outside by the dumpsters. I know, what a romantic place to tell someone that you had a crush on him since middle school. But he walked out and threw the trash bags into the box and closed the lid. I surprised him a little and walked over to him.

“Alex, do you remember me from back in school?”

“Sure, I remember you” he said politely. “You’re Brandon, right?”

“Yeah. Well funny story about back then, I uhh, I always had a crush on someone back in middle school but never told them.”

“Why is that? You should swing for the fences man. So what if they don’t like you back? You need to tell them that you had a crush on them. You owe yourself that much.”

“Well, I’m swinging for the fences now.”

“Wait, I don’t understand. How are you swinging for the fences?”

“I AM telling the person I used to have a crush on. That person was you.”

“Oh. Wow. That’s a lot to take in… I’ll be honest, I don’t really know what to say.”

“I’ll be honest here too, I don’t know why I came here today. I just felt like you should know how I felt. If you don’t feel the same, it’s not like I can turn you gay.”

“But I am.”

“Wait, what?”

“Yeah, I never had a crush on anyone in middle school but in high school, I started wondering why I didn’t find any girls to be attractive. Then one night I was hanging out with some friends and one of them pulled out some dirty movie and I barely threw up at the sight of a naked girl. My three buddies started to pull out their dicks and started to stroke them as they watched the movie and I remember, the only way I could get myself excited was to look at my friends slowly beating themselves off.

A few minutes later, my one friend noticed I was staring at his cock and not paying attention to the movie at all. Then he asked me if I wanted to touch it. So, I told him the truth and he told me that he always wondered what it felt like to have another person do the job for him. I wrapped my hand around his long dick and stroked him until he finished all over my hand.

The only problem was that my two other friends were sitting on both sides of us as we sat there on his sofa and they asked if I wanted to do the same to them. And I told them the truth. So, with my one friend’s cum still on my hand, I used it as lube to stroke my other friend to my right. Then I used his cum, combined with my first friend’s juices to stroke my other friend to the far left as I bent over my first friend’s lap. When he was finished, I had all three of my friends’ loads drenching my hand and I used that to lube myself until I added my own milk to the pile of juices covering my right hand.

You know, it was funny because my one friend to my left started to get up to go get some tissues and I pushed him back down into the sofa. I knew there was no way I could pretend I was straight anymore, at least not to my friends. So, I went all in and I took my hand and licked all the cum off of it. I stuck each finger in my mouth and sucked it dry. Finally, I knew my three friends shot some droplets of cum further up their chests which didn’t land on my hand and I decided to lick each droplet off of each of their chests. And it tasted so, so good. That’s when my friends figured it out and I remember thinking about that night for a long time, realizing how much I liked it. So, I guess that’s the night I figured it all out too.”

“Wow, so do you have a boyfriend?”

“No but I’ll tell you what, how about you come back here in a few hours after I finish my shift and we can take a little walk or something to catch up.”

“Sure, I’d like that a lot.”

“Great, see you in a couple hours Brandon.”

I can’t believe I just did that. I just told him that I had a crush on him. And now he wants to hang out and catch up. That went so much better than expected.

A few hours went by and I went back to that doughnut shop. He was leaning up against his car and it was the first time I saw him without his stupid uniform on. He was wearing cargo shorts and a tight tank top he cut out himself from his favorite band’s T-shirt. After saying hello again, we started making our way around town talking about everything under the sun since middle school.

“Why did you go to public high school anyway?” He asked me.

“I knew I was gay so what was the point in hearing how wrong I was for four more years?”

“So, you really knew you had a crush on me even back then?”

“Well, if you ever go hiking in the forest on the northern side of town, look for a tree with your initials and a heart carved into it”

“Wow. I didn’t know for certain until high school. So, I guess you’ve had a boyfriend in high school then.”

“I had a girlfriend which was a big cover but never a boy. How about you?”

“Well after that night at my friend’s house with the dirty movie, I took a lot of time to myself and never was with anyone.”

“Did you ever try anything with anyone after that night?”

“There was a guy who found out I was gay and wanted to know what a blowjob from a guy felt like but I didn’t really know how to give one so I turned him down. How about you?”

“Well, I did things with my high school girlfriend but half the time, I couldn’t get to the finish line without thinking about a guy. But no, never did anything with an actual guy. I always wanted that first time to be with a guy I loved.”

“So where do you live now?”

“A couple blocks over in an apartment. You?”

“Still with my parents. That doughnut shop doesn’t pay that great but I’m going to night classes so I’m hoping one day soon I can graduate and get a real job”

“Well that’s a great goal”

“Can I be honest with you, Brandon?”

“Sure.”

“I never dated anyone and I don’t really know what to do right now because I want to keep talking to you but now that I know you live on your own and only a few blocks away, I can’t stop thinking about running back to your place and sharing my first time with you.”

“Well, you don’t know how many times I’ve thought about you like that but don’t you want it to be more special than this?”

“What’s more special than this, Brandon? You’ve loved me all these years, you knew you loved me enough to carve my initials into a tree when you were a kid, and the fact that you keep coming back to the same doughnut shop for no other reason than to see me every week is the most romantic thing anyone’s ever done for me.”

“Wait, I like doughnuts and coffee.”

“You fucking hate coffee. I see you throw out a full cup every time you come in. And our doughnuts suck balls. No one goes there for the doughnuts.”

“So what? You think I come there for you?”

“Brandon, I see you staring at me every day.”

“But if you see me staring at you, you must be staring back at me”

“No shit. Why the fuck else would I offer to collect the trash every day? It’s so I can see you closer up.”

“Well my apartment is right there.”

“So, why not?”

“I did always want you to be my first.”

“Don’t tell me that you don’t want to fuck me right now”

“Actually, no. I’m a bottom so I want you to fuck me.”

“I’m not really hearing a ‘no, I don’t want to have sex with you right now’. I’m only hearing us debate over which position we’re going to do it in which sounds like something we can decide once we have our clothes off.”

“Yeah, I guess. So, my place it is.”

After a few more minutes of walking, we got to my front door. As I fumbled with my keys to get us inside, he stood behind me, hugging me and reaching both his strong hands around me. Alex began moving his hands under my shirt as he rubbed them up and down my shaven chest. It was very distracting to say the least, standing there trying to find my key and insert it into the hole.

But eventually I unlocked the door and opened it just enough for both of us to get inside. Alex didn’t leave me out of his grasp and still had his hands wrapped around me, against my bare chest, as we took the few steps to get inside the doorway. As soon as we were far enough into my apartment, he took his strong hands and twisted me around and pushed me up against the door, slamming it shut in the process.

His lips were less than an inch away from mine. I thought to myself ‘This is it. My first kiss with a boy.’ So, I scanned his entire face like I was trying to find flaws in it, of which there were none. I knew this would be a moment I would want to remember for the rest of my life. Instead of kissing me right away though, he just softly whispered something to me.

“I’ve never done anything like this before so I have no idea how or what to do here. Can you lead the way on this a little?”

I didn’t answer him. I just leaned my head forward and closed my eyes as our lips met in the middle. His hands were now around my waste and underneath the back of my shirt. And I took my hands and wrapped them around his head, softly combing his short, brown hair as we continued to share that first kiss. After a moment I softly backed out from the kiss.

“That felt amazing” he said softly to me.

“Yeah, I’ve waited for that since middle school.”

“Do you mind if we try something else?”

“No, what’d you have in mind?”

This time he cocked his head slightly to the side and moved his head in for another kiss. Our lips again met in the middle and after a second or two, I felt him open his lips slightly and felt his tongue pressing against my lips trying to part the seas. I made a moaning sound which to him must have sounded like a whale trying to give birth but I knew what he wanted and I felt elated to give it to him. So, I parted my lips and offered my tongue in return.

We stood there against my door just French kissing one another for quite some time. Honestly, I was so happy that I lost track of time and didn’t really care about going back to my bedroom. If we stood there and kept kissing all night, that would have been fine with me. But eventually he started pressing his body against mine and I was pressed flat against the door. As we continued to tangle our tongues, I felt him starting to get excited downstairs and I was doing the same.

I can’t even remember how my hands got from combing his hair to being around his back and slid underneath his tank top. But regardless, that’s not where I wanted them to be. He did ask me to take the lead a little so I figured why the hell not make another big move here. So, I slowly slid my hands down and squeezed them beneath his belt. I eventually had my hands encompassing both of his butt cheeks and they were smooth as silk.

Then he backed out of the kiss. For a moment I thought I did something he didn’t like but I was dead wrong. He took his head and slowly started to kiss my neck while simultaneously pressing his hands underneath the back of my jeans to squeeze my butt cheeks. All I could do is lean my head back against the door with an open mouth and enjoy the sensation of him nibbling at my neck and squeezing my ass. I felt like putty in his hands.

After a few moments, I was tired of being the one pressed up against the door. Honestly, I could have stayed there for hours but it’s hard to take the lead when you’re limited on how much you can move. So, I pinched his ass and pushed my body forward. I pushed him to the side of the hallway which we were standing in and pressed him up against the wall.

I wanted to do the same to him that he did to me. I began kissing and nibbling on his neck and I could see just how much he was enjoying it. But what I was about to do to him was going to make him forget all about how good his neck felt. After a moment of letting him enjoy his neck being bitten like a victim of a vampire attack, I pulled my hands out from the back of his cargo shorts. We were still pressed up against each other, chest on chest. But I took my hands and started pressing them under the front of his shirt and eventually pulled his shirt up so much, I guess he thought I wanted it off. Well, I did want it off of him but that wasn’t why I was massaging his chest.

After he had his shirt off, I took off mine and we continued French kissing and pressing our bodies together so we were skin on skin. I still had him pinned up against the wall and I was about to make the biggest move I ever made in my life. So, I took a second to open my eyes and look at him to ensure he was still enjoying everything. I didn’t want to make the next move if he had any hint of hesitation in his eyes.

There was just enjoyment in his eyes. And that’s why I decided to take my hand on the outside of his shorts and start to grope his package while we were still kissing each other. I felt his tongue suddenly stop its sword fight with mine. I guess I had his mind so distracted, he forgot he was kissing me. But I understood why and it was fine with me.

I backed out of the kiss and began to kiss his neck once again. It was still wet from my saliva from before. It was a little gross but, in that moment, I didn’t really care. He bowed his head and rested his forehead against my shoulder. I guess whatever I was doing was making him go crazy.

All I could remember from that moment is backing away from his neck a few seconds later and whispering in his ear, “Are you OK with me trying something else?”. He didn’t give me much of a response. I just felt his head shake against my shoulder in a slight up and down pattern. I started to nibble on his earlobe as I pulled my hand away from his shorts and up his chest slightly. I got to above his belt line and pressed my hand against his bare skin, then continued to squeeze my hand down under his belt buckle.

He started to rear his head back like a horse. I guess he figured out what I was about to do and was preparing himself to enjoy it. As I lowered my hand deeper into his pants, I felt cold, wet spots on the back of my hand. Precum is a wonderful thing to feel knowing you’re the one who caused it to be there.

But then I felt it, the tip of his fully erect stiffy. It was the first dick I ever felt against my hand, other than my own of course. Before I wrapped my hand fully around him, I wanted to make my way a little deeper in so I could hold his entire package, balls and all in my hand at once. A few seconds later and I had my hand wrapped around his giant sack and the base of his dick. And I started to massage him while tugging on his package and nibbling on his ear for added pleasure up top.

I wanted to continue but I knew if I did, the fun would all be over if he shot his load. So, I stopped and left him hanging there as I pulled my hand out from under his shorts. It was time for him to make the next move.

He started to kiss me again, this time with no tongue and he took his hands out from around my back and started to undo my belt. He reached his hand under my briefs and wrapped his long fingers around my shaft. The tips of his fingers were still aimed downward and he began to feather-tickle my sack as he squeezed and massaged my shaft. Honestly, I don’t know how I held my cum back in at that moment. It felt incredible and even that’s quite the understatement.

I knew if he continued, the fun would be over. So, I motioned for him to stop and I grabbed his hand and led him into my bedroom down the hall. No one else lived there with me so there was no need to close the bedroom door like I did years ago whenever my girlfriend and I were in the mood for a little fun. As soon as he was in the room, I started unzipping his shorts and undoing his belt buckle. I pressed his shorts down and they fell to the ground.

He was now completely nude and I just took a second to admire the beauty that was in front of me. It was the first time I ever saw another man’s dick before. I never took gym class in high school; too afraid I would get excited right there in the showers. But this dick standing upright before me was all mine for the taking. I then took off my jeans and briefs and allowed him to take a second to see me there in the midday light. I guess he liked what he saw because he came at me like a hungry wolf, this time with his mouth wide open, ready for a heavy French kiss.

I don’t know what it was about this boy and his obsession with tongue kisses but I wasn’t going to stop something I enjoyed just as much. In our passionate kiss I pushed him backwards and towards my king-sized bed. His legs were pressed up against the edge of the mattress and I pushed him back even further, causing him to fall into the bed behind him.

I hopped on the bed and aimed my sights on his package. I was done with kissing him and I was ready to taste his dick in my mouth. I softly grabbed the base of his stick with my hand that way I could aim it into my mouth a little easier. Dicks never sit still apparently on their own. Before I bent down any further, I looked up and asked him to let me know before he was about to shoot his load. Maybe he thought I just wanted to prepare myself to swallow what he shot into me but I really just wanted to tease him a little. I always liked edging myself when I had fun on my own and now I wanted to try it on him. But next thing you know, my lips were touching the tip of his amazingly crafted shaft. I took a second to wet the inside of my lips with my tongue and then opened my lips, allowing his dick to slide into my mouth with ease.

He started to brush my hair with his hand while his other hand was gripping onto the bed sheets and his eyes were staring down at me, watching me bounce up and down slowly. I guess he was trying his best to learn what to do for when he had to return the favor but he was understandably distracted at the moment so his attempt at learning was quite adorable.

The truth is that I never gave a blowjob to a boy either. I just learned from my ex-girlfriend and the movies I watched. Oh, and I learned a little by working with my dildo in my mouth on some occasions. But after a few moments of sliding my mouth up and down his shaft, he whispered to me that he was about to cum.

Immediately, I opened my mouth as wide as I could and backed my head off of his dick. He looked down at me like a sad little puppy in a store window.

“What’s wrong?” he asked.

“Like I said, I want you to fuck me. And fucking me means you have to cum in my ass, not my mouth.”

Well, I guess that sent Alex into a bit of a horny tailspin. But I spat on his dick a few times and made my way back up to give him another of his favorite French kisses. This time, I forcefully shoved my tongue into his mouth. He wrapped his hands around my body and started scratching my back, leaving behind dark red marks all across my back. Honestly, it looks like I was strapped to a pole and whipped from how much he scratched me. But I always did like it a little rough.

We kissed like that for quite a few moments. After all, I didn’t want him to cum immediately after his dick was plunged into my ass. So, this was the perfect way for him to calm down a little inside his giant sack. After a few moments, I reached my hand down and again grabbed the base of his dick. I sat upright and began positioning myself right above his tower of a dick.

“Wait, don’t you need like desensitizing cream or something?” He said to me with haste.

“I normally do but I want to feel everything this time with you so my spit is enough this time.” I replied as I sat down and allowed his dick to start penetrating me. I went as slowly as I could and it hurt like no kind of pain I ever felt before. As soon as the tip of his dick was inside, all the pain went away in an instant. And now every molecule in my body was overcome with pleasure as I sat down further.

He grabbed my ass cheeks with his hands as I started slowly bouncing up and down. I wanted to enjoy every second of it but every time I opened my eyes, I just saw how much he was enjoying what I was doing. And I couldn’t help but stare at his face, his absolutely beautiful face, the entire time.

Now, don’t get me wrong, my dildo is pretty evenly sized compared to my dick and it felt amazing every time I drove it into my ass. But this time, it was a real dick and I started to feel every slight pulse his dick made. And I guess his dick is bigger than my dildo because every time I made my way all the way down to where his dick was as far into my ass as it could go, I felt my insides move around a little. I never put something that long or big in there before and my body was a little confused. But a good kind of confused.

I rode him like a wild mustang for a while before he again shouted to me that he was getting close. This time, I had no idea why he said that. He knew I liked to play games so I guess he half expected or wanted me to edge him once more. But I was done playing games. I wanted to feel him cum, deep into my ass. But I also wanted this to be a special moment with someone I loved dearly.

I bent down from my cowboy position, with his dick still shoved deep into my ass and I forcefully French kissed him once more while simultaneously moving my hips up and down slightly to ensure he crossed the finish line while he was still inside of me.

A second or two later, I felt him again stop moving his tongue around inside of my mouth as I continued to move mine around in his. I just hope I always remember how amazing the feeling was that came next. I felt his dick swell up slightly and I felt each shot of his cum make its way from the base of his dick, squeeze under the muscles on the outer-most part of my ass, and felt them make their way, all the way up the barrel of his dick before they shot out of the top of his gun. Each shot felt warm as it was fired against the walls of my ass. And he had a very, very large load to give off.

I kept riding him for a few more up and down motions to ensure he had no more juices to be milked before I sat up and felt his dick slide out of me. Honestly, all the pleasure was gone in that moment after he cummed inside of me. Don’t get me wrong, I felt pleasure while riding him and I was thrilled he enjoyed it but it was like the light switched turned off inside of my ass. As I started to sit up and his dick slid out of me, now with plenty more lubrication from his own cum, it just felt like I was taking the biggest shit I ever took in my life. I don’t know if that’s normal for anal sex and I never felt that way with a dildo but for me, that’s what that moment was like.

When his dick was out of my ass, I decided to lay on the bed next to him. He started to kiss me once more and before long, he was playing with my balls in his hand.

“MMmm” I said to him, muffled under our passionate kiss.

He backed his head away slightly and asked “What’s wrong?”

“I have to warn you, if you really want to return the favor to me, you should know before you get started that I like it rough.”

“So do I and so you know, I don’t have a gag reflex” he said as he quickly made his way down to my cock with his head. He started licking my sack and sucking in each of my balls one at a time into his mouth. Then he took my whole sack into his mouth all at once. After he released my sack from his mouth, he made his way up to the top of my tower and started licking my shaft length-wise. It was like he was licking his favorite lollypop on a warm summer day.

When he got to the top of my dick again with his tongue, he closed his lips around my tip and began sliding his lips down my shaft. Remember how I said that years ago in that parking lot, I closed my eyes and imagined Alex giving me the blowjob instead of my ex-girlfriend? Well, now that I felt the real thing, there was no comparison. My cock might have been the first Alex ever had in his mouth but he was so much better at giving blowjobs than my ex-girlfriend. After a few strokes in, I started brushing his hair with both my hands and pushed his head down further than he went on his own. As it turns out, he didn’t have a gag reflex as he started to more forcefully push his head forward and back and twist his head slightly from left to right.

I shouted out to him “I’m so close!”

Suddenly, he opened his mouth and backed off. The little bastard was trying to play the same game with me but I wasn’t having any of it. He knelt upright and I jumped up to where I was kneeling on the bed as well. I wrapped my hands around him and gave him a giant kiss as we let our tongues play sword fights again. This time it was different though. I tasted a new kind of thing I never felt before. It was the taste of what felt like sweat and precum mixed together. ‘Holy shit!’ I thought to myself, ‘this is what my dick tastes like.’

I wrapped my hands around his back and started to scratch him. I pulled him off to the side and swung him around me. He fell back on the bed and looked up at me, now towering over him.

“Do you have any lube?” he asked me.

“Why? I thought you were just going to blow me again.”

“Fuck no, I want you to fuck me!”

I turned around, hopped off of the bed and opened my dresser drawer. I pulled out a bottle of lube I used for myself normally and slathered some on my cock. By the time I turned back around, Alex was lying face down on the bed with his head cocked to the right-hand side so he could breath.

“What are you doing?” I asked him

“I forgot to tell you. I’m a submissive bottom which means you can do whatever you want with me and I’ll just lay here and take it.”

I hopped on top of him and began to position my dick with my hand so it was right outside his man pussy. I slowly moved my hips forward so it slid into his ass.

“I thought you liked it rough?” he forcefully asked me.

“I do but I was trying to go slow at first.”

“Brandon, I fist myself all the time. I can take it rough.”

Before I got any further in, I remembered there was always something I wanted to try but never had someone to try it with.

“Do you mind if I try something else then?”

“You don’t have to ask. I’m your school boy right now Brandon.”

“That’s not fair, you know how much I wanted you when we were school boys”

“Then shut up and treat me like one. Slap me with a ruler if you want. I like it that way.”

“Fine, close your eyes then.”

He followed my order and I pulled out and hopped off the bed. I opened the dresser drawer once again and pulled out my dildo. I put some lube on it and turned back around. By this time, Alex had his butt up in the air. His head and knees were still planted firmly to the mattress. He started to shake his butt back and forth like a little bunny shaking its tale.

I hopped on the bed once more and he laid down again so his body was flat against the mattress. I positioned myself so I was ready to stick my dick into his ass but first I pushed my dildo in and left it there, buried as deep as it could go. I bent down and rested the whole weight of my body on his back and wrapped my left hand around his chest to keep me steady. I took my right hand and positioned my dick right outside his ass hole once more. Then I pushed my hips forward and with one smooth motion, went as deep as I could go.

“Oh, I see what you’re doing now. Two dicks are always better than one.”

I started moving my hips forward and back as fast as I could go. If this boy wanted to be fucked, I was going to fuck him with everything I had. I felt my dick sliding in and out of his tight ass and felt the bottom of my dick slide against my dildo. It was the most surreal kind of pleasure I have ever felt in my life.

I sat up slightly so my body was no longer skin-to-skin against his. I started fucking him faster and harder. I then noticed him start to reach his hand down underneath himself on the mattress and stroke himself against my sheets. If he was going to make me wash my sheets, well then, I was going to make sure he shot a big load so it was worth the wash. So, I took my one hand off his hips which I was using to balance myself and started tugging on his hair, pulling his head back. After a minute or so, I decided he was going to be my slave and I didn’t want him to cum on my sheets for I had other plans. I quickly grabbed his arm and pulled it out from under him.

Then, I started to feel it. I suddenly fell on top of him and moved my hips slightly with one more thrust forward. I started shooting large bullets of cum, deep into his ass. When my entire balls were emptied into his wishing well, I left out a sigh of relief and then sat up as he whispered to me with the most seductive and innocent voice I ever heard in my life, “can I cum now too daddy?”.

I quickly pulled his hips up so his dick was just dangling there below his body. I laid down on the bed and squeezed my head below his hips from below. I grabbed his cock with my hand and turned my head to the side so I could easily get it into my mouth. He still had my dildo plunged into his ass so I reached my hand around below him and started to slide it in and out of his ass while I closed my lips around his shaft once more.

He started moving his hips up and down, shoving his dick deep into the back of my throat each time. That day, he found out I didn’t have a gag reflex either. It didn’t take long for him to start shooting his second load right into my mouth. And it tasted wonderful. After he was finished, he and I sat up. I wanted him to see me swallow every last drop but I guess he had other plans. Before I could swallow he came at me with an open mouth. Our tongues again had a sword fight through our locked lips, only this time we both were tasting his cum.

We both backed out of the kiss a moment later and both swallowed almost at the same second. Then we fell on the bed and I wrapped my arm around him, spooning him. We laid there for over an hour just talking and telling each other how incredible it was. Honestly, we were both exhausted so we fell asleep. I was in so much fear that when I woke up, he would be gone but when I came to, he was still laying there with my arm still around him.

I slowly got up, trying not to wake him but I also wanted to start cleaning up my room and make him breakfast. I started to put away my lube, then I started looking around for my dildo. It was nowhere to be found. I started opening other drawers in my dresser thinking in the heat of the moment that morning, I put it in another spot. But I guess he heard me going through my drawers and it woke him up.

He looked down at me and said, “Good morning babe. What are ya’ looking for?”

“My dildo from last night. I’m trying to clean up.”

“I think I can help you with that.”

He flipped around and laid on the bed, face down again. There it was, still buried deep in his ass.

“Oh shit!”

“Don’t worry, I purposely fall asleep with these things in my ass all the time.”

“Holy shit, you’re insane”

He pulled it out from his ass and we both looked at it intensely. It still had my wet cum all over it from when I shot my load inside of him.

“Wow, we really need to clean this” he said to me.

“Yeah”

He then took the dildo and shoved it into his mouth like a corndog at the fair. And he sucked it dry.

“You’re not the catholic school boy I once knew, are you?”

“Next time we do this, I’ll dress up for you now that I know you wanted me when were in school.”