TurnedintoaCuck2
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How I Was Turned Into A Little Girl - Pt 2 free porn video
How I Became Girlie. Pt 2.
By Ms. Stephanie Smith.
Is this a piece of fiction I hear you ask?
NO, it isn't fiction and to the best of my memory, this is more or less
what actually did occur back then. Nowadays I'm a very well adjusted
post-op transsexual who is shortly going to hit the big 40. This story
and a few other chapters are being written, not only for my enjoyment but
to also explain how my 2nd life actually began.
WARNING TO UNDER AGED READERS. Under aged people should not read this
story? So if you ARE underage, please stop reading this NOW and go
outside and play in the yard.
*********************************
I'd like to tell you about how my big sister Wendy and I eventually got
caught playing dress up games by her mum who was also my babysitter
a.k.a. Aunty Ann.
I'd just turned 12 and it was also close to the end of school year and my
mother had let me stay at home sick for the day. As was always the case,
she told me to go around to Aunty Ann's house and she'd pick me up on the
way home that evening. So I walked around the street corner to aunt Ann's
house and surprise, surprise, Wendy's school was having a swimming
carnival and she'd decided not to go so it was her who answered the door
when I knocked.
"Hello Steph," she said quietly as I hugged her and she gave me a kiss.
"Hi Sis," I coyly replied as I returned her kiss and went limp in her
arms.
Wendy always called me Steph or Stephanie nowadays whenever we spoke in
private and I always called her Sis in return. This all eventuated after
one day several years ago when both of us, somewhat younger and
incredibly more naive ended up having me dress up in one of Wendy's old
dresses and play at being sisters.
We'd played "dress up" a number of times since then and I always looked
forward to when we had a chance to do it, as I had such a wonderful time
wearing girls clothes and acting like a younger sister to Wendy.
Wendy had grown up considerably and was now 17 and turning into a
voluptuous young woman, standing about 5 feet 7 inches, with quite large
breasts (38D if memory serves), a very pronounced bottom, slightly full
figured, (today's men would call her figure "curvaceous") dark brown hair
with curls through them a small pert nose and a fully shaped lips. She
always seemed to be breaking up with some boy or another and was in her
last year at high school getting ready to leave and go out into the
workforce.
As for me, I measured 5foot 3inches tall, with a skinny frame, except for
my bottom, which protruded out at the back and my arms and legs were long
and thin. My hair was almost shoulders length long and mousy blonde in
colour, while my lips were a little to thin for my liking. But my most
important feature Wendy kept telling me were my pretty blue eyes. She
often said that they looked like 2 limpid pools of water and that anyone
would want to die just to have me looking back at them.
"I'm glad you're here today Steph, because I'm busting to tell someone
about last weekend when I went to Peter's party," Wendy whispered to me
as we walked down the hallway to the kitchen to get a drink. We conspired
in whispers as we walked into the kitchen and I greeted my babysitter
with my usual words of hello.
We made some tea and retired back into the TV room and proceeded to watch
some early morning rubbish TV, when I eventually heard Aunty Ann announce
she was going to the shops and asked if we want to come along. Wendy
begged off saying that she might run into someone from school and she was
supposed to be at the pool carnival, while I said that I wasn't feeling
well enough to do the walk (Well I hadn't gone to school because I'd told
my mum I didn't feel quite right, so THAT was MY excuse).
We waited several minutes after aunty Ann went out the front door, before
Wendy asked me did I want to play dress ups with her, so naturally I
eagerly nodded my head vigorously and got up and followed her into to her
bedroom.
Wendy started to unbutton her blouse in-front of me while I started to
remove my t-shirt, before moving to my shoes and socks and finally my
shorts. For reasons which I could never understand, Wendy was never
bothered about getting undressed in-front of me and I was never
embarrassed about being naked in front of her.
She once tried to explain to me that she didn't think of me as a boy, but
more as a sister, and that she always changed for PE in a dressing room
full of other school girls, so why should she feel embarrassed about
changing in-front of her adopted sister. Admittedly she very rarely
showed off her entire body to me anyway, often maintaining her virtue by
keeping her bra and panties on. I never worried about Wendy seeing my
naked, although I use to freak out if my mother caught me in the shower
or getting changed. Go figure that one out?
As Wendy undid her jeans and bent over to take them off, I noticed the
tell tale bulge of a sanitary napkin under her panties. Oddly enough I
always had some 6th sense which always seems to alert me when Wendy was
having her period and she'd grown so use to the pair of us dressing me up
in her clothes that she wasn't embarrassed to explain to me all about her
period and why they happened after I'd once asked her about the bulge in
her underwear one time.
"I see that mother natures paying you another visit," I flippantly
remarked to her.
"Yep, right on time, thank goodness," she answered back. "They just
started yesterday and I'm so relieved, because I was afraid I might have
been pregnant." I did a double take on hearing that, and my questioning
face must have been apparent to Wendy when she turned around holding a
coat hanger. "I think we'll try this skirt and top on you today Steph,"
and started to tell me what happened at Pete's place the other day."
She handed me one of her old training bras and a pair of her satin
panties to put on and when I had finished doing that she gushed out that
she had well and truly lost her "cherry" to Pete last Saturday.
"We did the dirty deed 3 times, but when we'd finally finished and he was
pulling out of me the last time, he realized that the rubber he'd used
had broken and when he told me I was scared stiff, that he might have
gotten me knocked up," Wendy said in a rush of words. "So now I'm
officially no longer a virgin Steph, I'm having my period so it's not
baby time for me and let me tell you, that sex is GREAT and I wish I'd
found out about it a lot earlier than this," she told me as I started to
put on the blouse she handed me.
"Wow sis, what was it like? So you finally lost it huh? Did it hurt much?
Were you sore afterwards?" I excitedly blurted back at her.
Wend had, one time about a year ago, tried to show me her cherry during
one of our earlier "biology lessons". By lying on the floor with her
sitting naked propped up against the lounge and her legs spread open, she
had used a mirror to find and then show me where her "virgin shield" was.
She'd just finished minutely visually inspecting my penis, (as she had a
number of times since this had all started a couple of years ago), when
she started telling me about her maiden head membrane tissue and that now
she could find it easily and did I want to see what it looked like. I'd
said sure and had ended up with my face mere inches from her vagina
gazing at the folds of moist flesh inside of her.
"Gosh, boys don't look anything like that down there, do they," I said
stating the apparently obvious as I pulled back and sat down beside her.
"We just seem to have a penis and balls. And you're telling me that boys
put their dicks into that hole. Seems kind of weird to me, but it sure
explains why my penis looks like it does and why girls vaginas look like
yours and that's why you have to sit down to go to the toilet." Wendy
started to stand up and told me that, one day, I'd probably thank her for
all these biology lessons, as she reached for her knickers and put them
on.
Although I'd listened very attentively as my big sister explained how she
lost her cherry and what it felt like, I have to admit that, back then, I
was some what confused and mystified as to the whole thing, (ah! the
innocence of being pre pubescent) and besides, I was more concerned with
how her skirt and blouse looked on me as I primped myself in-front of the
mirror. It use to amaze me back then as to why someone would keep clothes
they had long grown out of, but it sure made it handy having the chance
to grow into an older sisters clothes as you grew up. The only problem
was that sometimes they were out of style.
"Oh Wend, this skirt simply looks awful on me and I don't like it," I
petulantly cried out while I tried somehow to primp and preen my
reflection and look pretty in it, but was failing entirely. Wendy came
over and looked at my mirrored reflection and said that she might know
just how to fix it and told me to take off the skirt because she told me
I need to wear something else to go with it. As I slipped the skirt off,
Wendy bent down and rubbed up and down one of my legs, mumbling to
herself, before telling me to take my panties off and stand up straight
for a moment.
"Now turn around, raise your arms in the air and let me put this on you"
Wendy said to me. And with that I felt her fasten a catch behind me and
saw a thin piece of white lace material with 2 straps hanging down at the
front and felt something similar at the back of my legs. "Ok now sit back
down on the bed and try not to move your legs for a moment. I'm letting
you try on one of my suspender belts and see how you look in stockings"
Wendy told me, as she placed a rolled up piece of material on the end of
my left foot and then slowly worked it up my leg "Now stand up for a
moment Steph and let me fasten it to your garter catch." She then knelt
down and reached behind me and fastened the back of the stocking to the
other catch, before repeating this with my other leg.
"Take care and don't snag the material," she advised me, before handing
me back my panties and telling me to put them back on again. She then
took the skirt and helped me back into it before she hiked it up quite
high. "It's a good thing the stockings are a medium size, so wearing the
skirt high up won't show your suspenders" Wendy said. I hadn't worn
stockings before, but I knew that Wendy, her mum and my mum use to wear
pantyhose or tights most of the time. All I knew was that the suspender
belt tended to make me think that the stockings were dragging the belt
down and when I mentioned this to Wendy she simply said relax, they won't
fall down, mind you most girls tend to attach garters to a girdle or the
like.
"Do you wear girdles?" I asked Wendy. To which she told me that she
tended to wear control briefs, because I have a bit of a bum to hold
back, but that her mum had a number of corsets and often wore one out to
go shopping.
"Corsets are a pain in the neck to wear," advised Wend, "and they make
you feel awfully constricted too" she told me.
"Will I have to wear a corset Wend?" I asked her, to which she laughed
and told me that as long as I had a skinny body, I'd never need to wear
one, which made me feel a lot better.
"Now all we need to do is let your top stay loose and not tuck it in and
VOILA," she said, as she led me back over to look in the mirror. Gosh,
did it all make a complete difference. The skirt was now much higher up
on my waist than when I'd put it on initially, and with the emerald green
satiny blouse hanging out instead of tucked in, had made the world of
difference to my appearance. I also noticed that the stockings made my
legs look different too.
"Now, let's put a little bit of make up on you and see how it all turns
out," Wendy advised me. "I've got some new liquid base make up I'm
thinking of using so I might just experiment on you first". I was
actually quite use to Wendy using me as a guinea pig now and then and had
been her test model to try out new make up tips a fair number of times.
One time she even had taken me round to a friends place and allowed
several of her girl friends to use me to try out new types of looks. I
had to look like I hated it, and that I was a very reluctant model when
they giggled hysterically after showing me the end results. In actual
fact I use to love it. Especially the time they made my face up to look
like I was oriental.
Now if you're a guy and you've ever watched TV, you'll know that most
make up is done in-front of a mirror. But Wend use to always turn me away
or make me sit over on the other side of the room, so I couldn't see what
changes she was making to my face, until she was finished. And today was
no different. First she styled my hair, although she used a fair bit of
hair spray on me this time, and then proceeded to tell me about the oil
based foundation she was trying out on me, explaining that it might make
me look a bit more grown up, which she promised me, I'd absolutely adore
when I saw the end result. All I could tell for certain was that the make
up she was using this time felt very different to the little bit of make
up she usually used on me.
"I'm just going to put some eye shadow on you and give you two tone lips
and you're done," she told me after about 30 minutes in the chair. As she
closed the make up box and place it back on the bed, she said I looked
really hot, but I needed a pair of shoes to complete the outfit, and she
reached into her wardrobe and swiftly brought out a pair of shoes before
I could see them.
"Now Steph, these shoes are a little bit different to the type that I
usually give you to wear, because they have a bit of heel, so I want you
to take care and not to take any steps, when I tell you to stand up." And
she bent down to slip them onto my feet (and they did feel a bit too
comfy for me I thought) and proceeded to buckle the strap up on each
shoe. "OK now carefully stand up and hold onto me" Wendy advised me.
I stood up and felt a bit unstable, but that was because of the heels
which were about 3 inches high, so Wendy told me. "OK now let's slowly
move over to the mirror and check you out" Wendy said as she carefully
guided me over. "Little steps Steph and try to make sure you step gently
onto the back of the shoe and slowly move your weight to the front of the
shoe."
"WELL girl... What do you think, do you like how you look or not?" asked
Wendy.
I was looking into the mirror, but the face looking back at me was one I
didn't even recognize. I was far to stunned to speak and simply stood
there and stared at the reflection for about 30 seconds. "Gosh" I finally
remarked. "I look like I'm about 15 and look like sexy too. Wend, I
usually look a lot younger when you put make up on me. I luuvvv it I said
and turned around to hug her. Thanks Sis."
I couldn't believe that a plain white skirt and an emerald green blouse
could look so stunning and said so to Wendy. She told me that the skirt
itself was pretty plain, but that it was hitched up quite high and
actually looked like a mini skirt, and with my long filly like legs, the
stocking and high heels to go with the make up, THAT'S what made it look
so good.
"Take a picture, get the camera, quick," I squealed out excitedly. But
Wendy was showing her age and experience and told me to relax, and take a
few deep breathes because I needed to learn how to walk in her heels
first before I broke an ankle, and led me out into the hall way and
instructed me to walk to the end of the hall and back a few times to get
use to the feel of the shoes.
"Now try to carefully move your feet so you actually place your feet
slightly to the inside when you walk Stephanie" Wendy called out to me. I
tried doing this and after about 5 minutes got the hang of moving my feet
so they landed in such a way that I could feel the stockings on one leg
gently rasp against my other leg. Wendy was taking a few photos of me as
I walked back and forth up the hallway, before she led me out into the
back yard to try me out for real. "Stephanie, I have to tell you that
with those heels and the way you walk you're bottom's jutting out a bit
and swaying like a freight train. That's the sexist walk I've ever seen
and I've never seen a woman who could do it as well as you."
Just then Aunty Ann opened the back door and walked out to find her
daughter and some other girl she never seen before. She called out to
Wendy and asked her where I'd gone. I completely panicked and my dear
sister didn't help when she said quietly to me "OH CRUMBS, we're in for
it now Steph," and she walked towards her mother with me trying to catch
up.
"Mum, don't freak out, but Steven and I were simply playing dress up,"
she said as I caught up and stood beside her. Needless to say Aunty Ann
didn't think much of the game and told us to both get in the house
straight away and go sit in the TV room and wait for her.
As Aunty Ann entered the room, I could tell from the look on her face
that all was certainly not well as she demanded that Wendy tell her just
what the blanking hell was going on, and why I was dress up as a girl.
Wendy started to explain to her mother, that her and I played dress up
several years ago for fun and that whenever I came around and everyone
else was out, we'd end up playing dress up again all the time and that I
actually agreed to playing dress up and seemed to have a lot of fun.
Wendy didn't tell her mother about any of the biology lessons we'd had
and I was certainly not going to because I had never seen my aunty so mad
in all my life. But what shocked me and distressed her mother so much was
that Wendy started to cry and tell her mother about how hard it was to be
that only girl in an all boy family and that she missed the opportunity
that fate had given her when her younger sister had died within a few
weeks of being born and that it simply wasn't fair that the first child
they take on as babysitters was a boy too. With the mention of a dead
sister (which was news to me too) even Aunty Ann broke into tears and I
saw her wilt inside of herself.
After about 30 minutes of Wendy explaining everything, her mother was now
tending to calm down, but told Wendy and I in a voice filled with concern
but considerable understanding that she'd have to apologize to my mother
this evening and that I'd probably never be able to come round ever
again, and raised her voice to Wendy and told her that my mother may even
want to take this matter to the police. "I'll ring your mother now" Aunty
Ann told me and tell her a situation has arisen concerning me and that
she needs to talk to her tonight about it. Aunty then rang her husband at
work and told him to pick up the boys at the train station as they home
from work and take them out to the pictures this evening, and that she'd
explain it all to him later on tonight.
When she returned from the phone, she sat back down and looked at me
visibly shaken. "And what do I do about you young man. You're dressed up
as a girl, with make up on you, wearing high heels, parading round in
public. Hmmm. WHAT are we going to do about you!" I was frozen in fear to
the lounge chair as she spoke to me. "Well the first thing we're going to
do is to teach you how to sit properly in a short skirt without showing
your panties. SIT up straight and cross your legs at your feet so at
least you won't be showing off everything to everybody." to which I
quickly complied. "That's a LITTLE bit better, but how am I going to face
your poor mother tonight and tell her what's been going on, she
agonizingly asked me"........ I simply wished that at that moment the
earth would swallow me up and that would be the end of everything.
Anastasia
- 08.07.2021
- 5
- 0
