Date: Wed, 30 Oct 2013 16:57:00 +0000 From: John McQuillium Subject: Breaking in Ben Breaking in Ben The following is a true account of having sex with a 16 year old boy I met at an activity holiday camp when I was 16. It follows on from seducing a Squaddy. Comments gratefully received at johnmcquillium@hotmail.co.uk Usual blurb about don't read if you are underage, etc. Also why not make a small donation to Nifty so they can keep up the good work. After having a hot fuck with a very sexy, well buff 29 year old soldier in a train toilet I was looking forward to me week at camp. There would be all that fresh meat around and as I was kind of bi I knew it was almost a cert I'd get some action. This is repeated from Seducing the Squaddy so if you've read it skip this bit. At 16 I had blond hair parted in curtains framing my sweet innocent boy next door cute face that hid the sex fiend lurking underneath. All of my mate's mums cooed over me and thought I could do no wrong but that opinion might have been different if they knew what I and some of them did in the safety of the bedroom. My flawless deeply tanned face never suffered the scourge of acne and was studded with blue eyes and lush red cock sucker's lips. My body was as deeply tanned, sexy and toned as the British diver Tom Daley when he was 16. Whereas he got his definition from diving I picked up mine from playing rugby and cricket and since hitting 16 I'd also started going to the gym. My biceps were starting to buff up nicely with good definition leading to toned forearms lightly dusted in golden hairs. My naturally smooth chest was deeply tanned with some good definition coming through. My abs had a nice washboard with a faint trail of blond hairs running from my navel to my naturally small but trimmed short bush of blondy brown pubes. Even limp my cock was an eyeful and being raised a nudist I was used to the stares it got. In its floppy state it was a thick 4.5 inches but grew to an eye wateringly thick 9 inches finally topping out at its current aerosol can thick 10 inches. My cock was as deeply tanned as the rest of me with a really thick, nicely veined shaft leading to a bulbous tanned pinkish knob that half poked out of my foreskin. My balls were man sized and highly productive even for a teenage boy. If I popped three loads in one day I thought it was a quite one. Not only did I have to regularly drain them but when I did the loads were huge. The usual school day consisted of a morning wank or self suck, shower, breakfast, school, wank in the school loos during morning break, lunchtime wank or shag, afternoon break wank, homework, dinner, wank or sex and bedtime wank. If I was particularly horny I'd play pocket billiards in class until I popped a load. Leaving class I would have to carry my schoolbag in front of me to hide the cum stain as I always went commando except when playing sports. My parents thought me doing my own laundry since I was 13 was me being considerate and mature but the real reason was so they didn't see how many cum stains my clothes picked up whether it was mine or someone else's. Sorry I digress. Around back I had the perfect bubble butt arse that I loved showing off. It was really firm and pert, silky smooth and deeply tanned. The rugby and cricket I loved playing had given me nicely toned legs that were dusted in golden hairs. Those looks coupled with my witty humour, confidence, sporting ability, intelligence and being out and proud without being a screaming queen meant I'd bagged way more than my fair share of cock. Not that there is anything wrong with being camp or a screaming queen it's just I was more what you would call straight acting. I had started off gay but by 16 was kind of bi-sexual. Men and boys caught most of my attention but some girls I got attracted too enough to sleep with. When I arrived I signed in and was allocated my room. It was an old holiday camp with chalets divided into rooms and terraced chalets with two beds, two bedside tables, two chairs, a table and washbasin that used to be the staff quarters. I was in one of the latter. As my roommate hadn't arrived yet I unpacked my stuff. When I had finished I was about to go and explore but my roommate turned up. There wasn't anything special about him. In fact his pale face appeared fairly nondescript at first even slightly geeky due to his wire rimmed glasses. His face was pale skinned with a few minor spot blemishes. Behind his wire rimmed specs he had bluish grey eyes and he had lush light pink lips. He was wearing fairly baggy unfashionable clothes and I doubted he had much of a body underneath. He looked a shy geeky wall flower, certainly not the type I'd usually go for. However as I would find out I had the opposite effect on him. If he had been sexier I probably would have paid him more attention and recognised the lust in his eyes when he first met me. You see Ben was a closet gay and a virgin to boot and now he had clapped eyes on a fit blond haired blue eyed sexy lad he'd be sharing a room with for a week. He stood in the doorway not sure what to do. I took this as him being shy but the real reason was he was too busy eyeing me up but I didn't notice. "Hi I'm John." I said holding my hand out. "I'm Ben." He weakly replied as he limply shook my hand. "Cool. I was about to go explore but if you want I can wait for you." I said. "Thanks." He said finally coming into the room. As he started to unpack I started a conversation. It was obvious he was shy and not much of a talker but I coaxed some stuff out of him like where he was from, who he lived with, what type of school did he go to. He seemed interested when I told him I went to an all boy school but slightly disappointed when I told him it wasn't a boarding school. It was lost on me at the time but it would come back to me later on. Once he had unpacked we went for a walk around the camp before meeting in the mess hall for lunch and the welcome meeting. I noticed there were lots of tasty boys at camp and even a few girls so I hoped I'd get more than just my hand to pleasure my cock. Not once did I think the plain looking, shy geeky boy sat next to me would be the first recipient of my big cock and copious ever present load. After lunch we had activities and then some free time. I went back to our room for my rugby ball and initiated a game of touch rugby whereas others kicked a football about. Despite me trying to convince him to join in Ben sat on the sidelines reading a book. Then we were called to dinner and afterwards we had more free time before bedtime. As we were what would have been the old staff quarters the rooms had no showers so we had to use the shower and toilet block at the end of each row of terraced chalets. There was a row of two terraced chalets facing each other for boys and two behind for girls in the hope of stopping any hanky panky going on. Lights out was 22:30 so at 22:00 I told Ben I was going to grab a shower. I stripped down to my football shorts little realising Ben was watching me the whole time. I grabbed my towel and shower stuff and headed to the showers. They were good old fashioned open plan showers not the namby pamby modern showers of today divided up into individual cubicles because bleeding heart liberals think open plan showers may give people body issues. The downside was I was the only one there. After brushing my teeth I took off my shorts and left them on a hook with my towel and stepped into the shower area and began showering. As I was the only one there I indulged in my obligatory bedtime wank squirting a copious load into my right palm. Never one to waste a load I hovered it up savouring the all too familiar taste. Afterwards I had a bedtime wee to flush the tubes before pulling my shorts back on and heading back to our room. When I got there Ben was already in bed wearing pyjamas which almost made me chuckle. I couldn't see what the bottoms were like but the button up top was an unfashionable two tone brown check short sleeve affair that you'd expect your uncle to wear. Out of natural instinct I pulled my covers back shuck off my shorts ready to climb into bed. Well my family and I were nudists so it was second nature. Little did I know but by doing so I'd just given my new roommate a bird's eye view of my deeply tanned firm pert bubble butt and my big lips cock and balls dangling between my legs. "How come you are tanned all over? Is your family foreign?" Ben asked. "Hell no we're just nudist. I'll put my shorts back on if it bothers you." I said inadvertently giving him a full frontal nude view as I turned to reply. "No that's fine." He said his pale face blushing. I noticed his gaze drop to my big limp cock but I didn't think anything of it as I was used to guys taking an envious look regardless of their sexuality. I got into bed and flicked the light switch off between us. We said good night to each other and settled down to sleep. Just as I was about to fall asleep I heard rustling and realised Ben was taking off his pyjamas. I couldn't help but slyly smile at converting another boy to sleeping nude. Latter on I awoke to the sound of rhythmic rustling. Groggily I came around to the realisation he was wanking off under the sheet. "Are you wanking?" I asked. "No!" He replied as if insulted at such a wild accusation which in fact proved I was correct. "Don't sweat it we all do it." I reassured him. Knowing he'd been wanking made my cock start to grow. He might be a plain geeky Joe but maybe it would be fun to beat one off with him. "Have you ever had a wank race?" I asked. "What's that?" He asked but I guessed he really knew the answer as it was self evident. "It's where boys wank together. You can decide on the win criteria like the first one to cum wins or the last or shots the most or furthest." I informed him with my 9 inch cock now at its full meaty hardness. "Sounds like you do it a lot." "Yeah it's not like its gay or anything it's just boys having fun together." I said. Sure he was far from the hottest boy on the block but a mutual wank is better than flying solo. I wasn't thinking of sex with him but just a wank as I presumed he was straight. "So do you want to do it or not?" I asked not really caring what his answer would be as I would fire one off anyway." "I don't know I've never done anything like that." He said sounding embarrassed. "Come on it'll be cool." I said already fiddling my steely hard throbbing cock. "OK why not." I flicked the light switch on and looked over at him. I had to admit without his wire rimmed glasses he didn't look so geeky. He had short dark blond almost light brown hair. His pale face had a few minor spot blemishes and although fairly nondescript free of his glasses there was a slight cuteness to it I hadn't noticed before. He had bluey grey eyes, cute button nose and lush pink lips. Indeed he had stripped out of his pyjamas as his milky white upper body was exposed and his PJs crumpled on the floor. He had long spindly shapeless pale arms with his forearms dusted in blond hairs. His milky white chest and stomach were ironing board flat and shapeless. He had small pink nipples surrounded by slightly larger pink halos. I could see the tent of his hard cock under the bed sheet. His cock looked of average size for a 16 year old. Realising I needed to take the lead I pulled back my bed sheet exposing my really thick deeply tanned 9 inch steely hard cock. I saw his eyes grow wide when he saw it causing a sly smile to spread across my face. I took my big hard cock into my left hand in an all too familiar grip and started leisurely stroking it. "Come get yours out." I encouraged. "I don't know it's smaller than yours." Ben said his eyes still glued to my big hard cock. "It looks OK to me. Don't worry I'm a freak with a bigger cock than normal." "Maybe we should just go to sleep." He said unconvincingly his eyes still staring at my cock. "You've seen mine so you've got to show me yours." It was obvious he was shy, embarrassed and body conscious of his slim pale shapeless body against my Tom Daley-esque tanned and toned body. I got up and rushed over to his bed to yank off his bed sheet. Realising what I was attempting to do he grabbed the sheet and we started wrestling with it. His weedy frame had no chance against my sports toned body but I let the wrestle ebb and flow for about a minute or so before I pulled the sheet off him. He rushed to cover his hard cock with his hands but not before I got a brief glimpse of it. It was as milky white as the rest of him and about 5.5 inches long. Unusually for a British boy he was circumcised with a big but neat circumcision scar and pink purple knob. The shaft was of average thickness for a 16 year old boy and lightly veined. He had averaged sized balls in a tight lightly pubed sack. He had a small bush of blondy brown pubes. His legs were pale, slender, shapeless and nicely covered in blondy brown hairs. "Are you a virgin? Is that why you are so shy?" I asked as I sat on the edge of his bed. His face blushed a deep crimson which gave me the answer without him speaking. "Come on let's wank. I've already seen your cock." I encouraged. He looked like a rabbit trapped in a car's headlights. "Or I could wank it for you which feels just as good as when you do it yourself but different." I said as I put my left hand on his left inner thigh close to his balls. He didn't flinch, pull away or protest but I could see he was scared. I let my hand wander up his warm inner thigh to his balls which I began to fondle. The scared expression on his face softened a bit as he felt someone playing with his balls for the first time. "Do you like that?" I asked and he nodded his reply. "If you let me play with your cock it will feel even better." He thought about it briefly before moving his hands revealing his cute cock resting on his pale stomach. I took it into my left hand and lifted it up to the horizontal. It throbbed as it felt the first hand other than his own touch it. I started wanking it feeling its heat, throbbing pulse, steely hardness and silkiness. The fear in his face had completely gone replaced with an expression on pleasure. "Feel good?" I asked continuing to wank his hot hard boy cock. "Yes." He gasped with pleasure. He'd let me come this far so I decided to see how far I could go. Sure he was plain, shy, geeky and skinny but I was horny and had started to notice the faint cuteness to him. "Do you want me to give you a blow job? It won't make you gay. You can just shut your eyes and imagine it is a girl blowing you and when you do get a girlfriend you'll be experienced. Also you won't be the first straight boy I've sucked off." I said my mouth practically watering at the thought of tasting virgin cock and cum even if he wasn't really my type. "Are you gay?" He asked. "Kind of bi. I'm mainly into guys but have had sex with some girls." I replied as I continued to stroke his hot hard cock. "I think I'm gay. You won't tell anyone will you?" He said part in relief at being able to come out and but also fear of possible repercussions of confessing his sexuality especially to a boy he hardly knew yet had to spend a week sharing a room with. "What do you think about when you wank?" I asked. "Boys." He said blushing red. "Yep you're gay. We're going to have a lot of fun this week." I said giving him a sly grin. This was turning into a great holiday as I was just about to chalk up my second conquest and it was only the first day. First there had been Charles the hunky soldier in the train toilet and now a virgin 16 year old boy. Now that we both knew the other was into boys it was time for the fun to start. I climbed between his slim legs and moved in to taste his virgin boy cock. Looking at his plain, geeky faintly cute face I flicked the underside of his circumcised knob which made his cock twitch and him gasp with pleasure. Then I started swarming my tongue all over his sensitive circumcised knob which made him start leaking sweet tasting pre-cum and had him whimpering with pleasure. Still holding his gaze I took his knob into my mouth and started strongly sucking it as I flicked the underside with my tongue. His eyes went saucer wide at the pleasure of having a hot wet mouth wrapped around his circumcised knob not expecting it to feel so good. I couldn't help but give him a cock sucker's smile as sure he wasn't that sexy but I was looking forward to teaching him the pleasures of boy on boy gay sex. For a couple of minutes I strongly sucked his knob and swiped it with my tongue. His sweet tasting pre- cum was making my taste buds tingle with pleasure and as he hadn't showered I drank in his slightly sweaty horny teen boy aroma. Then I deep throated his 5.5 inch cock right down to the pubed hilt. He gasped with pleasure and his slim body tensed as he felt his virgin cock sink into a hot wet orifice for the very first time. I ground my lips around the pubed base, flicked the underside with my tongue and worked my throat muscles on his knob. Then I launched into a steady deep throat blow job. My hot wet sucking mouth bobbed up and down his hot hard virgin 5.5 inch teen boy cock. I loved the feel of its heat, hardness, throbbing pulse and silkiness as it rubbed over my lips and tongue. When just his knob was in my mouth I'd strongly suck it, swipe it with my tongue and savour his sweet pre-cum. When I bottomed out I'd flex my throat muscles on his knob as I ground my lips around the pubed base of his cock. From his whimpers, the way his cock was throbbing and his body shivering I knew he was really enjoying his first ever blow job. He was enjoying it so much so he barely lasted 5 minutes. "I'm going to cum." He warned. I pulled my mouth up and started strongly sucking his circumcised knob as I swiped the sensitive underside with my tongue. "Cumming." He gasped as I felt his body tense and cock swell. His slim body started shuddering as his delicious boy cock throbbed and pulsed in my mouth as it started spewing thick tasty teen boy spunk into my greedily sucking mouth. He tried to stifle his moans of orgasmic pleasure as he experienced his first ever orally induced orgasm. He pumped 8 jets of sweet, slightly salty schoolboy spunk into my mouth. When his orgasm ended I pulled my mouth that was full of his cum off his spent cock. His usually pale face and collar bone area were now flushed red from orgasming. Looking into his flushed face I made a show of swilling his cum around my mouth to savour it before swallowing. "Tasty cum. Have you ever tasted it?" His flushed face became more red with embarrassment making me chuckle. "Don't worry most boys try it at least once even if they're not gay." "Can I try yours?" He meekly asked. "Sure but to warn you I do cum hard and shoot a lot. We swapped positions and I looked down at the slim pasty geeky 16 year old boy knelt between my deeply tanned, golden haired sports toned legs. I saw the look of fascination, admiration and apprehension on his pale plain face as he got an up close look at my aerosol can thick 9 inch deeply tanned uncut cock. He tentatively took my big boy cock into his right hand, his slender fingers not quite meeting. He then began to wank my cock watching my tanned foreskin peel back and forth over my bulbous tanned pink tinged knob that was glistening with clear pre-cum. "How does it feel to be playing with another boy's cock?" I asked. "It feels so nice but it is so big." He said turning his attention from my cock to my face. "Don't worry your cock isn't small. Most boys our age have a cock your size I'm just abnormal." I said to reassure him rather than boast. "It's really thick so you'll only be able to work the top inch or so but that's enough to make me cum. If your jaw starts to ache take a break and lick it like a lollipop especially this bit." I said as I pointed to the underside of my bulbous knob where my tanned foreskin joined. "Or lick and suck my balls." I further tutored my virgin pupil. I was determined to take all his cherries over the week and my cock couldn't help but twitch at the thought of forcing its way into his tight steamy virgin boy cunt. He returned his gaze to my cock and I saw his pink tongue poke out of his mouth and take a tentative lick of my swollen pre-cum slick knob. That tentative lick was followed by a more confident one until soon his wet tongue was licking all over my knob like a kitten at the cream. After licking my knob for a bit his tongue started exploring further afield. He licked down the underside, up one side and over my knob before going down the other side. Then he lapped away at my balls for a bit before licking up the underside. He pulled his head back slight to look at my cock. His plain pale face had the expression of someone psyching themselves up to take a plunge. Then I watched his lush pink lips kiss the tip of my tanned knob and then part as they slid down over my bulbous knob. I gasped with pleasure when the hot wetness of his mouth soaked into my swollen sensitive knob. He then started strongly sucking my pre-cum leaking knob and swiping it with his tongue. His inexperience was obvious but he was still making my cock feel good. "Wank the shaft as you suck the knob." I instructed. Feeling his warm smooth hand wanking my really thick cock as he strongly sucked my knob made up for his inexperience and coupling that with the fact I was taking his mouth's virginity I knew I'd probably drown the poor kid in my cum. . For about 10 minutes he worked my cock and to be honest if I wasn't willing myself to cum he would have had to go at it a lot longer to bring me off. Then the waning tingle hit my cock. "I'm getting close. Suck harder and wank faster." I coached. I held out for just over another minute before I had to let go. "Cumming." I groaned as I felt my thick cock swell even more. My body locked solid and then started shuddering and shaking as an intense orgasm hit. I'm normally a screamer when I cum so had to bit my lip as I flooded Ben's mouth with my teen boy cum. I wasn't wrong about drowning him. He managed to gulp down the first six big powerful jets, spluttered on the seventh, choked on the eight and took the final four loads on his face. His pale face might have been plain but it looked sexier with four thick ropes of cum splattered on it. I pulled him up my body and flipped us over so I was on top. I licked the ropes of my cum into his mouth before giving him his first ever kiss. We passionately kissed for a few minutes before I broke it off. "We'd better go to sleep." I said getting off his bed and walking over to mine. I got in and flicked off the light. The following morning I awoke first about half an hour earlier than need be. Ben was still asleep but I decided to wake him and take another of his cherries. I got out of bed and put my mattress on the floor between our beds. He was a sound sleeper so hadn't awoken nor did he when I pulled his bed sheet back. I looked at his pale limp cock. I knelt on the floor by his bed and gently lifted up his cock. He still didn't stir so I took his circumcised knob into my mouth and started strongly sucking. His cock stirred before he did as it rapidly grew in my mouth to its full throbbing 5.5 inches. As he groggily awoke he began to realise his cock was being sucked. When that realisation dawned on him a grin spread across his face as he realised last night wasn't a dream or even a one off. "Morning sleepy head." I said taking a break from sucking his cock. "We've got about half an hour before we need to get up to shower. Do you want some more fun?" I asked as I stroked his hot hard dripping boy cock. "Yes please." He excitedly squeaked in his boyish voice. "Get on my mattress on your back." I instructed as I rummaged in my holdall for my tube of lube. Once I'd found it I got onto my knees between his pale spindly legs. I picked his cock up again and pointed it skyward before lunging my mouth onto it. He gasped and his body locked solid at the pleasurable shock of having his teen boy cock swallowed whole into another boy's hot wet mouth. For a few minutes I gave him a greedy deep throat blow job before I decided to take his third cherry. I'd given him his first blow job, fed him his first cock and was now going to give him his first arse. The fact my arse would be the first one to swallow his cock thrilled me as did the thought of spending the day with his cum leaking out of my arse smug in the knowledge at least half the other boys were virgin like Ben. I pulled my mouth off his tasty cock and grabbed my lube. "What's that?" Ben asked as I squirted some lube into my left hand. "You'll see." I said as I smeared it all over his hot hard throbbing cock. Once I'd prepped his cock I shuffled up his body and squatted over his slicked cock. A surprised expression spread across his face when he realised what was about to happen. My sphincter connected with his knob and I pushed down. A shiver of pleasure ran through me and my sphincter tingled when his circumcised knob popped inside my arse causing us both to gasp with pleasure. I let my arse impale itself on Ben's steely hard hot 5.5 inch virgin teen boy cock. When my smooth pert buttocks pressed against his sparsely pubed groin I held it there so he could savour having his virgin cock inside another boy's hot wet arse for the very first time and I could savour the feeling of his hot hard cock in my arse. "Oh wow that feels so good." He said before letting out a groan of pleasure when I tightly squeezed my arse muscles around his hard throbbing cock. Then I started bouncing my hot wet sucking arse up and down his bare virgin boy cock. My sphincter tingled and glowed as it rubbed up and down Ben's hot hard lightly veined 5.5 inch cock. At the same time the ridge of his circumcised knob stimulated the receptive walls of my quivering young arse. Because I exercise my arse it is tight but elastic so it can take big cocks but feels really tight when taking smaller ones so feeling Ben's sliding in and out was just as good as if I was taking a big cock. As I bounced my hot wet tight rippling arse on Ben's cock I watched his plain geeky faintly cute face with its expression of never before experienced sexual pleasure. Once I'd picked up a nice steady rhythm I started caressing his smooth flat shapeless chest and firm stomach, my tanned hands contrasting with his milky white skin. My really thick 9 inch tanned cock was bouncing about flicking strands of clear pre-cum onto his stomach. "Wank my cock." I instructed and he took my big boy cock in his right hand. I liked the colour contrast of his pale hand on my deeply tanned cock and the fact it was so thick his fingers didn't connect. A thrill ran through me knowing that as his hand struggled to take me cock just imagine what his virgin arse is going to feeling like when I pop his cherry that night. Ben tightly gripped my cock and began tossing me off making my tanned foreskin peel back and forth over my bulbous knob. Ben might have been sexually inexperienced but every single teen boy knows how to wank so Ben was giving me a good hand job. The fact I was taking his third cherry really turned me on. Ben wasn't really my type looks wise but there was the faintest hint of cuteness to his pale face and when coupled with the fact he was a virgin was enough to swing me. Sure my eyes had to settle for his plain geeky face and slim shapeless body but there were other pleasures to savour and enjoy. My tight sphincter tingled and glowed with pleasurable friction as it rubbed up and down Ben's hot hard throbbing 5.5 inch virgin teen boy cock. The highly receptive walls of my arse throbbed from being repeatedly punched open by his circumcised knob whose exposed ridge would scrape down as I lifted up. Although his body was slim and shapeless my hands were happy caressing his warm soft skin and tweaking his small pink bullet hard nipples. My aerosol can thick deeply tanned 9 inch cock was throbbing and dripping pre-cum from the great hand job Ben was giving me, my foreskin peeling back and forth over my bulbous knob. The fact he was a virgin boy fucking another boy's arse for the very first really turned me on as did the fact everyone else on camp was innocently asleep most probably virgins like Ben. There was also the smell of sweaty teen boy gay sex. I also got a thrill of spending the day with a throbbing arse full of Ben's cum. To begin with I bounced my hot wet sucking arse on Ben's hot hard throbbing virgin cock with a steady pace but the more I bounced the more the cock hunger in my arse grew so to try and slake that hunger I bounced faster and harder. The increased pace intensified the pleasurable burn in my tight sphincter as it rapidly rubbed up and down his hot hard lightly veined cock shaft. The walls of my very sensitive, precocious and promiscuous arse throbbed from being repeatedly impaled on Ben's cock. Me riding him like a cowboy on a bucking bronco meant his swollen circumcised knob kept boxing my prostate which when coupled with the great hand job he was giving me had a huge load brewing in my highly productive teen balls. I was locked in a vicious circle as the cock hunger increased in my arse I upped the tempo of the fuck which in turn intensified the hunger. Unfortunately Ben being a virgin didn't last long enough to satisfy my arse. Sure he was making my arse feel good but I wanted it to last longer. He managed to hold out for almost 15 minutes before I saw signs of impending orgasm in his plain geeky face. "Cum in my arse and lose your virginity." I lustfully whispered as I increased the vigour of the fuck still further. It took a few more bounces before I felt his body tense up and then start shuddering as he began groaning in sexual ecstasy and release. The first groan was loud but he managed to stifle the rest. I kept vigorously bouncing my cock hungry arse on his no longer virgin boyhood as he pumped his load into me. I purred with pleasure as felt his hot hard 5.5 inch cock twitch and throb in my arse as it powerfully squirted 8 jets of schoolboy spunk into my arse which I was rippling around his cock to fuel his orgasm and milk him dry. When his orgasm ended I continued to vigorously bounce my arse on his spent deflowered cock as I was a long way from orgasm. Unfortunately his cock quickly deflated so I pulled off and shuffled up his body. "Use the three biggest fingers of one hand to finger fuck my arse." I lustfully begged as I took my huge boyhood in my left hand in an all too familiar grip and began to furiously wank it. A moan escaped my lips when I felt his three fingers sink into my arse right down to the base knuckles. Ben began fisting my arse and I gyrated my hips so that his finger tips would rub over my prostate. My sphincter was stretched and glowed with pleasurable friction as his fingers thrust in and out. My prostate pulsed from the massage it was getting and tiny electric shocks radiated out from my arse as his fingers danced over the receptive skin. "Suck my knob." I instructed. Ben obeyed and I watched his lush pink lips open and accept my tanned bulbous pre-cum slicked knob. He started strongly sucking my sensitive knob as he flicked the underside with his tongue as I furiously wanked the thick pubed base. It took me 10 minutes of wanking with Ben sucking my knob to bring me off. "I'm going to cum." I warned when the pre-orgasm tingle reached its intensity. My sports toned teen body locked solid before beginning to violently shudder and shake as an intense and copious orgasm hit me. He managed to swallow seven jets before it got too much so I painted his face with the remaining five squirts. He might have had a plain nondescript face but it did look hot with long thick ropes of my schoolboy spunk on it. Still on an orgasmic high I licked my delicious spunk off his face before giving him a passionate kiss for a couple of minutes. "Just one more cherry to go until you're no longer a virgin and I'll pop that tonight." I said breaking off our kiss. "I don't know your cock is so big, won't it hurt?." Ben asked his pubescent voice squeaking with worry. "It doesn't matter whether you are a guy or girl getting fucked the first time hurts but I know stuff that will make it easier. Then the more times you get fucked the easier and more pleasurable it becomes." I said standing up. "What did you think of fucking?" I asked helping him to his feet. "Wow it was even better than a blow job." Ben replied as we put my mattress back on the bed. "Cool as you'll be doing a lot of it this week." "Great." Was his eager reply. "Come on let's go shower." I said pulling on my shorts and grabbing my towel and wash bag. As Ben and I were showering two dam sexy 18 year old lads came in who I would also end up having sex with. I'll describe then in the next instalment but our gaydars pinged off each other with them eyeing me up as blatantly as I was doing them. One was a golden tanned blond lad with a cut lean toned body and the other was slightly more muscular mixed race lad whose hair was a mix of brown and copper. After showering we brushed our teeth and went back to our room where we got dressed and went for breakfast. The lads from the shower were in my sightline and we exchanged lots of lustful looks. After that we had a morning of activities where Ben's cum slowly leaked out before going to lunch where again the two sexy lads & I made lots of eye contact. We had an hour for lunch but it only took us 20 minutes to eat. "Let's go back to our room." I conspiratorially whispered once we'd finished eating. Back in our room I drew our curtains. "Do you know what a 69 is?" I asked as I pulled off my shorts exposing my growing cock as I was going commando. "Yeah its oral sex top to tail." He said as although he was a virgin most boys learn about sex on the school playing field grapevine. "Cool. Take your tracksuit bottoms off we can squeeze in a 69 blow job before the afternoon activities start. He peeled off his tracksuit bottom exposing his stiffening pale circumcised cock and spindly, pasty white nicely haired legs. I lay on the floor on my right hand side and Ben lay beside me to complete the 69. The thrill of imminent oral sex had us both fully hard already. Ben gasped with pleasure when my hot wet mouth swallowed his 5.5 inch cock whole. I ground my lush red lips around the lightly pubed base, flicked the underside with my tongue and squeezed my throat muscles on his swollen circumcised knob. Then I launched into a steady deep throat blow job bobbing my hot wet sucking mouth up and down his hot hard throbbing 5.5 inch teen boy cock. As I did so my lush red lips wanked his cock shaft as my tongue tickled it. When just his knob was in my mouth I strongly sucked it and swiped it with my tongue savouring his sweet salty free flowing pre-cum. At first Ben was too lost in the pleasure of receiving his second ever blow job to return the favour. However he soon came around and I muffled a moan of pleasure when he took my bulbous knob into his hot wet mouth and started strongly sucking it and swarming his tongue all over. "Finger fuck my arse while you suck me." I instructed taking a break from sucking him. My arse was still greased from our morning fuck so the middle finger of right hand slipped in easily. He started thrusting his finger in and out and I muffled moans of pleasure which reverberated down his cock to let him know when he'd found my prostate. I made a mental note to tell him about the prostate later on. The prostate massage he was giving me made up for his oral sex inexperience. I could tell Ben was enjoying this as much as I was as his muffled moans of pleasure reverberated down my big thick cock. For about 15 minutes we 69'd. I savoured feeling Ben's hot hard, silky smooth, lightly veined 5.5 inch teen boy cock sliding over my lips and tongue with my taste buds tingling with the sweet salty taste of his pre-cum. I drank in his slightly sweaty horny aroused teen boy aroma as my cock tingled with the pleasure of his hot wet sucking mouth working my bulbous knob, his muffled moans of pleasure reverberating down it. My prostate hummed with the pleasure of being stimulated by Ben's middle finger as it slid in and out. Ben was the first to let go. I felt the tension rising in him so I upped the pace and vigour of the blow job I was giving him. Then I felt his slim body lock solid and his cock swell. Then his body started shuddering and his cock twitching as it started pumping jet after jet of thick tasty teen boy cum into my mouth. I let all 8 jets pool in my mouth so I could savour its taste and texture. To catch up I started furiously wanking the thick base of my cock as Ben slurped on my bulbous knob and finger fucked my arse rubbing my prostate. I pulled my mouth off Ben's spent cock and swilled his spunk around before swallowing it. Then I looked down to watch Ben plain geeky pale face sucking away on the end of my really thick tanned cock as I wanked the base. It took me another 5 minutes of Ben sucking my knob and finger fucking my arse as I wanked my cock to make me cum. "I'm going to cum." I warned when the warning tingle in my big cock reached intensity. I'm usually a screamer when I orgasm so I had to bit my lower lip when my intense and copious orgasm hit. My big cock twitched and pulsed as it started blasting jet after jet of cum into Ben's hot wet strongly sucking mouth. I felt him gulping away trying to keep up and he was getting better as he swallowed the first 9 jets with the final three painting his face. "Wow you cum so much." Ben breathless said before using his fingers to scrape my cum from his face and push it into his mouth. We savoured our orgasmic highs before getting dressed and leaving for afternoon activities. Once the afternoon activities were over I got a game of touch rugby going before it was time for dinner. Throughout dinner my cock was achingly hard and leaking pre-cum at the prospect of breaking Ben in and popping his final cherry. After dinner we went back to our room and I could tell Ben was apprehensive. Once in the room we put my mattress on the floor between the beds. I turned to face him. I had to admit I was starting to warm to his face. Sure it was plain, geeky, pasty and had some minor spot blemishes but I was starting to appreciate its underlying cuteness. He definitely looked cuter without his wire rimmed glasses which I put on his bedside table. I pulled him towards me and started kissing him. Our lush lips mashed together before I introduced tongues. We took turns sucking each other's tongue or fencing with them. Then I peeled off his baggy tee shirt exposing his pale slim shapeless upper body underneath. His milky white arms had no tone or definition to the biceps and the forearms were dusted in blond hairs. His pale chest and stomach were as flat and shapeless as a washboard. Then Ben peeled off my tee shirt exposing a body as tanned and toned as Tom Daley's. His pale hands went straight to my sculpted chest and began groping it. We continued to kiss and as he groped my chest I unfastened his belt and jeans. Then I pushed his jeans and boxers down in one go. Like me he was already boned up so I gave his hot hard cock a feather light stroke causing a shiver of pleasure to run through him. Then I pushed down my tracksuit bottoms and stepped out of them. Ben stepped out of his jeans and we both peeled off our socks. I told him to lie on the mattress and I got on top of him in the push up position. I'd taught him how to suck cock and fuck arse and shown him the pleasures of being sucked off. Now it was time to teach him about the erogenous zones on a boy. To start with I resumed our passionate kiss. Our lips mashed and our tongues fenced as I ground my hot hard cock against his. We did that for a couple of minutes. "I'm going to show you the erogenous zones on a guy. They're spots on your body that feel good when played with." I said before commencing the lesson by nibbling his left earlobe. He started moaning with pleasure but he started squirming when I began tonguing his ear. "That tickles." He giggled so I stopped. Then I moved down and started kissing and nuzzling the left side of his neck working my way to his left armpit. I lifted up his left spindly arm exposing his pale armpit that had a small tuft of blondy brown hairs that were matted with sweat. I dove in and started licking out his sweaty pit savouring its salty taste. Ben started purring with pleasure as I licked out his armpit. Once I'd licked it clean I licked my way to his small bullet hard pink nipple and started flicking it with my tongue before sucking and gently nibbling as I tweaked his right nipple. I started off gentle but got rough to see how far I could go. When he started sucking in breath I eased up and swapped nipples. By the time I'd finished his once small pink nipples were red and swollen but on the whole he'd enjoyed me playing with them. Next I moved over to his right armpit which he'd exposed of his own accord. Once I'd licked it clean of tasty teen sweat I kissed and licked my way to the centre of his chest before heading southwards. I kissed and licked my way down his flat firm stomach pausing to lick out his navel. Like me he hadn't grown a treasure trail yet so I kissed down the smooth skin. Bypassing his hard twitching cock I started kissing and licking my way down his left inner thigh. I liked the way the hairs on his legs tickled my tongue as I worked down. When I got to his knee I kissed and nibbled the back before kissing and licking down his lower leg. When I reached his ankle I switched to his right leg which I kissed and licked my way up. When I reached the top of his leg I started licking and sucking his balls which tasted faintly of sweat and I drank in his horny aroused teen boy aroma. "You already know about this erogenous zone." I said as I gave his cock a light stroke. Then I pushed his legs up exposing his pale arse dusted with bum fluff. "Hold your legs behind your knees." I instructed. Then I parted his arse cheeks exposing his downy haired crack and small virgin tight pink sphincter. I moved in and started long licking his arse from the base of his spine, up the downy haired crack, over his hole which quivered and then over his balls. I kept repeating this but my licks became shorter as I homed in on his arsehole. "Oh wow that feels so good." Ben moaned at the pleasure of receiving his first ever rim job. His moans intensified when I started circling my tongue around his quivering hole. Then I started sucking and nibbling his arsehole. He gasped with pleasure when I started worming my tongue into his arse and started stabbing it in and out like a small dick. My rim job was having the desired effect as I felt his sphincter start relaxing. When I felt his sphincter had relaxed enough to take a fingering I rubbed some lube on his quivering arsehole. Then I pushed the middle finger of my right hand into his arse causing him to gasp. His arsehole felt so tight I knew it would strangle the hell out of my really thick cock. His body tensed at the penetration but eased slightly when I located his prostate. "That is your prostate which is like the male G spot." I said as I vigorously rubbed it with my fingertip. "See how it makes your cock leak pre-cum. Sometimes I cum from just being fucked because of the prostate stimulation I get." I said as I carried on rubbing his prostate. Ben gasped with pleasure when I sucked his leaking steely hard cock into my mouth swallowing it down to the pubed base. I launched into a deep throat blow job bobbing my hot wet sucking mouth up and down his 5.5 inch teen boy cock as I massaged his prostate. Sucking his cock further relaxed his arse so I added a second finger and then a third a couple of minutes later. I alternated between thrusting my fingers in and out or twisting them around. When I realised his arse wasn't going to get any more relaxed I let his cock fall from my mouth and pulled my fingers from his arse. "Time to lose your virginity." I said as I knelt up and started lubing up my aerosol can thick 9 inch cock. I could see the worry, fear and apprehension in his face as I got into position but he needed to learn how to take a fuck. After shuffling forward I rubbed my prominent ridged bulbous knob on his sphincter which I felt clench in apprehension. "It's going to sting pretty bad when I first pop in but once the head is in I'll hold still to let you recover." I said to reassure him. "OK." He replied the worry obvious in his voice. I started pushing forward and his sphincter put up a lot of resistance before giving way. "Fuck!" Ben loudly gasped at the pain radiating out from his sphincter as my bulbous knob popped his cherry. As promised I held still to give him time to recover. "Now push out like you're trying to squeeze out a shit." I instructed when he stopped panting. I felt his arse relax as he pushed out so I seized the opportunity to push my cock in. "Awww!" He cried out as I forced the rest of my really thick 9 inch cock ball deep into his virgin arse, my bulbous knob lodging into the entrance to his colon. It was a good job I wasn't popping his cherry after lights out as our neighbours either side would have heard. When I bottomed out I held my big boy cock in his quivering overstuffed arse to let him recover and for me to savour its hot wet virgin tightness. The grip his sphincter had on my cock threatened to cut off the blood supply. His face was scrunched up in pain and beads of sweat had popped up on his forehead. It took him a couple of minutes to conquer the pain in his arse. When his arse started to relax and the look of pain faded from his face I started slowly pulling my cock out. I felt the prominent ridge of my bulbous knob scrape down the hot wet velvety soft walls of his arse as his virgin tight sphincter wanked my long thick cock in a vice like grip. I pulled back until just my bulbous knob was inside his arse. Then I slowly pushed back in right to the hilt with my bulbous knob lodging into the entrance to his colon. He whimpered and winced in pain and I felt for him as not only did he have to put up with the pain of losing his virginity but also having to take such a long thick cock his very first time but you can't be gay if you can't take it up the arse and he needed to learn that. I started fucking him with long slow deep thrusts each one getting easier and easier with him wincing and whimpering less. As an experienced bottom I knew that when taking a big cock it is best to take it fast and hard to fuck you over the pain barrier but this was his first ever time so didn't want to scare him off for life. It took Ben ages to adjust to the eye watering meaty girth and impressive length of my man sized boy cock but eventually he started loosening up enough for me to start upping the pace of the fuck which was a good job as I was starting to get bored. Sure I knew it was his first ever time and he had to contend with my really big cock but resisting the animalistic urge to fuck hard is tiring. The more he loosened up the faster and harder I fucked him but still well short of the hammer and tongue style I usually use as I fuck the same was as I liked to be fucked. His virgin tight sphincter was now giving my rapidly thrusting really thick cock a great wank job. The hot wet velvety soft walls of his quivering arse caressed and stimulated my prominent ridged bulbous knob as I pumped my big cock in and out. For him his whimpers of overstuffed pain and discomfort mellowed into ones of slight pleasure and his arse stopped feeling so bad. He was a slim shy wall flower boy so typical bottom boy material, which sounds a bit hypocritical as I was sports toned, outgoing, popular at school and well hung but preferred to be the bottom but you get what I mean, so the fuck I was giving him was a good lesson. To make it worse for him it takes me ages to cum so he had to endure a long fuck before he got relief. I fucked Ben for well over 30 minutes before the warning tingle hit my thrusting cock. However it took me another five minutes to cum in which time I lost it and fucked the hell out of him. He started whimpering in hard fucked discomfort but you can't help the vigour of the vinegar strokes. My really thick 9 inch cock was brutally pounding Ben's quivering virgin tight arse. Each time I bottomed out my bulbous knob would slam into the entrance to his colon. My big cock was pounding so hard and fast the friction between it and his virgin tight sphincter was a fire risk. Then suddenly a surprised look spread across his face and his grunts of hard fucked discomfort turned to moans of ecstasy. His arse may have struggled to take his first ever fuck but his prostate loved it as I'd just fucked the cum out of him. His cock had been up and down like a yo-yo deflating when he struggled with the discomfort but going hard when being fucked felt good. His 5.5 inch cock was now steely hard and twitching like mad as it sent ropes of thick warm schoolboy spunk all over our sweaty smooth young bodies. As he would later tell me it was his most intense and copious orgasm he'd ever had. He pumped out 10 big jets the first few hitting the top of his chest with the rest of diminishing distances down his stomach with the final jet dribbling out. His plain geeky faintly cute face looked sexier in the throes of orgasm. His orgasm made his incredibly tight arse spasm uncontrollably around my cock which pushed me over the edge. I slammed my really thick 9 inch cock ball deep into Ben's arse with my bulbous knob lodging in the entrance to his colon where it swelled before the first jet of cum exploded deep into his bowels. I stabbed his arse with short deep hard thrusts battering the entrance to his colon as I pumped 12 jets of cum into him. His orgasmic moans turned into well breed pleasure as he felt a boy cum in him for the very first time. Intense waves of sexual pleasure coursed through my sports toned teen body as I pumped Ben full of cum. When my intense and copious orgasm ended I pulled my big spent cock from his battered arse finally giving him relief. Still buzzing with my orgasmic high I greedily lapped up his tasty teen boy cum and sucked the remnants from his cock. While down there I checked out his sphincter. It had been small and pink to start with but now it was an angry red, very swollen and gapping open. I breathlessly lay beside him and scoped his cum off my body savouring its sweet salty taste. "Welcome to the cherry popped club." I said to him. "I can't believe I spunked up as being fucked really hurt." He breathlessly panted. "I've never had an orgasm that big." He added. "That's because of the pounding your prostate took. I hope I haven't put you off being fucked. It only hurt because of the size of my cock. Next time will be easier." I reassured him. We savoured our orgasmic glows before getting dressed and heading out as it would be suspicious if we stayed in the room all evening. I took my rugby ball with me and he took his book. I got a game of touch rugby going and the two sexy lads from the showers joined in. There was definitely some flirting between us and afterwards we got chatting and to cut a long story short, as that's for the next posting, I agreed to go to their room after lights out. When it was time for lights out Ben and I returned to our room. Being so used to orgasming in the morning and evening, either via a wank or sex, I instinctively got horny at those times. I decided to give Ben's arse a rest but I wanted sex so I'd let him fuck me. "Do you want to fuck me?" I asked. "Yes please." He eagerly replied. "Do you want to fuck me afterwards?" He asked slightly apprehensively. "No you're OK I'll give your arse a rest but I will tag it tomorrow." I said. There was a dual purpose to letting him fuck me. Firstly my arse is always up for a fuck and secondly he was a sound sleeper so he'd be more so after an orgasm and the vigour of fucking. Plus my arse would be lubed and sloppy for being tag fucked by the two tasty 18 year olds. We put the first stage of my plan into action by putting my mattress on the floor between our beds before striping naked. I had to admit although his body was pasty white, slim and shapeless and his face plain and geeky I was warming to him and began to appreciate the faint underlying cuteness. His hard boy cock was throbbing in eager anticipation at fucking arse for the second time. I greased up his cock and rubbed some on my arsehole before getting on my mattress. I pulled my deeply tanned sports toned legs into my chest and out to the sides offering Ben my tanned firm pert bubble butt arse. Ben got into the push up position above me. "To make it last longer when you feel like cumming think of something horrible or boring or stop for a bit." I instructed. "OK." He replied as he wiggled his hips until his swollen circumcised knob connected with my sphincter. Ben pushed forward and we both gasped with pleasure when his knob popped inside my arse. I moaned at the pleasurable tingle radiating out from my popped sphincter and him from the pleasure of the hot wet tightness of my arse soaking into his circumcised knob. He carried on slowly pushing in with the exposed ridge of his knob forcing open the highly receptive walls of my arse as his steely hard hot smooth 5.5 inch cock shaft rubbing against my sphincter. My cock twitched and dribbled some pre-cum when his knob rubbed over my prostate. Then he had all 5.5 inches of his hot hard cock throbbing inside me. He gasped with pleasure when I tightly clamped my arse muscles around his cock. Then I started rippling my arse muscles around his cock making him groan some more. "Oh wow that feels so good." He gasped with pleasure. "It takes practice but you just squeeze like you're taking a dump." I instructed. "Now fuck me." I lustfully begged. Ben willingly obliged and he started fucking me with a steady pace. I savoured the pleasurable friction of his hot hard 5.5 inch cock sawing against my sphincter which tingled. Feeling the exposed ridge of his circumcised knob scrape down and then force open the highly receptive walls of my arse felt so good and made every nerve ending up there tingle with pleasure. I kept flexing my arse around his thrusting cock increasing the pleasure for both of us. My hands reached up and caressed the warm silky soft skin of his spindly arms and flat chest. I could see the lust in his eyes which I tried to return but couldn't as intensely. We had to keep it quite but occasional moans of pleasure escaped us but not too loudly. I tried to remain focused on him but occasionally my mind daydreamed about imminent sex with the two hot 18 year olds. On several occasions he stopped fucking me as he fought the urge to cum. It paid off as this time he managed to hold out for 20 minutes before his orgasm hit. By the time he slipped into the pre-orgasm fucking frenzy he had my arse buzzing nicely. He started fucking me faster and harder and his breathing became more laboured. I upped the pace of squeezing my arse on his thrusting cock. Then his body started shuddering and his cock throbbed as he started spunking up in my arse. I felt him pump 8 jets into my arse so I'd be nicely lubed up for the 18 year olds. When he finished pumping his schoolboy spunk into me he collapsed on top of me totally spent and drained. As he savoured his orgasmic high and caught his breath I kept squeezing my arse muscles around his cock as I caressed his sweaty smooth back. When he finally recovered he pulled his spent softening cock from my arse. "Do you want me to suck you off?" He dreamily said savouring the tail end of his orgasm. "No you're OK. Sometimes I like going to bed with blue balls as it makes me hyper the following morning so your arse will get a double load before breakfast." I said the first part being a lie but the second part was true." A sly smile spread across my face when I saw him subconsciously reach around and feel his arse. We put my mattress back onto me bed, got into our own beds and turned off the light. From the exertion of the day's activities and then him fucking me he was out like a light. He was a sound sleeper at the best of times but he was totally out for the count within 10 minutes. I waited a further five before I crept out to the 18 year old's chalet but that is for another posting. I hope this one got you off and you're sat there splattered in cum. If you did please let me know at johnmcquillium@hotmail.co.uk as although I enjoy reliving it and writing it up it is nice knowing people read it.