This past Friday the 25th I was playing around on the computer, not really cruising, but actually catching up on the news, reading reviews of new movies that had just opened in theaters, watching some YouTube videos, etc. It was after work and the beginning of the Holiday weekend so I was just chilling and glad that I had the next few days off. I also pulled up the standard gay cruising sites but as it was 6:00 or so in the afternoon I didn’t expect there to be many guys online. Also, I just wasn’t all that horny. There could be someone online though who was looking for later that weekend and I knew that it never hurt to just open the sites and then periodically check for any incoming e-mails while I did other stuff on the computer.
I had been reviewing my financials and was quite bummed at how the stock market has been doing the past couple of weeks (the DOW down over 1000 points… Jesus Christ my 401K is getting killed), when I saw that I had a couple of new emails. One from BBRT and the other from Manhunt. I opened BBRT and it was from a guy in his mid-40s with a few naked pics, and an otherwise scarce profile. I did notice that he indicated he had a big dick, and there were a few pics where he showed his cock but the photos were not very good, probably taken from a phone or cheap camera. You could see his cock but they were body shots and all I could see was that he had something hanging between his legs. His profile also indicated he played at his place, which caused me pause because I rarely go to other guys’ places, preferring to whore out my hole at home.
His message was the standard, “What’s up?” which is fairly common and usually just tossed out there to see if the other guy is interested. I like guys who are more to the point and aggressive but I always reply back regardless and sent him a non-committal message telling him I was just chilling and ‘checking things out.’
I then opened up Manhunt and low and behold the same guy had sent me a message there as well. The screen name was the same, as were the pics and the minimal profile. He indicated he was vers/top, which for me is usually a good sign as I rarely top. I’ve noticed that most guy don’t outright lie about as to whether they are top or bottom (although it does happen…) but a guy who at least advertises he’s vers but then tosses in Top as well usually is a better opportunity because my profile lists me as strictly Bottom. I don’t even play around with the vers crap. I’m a bottom… I get fucked up the ass. I gave up on any ‘versatile’ descriptions of myself years ago when I hooked up and some of the guys wanted to get fucked even when we had arranged that I would be getting fucked. Any versatile description left in my profile was enough for some guys to think I was going to pound their hole also, which I never did. So no more vers for me. Any guy who took the time to read my profile knew that I didn’t top and strictly wanted cock up my ass.
I noticed on his Manhunt profile that he was ‘negative’ and played ‘safe only.’ That, of course, was not what he has listed on his BBRT account. I’ve found a lot of guys advertise differently depending on the site but I don’t get hung up on it. I assume whatever the nastier description is usually what the guy is into. If someone talks about kissing and cuddling on one site but then says they are into watersports and fisting on another… I have a good idea of what they really want to get into.
The message he sent me on Manhunt was the same from BBRT and I responded the same as well, and added that I was the other guy on BBRT and we had just chatted on that site. I have pretty much the same pictures and he probably already knew that. I was curious though if he responded what site he would use as it would be a clear indication of what type of shit he wanted to get into, assuming it even got that far. Would he be the bareback top or the safe only top?
Sure enough after a few minutes I got another message from him on… BBRT. I thought to myself, “Cool, we got that cleared up.” It was a short message and he indicated he had some time to hook up if I could play now.
Since I was not really actively cruising I wasn’t sure how I was going to respond. Most guys assume that if you are online that you must be looking to connect which just isn’t the case all the time. Sometimes you just want to see who’s online, maybe see a bud that you know and set something up for later, etc. But this guy was looking for now and I either had to decide quickly if I wanted to play, or to nicely but honestly explain to him that I couldn’t play right now and hope he didn’t think I was a flake.
So I pulled up his profile again and started taking another, harder look at those grainy photos. His profile indicated he was younger than me but I knew he wasn’t. I look young for my age and he sure wasn’t the 6 years younger that he was claiming, but probably more like 6 years older. That wasn’t a good sign as I don’t care how old guys are but if you can’t be honest about your age there are probably other things you aren’t honest about either… sometimes to the point where the pics aren’t even the same guy.
The bottom slut I am though kept glancing at the “Huge” description he had listed for his cock on BBRT. On Manhunt you list the actual inches and he had indicated 9” x 6.5” (Uncut). I looked back at the pics and I could tell he had a nice cock, but huge, let alone 9” and thick? I doubted it, but at the same time I’ve found that guys who have the nerve to indicate that they have a ‘huge’ cock or say they have 9” may not be that big, but they usually have a good size cock and are exaggerating just like most guys do.
As I was looking at the pics he sent me another message on BBRT with his address and asked if I could wait 15 minutes before taking off, as he wanted to get himself something to eat. I hadn’t responded back telling him whether I wanted to even hook up, and now he was going to grab a bite to eat and was expecting me to head over. I was tapping my fingers on the desk trying to decide, “Do I or don’t I?” I recognized his address, or at least the area, and I knew he was very close, probably no more than 10 minutes if I hit traffic lights right.
I wasn’t really horny but every once in a while I get wild hair up my butt and I thought to myself, “What the fuck, do it.” I then typed back, “I’ll hop in the shower and then head over,” and then hit the send button. I had committed.
When I plan on getting fucked I have a fairly precise way I get cleaned out. I won’t go into the details but every good bottom finds that routine that works for them and makes sure their hole is squeaky-clean. Needless to say my ‘process’ took more than 15 minutes so this was going to be the quickest clean up I’ve done in a long time. I knew that part of me would be nervous if we actually met up and he was going to want to fuck. But I had already hit the send button and the clock was ticking so I headed to the shower and cleaned out as quickly as I could, which still took a good 10 minutes of constant hosing out. When I got out of the shower I rubbed my hand over my abs, pushing in a bit, and just hoping that I had done a good job. I hadn’t eaten dinner yet so I felt that I did as well as I could in the short time I had.
I checked back on the computer to see if he had left me another message and sure enough he had simply wrote, “See you soon.”
I headed to my car, hopped in, put his address in the GPS and backed out of my driveway. Less than 30 minutes earlier I was sure I wasn’t going to be doing anything; wasn’t even looking, and yet here I was driving to a stranger’s house where if everything went right I was going to be fucked up the ass. Because of the speed of this hook-up and the little I knew about this guy I felt some anxiety as I drove toward his place. I thought to myself, “What in the fuck are you doing? You aren’t even horny! What in the hell are you turning into?” I shook off those thoughts because there is a point where you’ve gone too far to pull back. I’ve done some very high diving when I was younger and there is this anticipation and excitement of jumping, knowing that once you step off the ledge there is no turning back. Your heartbeat goes up, you take deep breaths, your mind is very focused on what you are about to do, and then you jump. As I drove I found that I was doing the exact same thing and the little psychologist in my head knew that one of the reasons I met with complete strangers and let them proceed to fucking do whatever they wanted with me was that I enjoyed the anticipation of not knowing what was going to happen. There was some fear, there always was, but it turned my whole body and mind into this endorphin producing slutty whore that was just going to step off the ledge, jump, and see what happened.
The traffic light gods were good to me and I was at his apartment building in 10 minutes flat. There was plenty of parking across the street. I got out of the car and started to walk toward the building. I noticed that although this residential neighborhood appeared normal this particular apartment building was pretty dumpy, to the point where it stuck out as an eyesore. As I walked up the steps I noticed that the entrances to the apartments were on the outside and looking up the unsafe looking wooden stairs I could see his apartment number on one of the doors. As I walked up the stairs to the second level I couldn’t help but think, “This place is a dump.”
I rang the bell and my heartbeat was speeding up a bit but the excitement felt good as I waited to see who would open the door. 95% of the time I play at my place so I’m usually the one wondering who has driven all the way to my place, but the shoe was on the other foot this time and I was the stranger waiting outside.
The door opened and a few things hit me at once:
- There was no furniture in the apartment. I saw a few cardboard boxes, a plastic cooler, a little kitchen area with just a few items scatted on the counter including a laptop computer. There was one cheap plastic chair in the kitchen were it was clear that is where he sat when he was on the computer. I briefly noticed that the carpet wasn’t exactly dirty but I could tell it hadn’t been vacuumed in a long time. He most likely didn’t own one. I could see a hallway leading off from the kitchen but I wasn’t sure where it went.
- The guy now looking at me was definitely older than me by at least 10 years, so around 15 years older than his profile had indicated. He was about 6’. He was scruffy, hadn’t shaved in several days, graying hair, and was wearing nothing but boxer shorts. He was very hairy, but his body was surprisingly fit, if not a little thin. I wasn’t sure if he worked out but I could see some muscle tone under his hairy chest and in his arms and legs. He was not a handsome guy by any means. He reminded me of the actor Sam Elliott.
- There was something hanging behind his boxer shorts and it looked HUGE.
I took all of this in within a couple of seconds and quickly brought a polite, if not somewhat fake, smile to my face as I walked in and he shut the door behind me.
He was smiling and introduced himself. I reached out and shook his hand and introduced myself as well. I was still a little in shock at the surroundings and I was wondering all sorts of things as my mind raced with questions. Was he homeless? I could tell he didn’t just move in because the place had a ‘used’ look to it so I knew he wasn’t waiting for the furniture to be delivered. This guy lived like this. He had nothing but a cooler, whatever food he had in the fridge, a computer, and a cheap chair. That was it.
When I had gotten out of the shower earlier I had put on some gym shorts (no underwear), a short sleeve workout shirt, and my gym shoes. I work out a lot, stay tanned by going to a tanning booth a couple of times a week, and generally come across as a regular guy who stays in shape with some solid muscle tone. I am exactly what my profile indicates. This guy was not… except for the ‘something’ that was clearly now sticking out from his boxer shorts.
I usually don’t feel awkward, especially if I’m playing at my place, but I found I was a little bit nervous with this guy. He was giving off a creepy vibe that no doubt had something to do with surroundings. What was his story? I couldn’t ask him though as he was looking to mess around and I doubted if he wanted to tell me his life story and why he was living out of such a dumpy place. This was definitely not what I had expected and was already starting to get weird… but then again my eyes kept glancing down at his boxers and I knew I was going through with this as whatever it was that was behind those boxers had continued to grow even bigger.
He reached out and lightly grabbed my upper arm and commented on my body, saying it was nice, hot muscles, etc. He was smiling and I got the impressions that he wasn’t nervous in the least or was self-conscious at all about his surroundings. He came in closer and started to grope my body with both his hands, running them across my chest and then reaching down and slowly pulling off my shirt which he tossed on the carpet. He stretched his neck forward and started to kiss me. I didn’t pull back but as I saw him coming forward I wondered how bad his breath was going to be and if I was going to be able to fake kissing him back. Surprisingly there were no strange odors, he was clean, and as he started to press his entire body against mine I could smell that he probably hadn’t taken a shower in a few hours but he didn’t stink. As he kissed me I could feel his unshaved face rub against mine which turned me off. I didn’t really like the kiss but as he pressed against me I also felt whatever it was that was still hiding in his boxers press against my hips. I continued to fake kiss him back.
He was starting to get more aggressive and with his fingers he started to pull my shorts down. Other than introducing ourselves we had hardly spoken, and now he was getting ready to pull off my shorts. I stepped back, pulling my face away from his, knowing that the whore that lived inside of me was about to come out big time. I beat him to the punch and pulled my shorts down and then off my feet and stood back up. I was now completely naked except for my white gym shoes and socks. There was no backing out now. In fact I was ready to get as sleazy as this guy wanted to get. I was standing naked in front of some older, hairy guy who if you saw him on the street you would think he was homeless. Some fucked up part of my brain got off on the thought of it.
Standing a few feet away from him I started to stroke my cock with one hand and rub my other hand over my chest. I also started to lick my lips, as I wanted him to know that I was game for whatever we were going to do. I wasn’t being subtle and I wanted him to know I was ready to get down to business.
“So what do you want me to do?” I asked, as I continued to stroke my cock and grind my body slightly.
“Whatever you want,” he replied. He had yet to take off his boxer shorts and I knew exactly what I wanted to do.
“You like to get sucked?” I asked.
“Yeah man,” he responded and for the first time he reached down and grabbed this mound of something that was still covered beneath his boxers.
That was enough for me as I walked the short distance between us, dropped to my knees, and reached up with my fingers and pulled his boxer shorts down to his knees. The first thing that came to mind was Chad Douglas. He was an old-time porn star from the 80s who I had fantasized about him when I was younger. For those of you who don’t know Chad Douglas he was a tall, hairy top, but mostly known for his famous cock. Chad Douglas’s cock is pretty fucking big. I had watched the same few movies and video clips that he had made probably a hundred times, if not more, especially a scene from the movie Spring Break where he fucks this young blonde kid like there is no tomorrow.
This guy had what looked exactly like Chad Douglas’s cock, but about 1/3 bigger… I had to try and hide the initial shock that came over me when I first saw it pop out of his boxers as I was afraid I’d freak the guy out if I let out a gasp. But my mind was silently screaming, “Holy shit!”
This guy may have lied about his age but he did not lie about his cock, or if anything he understated it. It was indeed HUGE and it was not 9” but instead closer to 11” at least. And it was thick… and already fairly hard. It hung out and down from his body as most really big cocks do. I just looked at it for a few seconds, just savoring the view that was inches from my face. I knew how fucking rare it was to meet a guy with a cock like this. I have fucked more men than I can keep track of but I knew that this guy’s cock was definitely in the top 10 of any cocks I had been with. I didn’t do the math, but as I type this now I know this guy is in the 1%... or shit less than the 1% of guys who have really big cocks. I have gone a couple of years before running into a cock like this, yet here I was with one swaying right in front of my face.
I grabbed it with my hand and then slowly started to wrap my mouth around it. He was hard already as I held his cock and pushed my mouth down on it. I could also feel the weight of it in my hand. I knew that any time I grabbed a guy’s cock and I could actually feel the weight of his cock that I was getting something very, very special.
He had put his hands on my head but didn’t push me onto his cock. I kind of wish he did, but that was ok as I continued to try and push my mouth more and more on his cock. I was using my tongue to lubricate his cock while at the same time trying to relax my jaw and throat just to get it in. After about 30 seconds I had his cock coated with my spit and I was pushing it as far as I could to the back of my mouth and it still was only half way in my mouth. With his cock as deep in my mouth as I could get I still had one hand completely wrapped around the base with a couple of inches to spare.
I continued to suck him, albeit only down to about half his length, and as I did so every slutty cell in my body started to come alive. I felt my body, my hips, and even my toes flexing and moving as I tried to push more and more of his cock into my mouth. Neither he nor I had touched my hole but I could feel that as I pushed my mouth down as far as I could I simultaneously felt my hole push out instinctively.
I have been throat fucked, and throat fucked hard, and I wondered if I would be able to handle this monster if this dude started to get really aggressive. Part of me wanted this guy to just take over and make me do anything he wanted, but there was also some sliver of common sense still in me that knew that if this guy went over the top rough on me that I would be in for an experience that would push all of my limits. Even knowing that if he went rough I would probably be taking more than I could handle there was still a part of me that was thinking to myself, “Dude go for it… please just get really rough with me, slap me, push me down, force me, do something that will really scare me and know that you mean business.” I’d been through some rough situations before but with the size of this guy’s cock I knew that if he went rough either orally or up my hole that I would be taking it rougher than I ever have.
Fortunately, or unfortunately depending on how I was thinking about it he didn’t get rough with me. He just kept his hands on my head as I tried to push my mouth deeper on his cock. My over the top, quasi-rape scene would need to wait for another day.
I continued to suck him for a few minutes. His cock surprisingly stayed nice and hard the entire time. I’d been with some big dicked guys and some of them have a problem keeping an erection. This was not one of those guys. He was enjoying just looking down at me sucking his dick as I noticed the horned look on his face as I occasionally looked up at his face with his cock buried in my mouth.
There was a point where I was fairly certain this guy was horned and enjoying himself. He was sending all the usual signals, but I wasn’t going to really push the scene any faster than he wanted to go. I like to suck cock, but after a few minutes of worshipping this huge monster with my mouth I couldn’t help but start to think about how it would feel pushing into my ass. So I pulled back off from his cock, looking up at him again, and asked, “Do you want to fuck me?” His response caught me a little off guard.
“Are you loose or tight?” he asked.
After he asked me that odd question I wondered if the look on my face changed, if just a little, and looked as puzzled as the thoughts that went through my head. What did he mean am I loose or tight? I’d never, ever had anyone ask me that. I wasn’t sure if he was curious if I was going to be a tight fuck, or if I was going to be a loose fuck, thinking that the question had something to do with how much he was going to enjoy my hole.
Still not sure what he was getting at I lied and told him, “I haven’t been fucked in a few weeks, so it’s been a while.” In fact I had been fucked just a few days earlier but he didn’t need to know that. Plus anyone who fucks knows that unless you have just been fucked, or have been playing around with toys, that your ass pretty much goes back to it’s ‘normal’ state fairly soon after major ass play. The reason he asked the question soon became clear.
“Ok, then I’ll lay back and let you sit on it so you can get used to it,” he said pleasantly.
He wasn’t asking me if I was loose for any selfish reason, but instead he knew that because of the size of his cock he wanted to make sure he wouldn’t hurt me. That made sense. Now in hindsight, and as I’m writing this, I regret that I didn’t understand where he was coming from. He simply wanted to know whether I wanted to sit on his cock to make it easier for me, otherwise he would start to fuck me in some other position where he would be more in control. But because I didn’t want to come across as some total loose slut hole I lied and told him I hadn’t been fucked in a while. What I just missed out on was him mounting my hole the way he wanted to.
I don’t know what it’s like to have a huge cock but this guy most likely had fucked enough holes where he knew that many guys would have a problem with his size. His approach to finding out if I could take him though was just oddly worded. Again, I wondered what would have happened if he had been some wild motherfucker who was just going to rip open my hole. Damn, that would have been rough but I knew I fucking wanted it that way. Still, this was a good opportunity even if the guy wasn’t some sadomasochist who wanted to rape my hole. It was still all good.
I was still on my knees and I watched as he walked over to the kitchen area, opened a drawer, pulled out a little bottle of lube, and then proceeded to pull out the very familiar golden colored Magnum condom wrapper.
“Son of a bitch,” I thought to myself. I had chatted with him on BBRT but here he was pulling out a condom. I had connected with guys from BBRT many times and of course it’s bareback almost every time. But once in a while there’s a guy who advertises on there but still wants to play covered. It’s rare, but it’s happened and if he wanted to fuck me with a condom I certainly wouldn’t say no. I know some guys who would call it off, who never play with condoms, but I’m just not that way. I knew that the experience was going to be dramatically less exciting but as he walked back over to where I was in the middle of the room I quickly got over my disappointment as I watched his cock swing almost half way down to his knees, from one leg to the other. It was fucking hypnotizing.
His personality had remained pretty much the same since I first arrived about 5 minutes earlier. I could tell that he was just an average Joe except for the fact that he had a monster cock. He wasn’t cocky, or aggressive, but instead was just a horned up dude who lied about his age in order to mess around… and also appeared to be on the brink of being homeless. It was a little strange but I could handle it.
He came over and laid on his back next to me and put the condom down on the carpet. He kept the bottle of lube in his hand and pulling his head up from the carpet to see he opened the bottle and poured some of the lube directly on his cock. As he poured the lube on his cock I was once again reminded this wasn’t your average dude. Most guys just squirt a little lube on their cock and rub it in with their hand. This guy actually started to squeeze the bottle and pour the lube on the tip of his cock and then he moved his hand and continued to pour the lube down his cock to the base, and then he kept squeezing and started moving the line of lube back up to the tip of cock. Just like lines of coke he now had two lines of lube resting easily on the width of his cock as he closed the lid of the lube and handed it to me. After I grabbed the lube only then did he use his hand and start to rub the lube over his cock. Even with the amount of lube he had just poured onto his cock he still had to use pretty much all of it to coat the entire thing.
As I was watching him stroke his cock and get it lubed up I opened the lid and poured some on my fingers and then reached back to lube up my hole. I also made sure to pour on some extra lube and instead of just rubbing some lube around the edges of my hole as I usually do I used my finger and tried to push as much of the lube into my hole as possible. My finger is about 1/10th the thickness of his cock though so I knew that my finger wasn’t going to be warming up my hole. I still wanted to try to get some lube up and in me though. I know how to be spit fucked, but for this guy it was going to be lube, which was fine with me. Again, as I’m writing this I wonder what would have happened if this guy was some ruthless and mean fucker and instead of using lube he used just spit. I’ve been fucked with some big dicks with just spit, but this would be the biggest. Too late though, the lube was on and the guy wasn’t a macho sick fucker.
With both of us lubed up it was time for me to hop on top. Because I’m so used to going bareback I had momentarily forgotten that he had laid the Magnum next to him. Then I remembered and he certainly hadn’t picked it back up and started to put it on. He also had lubed up his cock without putting on the condom.
Without skipping a beat I climbed on top of his waist with my knees on either side of his hips. I could feel the meat that was between his legs. It wasn’t propped up against the crack of my ass and next to my tailbone… yet, but instead was underneath my balls pressed against his stomach. As I looked down I could see his cock dwarfing my own cock that was floating a few inches above his. Just seeing the contrast of his cock beneath my own was incredible. I reached down with my right hand and grabbed his cock and my own at the same time. My fingers didn’t even come close to touching. They didn’t even form a circle, but instead my fingers formed a large letter C shape with his monster cock and mine pressed together. I momentarily visualized how far a hole would be stretched if both his cock and mine were shoved in some poor guy’s hole at the same time. It would be more than a fist. The only thought that went through my head was, “Fuck…this is really happening.”
So he had put the condom next to him and then he didn’t touch it again. It was a game I have played many times but because I was on top and I was going to be doing the initial work it clearly was a game where I was going to have to make the first move. Do I grab the condom and put it on his cock assuming that since he took it out of the kitchen drawer he wanted to use it, or do I start to play without putting it on and see if he reacts. I wish guys would just fucking be direct, but once again I looked down and saw my hand wrapped around our cocks slowly stroking them and I knew what I wanted to do with his cock and I would just have to see if he was on the same page.
Those of you bottoms know that when you mount a guy from the top you need to get his cock in position. So I pushed up and off his body, remaining on my knees, and reaching behind me and down I once again grabbed his cock, but this time I pulled it up and back so that it rested on my crack and my lower back. Because of his length when I pulled his cock between my own legs to get it behind me it had to bend as it hit my balls and slid underneath me. Once it popped out on my backside I lowered myself once again and now instead of his cock resting on his stomach it was pressing against my lower back.
I’ve mounted many, many men and when I get into this position their cock usually only reaches up through the upper part of my ass crack. This guy though… his cock was not only spreading my crack but once it was resting against my lower back I reached back and felt how high up my lower back it went. It was way past my tailbone and I could feel it press against the curve of my lower back. Again my head just buzzed and I thought, “Holy shit, this is going to be a deep fuck.”
I hadn’t been looking at the guy’s face that much. He wasn’t a good-looking guy to begin with but he just couldn’t compete with his own cock. I couldn’t see his cock anymore, instead feeling the hugeness of it along my crack and up my back. I looked down at the guy and he still had a silly grin on his face. Unless I was a bad read I could tell he was simply enjoying laying there and watching me get everything ready. I had not touched the condom, which was laying only inches away on the floor.
I started to grind my hips with his cock still pressed against my back. With each grind I started to press more off my knees so the head of his cock would slide lower and lower down my back and into the crack of my ass. At first I was only moving a couple of inches but after about 30 seconds I was raising my ass all the way off his body so that the only thing I felt was his cock as the head of his cock slid lower and closer to my hole as I rose up and down on top of him.
Eventually as I pushed higher up and off his body the head of his cock found its way all the way down to my hole. If I were to go up any higher his cock would flop back forward onto his stomach. When his cock head hit my hole I stopped, pushed back down, and changed the angle only slightly so that now instead of his cock sliding back up my crack and my upper back it instead was pushed firmly on my hole. It did not go in, but it was not going to flop forward onto his stomach either. Again, you experienced bottoms know exactly how to do this.
With a smaller or even medium size cock I usually can then proceed to push a cock into my hole without using any hands. If the guy’s cock is hard enough I can usually just squirm my hole around the head and eventually the head will pop in and it’s all fucking from there. With this fucker though I knew I would have to reach down and hold his cock in place as I pushed down with my hole. It was just too thick and long and I knew that if I didn’t hold it in place that it would just slide sideways. And that is just what I did. I reached behind me and grabbed his cock and with his head already pushing against my hole I started to push my ass down on his cock.
My hand couldn’t get all the way around his cock. The head of his cock wasn’t huge and was less than half the thickness of the rest of his cock but the head was only ½ inch long lengthwise and then his cock went quickly to super thick and it stayed the same huge thickness all the way to the base. As I began to push down I felt his head pop in and even though it was smaller than the rest of his shaft it was still bigger than most guys I’ve fucked. I held it there for a few seconds, taking some deep breaths as the same time. I had the head in but I already felt the thickness of the rest of his cock as I tried to move down just an additional inch. I continued to grab his cock with my hand to hold it in place as my ass was struggling to stretch open. Even with the cock head in my hole it was not even remotely as wide as it needed to be to get the next inch in, let alone slide the entire monster cock all the way up my hole.
I closed my eyes and with one hand resting on the guy’s hairy chest and the other on his cock I pushed out with my hole knowing that when I did so it would open my hole just a little bit. I also breathed out and pressed my ass down on his cock at the same time. It did the trick and the next thing I knew I felt my ass quickly expand and an excruciating pain ripped through my hole as it opened. I always feel pain when a guy sticks his cock in my ass but when you run up against some of these bigger guys it’s an explosive pain that literally gets my legs shaking. I held it in for about 5 seconds and then I pulled off his cock entirely.
Just like with some of my bigger toys, I knew that if I pulled off and just let my hole close and rest for about 15 seconds that the next time I try I would most likely be able to take it.
“You ok?” he asked. I could tell he wasn’t really concerned about me but instead he seemed worried I wouldn’t be able to take his cock.
“Yeah, just let me get used to it. I’ll get it in.”
I waited about 10 seconds more and then proceeded to push it in once again. The head slipped in easier, but I still felt a shooting pain as it went in. I knew that this was going to be a tough one to take but I wouldn’t let myself back away from him. Again I waited just a few more seconds and then pushed down again and I felt about 2 inches of his cock push in and my hole opened up to the equivalent of the width of my wrist. A moan, or more like a growl, came up and out of my throat as I held his cock in place not letting any further slip in. It was tearing my hole up big time.
I had once again closed my eyes and had my head tossed back with my face toward the ceiling and I heard the guy tell me, “Put both of you hands on my chest.” I had still been gripping his cock with one hand but it was now firmly enough in my hole where there wasn’t a chance that it was going to slip or pop out. I was still on my knees, using the muscles of my legs to keep me balanced on his cock, as I knew I needed a little more time to get used to his cock. I dare didn’t slip and fall completely on his cock as it would have impaled me. I did as he asked though and leaning forward I put both of my hands on his chest. As soon as I had both hands resting on his chest he reached up and grabbed both of my wrists with his hands. I didn’t think anything of it as I was still controlling how deep his cock was going into my hole. And then he suddenly pushed up with his hips…
He had been laying there flat on his back on the dirty carpet and I had been slowly lowering myself on his gigantic pole when evidently he was ready to get the show moving. He suddenly pushed up with his hips and the next thing I knew the rest of his cock plunged up into my hole. I wasn’t prepared for it and all I could do was yell out. I had just started to barely get used to his thickness when the next 9” just came ramming up into my guts. He grabbed my wrists even harder and just pushed up into me. I didn’t scream, but a loud yell did escape my mouth. I tried to lift myself a little off of him, trying to get some relief from the pain, but as I pulled off he just pushed his hips higher and kept his cock buried to the hilt. He continued to grip my wrists and as I looked down at him, my face scrunched up in pain, he just said, “That’s it. You got it.”
I only yelled out once and it was probably pretty loud, but in the moment I didn’t have any control of what came out of my mouth. Now that he was just pushing his hips up and into me, his entire ass up and off the floor, I just looked at him and started to make these short, whimpering noises with each breath I took. I knew that if I was younger I might have even started crying.
Even though he had just rammed his cock into my hole I could tell that he was not trying to be mean, or doing anything devious. I was looking at him as he held my wrists, our eyes locked, and the look in his eyes was more of a coaching stare, as if he was trying to signal to me that I’m doing just fine. I had no doubt he had found ways over his many years to get his cock in a guy’s hole and one of those was exactly what we had just done. I had taken control at the beginning and then he had just taken over when he felt it was time.
He slowly lowered his body and as he did so I didn’t try to pull off his cock, although it would have been the first time I would have been able to do so. It had torn into me so suddenly and it was hurting so bad that any movement, in or out, was killing me. It was easier to lower myself down with him so that in a few seconds he was resting on his back and I was impaled completely on top of him with his 11” of cock completely buried in my hole. He had relaxed his grip a little on my wrists but he still had a hold of them.
I briefly thought that I wished I had brought some poppers but I had tossed out my old bottle days earlier. I was also trying to fuck more without using them as a crutch. I however would have done anything at that moment to take a few inhales of some strong poppers as I knew that it was exactly what I needed.
He hadn’t moved any further and I knew that it was time for me to show him that I could take his cock. Even though my ass was screaming in pain I started to slowly pull off his cock. I could feel every millimeter as I slowly pulled off his cock. I could feel the ring of my hole being stretched to the limit and as I slowly pulled off his cock the width didn’t change. It was only as I got closer to his head that my hole closed just a little and then held solid when it slid down to the head.
I knew I didn’t want pull all the way out. I wanted to prove to this guy that I could be a good fuck. After taking a break for jus a few seconds I started to push down again. The stretch as I went from the head of his cock to the thickness of the rest of his shaft again sent bolts of pain through my body but just knowing that I had taken him to the base once already I knew that I could do it again. So pushing down I forced his cock all the way in my hole and down to the base. I also began to lean all the way forward. He has relaxed his grip on my hands and I moved them and put them on either side of his head. I was soon leaning all the way forward with my chest pressed against his, my head resting to the side of his head, and his cock still firmly buried deep in my hole.
In this position I have found that most guys consider it to be a submissive position, even though I am still on top. He picked up on the signal and within a couple of seconds I felt him start to grind his cock up and into my ass. I could still maneuver my ass off his cock slightly so as he pushed up and then pulled back I went in the opposite direction so that he was slowly beginning to fuck my ass in and out. At first it was only a couple of inches but then after about a minute he was fucking me full strokes where he was pulling out all the way to the head and then he would push up and I would push back and his cock would plunge back to the base. With each thrust I would moan and as he picked up the pace I found myself whimpering a little bit. He continued to push up into my hole and I continued to move my body to his motions and he was soon fucking me in and out at a pretty good pace. Each thrust felt like my guts were being pushed to the sides as I felt his monster cock cram in. It was a combination of pain, pressure, stretching, jabbing, and all the while my brain was exploding with pleasure at the thought that a royally huge cock was fucking me.
I was still leaning over his body, his hairy chest pressed against my smooth chest, and I lifted my head and once again I caught a glimpse of where I was. The carpet was now only inches from my face and I could see the particles of dirt and debris. A few feet from me was a stained and dirt covered Igloo cooler with the lid closed. My clothes were tossed on the floor. And as he continued to shove his cock up my ass I let my tongue slip out of my mouth and just hang there as I grunted, knowing that I was giving my hole out to some quasi homeless dude who probably didn’t have a dime to his name. Yet here I was the guy who came to his place, sucked his cock, ignored that he wasn’t even attractive, and now I getting fucked on the carpet of his empty apartment. I had no fucking standards other than this guy wanted to fuck and use my hole. Anyone looking in would have been disgusted just at the appearance of the place, let alone this hairy homeless looking guy shoving his huge cock up this other clean-cut guy’s asshole. As I looked around the room grunting as he punched up into my hole, I looked over to the side and I saw the Magnum condom that had not even been touched. I was giving my hole up bareback to some huge dicked motherfucker and I loved it. I began to grind my ass even harder on his cock wanting it to go deeper, wanting it to go harder, and wanting it to hurt more than it already did.
He sensed that I not only had gotten used to his cock but also was enjoying it.
“Let’s try another position,” he whispered into my ear.
I slowly pulled off him and felt my hole slam shut as his cock popped out of my hole. I swung off his body and asked him what position he wanted.
“Get on your hands and knees.”
Even though he had gotten his cock all the way in my hole I knew that on my hands and knees I would be giving him full access to my hole. You can’t really pull away when you are in that position and if a guy is a good top he usually knows how to drill a hole hard. I already knew what I wanted though. I looked at him for a few seconds and laughed a bit before saying, “Fuck man, that is intense. You are fucking me big time. When I get down just go for it, ok?”
“Don’t worry, I’ll fuck you good,” he told me. He was smiling but not in a crazy way. He probably had found guys like me before and knew that I was ready for more.
I slowly got down on my hands and knees and arched my back. Knowing what was coming I went further down and brought myself to my elbows and rested my head on the carpet face down and waited. I briefly looked up at the blank wall in front of me as I heard him position himself behind me.
“You ready?” he asked.
“Yeah, fuck me,” I told him, adding “Fuck me really hard too. I don’t want you to hold back. Just make me take it, ok?” I knew that this was an opportunity to challenge how much I could take and I wanted to make sure this guy knew that I wanted him to just go for it. So why not just tell him?
“Oh yeah, I’ll fuck you good,” he said, and for the first time I heard a slight change in his voice as he sounded a little more serious, and not so innocent as he had previously.
I was looking ahead at nothing but an empty room when I felt him get completely behind me and on his knees. I felt one hand on my ass and then I felt the head and then his cock start to push into my ass. I couldn’t see but I sensed he was using his other hand to guide his cock into my ass.
“This is beautiful,” he said as he began to push his cock in.
Even though he had already buried his cock balls deep I still let out a long moan as he slowly sunk his cock all the way into my ass. As it went in, inch-by-inch, I felt that it was surely getting to the base but then another inch, and another, would push into me.
My moans turned to grunts as his cock finally made it’s way as deep as it could. He didn’t waste any time before he started to pull out and as he did so I felt some relief and was amazed at how long the sensation felt as he pulled out. I knew I was getting fucked by a huge cock when that sensation of it sliding out went on and on. Then once again he was pushing all the way in and I grunted as he bottomed out. Although I no longer felt the pain of how stretched open my hole was I felt a different kind of sensation as his cock was hitting spots way deep in my guts. As he plunged in I could literally feel parts of my insides move out of the way to make room.
He was beginning to pick up his pace but I never got used to the sensation of when he bottomed out. I’ve played with big guys but this guy was one of the few who with each thrust reminded me that I was getting deep dicked big time. I would find my head snapping back and up every so often as a guttural noise escaped my throat.
I’ve learned that when I’m getting on the brink of wondering if I can take anymore that the best thing to do is to urge the guy to just fuck me even harder. I was beginning to feel that way as he started to really piston fuck my ass hard and also was leaning over me and wrapping one of his arms around my neck and resting his other on the carpet. I knew it was a control thing and I’ve experienced it with many guys, but when he grabbed me around the neck he pulled back just enough so that when he was pushing his cock in he was now firmly holding me in place so that even if I wanted to move I wouldn’t be able to.
With his arm now wrapped around my neck I grunted out, “Oh yeah, fuck it harder. Fuck me man, fucking do it!” I was at the edge of how much I could take as he held me firmer and fucked me harder but I still wanted more as I urged him on. “Fucking rape it man, fucking rape my hole… fuck it… fuck it!” I was pushing back on his cock with each thrust and he was slamming into me as hard as he could. I could not only feel his cock but his hips as he slammed into me over and over. My knees were starting to kill me with rug burns but I didn’t care.
He continued to ram me like crazy and both of were starting to sweat. It was warm when I first arrived but we were now both dripping with sweat. I felt my hole sting a bit as some of the sweat no doubt found it’s way onto his cock as it plunged into my hole. He pulled back with his arm tightly and almost pulled me upright and all the way back on my knees. Out of breath he whispered, “You want my load?” I had sensed he was getting close and I had expected him just to blow his cum in my hole.
He hadn’t stopped thrusting and I knew he was now getting really close and I could barely catch my breath as well, but I was able to spit out, “Yeah, cum in me. I want it.”
That’s all it took and he started to yell out as he continued to piston fuck me. His grip around my neck stayed locked as I felt him no longer fucking me with any rhythm but instead with these long jolts where each thrust ended with his cock buried all the way to his balls, no doubt shooting spurts of cum in my hole as he hit bottom. I was yelling and making quite a bit of noise as my hole was getting punished. I knew my hole was getting destroyed with each thrust but at the same time it was getting filled with cum.
I knew he was cumming but my hole didn’t feel his loads spurt in. I didn’t even feel his cock twitching. It was just like a baseball bat was being shoved up my ass but in this case the bat was shooting out loads of cum at the same time. I usually find myself getting off on knowing that a dude is shooting his cum in my hole but in this particular situation there was just too much cock to do anything other than think about the pounding my hole was getting.
He continued to cum for about 30 seconds and I held on as he slowed down and finally stopped and just held his cock in my hole. He was breathing heavily but he started to relax and soon pulled his arm back from my neck and then just held his cock in my hole as he sat back up onto his knees. I slowly pushed myself back up onto my hands. He then started to pull out his cock and as it popped out I felt an emptiness in my hole as it flopped out.
“Oh wow,” I said as I collapsed onto my stomach. I reached back and felt my hole and my middle finger easily slid in. I didn’t do it but I knew that I could have easily put in another 2-3 fingers and my hole wouldn’t even need to stretch open to accommodate them. My hole was gaping big time. I wished I could see it as I felt it with my finger. I knew it was open and I wondered if he could see a small rosebud as I kept it relaxed and open.
I came out of my daze, rolled over and sat up. I noticed the little specs of dirt from the carpet that had stuck to my sweaty body and I was reminded at just how gross his little empty apartment was. The guy who had fucked me was already getting up so I did the same.
I was hesitant to ask but because I felt pretty dirty from being on the carpet I asked if I could take a shower. He told me sure and took me into the dirtiest bathroom I have ever been in. The shower didn’t have a shower curtain. The tub was almost black on the bottom. He pointed to a dirty towel hanging from the rack and told me that I could use it to dry off, and then he walked out.
A shower is a shower so even though it was disgusting I still hopped in and rinsed off. He did have a bar of soap, which I used and when I rinsed my hole I once again felt that it was anything but back to it’s normal shape. It was now indeed ‘loose.’ I hopped out and used the dirty towel but it at least didn’t stink. I then went back out to the living room and started to get dressed. On the way I noticed that there was a bedroom off to the side that had a mattress with a sheet on it, but there wasn’t anything else in the room. There wasn’t even a pillow. I wasn’t sure why we didn’t fuck on the mattress but I wasn’t going to ask.
The guy was still standing there naked and his cock was now soft but it was still huge, just hanging there, looking amazing. I found myself still checking out his cock and part of me was starting to get hungry for more. As is the case most times I did not cum and he apparently didn’t care if I did.
We chatted for a little bit. I was very curious to know what his situation was but I wasn’t going to pry. Instead he mentioned that he liked to hike, do outdoorsy things, etc. He was acting like it was the most normal thing in the world to be living in a dingy apartment with zero furniture. I went along and didn’t press him on the issue.
He seemed eager to talk but the more we talked the more I found myself actually starting to get hungry again for his cock. It was just hanging there in all it’s greatness. The man, the body… did nothing for me, but add on an 11” cock and I will do anything you want.
He appeared to be surprisingly intelligent but there was definitely something a little odd about him. He asked me if I ever had pictures or videos taken and I told him that I did as long as they didn’t show my face. He said that if we hooked up again he wanted to do that. I then told him that now that I knew him I could relax more around him if he wanted to fuck a little rougher next time. He had tore me up big time but I was already thinking about the next time knowing that I would want to push it even further. He said that he would fuck me as hard as I wanted. I wanted to tell him that I wanted him to rape my hole the next time I came over but I thought that I might then appear to be the weird one so I didn’t say anything. I even joked (I think I was joking…) that I had better get going otherwise I was going to want to start getting fucked again.
So we wrapped it up and only as we started walking toward the door did he put his boxer shorts back on. I told him I was game for going another round and he agreed he wanted the same, but I’ll have to wait and see if it actually happens. He didn’t seem to be the most reliable person and the fact that he even had a laptop and had access to the internet was curious.
It’s now been a couple of days and the few times I’ve been online I haven’t seen him. It is a holiday weekend so maybe he’s off somewhere. I’m hoping that I do get a second chance to play with this guy because I know I will start something that I’m sure I will enjoy… or regret. I know I’m going to ask him to go Super Rough on me if he’s cool with it. But if I do then I will need to go through with it and even now as I write this I know that one of these days I’m going to bite off more than I can chew. But I can’t help myself. I am what I am and I just want to get fucked by any guy who is man enough to go for it.
Super hot! Blew a huge load.
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