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40 Year Old Virgin


ToxicUK

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Prelude:

As a guy I've failed in life, growing up I fancied guys and girls, particularly a boy in my class but to avoid the ridicule I kept it to myself. I did the expected thing, found myself a girlfriend, didn't last, found another, same result. Around 20 I found Gaydar and despite the plethora of opportunities I never saw myself as attractive (skinny and spotty) so my entire gay exploration involved a single meet with a guy, brief suck, hand job and him cumming over my chest. 

By my late 20's I met a woman, ended up married in my early 30's we played out our lives but it was ultimately boring. I hovered around the gay sites on occasion often drawn to the darker aspects like bareback and HIV+ guys, met 2 older gentlemen who were nudists but my fears led to a half-baked lie and I left their home before anything could happen. I eventually cheated on her with another woman, she found out (or maybe I subconsciously let her?) and I ended up a bachelor alone. Perhaps this was my time to explore guys?

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6 minutes ago, ToxicUK said:

Prelude:

As a guy I've failed in life, growing up I fancied guys and girls, particularly a boy in my class but to avoid the ridicule I kept it to myself. I did the expected thing, found myself a girlfriend, didn't last, found another, same result. Around 20 I found Gaydar and despite the plethora of opportunities I never saw myself as attractive (skinny and spotty) so my entire gay exploration involved a single meet with a guy, brief suck, hand job and him cumming over my chest. 

By my late 20's I met a woman, ended up married in my early 30's we played out our lives but it was ultimately boring. I hovered around the gay sites on occasion often drawn to the darker aspects like bareback and HIV+ guys, met 2 older gentlemen who were nudists but my fears led to a half-baked lie and I left their home before anything could happen. I eventually cheated on her with another woman, she found out (or maybe I subconsciously let her?) and I ended up a bachelor alone. Perhaps this was my time to explore guys?

yes! it's time. welcome.

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Exploration, Covid-Stalled & Adventure:

Fast forward to late-2019 I had settled in my new flat, was finally ready to take the plunge in the raw and kinky worlds of BBRT, Recon and NKP. Had found several guys who were interested, my desires into the darker aspects diminished as I  realised more men were medicated than ever before but I still wanted it raw but I of course hesitated then of course the dreaded C hit, the world locked down, I ended up in my flat for another year just looking and not doing much. 

Once the dust settled and we all emerged I found myself a little chubbier than I had been and my semi-receding hairline was in full swing, in short, if I didn't consider myself attractive in my youth I certainly didn't now!

Nevertheless I was determined to find something. A couple of promising meets fizzled out and more guys wanted either experience or younger, I was neither!

Dejected I went back to what society expected of me, found a woman, dated, hadn't moved in yet but was becoming serious. But by now the gnawing at the back of my mind as a teen had become an unexplored, all-consuming just. I wasn't looking for a boyfriend or husband, I was just absolutely desperate for cock and cum, the darker and riskier the better.  Then, the bow finally broke.

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All or Nothing:

On my way home from visiting my gf in London I chanced across an advert for something to do with homeless people, it was one of these that had a photo of a guy attached and a brief short story. I don't know if it was staged photo or not but he looked homeless, dirty face, tangled, unkempt hair, beard. Not ugly but wasn't what society considered attractive (a feeling I knew all too well and often as a result the kind of guy I gravitated to for the hope of some fun).

His story read that he was homeless, sick, had done nothing wrong, lost his home, couldn't find work.....wait a minute, sick?? Suddenly a light went off in my dark perverse mind. I was always drawn to the darkest, nastiest, even grossest men on sites for raw encounters and more and this was maybe the ultimate dark perversion in raw breeding fun. There's a good chance a homeless guy wouldn't be medicated but I wasn't am idiot, just cause a guy is homeless doesn't make him either gay or willing to fuck a guy. I needed a plan.

I decided London was the best choice, biggest city near me and surely a sizable homeless community. I started by visiting a few homeless shelters looking for my 'boyfriend' who might have gone missing, this led me to a couple of small communities of gay guys who looked out for their own on the streets, some promising individuals but all lacked something, an air of sickness, a potential for filth, something. I told them my bf was a PNP boy (a term I'd learnt on the sites I perused) and they directed me to a park in Brixton where a guy named Des frequented but was warned he was very rough.

Hopes soared!

I made my way to the park in question, hung around for about 3 hours and soon eyed the prize, cautiously I made my way to a guy under a tree smoking a rollie and stopped dead in my tracks. This guy was disgusting!

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Finding Des

Des was I can only describe a quintessential homeless tramp. His clothes looked like he'd worn same ones for years, the smell from him was evident 6 feet away, not just tobacco but damp, BO, puke and god knows what came off him in the most nauseating aroma. His long greying greasy hair and tangled beard made the look complete.

It wasn't until he heard me coming and looked up that I realised he was  black.

"What you want?" Was the blunt question from him. Suddenly I wanted to be anywhere else, away from this stupid quest, away from his stench, away from a guy that might genuinely hurt me. But for some reason, lust? Stupidity? I stayed on the spot and trying to act cool I asked him.

"Are you Des"

"Depends who's asking" he replies.

My heart was thumping in my chest now, how was I going to ask him?

"I heard you might be able to help me with something"

He took a drag on his rollie and says "Don't know who told you but I don't sell drugs"

Did he think I was police? I swallowed and blurted out "No, I heard you were gay".

I saw what I thought might be a flash of anger in his eyes, did I have it wrong? Was he about to kick the shit out of me? I was ready to run and starting to panic.

"What if I am, no law about it"

I breathed an internal sigh of relief, ok, part of the way there.

"No, no law, it's cool, I mean, I hoped you were".

He laughed an almost incredulous laugh, then hawked a huge load of gob on the grass, before asking "Why? You want a date?"

I then realised the laugh was him mocking me, I felt stupid but also a little turned on, I liked him having the power over me like that. I then went for broke....

"I was wondering if you'd fuck me?"

He stopped dead, and stood up, I could see in his eyes, he was wondering if this was a joke, or was i setting him up, I got ready to run again, feeling like my heart was gonna explode in my chest, I couldn't take much more, I had to leave yet my feet stayed still.

"This some kind of joke? Who fucking told you to say this??"

"No-one!" I replied quickly "I'm serious, sorry if this sounds stupid but I've been looking a long time for you to fuck me". I realised what I meant was I've been looking for someone like him to but it came out and didn't know how to correct myself.

"I've not fucked anyone in long time, I don't anymore"

I looked at him properly now stood up, he was wearing filthy jeans, equally dirty denim jacket and t-shirt that was once white, now yellow and stained. He was thin, probably mostly from being homeless but the face I could see under beard looked gaunt, wasted, I was sure he had aids.

"Is it because you're infectious?" Infectious? I really used that word?? I couldn't have said 'cause you have aids' or possibly 'because you have HIV?'

As if reading my mind he said "yeah, cause I'm poz, it means I've got HIV"

The search me should have been doing cartwheels inside me but it's like I already knew he was, now the analytical side of me was trying to ascertain how to ask him. Oddly enough the coward me was nowhere to be found.

"I know what it means, it's why I've been looking for you"

There was a moment of confusion on his face.

"You looked for me for sex because I'm poz?" Before I had a chance to answer he asked "You a bugchaser?"

I'd heard that term on my search but never really thought about it. Was I? Did I want to get sick and be riddled with HIV? I wasn't sure but I knew I wanted the risk and the darkness those detectable represented.

"I guess, it's not that simple, I've been looking for HIV guys to fuck and struggling to find one then heard about you"

I quickly stopped before I talked myself out of it and lost my chance.

"I ain't fucking to give you my bugs"

"I'll pay you!" I said without thinking, I knew at some point I might have to pay a guy to infect me (how pathetic am i?) but I didn't know if I definitely would have to, now here I was offering.

"I ain't got a room and shower to clean up" I didn't realise until later he was running out of excuses, I was just so determined and felt it was this close!

"I don't care, I want it nasty!"

Wether it was my using that word 'nasty' or my desperation or seriousness but it's like some switch in him flipped, he dropped his rollie, stepped closer and the smell made me nauseous again but I pushed it down as he got closer like he was whispering a secret to me.

"If you want this it'll be 50 quid, you gotta do what I say and if you try some shit or shout rape I'll kick the shit outta you"

My heart was in my throat, holy fuck, he actually agreed?? My head was spinning!

"Yeah I want this! When? Now? I don't have that much on me" my words were fast and I'd lost my cool but was trying not to put him off"

"There's cash point on the main road, I've got a place round that corner" he pointed to a side road. "Go behind an old fried chicken place, green door to a bin area, I'll be there when you get your money, get more out just in case".

In case of what? A part of my mind wondered but I was so spun with excitement and nervousness I didn't pay it attention.

"I'll be there"

With that he got up and left. By now it was starting to get a little dark, was still early but mid autumn the sun was setting early.

Holy shit, was this really gonna happen? What if he just took my money and left? What if he beat me up? What if he couldn't get it in me? I was a virgin after all but he didn't know that, do I tell him? Would that stop him? Would he think I was just fucked in the head? These and a million more questions spun round my mind but I knew one thing, this was my chance and i had to see it through.

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Biting the Bullet

I had made my way to the cash point and decided to withdraw £100, I then went to a nearby office license quick and bought 2 cans of Jack and Coke, I drunk one straight down to steady myself, the second I drank on my way to the area he mentioned, I went behind some shops, most were derelict, they had flats above, some looked used, some didn't, light was low but manageable thanks to a street light that must have been for when cars parked there. I noticed each old shop had its own gated bin area and I think each was being used by homeless as their own shelter. I got to the one Des had mentioned and knocked, I didn't know if I should just enter but I waited until he unlatched it and gestured for me to go in.

It was about 12 feet long by a feet wide, just enough to fit two commercial size bins. He had some blue plastic sheeting over some dirty cloth bedding and 2 poles holding it up like a tent. The smell here was worse but the buzz from the alcohol made it bearable.

"Didn't think you'd actually come, you got the money?"

I reached into my pocket and gave Des the £50 I had seperated, he held it out as he talked.

"OK, now listen fella, firstly, I told my mate next door I got someone coming in to fuck, like I said before you try some shit or call rape and he'll come over and we'll beat the shit outta you" I nodded, swallowing hard, trying my hardest not to say anything to get me in trouble or Des to change his mind.

"Second, I don't just have HIV I've got aids which means my hiv isn't treatable, last time I saw a doc he reckoned I'd be dead by now, fuck knows why I'm not but that's that, I've also got some shit on my cock, other diseases and shit, I don't know what but if you don't want it this is your chance to take your money and fuck off"

If my mind spun earlier this was my entire head doing 360s. If I say yes I'll have a highly diseased cock inside me, I'll get hiv and it probably won't be treatable, a tiny part of the coward reared it's head but my other head stood to attention and that one decided for me once and for all, i risked opening my mouth.

"I don't know if this makes me worse or not but you telling me that just makes me want it more"

He looked at me to see if I really was serious then pocketed the money.

"I warned you, I don't have anywhere to clean up, I know I stink and inside my jeans it'll be worse, but I really wanna fuck something again and once we start we don't stop, I'm not having you pricktease me. I also want you sucking on my cock, I told you it's diseased and fucking rank but if you want things you gotta do what I say. Also this is my home, it's not much but I don't want you wrecking it so if shit gets too much and you puke then I want another £20 for the mess"

I was starting to notice the smell again when he mentioned things and I felt nauseous about what I might have to do but I knew I wanted things badly and I'd brought this on myself, so again I nodded and watched as Des started to strip down.

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Biting the Bullet (hopefully not the cock)

 

I stood there shaking a little as Des started stripping, with his jacket and t-shirt off first I noticed just how gaunt he really was. I knew at about 6ft he could still handle my 5ft 7 inches. I also noticed dried crusty white patches on his body, I didn't want to know what they were. He took off his boots and his jeans and immediately realised he wasn't wearing underwear, then everything came at once, the smell really was worse than with clothes, the worse smell of dried puke, smegma and BO you could imagine, I also noticed his cock was drooped down about 7 or 8 inches, the one guy I had sucked was only about 7 hard. The other thing I noticed was the 'things' on his cock, they looked a mixture of white puss filled boils the side of garden peas and some scabbed over craters, I'd been curious and seen photos online of diseased cocks before and I'd quickly click off as they made me feel ill. Now I had the real thing 2 feet in front of me.

 

"You gonna strip?"

 

As I said, when in my youth I didn't consider myself attractive and used to get nervous changing for PE, now as a 40 year old balding chubby guy I'd never felt more scared or embarrassed in my life. Again, trying to act cool I followed suit, first my jacket and t-shirt, then my boots, jeans and boxers. Not being massively well endowed would have been even worse a humiliation for me but fortunately for some sick reason I was rock hard. Not that Des was even bothered by this, he put a hand on my shoulder (which nearly made me jump out my skin) and pushed downward, getting the picture I knelt on the filthy sheet and gingerly brought my hand up to lift his cock, futily trying to avoid touchng a scab or boil, I felt him suddenly start to harden in my hand when I heard the voice from above.

 

"Well suck it then"

 

He sounded impatient and I was now worried about pissing him off. Getting closer the smell got worse, I could see he was uncut and the hardness revealed smegma at the base of the large mushroom head. I tried to block off my sense of taste and popped the head in my mouth, swirling my tongue round it, god it was fucking huge. I felt his cock jerk and realised he was getting even harder. He put his hand at the back of my head and pushed me further and not very gentle, my lips moved down past the head, I felt something brush my top lip and realised it was a boil, at the same time I accidentally breathed in and I retched as the smell hit me. The next thing to hit me was his hand across my head 

 

"Remember what I said if you puke bitch"

 

I felt my own cock twitch as he called be a bitch and I forced myself to swallow and go further down his cock. Despite my lack of experience and his size I tried my best not to use teeth, I knew it might piss him off but I also didn't want one of those pustules bursting in my mouth.

 

I think I got 3rd of the way when he hit the back of my throat so I pulled back to the head and slowly went forward again, using my tongue again and trying not to gag on the size or notice the taste. After 3 or 4 of these I tried to pick up the pace a bit but I'm guessing was too slow for Des who held the sides of my head and started fucking my mouth, he got rougher and was hitting the back of my throat too often for me to handle, I then made the mistake again of breathing in and felt the bile rise before I could stop it. Fortunately I'd not eaten since the day before but the alcohol made an appearance and I puked up some coke coloured bile, some on the end of his cock, rest on the sheet beneath me. I then felt a hard smack across my head. 

 

"Told you not to fucking puke bitch, where's my fucking 20!"

 

I fumbled over to my jeans and pulled out £20 and gave him it.

 

"I'm sorry! I just don't have much practice!" I didn't want to piss him off by mentioning the smell.

 

"You ain't sucked much cock or just big ones?" To emphasise he grabbed his cock and swung it a little, I could see the full size now and it had to be 10 or 11 inches!

 

"I've only sucked one cock" I admitted to him, things were getting very real now, my throat hurt and I was scared of either him hurting me or being thrown out.

He grabbed my hair and forced me to look up at him.

 

"What, ever??"

I just nodded in embarrassment.

"What about fucked?"

This time I shook my head.

He stood there for a moment and then knelt down still holding my hair.

"What?! You telling me your a fucking virgin paying a diseased homeless guy to fuck you??"

I wanted to cry, my cock rapidly shrinking in humiliation, I was shaking badly.

"I just really want it..." I said, more pathetically than anything in my life.

He let out this nasty laugh, told me to open my mouth, thinking he was going to stand and have me suck him again I was shocked when he hawked a load of phlegm in my mouth then covered my mouth with his hand.

"Swallow it!"

After 3 attempts to get my throat working again I did.

"You're a more fucked up faggot than I was, lucky for you I still want to fuck something, get your head in the tent, on your hands and knees!"

All the searching,  false starts, Covid delays, cowardice and here I was about to get what I'd been looking for for 20+ years. 

 

 

 

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Biting the Bullet (And getting lead poisoning)

 

I heard Des get on his knees behind me lean against the fence for support and start to rub the head of his cock over my hole, causing me to tighten involuntarily.

 

"This is gonna hurt virgin"

 

He hawked again but this time on his hand and rubbed it over his cock before pressing it against my hole.

 

"Push out faggot, let me get in there!"

 

I remember reading and learning about pushing out like you're going for a shit to ease with entry when a sudden horrific thought entered my head. Shit, I hadn't douched! I had bought one and practiced for this moment but everything happened so fast I hadn't douched.

 

The realisation made me tighten up but Des wasn't deterred and the thought of the douche vanished in the face of an almighty agonising pain as the head of his cock pushed its way into my hole.

 

"Shit!Fuck!Ahhh!God!Fuck" a number of sounds noises and expletives poured from my mouth as the ring around my hole stung and burned at this painful entry.

 

"Heads in faggot, now I'm gonna fuck you"

 

I was barely over this initial assault on my hole when he began to push the rest of his massive cock inside me, the pain was excruciating and mixed in were terrible cramps, I couldn't think, could barely breathe. I wouldn't say I was turned on or not turned on, none of my entire journey was on my mind at this moment just the pain in my arse.

"Fuck you are tight! Told you it would hurt, I'm only halfway"

 

My situation then came into my mind. I was in a bin area, getting fucked by an aids-riddled homeless man with a huge cock. Somehow my own cock rose to life and I let out what must have been a groan of lust.

 

"So you enjoying my cock now?"

 

I groaned again as he pushed again, spearing more of me on his cock. I felt like he was losing traction so he pulled out some then pushed back in, he did this a couple of times, not all the way out but it still felt like he was pulling my insides with him when I heard the awful question.

 

"Did you douche bitch?"

 

Shame hit me and he stopped so I could talk.

 

"I'm sorry! I forgot! I didn't expect all this to happen so soon!"

 

I don't know if he was phased or not but a mutter of "dirty cunt" and he was pushing back inside me. I also don't know if the shame did something or not but I was getting softer again and the realisation of a homeless diseased guy fucking me started giving me a 'what the hell am I doing?!' moment.

 

At that moment Des pulled mostly out and was rubbing his cock, I wondered what was happening so I looked round.

 

"You wanted my diseases mate, I'm just popping some boils to give me some more lube for your hole".

 

Suddenly terror struck me, I was going to get the pus of fuck knows what inside me, I don't want aids, I don't want herpes or hepatitis or gonorrhea! I needed to stop this.

 

"Stop Des, I've changed my mind, I don't want your aids! You can keep the money, I'm just gonna go!"

 

Des then wrapped his free arm round me and leant in to talk in my ear.

 

"Tough shit cunt, you told me you wanted this, I told you I'm gonna fuck something, you're gonna get what I give you or I'll beat the shit out of you"

 

"Please Des, PLEASE, no, don't please!"

 

He reached down, picked something up and before I knew it was forcing a disgusting pair of socks in my mouth.

 

"You're a faggot, you want my aids so just fucking accept it cunt!"

 

I had pissed him off because he didn't hesitate to jam half his cock back in me in one stroke. My shit must have been on his cock because he wiped the hand he had picked his cock warts on my shoulder and I could smell shit.

 

"That's better! My pus is lubing your arse good now fella!"

 

I had been screaming into the dirty sock gag, the smell had me retching again and the pain from the fucking was bad enough now knowing I had an unknown disease puss coating the inside of my arse was the final straw, I broke down in tears and felt a warm trickle under me, I was actually pissing myself! The shame was complete I just hoped Des didn't notice but a "What the fuck!" And 2 large smacks across the back of my head knew he had.

 

"Fucking disgusting prick! Where's your fucking wallet!"

 

I couldn't answer and realised it was rhetorical, he reached over took the last £25 I had and stuffed it into his belongings. He then reached down, put his hand in the puddle of piss on the sheet and wiped it on my back, he did it 2 more times with my hair and face.

 

"You're gonna smell worse than me at this rate!"

 

I wailed again into the gag, I didnt dare try to remove it, I just felt what a horrible mistake I'd made, how my family would feel, how my gf would react.

 

I then felt another terrible cramp deeper in my stomach and more pain in my arse, I later realised Des was breaking through deeper anal cavity and stretching the entire length of my passage when he had buried his hole cock inside me. He didn't stop as he carried on pulling out then pushing back in, really taking deep strokes now.

 

"That's it fag, just accept it now, you already got my warts inside you, I reckon I've torn you a little inside so your cuts are just gonna soak up whatever my cock leaks"

 

I sobbed more at this but less than before. I knew I couldn't change anything or stop Des and the pain was less, just felt very full so just accepted it and waited for him to finish.

 

"Fuck bitch, that's good, my first fuck in ages, fucking love your hole. Haven't bothered cumming lately so got a huge load for you"

 

During the relentless back and forth in my arse my mind went through a bit of what led me here. I *did* want to get fucked, I *did* want a nasty guy to do it, I *did* want aids cum in me. This was it, it was happening now, I put my recent reactions down to shock and fear. I actually began to feel free knowing I was getting what I had wanted for such a long time. Even my cock woke up again and got hard at the thoughts of it, I must have even started pushing back subconsciously because Des noticed it.

 

"That's it fag, knew you wanted it really, come take my cock, fucking hole feels good"

 

He removed his arm round my body and reached down to grab my cock, wanking it as he pummeled by arse even harder now. 

 

"Fuck yeah bitch, gonna make you cum as well, shoot your last proper neg cum load before I'm done fucking up your body for life!"

 

I was beyond horny now, I managed to reach up and remove the sock gag without any problem from Des, I think he knew I was far too gone now and anything after just confirmed it once I did a huge groan at his words.

 

"Fuck Des! I want your cock, I want your aids, I want your pus I want your diseases, fuck fuck, want it all, make me fucked up like you!"

 

We were just rutting now, I didn't know how long he could hold off but I didn't care, my arse still burned but I didn't care. I could feel the unbroken warts on his cock and wish they'd all burst so I could take all of it in my hole.

 

"You got a boyfriend fag? You got a family?"

 

My thoughts briefly turned to everyone but I didn't care in that moment, I just wanted to be an aids fucked pig.

 

"Girlfriend" was all I could manage.

 

He laughed as he slapped my arse hard.

 

"If she dumps you and you have nothing come be my homeless bitch and I'll give you my diseased cock all the time"

 

In that moment I loved that idea, taking his diseased cock and cum over and over was a dream come true.

 

"God Des, yes I'd do that, I fucking love your cock!" I could feel my load getting closer and I realised his was too.

 

"You're gonna love my cock even more now bitch, you've got my diseases now you're gonna take my aids cum!"

 

My mind exploded the same time as my cock.

 

"Yes! Fuck yes, oh god this is it, give me your aids cum, please, oh fuck! I want it oh fuuuck!!!!"

 

I felt my cock explode rope after rope of cum, I didn't normally cum hard but everything about the moment just felt the horniest I had ever been.

 

As my cum tapered off I felt Des tense up, his cock swell and a warm wetness gush and flood my arse.

 

"Mmmmm, fuck! Fucking cumming!!"

 

I had collapsed, my knees only things holding me up, my arse high up in the air, as Des collapsed on my piss damp back his cock made a wet plop and fell out of me, a pool of cum followed. First to recover he stuck a finger in my hole, pulled it out and pushed it under my nose.

 

"Suck it clean cunt"

 

I opened my mouth and tasted his finger, I nearly retched, I could taste shit and ranky salty fluid, I didn't know if it was cum or pus.

 

"That's it fag, taste my untreatable cum you have flooding the tears in your hole now."

 

My heart leapt into my mouth as I came down from my 'cum high', I shot up and looked at Des, realising everything he gave me a yellow toothy grin.

 

"Yeah bitch, you just let a rank homeless man fuck your hole, filled you with untreatable aids cum and popped some nasty pus inside you. Fuck knows what you got but your life is over now"

 

I fell back onto my hands and knees, my head spun, I felt like I was going to throw up, what had I done?

 

 

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