Date: Sun, 12 Aug 2018 10:10:47 +0000 From: John McQuillium Subject: Malta Holiday 2 Malta holiday 2 -- Deflowering my virgin roommate. The following is a true account of deflowering a shy virgin 16 year old boy I shared a room with on a two week holiday to Malta just after I had turned 16 years old. Comments gratefully received at johnmcquillium@hotmail.co.uk Usual blurb about don't read if you are underage, etc. Every holiday since losing my virginity to two 16 year old French boys when I was thirteen and a half had involved sex and my two week holiday to Malta was no exception. There was a group of eight of us. There were my parents, my sister and her boyfriend. Then there was a friend of my Mum's with her son and new husband. Her son was called Zack and we shared a room for the duration of the holiday. Zack and I had met about a month earlier when my Mum's friend had gotten married after being divorced for a few years. Zack lived with his Dad but had come for three days to attend the wedding. Over those three days I found Zack was a painfully shy wallflower lacking in self confidence. That was at odds to my chatty, witty outgoing but not cocky or arrogant personality. Zack was really pale and the slim side of average compared to my lean sports toned and tanned body on par with Tom Daley's when he was 16. Zack's round plain looking face had a slightly chubby appearance mainly due to his cheeks which were the kind mothers loved to tweak whereas mine was as cute as Alexander Ludwig's but tanned. He dressed dowdy whereas I dressed sporty or preppy. Zack was crap at sports but very academic whereas I was good at both. However there were two things Zack and I had in common. One was Tolkien's Lord of the Rings was our favourite book and the other was we were both blessed with big uncut teenage cocks but I wouldn't discover that until when on the holiday. During the three days Zack was visiting for the wedding any thoughts of making a pass at him didn't cross my mind. He wasn't ugly he was just plain looking and he gave no hint of his sexuality as he was so shy. Because of that he didn't appear on my sexual radar, he was just another lad my age. However I reassessed him on the holiday but maybe that was because a teenage boy has sexual urges that need taking care of and I would be sharing a room with him for two weeks. Zack's face was the kind you wouldn't look twice at, but if you did you'd notice the underlying cuteness beneath it's at first glance plainness. Zack had short hazel brown hair with a faint hint of ginger to it. His round pale face seemed slightly chubby even though he was the slim side of average. His round, slightly pink cheeks were the chubby kind mothers loved to tweak. He had a short broad nose above lush pink lips that were perfect for wrapping around a hard throbbing cock. He had dreamy tortoiseshell eyes that you rarely got to see as he would often divert his gaze due to lack of self confidence. On his visit before the holiday I had only seen him fully clothed. However on the first day I saw him in a tee shirt and surfer shorts. His arms were slender and milky white with the forearms having a light dusting of fine hairs. From the way his tee shirt hung it looked like his chest and stomach were as flat as a board. His baggy surfer short gave no indication of the impressive slab of teenage meat contained within them. They did however show off his round slightly squidgy arse and his pale lower legs that had a hint of definition and a light covering of soft brown hairs. Even then I wasn't thinking about sex with Zack but I thought we could wank off in each other's presence rather than having to go to the bathroom every time I needed to pop a load. Another reason I wasn't thinking about sex with Zack was because on the very first day I had successful seduced our well hung bi-sexual waiter called Paulo. He had then in turn introduced me to his well hung gay roommate. On that first day I got fucked three times by Paulo and twice by Ramon. Read the first part of this encounter to hear about it if you haven't done so already. Having two well hung men 14 and 18 years my senior on tap for regular gay sex meant I didn't need to look elsewhere. The night of the first day I had crept into bed with a sore but satisfied arse full of cum. Then I fell into a deep contented sleep with cum leaking from my arse to stain the shorts I was wearing. The following morning I sleepily heard my name being whispered a couple of times. Hearing my name had stirred me from my slumbers but I wasn't fully awake. Then I heard the unmistakable rhythmic shuffling of someone tossing off under the sheet. Still half asleep but quickly beginning to realise what was going on I turned onto my right hand side so that I was facing Zack's bed. My movement made Zack stop wanking his cock. Pretending to still be asleep I reached full consciousness but kept my eyes closed. After a couple of minutes I heard my name being whispered again but I continued to pretend I was asleep. Then the rhythmic rustling began again as Zack resumed his wank. For a couple of minutes I let Zack wank by himself. "Cool you need a morning wank too. I was dreading going two weeks without one." I groggily said as if I had just woken up. Zack practically jumped out of bed with fright and his pale face went beetroot red with embarrassment. "There's no need to be embarrassed as we all do it." I said as I rolled onto my back and took my piss preventing morning erection into my left hand and began stroking it. Zack's face was still bright red with embarrassment but it had an expression of shock that another boy was wanking in the same room as him. "What's wrong? Have you never wanked with your mates?" I asked when I noticed his shocked expression. Zack shook his head but I noticed he was watching my white bed sheet billowing up and down as I wanked my big cock beneath it. "I thought all boys did. My mates and I have wank competitions like who cums first or who cums last. Or it could be who cums the furthest or who shoots the most." I said as I continued to leisurely stroke my hard throbbing 8.5 inch erection under the sheet. "Do you want to make it a competition or just fire one off under the sheets?" I asked realising he was still watching me wanking under the sheet. "I don't know I've never done anything like that before." Zack replied looking at me with meek embarrassment. "Come on it'll be fun. Let's go to the bathroom where it will be easier to clean up." Zack seemed to hesitate but soon came around to the idea. The pair of us then went into the bathroom with both of us having impressive tents in our shorts. Zack was wearing a tee shirt as well as shorts whereas I was just in shorts with my tanned toned upper body on display. Rugby, cricket, swimming and skateboarding had given me a lean fit body that I was starting to bulk up now that I was old enough to go to the gym. My biceps were defined and were starting to bulk up. My chest was nicely sculpted and studded with two brown pointy nipples I loved having roughed up. My flat firm stomach was starting to form a washboard but it hadn't grown a treasure trail yet. My tanned legs were sexily sculpted through sport and were dusted with blond hairs. My shorts clung to my firm pert bubble butt arse and hinted at the big thick cock between my thighs. In the bathroom I pushed my shorts down to expose myself fully to Zack. Of course Zack had seen other boys naked before in the school showers after PE but he'd never seen another boy naked and hard. His gaze was fixed on my tanned fat 8.5 inch cock that dangled down under its impressive length and meaty girth. The fat shaft was nicely veined with my tanned foreskin just covering the crown of my large swollen knob. Above my big boy cock was a small but dense trimmed short bush of blondish brown pubes. Behind were big very productive balls in a lightly pubed sack. As Zack stared at my cock I tried to work out if it was a sexual stare or if was just a curious stare of comparison. For a few seconds I let Zack stare at my hard cock before telling him to get naked. That broke his stare and made his pale face flush red with embarrassment again. After briefly hesitating Zack began to pull off his tee shirt. First he exposed his pale stomach which had the faintest traces of lingering puppy fat. He too had no treasure trails yet and had an innie belly button. Then his milky white chest came in to view which was as flat as a board and studded with two pink nipples. As he lifted his tee shirt over his head he exposed his armpits that had a small tuft of sweat matted brown hairs in each one. Then I saw all of his pale long slender shapeless arms. Zack then hesitated again before pushing down his shorts. He had a broad but thin bush of dense unkempt brown pubes. Zack might have been of plain appearance but his cock wasn't. It was thicker than average for a 16 year old boy but not as fat as mine. It was also above average for a boy our age in terms of length as well. It easily matched my own 8.5 inch cock but whereas mine was as deeply tanned as the rest of me Zack's cock was the same pasty white as the rest of him. The thick shaft was nicely veined with two prominent ones running down each side. He was uncut with his pale foreskin covering all of his swollen knob with a bit to spare. Zack's cock dangled down under its impressive length and meaty girth. He had big balls behind dangling in a loose sack. My gaze then took in his pale slim legs. There was a tad of definition to his lower outer thighs just above his knees with hairless upper legs and a light smattering of brown hairs on his lower legs. All in all his body wasn't much, his round face was a bit plain with faint underlying cuteness but he won on his cock alone. There was also my strong suspicion he was a virgin so might be more willing to try a bit of boy on boy action. "Cool you have a big cock too. Do you want to measure?" I asked. Zack didn't reply so I took matters, or should that be members into my own hands. After standing in front of Zack I used my left hand to lift our hard cocks up so they were side by side with our knobs touching each other's stomach. Our cocks were of equal size at 8.5 inches long. Barely had my hand and hard cock touched Zack's cock and he was orgasming. His big cock twitched as it powerfully blasted out ten large squirts of thick creamy white cum that soaked my blondish brown pubes and my tanned stomach. "Oh my god I am so sorry." Zack exclaimed as he stepped back in shock. "It's just no-one has ever touched me there before." He added with his face so red with embarrassment you could have fried an egg on it. "Except yourself." I joked. So Zack had spunked up at the faintest touch from another boy I thought to myself. Was that because it was a boy touching him or was it because it was just someone other than himself touching him there? It was time to see how far I could push this shy virgin boy whose sexuality I didn't know. With the fingers of my left hand I scooped some of Zack's spunk from my pubes and stomach. Once they were liberally coated in his cum I wrapped them around Zack's thick 8.5 inch virgin cock and began to wank it. He looked at me in shocked disbelief with his round face still bright red with embarrassment but he didn't stop me so I continued to wank his cock. "Feels good doesn't it?" I asked after wanking Zack for a minute or so. In that time he hadn't protested or made any attempt to stop me. He just looked down in shocked disbelief to watch my tanned hand coated in his own cum wanking his big pale cock. Zack nodded an affirmative but still continued to watch me wanking his cock. "This will feel even better." I said as I dropped to my knees. "What are you doing?" Zack said as he took a step back in shock when I went to take his big teen cock into my mouth whose hunger for cock and cum overrode all rhyme and reason I might have had in trying to seduce a boy I'd be sharing a room with for the next two weeks and whose sexuality I didn't know. "Trust me this will feel way better than me wanking your cock." I said as I wasn't going to give up that easily. "Don't worry it won't make you gay. If it bothers you just shut your eyes and imagine it's a girl sucking you off." I added. Zack took another step back which backed him up against the wall. He could have easily ducked to either side but he remained backed up against the wall as I shuffled on my knees towards him. My left hand lifted up his big thick pale cock that was coated in his own cum and aimed it at my mouth. With his cock aimed at my mouth I looked up and saw Zack was looking down at me with the same expression of shocked disbelief. Peeling back Zack's long pale foreskin I exposed his swollen pink knob. Holding the gaze of his tortoiseshell eyes I took his swollen knob into my mouth. Those same eyes rolled back in his head when I started to strongly suck his sensitive knob as I flicked it with my tongue. For the first time in his 16 year old life he had his cock in someone's mouth. As I sucked his knob I braced my hands on the wall either side of Zack's body to lock him in place and prevent him from escaping. Zack was stood lifelessly with not an ounce of fight in him. Was this because he wanted me to suck him off or was he too shy and lacking in self confidence to battle a boy who although the same age as him was stronger than he was? Either way I didn't care as I just wanted to suck his big cock and drink his cum and I didn't have to wait long. Despite having just cum, Zack shot off again within five minutes of me sucking his knob. He tried to push me away which I thought was him coming to his senses and trying to get out of being sucked off by another boy. But I wasn't going to give up that easily and I braced myself more firmly against the wall. "Please stop." Zack pleaded in a squeaky voice. It was then that I recognised the expression on Zack's face. He wasn't trying to run because he was a straight boy coming to his senses and trying to get away from another boy sucking his cock he was trying to get away because he was about to cum in my mouth. This just made me suck his swollen knob harder. "No." Zack whimpered as if forbidding his orgasm to happen but nature was already running its course. His knob swelled even larger in my mouth as it powerfully squirted a large rope of thick salty sweet schoolboy spunk onto my tongue. Immediately its flavour fired off my taste buds. The first bolt was followed by nine more of equal quantity and power. As Zack spunked up in someone's mouth for the first time he whimpered in sexual ecstasy and release with his slim pale body shuddering. When Zack's copious orgasm ended I deep throated all of his 8.5 inch cock. His swollen knob plugged my throat and I squeezed the muscles back there on it. My nose was pressed in his dense unkempt bush of brown pubes which erotically stank of teen boy sweat and aroused pheromones. "Oh wow." Zack gasped which I didn't know was because of his orgasm or because I had deep throated his thick 8.5 inch virgin cock. After swallowing Zack's big teen boy cock whole I launched into a deep throat blow job. My rapidly bobbing mouth coated the full length of Zack's long hot hard throbbing cock with his own cum and my saliva. Being 16 years old Zack didn't lose his hard on despite having cum twice in quick succession and he didn't need a break to recharge. He was so lost in his dual orgasmic high he was powerless to stop me sucking his cock even if he had wanted to. His tortoiseshell eyes were glazed and half rolled back. His round face was flushed pink from orgasm and had a far away expression. As for me I was getting a kinky thrill from giving a 16 year old boy, whose sexuality I didn't know, his first ever blow job. As I bobbed my hot wet strongly sucking mouth up and down the full length of Zack big throbbing cock I realised he wasn't quiet as plain looking as I had first thought. The underlying cuteness of Zack's face was showing through now that I was taking the time to look. His cock was leaking lots of pre-cum that mingled with the lingering taste of his spunk. His sweaty horny aroused teen boy scent flooded my nostrils. My tightly clamped lips loved sliding up and down his long thick throbbing cock shaft as my tongue tickled the underside. Even though I didn't know Zack's sexuality he was so shy and timid and a virgin to boot I was going to see how far he would go sexually with another boy. As Zack had already had two hair trigger orgasms in quick succession his third one was longer in coming. This was great for me as it gave me more time to enjoy sucking Zack's big sexy teen boy cock. My tongue was buzzing from lingering taste of his cum and the fresh taste of his leaking pre-cum. My lush lips were wanking the long thick shaft of his veiny cock as my tongue tickled it. As I rapidly bobbed my hot wet mouth up and down Zack's big cock I strongly sucked it. This time it took Zack over fifteen minutes to cum. This time he didn't try to stop me and he couldn't back away as he was already pressed up against the wall. He did however warn me he was about to cum. This gave me time to pull my mouth up and just suck his swollen knob in readiness to accept his spunk. "Cumming." Zack then whimpered as his body locked solid. His knob swelled even larger in my mouth as it began powerfully squirting thick salty sweet teen boy spunk into my hot wet strongly sucking mouth. His slim body started shuddering as his orgasm hit. Even though Zack had already cum twice he still managed to powerfully pump ten large squirts of thick salty sweet schoolboy spunk into my mouth. Zack whimpered in sexual ecstasy and release as he flooded my mouth with delicious cum. When his orgasm ended I pulled my mouth of Zack's cock and swilled and savoured his spunk before swallowing it. "Next time you need a wank let me know and I'll give you a blow job instead. You can shower first." I said still savouring the lingering taste of his cum. Leaving Zack to get showered I returned to the bedroom and laid on the floor. Then I flung my legs over my head so my fat 8.5 inch cock was dangling above my face. Taking my swollen knob into my mouth I began to strongly suck it as I wanked the fat base. As I was so turned on from having sucked off a virgin boy it only took me five minutes to cum. As my spunk flooded my mouth its familiar taste fired off my taste buds. When my orgasm ended I lay on my bed naked waiting for Zack to finish showering. Zack returned wearing a towel and seemed back to his shy modesty despite what we had just done. However I was sure he sneaked a peek at my now limp naked cock. When I returned to the bedroom bullock naked after showering I noticed Zack sneak another peek which started to get me debating his sexuality. Zack was already in a tee shirt and surfer shorts so I pulled on my Speedos which my big limp cock and pert bubble butt arse packed out nicely. Then I pulled on a tee shirt and surfer shorts before the two of us went down to breakfast. At the table I gave Paulo a sly wink and suggestive stare. After breakfast the adults went sightseeing whereas we four youngsters hit the beach. At lunchtime we went in to eat before going back to the beach. Around 2PM it started to get too hot and the sun too strong so we went in. No doubt my sister and her hot boyfriend would be getting down to business and I debated on whether to try something more with Zack or go to Paulo's room for guaranteed sex. In the end I decided to try it on with Zack and if I didn't get anywhere I would go to Paulo. "Do you want another blow job?" I asked. "Can I?" Zack asked excitedly. "Sure." I replied. Before going over to Zack I grabbed my tube of lube just in case I could get him to go further than just letting me suck him off. "Get naked." I told Zack as I pulled off my Speedos which were the only item of clothing I was wearing. Zack stripped out of his tee shirt and surfer shorts and I saw his cock was already starting to chub up. By the time I was knelt between Zack's legs his cock was already at half mast. With my left hand I peeled back his pale foreskin, aimed his semi-hard cock at my mouth and took in its tip. Then I began sucking his swollen sensitive knob. Zack's cock rapidly swelled to its full 8.5 inch hardness and when it had done so I gobbled it right down to the pubed base. With his swollen knob plugging my throat I squeezed the muscles back there on it as I ground my lush lips around the base and flicked it with my tongue. Then I started deep throating Zack's thick throbbing 8.5 inch cock. Although I was relishing sucking Zack's cock my arse started itching. Plus there was the kinky thrill of sucking a virgin schoolboy whose sexuality I was still uncertain of. Soon the itch in my arse and urge to deflower a virgin overcame me. Pulling my mouth up to suck his swollen knob I began greasing his long thick cock with lube. Zack didn't question what I was doing but I didn't know if that was through sexual naivety or if he knew what was about to happen and wanted it to do so. Once his shaft was lubed I did his knob and then moved up to straddle his waist. "What are you doinnnnnng?" Zack moaned as I impaled my arse on his virgin cock. His swollen knob popped past my sphincter which made it tingle. It then punched open the walls of my arse as I sank it on his hot hard throbbing 8.5 inch cock. Then I began vigorously bouncing my hot wet tight arse on his big cock to make sure the pleasure kicked in before the possible disgust of Zack having his cock in another boy's arse. Zack was either too stunned or too shy to protest. Either that or it was what he wanted. It was time to find out. "How does this feel compared to a blow job?" I asked as I continued to vigorously bounce my arse on his hot hard throbbing cock. "Oh wow." Zack moaned. "Have you fucked anyone before?" I asked. Zack shook his head as he was to lost in the pleasure of having a hot wet orifice wrapped around his cock to orally reply "Well when you pop a load in my arse you won't be a virgin anymore." I said. As Zack didn't protest he was either gay/bi or straight but so eager to lose his virginity he didn't mind losing it in another boy's arse. For about ten minutes I bounced my hungry arse on Zack's big thick teen boy cock. Then I decided that if Zack was to lose his virginity he should be in the driving seat. When I pulled my arse off Zack's cock he had such a disappointed expression on his plain but kind of cute face. After flipping onto my back I pulled my tanned sports toned legs into my chest and out to the sides offering Zack my pert arse. "Fuck me." I lustfully begged. Awkwardly Zack got into the push up position above me and sank his thick 8.5 inch cock ball deep into my arse. He then began to fuck me. It took him a while to pick up a rhythm but natural instinct soon replaced his inexperience. Within five minutes Zack had gotten the hang of it and was vigorously fucking me. Zack's pale, slightly cherub face was now flushed from the physical exertion of fucking for the very first time. As he fucked me I still debated his sexuality. He hardly held my gaze but whether that was because he was straight and didn't want to be reminded he was fucking a boy's arse or if it was down to his natural shyness. He made no attempt to kiss me and nor I him in case it scared him off. His slender arms and flat chest weren't much to play with but I caressed them anyway. As he fucked me I flexed and squeezed my arse on his vigorously thrusting thick 8.5 inch virgin cock. The first five minutes I bounced my arse on Zack's cock before offering it for him to take. Zack then fucked me for a further fifteen minutes. By the end he had gotten the hang of it and was fucking me with eager vigour. His thick veiny 8.5 inch cock was a blur as it rapidly pounded my arse. The thick thrusting shaft of his big teen cock made my stretched sphincter burn with pleasurable friction. The walls of my arse throbbed with pleasure from being repeatedly punched open by his cock. My prostate was pulsing from the battering it was taking which made my cock leak copious amounts of pre-cum. Then the tell tale signs of the battle against impending orgasm spread across his face which was becoming sexier in my appreciation despite its pale plainness. Zack was fucking for the very first time and wanted it to last but his inexperience and nature took its course. His fucking pace increased still further and his breathing became more laboured. Then he started groaning as his warm cum flooded into my arse. Zack continued to fuck me with deep hard thrusts as he powerfully squirted ten large jets of cum into my arse. As he orgasmed I flexed and squeezed my arse on his cock to milk him dry. When Zack's orgasm he collapsed on top of me totally drained. "How was that compared to a blow job?" I asked. "Oh wow." Was all Zack could reply. It took Zack a few minutes to savour and recover from his orgasmic high. "I've wanted to do that for so long." Zack breathlessly said. "To fuck or to fuck a boy?" I asked to finally find out his sexuality. "To fuck a boy, I'm gay too. How did you know?" Zack said. "I didn't. I'm just a horny sod who tries it on with any cute boy. Anyway even some straight boys are up for another boy sucking them off so I had nothing to lose." "You've sucked off straight boys?" Zack asked in surprise and admiration. "Yeah I spend most lunch hours giving blow jobs in the school toilets." I replied as I continued to flex and squeeze my arse on Zack's spent but still hard and throbbing cock. "Do you want me to fuck you now?" I added. "Will it hurt?" Zack asked. "Yes as it is your first time but there are things I can do to make it easier. It'll hurt to start with but will then feel better and the more you get fucked the better it gets." I replied. "OK." Zack pulled his cock from my contented cum filled arse and went to the toilet for a post orgasm wee and clean his cock of cum and lube. When he returned he was apprehensive about being fucked for the first time especially by a cock as big and thick as mine. Zack got back onto his bed beside me and I climbed on top of him. Looking down at his face its underlying cuteness was becoming more and more obvious despite it's at first glance plainness. His short brown hair had a slight ginger tinge. His tortoiseshell eyes expressed lust, shyness and apprehension. His round cherub face had returned to it milky white paleness from the flushed red of orgasm. The British porn star Jake Smith reminds me a lot of Zack. Zack's lush pink lips were so inviting and I couldn't help but give Zack his first ever sexual kiss. Zack was stunned to start with and his lips were passive and unmoving but eventually he began to return my kiss. Soon we were snogging away like long lost lovers with our tongues fencing. Even though Zack had cum he was so into being kissed for the very first time his cock was hard and throbbing against my own erect cock. For several minutes Zack and I passionately kissed but I had a cherry to pop but I wanted his first time to be memorable rather than a quickie. Breaking our kiss I pushed his pale slender arms above his head. His pale armpits had small tufts of sweat matted auburn hair. Diving into his left armpit I began to greedily lick it clean of tasty salty teen boy sweat as I drank its erotic aroma. Zack purred with pleasure not realising that having his armpit licked could feel so good. Once I had licked it clean I licked to his left nipple which I licked, sucked and gently nibbled before moving to his right which got the same treatment. Then I licked his right armpit clean of delicious sweat before licking my way to the middle of his chest and began descending southward. Even though Zack's big cock was hard and inviting I bypassed it as I had virgin arse to eat. Pushing up Zack's legs I exposed his slightly squidgy pale arse which was dusted with auburn peach fuzz. His pink arsehole looked so delicious and tight. Diving in I began eagerly rimming Zack's virgin arse. To start with I gave his arse crack long licks from the base of his spine to his big balls. Zack began to purr with pleasure not realising how good having his arse licked could be. As I licked his arse I savoured its sweaty taste and felt his virgin sphincter quiver. Although Zack was purring with pleasure he was also apprehensive at losing his virginity especially to a cock as big and thick as mine. My licks became shorter as I homed in on his arsehole. Soon I was sucking, chewing and licking it. That had Zack squirming about and loudly moaning with pleasure. Hiss tight arsehole was quivering like mad but also started loosening up. For several minutes I greedily licked Zack's virgin arsehole before it was time to up the ante. Squirting some lube onto the fingers of my left hand I began finger fucking Zack's totally virgin arse. Even before I lost my virginity at thirteen and a half I had experimented with sticking things up my arse but Zack hadn't. His arse so far had only been one way but I was going to fix that. When I pushed my middle finger into his arse his sphincter clamped shut on it. However it relaxed slightly and Zack moaned with pleasure when my fingertip brushed over his prostate. Then I began to thrust my middle finger in and out of Zack's hot wet virgin arse. As I did so I sucked on his hot hard cock. Being a teenage boy meant Zack had vigour and hadn't lost his hard on despite having cum in my arse. That youthful vigour meant I would suck another load out of him before I popped his cherry. For twenty minutes I greedily sucked on Zack's big thick cock as I finger fucked his virgin arse. The more his tight arse relaxed the more fingers I added. When Zack came in my mouth I was thrusting all five bunched digits into his arse down to the base knuckles. As I thrust my fingers in and out I massaged his prostate which had him purring with pleasure and leaking copious amounts of tasty pre-cum. The more I looked at Zack's at first glance plain face the more I realised its underlying cuteness. It was currently scrunched up as he fought his impending orgasm. "I'm going to cum." Zack moaned as I felt his body tense and his arse clamp on my fingers. Zack give me enough warning for me to pull my mouth up to just suck his swollen knob as his orgasm hit. Zack began powerfully squirting eight large jets of thick salty sweat schoolboy spunk that coated my tongue and fired off my taste buds. Zack's slim body shuddered and he loudly groaned in sexual ecstasy and release as he unloaded in my strongly sucking mouth. As Zack spunked up in my mouth I held his gaze. His plain but kind of cute face was flushing red with orgasm and had a look of sexual bliss. His tortoiseshell eyes burned with lust but were glazed in sexual ecstasy. When Zack's orgasm ended I pulled my cum laden mouth off his spent cock and then climbed up his body. Then I gave Zack a cum kiss, sharing his own spunk with him. As I did so I popped his cherry. As Zack was lost in his orgasmic high I gently thrust my fat 8.5 inch into his virgin arse. As we were kissing Zack muffled a moan discomfort as I popped his cherry. My bulbous knob popped passed Zack's virgin tight arsehole. It then clamped around my fat cock shaft in a vice like grip. To allow his breached arsehole to recover I held my cock still. His virgin sphincter had a strangle hold on my fat cock shaft just below the swollen head. The hot wet tightness of Zack's virgin arse soaked into my sensitive knob. When I felt Zack's arsehole relax a bit I pushed more of my big cock into Zack's arse. Half way in Zack tensed up again and muffled another moan of discomfit so I held still. When Zack relaxed again I forced the rest of my fat 8.5 inch cock ball deep into his arse. My bulbous knob lodged in the tight entrance to his colon as the hot wet virgin tightness of his arse soaked into my throbbing cock. Pausing to allow Zack time to recover from having his virgin arse breached for the first time I began to fuck him with slow gentle deep thrusts. I would pull back until just my swollen knob was inside his virgin tight hot wet arse before thrusting back in ball deep. His tight sphincter wanked the long fat shaft of my cock as I slowly thrust in and out. Whenever I bottomed out the entrance to his colon squeezed my swollen knob. It was obvious Zack was in discomfort but he didn't ask me to stop or pull out. His face winced and he groaned yet he still let me fuck him. After about ten minutes I had fucked Zack over the pain barrier. Being fucked for the first time had hurt Zack to start with but now he enjoying it. His face stopped wincing and his moans of discomfort turned into purrs of pleasure as he began to realise how good being fucked felt. My bulbous knob punched open the walls of his throbbing arse and lodged in the tight entrance to his colon. His virgin tight sphincter gave the fat shaft of my thrusting cock a great wank job. The ridge of my bulbous knob scraped up and down the walls of Zack's arse. Zack's cock which hadn't lost its hardness throbbed every time my bulbous knob scraped over his prostate. Zack's tortoiseshell eyes burned with lust and his pale cherub cute face had expressions of sexual pleasure as I fucked him. His pale hands groped my tanned toned chest or tense biceps. On top of the physical pleasure of fucking Zack there was also the kinky thrill I was taking his virginity and popping another of his cherries. The only one left was for him to suck me off. For a good thirty minutes I fucked Zack's virgin arse. Zack's pale round cherub face was now really appealing to me. It wasn't as plain as I first thought with its cuteness showing through now that I was taking the time to look. From the look in his eyes Zack fancied me and the expression on his face let me know he was enjoying being fucked for the first time. Zack might have been a virgin but over that two week holiday we practically had non-stop sex. Although I had started fucking Zack slow and gentle by the time I was ready to cum I was vigorously pounding his arse without mercy. Zack's virgin tight sphincter was wanking my rapidly thrusting cock as the hot wet walls of his arse caressed my swollen sensitive knob. "I'm going to cum." I moaned when the pressure in my balls reached boiling point. Zack just moaned. For a minute or so I managed to hold back but the pleasure of fucking Zack's hot wet arse got too much. My bulbous knob lodged in the tight entrance to his colon as it powerfully squirted the first bolt of cum deep into him. Then with deep hard thrusts I powerfully squirted ten large jets of cum into Zack's arse. He purred with pleasure as he felt cum flood into his arse for the first time taking the last remnants of his arse's virginity. My spunk flowed around my thrusting cock as I orgasmed inside him. When my orgasm ended I sank my fat 8.5 inch cock ball deep into Zack's cum filled arse and held it there. "How did you like being fucked?" I breathlessly asked Zack. "It hurt to start with but then it started feeling so good." "It gets easier the more you get fucked and I'll be fucking you lots." "Cool." Zack replied with an eager grin. "Do you want to fuck me again?" I asked. "Yes." Zack eagerly replied. "I have a feeling neither of us is going to need a wank on this holiday." I said which made Zack chuckle. "What do you think of our waiter?" I asked as I pulled my big thick cock from his deflowered arse. "What do you mean?" Zack asked puzzled. "I had sex with him and his roommate last night and wondered if you wanted to join us. They both have big cocks." "No way." Zack said in shocked surprise. "Yes way." I said as I rolled onto my back and offered Zack my arse again. Aren't they a bit old?" Zack asked as he got into the push up position above me. "Paulo's 30 and his roommate is 34 but they are both sexy, well hung and great fuckers. No worries if you're not interested as I can have sex with them after having it with you." "I'll think about it." Zack said. Zack then thrust his thick 8.5 inch cock ball deep into my sloppy arse with his cum from our earlier fuck bubbling around his cock. My arsehole tingled with pleasure when Zack's swollen knob popped past it and that was maintained as his long thick cock sawed against it. His knob punched open the walls of my arse and tickled the entrance to my colon when he bottomed out. "Fuck me hard." I lustfully begged and Zack eagerly obliged. Zack might have been sexually inexperienced but natural instincts and horny teenage vigour kicked in and he began to fuck me fast and hard. Feeling his thick 8.5 inch cock pounding my pussy boy arse felt so good. There was the pleasurable friction in my stretched arsehole as his cock rapidly thrust in and out. The walls of my arse throbbed with the pleasure of being repeatedly punched open by his big thick steely hard cock. My prostate pulsed from the battering it was taking which had my cock leaking lots of pre-cum. Zack's rapidly thrusting groin was spanking my pert upturned buttocks. The room echoed our uninhibited moans of sexual pleasure and erotically stank of teen boy gay sex. My eyes took in the cuteness of his cherub face that was flushed with physical exertion. Why it had taken me so long to notice his sex appeal I don't know but I intended to make up for it. My tanned hands caressed his pale slender arms and stroked his flat chest. As Zack vigorously fucked me I told him how sexy he was and how good it felt to be fucked by him. Zack confessed I had been a wank fantasy of his since we met. It turned me on that virgin Zack had loads of wanks thinking about sex with me and now he was living it for real and no longer a virgin. The number of orgasms I'd given Zack that day meant he lasted much longer this time. He fucked me hard for a good thirty minutes and made my arse feel so good. As he pounded my arse I flexed and squeezed it on his cock to increase the pleasure for both of us. "Oh I'm going to cum." Zack moaned maintaining his rough hard vigorous fuck. "Yeah cum in my arse." I lustfully begged as I increased the tempo of flexing and squeezing my arse on his big thick thrusting cock. Zack then began groaning with sexual ecstasy and release as his orgasm hit. Zack carried on fucking me with deep hard fast thrusts as he began powerfully squirting jet after jet of cum into my arse to mingle with the load he'd already fired up there. As for me I couldn't help but purr with well bred pleasure as I felt Zack pump ten squirts of cum into me. When his orgasm ended Zack collapsed on top of me in a sweaty heap. To prolong his orgasmic high I continued to flex and squeeze my arse on his spent but still hard cock. It took Zack a few minutes to recover. "Do you want to give your first blow job?" I asked Zack as he pulled his cock from my arse. If Zack had lasted a few more minutes he might have fucked the cum out of me. The pounding his big thick cock had given my pulsing prostate had brewed up a large load in my big productive balls that I needed to unload in a hot wet orifice. Although it was tempting to fuck his arse again giving his first blow job was the only remaining cherry he had. Beside it would be hot to watch his pale cherub cute face sucking on the end of my tanned thick cock. Zack climbed down my body until his face was above my achingly hard cock. He gripped it in his right hand and gave it a few wanks. The paleness of his hand contrasted with my tanned cock. Zack watched my tanned foreskin peel back and forth over my swollen knob that glistened with pre-cum. Zack then stuck out his tongue and tentatively licked the pre-cum from his knob. Even most of the straight guys I've spoken to have tried their cum at least once in their lives but despite being gay Zack had never had the urge to taste his cum. However that day we had shared a couple of cum kisses so he was beginning to develop a state for it. His tentative licks become more eager as he got into the taste of my pre-cum. Then his licks became sucks as he took my bulbous knob into his hot wet mouth. "Mmm that feels good." I said as his tortoiseshell eyes had a question look to ask if he was doing OK.. Zack then began bobbing his hot wet sucking mouth up and down the top couple of inches of my fat 8.5 inch cock. It was a bit awkward at first but he started getting the hang of it. His lush pink lips were perfect for sucking cock and gave my throbbing shaft a great wank job. The hot wetness of Zack's mouth soaked into the head of my cock as he strongly sucked it and tickled it with his tongue. Zack's inexperience meant he was far from the best cock sucker but he had fucked me to the brink of orgasm. Plus what he was doing to my cock was enough to finish me off. Plus there was the erotic sight of his pale cherub cute face sucking on the end of my fat 8.5 inch cock. "I'm going to cum." I said giving Zack enough time to pull off my cock in case he didn't want me to cum in his mouth. Luckily Zack carried on sucking. "Here it comes." I groaned as my sports toned teenage body locked solid. Then I began shuddering and shaking as I powerfully spunked up into Zack's sucking virgin mouth. Zack's tortoiseshell grew wide with surprise at the intensity and volume of my copious orgasm however he took it all. I felt my warm cum bubble around my knob as I powerfully blasted ten large ropes into his mouth. When my orgasm ended Zack pulled his mouth off my cock. He then swilled and savoured my cum before swallowing. Zack had now lost all his gay cherries, he'd sucked cock and being fucked plus he had been sucked off and he had fucked arse. "How do you like the taste of cum?" I breathlessly asked. "Tasty." Zack replied with a cheeky smile on his face. Zack and I then snuggled for a while before squeezing in fucking each other again before dinner. 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. Check out my other true encounters in the Sexual Experience folders on the Gay Adult/Youth, Bi-sexual Adult/Youth, Gay High School and Bi-sexual High School archives or search for John Mcquilliam under prolific authors