Bi-Sissy

“Come in, Jean. This is a surprise. I didn’t expect you until next week.”

“I came early, Lynnette. When you told me that you were going to be do
some intensive sissy training, I just thought I could give you a hand
for a few days. “I’m glad you came early, Jean. We’ll have some fun and
you certainly can be of help. I’m in the middle of giving Prissy her first
permanent. We can chat while I complete it. “Prissy, this is Ms. Jean.
She will be visiting for a few days.” When Ms. Jean came in, I immediately
stood up and curtseyed. Ms. Lynnette had put me in a posture collar, tight
enough to be very uncomfortable.. After being introduced, I again curtseyed
and said, “ I’m glad to meet you, Ma’am.” “Prissy, you may hang up Jean’s
coat, serve her a cup of hot coffee and then we will finish your rollup.”
After doing what I was told, I again sat down on the straight chair in
front of the easy chair, in which Lady Lynnette was sitting and she continued
my rollup. Ms. Jean and Lady Lynnette chatted. In my silence, I felt the
constant discomfort from the collar holding my head rigidly. The perm
rods were being rolled tightly. “Do you remember your first perm, Jean.?
I remember being excited that I was going to have a grownup hairstyle.
This will be a meaningful experience for Prissy.; her first step into
at least weekly sets and daily care. She will understand at a very deep
level, that her hair is her crowning glory requiring constant attention..”
“When I got my first perm, Lynnette, I guess, I pretty much felt as you
did. Watching your sissy, I never really realized before how demeaning
and humiliating it must be for a real man to be getting a perm! You really
know how to train sissies, Lynnette, and make them useless as men, even
to themselves. I’m curious, though, why do you have her in a posture collar
and why is it so tight? The poor dear looks so uncomfortable.” “Well,
Jean, to put it simply, Prissy is being punished for lack of concentration.
It will remain on until I decide that she can be trusted to concentrate
on the subtleties of her training. I may loosen it a bit, if she performs
really well in doing something, but, I will tighten it up for the slightest
infraction. Looking at her, you would not know that she was once a senior
executive. Now, she must get permission for just about everything, even
to use the bathroom. A general fact about training sissies, like Prissy,
is that they try to control from the bottom, sometimes, not even realizing
it. So they must be broken and sort of have their minds rewired so they
think, behave and deeply believe that they are just obedient servant girls,
our slaves. They become, sort of, scatter brained and are easily confused.
Concentrating on instant obedience and expert performance of the menial
becomes an issue, hence the collar. You see, Jean, we must treat sissies,
like Prissy, as we would treat a child, we love, with behavioral problems
or a favorite slow learning spirited dog. Right now, Prissy is listening
to everything we’re saying. In her silence, she is seething in shame,
humiliation and discomfort. She wants to scream and deny what she is and
what is happening to her. But, she will remain still, compliant and obedient.
Within a couple of weeks, the shame and obedience will be replaced with
a sense of freedom in the restrictions and limitations I will impose on
her as my slave. Her overwhelming desire will be to please me, or any
woman. From that time on, she will only have to be trained to do things
and to practice them. To put it another way, Jean, within a few weeks,
Prissy will be mentally castrated.” “That’s just fascinating, Lynnette.”
I was filled with shame and humiliation as I listened to the ladies chatting;
sitting up very primly, ankles crossed, my hands folded. My head and neck
ached, my girdle felt more constraining with each breath and I had to
use the bathroom. I meekly raised my right hand asking for permission
to speak. “What do you want to say Prissy” “May I please have permission
to use the little girls room, Lady Lynnette?” “You may, after I have finished
your rollup.” “Thank you, Ma’am” They continued to chat. Hours later my
perm was done and my hair set in rollers covered with a pink hairnet.
The room had an ammonia smell from the permanent wave lotion and I was
a little tired. “Prissy, you will be sleeping in rollers tonight. It’s
uncomfortable, but, something we all learn to do. Tomorrow, when we brush
out your set and you see what pretty curls you have, you will be glad
that you slept in rollers. The next big thing happened in the evening
after I had served supper. While I was doing the dishes and cleaning up
from supper, the ladies got into an intense discussion. I could hear only
snipits. I did hear Lady Lynnette tell Ms. Jean that maybe her idea was
a good one and that it would shorten the process. Ms. Jean then made a
phone call. She then came back and told Lady Lynnette that everything
was all set.. “Prissy, come here. Ms. Jean has a little surprise for you.”
I came into the room, curtseyed, and kneeled before Ms. Jean. I was nervous
and tired, Fortunately, Lady Lynnette had loosened my collar a notch for
doing so well serving supper, which made me feel good, at the time. “
Well, Prissy, you are going to have an adventure tomorrow. We have invited
a friend of mine who likes girls like you and your going to prepare a
nice dinner for him and then he is going to spend the night teaching you
how to please a man. His name is Jerry, very tall and muscular and all
man, Dear. Even in 4” heels, he will tower over you. He is not the brightest
bulb in the lamp, but, neither are you Sweets, so you will make a good
pair. We are going to visit friends tomorrow night and will return Thursday
morning.” As I listened to Ms. Jean, I began to feel very flushed and
scared. I felt trapped. I didn’t know what to do. I turned to Lady Lynnette
and burst out, “ Oh, Lady Lynnette, please don’t make me do this. I’m
not that kind of girl. All I want to is to be your maid.. Please don’t
make me do this.” “Come here, Prissy, and get down on your knees” Lady
Lynnette ordered in a sharp tone. After tightening my collar, she cupped
my face in her hands and looked down at me with a kind and pitiful look.
“I know, Hon, how you are feeling. I’m going to make a few things clear
to help you understand. First, Prissy, I know what kind of girl we both
want you to become. That’s not the point, Hon. The fact is that being
penetrated and learning to please a man is an essential part of being
a girl, any kind of girl. We all learn this and so will you. We all have
many of the same feelings you are having the first time we are with a
man. We are going to spend tomorrow getting you ready for your adventure.
We’ll keep your hair set until the last minute. After you finish dinner
preparations, we will help you dress, do your makeup and nails. You will
be wearing a pink French maid’s uniform, short, with frilly petticoats,
panties and matching pink 4” heel pumps. You won’t believe, Hon, how pretty
and attractive you will look to your man! Now, my girl, what was that
out burst. You know that I will not tolerate such behavior. I’m afraid
that you are going to receive a severe whipping.. It will really hurt
and will leave marks, I’m sad to say. But, we will explain them to Jerry.
I’m confident that it will not interfere with his pleasure so that there
is no need to be embarrassed at his seeing the marks from your being punished.
I really wish, I didn’t have to do this, but, it is for your own good,
Hon. Now, you may fetch the riding crop with the large knotted leather
tip Because of the severity of the whipping, you will be tied down on
your bed with your bottom exposed and legs spread to expose the tender
inside of your thighs to the whip . After I am done, Hon, the marks will
be bathed with salt water that will help in the healing, but, will be
very painful, which can’t be helped. Your going to remain strung up and
we will console you while you come to terms with the pain and think about
why you were whipped. Just know, Hon, that I will be sharing your discomfort
and will be feeling very sorry for you. The ladies chatted, as they prepared
me. I was almost on the verge of fainting from fright, shame and humiliation
at what was going to happen. I vowed to myself that I was not going to
cry or beg. As they tied me down on the bed, they tried to provide comfort
with pillows and well padded restraints, but, when all was said and done,
I was hanging with an exposed bottom and legs spread. At one point, I
heard Ms. Jean laughingly comment that she thought that I would not be
bothered by the discomfort of sleeping in rollers tonight. It was an eternity
before Lady Lynnette stopped. After what seemed like hours, but, was only
a couple of minutes, I started to cry and scream begging Lady Lynnette
to stop. She would stop for a minute, wipe away the tears and tell me
in a loving and sympathetic tone, that it would be over soon.. Finally,
she stopped for good. The pain was almost unbearable and just when there
was a slight let up, she started applying the salt water to the marks
and the pain became almost unbearable again! Through the gush of tears,
heavy breathing and aching pain, I barely heard, Lady Lynnette, ordere
me to thank her for whipping me. After I did, the pain became a bit more
bearable, I think. The ladies sat with me for the hours that I remained
strung up. They chatted and consoled me I was exhausted, when I was released
and gently made comfortable for the night. Lady Lynnette, kissed me good
night and told me to think about how much better things will be when I
fully accept that I am just a mere slave girl. The ongoing pain and aching
were finally overcome by sleep. I was not bothered by any discomfort from
sleeping in rollers! I wondered about tomorrow. I woke up and immediately
felt a lot of stiffness and discomfort which were alleviated, somewhat,
by a hot bath. Ms. Jean said, “ We are going to pamper you today, Dear,
in preparation for tonight. Until we help you dress for tonight, just
wear a housecoat over a bra and panties.” After serving and cleaning up
after breakfast, the ladies talked to me as they would a nervous young
girl about to have sex for the first time. ”Jean, why don’t you get a
dildo while Prissy and I have a girl to girl talk. Now, Prissy, we are
going to give you some training with a dildo so you will have some idea
of what to do to make sure that Jerry is fully satisfied. You must concentrate
on keeping Jerry’s penis fully erect and since you have only two holes
for him to use, rather than three, it will be up to you to make sure that
he doesn’t want the third hole. His penis must command your full loving
attention. Remember that, Prissy. To him you are just an object to prepare
his penis for penetration and then to penetrate. He will fondle your tits
and your whole body. You must, Hon, be totally submissive and try to make
it as easy as possible for him to do whatever he desires. Men have huge
egos and think that all we really want is for them to honor us with their
penises, so each time, he penetrates you from the rear, ask him if you
could put in a tampon to hold his cum in your body. He will take that
as an act of appreciation on your part of what he has just done and will
quickly get in the mood to honor you again! Two of your best assets, Hon,
are your mouth and tongue. At every opportunity, without being blatantly
obvious, encourage Jerry to use your mouth as a home for his penis. Act,
as if, it is an object of worship to you. Always be gentle and slow in
licking it to erection. Then, slowly and smoothly take it, deeply, into
your mouth and then by slowly manipulating your mouth and tongue bring
it to climax and discharge. After swallowing his cum with a loving smile
on your face, beg him to let you kiss and lick his now, spent penis. He
will be happy and think that you worship his penis and will want to give
you other opportunities to worship his penis for his pleasure. A man is
really led around by his penis. By constantly showing loving, worshipful
and submissive respect for a man’s penis we can often get what we really
want from them. There is just one more thing you have to remember, Hon.
Jean, give me the dildo and, Prissy, bend over and pull down your panties.
Always remember to push out as hard as you can when you feel a penis going
in, like this…..push harder girl…..harder. There, it’s in. When you push,
your muscles relax , providing easier access. I hope you can get through
tonight without incident or too much pain. Next week, I’ll begin to widen
your rear hole so that it will be able to accommodate even a very large
penis with little difficulty. I’ll do it by putting a dildo in for several
hours a day. Each days dildo will be larger than the previous days. By
the time we are done,Hon, you won’t believe the size of the dildo or penis,
your rear passage will be able to tolerate. Now, Prissy, remember everything
I’ve told you. They are things that every girl has to know. I know you
are dreading tonight and will not enjoy it. But, remember this, Deary,
if Jerry, doesn’t tell me that you were a great fuck and that he wants
to fuck you again, I will put you in a living hell. Do you understand,
Prissy?” “Yes, Lady Lynnette.” The rest of the day was spent in preparing
me, both mentally and physically. They reinforced the points and details
of what every girl should know about men. I was given three enemas to
make me very clean. Everything was focused on pleasing Jerry. For example,
I was tightly laced up in a corset that was more like a corsolette and
after attaching my black nylons to the garters and putting on my matching
panties and bra, they took time to make sure that my rear passage and
round girlish bottom, was totally available for whatever Jerry might want
to do. I had to wear the 4” heels all afternoon to get use to them since
I had been wearing pumps with only a 1’ heel. After a few hours in the
4” heels, I was shown how they forced my breasts out, arched my back and
gave my rounded girlish rear a nice wiggle when I walked. I was finally
ready about ten minutes before Jerry was do. The ladies left and I had
a few minutes to think about being only a feminine sex object totally
devoted to pleasing a man! I awoke from a deep sleep. I noticed that Jerry
had already left. I had survived the night and I felt strange, sort of
, contented. As I thought about what had happened, I was grateful to Lady
Lynnette for the detailed advice she had given me. I tried to act just
as she advised and Jerry seemed pleased. I laughed to myself when I realized
that I had offered and he had taken everything I had to give him, as a
woman! . The ache in muscles that I didn’t know I had, attested to the
fact that I had been well fucked! I took a long hot bath. As I was dressing,
it dawned on me, for the first time, how absolutely natural it was to
be putting on a bra and panty girdle; the instant girlish anger, I felt,
when I ran a nylon and the deep concern, I had, in doing my makeup and
hair. I knew that I would seek permission to wear higher heels because
I liked the feeling in knowing that they thrust my breasts forward and
gave me a girlish wiggle when I walked. And, I decided to ask for corset
training, because, I realized, how important it was to me, to have a girlish
figure, in order, to be more attractive and desirable to men generally
and Jerry, in particular! The ladies came home while I was doing a load
of laundry. I stopped what I was doing and curtseyed. Ms. Jean, said,
“Congradulations Prissy, apparently you did very well because Jerry called
me and said that you were a great fuck and that he wants you to be one
of his regular girls, but, that he wanted your rear passage widened, which
we already knew, didn’t we?” “Oh, yes , Ma’am. I’m really looking forward
to having my rear hole widened because I know it will add to Jerry’s pleasure
and convenience. Thank you, Ms. Jean.” And I curtseyed. “ I’m proud of
you, girl! You obviously took my advice to heart with wonderful results.
How do you feel, now, Prissy?” “ Well, Lady Lynette, I feel a bit strange,
contented, accomplished and accepting. And, I’m finding it difficult to
think about any thing other than the desire to be deeply feminine, in
all aspects of my life, to be a poster girl, every day, for obedience
and quiet performance in service to women and to really be your slave
girl, Lady Lynnette.” I naturally went to my knees and placed my head
at her feet. “ That’s very good, Prissy. You are now a girl who just happens
to be a sissy and I am confident that you have accepted, at the deepest
level, the fact that you are and want to be, with all your heart, my slave
girl! By the way, girl, I am going release you from your chastity belt
since your little “thing” is now a useless appendage. The estrogen that
you will be taking, every day, will shrivil it further as well as filling
out your breasts and widening your hips. Finally, Hon, you wear a gold
slave collar that will be welded closed which will contain your name and
identify as you as my property and matching gold earrings with gold disks
hanging from them, each one containing the name of a member of my family.
Each time you feel the collar, which will be comfortably snug and each
time you hear the tingle of the disks hanging from your ears, you will
be reminded that you are nothing but something I own, like my easy chair”
“Thank you, Ma’am, May I make a request? “What is it, Hon?” “Well, Ma’am,
may I wear 4’’ heels all the time? Can I have corset training and when
my waist gets down to where it should be, can I suggest some new clothes
and can I go to cosmetology school and can I select a perfume of my own
and select some new cosmetics? “ “That was quite a list of requests, Hon,”
said a smiling Lady Lynnette, winking at Ms. Jean. “ We’ll see, now you
may serve us a coke, Prissy, and then prepare lunch and finish the laundry.”
“Yes, Ma’am. Thank you for letting me make these requests”. I curtseyed
and went about my business. I heard the ladies starting to laugh when
I got out of earshot. “What a difference a day makes, Lynnette! But, it
looks like your going to have some costly challenges in managing Prissy’s
feminine development. I think you have a teenage girl on your hands.”
Ms. Jean, said laughingly. “It does look that way, doesn’t? I never imagined
that I would have to train a slave with the mentality of a teenager. I’m
sure, I’ll let her do most of those things as well as much more like painful
cramps and the hassles of her monthly periods, which will start tomorrow.
Just, imagine, Jean, what fun it will be for us to watch Prissy deal with
4’’ heels, a tight corset and her period, all at the same time. I bet
some of her girlish enthusiasim will be subdued, but, it will be great
learning experience for her! Why don’t you stay a few months and help,
Jean. She has so much to learn and she will be a handful to manage. But,
at least, we both know that training girls is easier than training boys!”