Date: Sat, 1 Oct 2016 12:11:26 +0200
From: Richard Johnson <slaveboyslut@gmx.co.uk>
Subject: From Sir with Depravity (M/T, Anal, Oral, Auth, BD, SM, WS)

This is a true-ish account of the first time I was fucked. I say `ish'
because, although this all happened, I have conflated a few different
experiences from my first sexual adventures. The story is solely for the
enjoyment of adults living in jurisdictions where it is legal to read
material of this nature.

____________________________________________________________________

I knew I was kinky before I even knew I was gay. Playing games in the
primary school playground I'd always be the baddie so I could be captured
and `tied up'. When puberty hit my masturbation games quickly took on a
kinky edge. At about 13 I started experimenting with self-bondage;
developing complex systems of rope which meant that I could tie all four
limbs to my childhood bed with an extra loop encircling my cock and
balls. I made dildos out of modelling clay which I would push up into my
tight little arsehole while I jerked my cock. I'd leave my bedroom curtains
open while doing all this in the hope that the neighbours would see me.

By the time I was in my mid-teens I was pretty desperate to have kinky gay
sex.... well any gay sex really.... well really just any sex! I would
masturbate anywhere and everywhere: the school bus, the public toilets,
even the local library. I was desperate to get fucked and lose my cherry
but my options seemed limited. I would often cum three or four times a day,
fantasising about being tied up and dominated before shooting and licking
the cum off my fingers.  I didn't know many gay people and those I did know
didn't seem the sort to share my fetishes. For a long while I thought I
should just be patient and wait for `Mr Right' to turn up... then I
discovered online hook-ups and a whole new world of casual sex and all the
depravity I could dream of was suddenly opened up to me. Whenever my
parents weren't around I spent hours online looked for guys. I particularly
looked for top men who were experienced and kinky. I was never fussy about
how old they were or what they looked like, just how they might be able to
help me fulfil my fantasies.

The first I actually met was a chubby middle-aged guy. He was called
Anthony, but he told me to call him just `Sir'. I was initially attracted
by the dominant sexy tone of his profile but when we chatted he seemed like
a decent guy: asking me what I was into sexually and what my limits
were. We exchanged photos and when I saw a photo of his gorgeous cock I
decided that he was the one I wanted to take my cherry. Perhaps I told him
too much about my perverted fantasies because when we met it went far
further than I had dreamed.

After several weeks of chatting we finally arranged a date to meet. As the
day neared I began to feel increasingly nervous... it was one thing to
dream dirty fantasies while wanking but quite another to make them reality
with a total stranger twice my age. What if he was some kind of rapist or
murderer? In the days before meeting I cut back on my usual wanking
schedule so that by the time the day arrived I was both very nervous and
very very horny. My sex drive ultimately overrode my nerves and I headed
out of the house to get the train to the nearby town where he lived.
Sitting on the train I had both hands crossed in my lap to hide the obscene
tent that my cock was making. I walked out of the station, looking closely
at all the middle age men walking through, wondering if I would recognise
him when I saw him. I did. He wasn't a handsome guy but had a confident,
assertive manner that made me certain he could deliver what I craved. We
talked very little in the car on the way to his house. I was too nervous
and all I really knew about him was what he liked in bed. For his part Sir
didn't seem to judge me worth the effort. Arriving at a modest, detached
house he ushered me into the lounge.

`Right, get your kit off' he said abruptly. The idea of undressing in front
of this total stranger in his living room seemed very weird, but I went
ahead and pulled off my jeans and T-shirt. I hesitated when it got to my
underwear as Sir had walked off and was busy in the room next door. Heading
back in to the lounge he told me firmly `Get naked boy!' and I sheepishly
pulled down my underpants, holding both hands in front of my body to hide
my raging hard-on.

Sir looked me up and down. At that age I had the naturally smooth body of
an active teenager: no muscles to speak of but a bit of body tone. Sir
roughly pulled my hands away exposing my six inch cock pointing straight at
the ceiling and dribbling precum. I guess he liked what he saw...

Sir didn't undress himself but pulled his cock out through his flies. His
meat was already hard and every bit as impressive as in the photos, about
seven inches long and very thick with the foreskin pulled back exposing the
purple head underneath. Pushing me to my knees I was face-to-face with his
big hard dick; this was the closest I had ever been to any penis other than
my own. I was *so* excited and *so* nervous, was I really about to suck a
strange man's dick? He pulled my head towards him but before letting me get
my prize he began to slap my face with his cock. Each slap made a loud wet
noise and caused his dick to get even harder. I loved the humiliating
sexiness of being treated like this but really wanted to get it in my
mouth.

Finally he gave me what I wanted, with a hand on the back of my head he
guided me onto his shaft as I opened my mouth and let him in. The bulbous
head of his fat cock filled my mouth and his manly scent filled my
nostrils. I was finally sucking my first cock! I began to bob my head up
and down like I'd seen in the porn films.

`Mind your fucking teeth!' Sir growled. Placing both hands on the back of
my head he began to take control of me, fucking my face. I gagged as his
cock hit the back of my throat, struggling to pull off. I don't know
whether it was the feel of my throat muscles spasming on his meat or just
watching me helplessly squirm but Sir seemed to enjoy that and repeatedly
pulled me deep onto his cock as I struggled and writhed, choking on his
dick. Every time his dick penetrated my throat I was scared I was going to
throw up, but I loved being dominated like this. When Sir finally let me
off I gasped, coughing and sucking in deep breaths of air but my cock was
still rock hard and streaming precum.

After a moment to recover Sir pulled me back down onto his cock again. I
went to bob my head up and down but Sir just held me there, his cockhead
filling my mouth. I could taste a hint of old sweat on his skin and then
the taste of piss. At first I thought it was just a bit of old residue but
then my mouth began to fill up as he began to piss into my mouth. I was
shocked. OK, I had mentioned that watersports was something I was
interested in... but I wasn't expecting to be drinking another man's piss
on my first time! He held my head and released his full flow. Being a kinky
little fucker I had tried my own piss before so I knew what it tasted like,
but there was something deliciously dirty about drinking an older man's
piss that really turned me on. I didn't want to let him down so I manfully
gulped down the piss, trying hard to get it all down my throat. He must
have had a lot to drink before as the flow seemed to go on for ever.  I was
amazed at his ability to keep a hard-on while pissing. Somehow I managed to
drink it all down without spilling any or drowning!

Pulling me to my feet Sir said `You did well boy' and I felt a little glow
of pride.

Sir left me on my own for a moment, returning with a cardboard box which he
placed on the sofa. The first thing he pulled out was a pair of shiny
handcuffs. `Have you ever used anything like these boy?' he asked me. I
replied eagerly `no, but I `d really like to!'. I soon got my wish as he
turned me around and securely fastened one wrist and then the other. The
cold metal dug into my flesh and a few experimental tugs quickly showed
that the cuffs weren't going anywhere.  I didn't have long to get used to
the cuffs before Sir went back to the box and pulled out a ball gag. I
wasn't too sure about this... being tied up by a stranger was one thing but
being tied up by a stranger and not even able to shout for help seemed an
awful lot more serious. Sir didn't give me time to question, he pushed it
into my mouth, stretching my jaw wide and filling my mouth with a plasticy
taste.  I had seen pictures of guys gagged like this in my endless search
for gay porn, but I hadn't realised how much wearing one makes you
drool. Pretty soon I was dribbling long streams of saliva which dripped
down my chest. I was feeling pretty vulnerable at this point: naked in a
stranger's house with no use of my hands and no way to shout for help. Sir
hadn't even undressed yet! Finishing buckling the gag Sir went back to the
box and pulled out something black and leather. He walked behind me and
suddenly my vision was cut off as he placed the hood over my head. As he
pulled tight the strings the hood closed around my me, cutting out all
light and forcing the gag deeper into my mouth. Deprived of sight, speech
and movement I was feeling really nervous and wondering what I had got
myself in to.

Pushing me in front of him, Sir guided me to what I guess was his
bedroom. A shove in the small of my back sent me flying, landing face down
on the side of his bed. `I know what you need boy' he told me. The whip
made a whistling noise as it cut through the air and then a loud thwacking
noise as it hit my sensitive arse cheeks. I jerked against the cuffs and
instinctively tried to roll away but Sir wasn't having any of that. The
pain was intense. Sir told me `I'm going to increase the force of the
blows, when it gets to a level you are happy with, shake your head'. The
hood was impeding my hearing so I misunderstood and thought he meant to
shake my head when I'd had enough. I was determined to put up with a good
level of punishment. I wanted to show my new master that I wasn't some sort
of sissy; if I was going to be whipped I wanted to be properly whipped! As
Sir increased the force of the blows I resisted the urge to shake my head
as long as I could. Whack followed whack, the noise of each echoing around
the room. The pain was becoming really unbearable; I was worried that the
blows were going to do some serious damage to my arse cheeks. Finally I
could stand no more and shook my head to end the torment. My master took
this as a signal that I had reached a level of punishment which I was
comfortable with and proceeded to beat me like that for another ten
minutes! I couldn't tell him to stop through the gag so I just had to
endure what I was given; moaning and groaning with severe pain from each
blow. Despite the intensity of the pain my cock stayed rock hard. This was
what it meant to give myself to a dominant man! To this day I don't think I
have ever taken a harder whipping; the bruises lasted for weeks. Finally
Sir judged that I had had enough and stopped my punishment. My arse was
stripped red and purple and hurt like hell.

Sir lifted me up and threw me into the middle of the bed. The movement
dislodged the hood slightly and I could see out a little through a small
gap in the side. I was shocked to see that I wasn't alone: there opposite
me was another boy tied up and hooded on the bed. The sight was so strange
and I was in such an endorphin daze that it took me a good while realise
that I was actually looking at my own reflection in a full-length mirror
which ran along one side of the wall.

Sir pulled my arse up towards him and after inspecting my striped cheeks
began to prepare me for what was to come. I winced a little as I felt the
cold lube at my virgin hole. He pushed one then two fingers into me as I
squirmed with discomfort. `Right boy, are you ready to be fucked?' he asked
as I nodded eagerly in reply. This was it; I was finally going to lose my
virginity! I suddenly felt a soft pressure on my hole. As a virgin I was
super-tight and it took a couple of minutes of trying before Sir could get
even the tip of his cock into me. I gasped into the gag as the head finally
popped past my sphincter. He took it easy to start with, giving me a minute
or two to get accustomed to the feeling before he started to apply more
pressure and push more of the shaft into me. The sensation was
incredible. As a horny gay teenager I had pushed all sorts of things up my
arsehole but nothing compared to this. It hurt like hell but I knew to
expect that on my first time and wanted to be fucked by a man so badly that
I put up with the pain. I felt incredibly full, my hole stretched wide, I
began to wonder if I should have found somebody with a smaller cock to fuck
me for the first time. Sir bottomed out and then started to fuck me with
gentle strokes, slowly sliding in and out. Despite the pain I was loving
the experience: finally I was getting fucked! All my masturbation fantasies
were coming true; I was taking a man's dick inside me. Sir was good to me
and started off slowly, letting me get used to his size. I relished the
feel of his hard cock penetrating my body, being gripped tightly by my arse
ring. After a while he asked `Are you ready for me to fuck you harder?' I
nodded vigorously and he began to fuck me with deeper, harder thrusts,
pulling most of the way out before forcing his full length into me. I
writhed and moaned into the gag but was determined to take it. Having got
myself into this vulnerable situation I didn't really have much choice!
Deprived of the sight of Sir thrusting into me by the hood I concentrated
on my other senses. I loved the deep slapping noise of Sir's balls as they
hit my arse cheeks with each in-stroke. I loved the smell of his sweaty
body as he worked my ass. The smell of the leather hood and the plasticy
taste of the ball gag filled my world.

`Fuck! I'm not going to last long in this tight hole!' he moaned.

He began to thrust even harder, using his full weight to drive his cock
into me, crushing me underneath him. I thrust my arse up to meet his
strokes, wanting him deep inside me. His thrusts became more erratic and
his groans louder. Pulling out he gave his cock a quick stroke of the wrist
before he let out a deep moan and shouted `Fuck!'. I felt the warm wet cum
splatter across my back and arse, some even reached my hair. He lay down on
top of me breathing deeply. My arse felt bruised and empty. Reaching around
he tugged on my cock. I was so incredibly turned on that it took no more
than three strokes for me to shoot my load into the sheets. My orgasm was
incredible and seemed to go on for ages as squirt followed squirt followed
squirt. I've no idea how much cum I shot but it felt like gallons. Still
cuffed and hooded Sir's big frame crushed me into the mattress, his sweat
soaking my body.

`You're a good fuck boy'

I headed back on the train in a total daze. When I got home I opened my
email account and there was an email from Sir with a photo attached. As I
clicked an image popped up of me, hooded, gagged and cuffed, bent over with
Sir's thick cock embedded in my red glowing butt. I hadn't even noticed
that he had had a camera. The message read `see you next time boy!'.