Southend subs part three
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The Beginning Of The End -or -The End Of The Beginning free porn video
The Beginning of the End
--or -
The End of the Beginning
By
Samantha White xxx
My name is Tom; I am 26 years old 5 foot 6 inches in height, and of slim
build. I am married and have been with my wife for six years, and we
decided when we got married we would have no children for the next few
years.
My wife's name is June, she is 27 years old, about 5 foot 8inches in her
stocking feet and like me is quite slim
Ever since my wife new me, which is about seven years now, she had always
known that I liked to dress in woman's clothes. She has had no problem at
all with this; in fact we would dress up together quite a lot, and even
go out to some quite places together, not as man and wife, but as
Sisters. She would call me Janet then.
Sometimes I was sure she enjoyed it more than I did, even if I was not in
the mood, she would use her wily charm on me, and I loved it, and I would
get dressed and we would either go out or just sit and cuddly and talk
about all girly things, just like Sisters I suppose, we had a lot of fun
and laughter, we even talked about men, in a girly way.
Both June and I had quite good jobs, good pay, yet not to demanding on
our time, you could say we were quite comfortable.
I must tell you now that when I dressed up, it was not just for sex, or
the thrill, it was because I felt very comfortable wearing women's
clothes, it became second nature for me to know what to wear, what went
with this or that, what colours matched ect, even down to undies and make
up.
After a year or two I casually mentioned to June about how much we were
doing this, or should I say how much I was doing it. I said to her, "June
I'm spending more and more time dressed as a woman than ever I did; it's
coming to the point where I will be dressed more as a woman than a man."
She smiled and said, "But darling don't you want to anymore, if you want
to stop we will, but I really enjoy it when your dressed as a woman, we
do such great things together, and we talk so much. It's like having a
really close younger Sister.
I must admit I was a little stunned, "No darling I still enjoy it so
much, but I don't want you to feel you had to go along with me, you know
what I mean."
"Oh you silly girl, I love you so much, I love you as much as I could as
a Sister."
"And I love you as much as a little Sister could," I said.
Time went on; it was about six weeks later, I had noticed for a few weeks
that June had something on her mind; it was if she was waiting for the
right moment.
I must admit I was getting really nervous; my mind was in a bit, to say
the least in turmoil.
Just suppose she had changed her mind?
Or she wanted to leave me?
All these types of thoughts go through your mind.
When out of the blue one Saturday morning June said to me," Tom, would
you change into Janet for me, I mean completely, as I have something to
ask her and you together." I said, "Of course I will," I said, wondering
what was going on.
Janet and me, it was if she was talking about two different people. She
then said to me, "Would you wear all of my favourite clothes I like to
see you in?"
I said, "Of course."
"Yes my love anything you want."
Things were getting stranger and stranger. She replied, "I want you to
wear your black Basque with the red trimming on, your black and red and
black panties with your sheer seamed stockings, your half black slip, and
that blue dress with the low top, the one that shows your boobs off, I
know its knee length but you have such gorges legs, I love it when you
show them off, and your nice 4 inch blue heels to finish everything off."
I could see she was getting more and more excited as she went on. "Then
your full make up and can you plait your hair into two bunches, one
either side your face."
I said, "Okay."
June added, "Oh and some perfume please, would you do that for me."
I replied, "Of course I will darling, anything for you." As I left I
could still hear the excitement in her voice, and it was quite strange,
no unusual that she asked me to wear not only certain things, but a
complete list of every item I was to wear, and this was quite a list of
items she had chosen for me to wear, I felt she had taken her time over
choosing all of this.
But Why?
So off I went, to the shower first and shave my body so there was no fuzz
anywhere, I washed and condition my hair and then dried myself off, then
my body lotion which kept the whole of my body nice and soft, next a
towel around my head so that my hair would not dry out to fast, and it
also kept it out of the way.
I went into the bedroom and got out my undies and started to put on first
the Basque which was always a pain because this one that June had chosen
had to be laced from the back, so you had to roughly put it on where you
wanted it to go, pull the laces as tight as you could, then readjust it
so that it was in the correct place, and your boobs were where they
should be, you then wrapped your laces around a hook that we had put in
the bedroom, for this reason and pulled yourself forward, keeping the
laces tight.
You did this a few times until you had the figure you wanted, and then
you wrapped the laces around your waist and tied them off.
By this time you could hardly move let alone breathe, but you had a very
good figure and your boobs were pushed out to the maximum. Next your
stockings, making sure the seams were straight as you pulled them up and
attached them to your Basque straps, also you had to be very careful that
you didn't catch them on your nails and put a ladder in them, that was so
annoying when that happened, next the panties where you tucked everything
away that was not wanted.
I slipped on my black half piece slip and went to the wardrobe and got my
blue dress out, and stepped into it pulling it up over my body and
zipping it up at the back, straitening the dress and my petticoat
afterwards.
Next came my hair, I spent quite a long time brushing it through, then
brushed it so that I had a centre line running from the back to the front
of my head, and proceeded to plait each side, finishing it off at each
bottom with a nice blue bow.
I pinned my pigtails together so that I could start doing my makeup, I
have a small bib that I wear before putting my makeup on so that nothing
is spilt onto my dress or blouse.
Then came the most important thing of all my makeup.
I have always prided myself that I can do makeup well.
I taught myself through books and then had lessons from June, so it was a
well rounded education.
First I put on my toners to give me the shape of my face that I wanted,
then some foundation and blended it all in with my face brush, next came
my light blue eye shadow on my lids then a darker blue on the outside
making my eyes the drawing in point on my face, next black eyeliner on
the top and bottom of my eyes which came into a point just longer than my
eyes, almost Egyptian style. A touch of blusher to highlight my cheek
bones, then a dark lip liner pencil to give my lips a good outline, I'm
very lucky because I have a nice cupids bow on my lips as well. Then to
fill in the rest of my lips a nice red lipstick topped with a sealer.
I had always kept my toenails looking smart and painted red, it was quite
the norm for me now, so next was my fingernails, I had always kept them
shaped so all I had to do was find the matching red nail varnish and give
them two coats.
When they were dry I put on my gold drop earrings, a gold twist necklace
with a dark blue pendant which hung just between my breasts and a touch
of perfume by Elizabeth Arden, finally my blue shoes and I was ready to
go back down to see June. A quick look in the mirror again just to make
sure I was all right, and smiling to myself I carried on down.
As I came into the lounge June turned around and said," Oh Janet, you
look beautiful, you're almost making me jealous of you," we both giggled,
I sat on the couch next to June. She went to the wine rack we have and
brought over a bottle of red and two large glasses, and then proceeded to
pour out two very large glasses of red wine. I didn't complain as I
needed it after all that effort.
Well what was said and happened next I still find it hard to believe. We
sat there talking about nothing, and drinking, I knew that June was
building up her courage to tell me whatever it was she wanted to say.
Before we knew it, two bottles of red had just disappeared. It was then
that June started talking about what she really wanted to say.
"Janet," she said, "you love dressing up as women don't you, you're
spending more and more time as a woman, and you look as great as one."
She paused briefly, looking into my eyes and saying, "Do you know I have
always wanted a Sister, and when your Janet, you become the Sister I have
always wanted, you know that don't you."
I said, "Yes, we have a lot of fun together, we have a real good laugh
together as girls." I must admit after quite a few glasses of wine my
brain wasn't in too great a shape to understand what June was getting at.
She carried on, "I wish you could be Janet all the time, you know not
chopping and changing back to boring old Tom. We could find you a new job
as Janet, even move house if you wanted to, then you could be Janet all
the time, you just look so pretty as you are and I don't want you ever
to change back. There I've said it.
It's something I have been thinking about for quite a while now, what do
you think?
I was totally not expecting that," You mean you want me to stay as a
woman, full time." She just smiled at me, looking straight into my eyes
and said," I love you so much and yes that is what I would like more than
anything."
I did not know what to say, or do; I just took another large gulp of my
glass of wine. I said to June," Just give me a minute, no make that an
hour or so, before I can answer you." She looked at me and said, "If I
upset you or offended you, just forget everything."
Well as the evening continued, we finished another bottle of wine, and
then crawled to bed.
All night I had dreams about what June had said, the more I thought about
it,the more I was unsure about everything.
Then next morning when I came down to breakfast, June looked at me and
said, "I was drunk last night, I shouldn't have told you those things,
I'm so sorry." She then began to cry.
"Oh my darling, please don't cry, I'm so glad you did tell me what you
have always wanted, we have never kept any secrets from each other, have
we?" June said to me in a soft voice, "I know I should have told you
sooner, but I was so afraid to I love you so much, but as a girl rather
than a boy, ever since you first told me what you liked doing, I felt
such a deep attraction to you, and the more its gone on, the stronger
I've felt."
"I must admit to you, "I said," that when we are girls together I feel
perfectly at home, we have so many laughs and such good time, and I do
love my clothes so I have decided to do what you ask, and dress as a
woman full time." June squealed with delight, and hugged me like I've
never been hugged before; I think she almost broke my ribs.
I will say for the next few weeks dressing as a woman was great, June had
persuaded me to get rid of all my male clothes and just have female
clothes in my wardrobe and drawers, which I didn't mind at all.
We still made love, but it was more like woman to woman except for the
end for me.
We were lying in bed after making love one night when June said," You
know Janet," that's what she called me all the time now."Since your
acting and dressing like a woman now, what do you think about having some
hormone treatment, so you can grow some real womanly breasts?"
I said, "I thought you were happy as we are."
"I am," she said, "but look at the fun and the pleasure you would get out
of them, just think everything you do to me, I would be able to do to
you, think about that, also when you wear a low cut dress or a bikini
you'll be really able to show them off. That would be a really sexy turn
on for us both." It did'ent take me long to think about it, as I was
really starting to have fun.
I started taking the hormones about a week later, within two weeks June
said to me, "I think we ought to go and buy you some new bra's your
starting to overflow in the ones you've got, we will only get a couple
until you finished growing, and my by the look of it you're going to be a
big girl Sis and the boys are going to love them.
"How do they feel, is it a nice feeling when I do this?" Then she
proceeded to squeeze my breasts and tweak my nipples, which caused then
to become erect and me to slightly buckle at the knees making a small
groaning sound. "Mmmm I see you do, I think we're going to have lots of
fun together little Sis, don't you?"
We both laughed and I said, "Yes I think we are, big Sis."
It was about a month later and my breasts had finally stopped growing, I
was now a 38 D cup, I soon found out all the pitfalls of having breasts,
like laying on your side in bed, the weight of them, the jiggling
movement of them bouncing around when you run, but the good side was how
erotic they were when someone, June that is, played with them, squeezing
them, sucking my nipples, biting them, until I had a type of climax, not
a normal man climax, more of a intense feeling of being hot starting from
the toes and going to the head. It was a wonderful feeling, and June
became as excited as I was when it happened. She said," Now you know what
a women's climax feels like but much, much more intense." I loved it, the
best of both worlds, I thought.
The following week June said, "I've been invited to a work friend's
party, on Saturday at about 8pm and I have asked her if I could bring my
Sister to, and guess what Sis, she said yes. And this can be your coming
out party as well." I was dump struck, I mean being with just June was
fine, but being with a lot of people who I never knew, men and woman as
well!!
June looked at me and laughed. "You will be fine," she said, "and it will
be a great laugh fooling all my friends, you will have a brilliant time."
"Then, when we get home."
"Right what shall you wear? Since it's a party definitely a short dress,
I think your red one will do it comes just about knee height, and has a
plunge neckline, you can also wear your lovely black frilly panties with
the suspenders attached, a pair of sheer seamed stockings, a black half
slip petticoat, your red high heels 4inch I think, and of course your
black uplift bra, which will make your boobs stick out even more, I want
you to really show them off, I'm getting so excited just thinking about
you and how you will look. I would say stunning at the least and that
should turn some boy's heads."
I said to June, "Are you sure that's not going over the top, I mean I
want to fit in not be the odd one out?"
She just replied, "No you will fit in perfectly, don't worry."
Well Saturday soon came around and we started to get ready about four pm,
what a laugh we had with two girls trying to share the same bathroom, the
same hairdryer and the same mirror, what a scream.
When we had finished we took stock of each other, and I will say I saw
two beautiful women looking back on us in the mirror. It was like an
exciting dream for us, our first public appearance with loads of people
there, would it all work out?
We arrived about 8.30pm and June introduced me as her little Sister Jan,
we had a few drinks and mingled round.
I made sure that I stayed as close to June as possible, Then two boy's
came up and started speaking to us, I carried on the conversation for a
little while with small talk, but I had the distinked impression they
were more interested in my boobs more than anything else, I looked at
June and all she could do was raise her eyebrows and smile.
As the music played on the boys asked if we would like to dance, I looked
at June with a worried face, "Of course we would," She said, so the boys
took us on the dance floor I jiggled about for a few minutes, when a slow
dance came on. Before I knew it, Jake that was the boys name, had pulled
me close put his arms around my waist, pulled me even closer to him and
started rubbing our bodies together making sure that he was rubbing my
breasts as well.
Before I knew it my nipples had started, of their own accord to get hard,
and protrude outwards.
I didn't know what to do; I mean he was a man, so was I.
I think.
He then started kissing my neck very softly up and down, it was giving me
goose pimples, then he gave me a full size love bite on my neck and I
liked it.
I could feel his hands sliding up and down on the sides of my body, then
one hand made its way up to my breast where he gently squeezed it,
causing my legs to quiver slightly and my mouth to give a slight moan.
I quickly looked at June who was at that moment having a full snog with
the other boy, she just winked at me, almost saying, go for it girl.
As I turned back to him, he started to kiss me, then all of a sudden his
tongue was down my throat as he squeezed my breasts and tweaked my hard
nipples. I was becoming overwhelmed with feelings. I thought this is not
right, but I was enjoying the sensation of it so much.
I felt his hard member rubbing against me, I did not know what to do I
started to panic, when June suddenly appeared, I sighed with relief, she
would help me out of this situation. "Well," she said, "you two look like
your enjoying yourselves, so don't let us stop you."
I opened my mouth to say something when June said, "If you want you can
come into the garden with us, it's a bit more private out there."
I looked at Jake and he said, "That's fine with me."
Quickly I said to June, "I must visit the ladies room first are you
coming."
She smiled and said, "Of course Sis."
As we walked across to the ladies I said in a panic, "What can I do, he's
already felt my boobs and gave me a long French kiss and then he gave me
a love bite on my neck, look. Help Sis HELP."
She looked at me smiling. "Well my darling little sister, you have got
three choices:
1- YOU CAN TELL HIM YOU'RE A MAN, BUT I DONT THINK THAT'S ADVIABLE.
2- YOU CAN TELL HIM YOU'RE ON YOUR PERIOD.
3 - IF HE IS VERY PERSISTANT YOU CAN ALLWAYS GIVE HIM RELIEF LIKE I DO TO
YOU SOMETIMES."
"You mean go down on him like a woman does to a man?"
"But Sis dear you are a woman, well almost so what's wrong with that, and
we can compare notes afterwards." She was really getting excited about me
going down on a man.
I thought what choice I have.
We went back to the boys and walked around the garden a while, June then
said, "Well if you two don't mind Tom and I are going for a stroll, by
ourselves, have fun you two, won't you." Jake just smiled and said, "We
will won't we Jan, I smiled back and sad "Yes we will." I was now
committed.
About two or three minutes later Jake grabbed me and started to kiss me
very passionately, running his hands up and down my thighs and rubbing
and squeezing my breasts, I was in a absolute state of pleasure, then he
slowly brought his hands up from my thighs to my panties, putting his
finger into the top of them to pull them down.
"Jake," I said, "I'm on my period at the moment." I saw his face drop.
"But don't worry," I said, "I can still do something to help you," and
began to rub his trousers where his hard member was. I then undid his
trousers and pulled them down as I knelt down facing him and the biggest
cock I had ever seen in my life, but I was committed.
Remembering what June used to do to me, I started licking the top of his
cock, teasing it with my tongue, until he started squirming, then very
slowly
I started to put it into my moth, sucking it up and down, rubbing my
hands up and down on the inside of his thighs. He started to grunt as I
carried on, I was getting ready to take his member out of my mouth before
he came, but he grabbed my hair and started to fuck my mouth until he had
started to cum and by George did he come, at one point I thought I was
going to choke, so the only thing I could do was swallow all of his cum,
and there was a lot of it.
I will say it did not taste as bad as I thought it would, in fact it was
quite nice, so when he had finished I licked the rest of the cum off his
dick, and then smiling I pulled his trousers up, I said, "Well did you
like that, maybe when I'm off my period you could do the same to me." He
just nodded his head and said, "Wow that's the best suck off I've ever
had."
I just smiled and replied, "Thank you."
June and I met a little bit further down the garden, as the two boys went
off. June said to me, "Well how did it go with your first boy? What
happened? Tell me all Sis, tell me all, but first let me get a tissue out
of my bag as you've something on the side of your mouth. I wonder what it
could be."
She wiped the little piece of cum from my mouth, and we both giggled and
then started laughing together.
Sis said, "Well Jan I think your well on your way to becoming a real girl
now. I think we should start to plan the operation, and then we can
really have some fun together."
I replied, "I think you're right big Sis, I think you're right."
Dottie
- 06.05.2022
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