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GAY SEX STORIES

Brief Musings and a Hotel Encounter

Brief Musings and a Hotel Encounter

by Captain144
15 min read
4.4 (4200 views)
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I am trying to get back into writing smut. This starts off as more of an off the top of my head confessional and then I will tell you a story. It is broadly true. All activity takes place between people who are over the age of 18.

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Let me tell you two things about me. Number one, my penis is a grower. Number two, I have, on and off, but for quite some time, had an obsession with men in briefs.

Number two is far from a constant fixation. For a start, I'm not a gay man. I've slept with as many women as I have men and I am just as taken by a curvy figure in a thong, or a short skirt hiked up to hint at what lies beneath, as I am with a bulging pair of skimpy briefs. I like bulging tits as much as I like bulging cocks.

There is, however, something forbidden, deviant and almost perverse about a man in briefs. Particularly in the UK, for any man who grow up post- the 1990s. I don't know how common this memory is, but the moment I realised, in the school changing rooms, that briefs were not "cool", or even acceptable, is imprinted in my hippocampus. I had wised-up enough to realise that my primary school underwear, bedecked with cartoon characters, would not pass muster, and had asked my mum to buy me some 'grown-up' plain white briefs instead. But it was not long before I realised that even these marked me out as different in a changing room full of patterned boxers, or CK boxer-briefs. I can still remember the laughter, and the pointing, and the shame. I was never quite sure what the stigma was: were they just too revealing? Did people think they were too tight, too constricting? This was never a problem I had noticed. Some people said they rode up or rubbed their legs, but surely far less than the baggy boxers that they preferred. Later that week, red-faced and quiet, I told my mum "I think I might like to wear boxers from now on." She didn't ask any questions, or let on if she was annoyed about buying me new underwear twice in the space of a month. A few days later I found a pack of five from Tesco on my pillow and I have exclusively worn boxers, or boxer-briefs, ever since -- until today.

Speedos also do it for me. Again, when the standard, uncontroversial option is to wear a loose pair of shorts, and tucking your junk into that uncomfortable wiry netting, it thrills me to see a man make a conscious decision to opt instead for a swim brief. I have spent hours searching for smut set in French swimming pools, where the swim short is forbidden. Never mind the four-yearly ritual of zooming on the Olympic divers. However, being possessed of both a larger than average body and a smaller than average soft penis, the swim brief is not my costume of choice. Even abroad, in those exciting countries where loose swim shorts are banned, I have always worn longer tight swim shorts.

Hard, my cock is nothing to be embarrassed about at all. I've sucked, fucked and been fucked by enough men to know roughly where I line up in that respect. It's about 7 inches long, thick, and with my foreskin pulled back it is blessed with a big, round red mushroomy head that glistens with pre-cum within seconds of arousal. I know that my own cock is bigger than most of the ones that have been in my arse.

Soft is a very different story, I think. Again, insecurities about my weight and my cock have meant that I have avoided situations where you would see flaccid cocks to compare, such as locker rooms or communal showers. British prudishness means that we don't just strip down on the beach to change, or wear Speedos to swim. And the nature of Grindr hookups is that most cocks I've found from that app were hard or semi-hard on arrival and didn't stick around long enough to shrink back down. So I simply haven't seen a representative sample size to know for sure. This isn't an invitation to fill my inbox with flaccid penises by the way -- although I wouldn't complain.

But my soft cock feels small. It doesn't ever get in the way. It shrivels down so that I do not seem to fill out my boxer-briefs in the way that others do. One ex-girlfriend described it as pocket-sized. I once bought a pair of bulge-enhancing boxers. They had a little pouch to tuck your junk into, so that it was propelled up and forwards. However, over the course of the day, I found I didn't have enough flaccid cock for the pouch to hold it and it slipped out, rather ruining the effect. However much I shave the shaft and trim the pubes around the base of my cock to try and create an optical illusion, the reality is that I am a grower.

My obsession with briefs has led me to wonder what it would be like to wear them. Like I say, I have not worn them since I was a child. I thought back to all of the sniggering in the changing room from fellow pupils, who bragged that they couldn't wear tighty-wighties because their genitals were so large that it cut off the blood supply. It occurred to me that this probably wasn't true. It also occurred to me that as an adult, with agency and income, I could just buy a pair and see what it was like. Nothing was stopping me. Now that I am in my thirties, would my fully grown cock and balls fill them out? Would they be a revelation in comfort? Would they, in short, change my life?

So here I am, sitting in my office chair with the blind drawn, wearing only a pair of black briefs. They are a soft bamboo pair, with a nice waistband. I walked the dog earlier today, wearing the same black briefs. I wondered if anyone could tell. After most of a lifetime in boxers, they feel a little odd: my legs feel oddly naked. They are not uncomfortable though. Standing in front of the mirror they seem quite flattering. They cup my balls nicely, and you can see the outline of my cock just above it. I spent ten minutes this morning deciding whether to point it up, left, right or down. I settled on up for now. New underwear hasn't magically given me a horse's cock, but the bulge is not unappealing. Maybe my next purchase will be a pair of swim briefs.

Anyway: let's change course and tell you about a one night stand I had with a hunky Latino a few years ago.

I was staying in a hotel in Cardiff, at the tail end of lockdown. My family had gathered for a family function: a wedding or funeral, something of that sort. My brother was in the same room, fast asleep. And I was in my bed, head under the covers, wired with the horn and prowling on Grindr. I was in my boxers, rock hard and unable to sleep. It was about 5am.

As always when you check in on Grindr in a new town I was sent the usual array of faceless erections. Some of them looked nice, but by necessity, any viable hookup had to be nearby and able to accommodate me. I could hardly invite a guy to this hotel room.

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I got chatting with one guy, who told me that he and his friend were looking for a third to spitroast. They sent me pictures: two black faces, and then a third picture of one guy sucking the others cock. I sent back photos I had on file as a matter of course: a face and a hard cock. Standard stuff. I was intrigued, though, and said so. However, they went silent. Maybe it was too early in the morning for such adventures. Maybe they found someone else.

Lying there in the bed, I closed my eyes in frustration. Could I risk going to the bathroom for a grim wank, four feet away from my brother? Compared to the prospect of a threesome, this option seemed hugely disappointing. But I would have done it anyway. Just as I was about to very quietly lift the covers and tip toe to the bathroom, hoping that the automatic light and fan would not cause too much disturbance, I saw it. A faceless Grindr profile, like any other faceless Grindr profile, but with a very exciting headline.

Ibis Hotel.

He was in the same building as me. He was awake, and he was presumably horny. I just had to hope he wasn't sharing a room with a sibling. Although maybe that could also be fun.

I sent him a message.

Hi.

It wasn't imaginative. I followed it up with more witty repartΓ©e.

You're close.

He replied:

Hi. Face pic?

I obliged, and received back a picture of a man, probably around the same age as me: mid to late twenties. He had light brown skin, brown hair and eyes set into a narrow face. He was good looking, and I told him so.

Are you top or bottom? He asked. I told him I was down to bottom, and he told me to come to Room 319. It was as easy as that.

Barely daring to breath, I slipped out of bed as quietly as I could, grabbed a T shirt and joggers from the floor and carried them to the door, as far away as possible as I could be from my brother. I slipped the trousers on and, still carrying my T shirt, I very slowly turned the door handle and stepped out into the corridor. There was no movement from my brother's bed. Quiet as I could, I shut the door behind me.

Standing in the empty corridor I pulled my T shirt over my head, although I needn't have bothered. No one else was moving around at this time. I began to pad across the faded carpet to room 319. It seemed like fate: two horny men on the same floor of the same hotel. It took barely 20 seconds to round the corner into the next wing of the building and I was there, looking at the brass plate with the room number. I gently knocked on the door.

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It was opened by a vision in briefs. He was slender, and quite short, but I could see every muscle he had. His body was a total contrast to my own pudge, but he didn't seem to mind. He stood, legs slightly apart, wearing nothing but a bulging pair of unbranded, navy blue briefs. I will never,ever forget the sight. This image has formed the basis of countless wanks since. His body was stunning. There was a thin line of hair snaking out of the top of the waistband towards his belly button. His legs were thick and dusted with hair. The bulge between them was smooth: I couldn't make out what was cock and what was ball beneath the tight blue fabric. It was all beautiful. I wanted to rip those briefs off without warning just to see if the bulge was all flaccid, or if there was the beginnings of a semi.

He looked me up and down as I did the same to him, before taking my hand and pulling me across the threshold. The door shut behind me as we kissed. The room was dark, lit only by the scraps of dawn light peeking through the blinds. My hand roamed across his tight shoulders and back, up into the hair on the back of his head and down to his firm arse, barely covered by the blue briefs. My T shirt was back on the floor in a second, and then I followed, sinking to my knees in front of him. I looked up at his bulge. I don't know if he had been totally soft when he answered the door. Maybe anticipation had given him a semi to help fill out those briefs. Now, however, he was clearly aroused, the line of his erect cock pushing to the side of the gusset and threatening to break free of his pants.

Looking back now, three or four years later, I wish I had slipped his briefs into my pocket to inhale later. Or even to wear, and wank into. I could have put them over my head like a slutty blindfold. Instead, I slipped my fingers into the elastic of his pants and pulled them down. They landed around his ankles as I took his cock into my mouth.

It was slightly shorter than mine, but thick. I ran my tongue around his circumcised head, slowly, slowly. He gasped a little as I continued to tease him. As he continued to take short breaths, I took his whole length into my mouth and felt my nose touch his trimmed pubes. He held the back of my head as I bobbed up and down, feeling the length of his shaft grow firmer still, down in my throat. He had a salty tang. I ran one hand above his groin and counted the bumps of his six pack. I had never felt muscles like it. He let out a soft moan.

After a while, he pulled his cock away from my lips. I was disappointed. I wanted him to cum again and again. I could have happily taken a load down my throat, and a second load on my face, before I even got off the floor by his bedroom door. He had other ideas though, and pulled me to his double bed. My cock was uncomfortable, straining against my boxers and trousers. I slipped them off as I walked behind him. My own erection was at full mast, standing straight out in front of me, cockhead on display.

On the night stand was a bottle of lube and a condom in a pink wrapper. I lay down on my back and watched as he rolled the condom down his shaft. My cock flopped against my belly as I squirted lube onto my fingers and rubbed into my puckered hole.

He knelt between me, squirted some lube onto his cock, and then rested the teated end of the condom against my arsehole. "Are you ready?" he said. I couldn't place his accent, but at a guess I would have said South American.

I nodded. Very gently, this stranger began to push his cock inside me. I closed my eyes. It had been a long lockdown, and a long time since I had had a real life cock inside me. His cock was meaty, and I breathed heavily as he stretched me open.

His full length was inside me, and he held it there a moment, before slowly withdrawing. He then repeated the action a few times, brushing my arse cheeks with his pubes before slowly returning to his starting position. My breathing had settled by now, and I was feeling very comfortable. More than comfortable: my belly was drenched in pre-cum, and I was ready for a good filling.

I told him so. "This is great. You can go faster if you want. You feel so good." I was a fuck-drunk bottom slut and I needed a pounding.

He kissed me again, and then knelt upright on the bed. My hands were above my head, gripping the headboard, and my legs were in disarray, off to the sides. His fingers brushed mine as he grabbed the headboard for support, and then he went to town. His balls slapped against my arse cheeks as he fucked me relentlessly, his thick cock stretching me wide open. My own balls were tight and retracted, desperate to release. I was in a wave of pleasure, letting out a little gasp or moan with each thrust, not in any control of the noises that were passing my lips.

All too soon it was over. He leant forward and wrapped his mouth around mine, thrusting into me three more times, deliberately, hard. His hand crept towards my cock, touching it for the first time. It took one stroke and I was cumming hard, my cock wedged between our bodies, hours worth of frustrated jizz splashing off his delineated abs and onto my own paunch.

We lay there barely a moment before he pulled his cock out of my arse and sat up. Silently, he removed the condom, which was filled with a healthy dose of his juice (how I wished I could taste it). I lay there breathing heavily as he took a towel, rubbed it over his abdomen and groin and then threw it towards me. I cleaned myself up as he slipped himself back into those delicious briefs.

"Thank you." he muttered, as I stood up. I nodded. There was no point asking how long he would be staying at the hotel, or trying to set up a re-match. I was checking out in a few hours.

Feeling satisfied, I left his room and walked quickly back to the other side of the floor towards my own room. It was still early and I saw no one. If my brother was awake, I was getting ready to lie and say I just fancied an early morning walk. I'd have to hope he didn't notice that I wasn't wearing any socks or shoes, and that I had a great big post-fuck grin on my face. It didn't matter though. He was still asleep.

I undressed down to my boxers yet again and slipped back into my own bed. My cock had shrunk down to its usual discrete size but was still twitching and dripping wet. I closed my eyes and finally got to sleep.

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