Sunday
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Sunday, Sunday free porn video
Sunday, Sunday.
After the pain had slightly subsided, I began to enjoy the feeling of him
taking me. We had struggled for over a month to get to this point of no
return, each evening we would lay together and try. For me, the pain was
always too much to bear, but mostly I was scared of letting myself be
hurt. Over the weeks we had tried quite a few techniques to eventually
get to this point, one was him spitting onto his fingers and slowly
rubbing his it against my hole, fingering me to moisten my tight muscle,
the other was him kissing me down my spine, kissing the cheeks of my arse
and then he would hold my cheeks apart and lick me with his beautiful
tongue. There was other products that we had tried in an attempt to get
me loosened me, Vaseline was the obvious one, hand soap and KY gel of
which he had built up the courage to buy at our local pharmacy.
This morning I seem to be in a willing mood, I was feeling very relax and
so horny. It started with him kissing me for over half an hour, as I lay
with him in his bed, me in my blue Snoopy night shirt and a pair of my
mother's white silk panties on, him naked. We lay together, in each
other's arms, and kissed passionately, our tongues dancing in our
mouths, pushing at each other, his whiskers ticking and slightly
scratching my face as he did so, I loved the feeling of being dominated
by this man, his strength, his maleness, his sex drive. They all added up
to me being made to feel so soft, so feminine, and so weak to his
approaches, I loved him. I could feel his hard cock against the fabric of
my nightshirt rubbing against my thigh, as we drove each other to a point
of lust through our constant deep kissing. His one arm was around my
shoulder, the other hand inside my panties, his finger buried in my
aching moist hole.
He climbed over me, kissing my cheek as he did, and lay behind me, so
that I had my back to him. He lifted my nightshirt above my hips and
sucked gently on my neck, as he began to position himself against me.
"Let's try again," he whispered in my ear, as he again placed a soft
electrifying kiss on my neck.
I smiled at him, and kissed him on his lips gently, and nodded in
agreement. He placed both his hands on my panties and slid them down just
below my bottom, he reached across to his bedside cabinet and rummaged in
his small top drawer and pulled out a small jar of Vaseline. I took the
jar from him and open the top and scooped up some on to my fingers and
reached behind me and rubbed it against my hole, inserting my finger to
get it properly lubricated. He placed the jar back onto the bedside
cupboard, as I reached behind me and took told his hard cock and placed
its head against my hole, both manoeuvring my bum and his cock at the
same time as to get the tip against my wanting hole. I so wanted him
inside me. Placing is hands firmly on my shoulders, he gently began
pressed his cock against my tight moist hole, and as always, it started
to stretch slightly, my virgin hole being pushed to its small limits in
relation to his big cock. On him pushing a little further, I had to stop
him, as the pain was starting to show itself again, I wanted to be brave,
I want to give him what he wanted, and I wanted to be his girl.
"Please be gently with me, it hurts," I whispered, he responded with a
kiss on my neck and a promise that he would not hurt me.
As he kissed my neck some more, he pushed slightly into me, putting
pressure against my hole with his hard cock. I gritted my teeth, closed
my eyes and began to do something that I had never done up until now, I
pushed back against him, pushed my whole weight slowly against his aching
cock. His cock began to enter me more slowly, only opening my hole just a
little. I moaned slightly through the pain, his cock slowly sliding into
the sheer tightness of my virginity, and I pushed back more to him, the
pain increasing to a point of being unbearable, as his cock slowly
started to break me in. I reached behind me to hold him back from pushing
any further; I need to stop to let me get use to the pain that was
pulsing from my hole. He embraced me in his arms, one around my neck, the
other caressing my stomach, he kissed me softly, and I turned my head to
meet his lips. This was the furthest we had got in our attempts to break
me in, I could feel his cock partially in me, I smiled inwardly that I
was on the way to becoming the girl that he wanted, and that I wanted to
be. As we kissed and he caressed me soothingly, his cock still in its
position, the pain began to ease slightly.
Through the waves of erotic lust that pushed through me as we kissed, I
again pushed back against his impaling cock, he likewise, he held onto me
and pressed hard into me. I cried out in pain as his cock head began to
enter me, I bit into the pillow as he pushed a little more into me, I
could barely feel his cock head entering me, or more feel the girth of
his cock sliding into me, as the pain reached beyond any feeling of
sensuality.
"I'm in you," he whispered in my ear and he kissed me again. "I am in
you."
His hand moved down to my hips and he bent me further over, the pain
slowly easing by the second. He slowly started to make love to me; I
could feel the thickness of his cock against my anal muscle now. With
each movement he pushed his cock in that little bit further, he was slow
and gentle in his endeavour. It took quite some time for him to get all
his cock in me, but I could eventually feel the invasion both deep within
me, and through his fullness in my hole, my virginity devoured by his
hungry flesh. We cuddle together closer as he really did begin our love
making for real, I could feel his balls against the backs of my legs, his
cock pumping in and out of me, his hands on my hips and his lips kissing
my neck, sucking on it gently. I pushed back on his inward strokes,
moving together with his love making. He began to breathe heavily,
moaning in some pleasure.
"My god, I'm making love to you, I'm fucking you at last, I love you,
you're so sexy, and you're my girl."
He breath heavy and warm against my ear as he whisper sweetness into me,
and filled me with his manhood. He breathing heavy, moaning slightly, the
pleasure sang through his harmony of groans and moans. I to panting with
the slight pleasure me now getting from being penetrated for the first
time by my man, by a man. The end was sudden as he declared not so much
as a warning, but more of guilt that he was going to cum. He tighten his
grip on my hips, and he trust deep within me and held his cock there as
he began to ejaculate deep. I could not feel the jets of cum enter me,
but I knew he was cumming as his body jerked and spasm a dozen times as
he emptied himself into me. I smiled with pleasure knowing that he had
done it, he had taken my virginity, seeded me deeply, made love to me,
and made me his woman. So long the road we had taken to get to this point
in our sordid affair, the secret of our life.
He kept his deflated cock in me, as he kissed me on my lips and told me
once more that he loved me.
-
We had started our love affair six months ago, where each month he
progressed me to this day of my life, a day where I really knew my place
in life. That fateful day six months ago when he lay on my mother's bed,
with his jeans and boxers around his ankles, his cock rock hard, the
first erect cock I had seen besides my own pathetic billy. He had called
me over to sit at his side, and took my hand and wrapped my fingers
around his hard, thick shaft. He held my hand in place and wanked himself
with my hand, showing me, teaching me, the first of many processes of
being able to satisfy a man. After he had got into a rhythm of wanking
his cock with my hand, he let go, and I was freely wanking him, without
much remorse or resistance. The feel of another man's cock in my hand
fascinated me, the eight inches and thick meat, warm and alive in my
hand. I watched the pleasure on his face as I wanked him, his eyes closed
mostly, but occasionally looking at me , the gently satisfying sounds
coming from his throat, the slight movement of his body as I wanked him
slowly, but meaningful. He placed his hands on his eyes, tensed up,
wiggled a lot and then moaned loudly as jets of cum shoot from the head
of his cock on to his stomach, and dribbles onto my hand that still
continued to wank him as he was beyond his ecstasy. I had never in my
life seen anyone cum before, so for me it was amazing, not so much the
scene of him cumming, but more so that I had given him pleasure by
playing with him, I had turned him on, a man. The act of holding his
cock, the act of wanking a man, the act of making him cum, when it was me
that he was cumming for. He reach down for my hand and stopped me wanking
him more, he smiled.
In the act of submission, the part that I was to play for the rest of my
life, I was asked to go to the bathroom to get some tissue to wipe him
clean. Getting up from his side, I walked across the landing and down the
hallway to the toilet, this in itself a milestone in my life, as when I
took those steps I looked at my hand and of the cum that was on it, I
looked down upon myself in my mother's pantyhose, high heels and my
favourite, or her favourite navy skirt. I pulled the sleeves up of my
mother's white blouse and unwound some tissue to wipe the cum off my
hand, before wiping it clean, I confess to rubbing my finger through it
and smelling his cum. I smelt at my hand, and could smell the musky aroma
of a man, of a cock, and at that single moment I became an addict for
that smell, the smell of men, their cocks and their cum.
On walking back to the bedroom I checked myself in the hall mirror
before, straightening my skirt so that the zipper was geometrically
aligned with the crack my bum. I walked in, and again nervously sat next
to him, and began to wipe his cum off his stomach and then from around
his now semi erect cock.
"That was really nice what you did, and don't worry I won't tell your
mother about you dressing in her clothes, your secret is safe with me."
Those fateful words that now echo through my life as a sissy.
No sooner had he said that, he stood up, pulled his trousers up and
walked out my bedroom. That whole afternoon, I mostly spent in my
mother's clothes, and constantly smelling my hand and reliving what had
happened that morning. I reasoned that what had happen was surely a sign
that I really was a girl, should have been born a girl. I was not freaked
out at the experience, but more flattered by his approach on me. Him
treating me like a girl, paving a way for his sexual pleasure, and my
first experience as being and acting in the female submissive role
towards a man. I wonder how this would work out in the long run, would it
ever happen again.
I need not have worried, as the next day after he had finished work he
came around to see my mother and making his easy excuses to come upstairs
to see me Once again he was laying on top of my bed, with a huge
erection which was trying to burst through his jeans. The progression
over this first month, was slow and easy, I was shown how to rub his
erection though his clothes, caressing his stiff meat through his jeans,
trousers, track suit bottom, or whatever he had on. He would lie on my
bed, and I was to sit next to him and caress his excitement. Through the
passing of the weeks of that first month, I was allowed to unbuckle his
belt, pull his zipper down, cup my hand inside his pants and pull his
erection free to my waiting and eager hand. I was sometime allowed to
pulled his trousers and pants down to caress his big hairy balls, but
always, without failed I would pleasure him in the end.
Whenever he came around, or we had the chance, he would asked me to go
and put something on, which in these early days was difficult, as the
only thing I had in my secret stash was my mother's black pencil skirt
which I had taken a very long time ago, some pantyhose of which I had
bought from the local newsagent, and a few pairs of panties which I had
pinched for a few of my female friends, and some make-up I had bought off
an Avon catalogue at my work in the local supermarket. So my limitation
was to wear panties, and pantyhose under my clothes knowing that he would
be coming around to see me. When mother was away working, or out with her
friends, or boyfriend, I would wear the skirt if it was safe, and at even
safer times, borrow Mums make-up, clothes and shoes. Every day after work
he would visit, he would take some coffee with mother and then come up
and see me, knowing that it was going to be a nice ending to his visit. I
would always wank him off. Weekends were special, where on most Saturday
nights I was able to relate my feelings for him fully, by dressing as a
woman for him, underwear, make-up, clothes and hair. Occasionally in the
excitement of pleasuring my man I would accidently get cum over mums
blouses and skirts, sometimes to the point of them getting stained, and
smelling of his sex.
Mother was never suspicious of what was going on upstairs, or maybe did
realise what was going on. He would spend maybe a half an hour or more
with me in my bedroom, where there would be mostly silence, not many
words spoken, just a mumble here, and an occasional moan. Sometimes in
the silence there would be a mention of love for me, mostly as he was
nearing his climax, where it was followed by slight moan as he came
heavily on to his body and my hand. There would be a giggle for me, if
sometimes the cum would misfire all over my blouse or skirt on a weekend.
Mostly as I wanked him off, he loved to feel the nylon encasing my legs.
On his arrival into my bedroom, I would remove my trousers and socks and
sit next to him in my panties and pantyhose; he would stroke my leg, feel
it and caress me gently as I wanked him to his climax. On the weekend he
would feel my legs through the fabric of my skirt and nylons
By the second month he starts wanting more during our casual meets, he
tried over the first week to kiss me. At first I was completely revolted
by the idea of kissing him, but like everything in life you can get
accustomed to the tastes of something you did not at first like. I
started to let him kiss me, pecking me on the cheek at first, and on my
lips when we met and when he would leave. He would come into my bedroom,
and I would walk toward him, he would put his arms around my shoulders,
and I would l place my arms around his waist and we would gently place
our lips together. After a number of days I accepted him kissing me
fully, open mouths, snogging each other. On the first occasion that he
placed his tongue in my mouth, I was nearly sick, but kept to my duty and
let him tangle his tongue with mine. I soon became receptive to his
wanting to kiss me on meeting him at my bedroom door, and during my time
on the bed with him. We got bolder as time went on, and I would meet him
on the landing in my pantyhose and panties, or skirt if Mum was not
about. We would kiss just out of sight of the staircase, my mother busy
down below. I loved the feel of his arms around me, his full lips against
mine, his warm breath and his tongue. I was truly getting hooked on him
kissing me. We would lie on my bed snogging full, my hand gently wanking
him off, tongues playing deeply as he came for me, came for his new girl.
Getting a little bolder on weekends, I would often come down stairs while
mother was out, and meet him at the back door. I would make him coffee as
my mother would, balancing about the kitchen in mums high heels, a dress
and full make-up. He liked the taste of my lipstick when we first kissed
at the door. Before making out with him in the new found areas of the
living room sofa, my mother's bed, bathroom and kitchen, I would remove
my lipstick so as not to mess it up. On cleaning him up of his cum (now
with a warm wet flannel) I would reapply my lipstick in the bathroom,
after flushing the tissue and return to see him off at the door.
On the third month or there about, the conversation started about him
wanting me to suck his cock. His reasoning was, that it was a natural
thing that girls done to boys. I was of course nervous at every step of
my development, and was very slow on agreeing. However, step by step I
took it upon myself to kneel in front of him and kiss his balls and shaft
for the first time, but that was my limits for the first few days.
Progression is an act of submission, in this scene of feminisation, and a
few days later he asked me to lick the head of his cock like a lollipop.
Needless to say, I licked and kiss his balls and shaft, and then holding
his rigid cock in my hand pulling his foreskin back, I licked the head
all over. So in becoming to like this manly taste of cock licking, got
me all ready instantly for some oral training, where taking the head of
his cock in my mouth for the first time was so natural. I blew him daily,
firstly a little wank, and then always on my knees in front of him,
sucking for my pleasure and his. He was good at keeping his word of
warning me when he was about to come, and he did it big time, for now he
almost always came over my face, as I was not yet ready for the big jump.
I would kneel there until he was completely spent, wanking the last
remaining cum out his shaft. I would walk to the toilet to wipe my face
clean of his cum, I would be covered, it was always in my eyes, nose,
lips and hair. It was quite a task to clear it all away, and more so
difficult to keep hiding the cum stains on my clothes, from mum.
I think after a while he intentionally began to aim his cock at my lips,
as there was always cum on my mouth, or on my lips at the end of the
session. Scooping some up with his fingers, he occasionally rubbed the
cum on my lips and push his finger in my mouth for me to taste his seed.
Yet again, I found myself liking it when he did it. The nature of a woman
within, I found myself excitedly sucking his fingers covered with his cum
soon after. When he went home I could not under any circumstances go and
brush my teeth, I wanted to keep the taste of his cock on my breath for
as long as possible.
It was an obvious step for me to allow him to cum in my mouth. Like any
woman who first agrees to do this, I found myself running to the bathroom
several times to spit out his load that filled my mouth. Don't get me
wrong, I loved the feel of his cum jetting into my mouth, loved the way
he held my head when he was coining. I was not a fan of being face fucked
by him, but there are some things you just have to put up with, if you
want to keep your man happy. As the days rolled by, I would get better
and better at sucking his cock, letting him cum in my mouth and no longer
running at high speed to the bathroom. I liked the feel of his silk
liquid in my mouth, I like the aftertaste, and it made me feel so
feminine inside.
I think it was a Saturday morning on the fourth month, as I remember
being fully dressed in a bra, panties, pantyhose and my mums black dress.
I was on my knees sucking him; the lipstick stain around his cock was a
sure sign of my growing femininity. I sucked him as always, licking and
sucking his balls, his hairy sack, kissing and licking his shaft, and
taking him fully in my mouth. Firstly the head only and then deep
throating as much of his cock that I could take before the unladylike
gagging affect. I could feel him edging towards a climax, and held on to
courage as he filled my mouth with his cum again. Clearing the remaining
cum from his shaft with my lips, dragging the last remains of his cum out
of him, into my already full mouth, I stood up in front of him and
swallowed. His face was a delight, now that I had now swallowed his seed,
what could be next I wondered as he kissed me deeply. Over the remainder
of this mouth I would get my daily dose of his cum in my mouth, and into
my hungry stomach. I savoured the after taste of his cock and cum on my
breath. Very often I would go downstairs after his visit with swollen
lips and breath of a whore, wondering of mother could smell the sex on my
breath. She of course never noticed, or indeed never mentioned it.
On or around the fifth month his interest start to develop around my bum,
he would feel my bum as we kissed, gently squeezing it as our mouths were
locked together. Then he would start by sliding his hand down the back of
my panties as we kissed, and would gently rub my hole with his finger. I
liked the teasing sensation of his finger. Before he took the next
obvious step, I was already fingering myself every few days to see if I
like the pleasure, and of course I did. Without any regret, I let him
push his moisten finger into me as we lay kissing on my bed one night, in
fact I moaned like a bitch on heat whenever he fingered me thereafter.
For once I was getting some physical pleasure, instead of always giving
pleasure, for a change he was working for me.
This lead on thorough that mouth where I eventually would be bent over
with my skirt pulled above my hips, my panties and pantyhose around my
knees, and would let him dry hump my hole. Mostly he would cum over my
bum or back, sometimes I was quick enough to get to taste my favourite
drink these days.
We tried on several occasion to get his cock into me, but he was too big,
and my hole to tight. I almost died of pleasure on the night when he went
down a licked my hole, with a motive of course to enter me fully with his
manhood. I loved it, his tongue gently probing my virgin hole, licking
my hole, lapping with his tongue, I almost howled with lust.
We tired having sex on my bed, on the bedroom floor, in the bath, the
shower, the kitchen, just about every god damn place in the house. I
tried it bent over the table, on my all fours, missionary position,
straddling his cock, nothing would work. It seemed so impossible, but
sometimes I was compensated as he occasionally blew his load directly
into my closed hole, creaming my backside, I loved it. It was then that I
would curl up as I finger fucked myself in front of him, squealing as I
to shoot my pathetic load over my blouse.
At the end of month six we got it together, and as I described earlier,
he got to break me in and I lost my virginity. Ever since then, we have
been having sex regularly. I think if I was a girl I surely would be
pregnant by now, as I have lost count on how many times he has filled me
with his seed. It would be difficult to explain being pregnant as a boy,
but more difficulty in explain that I got pregnant by my mother's
childhood friend, and once upon a time ago, a boyfriend.
Thereafter on occasion mother would shout upstairs to keep the noise
down, as the bed would always bang against the airing cupboard. We would
often lie on the floor as not to make any noise, especially if I had let
him through my bedroom window to spend the night with me.
In the end of course, we got caught, not in any sordid position, just
kissing with me dressed, but that was enough to have me packed up, and to
be living with her ex and his wife.
Sometimes life works out just the way you want it to. LOL
Lauryn
- 19.07.2020
- 25
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