Karas Spring Break 4
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Kara's Gradual Transformational Journey - Part One free porn video
Kara's Gradual Transformational Journey - pt 1
This is part one of a recollection of my self-induced transformation
from Jerry to Kara. It spans many years and progresses from early
inclinations to my now proud bondage, role-play and sex loving
submissive fuck hungry female slut state. It will be told in many
parts, from my floundering naivet? beginnings in this transcript, up to
and including the present, in following transcripts. I sit here typing
this as Kara, a million miles away from Jerry, the person I once was. I
am dressed in my 4 1/2" black high heel court shoes, black fishnet
stockings and pvc 6 strap suspender belt. Over this I have my favorite
red G-string panties shielding my taped and pierced 7" 'clitty'. The
feeling when taped up of having a cute little 'pussy mound' beneath my
panties instead of free hanging external genitalia makes me feel even
hornier and femme. My breast forms shape me well under my red and black
bra. I am shaven all over, slim, toned, and boast a convincing femme
shape. My black pvc zip-front mini skirt rides high and reveals the
lacy tops to my fishnets. My tight black pvc zip-front top adds to the
sexiness of my shape too. I am completely made-up with full, pouting,
cock and pussy craving red lips. Similarly my nails are long, sculpted
and blood red to match my lips. My long brown shoulder length hair
frames my womanly face, making me at last look convincingly feminine
from top to toe. As I sit here typing I feel my large jelly plug
pressure and stretch into the soft fleshy inner walls of my 'tvpussy'
that loves cock and strap-on poundings. When I'm like this (which is
most of the time) I see my cock now as my clitty, my ass is my pussy
(my whole persona and self image is Kara, not Jerry, it is so much more
to me than just dressing up, it is a state of mind; one that I am
comfortable with). Where will it all end? Only the future and my
ability to further allow my true feeling of full complete feminization
will enable that question to be answered. Just as it was when I was in
my earlier years; my anticipation, desire and naivety not only holds me
back but pushes me on...
Since reaching the age in his early teens where sexual awareness and
all that it entails began, Jerry could remember eroticism that he
suppressed for many years. That, needless to say involved the
stimulation of more than just his ripening virgin cock and balls, but
also of his tight cherry anus. His first guilt ridden experience, or at
least his earliest recollection was, when on summer school break at a
family holiday camp, inserting a wooden shoe brush handle into his
young tight virgin ass as he lay on his back, naked, legs spread apart
and masturbating furiously in the mid afternoon. The thrill of being in
unfamiliar surroundings, with the added risk of the fact that his
parents could arrive back at the chalet at any time further fuelled the
intensity of his cock rubbing pleasure as he felt this hard probe
inside his tightly gripped back passage.
At that pubescent age, he recalls that each and every Friday night, his
parents would go out for a meal. This would be his appointment with
erotic fantasy. In his parents? bedroom, hidden at the back of a
wardrobe he had discovered an old cine camera projector, and a few old
Scandinavian color climax reels of porn with no sound. He had initially
been looking for his father?s porn mags, the existence of which went
back to his earliest naive recollections. However, he was overcome with
a huge throbbing erection and a wonderful warm tingling sensation in
his balls just at the sight of the fuck pics on the cardboard covers of
the cine film rolls. These 70's fuck flicks were his induction into the
pleasures and diversity of sex. Although they were straight sex films,
they were very varied, with cum shots, group combinations, anal
penetration and role-play enactments. Each film resulted in these
beautiful women receiving what they were so well at describing their
desire for, just by the expression on their faces, hot deep pleasurable
fuckings.
Each week, as Friday arrived, his craving to masturbate to these mind-
opening films became stronger and stronger. The vague memory of looking
through his parents? drawer's for more films one Friday evening
resulted in the discovery of his mother?s stippled pink vibrator
underneath some of her panties and tights. At this stage in his life he
didn?t know what a Transvestite nor Transsexual was. There were none in
any of the cine films and his mind was still oblivious as to where its
yearnings and needs would take him some 15 years later, but that?s a
whole host of further stories to tell. At the time of the discovery of
the vibrator, some 6 months after initially finding the cine films, he
remembers merely gasping at the sight of it, inspecting it and
returning it safely back to its hidden resting place under his mothers
underwear. Some 3 weeks later, the thrill was overpowering and he
decided to play with the vibrator. It was way too large for his tight
little hole but, as he would discover in the not too distant future,
the vibrations when slowly caressing his cock, balls, thighs and edges
of his hole were guaranteed to bring on not only a rapid orgasm but
also a much more intense one.
It was 6 months later that he discovered the porno videos and was
mesmerized by the wider range of fucking films at his disposal every
Friday night. Still straight sex films, these were longer, more
professional, much clearer and subsequently so much more of a turn on.
There were two or three on each tape and there were 7 tapes to chose
from. All were pirated copies of copies, with varied clarity of
picture. But all were better than the cine projector films which now
was far too much hassle to use when compared to just putting a tape in
a video and pressing play. The fact that the videos had sound also took
things to an all new level, the yelps, groans, screams and winces of
pleasure that these hot early porn queens emitted, aroused him
incredibly. There were American feature length story based films,
Scandinavian short stories as well as more extreme German ones with
seriously intense anal fuckings and cummings. He was utterly captivated
by the beauty of the female form, the hypnotic nature of a beautifully
formed pink vagina, the smooth tightness of their seemingly impossibly
fuckable small ass holes, the erectness and sensitivity of the hardened
nipples, their overall sexually provocative body shape, their sluttish
and feminine hair and make up, their skins delicious silky smoothness
and the look of complete overpowering stimulation on these wonderful
women?s faces as they were, fingered, fucked and used. This made him
yearn for that place, that distant magical look in their eyes of being
in a place when their pussies, mouths or tight asses were fucked
relentlessly to, and beyond, the point of sheer bliss and overwhelming
stimulation.
He made a few crude probes out of items that he would then tape tissue
paper around so as to not only pad them out and thicken them but also
to give them a softness of feel to a hard core. Over the top of this he
would then place a condom, for ease of insertion. Seeing these gorgeous
women getting fucked in the ass made him realize that anal penetration
was pleasurable and achievable. He had always been petrified that he
might cause damage or injure himself in his young naive mind. But these
films ensured that his lust for being fucked was further fuelled on. As
the weeks progressed, so did the size of the homemade dildos. He was
unaware consciously of not only his developing desire to be in
possession of a pussy but also of the growing addiction to cherish and
worship cock and pussy like a true Bi slut.
At the time of makeshift toy insertion he also began to adorn some of
his mothers clothing. A pair of white tights over a pair of cute white
panties with little floral patterns on them was his earliest memory of
feeling so totally turned on by the wearing of female clothing. In the
tights and panties he would watch the films, growing increasingly
aroused as the film progressed. The cross dressing at this stage of his
life was minimal and was not worn for long. The fear of marking or
tainting his mothers clothing and therefore running the risk of his
secret desires being discovered always prevailed.
Each Friday he would grow eager to the point of desperation as the time
grew nearer for his parents? weekly outing. As soon as they had gone he
would begin his preparation. Firstly all curtains were drawn closed,
upstairs and down. The process of preparing himself for orgasm became
as much an addiction as the actual orgasms themselves. He would shower,
making sure he was totally clean all over was important as this would
make him far less able to tarnish his mothers clothing. The guilt of
being found out would be too much to bear, he didn?t even want to think
about the consequences. He made sure he used the same lotions as his
mother in the fullest of attempts to not leave any noticeable scent on
them, again to avoid detection. He was slowly subconsciously making
himself associate sexual pleasure with being prepared and even having
the scent of a woman. The true ramifications would only really be
understood in many years to come.
The showers were a sexual torture in their own right. It was important
to be really clean and scented, he knew the clothing would encapsulate
his most private of bodily parts and as such needed to make sure these
bits of anatomy were all fully cleaned. Enemas, their benefits and
pleasurable sensations, were unknown to him at this tender age, but the
sensations of a warm shower ticking like a thousand tongue tips at his
most intimate of regions drove him into uncontrollable feelings of
desire. Even before his parents would leave, his heart would be
pounding with suppressed eroticism, but this was nearly almost too much
every time. Yet the shower was only the beginning of his Friday ritual
sexcapade. Sometimes he would shower for an hour or more with an
incredible throbbing hard on, holding the shower head just centimeters
away from his future 'tvpussy', close his eyes and recollect the
pleasure that he saw the porno women undergo when they were getting
fucked. He pictured himself in their situation, and his pulse rose even
higher. The shower should not and must not bring him off too quickly;
he didn?t want to ruin the weeklong build up as he had done on some
occasions before. The desire to cum, but to be subservient to the
fantasy of a perfectly built up evenings pleasure was gradually but
surely developing his submissive nature. Keen to be turned on, but
always restrained against an established plan to prolong the evening?s
pleasure made him groan with subservient torment, he loved that
secretly.
Following his ritual shower, he would emerge, skin softened, warm and
glowing with anticipated lust, wrap up in a fluffy white towel, dry
himself and then, naked, continue his evenings protocol, of light body
scenting. Heartbeat pounding next would be to get dressed. At this
stage in life of the fledgling girly transformation clothing sizes
posed a limitation. If only he knew that one day he as a she would
stock a complete, extensive and kinky wardrobe of clothing accessories
and toys that as a slutty submissive girl would be so essential. Back
then panties always went on first, followed by a bra that would be
padded out, usually with tissues, socks or anything else that
experimentation would yield. His mother had no stockings or suspenders
so tights were the only option. Her sheer white ones were his favorite
as they always made Jerry feel more feminine and the more feminine he
felt the more turned on he was. Slowly and carefully rolling them up
his slender legs always made his cock spring to action from beneath the
panties. He occasionally tried slips, but favored his mothers tan
leather knee length skirt, followed by one of her varied choices of
blouse.
Once he was dressed he would always look in his mothers dressing
mirror, he looked the part even though hair (head hair being feminine
and body hair being totally removed), painted nails and make up were
some many years away. In his parents bedroom mirror looking back at him
he saw a young, slim tart eager to play erotic games with her self.
Heart pounding like a train, and still oblivious to what was happening
to influence his future life, this (at this life stage of
transformation) nameless little bitch would slowly bend to adorn a pair
of mummies shoes, usually buckled white sandal heels (they were the
only ones that he could nearly get away with fitting into and still be
able to walk in). A parading up and down in front of the mirror set the
bulge in the front of the skirt to a frenzy of constrained twitches,
making the breathing deeper and more lustful.
Now to run the gauntlet. It was a deliberate plan to intensify the
naughtiness of the whole situation. To get the video player from
downstairs. It would have been so much easier and safer to collect the
video first but the thrill of wiggling around the house, as a horny
girl was a serious compulsion. The videos were always watched in his
bedroom, which meant a journey down stairs to collect and retrieve it.
Having to pass the front door in the hallway, hearing the heels
clicking on the wooden stairs and floor aroused this little tart
incredibly. The thrill of someone looking through the letterbox was
frightening but added to the whole experience and was, every week, an
endurance. One week just as the wiggling heel clad girlyboy had entered
the lounge the doorbell rang. Sheer panic ensued, which resulted in a
dash for cover behind the sofa. It was twenty minutes later that any
movement was made. Shaken up and petrified, heart pounding on all fours
behind the sofa he swore it was too much of a risk, not a normal thing
to do and feeling guilt, panic and unknown worry decided to end this
un-natural pursuit; all the while cock throbbing more rampantly than
ever before. Suppressed, he returned upstairs, returned all the items
re-dressed in his male clothing and returned to watch the television.
That night, when he went to bed he masturbated slowly, and more
teasingly, for a prolonged eternity, all the while having little panic
attacks as a result of the earlier fright. These panic attacks made him
feel naughty and he tickled the edges of his tight hole as he stroked
his cock to an explosive orgasm.
Some weeks passed, and turned on by the thrill of the previous dressing
encounter and the near miss of the doorbell, he decided to play again.
His parents went out at the usual 7.30pm; he showered till 8.30,
dressed in his usual outfit and decided, to begin with at least, to
watch the video downstairs not upstairs in the safety of his bedroom.
Once dressed he went to the kitchen, which had no curtains, and
although quite private, the small risk of being seen was present if any
of the residents in houses with gardens adjacent to their own were
outside. This was such a turn on, tape and 3 large batteries were taken
to the lounge. The video was put on, it was a 70's American feature
length film about a slim, beautiful dark brown haired woman who, with
an above average yearning to be fucked by her husband was slowly
convinced to fuck other men to pay off her husbands debts. It was a
favorite as the very prolonged opening scenes showed her playing with
her beautiful body on the bed in front of full-mirrored wardrobes. As
this was playing, the 3 large batteries were taped very securely
together to make a long shaft, then tissue, long but twisted into a
twine-like loose shape was wrapped around it and taped in place. Then a
condom placed over that. Tights and panties were pulled down to below
knee level, skirt was raised and with a groan of pleasure the throbbing
cock was slowly caressed. Passionate pants were released with every
breath as bodily tingles were intensifying. The new makeshift dildo was
much larger than those from earlier months and it rested teasingly on
the sofa on top of the covered sheeting that had been prior placed
there. It just touched the tip of his opening titillating to preempt
the filling to come later on. He wondered if this was deforming him,
the need and compulsion to make bigger and bigger dildos. But, instead
of panic, the thought of the vibrator took hold. It might now fit.
He arose, pulled up his panties and tights, pulled down the skirt and
clip clopped up stairs to the bedside drawer in his parents? bedroom
housing the vibrator. Coming downstairs with heart in mouth, he knew
that a condom would leave a detectable taint to the toy so once again
went to the kitchen cautiously. He returned to the lounge with the
vibrator and a plastic carrier bag. Sitting watching the video, fully
dressed he sat with legs apart and up on the table, watching the film,
the vibrator was turned on and jumped to frenzied life. Buzzing madly,
he stroked it up his thighs, beneath the skirt and around the pubic
region; it was fantastic, legs splayed wide on the coffee table. Then
he just lay it down while still up the skirt, its tingling tip facing
towards the pulsing receptiveness of his tights and panty-encased
bumhole. He watched the movie while being teased by what he saw, what
he heard, by how he was dressed, by how he was smelling and more so by
the amazing feel of the vibrator pressing lightly at his cute entrance;
sensory overload. He groaned like a slut, a cock hungry slut. Every
wincing movement changed the feel of the vibrator against his body,
clamping his legs together the feel on the inner thighs was orgasmic
and his cock began to feverishly twitch.
It was 9.45pm only 1 hour and 15 minutes of safe time left before the
return of the parents. Feeling so turned on he knew he was going to
fuck himself like the beautiful porn actresses that he so idolized. He
removed the vibrator from its teasing resting place inside skirt,
turned off the video and took everything upstairs. Once set up, he
again played with the vibrator, but now pushing it hard against his
still clothed opening. Every time she had a cock ram into her on the
film, the vibrator was forced against his resistant anus. He undressed,
totally turned on and overwhelmed with anticipation, fear, and
unrepentant pleasure. The vibrator was placed inside the plastic
carrier bag and he lay there watching the film. The high heels were
then put back on and were the only item of clothing adorned. Lying on
the floor legs in the air, apart and bent at the knees he stroked his
hardened cock very, very slowly. He sucked the makeshift homemade dildo
as he played with himself, losing himself deeper and deeper into the
intense imagined fantasy of what it must really be like to be her, that
goddess on screen.
Every time in the film when she, the dream woman, received a hard
thrust of cock, the vibrator would be pushed against his tight hole. It
became apparent that he didn?t like to watch these films to see women
getting fucked by men; he watched them to be transported to a place
where he could fantasize about not only being the woman but also
feeling a hard fucking just like they were receiving. He adored her and
was jealous of her, wanted to fuck her to pleasure her, but wanted to
feel it as she felt it too. He spat on the plastic bag encased rippled
vibrator, felt dirty, sluttish, horny, and so totally aroused. Then
when she had been turned on her back in the film, he forced the
vibrator in, up, deep, into his sweet, tight, warm, fleshy insides. He
let out a yelp of pain as it seared into the darkness of his receptive
orifice. A surge of pleasure overcame the pain of entry and slowly this
boy, oblivious to the future need to be a girl, began fucking his ass
imagining it being a pussy just like the beautiful one on the
television before him. Every stroke she received so did he. Cock in
hand a deep welling of uncontrolled and indescribable pleasure flooded
him, not having time to remove the vibrator, legs were rocked back over
head, and the home made dildo spat out. Thick sticky arcs of warm cum
shot over his face and into his receptive mouth. He groaned like a
nymphomaniac with sluttish gusto as spurt followed spurt. Pulses of
massive spasm from deep within kept the orgasm going, anal spasms
resulted in the vibrator being spat out by the warm, stretched, sore,
tingling but appreciative anus, which again further intensified the
sensation and duration of the orgasm.
As he lay there feeling like a truly fucked slut for the first time, it
dawned on him that he was more than a guy with a kink for anal
stimulation during sex what he yearned for was to be female and fucked
like a whore. As he watched the porn actress lapping up cum from the
hard cock that had been pounding her, he felt somewhat repulsed but
more shocked with himself at the sudden revelation of this gender
defining moment. It went against all he had been brought up to believe,
he felt ashamed, but had never enjoyed a sexual experience like it. His
repulsion was not really at what he had done, but because more so he
was, in his opinion, so non-convincing. If only he was a realistic
girl, what a slut he would be, he would be comfortable with what he was
turned on by if only he could be a sexy woman, but that was impossible
so what could he do about it.
It would be some years time before he realized that social conditioning
could not be applied to everyone, and that we are what we are. After
cleaning up, tidying up and putting everything away, his parents
returned within minutes of his completing the replacement of all items.
Some time after that, he discovered girlfriends and enjoyed pleasuring
them more than receiving pleasure himself. Many years of dating,
fucking and playing around followed, but deep down that craving and
truth to be the woman resided, hidden, dormant. He was happy and
entered a long-term relationship with a lovely girl. They were lovers,
friends and cared for each other. They had diversity in their sexual
relationship that meant they had good sex. Outdoors sex, dressing up
sex, and lots of play with toys and tying. But he knew she was not as
open-minded as he, she was the one that preferred to be tied up when
they played mild bondage games, she like him as the man she knew and it
was her that the toys were used on. But all the while when pleasuring
her, as the years went on, all he could think about was what would it
be like to be her receiving the fuckings and lickings rather than being
the man giving those sensations to her. After a year of guilt following
their relationships demise he decided on a career change, and went to
college for 2 years. During this time, his feminine side began to
resurface like a phoenix from the ashes, he was unaware fully that this
would result in a true female persona 'Kara' emerging. The fantasies
that would actually in time become a reality involved kinky bondage sex
with tv's, couples, a dominant tv loving woman, full and properly
convincing feminization with make up, fetish clothing and restraints,
and bondage as well internet sex in chatrooms. Not just pretend trysts
for the sake of a quick orgasm by lonely hairy men, but actually
bathing, shaving, performing enemas, dressing, putting on make up and
spending hours in preparation before searching the net for those that
realized they were chatting to a real TV slut online. Then completely
doing for real as told to by those online doms, while sat at her pc
typing back reports of how she had performed their instructions and how
it felt. Body piercings and make up lessons, and an acceptance of being
a submissive, convincing, slutty chick with a dick. Slowly Kara's true
lusts and kinks would emerge, but these are all hot stories yet to
follow...
To be continued?
Cathalina
- 06.05.2021
- 35
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