Olly and Henry

By Olly Ollerson

Published on Jan 8, 2021

Gay

These are true stories (except the names of people and places) of my adventures with 'Henry', starting when we were 14 in a British high school.

If you've got this far, you realise these memories contain descriptions of sexual adventures between teenage boys. If you're offended by them, then read no further (FYI - you're totally on the wrong site!) Don't read them if it's likely to get you into trouble, no one wants that!

If you're happy to read on, then I hope you enjoy them. I hope they bring a smile to your face and a tent in your pants, just like they have for me. Let me know what you think.

One last thing - this is only possible because of the amazing Nifty website. If you can spare a couple of pounds, dollars, or whatever you spend to help this site continue, it would be appreciated.

**

Part nine: bum holes and fingers

It's funny, I think about Henry a lot for a couple of days after we meet, then settle back into normality, before one of us caves and texts, or more often, bump into each other in school, then he's all I can think about again. This time, it was a text after more than a week since our sexcapades at his house: `free this aft?'

No way was I texting straight back! I waited all of 30 minutes (how cool am I?!) before texting back yeh. Mine is free until 4 or I could meet you somewhere?'. Yours at 2' was his reply.

Suddenly I felt nervous. I'd never seen Henry at my house -- what if the neighbours saw him come in or go? What if my parents came home early? What if, what if, what if... I decided not to think too much about it, and go and tidy my room!

2:00 arrived, and on the dot, Henry arrived. I saw him walk up the drive, from the living room window, but decided not to open the door until he knocked. I could already feel my cock hardening in my shorts. I opened the door, extending my arm to welcome him in. He stepped inside, standing just inside the hall. I've been ready for this for a couple of days' he said, bending down as if to take his shoes off, but nuzzling my crotch with his face. let's go upstairs' I said, before starting to climb them, Henry following close behind, led by the tent in his shorts.

I think it's going to be another quick one judging from the look of his erection.

We got into my room, and closed the door, despite being in the house on our own, taking our own clothes off, standing facing each other, naked. lie on the bed' Henty demanded, so I did, and he slipped his cock into my mouth. I'd seen deep throating online before, but never tried it. Totally see why people gag now -- it was awful. I loved the feel of a hard cock in my hand, but down the back of my throat... not so much! Henry burst out laughing not cool then?' he said. `Let me try'.

I stood up and swapped places with him. He lay with his head off the side of the bed, mouth open wide. He grabbed hold of my cock in his hand and pulled me towards him, guiding my cock towards his mouth. I slipped it in, sliding it in until I could feel his lips at the base of my cock and his nose in my pubes. Fuck, it felt good from this side! How come he didn't gag? I pulled out and instinctively thrust my hips back down his throat, with more power each time, losing myself in the incredible sensations around my cock, watching his body writhe around the bed and his stiff dick dance with the movement of his body. He tapped my hip, so I pulled out. He was panting and dribbling. His eyes watered, tears running down his flushed, sweaty face. `fuck that's good' he said.

Having been given so much pleasure by him, unusually I decided I wanted to give him something to enjoy too. I recalled how much I loved feeling my own finger up my arse, and although our bottom play hadn't gone well last time we tried, I wanted to try again.

I was breathless too (fucking a boy's mouth really does take it out of you) but took hold of Henry's knee as he lay on the bed and asked him to turn around. He was still laying down, this time with his bum on the edge of the bed, and his knees up. I pushed his knees apart, exposing his bum hole. He lifted his head to look at me -- memories of the disaster last time were clearly in his mind too! let me try again' I said it feels so good, I promise'. I put his head back down, which I took as a green light.

I squeezed my ever-ready cock to express a glob precum onto my finger which I knew from my own bum, would help my finger to slide in more easily. Now, our bottom play until now had been disastrous -- very awkward, and progressing from finger to willy... well, that was even worse. I could see by the look in Henry's eye that he was thinking the same, but at the same time, he, like me, was horny AF, so he went with it.

I started to gently rub his hole while slowly stroking his cock at the same time -- I didn't want him to cum but wanted him to let me finger him! Like the first time I fingered myself, I gradually started to use more pressure, which, along with the glossy precum meant my finger slipped in through the first sphincter. I could feel the second ring just inside his hole. Again, I pushed gently, and my finger was swallowed deeper into his body. I know I've said it before, but the feeling is incredible -- warm, soft and moist. I got lost in thinking how good my cock could feel in there. Henry started to moan, which brought me back to reality, watching him with his eyes closed, mouth open looking like he was enjoying himself as I fingered his bum and wanked his rock hard cock.

I loved the feeling of a hard cock in my hand, the only problem here is that I've only got two hands, and they were both on or in Henry! Henry stretched down to try and reach my cock, but couldn't comfortably reach without sitting up. He tried to spin around a bit, but that didn't work either, as then I couldn't finger him. With my finger freed for a minute, I knelt down and sucked his cock. This was only the second time I'd ever sucked a cock, the first time being last week at Henry's house. I didn't even need to think about it -- I just knew I wanted to feel the velvety hardness of Henry's cock in my mouth. I wanted to taste his tick and wanted to smell his balls. I was so turned on.

I went straight for it, putting his cock all the way into my mouth as deeply as I could. I moved my tongue all over it to make sure I could taste his hardness. I could feel his pubes on the end of my nose but knew I could go deeper. I pulled it out and put more of his cock in my mouth so I could push my nose into his pubes. I didn't want to make it too obvious that I was smelling him -- he might think that's weird (maybe it really is weird -- but I like it!). he smelled so good. I don't know how to describe it -- it smells like nothing else. It smells good! Crouching on the floor in front of my bed, I was stroking my cock now which had been starved of attention until now -- probably a good job, as I would definitely have shot my load before now. I could see Henry moving his hand to cup his balls, then placed it at the base of his dick. I took it as a sign that he wanted to wank himself. kiss me' he said. I'm still not into that -- might sound weird, but although I have no problem shagging him, kissing seemed very intimate, and we're not really friends. Besides that, he was a rubbish kisser last time, so I wasn't going there again. let's just cum' I said. `let me finger you again while we both wank'. He lay his head down and seemed okay with my compromise.

I stood back up and he opened his legs so I could see his pink hole. God it looked inviting. I squeezed out more precum onto my finger and used it to lube his hole, allowing my finger to slide in easier than ever. Wow -- I loved the way it felt (have I mentioned that?!). With my other hand I wanked my own cock, it felt bigger than Henry's did in my hand -- wider but shorter (SLIGHTLY, FYI!) than Henry's that I'd been playing with moments before. Henry held his cock in one hand, still wet from the deep blowjob I'd given him and cupped his balls with the other. It sounded amazing as he wanked -- wet and frappy (is that a word?), I really wanted to suck it again, but fingering him was getting me close to the edge. I stepped forward so I was closer to him, my things now touching the inside of his as I stood between his legs while he was lying on my bed. The sights, sounds, feel and smell of sex meant I was almost ready to bust. I'm close' I said. cum on me' Henry panted between moans. I didn't need to be asked twice.

I pushed my finger as deep into Henry's bum hole as I could, right up to where it joins my hand. I could feel his bean-like prostate which I pressed, making him moan loudly, arching his back in pleasure `FUCK' he panted. That was enough to send me over the edge. I gripped my cock more tightly and went for it, moaning and ejaculating ropes of pearly cum over Henry's cock, abdomen, chest and neck. He let go of his balls and scooped the cum with his fingers, spooning it into his mouth, spreading it over his face. He took his hand off his cock to gather some cum which he used to wank with -- that would have been a real turn on had I not just shot my load. Right now, I just wanted him to cum. Luckily it didn't take him long. I'd kept my finger inside him and stopped moving it around, as post-jizzing, it seemed gross that I was knuckle-deep inside someone else's bum.

I felt his sphincters tighten then pulse with each shot of cum, which landed on his chest. After a few seconds to come down (no pun intended), as was his thing, he squeezed the last of the cum from his softening cock onto his thumb and index finger, then licked it off. He idly used the same finger to scoop puddles of cum off his chest, eating it noisily. I was still standing there, with my finger now out, soft cock still in my hand feeling, well, naked.

I stepped back so our legs were no longer touching. It kind of broke the moment; Henry closed his legs and sat up. can I use the bathroom?' he asked. yeah' I said, opening the door to show him. `I'll find it' he said, waking out of the room, naked and covered in the remnants of both our cum, with his boxers in his hand. Now, I didn't want to be a dick like Henry had been when I was at his, but like I've said before, we're not friends, not interested in being friends, but I didn't want to make the guy feel as uncomfortable as he's made me. I decided to put my boxers on, so at least I was covered, then occupied myself a bit in my room, so he wasn't left on his own and didn't feel weird that I was dressed whilst he was just in his pants. Turned out I was totally overthinking it (unusual eh?!).

Henry came back from the bathroom, in his boxers without the patches of pearly cum glistening on his chest and abdomen. Without speaking or looking at me he dressed, then headed downstairs. I did the same, a moment behind him. By the time I got downstairs he was putting his shoes on. thanks for that' he said, reaching for the key and turning it to unlock the front door. I said I'd not be long' and with that, he opened the door and left. He didn't even close it behind him! He's a dick.

I got a drink then headed back upstairs. My room smelled of sex. I straightened the bed and saw a patch of cum, now cold on my duvet. It was whiter than mine, so I knew it was Henry's. one of the advantages of being 15 was an unquenchable appetite for anything to do with my cock. I dipped my finger in and put it to my lips. Although it was cold, it tasted good. I kicked my shorts off and lifted up my tee-shirt then lay on the bed, my cock already hard. I could smell Henry on me. I sniffed my hands, which I still hadn't washed, and my cock jumped. I turned to lick the cum off the duvet, then, lying on my back, wanked my cock with my right hand, cupping my left over my nose, which I'd used to finger Henry and still smelled of him. I inhaled deeply and I jacked my cock -- I never did at home in the day time, with my bedroom door open, which felt dangerous, even though there was only me at home.

It didn't take me long to cum all over my chest and abdomen. I lay there, covered in jizz thinking about the last couple of hours. I closed my eyes, picturing my playtime with Henry and thinking about how good his hold felt around my finger and how relaxed I now felt having cum twice. I could feel my softening cock start to chub up again, despite not having got rid of the evidence of my last... climax!

I ignored my cock, wiped the cum off my check with yesterday's tee-shirt, then headed downstairs. I still didn't wash my hands... Henry's scent might be good for one more wank later on.

Don't judge me!

**

Well, that's it for this chapter! This is my first Nifty story, so I'd love to know what you think, good or bad. Feel free to email me your thoughts to OllyOllerson@gmail.com.

And don't forget to give to Nifty, let's keep this amazing site here for us all to enjoy!

Next: Chapter 10


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