Author’s note: Please feel free to comment. This is my first story, so any (helpful) feedback is appreciated. I’ll probably post a sequel to this, although it may take some time.
This all happened in the summer where I turned 18. Every year, my parents went on vacation for a few weeks, usually abroad. In the years before, I went with them, but seeing as I felt too mature to go on vacation with my parents, I decided to stay home this year. I hadn’t planned much to do yet, so in the beginning I just stayed home most of the times, occasionally meeting with my friends. One of those friends was Jake. We met in school, and, like me, he had also just graduated. We hung out a lot and got along very well, and I considered him to be one of my best friends, if not the best.
It happened on a pretty awful day. It had been cloudy all the time, and it was fairly cold outside, so I decided to stay indoors for the day. I got a call from Jake asking if he could come over, maybe to play some games. It wasn’t anything out of the ordinary so I said sure. Half an hour later he was at my door. The day went by normally, as we spent most of the time playing videogames, talking, and just hanging out.
As we were playing, Jake suddenly stopped and turned to face me.
“Hey, there’s something I need to tell you.”
His voice sounded very serious. “Uh sure, what is it?”, I asked.
“I’m… gay.” I think he expected me to be surprised, but I wasn’t. I actually kinda knew for a while now. He just didn’t seem interested in girls, but rather in the other sex (or same, depending how you look at it). I still didn’t really know how to respond though.
“Oh”, was all I really could manage.
“You don’t sound very surprised…”, he looked at me with a questioning face.
“Well, no, not really. I’ve had my suspicions for a while now actually.”
It was his turn to not really know what to say now. I guess he expected this conversation to go a little different.
“So what about you then?”, he asked.
“What about me?”
“Still straight, or have you expanded your horizons?”, he said with a little laugh.
“Uh, yeah, nothing’s changed.” I was a little confused about why he was asking me this. “Why do you say that?”
“I saw your search history. You should be a little more carefull with that.”
Now I was surprised, and a little shocked. It was true I let him use my laptop a while back, but it didn’t really occur to me then that I might have forgotten to delete my search history. Fuck.
“Well, ok then, you saw that. So what? Not like I watch gay porn.”
“No, but the stuff you watch…”
“What about it?” I was getting a little annoyed by these ‘accusations’.
“It was all anal!”, Jake exclaimed, “you seem pretty obsessed with it. Nothing but asslicking, anal, ass-to-mouth…”
“So? A lot of straight guys are in to those kinds of things.”
“Yeah, but straight girls usually aren’t. I’m guessing you’ve never actually done anything like that, have you?”
“Uh, no. I’m still only 18. Plenty of time to try those things… if I wanted to.”
“True. But gay guys pretty much only have anal to do. And a lot do the other stuff as well.”
“Okaaay…”, I didn’t know what to say at this point, nor did I really like where the conversation was going.
“You’ve never thought about doing any of those things… with a guy?”
“No! Of course not. You know I’m straight.”
“I’m just saying, there are a lot of gays who would be happy to help you with those fantasies…”
I didn’t say anything, but just looked at him weirdly.
“I just thought maybe you would want to try those things… with me.”
Again I didn’t say anything. Now I was just shocked, staring at him with my mouth slightly open. Did he just say he wanted to have… sex with me?
“It’s not like I have a crush on you or anything, but you’re still pretty attractive. And when I saw what you’re into, I just figured, maybe, you actually wanted to do that with someone.”
“What? No, man, that’s just… weird.”
“It doesn’t have to be! It’s something purely sexual. It’s just you fulfilling your sexual fantasies… and I can help with that. How about we just start off with something simple?”
“I don’t know about this man”, I said, “it’s still very weird.”
“Are you sure about that?”, he asked, now with a grin on his face, “cause that bulge in your pants seems to say otherwise.”
Damn, I thought, busted. It’s true that all this talking about doing what I had been fantasizing about had made me horny, even though I was still very reluctant about the entire idea. But still, my rock hard cock wasn’t lying, and it was hard to hide its entire 8 inches.
“So you’re sure you don’t want to do this?”, Jake said as he stood up and slowly moved towards me, with that same grin on his face. He got on his knees as he got closer, and slowly crawled his way between my legs, and I couldn’t help but move them apart to give him better access. As he sat there between my legs, he then moved his hand over to my leg, as he moved it towards the big bulge in my shorts. “You sure you don’t want to do this then?”, he asked again, when he finally reached my dick and began stroking it, making me breathe even heavilier than I had been. I couldn’t say anything at this point, because I actually really, really did want to do it, whatever it was going to be.
Next, he moved both hands towards the zipper of my shorts, slowly undoing them, and starting to pull them down. I moved my hips up for a second to help him get them off, leaving me in my boxers. Again, he started to massage my dick through the fabric, and the incredible feeling made my cock twitch even harder, before he slowly started to take of my
boxers as well, until the entire girth of my dick sprang free. Jake was now genuinely smiling, staring at my penis.
“Wow, it’s even bigger than I hoped for!” He exlaimed. ” And so nicely trimmed too. It might be hard to make that thing fit, but I think we can make it work.” Next, still smiling and now staring into my eyes, he grabbed my hard-on and started stroking it, pointing it upwards, after which he moved his face towards my groin and started to lick my balls. I just sat there, mouth wide open, breathing heavily, as m friend was jacking me off and licking and sucking my balls. He again took it another step further, as he moved his mouth towards the tip of my dick, first gently licking it, and then opening his lips to take it in his mouth. The incredible, awesome feeling of his warm, wet mouth on my penis just got better and better, as he took more and more of it into his mouth, sucking on it all the time. He then started to move his mouth up and down, as he massaged my balls. He kept licking the underside of my shaft with his tongue, and he kept doing this for a few more minutes. He then let go of my cock with his mouth and sat back for a few seconds, before asking me,
“so… you wanna fuck my ass now?”
“Really?”, I asked, “I mean, you sure you can take that?”, as I was not sure if my huge throbbing member wouldn’t hurt him too bad.
“I think I can handle it.”, he said, again that wicked grin on his face, as he probably knew full well what he was doing. “But maybe it’s better if we go to your bedroom.”
And so he stood up and headed up the stairs to my room, my cock in fast pursuit. As reluctant as I was at first, the idea of fucking his tight little ass almost made me drool now.
Once we were in my room, he took a small bottle of lube out of his pocket and placed it on the bed. Just how sure was he that we were going to end up doing this? Next he started taking of his shirt and shorts, leaving him completely naked. He was also neatly shaven, like me. After he had thrown his boxers to the side, he took the bottle of lube and squirted a generous amount into his hand and started lubricating my dick with it, making sure to cover the entire thing. The cold, moist feeling sent a shiver through my body, after which he turned around and got on the floor on his hands and feet. He lowered his head to the floor, with his ass up (which turned out to be completely hairless), and used some of the left-over lube from his hand on his asshole, fingering his hole with one, and then two fingers. Once finished, he turned his head around and told me he was ready, spreading his ass-cheeks with his hands.
“Ok, go ahead.”
“You’re sure about this, right?”
“Yes, I’m sure. Now shove your big, hard cock in my tight little asshole”, he commanded.
This was more than enough encouragement for me, and I moved closer to him, pointing my dick at his ass. I placed the tip at his hole, and started to apply pressure, slowly squeezing it in. Jake started to moan and grunt at as I increased the pressure on his asshole, until the tip finally popped in.
“Oh fuck”, he sighed, “keep going.” I kept forcing my cock in, inching my entire length into his hole, until I was finally balls deep inside of him. I’d never done anal, and the feeling of having every bit of my penis in this soft, warm, wet enviromnent was almost enough to make me cum right there. Fortunately I didn’t, and started fucking his ass properly. I pulled out almost all the way, then pushing it in again, still slowly, but faster and faster, until I was going at a steady pace. Jake kept moaning and grunting all the time, talking dirty.
“Hmm oh yeah, fuck my ass. Fuck it hard.”
I had lost all inhibition at this point, and I really didn’t care about acting gay or not.
“Yeah, you like that, don’t you?”
“Yes daddy, I wanna be your little fucktoy, you can fuck me any way you want.”
I was a little surprised about what he just said, but it turned me on nonetheless.
“Ok then, take it like the fucking whore you are.”
I sped up again, really thrusting hard in and out of his tight hole. I felt I was coming close, but Jake stopped me before I came.
“Wait, lets do a different position”, he said, breathing heavily, as he climbed on the bed, letting me fuck him missionary style, bending his legs back.
“Ok, stick it in me, daddy. Pound your little fucktoy’s hole.”
I obliged him, quickly shoving my dick all the way in his ass. It slid in really easy this time. I started fucking him at the same speed as before, and I didn’t take long before I felt I was coming close again.
“Fuck, I’m gonna come.”
“Yes daddy, come deep inside me”, he pleaded. The sight of my dick rapidly entering his asshole, together with all this hot dirty-talk, pushed me over the edge. I thrust one last time with all my force, getting every inch of my cock inside of him, and started cumming like I had never cummed before.
“Oh fuck, cumming, nnnngggggghhh”
I shot off wad after wad of my jizz, which seemed to go on forever, as I was staring into his eyes while he moaned in excitement.
When I had finally come down from my orgasm, I pulled out slowly, as a little cum started to ooze out. His hole was gaping slightly, which looked incredibly hot. I then collapsed on the bed next to him.
Next thing I know, he suddenly sat upright next to me, and moved his head towards my groin. I stopped him before he reached it.
“Whoah, what the fuck are you doing?”, I asked, slightly shocked at his intentions.
“Scratching off another thing from your list. Why?”, he said, as if it was completely normal.
“Yeah, but I’d only do it if I knew it was clean, like in the porn. You do realise that’s just been in your ass right?”
“Yeah I know. But don’t worry, it’s clean. I mean, I cleaned out my ass before I got here.”
“Just how sure were you we were gonna end up fucking?”, I asked, even more surprised than before.
He smiled. “I was pretty confident. I can be very persuasive, you know. So are you going to let me clean your cum and ass-covered cock or what?”
I didn’t respond, but just let him get to it. He continued moving his head towards my groin, and started licking at the base of my cock, making sure he covered every square inch. He took my penis in his mouth and started gently sucking on it while he lowered his head. The thought that only a minute before my dick was completely inside his ass and he was now blowing me, just added to another one of the hottest moments I’d ever experienced.
He stopped when I was finally soft again and just sat there next to me for a while, scooping up the cum that was flowing out of his asshole and licking it up, before asking, “so, what do you wanna do now?”
“I don’t know, but I don’t think I’ll be going out of the house today again.”
“Oh no, nothing like that. I mean, what do you want to try next?”
“Uh, what DO you mean?”
“Well, there were other things you wanted to do, no?.”
“Like what?”
“Weeeeell… if you clean it, I’ll lick your asshole.”
I just stared at him for a few seconds. “You’d do that?
“
“Haha, I just licked cum and ass-juices from your cock, I think I know what I’m offering here.”
“Uh, yeah, I still don’t know. I know all this other stuff kinda weirded me out as well, but this is still a step further.”
“Oh come on, it’ll be fun. You won’t regret it, trust me.” He smiled at me, and I could tell from the look on his face that he wasn’t kidding.
“Well, ok then, I guess.”, I mumbled, as I got up and moved to the bathroom. There, I took of my shirt which I still had on and got in the shower. I made sure I was very thorough, and cleaned my ass with plenty of soap twice. I dried myself off and went back to my room, where I found Jake sitting on the bed.
“Ok, good. Now lie on the bed on your back, and bend your legs towards your face.”, he instucted. I did as he told me, lying on the bed and bent my legs as far back as I could. I felt very… exposed in this position, but still, I started breathing heavily and was excited about what was gonna happen. Jake got of and sat at the edge of the bed, taking a pillow to sit on. And next thing I know, I felt his hot breath on my ass-crack.
“You ready?”, he asked from between my ass-cheeks.
“Y-yeah”, was I all I could manage.
Then suddenly, I felt one of the most amazing feelings ever. I felt the tip of his tongue touch my asshole, and it sent a shiver down my whole body. He started off with lightly flicking my asshole with his tongue, which was awesome as it was. But then he really started lapping at it, forcing his tongue against my asshole, as if he was trying to clean off a spoon. It was almost as if he was desperate, starved, and my ass was the only thing that could satisfy him. I started moaning loudly. I had my eyes closed the entire time, but I raised my head to look at him as he was eating my ass. He stopped for a second and popped his head up a little when he noticed I was looking at him.
“You like that, daddy?”, he smiled.
“Yeah. Keep going”, I mumbled.
His smile widened, and his mouth dissapeared between my legs, and soon I felt that now familiar feeling of his wet, soft tongue against my hole, lapping away like there was no tomorrow. He kept this up for a bit more, until he changed tactics and started tongue-fucking my asshole. He pushed his head back and forth, desperately trying to get as much of his tongue in my ass as he could. Next he suddenly just buried his entire face into the crack of my ass and started wiggling it around or grinding his face up and down, his tongue or his nose occasionally forcing its way into my hole. I couldn’t believe how hot it all was, and felt. Here I was, flat on my back with my legs in the air, while my friend was licking and tongue-fucking my asshole. And it went on for what seemed forever, as he continued to work on my hole for at least 10 minutes. All this time he completely ignored my balls and cock, focussing all his attention on my asshole. He kept going for a little longer, then stopped and just sat there. I was completely hard again.
“So now that you’re hard again, there’s something else I want to do.”
“Such as?”
“I want you to fuck me in the mouth. Throatfuck me, facefuck me, you know. Use my mouth as your personal little fuckhole.”
“Wow. Well, ok then.” There wasn’t any objection from me this time. It didn’t have anything to do with what fantasies I had about anal, but it sounded totally hot. I got of the bed and stood in front of him, as he was sitting there on his knees. When he gave me a blowjob earlier he didn’t really take that much in, so I was wondering how deep he could really go. I positioned myself right in front of him, and he immediately stuck out his tongue and opened his mouth, staring at me.
“Looks like you really want this, huh?”
“Yes, daddy, I’m a desperate whore. Will you fuck my mouth, please?”
I didn’t delay any longer and pointed my dick at his waiting mouth, as I started moving in. I moved slowly, inching my way in like I did when I assfucked him, expecting him to start gagging soon on my big member. But, to my surprise, nothing happened for the first few inches. He just kept his head still, his mouth open, and his eyes fixated upon me, as he took more and more of my dick down his throat. I was amazed, and extremely aroused. It just felt so fucking good, as his mouth enveloped me, its soft, warm enterior giving me pleasure beyond belief. I was almost halfway in when it started to get harder to move.
“Oh fuck, take it you fucking whore”, I sighed, as I grabbed the back of his head with one hand and started forcing the last few inches of my cock down his throat. Only when the base of my dick dissapeared into his mouth and my tip was poking the end of his throat did he start making gagging noises, but nothing really serious. He didn’t look distressed or anything, and did nothing to try and stop me. I stayed there for a few more seconds, savouring the unbelievable feeling, until I finally pulled all the way out to let him breathe. He gasped for air when I pulled out, still looking at me.
“Good. Now fuck me in the face, daddy, please”, he begged, as he moved his hands behind his back. He really wanted to be used. His holes were mine to fuck and use any way I wanted.
“You got it, slut.” I took my cock and placed it in his waiting mouth again. Next, I took his head firmly with both my hands, and just started fucking him in the face. I started of relatively slowly, holding his head in place and just jamming my cock all the way in his mouth before pulling back, repeating the process.
“Harder, daddy”, he told me after I had pulled out a few times.
I obliged him, as I started moving faster and faster, not just moving my cock in and out, but also moving his head in unison with my forcefull thrusts. Every time I moved his head back I pulled out about halfway now, then ramming the entire length of my dick back down his throat. He made awesome gagging noises every time I thrust in all the way. Spit started drooling from his mouth, as I was mercilessely fucking his face. I switched tactics, instead of fucking his throat, I pulled out all the way, then forced my cock back in and stayed there for a few moments, enjoying this warm and wet feeling. He gasped for air every time I pulled out.
“You like fucking my face, daddy?”, he asked me, still panting.
“Yeah, I do. You’re a talented little whore, aren’t you?”
“Yes, and I’m your whore to use. All my holes belong to you.” He smiled. “Want to do a different position, now?”
I was perfectly happy about the position he was in right now, but I figured it wouldn’t hurt.
“Sure.”
He got on the bed and layed on his back. Next, he scooted over towards me and positioned his head so it was hanging of the edge of the bed, giving me unristricted acces to his mouth.
“Fuck my throat, daddy, use your whore’s mouth.”
I wasted no time and quickly stuck my dick back into his mouth and resumed the facefucking I was doing earlier. I soon realised that fucking his throat like this made it much easier for me to ram my cock in all the way. He was also in a position which made it easy for me to focus on my thrusts, as his head didn’t move around that much. I don’t think my brain was working properly anymore. It was all too hot, it felt too good, and it felt like I was losing my sexual sanity. I started to fuck his face with all my abilites, pulling out almost all the way, leaving just the tip at his lips, before thrusting back in all the way. I just kept at it, going faster and faster, ramming my cock with all my might, as he made gagging noises. I kept humping his face as long as I could, while drool was running down his face and my balls were slapping against his head, untill I reached the point of no return. Thrusting in all the way, I stayed in his mouth and started cumming down his throat. As awesome as it was when I jizzed in his butt, the pent up sexuality made me cum now like I had never done before. I just shot my load down his throat, as I felt him trying to swallow every last bit of it. I pulled out to let the last three blasts of cum shoot onto his face. I took a few steps back. We were both panting, me from all the humping, him from occasional lack of air. He got of the bed and sat in front of me. His face was a mess, covered in spit and cum. He started scraping of the bits of cum on his face, licking his fingers, trying to get everything.
“Your cum tastes delicious.”
I just stood there, catching my breath.
“And seriously, that was the best fucking my face ever received.”
“Thanks, I guess.”
“From now on, everytime you’re horny, everytime you want to get your ass licked or need to fuck something, you can call me. You can use me however you want. I’m your personal fucktoy now, and all my holes your yours to fuck.”
“Ok, but right now I’m too spent to do anything else. Maybe tomorrow.”
His face lightened up and he smiled at me. “Ok then, I’ll just clean myself of and I’ll see you tomorrow then. This was fun, no?”
I obviously couldn’t deny it, “yeah, it was.”
And without another word of explanation he left, taking his clothes with him. I sat on the bed, my mind racing at all the things that just happened. But still, the fact that I my own personal fucktoy made me smile. And I was looking forward to tomorrow.