This is a true exploit from my sex diary. Every time I have sex I write about it. Thanks to everyone who wrote to me about my previously posted sexploits. It is nice to know that others enjoy reading them as much as I like writing them.
My previous postings can be found on nifty at the following locations: /nifty/gay/adult-youth/buggered-by-a-builder 20/01/08 /nifty/gay/highschool/soccer-sex 14/01/08 /nifty/gay/highschool/teen-toilet-sex 14/01/08 /nifty/gay/highschool/skateboarding-sammy 14/01/08 /nifty/gay/highschool/sex-with-toby 05/01/08 /nifty/gay/highschool/alan-my-mates-brother 05/01/08 /nifty/gay/highschool/taken-by-surprise 05/01/08 /nifty/gay/highschool/porked-by-patrick 24/12/07 /nifty/gay/highschool/scally-sex 08/12/07 /nifty/gay/highschool/gym-buddy 06/12/07 /nifty/gay/highschool/leroy 22/11/07 /nifty/gay/highschool/scoring-at-the-pool 19/11/07 /nifty/gay/highschool/my-sisters-mate 14/11/07 /nifty/gay/young-friends/starting-out-with-Carl 05/11/07 /nifty/gay/adult-youyh/spit-roasted-teen 01/11/07 /nifty/gay/adult-youth/holiday-hunk 11/10/07 /nifty/gay/highschool/cruising-the-park 24/04/07
Comments gratefully received at karl_tigger@hotmail.co.uk
I met Josh Keene at 6th For College when we were both 17. I'd come out of the closet when I was 15 and although I wasn't a screaming queen I was open about my sexuality and had a Gay Pride rainbow flag badge and entwined male symbols badge on my bag to signal the fact. If anyone asked I told them I was gay and I'm sure the kids who'd come up from my old school would also have let it slip I was gay. This openness has already resulted in me getting off with another student, a sexy 18-year- old black guy from my registration class. However sex with Leroy was one sided, as he was bisexual, leaning towards straight, so all we did was either he'd fuck me or I'd suck him. He never reciprocated except maybe wanking my cock a bit. Being a bottom boy this didn't really bother me and he was definitely worth it due to his big, thick 8 inch black cock. However our relationship didn't last that long as he found a slutty 15-year-old girl and he became more interested in fucking her than me so the sex between us dried up. After Leroy I met a 26-year-old builder and he introduced me to some of his mates so I didn't have to endure a sexual drought. However when their building project ended they moved on and my sex life was reduced to Mr Palm and his five sons. Luckily this didn't last long as I met Josh Keene. I'd seen Josh around the college quite a few times and I thought he was hot. I didn't know much about him apart from his name, that he had come from a private secondary school and was drop dead gorgeous. He had a very sexy face that looked 17 in a certain light and more boyish in others. Either way it was stunningly sexy, the type of face that makes you stop and admire. It was well proportioned with tanned flawless skin, piercing bluey grey eyes and lush kissable lips. He also had a small nose stud in the left hand side of his nose. All in all it was a gorgeous face, which suggested good breeding. He had a mop of curly dark brown hair that had natural blond highlights. He was my height and of a similar build, which was slim and lean, although he seemed slightly bigger. All I'd seen of his body, apart from his stunningly sexy face, was his tanned slender but lean forearms which had a light dusting of brown hairs. He never seemed to wear shorts so I had no idea what his legs looked like, which was a shame as a sexy pair of legs is a real turn on for me. Like me there was nothing about his mannerisms to suggest that he was gay and therefore he didn't ping on my gaydar. I just had him down as one of the sexy guys about college who I admired and lusted after from a far. This was exacerbated by the fact that our paths rarely crossed as we weren't in any classes together and we didn't share the same group of friends.
Josh and I got together around Valentine's Day. Our college organised a Valentine's card postal service where for a 50 pence donation to charity they would delivery cards. I wasn't expecting any and I didn't send any even though there were certainly plenty of lads that I would love to have bedded. Therefore I was surprised when I received a card. When I looked inside there was a message that went on about how I'd been admired from a far, that the person thought I was cute and liked the fact that I was gay and out. It also went on to say that he was gay too although he was scared to come out. At the end there was a heart and a request to meet my secret admirer for a drink the following evening which was a Friday. I put my card in my bag and wondered who could have sent it to me. I knew of a couple of gay guys at college but the card said he wasn't out. The bell for lessons rang and I forgot about the card for awhile. However that evening I continued to puzzle over who it could have been and edge wanked my cock as I fantasised about all the boys I wanted it to be from. By the time I went to bed my balls were aching with pent up cum from my edge wanks, wanking to the brink of orgasm before stopping. After cooling down you do it again so that you really charge up your balls.
The following morning I had a good long shower and edge wanked some more. After drying I put on a tight light grey lycra tee shirt and a pair of black tracksuit bottoms. As usual I went commando, not bothering with underwear. To finish off I wore a white hooded top. When it was time to leave I walked to the bus stop where I met some friends. They asked if I was going to the pub that evening but I said I had a hot date and told them about my Valentines card. We tried to work out who it could be but all we had to go on was the initial J. Throughout the rest of the day I wondered who the card could have come from. When college finally ended I raced to the arranged meeting point. It was obvious that whoever sent the card was shy or scared about being seen with an out gay boy so he'd asked to meet in front of the town museum. When I got there I couldn't see anyone from college so sat down on a bench and waited. To start with I looked about trying to spot my blind date but when no one turned up I got out a book and started to read. Occasionally I glanced at my watch and as time went by I began to suspect that he had chickened out or been held up as he was already 15 minutes late. I was prepared to wait for another 15 minutes before writing off the date. However I didn't have to wait much longer. I was reading my book when a shadow fell over me. I looked up and was surprised to see Josh Keene stood before me.
"Hi. Sorry I'm late." He nervously said.
"No worries." I said. Was this gorgeous lad the one who had sent me the Valentines card? It would certainly explain the initial J at the end of the card.
"I thought you would already have left."
"No I love a good mystery and couldn't leave until I'd found who'd sent the card." I said as I took in the sight of his sexy face. It was obvious he was nervous and my own heart was racing with excitement but I tried to put him at his ease.
I suggested going for a drink at the pub close to college as I knew we'd be served even though we were both only 17. He agreed and off we set. As we walked we chatted and started finding out things about each other. When we got to the pub I bought the first round and we sat drinking them as we found out more about each other. We spent a couple of hours chatting, drinking and playing pool. However through the whole conversation the subject of sex or homosexuality never popped up. I could tell Josh was nervous so I didn't push it although I was eager to get his clothes off. Being poor students our money ran out before the pub closed so we left. I did invite him back to my place saying I could cadge some wine off my parents. He turned me down saying he better head home. Although I kept up a front externally internally I deflated like a popped balloon. I acted nonchalantly and gave him my phone number in case he wanted to meet up again sometime or needed someone to talk to. I was hoping he'd give me his too and when he didn't I got it into my mind that I'd blown the date and put him off me. We said goodbye and went our separate ways.
The following day I went on a cycle ride with some mates so I was out of the house most of the day. When I got back no one was home so I grabbed a shower and headed down to the pub as arranged with my mates. However I didn't check the notice board by the phone so didn't realise that there was a message that Josh had rung and would try again later. When I came home from the pub I was too pissed to notice it either. The first I became aware of it was when I was rudely awoken by my Mum knocking on my bedroom door telling me someone was on the phone. I groggily got up and pulled on some shorts before going downstairs to answer the phone. I blearily said hi as my mind slowly got into gear.
"Hi Karl. It's Josh."
"Hi." I said after a brief pause as my brain ran through its data banks for a Josh.
"Did you get my message?" He nervously asked.
"No...wait yeah. There is a message by the phone but I was out most of yesterday and then got bladdered down the pub."
"Cool. I thought maybe you didn't want to see me again after Friday night."
"Why not I had a great time and you're hot." I said quickly coming to my senses.
"Really?" He asked with obvious uncertainty in his voice. It surprised me that someone as sexy as Josh could be oblivious to how hot he was.
"Defo. Fancy going for a drink this afternoon?"
"OK."
"Cool I need some hair of the dog. How about meeting down the White Hart at 4?"
"OK."
With the plan set we hung up and I went for a shower and a clean up.
The date went well and Josh seemed a bit more relaxed around me. We then arranged to meet at the White Hart the following Friday and that date went well too. It was on this date that I found out that Josh was a virgin and no one knew he was gay. This explained his uncertainty and shyness around me. We then arranged to go to the bowling alley the following evening. It was this date that I was hoping would lead to me bedding Josh and popping his cherry. I made sure my room was spotless with plenty of lube sachets within easy reach under the bed. I put on clean sheets and left my windows open to air my room. My room was normally clean and airy, unlike the stereotypical dark, smelly teen boy pit, but I went out of my way to make it perfect. I had a couple of bottles of red wine and some glasses ready and waiting. Scented candles were ready to be lit, my gay porno mags, that were a present from a previous partner, were stashed under the mattress and a box of tissues stored in a bedside draw. I had a long soak in the bath and edge wanked my cock, charging my balls to bursting point with pent up with cum. Afterwards I put on a dark blue pair of trackie bottoms, with no underwear and a tight white tee shirt. I had to admit I did look good in it with the tight tee shirt hugging my slim but lean body and my trackies showing off my pert ass nicely. I then killed some time by edge wanking my cock some more as I looked at the porno mags.
When it was time to leave I headed to the leisure park and found Josh waiting for me outside. We greeted each other before going in and getting a lane. I went to buy us a round of drinks but got asked for ID so had to settle for some soft drinks. Josh also got ID'd when he tried as well so we stuck to the soft drinks. We played a few games neither of us being particularly good. When we finished we went to the White Hart knowing that the landlord didn't care that he was serving people under 18. By the time we got there it was 10PM so we only had two pints. When they called time I invited Josh back to my place saying I had some wine and that he could crash on my sofa bed if he wanted. Although I'd offered my sofa bed I hoped that he would end up in my bed, but I didn't say that as I knew he was a virgin and I didn't want to scare him off with my eagerness. As it was he seemed a bit indecisive but eventually he agreed. We went back to my place arriving close to midnight. My parents and sister had already gone to bed so we quietly went up stairs to my room. I showed him in and closed the door behind him as he scanned my room, his gaze paying particular to the poster of scantily clad men on my walls. I opened one of the bottles of wine and poured us both a glass. I then turned on the TV and sat on my sofa. There was some dodgy old horror film on which ended up as background as we began to talk. We finished off the first bottle of wine and started on the second. However before we finished it we were passionately snogging away on the sofa. It was awkward to begin with as Josh had never kissed before but he was a quick learner and soon our lips were locked and our tongues fencing. As we kissed I stared into his dreamy bluey grey eyes. The more we kissed the more relaxed Josh became so I decided to try and take it to the next level. I inched my fingers under the hem of his tee shirt and began caressing his warm smooth stomach in small circles. When Josh didn't protest I increased the size of the circles and caressed more and more of his stomach. Soon I was reaching far up his tee shirt and caressing his smooth chest, feeling his nipples stiffen under my exploring fingers. Eventually Josh picked up the courage to stick his hand up my tee shirt and started caressing my stomach.
For several minutes we kissed while caressing each other's chest and stomach. I then decided to take it a bit further. I broke off our kiss and began to lift up his tee shirt. First I exposed his flat, firm, smooth, deeply tanned stomach, which had a thin, faint trail of brown hairs leading down into his jeans. As I pulled it up further I exposed his deeply tanned chest which had a hint of definition and small dark brown nipples. When I pulled it over his head I saw his tanned armpits which had a small tuft of brown hair in each one. As I dropped his tee shirt to the floor I took in the sight of his tanned, slender sinewy arms. I could see his had a sexy, slim, lean, deeply tanned upper body that made me want to lick it all over. With his tee shirt off I started caressing his chest and stomach again, feeling the warm smooth skin under my exploring fingers. I wondered if I was going to far too fast but when Josh started pulling my tee shirt off I knew that he was cool with this and wanted sex with me as much as I wanted sex with him. When he pulled off my tee shirt he started caressing my pale smooth chest and stomach as I leant forward and began to passionately kiss him.
For a couple of minute we kissed bare chested as we caressed each other's upper body. I then began to undo his jeans before pushing them down. I exposed his white briefs and I could see the outline of his hard cock straining against them. It looked a nice size and thickness but my gaze switched to his legs where I watched his jeans slide down them. His legs were as tanned as the rest of him and covered in brown hairs. Despite being long and slim they had nice definition, especially his thighs and were definitely sexy. I got off the sofa, knelt before him and pulled his jeans from his feet. I then took off his socks before I began caressing his slim, sexy, shapely hairy legs. I started off at his lower legs and began kissing, licking and caressing my way up them. I enjoyed feeling the warmth of his legs under my hands, his legs hairs tickling them and my tongue. When I passed his knees I kissed and licked up his sensitive inner thighs as I caressed the outer thighs with my hands. Soon I reached the top of his thighs and saw the bulge in his briefs. I leant forward and began nuzzling my face against the bulge and felt the heat, throbbing pulse and thickness of his hard teen cock through the material of his underwear. I felt a shiver run through Josh at this intimate contact. I then pursed my lips and rubbed them up and down the length of his cock. I felt the ridge of his knob when I reached the tip so either he was circumcised or his foreskin pulled all the way back when he was hard. As I rubbed my lips up and down his cock I massaged his balls, the occasional moan escaping his mouth. After teasing his cock through the material of his briefs for awhile I hooked my fingers under the waistband and began to pull them down. As I did so I exposed a small, trimmed, closely cropped patch of dark brown pubes. I could see that his sexy tan went all over his body although his groin area was a bit lighter than the rest. As his briefs came down further I saw his thick, tanned cock come into view. I eagerly watched as the waistband slipped lower exposing all of his cock which I admired. It looked a bit bigger than mine and I would later find out that it was 7 inches compared to my 6.5. His cock was tanned, a nice thickness, lightly veined and circumcised with a pinky red knob. Hanging beneath was a pair of tight, tanned balls, which had a light dusting of brown pubes. It was a very nice, sexy suckable cock and I knew it was a virgin one too. All in all Josh had a sexy, slim, lean, deeply tanned body which looked so lickable. I looked up at his gorgeous face, his bright bluey grey eyes looking down to watch me. I gave him a smile which he returned as I took his virgin cock in my left hand. As I aimed it upwards I felt it silky smoothness, warmth and throbbing pulse. I leant forward and gave his balls a long slow lick, his slightly sweaty, horny teen boy aroma filling my nose. Josh gasped with pleasure as he felt my hot, wet tongue connect with his balls and a shiver ran through his body. I then repeated this giving his balls several long licks before licking one into my mouth and gently sucking on it and rolling it around in my mouth. I heard Josh start to purr with pleasure and felt shivers run through his slim sexy body. After sucking on one ball I let it drop from my mouth and licked in his other which I gave the same treatment. All the while this was going on his tanned, sexy cut cock was wildly throbbing above my face and it soon became too tempting to resist.
I let his ball fall from my mouth and began to flick my tongue at the base of his throbbing cock. As I did so I looked up at his sexy face and saw him looking down to watch, a look of pleasure on his face. I then started licking up and down the underside of his tanned throbbing cock. Each lick became longer and longer, working my way further up his cock. Soon I was reaching to just below his cut knob but I kept teasing him for a bit by always stopping short. This really had him squirming about on my sofa as I held his hard cock in my left hand and caressed his left hairy thigh with my right hand. When I felt I'd teased him enough I dragged my tongue from the base of his lightly veined cock, over the sensitive area where his foreskin would have joined and up over his knob, ending by licking up the drop of pre-cum from the tip. From the way Josh gasped and his body locked solid I though he was about to start spunking up already. To keep the pressure up I began quickly flicking my tongue on the sensitive underside of his pinky red cut knob. This made Josh squirm about even more in pleasure and moan slightly louder. His hot hard cock also throbbed harder in my hand. After giving the sensitive underside of his knob a few licks I started swarming my tongue all over it, savouring its slightly salty taste and spongy texture under my tongue. I felt Josh's cock wildly throbbing in my hand and heard him purring with pleasure as he had his virgin cock orally stimulated for the very first time. In no time at all it was leaking copious amounts of tasty pre-cum onto my tongue where I savoured its taste. I gave his swollen, cut knob a good working over with my tongue before I kissed the tip. I then pushed my mouth down onto his cock, my lips parting and sliding down over his flared, cut knob, over its ridge and clamping tight around his cock shaft. Josh tensed up before a shiver ran through him and he gasped with pleasure as he had his sensitive, cut knob engulfed by my hot wet mouth. I immediately began greedily sucking away at it and swarming my tongue all over it to keep up the pleasurable pressure. Josh was now constantly purring with pleasure as I sucked and licked away at his knob. Now that I had the tip of his cock in my mouth it freed up my left hand which I used to caress his right thigh or massage his balls. Out of the corner of my eyes I saw Josh grip the sofa cushions, his knuckles going white as he fought against the intense pleasure of having his cock sucked for the first time. As I sucked away on his knob I drank in his horny teen boy smell and savoured the taste of his pre-cum.
For a couple of minutes I just sucked and licked away on his knob, occasionally pulling my mouth off it to lick all around. It was when I did this that I licked around his knob and kissed the tip. I then pushed my mouth down onto his cock and relaxing my throat and jaw I kept on forcing my mouth further and further down. Inch by inch I forced my hot wet mouth down onto Josh's tanned, sexy cock until I had his swollen cut knob plugging the back of my throat and my nose buried in his closely trimmed dark brown pubes. I felt Josh's body lock solid and heard him gasp "Oh fuck." With his knob plugging the back of my throat I worked the muscles back there on it as I flicked the base of his cock with the tip of my tongue. I then pulled my mouth back up his hard, throbbing cock, sucking and licking as I did so. I pulled up until just his swollen cut knob was in my mouth which I sucked and licked before forcing my mouth back down onto his cock again. Josh groaned with pleasure as he had his teen cock deep throated again, my tightly clamped lips rubbing it as I caressed it with my tongue and greedily sucked it. Again I took it in to the pubed hilt where I working my throat muscles on his bell end as I licked the base. I then broke into a nice steady deep throat cock sucking rhythm. From the way Josh was moaning with pleasure, shivers running through his body and the way his cock was wildly throbbing in my mouth I could tell that he was really enjoying receiving his first ever blow job. I started off with long slow bobs of my mouth but I gradually picked up the pace still taking in all 7 inches of his cock. This really drove Josh wild with pleasure and he couldn't help but moan with delight as he experienced the novel sensation of having his virgin cock deep throated. I kept this up for a few minutes but when my jaw began to ache I pulled my mouth off his tanned cock and began licking up and down it like a lollipop or rubbing my pursed lips against it. As I did so I gave him my best cock sucker's grin and took time to admire his face. His bright bluey grey eyes were half closed in pleasure, a look of sexual delight on his tanned sexy face with his lush pink lips slightly parted as he purred with pleasure. As I ran my lips and tongue up and down his cock I felt its warm throbbing pulse as I drank in his horny teen boy smell. When the ache faded from my jaw I took his cock back into his mouth where I sucked and licked his knob before starting to bob my hot, wet sucking mouth up and down his cock. This time I only took about half of his cock into my mouth but used my tightly clamped lips to wank it as I caressed it with my tongue and greedily sucked it. With each bob of my hot, wet sucking mouth I could tell I was rapidly bringing Josh closer and closer to his first ever orally induced orgasm. I started alternating my style from licking up and down his cock like a lollipop to deep throating it down to the pubed hilt. Next I'd be licking or sucking just his swollen cut knob before working my cock sucking mouth up and down about half of his 7 inch cock. All the while I was caressing his sexy, shapely hairy thighs. I was enjoying sucking on Josh's virgin cock so much that my own cock was wildly throbbing and straining against the confines of my trackies bottoms however I ignored it as I was more interested in making Josh orgasm and drinking his virgin boy cum. For several more minutes I worked on his cock when I heard his breathing become even more laboured and his cock throbbed even harder. I knew he was on the brink of orgasm so I pulled my mouth up so that I just had his swollen cut knob in my mouth. I began to greedily suck and lick it, his pre-cum oozing onto my tongue like a broken tap. He managed to endure about a minute or so of this concentrated oral pleasure on his sensitive knob. I was strongly sucking his swollen knob and swarming my tongue all over it, paying particular attention to the sensitive underside. This all became too much for him. I heard him gasp he was going to cum so I started flicking my tongue on the underside of his knob even faster. He gasped he was going to cum again but a bit louder this time in case I hadn't heard the first time. I just continued sucking and licking away on his bell end. I then felt his body lock solid and he thrust his groin forward but I was expecting that and pulled my mouth up so that I kept just his knob inside. I felt his cock swell and pulse in my mouth as the first jet of hot thick tasty teen cum exploded from his cock and coated my tongue. I muffled a purr of pleasure as Josh began to grunt and groan with the pleasure and exertion of orgasm. I continued to suck and lick his orgasming cock, letting his tasty spunk pool on my tongue, whose tip I was using to flick the underside of his knob. Josh's body shook and shuddered as he experienced his first ever orally induced orgasm, his tanned sexy 7 inch cock pumping jet after jet of hot thick tasty cum into my mouth. He fired a nice big healthy load into my mouth and when his orgasm died down I pulled my mouth off his cock and swirled his cum around savouring its taste and texture before greedily swallowing it. I then took his cock back into my mouth and gently sucked and licked it before it became too sensitive. I pulled my mouth off his cock and gave him a cock sucker's grin before getting up and sitting on the sofa next to him. I leant forward and began to passionately kiss him. At first he was too dazed to respond, lost in his post orgasmic glow, but soon he was kissing me back with equal passion.
After kissing for a minute or so I broke it off and asked him what he thought. He told me that it was better than he'd ever imagined. I then asked him if he wanted to suck mine as it was screaming for release from my trackies and to be stimulated. Josh didn't hesitate and got off the sofa and knelt between my legs. He hooked his fingers under the waistband of my trackies and began to pull them down. I lifted up my ass to help him and he pulled them down, exposing my pale hard 6.5 inch uncut cock and bush of blondy brown pubes. He then pulled them off exposing my slim but shapely pale legs which were covered in soft blond hairs. I looked down at him knelt between my legs, his face looking even more sexy between them. A shiver ran through me when he tentatively took my cock in his right hand. He lightly wrapped his fingers around it and began to slowly wank it. I let out a murmur of pleasure to let him know he was doing fine. He watched mesmerised as my foreskin peeled back and forth over my swollen, pinky red knob. Josh didn't have any brothers so mine was the first erect cock he'd seen other than his own. Sure he'd seen limp uncut cocks in the school showers and the like but this was the first time he'd seen a hard uncut one. He wanked my cock for a bit before he peeled back my foreskin. He then leant forward and gave the underside of my knob a tentative lick. This was then followed by another couple of tentative licks before he realised there was nothing to worry about so he started swarming his tongue all over my swollen, sensitive knob. I whispered to him that it felt nice as I looked down to admire his gorgeous face as he licked the end of my cock. Waves of pleasure flowed down my cock as Josh licked the end of it, causing me to purr with pleasure. He spent a minute or so licking away on my knob before he took it into his hot wet mouth. I gasped with pleasure as I felt the wet warmth of his mouth engulf my sensitive cock head. He began to suck it and swarm his tongue all over it. His technique was a bit awkward but this was his first blow job and what he lacked in skill he made up for in eagerness. I was in two minds whether to instruct him or let him find his own style. I decided on the latter preferring to give him tips on improving his style rather than train him to copy mine.
Josh sucked and licked the end of my cock for a bit before he started bobbing his hot, wet sucking mouth up and down about two thirds of it. I watched his pink moist lips sliding up and down my pale cock shaft, wanking it in their tight grip. I felt the hot wet sucking vacuum of his mouth working up and down my sensitive cock, his tongue caressing the underside. Waves of pleasure flowed down my cock as he orally stimulated it, shivers running through my body as I purred with pleasure or muttered words of encouragement. The pleasure and wonderful sensations of Josh sucking my cock further added to my horniness, which was already high from sucking him off, with the cum already boiling away in my balls. On top of that was the fact that they were full of pent up cum from all the edge wanking I'd done before our date. I fought the urge to cum but that was hard especially when I looked down to see his gorgeous tanned face on the end of my cock and feeling his hot, wet mouth sucking up and down it. I managed to hold out for a few more minutes, his hot wet sucking mouth working its way up and down my hard, throbbing 6.5 inch teen cock. When I felt the pressure rapidly increasing in my balls and the warning tingle start to intensify I warned Josh that I was about to come. As this was the first blow job he was giving I expected him to take his mouth off my cock but I was glad when he copied me and instead pulled his mouth up so that just my knob was in his mouth. He started strongly sucking it as he flicked his tongue on the sensitive underside where my foreskin joined. This sent me over the edge and the first jet of cum exploded from my cock into Josh's mouth. The first jet was rapidly followed by more and I felt my hot cum bubbling around my now hyper sensitive cock head as Josh let it pool in his mouth. Despite warning him he'd never had anyone cum in his mouth so the power, intensity and amount of cum I was pumping in his mouth caught him by surprise. I moaned with pleasure, intense waves of ecstasy flowing through my body as I gave Josh his first ever mouthful of spunk. Sure he'd tasted his cum before but this was the first time he was taking someone else's and fresh from the source too. Not knowing how to take a mouthful of cum Josh had to pull his mouth off my cock. I saw him gulping down my spunk as I weakly fired three more rope of thick white cum onto his tanned sexy face. Seeing his gorgeous face dripping in my cum was a highly erotic sight.
"That was ace." I breathlessly said my body still languishing in the post orgasmic glow.
"Really?" Josh asked uncertainly.
"Defo. You made me cum loads." I said wanting to build his confidence.
"I could tell." He replied as a stunningly sexy smile spread across his face.
"Was it OK?"
"Yeah. I've tasted mine a couple of times but it is nicer when it is someone else's."
He said as I reached over and took out the tissues from my bedside draw and passed him one. Josh leant back on his hunches and wiped my cum from his face. As he did so I saw that his tanned, cut cock was rock hard again. Just the sight of it made my ass itch for a fucking.
"It looks like you're ready for more." I said. This just made him blush slightly and look a bit bashful. "Do you want to fuck me?" I added.
"Can I?" He added still lacking confidence of how dam hot and sexy he was, unaware of the effects that can have on a guy or how to use it to his advantage. Being brought up in a private all boys' day school he hadn't been showered with the complements about his dam good looks that he deserved.
"Hell yes. You're dam sexy and I've been gagging for a fuck off you since we started seeing each other." I said in a bid to boost his confidence and get him in the mood to fuck me senseless.
With that I told him to get a sachet of lube from under my bed. I ripped it open and began to grease up his sexy hard cock. Once it was ready I rubbed the remainder of lube on my ass and then lifted my legs up and to the side with my ass on the edge of the sofa. Being a virgin Josh didn't know the position so I had to tell him what to do. Soon he was in the right position and I had my legs wrapped around his waist with his cock in my left hand aiming it at my ass. I nestled Josh's swollen cut knob against my ass lips and he started applying pressure. They briefly resisted before giving way and sliding down his flare knob, over its thick ridge and clamping around his thick throbbing cock shaft. Josh carried on slowly forcing his virgin cock into the steamy hot, wet, tight confines of my ass, a look of pure sexual pleasure on his gorgeous face as he did so. I felt his swollen cut knob forcing open the walls of my love chute, rubbing against the front wall and bumping my prostate as his cock shaft stretched and stimulated my sphincter. Inch by inch he sank his cock into my ass until his pubed groin was pressed firmly against my buttocks. When he bottomed out in my ass he held it there to savour the previously inexperienced pleasure of having it buried in a boy's ass for the very first time. I started to flex my ass muscles on his cock, clamping my love chute around it in a vice like grip. This caused Josh to groan with pleasure, his eyes almost closing.
"Mmm that feels so good." I said as I savoured the pleasure of having his cock in my ass as much as he was savouring the pleasure of having my ass around his cock.
Josh held his cock ball deep in me for a while before he started pulling it back out. I felt his retreating cock shaft pull out my ass lips as my love chute sucked and closed after it. He pulled back until the ridge of his knob butted up against the inside of my ass ring. He then forced his cock back into my ass making us both quietly moan with pleasure. I reached up with my hands and began caressing his deeply tanned, smooth chest and gently rubbing his dark brown nipples as Josh started to fuck me with awkward thrusts of his cock. However he soon picked it up and began fucking me more rhythmically. As he did so I flexed my ass muscles on his thrusting cock to increased the pleasure and stimulation for both of us. His gorgeous face looked even sexier with expressions of sexual pleasure and concentration playing across it. His bright bluey grey eyes were lustily looking down at me as he savoured the pleasure of fucking ass for the very first time. I saw his sinewy arm muscles bulging as he used his grip on my hips to pull himself into me, his tanned flat stomach rippling. My ass began to throb and glow with the pleasure of being fucked. His thick cock shaft was stretching and stimulating my tight sphincter. His swollen cut knob forced open the walls of my love chute and bumped my prostate on each thrust. We both quietly moaned with the pleasure of our fuck, trying to keep things down as my parents were asleep in the next room. I kept whispering to him how good it felt and what a hot cock he had as I felt him thrusting it in and out of my willing, cock hungry teen boy ass. Josh was dam sexy and I wanted him to enjoy his first fuck so much that he would come back to me for more.
Josh fucked me for quite awhile gradually picking up passion and pace. He'd quickly picked it up and was now fucking my ass good and hard, the walls of my ass being punched open by his swollen cut knob. The room echoed the rhythmic slaps of his groin against my ass and wondered if it was loud enough for my parents to hear. They knew I was gay and didn't mind me fucking in my room but I didn't want to hear them fucking so it was only courteous of me not to make them endure the noise of me fucking. It was because of this I wasn't being my normal vocal self where I would loudly moan and groan with pleasure as I got fucked and Josh's fucking was good enough to make me moan if only I could. My ass really felt good having his cock slamming in and out it. His technique had been awkward to start with but he'd soon picked it up and was now fucking me good and hard. His 7 inch cock was slamming in and out of me fast, getting maximum penetration as I flexed my ass muscles on his cock and gripped it tight. I was also pinching and tugging his nipples rougher and harder making them swell and go red but not going overboard or hurting them too much. His breathing was coming faster and more laboured as his cock rapidly pistoned in and out of my ass so I could tell he was getting close to orgasm and losing another part of his virginity.
"Cum in my ass." I lustily begged as I felt him slip into the fucking frenzy vinegar strokes. He started ramming his hot hard cock in and out of my ass faster and harder than ever before and I matched it by flexing my ass muscles on his pounding cock harder. I saw his sexy face scrunch up with pleasure and exertion as he raced towards orgasm, powerfully ramming his cock up my ass which was glowing with well fucked pleasure. Josh managed a couple more thrusts before he buried his cock ball deep into me and thrust his head back. I felt his hot cock swell, throb and pulse in my ass as a grunt of pleasure escaped his mouth. I added to this with a purr of pleasure as I felt jet after jet of hot thick teen cum being pumped into my throbbing satisfied ass. I wildly flexed my ass muscles on his spunking cock to fuel his orgasm and milk him dry. I also tugged on his nipples as he bucked and shuddered against me, draining his balls into my ass. His gorgeous face contorted in sexual ecstasy was an erotic sight burnt onto my memory forever. Even though he had cum in my mouth a little earlier it still felt he was pumping a healthy load of cum into my pussy boy ass. I felt each jet squirt from his cock and coat the tender walls of my boy pussy.
When his orgasm faded he collapsed forward on top of me, his sweaty heaving chest pressed against mine, his heart thumping. I wrapped my arms around him and lightly caressed his sweaty back as I gently flexed my ass muscles on his spent cock. Josh stayed like that for a while totally lost in a post orgasm daze as he caught his breath. He'd now lost three out of the four parts of gay virginity. He'd had a blow job and he'd given a blow job and now he had fucked ass. That just left needing his anal cherry popped and I was eager to be the one to do it. However I let him catch his breath and savour the post orgasm glow as his cock slowly grew soft and slipped from my ass. He then got up and sat beside me.
"Wow that was the best thing ever." He breathlessly gasped with a satisfied grin on his sexy face.
"I'm glad you liked it too because I loved it. You can fuck me any day." I said as I caressed his smooth chest.
"I'd like that." He added.
Although I was itching to pop his cherry and sink my cock into his virgin ass I didn't want to rush him or scare him off so to kill time I began to kiss him.
For a couple of minutes we kissed before he broke off and uncertainly asked "Do you want to fuck me?"
"I'd love to but only if that is what you really want. I know this is your first time so I can wait if you don't think you are ready and don't think that you have to let me fuck you just because I let you fuck me." Although I was gagging to fuck him I would rather wait than loose him altogether.
"I do." He replied with certainty.
With that I got off the sofa and knelt on the floor in front of him. I ripped open a sachet of lube and greased up my cock. I then lifted his legs up and he shuffled to the edge of the sofa giving me a great view of his ass. It was tanned showing that he'd done quite a bit of nude sunbathing although like this groin it was of a lighter tan than the rest of him. It was very firm, pert and shapely with smooth buttocks and a few fine dark brown hairs in the crack. It looked so dam lickable and I was seriously tempted to dive right in and start tongue fucking his virgin ass. However I decided against it as it might gross him out and put him off letting me fuck him and pop his cherry. Instead I smeared some lube around his brown sphincter and felt it quiver under my fingers. I then pressed my middle finger against the tight ring of muscle and applied pressure. His ass lips briefly held out before, with a gasp from him, they parted and my middle finger slowly sank into the hot, wet, tight confines of his virgin ass. I forced it in right down to the base knuckle and I couldn't believe the strangle hold his sphincter had on my finger. With my finger in him I wiggled it about as I searched out his prostate. When I located and rubbed it Josh practically yelped with pleasure, a strong shiver running through his body and his gorgeous face lighting up in ecstasy. After wiggling my finger about a bit I started pulling out until just the tip was inside before forcing it back in. I then spent a minute or so finger fucking his ass gradually adding more fingers until I was thrusting three of them into his ass. As I finger fucked him I felt his ass ring begin to loosen up but it still remained tight. When I felt his ass was ready I shuffled into position and pressed my pinky red knob against his brown ass lips. Looking into his gorgeous face and bright bluey grey eyes I started pressing my knob against his sphincter which stubbornly resisted. I applied more pressure and his ass lips gave way. Josh took in an intake of breath and gasped in pain as his virgin tight sphincter was forced open by a hot hard cock for the very first time. I felt his warm, very tight ass lips slide down my knob, over its ridge and clamping around my throbbing cock shaft in a vice like grip. I was seeing stars at the pleasure of having my swollen, sensitive knob in the strangle hold of a hot, wet, virgin tight teen boy ass. I held my knob just inside his ass as much to savour the pleasure of it as to allow Josh time to get over the discomfort of having his sphincter breached for the first time. His sexy face was scrunched up in discomfort and he was panting heavily as he fought against the stinging pain radiated out from his ass. As for me his sphincter felt like a tourniquet around my cock shaft with the wet warmth of his ass soaking through my knob and flowing down my cock.
After giving Josh time to get over the initial pain of having his virgin ass breached I started slowly forcing my hot, hard, 6.5 inch cock deeper in. I felt my foreskin peel back still further exposing my swollen, sensitive knob to the wet warm caress of the velvety soft walls of his love chute as I forced it deeper into him. My bell end forced open the walls of his boy pussy and stimulated them as much as there were stimulating my knob. His sphincter retained its vice like grip on my cock shaft, stimulating it as my cock shaft stretched and stimulated his virgin ass lips. As I forced it further into Josh his face scrunched up some more, groaning as the discomfort returned. He didn't ask me to stop or pull out though so I continued forcing my cock into him until I'd buried all 6.5 inches right up to the pubed hilt. With all my cock inside him I held it there and savoured the wonderfully tight, steamy hot wetness of his virgin ass wrapped around my hard sensitive cock. His sphincter had a strangle hold around the base of my cock, the rest of it wildly throbbing deep in the confines of his ass, which felt like a hot wet velvet glove wrapped around it. I jerked it about and gently gyrated my lips to loosen his sphincter still further. As for Josh he was panting as his ass struggled to accept a cock for the first time.
"You OK?" I asked my compassion for his welfare battling with the primeval urge to launch straight into a hard fucking.
"It hurt more than I though." He panted in reply.
"Want me to pull out?"
"No I think it has passed."
With that I slowly started pulling my cock back out of his ass. I felt his very tight ass sucking and closing after my retreating cock, the walls of his love chute caressing my sensitive knob as his ass lips tightly wanked my cock. Josh's face scrunched up again but not to the extent it had done when I first penetrated him. I pulled back until I felt the ridge of my knob butt up against the inside of his ass ring. I paused briefly before I started slowly forcing my cock back into his ass. Again I took my time but it felt slightly easier and Josh didn't gasp in discomfort as much. For a couple of minutes I slow fucked Josh with long slow deep thrusts of my cock. I worked it in and out of his ass, showing him the pleasures of taking cock for the first time. With each thrust of my cock it became easier and Josh's gasps of discomfort turned to quiet moans of pleasure. His ass still felt really tight around my cock but it was no longer fighting to expel it. In fact the opposite was beginning to happen, feeling as if it was trying to suck my teen cock further into his ass. Josh had also gotten over the initial discomfort and was now caressing my smooth chest and rubbing my nipples as I pumped my cock in and out of him with long, slow, deep thrusts. As I did so I looked down to admire his truly gorgeous face with its expressions of new found sexual pleasure, his bluey grey eyes lustily looking back at me. I also took in the sight of his sexily tanned, slim, lean, smooth upper body. Further down his limp cock rested on his stomach, his tanned balls beneath but pulled up so that I had a great view of my pale 6.5 inch cock thrusting in and out of his tanned ass, his brown ass lips being pushed and pulled in and out as I fucked him. The sight of my teen cock fucking in and out of his ass was highly erotic as was the power trip of topping him. Being a bottom boy I get most of my sexual kicks from being fucked but I have to admit fucking this sexy virgin boy was really turning me on. We were both quietly moaning with the pleasure of our fuck. I savoured feeling my swollen, sensitive knob forcing open and rubbing the hot, wet walls of his very tight ass as his sphincter wanked my cock shaft with a vice like grip, my groin slapping against his pert tanned ass. Meanwhile Josh was savouring the pleasure of having a hot, hard cock fucked up his ass for the very first time, all pain now having faded and replaced with pure pleasure.
After slow fucking Josh for a while it became obvious that he was enjoying the fuck and now that his ass had adjusted to being fucked I started picking up the pace. I started thrusting my cock in and out of his ass faster and harder, increasing the stimulation and pleasure for both of us. Josh was laid beneath me smouldering with lust and passion as I fucked him, his hands swarming all over my chest and stomach as mine caressed his thighs or massaged his balls. The smell of horny teen boys, sweat and gay sex overpowered the scented candles. The room echoed with the rhythmic slap of my groin against his ass, our quiet moans of pleasure and the squelch of my 6.5 inch cock pumping in and out of his virgin ass. The sight of Josh's stunningly sexy face, with its expressions of sexual pleasure and his tanned slim, lean naked body beneath really turned me on. Coupled with that was the smell of gay teen sex, the fact that I was taking the virginity of a sexy 17 year old boy, the excitement of fucking with my parents asleep in the next room as well as the wonderful sensations flowing down my cock as I pumped it in and out of Josh's hot, wet, tight ass sent my hormone levels through the roof. I could feel the cum boiling in my balls and the pressure rapidly increasing. Each thrust of my hard teen cock deep into the steamy hot, tight confines of his boy cunt sent waves of pleasure coursing down my cock, setting off pleasure receptors throughout my body. I knew I was rapidly racing towards and orgasm and although I was eager for that pleasurable release I also wanted to prolong the pleasure of fucking Josh's ass. I tried to fight against my rising orgasm but the wonderful sights, smells and physical pleasures of fucking sexy Josh all became too much. Without having any control over it I felt myself slipping into a fucking frenzy. I started powerfully thrusting my cock in and out of Josh's throbbing ass even faster and harder than ever before, me grunting with pleasure and exertion as Josh purred with enjoyment. The increased passion of my fucking increased the pleasurable friction of his soft, wet ass walls caressing my swollen sensitive knob as his tight ass ring wanked my cock shaft in a vice like grip. Expressions of sexual pleasure played across his face making it look sexier than ever. Our first fuck together had been wonderful and had turned me on so much that it felt as if my balls would burst. I managed to last a little bit longer before the pressure in my balls reached critical mass and the warning tingle reached its intensity. I thrust my cock ball deep into the virgin tight confines of his hot wet ass. I felt my cock swell, throb and pulse as the first bolt of cum raced down it and exploded deep into Josh's ass. I bit my lip to stop myself from loudly crying out in sexual ecstasy as jet after jet of hot teen spunk blasted deep into Josh's ass, bubbling around my swollen knob. I bucked and shuddered against him, stabbing my cock in and out with short deep thrusts as I pumped him full of hot cum, taking the last of his virginity and staking my claim with spunk. Wave after wave of intense pleasure flowed through me as I drained my balls into Josh's ass, my whole body racked in the throes of ecstasy. As for Josh he purred with pleasure as he felt a guy cum in his ass for the very first time, a look of pleasure on his sexy face. I was so turned on that I pumped a big load deep into Josh's no longer virgin ass even though it hadn't been all that long since I'd been pumping a load into his mouth. As I weakly pumped the last of my load into his ass I collapsed on top of him, my sweaty chest pressed against his, my hard cock still throbbing deep within him. We both savoured the after sex glow as my cock slowly went soft and fell from his ass. I gave him a kiss before asking him what he thought. He told me that he had loved it and he certainly wanted to do it more. I let him know how sexy I thought he was and said I'd happily be his boyfriend or fuck buddy.
That was the start of our relationship. If you liked it let me know and I will write up more extracts from my sex diary about what we got up to.