Date: Sat, 1 Oct 2016 12:11:26 +0200 From: Richard Johnson Subject: From Sir with Depravity (M/T, Anal, Oral, Auth, BD, SM, WS) This is a true-ish account of the first time I was fucked. I say `ish' because, although this all happened, I have conflated a few different experiences from my first sexual adventures. The story is solely for the enjoyment of adults living in jurisdictions where it is legal to read material of this nature. ____________________________________________________________________ I knew I was kinky before I even knew I was gay. Playing games in the primary school playground I'd always be the baddie so I could be captured and `tied up'. When puberty hit my masturbation games quickly took on a kinky edge. At about 13 I started experimenting with self-bondage; developing complex systems of rope which meant that I could tie all four limbs to my childhood bed with an extra loop encircling my cock and balls. I made dildos out of modelling clay which I would push up into my tight little arsehole while I jerked my cock. I'd leave my bedroom curtains open while doing all this in the hope that the neighbours would see me. By the time I was in my mid-teens I was pretty desperate to have kinky gay sex.... well any gay sex really.... well really just any sex! I would masturbate anywhere and everywhere: the school bus, the public toilets, even the local library. I was desperate to get fucked and lose my cherry but my options seemed limited. I would often cum three or four times a day, fantasising about being tied up and dominated before shooting and licking the cum off my fingers. I didn't know many gay people and those I did know didn't seem the sort to share my fetishes. For a long while I thought I should just be patient and wait for `Mr Right' to turn up... then I discovered online hook-ups and a whole new world of casual sex and all the depravity I could dream of was suddenly opened up to me. Whenever my parents weren't around I spent hours online looked for guys. I particularly looked for top men who were experienced and kinky. I was never fussy about how old they were or what they looked like, just how they might be able to help me fulfil my fantasies. The first I actually met was a chubby middle-aged guy. He was called Anthony, but he told me to call him just `Sir'. I was initially attracted by the dominant sexy tone of his profile but when we chatted he seemed like a decent guy: asking me what I was into sexually and what my limits were. We exchanged photos and when I saw a photo of his gorgeous cock I decided that he was the one I wanted to take my cherry. Perhaps I told him too much about my perverted fantasies because when we met it went far further than I had dreamed. After several weeks of chatting we finally arranged a date to meet. As the day neared I began to feel increasingly nervous... it was one thing to dream dirty fantasies while wanking but quite another to make them reality with a total stranger twice my age. What if he was some kind of rapist or murderer? In the days before meeting I cut back on my usual wanking schedule so that by the time the day arrived I was both very nervous and very very horny. My sex drive ultimately overrode my nerves and I headed out of the house to get the train to the nearby town where he lived. Sitting on the train I had both hands crossed in my lap to hide the obscene tent that my cock was making. I walked out of the station, looking closely at all the middle age men walking through, wondering if I would recognise him when I saw him. I did. He wasn't a handsome guy but had a confident, assertive manner that made me certain he could deliver what I craved. We talked very little in the car on the way to his house. I was too nervous and all I really knew about him was what he liked in bed. For his part Sir didn't seem to judge me worth the effort. Arriving at a modest, detached house he ushered me into the lounge. `Right, get your kit off' he said abruptly. The idea of undressing in front of this total stranger in his living room seemed very weird, but I went ahead and pulled off my jeans and T-shirt. I hesitated when it got to my underwear as Sir had walked off and was busy in the room next door. Heading back in to the lounge he told me firmly `Get naked boy!' and I sheepishly pulled down my underpants, holding both hands in front of my body to hide my raging hard-on. Sir looked me up and down. At that age I had the naturally smooth body of an active teenager: no muscles to speak of but a bit of body tone. Sir roughly pulled my hands away exposing my six inch cock pointing straight at the ceiling and dribbling precum. I guess he liked what he saw... Sir didn't undress himself but pulled his cock out through his flies. His meat was already hard and every bit as impressive as in the photos, about seven inches long and very thick with the foreskin pulled back exposing the purple head underneath. Pushing me to my knees I was face-to-face with his big hard dick; this was the closest I had ever been to any penis other than my own. I was *so* excited and *so* nervous, was I really about to suck a strange man's dick? He pulled my head towards him but before letting me get my prize he began to slap my face with his cock. Each slap made a loud wet noise and caused his dick to get even harder. I loved the humiliating sexiness of being treated like this but really wanted to get it in my mouth. Finally he gave me what I wanted, with a hand on the back of my head he guided me onto his shaft as I opened my mouth and let him in. The bulbous head of his fat cock filled my mouth and his manly scent filled my nostrils. I was finally sucking my first cock! I began to bob my head up and down like I'd seen in the porn films. `Mind your fucking teeth!' Sir growled. Placing both hands on the back of my head he began to take control of me, fucking my face. I gagged as his cock hit the back of my throat, struggling to pull off. I don't know whether it was the feel of my throat muscles spasming on his meat or just watching me helplessly squirm but Sir seemed to enjoy that and repeatedly pulled me deep onto his cock as I struggled and writhed, choking on his dick. Every time his dick penetrated my throat I was scared I was going to throw up, but I loved being dominated like this. When Sir finally let me off I gasped, coughing and sucking in deep breaths of air but my cock was still rock hard and streaming precum. After a moment to recover Sir pulled me back down onto his cock again. I went to bob my head up and down but Sir just held me there, his cockhead filling my mouth. I could taste a hint of old sweat on his skin and then the taste of piss. At first I thought it was just a bit of old residue but then my mouth began to fill up as he began to piss into my mouth. I was shocked. OK, I had mentioned that watersports was something I was interested in... but I wasn't expecting to be drinking another man's piss on my first time! He held my head and released his full flow. Being a kinky little fucker I had tried my own piss before so I knew what it tasted like, but there was something deliciously dirty about drinking an older man's piss that really turned me on. I didn't want to let him down so I manfully gulped down the piss, trying hard to get it all down my throat. He must have had a lot to drink before as the flow seemed to go on for ever. I was amazed at his ability to keep a hard-on while pissing. Somehow I managed to drink it all down without spilling any or drowning! Pulling me to my feet Sir said `You did well boy' and I felt a little glow of pride. Sir left me on my own for a moment, returning with a cardboard box which he placed on the sofa. The first thing he pulled out was a pair of shiny handcuffs. `Have you ever used anything like these boy?' he asked me. I replied eagerly `no, but I `d really like to!'. I soon got my wish as he turned me around and securely fastened one wrist and then the other. The cold metal dug into my flesh and a few experimental tugs quickly showed that the cuffs weren't going anywhere. I didn't have long to get used to the cuffs before Sir went back to the box and pulled out a ball gag. I wasn't too sure about this... being tied up by a stranger was one thing but being tied up by a stranger and not even able to shout for help seemed an awful lot more serious. Sir didn't give me time to question, he pushed it into my mouth, stretching my jaw wide and filling my mouth with a plasticy taste. I had seen pictures of guys gagged like this in my endless search for gay porn, but I hadn't realised how much wearing one makes you drool. Pretty soon I was dribbling long streams of saliva which dripped down my chest. I was feeling pretty vulnerable at this point: naked in a stranger's house with no use of my hands and no way to shout for help. Sir hadn't even undressed yet! Finishing buckling the gag Sir went back to the box and pulled out something black and leather. He walked behind me and suddenly my vision was cut off as he placed the hood over my head. As he pulled tight the strings the hood closed around my me, cutting out all light and forcing the gag deeper into my mouth. Deprived of sight, speech and movement I was feeling really nervous and wondering what I had got myself in to. Pushing me in front of him, Sir guided me to what I guess was his bedroom. A shove in the small of my back sent me flying, landing face down on the side of his bed. `I know what you need boy' he told me. The whip made a whistling noise as it cut through the air and then a loud thwacking noise as it hit my sensitive arse cheeks. I jerked against the cuffs and instinctively tried to roll away but Sir wasn't having any of that. The pain was intense. Sir told me `I'm going to increase the force of the blows, when it gets to a level you are happy with, shake your head'. The hood was impeding my hearing so I misunderstood and thought he meant to shake my head when I'd had enough. I was determined to put up with a good level of punishment. I wanted to show my new master that I wasn't some sort of sissy; if I was going to be whipped I wanted to be properly whipped! As Sir increased the force of the blows I resisted the urge to shake my head as long as I could. Whack followed whack, the noise of each echoing around the room. The pain was becoming really unbearable; I was worried that the blows were going to do some serious damage to my arse cheeks. Finally I could stand no more and shook my head to end the torment. My master took this as a signal that I had reached a level of punishment which I was comfortable with and proceeded to beat me like that for another ten minutes! I couldn't tell him to stop through the gag so I just had to endure what I was given; moaning and groaning with severe pain from each blow. Despite the intensity of the pain my cock stayed rock hard. This was what it meant to give myself to a dominant man! To this day I don't think I have ever taken a harder whipping; the bruises lasted for weeks. Finally Sir judged that I had had enough and stopped my punishment. My arse was stripped red and purple and hurt like hell. Sir lifted me up and threw me into the middle of the bed. The movement dislodged the hood slightly and I could see out a little through a small gap in the side. I was shocked to see that I wasn't alone: there opposite me was another boy tied up and hooded on the bed. The sight was so strange and I was in such an endorphin daze that it took me a good while realise that I was actually looking at my own reflection in a full-length mirror which ran along one side of the wall. Sir pulled my arse up towards him and after inspecting my striped cheeks began to prepare me for what was to come. I winced a little as I felt the cold lube at my virgin hole. He pushed one then two fingers into me as I squirmed with discomfort. `Right boy, are you ready to be fucked?' he asked as I nodded eagerly in reply. This was it; I was finally going to lose my virginity! I suddenly felt a soft pressure on my hole. As a virgin I was super-tight and it took a couple of minutes of trying before Sir could get even the tip of his cock into me. I gasped into the gag as the head finally popped past my sphincter. He took it easy to start with, giving me a minute or two to get accustomed to the feeling before he started to apply more pressure and push more of the shaft into me. The sensation was incredible. As a horny gay teenager I had pushed all sorts of things up my arsehole but nothing compared to this. It hurt like hell but I knew to expect that on my first time and wanted to be fucked by a man so badly that I put up with the pain. I felt incredibly full, my hole stretched wide, I began to wonder if I should have found somebody with a smaller cock to fuck me for the first time. Sir bottomed out and then started to fuck me with gentle strokes, slowly sliding in and out. Despite the pain I was loving the experience: finally I was getting fucked! All my masturbation fantasies were coming true; I was taking a man's dick inside me. Sir was good to me and started off slowly, letting me get used to his size. I relished the feel of his hard cock penetrating my body, being gripped tightly by my arse ring. After a while he asked `Are you ready for me to fuck you harder?' I nodded vigorously and he began to fuck me with deeper, harder thrusts, pulling most of the way out before forcing his full length into me. I writhed and moaned into the gag but was determined to take it. Having got myself into this vulnerable situation I didn't really have much choice! Deprived of the sight of Sir thrusting into me by the hood I concentrated on my other senses. I loved the deep slapping noise of Sir's balls as they hit my arse cheeks with each in-stroke. I loved the smell of his sweaty body as he worked my ass. The smell of the leather hood and the plasticy taste of the ball gag filled my world. `Fuck! I'm not going to last long in this tight hole!' he moaned. He began to thrust even harder, using his full weight to drive his cock into me, crushing me underneath him. I thrust my arse up to meet his strokes, wanting him deep inside me. His thrusts became more erratic and his groans louder. Pulling out he gave his cock a quick stroke of the wrist before he let out a deep moan and shouted `Fuck!'. I felt the warm wet cum splatter across my back and arse, some even reached my hair. He lay down on top of me breathing deeply. My arse felt bruised and empty. Reaching around he tugged on my cock. I was so incredibly turned on that it took no more than three strokes for me to shoot my load into the sheets. My orgasm was incredible and seemed to go on for ages as squirt followed squirt followed squirt. I've no idea how much cum I shot but it felt like gallons. Still cuffed and hooded Sir's big frame crushed me into the mattress, his sweat soaking my body. `You're a good fuck boy' I headed back on the train in a total daze. When I got home I opened my email account and there was an email from Sir with a photo attached. As I clicked an image popped up of me, hooded, gagged and cuffed, bent over with Sir's thick cock embedded in my red glowing butt. I hadn't even noticed that he had had a camera. The message read `see you next time boy!'.