“John” was one of those guys who was smart, fun to be around and because of his weight, a guy that women didn’t want to have anything to do with. He had gotten my attention one day while I was having lunch at McDonald’s and overheard some women talking about him and in some very unkind terms. The place was crowded and seats were limited and he was just standing there turning in circles looking for a place to sit and this – and on top of what those women were saying about him – got me to invite him to sit in the booth with me.
That chance encounter allowed us to become friends, which made me privy to his lack of a sex life and often bemoaning the metabolic disorder he was born with that had him – in his own words – “fat and chunky” all of his life and nothing he did would get him to drop no more than a few pounds. One day, when I’d met him for lunch, he said, “Women dislike me so much that whores would pay me not to have sex with them!” He had laughed but I didn’t find his self-depreciation funny but, yeah, I could easily see why he wasn’t getting laid and I felt so badly for him.
That same day, he had asked that if I couldn’t have sex with women, would I consider sex with men and… I didn’t exactly lie to him, but I told him that, sure, I’d consider it with the right guy and someone who was as friendly, smart, etc., as he was. I suspected that he had asked the question for a reason, and I didn’t have to wait long to find out what that reason was because his next question was, “Would you be offended if I said that I wanted to have sex with you?”
And I truthfully said that I wouldn’t be offended which led to me telling him that having sex with guys was something I was very much used to. I felt okay with outing myself to him and I had, in that moment, decided that if he “officially” asked if we could have sex, I was going to say yes. I had a moment to wonder if my answer meant that I’d have “mercy sex” with him and, in part, it was true but I really did like him so if I was really a good friend to him, sure – I’d sleep with him because what are friends for?
He did officially ask and I officially accepted his offer but he felt it necessary to let me know how small his dick was and pointed to it being another reason why he couldn’t get women to sleep with him – and was rarely able to find a guy to sleep with. We both had to get back to work but I promised to call him later so we could finish our conversation and I kept that promise, calling him after work and we were on the phone for hours as we talked about how we got into having sex with guys. I understood what was up with his story; he was the fat kid that could easily be talked into having sex by other guys – and because girls were turning their noses up at him. He felt that it was… better than nothing but he was telling me how the guys he grew up around were using and humiliating him at every turn and saying that he wasn’t man enough to do what real men could do so he wound up being the go-to cocksucker and the guy who would take it in the ass without question.
His story pissed me off because no one should be treated like that, but his story also resonated with me because I knew some guys like him that guys desperate to get off would seek them out and just use them with any care or consideration whatsoever. After our “story-telling moment,” we made plans to meet at his place on Saturday and I let him know that I was very much looking forward to the two of us having sex… and I meant every word of it. I’d let my wife know what was up and told her a little of John’s story and she said that I should have sex with him to let him know that he’s more than just some guy’s plaything and that I should let her know how things went (and as per our agreement).
Saturday comes and finds me ringing his doorbell; I was nervous and not really and I was laughing quietly to myself before he answered the door and invited me in. He offered me coffee, which I accepted and we sat and talked about “a lot of nothing” before we got to that moment known as the pregnant pause and it is so awkward! He broke the pause by saying, “Look, if you don’t want to do this, I’ll understand…” and… I wanted to slap him silly but resisted the urge and said, “You bet your ass we’re going to do this so if you’re ready, I am ready.”
We had agreed to suck each other off and as a way to, as he put it, make our sexual acquaintance and I had said that this was fine because I loved to suck dick. There was nothing left but to get things started; he led me to his bedroom and he was hesitant about getting undressed in front of me so I took that bit of “fear” from him by first getting out of my clothes then going right to him and stripping him down bare and, yes, I noticed two things about his dick. The first was that he was very much erect and if I had to guess, no more than five inches. The second thing I noticed that he was right on the money about how he had described his dick: It looked like a golf ball on top of a thin stick. The head of his dick was, even to me, freakishly big but in the classic “Darth Vader helmet” way and I knew that sucking him was going to be… interesting.
He had started to say something I knew was going to be self-deprecating and I wasn’t having any of that; I kinda gently pushed him onto the bed and went right down on him and his knob filled my mouth but I wasn’t about to let the size of it deter me and I spent some time licking and sucking it and decided to take him deep… and had a moment of panic when I felt his knob get “stuck” in the back of my throat but I fought off the feeling and relaxed and the last inch of him vanished into my mouth... and I got to work on him and, I would think later, in a way he didn’t expect. I didn’t think he was going to last very long since he had told me that he hadn’t had sex in almost a year and even though I was kinda/sorta taking my time, once he started fucking into my mouth, yeah, he wasn’t going to last and I really didn’t want him to.
I almost panicked again when he came. You wanna talk about him saving it up for a long time? Double that and you might be able to imagine and understand how and why I had… a problem swallowing his cum. There was a hell of a lot of it and I was determined to not let a single drop of it get away from me but I was starting to wonder if he was going to stop any time this century. As he came, he tried to get away from me and, oh, hell, no! I held onto him all through his great release until I felt him start to soften and didn’t let him out of my mouth until he was totally soft. I sat up and stretched the kinks out and when I turned to ask him if he was okay, he surprised me by grabbing my face and planting a kiss on my lips and, oh, my God.
His lips were soft; his tongue felt amazing in my mouth and was just as “soft” and just like the lips and tongues of a lot of women I’d kissed. I’m… not a fan of kissing guys because, as a lot of women say, guys are lousy kissers but not John. I fell into the kiss and let him take my breath away for what seemed to be a very long time before the kiss broke and he said – with tear in his eyes – “Thank you; it’s been a long time since someone wanted to give me head and, man, you are seriously good at it!”
I… didn’t have anything to say other than, “You’re welcome.” Even if I did have something more to say, I didn’t get a chance to because he put a hand on my chest and gently shoved me onto my back and I “panicked” because if his lips and tongue felt that damned amazing when he kissed me, it was going to be hellified to feel him sucking me. He kissed me again; started working on my neck and it was driving me insane with lust. He sucked my nipples and so soft and gentle that he almost made me cum just by doing that and the only reason why I didn’t was because I told him to let me up for a moment so I could get more comfortable. Once I settled back in, John got to working on my dick and… Jesus keep me near the cross. To say he was masterful was an understatement; if I had any doubt that he wasn’t telling me the truth about being a cocksucker, those doubts would have gone right out the window.
And getting away from him wasn’t going to be an option as he draped himself over me to ensure that I wasn’t going anywhere… not that I wanted to. He had me howling like a crazed maniac; he’d gotten his hands under my ass and alternated between sucking me and shoving me into his mouth. I think I remember yelling out that I was going to cum and maybe that was why he trebled his efforts on me until… the next thing I knew, he was sitting beside me and asking me if I was okay.
I wasn’t sure that I was. I couldn’t remember anything after feeling that rush of my dick swelling in his mouth but I had assumed that he’d made me cum really hard because my asshole was hurting in that familiar way whenever I came hard. I let him know that I thought I was okay and when I was able to fully focus my eyes, I found myself looking at… a different John. He was smiling and I could feel how… light and bubbly he was. He said that if I could walk – and I wasn’t sure that I could – to come with him so we could get something to eat and drink. He hopped off the bed and in a way that belied his weight and I… eased myself off the bed and tried to remember how to walk on the fly.
After making some sandwiches and pulling out a couple of ice-cold Cokes – a “vice” we both shared – he was, to me, a very different person. He was… giddy. Like he’d had a tremendous weight lifted from him. He complimented me again on my cocksucking skills and I didn’t know what to say about his other than not being able to remember if or when a guy had ever sucked me so… forcefully gentle before. I… could see why the guys he grew up with tracked him down and got him to blow them and I felt that he was way better at it than I was, and I let him know this. He blushed and it didn’t escape my notice that he did not say anything that was self-deprecating.
“I’m looking forward to you fucking me,” he said.
I blinked. In retrospect, I should have anticipated this but I didn’t. I recovered enough to say that if that’s what he wanted me to do, sure, I wouldn’t object and, also in retrospect, made the “mistake” of telling him that when he was ready, I’d fuck him… and I’ll ask you to imagine the look on my face when he said, “Great! Let’s go!”
Huh? Yeah, I realized my “mistake” as he took me by the hand and led me back to the bedroom and it wasn’t that I was opposed to fucking him – I wasn’t even thinking about it other than we could fuck “down the road.” Back on the bed, he went down on me with those soft-assed lips and I rose to the occasion quickly. He stopped and grabbed a bottle of lube from under a pillow – and I thought that he had planned for this or, maybe, it was there just in case. I didn’t know which; I watched him slather my dick with the lube then reach behind him to lube his hole and I’m now waiting for him to “assume a position” and I know my eyes got really big when he straddled him, positioned me against his hole and… sat right down on my dick.
Even though he outweighed me by a good fifty pounds or more, I was beyond impressed at the way he rode me and like he weighed less than I did. I could, again, see why those dudes made it a habit to run him down for sex and what he had experienced with those guys showed in the way he… fucked my brains out. Shit… I hadn’t had women ride me with the skill and dexterity he showed! He… killed the shit out of me when he leaned over and kissed me deeply… and I came. Hard. Made my asshole hurt like I had a big fat dick in there. Holy-fucking-shit. I’m cumming, he’s flexing his muscles and whispering to me to give it all to him and some other things I couldn’t remember.
I wanted his dick in me. Didn’t even care that his really big cock knob was going to spread me open wide enough to park a bus in there. I let him know what I wanted and he asked, “Are you serious?”
“You’re damned right I’m serious – it is a problem?” I asked.
“I’ve… I’ve never had a guy ask me to fuck him,” he said and now he’s back to being unsure of himself.
“Move,” I said, taking charge of the situation. He moved and I pushed him onto his back and went down on him to get him good and hard and as I did so, something in my head asked, “Have you lost your mind? I chose not to respond to that and I hurried up and lubed both of us up and straddled him; I got him in position and said to myself, “This is going to hurt…” and sat straight down on him. Bright lights exploded in my head and the pain was incredible but I didn’t stop until I had all of him in me – but it took me a moment to get adusted and to catch my breath.
John was about to say something but I cut him off by saying, “Don’t. Don’t even.” And I rode him; his knob was so huge in me that it was all I could feel as I ground myself on him and, Christ, what was I thinking by wanting him in me? Still, I fought through any discomfort I was feeling until it was feeling really good having him in me. We’re both grunting and groaning and cursing and echoing each other’s sentiment that this was feeling really good and that was the moment when I said, “Cum. Cum in me. Cum in me now!”
And he did. Like holy shit did he. If I had thought that I had taken all of that cum he had saved up when I sucked him, I was mistaken – he had a whole lot more left. I could feel the first three spurts – and that was saying something because I didn’t always feel a guy cum in those first moments but I sure as hell could feel all that cum blasting into me and… already starting to leak out of me. Holy shit. We’re both gasping for breathe as the sensations of his cock pumping started to diminish and he grew soft enough that my ass just evicted him easily… and I grimaced for a second upon hearing that rather obscene popping sound as his dick left my body.
I rolled off of him and I could swear that I could feel a breeze in my hole; yeah, he had really gapped me wide open and it was such a weird but good feeling. I looked at him to say something and saw that he was… asleep. Well, how about that? I debated on whether or not to wake him but decided not to; I got up and went to the bathroom to wash my face, dick and ass, found a pen and paper and wrote him a note to first thank him for an amazing time and that he should call me after reading the note. I got dressed and… had an interesting time sitting down when I got into my car and headed home.
But he never called. I had tried to reach him for a whole two weeks and eventually called his job, which is when I learned that he had resigned. I went by his house and when I peeked in a window, I saw that the place was empty. What the hell? I was seriously worried and that was putting it mildly and had continued to worry until I got a letter from him postmarked from Montreal, Canada. His letter was both “heartbreaking” and uplifting as he wrote about how he felt about us making love and how much it meant to him to have sex with a guy who actually gave a damn about him as a human being. He apologized for disappearing as he did but assured me that he had been planning on this move and because of a job he had applied for. He told me that he had gotten the call from the company – and the phone ringing was what had awakened him – and he’d gotten the good news and started planning his move right then and there. He admitted to seeing my note but had told himself that he’d call me later, but.
I understood. I was happy for him. I felt… some kind of way to read him saying that having sex with me that day changed his life, and he could never thank me enough for showing him that he was worth having sex with. I heard from him one last time and in a letter that said he had met the woman of his dreams and they were getting married, and he once again thanked me for showing him that he was more than just a sexual plaything for men.
I felt good to know this; it’s always good to be able to make a difference in someone’s life. Yeah, I felt some kind of way about the way he left but he had to do what he had to do and vowed to myself to never forget him or our time together and if you’re reading this, nope – I didn’t forget. What an amazing guy and one who was a lot more amazing to have sex with than he originally gave himself credit for. I remember thinking that his wife-to-be was one lucky lady and that all the women who rejected him – and all the men who just used him for a cum dump – had made a mistake and one that had turned out to be a gain for me.
I remember us talking about being bisexual and how he “envied” how comfortable I was with it. One of the other things that made me decide to sleep with him was having the sense that us having sex just might do him some justice as far as being confident and all those other things that are important and works towards a greater sense of worth. We weren’t friends for a really long time, but it made me feel good to know that I made a difference in his life. He proved to me… more of a man than a lot of guys I’d known and slept with and I’m never going to forget how he felt inside of me and, whew, that ginormous cock knob is forever burned into my body’s memories…