My Story of losing my virginity at 40 (several episodes)

[Curiousvirgin]

So, this is a wish list story of how I feel I want things to happen.

I'm 40,Married, out of shape and when limp I have a small boy like cock.

I reloaded I wanted to try homsexual sex many years ago but suppressed the feelings.

When I turned 40 I set out to change that, only I didn't want soft6, happy, sweet, loving sex, I wanted my first time to be brutal, I wanted to be a sub, I wanted age okay and I wanted a couple of tops.

I put an online application out asking for a Male couple over 55 who want to meet a kinky bottom/sub, I didn't tell them yet I was a virgin.

Months passed by and nothing, id given up all hope, and then one day I got a reply to my online ad, from a couple of guy wanting to spice up their sex lives, one was 59, a huge bear with a massive belly who says he a sadistic dom and his partner who's versatile but more top, 67 and enjoys stern role play.

I told them a huge wish list of things I'd be up for but I ended it by saying I was a virgin and some of these things I'd need to be "forced to undertake" by being tied down etc.

"let's have a coffee" was the reply

Sat in Starbucks they sat either side of me, I felt very child like as both were incredibly imposing, in all ways, we talked openly and candidly and I even mentioned my tiny limp cock and how I wanted to be treated like a younger abused man by 2 older relatives and any friends they've got etc.

I walk with mobility aids and said I needed the toilet "daddy will come to the disabled one and help" I was told, I was helped stand up and escireded to the large disabled toilet, "Daddy will get your pants" as my belt is undone and he sides his hand over my cock to get to my zip then he stands back and simply stares at me before helping me re dress and taking me back to sit down.

It felt humbling and at the same time it was odd that I'd been so heavily dictated to and simply complied.


Both men agreed they'd love to "abuse" me and we arranged a date and time, I was told a car would collect me, on the day in question I was a nervous wreck, as I stood waiting a car pulled up, it was a 7 seater car with 3 rows "get in the back door" as I sat down I felt someone behind me in the 3rd row, reach round and blindfold me, as I begin to protect, I was gagged, he leant over and said "shush"

We arrive at what I assumed was their home, I was helped out of the car ad into the hallway y hands were raised and placed onto the wall, blindfolded and gagged I was told that there was a safe word and what it was but from now on they will be called daddy and uncle John and saying no isn't an option.

As I stood there I was stripped waist down before being fully naked I was led onto what felt like a sofa, it had bedding on it, I was sat down one of them held my hands behind my back, the other began to lick and suck my nipples giving me an immense hard on and copious amounts of pre cum

I was laid down and the older man, daddy laid next to me, again licking and suckling my throbbing nipples, he hand wandered onto my ckcm before he started to stroke it and in seconds I was cumming, blindfolded and gagged and now dripping in cum, naked on a stenager sofa.

He ran his fingers full of cum. Over my viegin butt hole but not inside

I was given a few mins before the mask and gsg was removed and I was told to get on my knees on the floor.

Daddy was stood there fully clothed, uncle John said "it's time for your first treat now since you did so well, now go and in buckle his belt" my hands shaking I did as I was told"good boy now pull them pants down" the bulge was intimidating, now then boxers, his cock popped out, hitting me across the face

"OK now, put it in your mouth and just pretend it's a lollypop" I hesitated and uncle John came over and forced my mouth onto recock, holding my head in place making me gag, he then handcuffed my hands behind my back

Daddy held my head and began face fucking me I was almost sick at times it went that deep, luckily it was soon I felt his pace quicken and his body and cock tense as I felt stream after stream of hot cum for the time time ever "swolow, now" I was ordered, I did as I was told.

Immediately I was taken to the kitchen table and bent over it..



To be continued

 

[Autolycus]

Thanks for sharing your fantasy with us; keep your thoughts coming

 

[Curiousvirgin]

While bent over the kitchen table a tube was inserted DEEP inside my virgin hole it was lubed but it hurt.

I was also force fed a tablet, at the time I had no idea what it was but I was later told it was Viagra.

With the tube now deep inside me I was taken to the bathroom and laid onto a massage table that had stirrups, I was still gagged and blindfolded.

As I lay there I felt an incredible feeling if very very hot fullness, Daddy leaned over me, whispering this is your first of 5 enemas, you'd better do exactly as you are told to avoid an accidents.

My cock oozing precum as the water pushed against my prostate.

I was cramping crying, begging to release "not until you've held a full bucket in you can't"
The pain was horrendous finally it was all in, daddy put his finger against me hole and told me to stop being such a baby.

Finally I could release after I was helped off the table and onto the toilet.... It was so humiliating.... I could even wipe myself as I was blindfolded and my hands cuffed.

I was bent over the table and antiseptic wipes used to clean me, id never been so humiliated.

Over the next 4 hours I was fora cable administered 4 more enamas

Including

Coffe
Peppermint
Cold water
Soap

By the end I was so sore inside and out, humiliated and exhausted

The final act was a syringe of oil, inserted inside me left there, I was told this would help irritations but my god the stinging pain, ouch.

I was then led to a bed, 'You need to rest now sweet,' I was told.

I was laid down on a huge plush bed, the room warm and sweet smelling


My ankles tied to 2 corners of the bed and my wrists tied 2 corners above my head, I was laid spread out, naked, vulnerable, exhuated, gagged, blindfolded and now a pair of headphones over my hears playing music, to ensure I was completely sensory deprived.

A voice came over the music 'uncle George is here he just wants to give you a gift then it's sleep time OK "

I felt a mouth around my fully erect cock, it should have been anyone now, his hands ran over my body and up to my nipples as he sucked my cock, he hands swooped to my anus probing away as I struggled and clenched, then without wanting I was Cumming.... In the mouth of a man, like I'd never cum before.... I was then covered up and told to sleep....

 

[MusicMan321]

Nice story hope to hear more and welcome to JUB

 

[Curiousvirgin]

Thank you sir, I'll be writing the next part today or tomorrow, one day I hope someone will read it and say "that's me" and make this happen

 

[Curiousvirgin]

15-49:21

I drifted off to sleep, exhausted, sore and confused.

I have a very small cock when it's not errect, but my body isn't, I have a larger body and incredibly sensative nipples.

I dofreted off to sleep, sticky from my own cum.

When I woke, I had no idea the time or how long I was asleep or who was in the room with me, if anyone.

I was laid there awake, tied up, blindfolded, gaged and with huge headphones playing classical music in my ears, I was totally sensory deprived, for what felt like HOURS, I thought what if my captor dies, or gets arrested or broken into, what if what if what if ... Right then I felt someone sit on the bed.

I was SHAKING in fear I'd wound myself up so much.

An electrode was placed on each of my nipples and several around my cock, the ball gag was removed.

A posture collar placed around my neck & a hood over my head over my mouth was placed an airtight breathing tube.

The panic really set in now, as daddy put his hand over the end, I stopped being able to breath, the panic, the feeling, was horrible, I was fighting really hard against the cuffs on my ankles and wrists. He released his hand and the air rushed back into my lungs, he lifted the ear phoned and placed his hand on my chest, Almost lovingly, he then whispered "as long as you do exactly what we ALL want, I won't do that again, do you understand? “

I nodded , pathetically, tears in my eyes, not that anyone else knew.

A small current was then turned on to my nipples and cock, it felt nice, I was dripping pre cum but didn't cum.

After about half an hour of this an estim prostate tool was placed inside my virgin hole, very quickly I was milking streams and streams of cum from my cock, this lasted another half hour or so, I was sore and tired, and so so turned on

Daddy placed his hand on my cock and started to Stroke, literally within 2 strokes I was Cummings hard and fast, screaming with pleasure.

The electrons were turned off and the estim but plug removed

The breathing tubed was removed and my mouth was now free, daddy removed my headphones and said "your a good boy you can have a nice presant" still blindfolded and hooded daddy laid naked onto of my naked, tired and sore body.

His cock was hard and he's lubed it up heavily, he was playing with his errect penis as he laid on me and positioned it against the opening of my virginal hole, he forcefully kissed me as I was tied there, playing with himself and with his cock pushing against my hole he stiffened and jolted as he began Cumming LOTS, pushing against me HARD he managed to get the head of his penis inside my virginal arse hole, I screamed in pain it was that big against me, he was covered in his cum as was I and as he entered me so did his cum, I screamed out in pain and asked why he'd done that to be me, I placed his hand over my mouth, saying to "that's my arse, you are mine, ill do as u want with you, now hush" with that the head of his peniswas pulled out as he had become limp, he moved to my mouth, pulling back his fore skin he slid his soft, wet, sticky cock onto my mouth and told me "I'm going to take your virginity now and you are the one who'll make me hard ready to do it, now suck daddy's cock, bitch"

Tbc

 

[Curiousvirgin]

Just to add to the above, this is a fantasy, in a highly controlled environment and would only happen if I could be 110% sure the person was clear of any STI otherwise it'd be condoms all. The way

 

[Curiousvirgin]

Daddy was limp, sticky and small in my mouth, his balls crashing against my face.

I gasped for air as his body repeated pressed his cock into my mouth, hoping to kick start his errection after cumming all over me

It wasn't long before it started to harden and grow, I wanted to stop sucking as I knew what was next but if I stopped the punishment would be worse, so I carried on hoping to make daddy happy.

Daddy was almost fully hard in my mouth when I felt 2 hands between my legs parting my bum cheeks, I started to struggle and fight and as I did, daddy pushed his cock so far into my mouth I almost passed out,this was a warning, that despite there being a stranger alos now in the room, I wasn't to resist.

The hands were large, gloved and covered in lube, they abscovered my whole area, butt, hole, cock, balls, everything

Then as I was still sucking cock, they started to finger me, gently at first and the more and more brutal.

Daddy pulled out of my mouth and got between my legs "I'm going to rape that virginity out of you and I want to hear you cry" daddy had never been so nasty, was it because if his friend?

I didn't like his words, but with that and me still tied to the bed by wrists and ankles, he placed both hands on my shoulders, raised my legs a little and slowly pushed his cock all the way in, pushing really really hard, I was screaming and crying in pain, he didn't care.

He started to fuck me really hard, then his friend started playing with my cock and suckimg my nipplds, it was amazing but the pain so intense I felt like I was dying

They made me cum twice, then I felt daddy's body quicken and go harder and deeper, his body and cock went stiff and he rammed his cock6in really hard and deep as he grunted and kept pushing harder and deeper, emptying his balls deep inside my once virgin body

He pulled out and immediately said "clean it" as he put his cock back in my mouth

And right then, his friend started rimming me as cum seeped out

The humiliation was off the scale

And I loved it

 

[Curiousvirgin]

I was untied and taken to the bathroom by Daddy, he told me that he had 3 friends round and I'd be expected to entertain them all at various times.

I was allowed to empty my bladder, I was still in cuffs on my wrists and ankles and blindfolded and totally naked, cum all over my bum and belly.

Right then daddy gave me something, I didn't know what it was but I was immediately worried it was a drug of some kind.
.

I was taken into the kitchen, a medical table has been set up as well as a cross.

Daddy had a large leather sofa in a huge kitchen room the size of most living spaces.

In the room was 3 other men, I had no idea who they were.

Daddy walked me to them and sat me in the middle of the 3

2 of the men put their arms around me and pulled me back both suckling on a nipple each, while the 3rd was suckling my cock, the other 2 blokes both moved my hands to their cock.

Before long I was starting to feel totally out of it, I realised it was the drugs I was given by daddy upstairs, as I tried to get up I was stumbling around, one of the men held me up and took me into the cellar, the other 2 followed.

Daddy's cellar was a place the most depraved things happened, I was taken to the bed, I was fully aware of everything going on but couldn't fight it if I wanted to


All 3 took it in turns to have violent, rough, brutal, unprotected sex with what was a virginal butt hole an hour ago, I tryed to scream but I knew in the cellar there was no point

I was spanked, caned, cropped, face fucked, cum inside all while I could fight back.

As the effects wore off, daddy appeared, he was stood next to a huge man, this guy looked like the world's strongest man, just a man mountain, with the biggest cock if ever seen in my life.......