14 years ago I posted a couple of stories from my first sexual experience, which…
Gay sex with a customers teenage son
It was August 2008, I was 37 & it was 2 years or so since I had first had my first gay experience & I had made the most of the time since having done many different things with many guys.
I am a carpenter by trade & run a small not very successful business. I got a job fairly locally in a large house in Surrey UK fitting a new kitchen & changing doors etc. about 6-8 days work. The couple (Julie & Chris) were in their mid 40s & very respectable, they had two sons, one at university & a younger one still at home, his name was Tyler who was 18, he didn’t really say a lot & seemed a quiet mummy’s boy type.
Chris was a manager at a local bank & Julie worked part time as some sort of accountant.
Three days or so into the job I arrived as normal, Julie said she was working that day & if I wanted tea I’d have to get Tyler to do it ‘if he ever gets up’.
I carried on as normal, & about 11 Tyler came down half asleep, “afternoon” I said laughingly & he just grunted bleary eyed, got something from the fridge then disappeared.
Once I have all my tools on the job I tend to travel in on my bike (motorcycle) to avoid the traffic, & I’d done this very thing on this particular morning.
Tyler came back into the room & said “is that your Harley” this was the first time he’d actually spoken to me & I said sarcastically “oh you do have a voice” he didn’t say much to that, but started asking me about the bike, I told him how I’d always been into bikes & the whole bike scene, he had no idea about bike rallies or anything & was really interested. He asked if I would take him for a ride & I just said “yeah OK, I’ll bring a spare helmet tomorrow” he was really exited.
I arrived the next day, & Julie said to me straight away, “so you’ve offered to take Tyler out on the bike, you could have asked me first” doing the protective mother bit, I said sorry I didn’t think! She went on to say, well you’ll have to now, his heart is set on it, but take it easy.
The end of the working day came & I said to Tyler “ready then” he already had a leather jacket & he put the helmet on & I started up the bike. He came running out & hopped on, We set off & I headed out to some quiet country roads that are just perfect for riding. He was a perfect pillion & I hardly knew he was there. After about 15 miles I pulled off the road into a farm entrance & we both got off & removed the helmets, I said “so what d’ya think” he was real exited & just said “brilliant” I couldn’t help but notice how gorgeous he was, about 5 feet 10 slim but well built, short light brown hair, & a big smile his tight jeans showing off his little peach of a bum & showing a decent size package at the front, many thoughts raced through my head as he went on about doing his bike test etc. He was going to break a lot of hearts one day, that was for sure. I asked if he had a girlfriend & he said “not at the moment” an excuse, I doubt he’d ever been near a girl.
After a few minutes I started the bike again & we headed back, we were greeted by Julie & Chris, who I think were relived I’d got him back in one piece.
When I got in the next morning Julie said “he’s talked about nothing else since last night” I just laughed, & said “if you want to get rid of him for the weekend there’s a local rally on, he could come with me” she wasn’t sure but I reassured her it was a respectable event & there’d be loads of others his age there, she was a little dubious but said she & Chris could do with a weekend off.
Friday came & I finished at mid day, I told Tyler I’d be back for him at 6:30, & bring a sleeping bag & beer money.
I arrived about 6:20 & he was waiting for me, we strapped the luggage on & we were seen off by Chris & Julie. By the look on Chris’s face I think they were going to skip dinner!
We arrived at the rally site at about 7:30 & set up the tent at the edge of the field then headed for the bar. After a couple of beers I started rolling up a spliff, Tyler said “is that what I think it is, never tried it before” I couldn’t believe at 18 he’d never even smoked a joint, I sparked it up & handed it to him, after he got over the choking he took a couple of large puffs, then nearly fell over, I laughed as he went a bit white, he didn’t look good & said he was gonna have to lay down. I walked him back to the tent & went back to the bar to meet some mates, telling them how I’d brought this young lad & how he’d greened out lol
About 10:30 Tyler still wasn’t back so I took a stroll back to the tent, he was laying there with no shirt on, the light from the marquee was just enough to cast a shadow over his smooth muscular chest, I must admit I was tempted but I just climbed in & lay down next to him to see if he was OK. He was a bit shit faced but said, “when you took me out the other day” yes I replied “I saw the way you were looking at me” what do you mean I asked, he said you were staring at my crotch, I said no but I was embarrassed, he looked at me & said “you’re gay aren’t you” I tried to deny it but had to admit that I was bisexual. He asked me how many men I’d been with, I said a couple, in reality it was nearer 20 & I hadn’t been with a woman for 3 years. He said “do you fancy me” I really couldn’t say no, so I just sort of whispered “I can’t” He told me he’d known he was gay since he was 14 but had been to scared to tell anyone.
I tried to make light of the situation but I was horny as fuck & the bulge in my jeans probably gave it away. I managed to break of the gaze I had & roll another joint, it was some pretty good grass & after a few puffs my head was spinning, I looked at him & couldn’t contain myself, I climbed over on top of him & kissed him, immediately jumping off & apologising, he didn’t say nothing, just rolled over & kissed me back, he had no experience, that much was obvious but he was so sexy. After 10 minutes or so I broke off & started kissing & licking his chest & down over his stomach, as I got lower he obviously had a hardon, & I slowly undid his belt & unzipped him, he was quiet so I went back up & kissed him & asked if he was OK, he was obviously very nervous but said “don’t stop” I don’t know why but I rolled him over & slowly pulled off his jeans followed by his boxers to reveal the most gorgeous ass I’d ever seen, it was perfectly smooth & round & I just had to squeeze it with both hands before biting it & running my tongue up the middle, he seemed to like this so I pulled him up into a doggy position & spread his cheeks apart, it was quite dark but I could see his beautiful virgin rosebud pointing at me, I wasted no time in kissing & licking it working my tongue in as far as I could, making him gasp out loud. I reached between his legs & felt his balls & pulled his hard cock. For the next 10 minutes or so I vigorously licked his luscious ring & rubbed his cock as he let out little gasps, I could feel him shaking & realised he was going to cum, I wanted to prolong this as long as possible so I stopped, almost immediately he collapsed back onto his stomach, I kissed up his back & round his neck, he was very quiet & judging by the way he was quivering he was still very nervous. I rolled him over onto his back & kissed him again, I broke off the kiss & started kissing & licking his nipples & chest, gradually working my way down over his muscled stomach, his skin was beautifully smooth & not hairy at all, his pubic hair was quite short & soft. As I got closer he was motionless & he remained totally quiet as I took his cock in my hand & started to lick his balls & up his shaft. Still quiet & motionless my tongue made contact with the end of his cock & I slowly slid him into my mouth & swirled my tongue around the end. As I started sucking him harder he started to moan in a soft nervous way, he wasn’t huge probably 6 & a half inches maybe a bit more but quite thick, a really nice suckable size, as I carried on he started to get more into it & started to gasp. By now I was really sucking him hard, I wanted all of this cock in my mouth so I slowed right up & sank down on him letting him all the way down my throat, at the same time I slid my middle finger into his tight little ass-hole, he let out a loud gasp & instantly ejaculated into my throat, I came back up & sucked the last of his cum as he gasped & quivered. It was a pity he hadn’t lasted longer but It was so nice & the feeling that I was the first to taste his juice made me even more horny.
After kissing him again I hurriedly removed the rest of my clothes & climbed over him, my knees straddling his chest, again he remained quiet as I rubbed my hard cock all over his chest before shuffling forward. My cock was now over his face, he looked absolutely gorgeous, his innocence was written all over his face & it was a real turn on for me. I pointed my cock down towards his his mouth & moved back & forth, still he remained quiet, I suppose I should have left it but this was an opportunity I might not get again, I pushed my cock so it touched his lips & started to whisper “suck me, take me in your gorgeous sexy mouth” after a few seconds he opened his lips a little & I felt his tongue touch the tip of my cock, I was saying “you’re so fucking sexy, you know you want to” His mouth slowly opened & I wasted no time in sliding my cock in. I reached forward & put both my hands on the back of his head & very slowly started to move in & out. I’m quite versatile but I normally prefer to take a passive role, but this was different, I was in total control & loving it, I was hornier than I’d ever been. I could see that this wasn’t so comfortable for him so I got off & lay beside him, beckoning him to go down on me, “Tyler come here & suck me off” I said in a slightly menacing tone & he duly obliged, as his lips closed round my cock I almost came there & then but I managed to stop myself. He proceeded to give me a really good blow job, as his nervousness melted away I couldn’t believe he hadn’t sucked before, his mouth felt like liquid silk on my pulsating cock, I was on the verge of cumming many times but I wanted this to last it was so nice.
I managed to stop myself cumming, I didn’t want to scare him too much the first time. I think sucking my cock had got rid of most of his inhibitions as he was now much more into it & had broken his silence & started moaning quite loudly as I once again pulled him into a doggy position & once again started rimming his cute ass, I had to stop & tell him to keep it quiet & he buried his head into his sleeping bag to muffle his moans.
I reached over to my bag where I always keep a tube of lube, just in case I get lucky, I squeezed a large blob of it onto his cute hole & slid my index finger inside, his muffled groans & his bucking movements brought me to fever pitch & I worked my finger with ever increasing vigour, He didn’t resist when I inserted two then a couple of minutes later three fingers inside him, I asked him how it felt & he gasped “don’t stop, please don’t stop” I realised he was ready to take it further so I got up & moved myself into position behind him, a bit more lube & I started rubbing my cock between his cheeks, he was whimpering “yes, oh yes” as I pushed the tip of my cock into his virgin ass. I was so gentle with him & started to very slowly move in & out of him just an inch or so at first, very gradually going deeper ’till I was about 3 inches inside him, each gentle thrust being met with a little gasp. I carried on like this for maybe 20 minutes & I felt him slowly relax, I knew it was time, my hands gripped his hips tightly & in one slow but strong movement my seven & a half inch cock slid into his tight hole, he let out a loud “oh fuck” I thought at first I’d hurt him but he started gasping “fuck me, fuck me” say no more I thought & started to move in & out with long strokes slowly at first then I started pulling out slowly then slamming back in which made him moan out loud. Gradually I got faster, he was loving it & in between his moans & gasps the words “fuck me harder” started to leave his lips, he was insatiable, he was taking cock like he’d been doing it for years & loving it. I thrust into him as fast & hard as I could, I barely let up the pace for the best part of an hour I was so turned on. By now it was getting light & the sight of his beautiful teenage ass being penetrated by my thick cock became too much, suddenly I gripped his hips hard & thrust in deep, as I had the most powerful orgasm ever & emptied my balls in his ass.
My head was spinning, he was still gasping & without thinking I pulled him round & shoved my cock into his mouth, I don’t think he even thought about it as he sucked the last drops of cum from my cock & keeping me hard carried on sucking. I had always enjoyed going down on a guy after he’d fucked me & I didn’t think, he didn’t seem to mind though, in fact it turned him into an animal.
I can get really dirty when I’m turned on & I was really turned on, I had an urge I’ve only had a few times before, as he sucked my cock I motioned him round into a 69 position with him on top, I greedily sucked his cock once again then worked my way round to his well fucked hole & started to lick it with a passion that I have never had before, he started to move about & shake slightly, & his ring started to pulsate on my tongue as he squeezed my cum from inside him which I greedily lapped up.
When we finished we collapsed in a heap on the tent floor. The rally was at a rugby club & I suggested we take a shower before anyone gets up, so we got up & walked over to the shower block, I was still horny as fuck but I resisted fucking in the shower for fear of getting caught.
After about 5 hours sleep we woke to the sound of bikes & I suggested we go for a spin, he was well up for it, so after some breakfast we headed off. There was only one thing on my mind & that was fucking him again, I had forgotten the lube so dropped off at the first chemist I saw & bought a tube of KY.
About 10 miles out I spotted a car park by some woods, there were a couple of bikes & a few cars parked there & people sitting around having picnics. I locked the bike & said “fancy a walk” I think he knew what was on my mind & smiled & said “yeah” in a very sexy voice. Well off the path we found ourselves in a very thickly wooded area, there were trees in every direction & there was no way we’d be seen. There was a large trunk of a fallen tree about 50 feet away & I took his hand & led him over & turned his back towards it, then pushed him back so he sat down, I waisted no time in dropping to my knees, unzipping him & taking his already hard cock in my mouth, he seemed bigger & harder than he was the night before, & I greedily sucked on him, he stood up as he put his hands on the back of my head & pushed it in. It didn’t take long before he was all the way down my throat & as if he’d read my mind started to facefuck me hard, his beautiful young balls slapping my chin. He lasted a lot longer than he had the first time & he carried on for 10 minutes or so before he had a loud shuddering climax & emptied down my throat, he’d got the hang of that OK!
Still rock hard he pulled out & said “I want to fuck you” Oh yes I thought & I quickly took off my boots & jeans & lay across the fallen tree, It was so hot as he pulled my boxers off & I almost shot my lot as he rimmed me, I really wasn’t expecting him to do that. He got the KY from my jacket pocket & I felt the cool as he put some on my hole, soon I felt his cock slowly ease into me, this really made me hot. Like I’d been with him he was very gentle, I just wanted to be fucked hard & screamed out “just fuck me hard, fuck my ass” still he was a little gentle no I said “just pound me, fuck my brains out” he got the message & he just thrust into me then proceeded to give me one of the hardest fucks I’d ever had, my head was spinning. He must’ve lasted for an hour, he seemed to have endless energy, he didn’t even slow up for a second. When he finally cum I was shaking, my legs had turned to jelly & I lay there totally in awe of what this virgin of yesterday had just done to me. As I got up & turned round he stood there in front of me trousers round his ankles & sweat dripping from him, I looked down, his cock was glistening from the lube on it, he leaned forward, kissed me then said in a kind of threatening voice “on your knees” I didn’t realise he had it in him so I did as I was told & dropped down, the musky smell of sweat & his cock which had been inside me for the past hour was overwhelming, my mouth as if on autopilot just opened & I started to suck him again, he was saying “suck it you bitch” & rammed it in, it took me by surprise & I started gagging but this seemed to excite him further & he fucked my mouth like he’d fucked my ass, the lube on his balls making a slopping noise as they slapped on my chin.
When he finished I told him he was fantastic & he could do that to me any time he liked, “later” he replied!
We got back to the camp-site early evening & we both had a shower before heading to the bar. We had a few more drinks than the night before & listened to a couple of bands. I rolled a couple of joints & we got a bit pissed.
The rally finished at about 2am & we headed back to the tent, we stripped off & had a very nice 69 blowjob but we were both knackered & we fell asleep, waking at around 7:30.
I like to get away early so we packed up the tent etc & headed off home. His parents weren’t expecting him back ’till the afternoon so I headed straight for my house. I think our clothes stayed on for all of 10 seconds & I lay him on his back on my kitchen table & after giving him a good rimming I hoisted his legs up so they were either side of my head & slid into him again while I wanked his rock hard cock, he was even more vocal than before as I fucked him really hard & the expression on his face made me so hot, I felt myself cumming & I let go inside him, as I did he started bucking & his moans got loud, I knew he was about to cum too, so I quickly pulled out & dropped to my knees just in time for him to cum in my mouth. I sucked the last drops of cum from him & followed my tongue down to his delicious hole where my cum was just starting to run out, I started to lick his hole & like before he pushed my cum out & I once again lapped it up. I spread his cheeks wide apart & his hole opened up for me, the sight of that made me hard again & I wasted no time in sliding into him again fucking him hard.
I wanted his cock inside me again, I fancied going on top so I led him into my lounge & lay him down on the rug in front of the fireplace, he seemed to have a permanent hardon, not that I was complaining! I climbed over to straddle him, reaching round to guide his coke into me, I lowered myself down so he was all the way in, his mouth was open & he let out loud gasps as I rocked back & forth feeling him moving around inside me, he looked so gorgeous, the innocent look on his face had gone, replaced by a look of pure sexiness, I leaned forward & kissed him as he took over the motions & thrust into me, he said “I want to really fuck you again” well he didn’t need to ask twice, I got off him & got into a doggy position, he got into position & just rammed into me & immediately started pounding me even harder than before, god it was good, he kept it up for about 15 minutes but didn’t cum, that was a pity but is was still a really good hard fucking. I think we were both pretty knackered so we stopped.
After a shower & some food I took him home. We were greeted by Julie who said to him “did you enjoy it” my heart missed a beat as he said “absolutely brilliant” I went in for a cup of tea but I felt somewhat awkward so I made my excuses & left.
When I got home I began to feel guilty about what had happened, he was of legal age but only just & his parents had trusted me to look after him.
Monday back on the job was a weird experience, I was terrified something would have been said but all seemed fine, I did nearly choke when Julie said “don’t know what you did with him at the weekend, never seen him so happy” if only she knew I thought to myself.
There was to be one more little encounter before I left the job. I had finished everything & Chris & Julie were very happy with the job, Chris had gone off to work & said “Julie will sort out the bill” While I put the last of my tools in the van Julie went off to get some money, quite why her husband hadn’t brought it home from the bank I don’t know, but she said she”d be back in an hour or so “ask Tyler to make you tea” she said, & she drove off. Almost immediately Tyler appeared naked, dripping from the shower. He looked stunning & I felt myself harden as I looked at him. “see anything you like” he said “I can’t not here” I said “why” as he walked over to me & kissed me, I was left in no doubt as to what he wanted when he bent over the kitchen worktop I had just installed & spread his cheeks, Oh that gorgeous sight how could I resist, I hurriedly dropped to my knees & once again licked his hole out, I knew I didn’t have much time so I stood up, unzipped & let my trousers fall, “Shit no lube” I said, I grabbed the first thing I could see, some cooking oil, I slapped it on my cock & slapped some on his ass & without anymore foreplay I sank into him, once again he was very vocal & I fucked him harder than ever. I was just starting to cum when I heard a car pull into the drive, it was Julie back early. I’d never pulled my trousers on so fast in my life, Tyler ran upstairs, cum dripping from his ass & I done a very quick tidy up before she came back in. Luckily she was so wrapped up in telling me how good the job was she didn’t realise anything was up (excuse the pun!)
I saw Tyler at least twice a week for the next couple of months until he went off to a university 200 miles away, we had enjoyed some of the most kinky electrifying sex ever, but I was kind of glad it was over. He was going off to fuck loads of sexy guys & I could stop worrying about being found out.
The story doesn’t quite end there. I caught up with him 2 years later at a bike rally near Manchester, he was at uni there & had bought a small bike to get around on. He’d turned up with a very cute young man called Zak, but that’s another story —————–