Chelsea Starts School
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Chelsea Is Enrolled In Sissy School free porn video
Chelsea is Enrolled in Sissy School
By Sissie Maid Cuckold
"I think you should send Chelsea to Ms. Stern's Sissy Maid school,"
said Sylvia.
"What is a sissy maid school?" asked Jessica.
"It's a school for pansies like Chelsea that teaches them proper maid,
sissy and cuckold things."
"Are you serious? They really have such things?"
"Yes, they most certainly do. There are a lot more women than you might
think that have a sissy husband, boyfriend or son and many of them have
begun to understand the concept of a proper education. There are many
such schools but Ms. Stern's is a complete course that takes 6 weeks.
Some of them are day courses or a few days or a week but if you are
serious I would recommend Ms. Stern's six-week course. I sent my late
husband there and was quite well satisfied with the results."
"What does something like that cost?"
"It's not cheap, her course is $12,000."
"Oh dear, I could never afford something like that."
"I know that Jessica and that's why I will pay for it."
"Oh no Sylvia, I could not ask you to do that."
"You are not asking me to do anything I am offering and you should take
me up on my offer, I know you will not be disappointed."
"I am sure I would not but Sylvia that's way to much money for you to
spend on Chelsea."
"Jessica, it's a good investment. I want to see Chelsea well trained
and you well satisfied."
"But still it's too much money, no, I cannot accept your offer."
"Listen to me Jessica, I have no heirs. I have more money than I will
ever need. Now I am insisting that if you think its beneficial for
Chelsea to go to the sissy school that I be permitted to pay her way."
Jessica thought it over for a second. She did not like to take money
without earing it. "Ok Sylvia but what can I do to repay you I don't
want a handout."
"Well Ok how about you agree to have Chelsea clean my home two days a
week from now on. I will still pay her wages, that's only fair. I just
want a guarantee she will be working for me."
Jessica laughed. "Ok Sylvia, I know when I am beat, it's a deal. By the
way, tell me about this school that I have just agreed to?"
"Well, Ok, Victoria...that is MS. Stern started the school oh I'd guess
some 20 years ago when she decided to transform both her husband and
her son into a sissy maid. As time went on she added a cuckold training
course into the program."
"Wow! She really turned her husband and her son into sissy maids?"
"She most certainly did. Her sissy son is now the property of a
Physician woman in NY City and has remained a sissy serving properly."
"I never heard of this kind of thing before. I am amazed."
"Well its not fully main stream but there are many tens of thousands of
women in this country that have sissified and maintain the
sissification of their males and its growing exponentially. Watch the
news and see how many boys are now attending school as girls. It's
everywhere and growing.
So anyway, the school is 6 weeks long and she only accepts 6 students
at a time. Victoria and I have become close friends over the years
since my husband's attendance so I have some pull and I am sure I can
get Chelsea in her next course."
"When will that be?"
"Her next class starts Monday."
"Oh wow! What all do we have to get ready?"
"Not that much really. Just pack her clothes. But I need to tell you
that you also will need to participate in the school."
"Oh, Sylvia I can't, I have to work and I don't want to lose this job.
It's a good one and the boss likes me."
"No problem Jessica, you won't have to take time from work at all.
Victoria wants you to review Chelsea's progress and compliment her on
it. She will also want you to share photos and information on your
lovers."
"But I don't have any lovers?"
"Well my dear its time you change that."
"But..."
"No butts, you don't plan on depending on Chelsea to satisfy your
sexual needs...do you?"
"No of course not!"
"Well then, what do you plan to do, by a vibrator?"
"Sylvia!"
"Look, Jessica, we all have our needs. I most certainly have mine, I
have explained that to you already. You need to embrace this lifestyle
and to do that you need to get a couple of lovers."
"A couple of them? Seriously, just like that?"
"Jessica you are a very pretty girl. Now you can't tell me that you
don't get hit on several times a week at least."
"Yes, but I would not want to be with most of them."
"Ok Jessica now be serious. Tell me about the guy that you think is
hottest that you know."
"Well I guess that would be Tom Landry, He was in my class in school.
He was the football quarter back. He's a hunk."
"Did you ever date him?"
"No, he never asked me. I sort of blossomed in my last year but he was
already going with another girl."
"Is he still going with her?"
"No, she went out of state to school. As far as I know he's not going
with anyone right now."
"Do you see him often? It sounds like you do to know this or how do you
know?"
"He lives about 5 houses down from me so ya I see him coming and going
a lot."
"He lives almost next door to you? Jessica! What does Chelsea think of
him?"
"Oh, that's a problem. Chelsea does not like Tom at all. Tom used to
bully Chelsea in school, tease him about being a wimp and a sissy."
"I see, well actually that's a good thing Jessica. He could be the best
choice. You would have to rein him in a bit so he did not overdo it
with Chelsea but I think you should hook up with him and see if he is
any good in bed."
"Oh, I am sure he is quite good from what the girls used to say about
him in high school."
"Ok anybody else? That you like and think may be a possibility?"
"Well, I guess my boss might be. He really seems to like me and has
invited me to diner a few times but I turned him down."
"Why?"
"Oh, he is about 15 years older than me and more of a father figure but
he is hot."
"He sounds like he could be perfect as well. It would certainly give
Chelsea something to think about every time you left for work."
"I guess, but is that a good thing?"
"Yes, a cuckold must be kept on his toes at all times. He must
understand that it's his privilege to be with you and make sure you
enjoy and are satisfied. I really think you need to work on both men."
"You are making me feel strange Sylvia."
"You are feeling like a woman who has a means to be satisfied dear."
"So, what do you want me to do now?"
"I will call Victoria right now and get back to you as soon as I talk
to her. Do you think Chelsea's mother will be a problem?"
"No, I don't think so. They both have been sort of hands off since you
and I have come into the picture."
"Ok good, talk to you in a few...Bye."
"..........Victoria...Sylvia here...how are you?"
"Oh Sylvia, I am great how about you?"
"I am doing quite well thank you. Listen, I have a candidate for your
school, what's the status of your next class?"
"Well its full, well just a minute I have not gotten the fee for the
last student yet. You have somebody you want enrolled?"
"Yes and no. Her name is Chelsea and she is going to marry a fine young
woman named Jessica and I want to sponsor Chelsea for Jessica."
"I see, you must think a lot of these two to do that, you know what my
fees are!"
"Victoria, I have more money than I can ever spend why not help out
some young folks and get them started down the right path?"
"I hear you. It's very nice of you to do this, tell me about the
candidate."
Sylvia told the entire story to Victoria who seemed to be very
impressed. They discussed Chelsea for some time and Jessica as well.
Sylvia told Victoria that she had informed Jessica of her need to
participate and that she had been somewhat reluctant on the cuckolding
part. Victoria told Sylvia that many women were reluctant until they
got started then they made a full 180 degree turn and really embraced
it.
"Ok Sylvia, you have convinced me of her qualifications. When do you
want her to start?"
"Monday if that works for you I can wire the money right away."
"Oh, just send me a check I know you are good for it. Ok what's
Jessica's number I will need to go over her responsibilities with her."
"Thank you, Victoria, I really appreciate your squeezing the little
pansy in." Sylvia then gave Victoria Jessica's number. "I was going to
call her back but if you are going to call her right away I won't."
"As soon as we hang up. Thanks Sylvia."
*********************************************************************
Ring...Ring...Ring..."Hello?"
"Hello this is Victoria Stern is this Jessica?"
"Oh ...yes Ms. Stern...did you talk with Sylvia?"
"Yes, that is why I am calling. She has sponsored Chelsea to take my
six-week course on sissification, maid duties and cuckolding and I need
to go over a few things with you, if you have the time."
"Oh sure, no problem, Ms. Reynolds is such a wonderful person she has
already helped us so much."
"Yes, she is, she is a wonderful woman. You know I had her sissy
husband in my school years, ago don't you?"
"Yes, she told me how wonderful your school is and why she thought
Chelsea should go. I have a great deal of trust and Faith in her."
"As you should, you do know she is covering the cost of the school and
how much it is?"
"Yes, she told me and I tried to talk her out of paying for it but she
would have none of it. I don't like handouts."
"Jessica, you must not think of it as a handout. Think of it as a hand
up. She wants to mentor you and if you take my advice you will allow
her to do so. She is not only a very intelligent and successful woman
she has a big heart but more importantly she is a very good judge of
character so if she is helping you it means you have a lot of
potential."
"I guess I hadn't thought about all of that Ms. Stern, thank you for
sharing that with me. I will not let her down."
"It's not her that you would let down Jessica. What you need to
understand is that the person you would let down is you and Chelsea.
From what Sylvia has told me Chelsea is meant to be a sissy. He has no
manliness in him at all and even his mother and sister recognized this
and enforced his sissifcation. A male like Chelsea cannot function in
our world as a man he is much better off as a sissy, a maid and even a
cuckold. You are doing her a favor by insisting she remain feminine and
submissive. You do understand that...don't you?"
"Yes, I think I do but I am learning more and more all the time to be
honest."
"That's normal dear. Sylvia and I are here to help you. It's a lot to
undertake all at one time. Eventually these things will be taught by
mothers to daughters and handed down and practiced in most homes and
will become perfectly common but for now it's still an area that is not
well understood. Thus, the school. I need to talk to you about your
participation Jessica."
"Ok go ahead I am ready."
"There are two areas that I will want you to participate in. The first
is what I call academic approval. This is where we will send you all of
Chelsea's accomplishments, grades etc. and you will then encourage and
praise her on them. You will respond with some guidance from us and
then Chelsea will read your letters in front of her class mates. This
is designed to be an area of positive reinforcement.
For example. Lets say she gest a good grade on cleaning a bathroom. You
would say something like.
"You are such a good little girl Chelsea, I just knew you could be a
great maid and getting an A in bathroom cleaning just proves it. I
can't wait to show you off to my friends and let them watch you clean
our bathroom. I am sure they will love it sweetie. Keep up the great
work my little pansy, I am so proud of you."
I am sure you can see the positive reinforcement that Chelsea will get.
It simply confirms he is meant to be a maid and you want him to be your
maid and will show him off. It imprints on the pantie waist's mind that
he is not a man and must strive to be a great sissified maid to make
you happy."
"I see, that sounds pretty easy."
"It is but its crucial to his success so you must not put it off."
"Oh, I won't Ms. Stern, I promise you I won't."
"Good, now the second part can be a bit more challenging for a young
woman like yourself but I assure you once you get into it, it will
become not only easy but wickedly fun."
"Is this the part about the cuckolding?"
"Yes Jessica, it is. We have learned over the years that either
sissifcation or cuckolding is a very effective means of controlling and
subjugating the male to your will and pleasure. But we have found that
combing the two is 4 times as effective as either one is by itself.
It's the true means to full control and perfect happiness."
"I see."
"So, I will insist that you acquire two lovers. Why two? Because it
imprints on the twerp's mind that you can have any man you want. Will
have any man you want, that he can not measure up and you are in
control."
"What happens if I only have one? Lover I mean."
"It's simply not as effective Jessica. He may think its just a love
affair and its not the same if you have multiple partners. No dear you
need to have at least two."
"Sylvia already talked to me about this and I have identified two men
that I am pretty sure I can hook up with pretty fast."
"Ok good. But there is more than just hooking up. You will need to do
photos of you two out on a date, kissing, dancing close, naked, making
love..."
"But I don't know if I could take naked pictures..."
"Jessica, they need not show detail. Like for example the two of you
between the sheets tells the tale you don't need to expose anything
sexual."
"Oh! Ok! I get it now."
"Good. You can do things like buy a new hot dress and getting ready
taking a picture of you ready to go out and then greeting him at the
door and kissing, trust me, his imagination will do the rest."
"Ok, that sort of sounds fun actually."
"Oh, it is, it really is and you will love the power you get from it.
Give it a little time it does not happen overnight for most women."
"I will Ms. Stern I really will do my best."
"I am sure you will but there is more. Each date will be written down
and sent to Chelsea. Photos and text will then be given to her to read
and show in front of the class. So, you will tell what a manly and
wonderful lover your guy is and praise him over and over. If you can
throw a comparison in then do so. This part is to ensure that Chelsea
does not see himself as a man by having real men tossed in his face.
Try to make the words as sexual and dominating of Chelsea s possible.
We can help you with this as well."
"It must be quite humiliating for a sissy to read and show this to the
class?"
"Oh, it is and we make it even more so by emphasizing specific parts of
it. But it prepares them for the life of a cuckold and that is
important. You want a sissy who will not just ignore that you have
lovers, but one who will embrace your need for other men, real men. Men
who can and will do what Chelsea cannot. So, tell me about the
candidates you have picked out for lovers?"
"Well the first is a boy I went to high school with, he was the quarter
back and a bully to Chelsea..."
"He bullied Chelsea?"
"Yes constantly."
"That is perfect. This will really get to Chelsea. And the other?"
"The other one is my boss at work, he's a bit older than I am..."
"Oh, Jessica you have found the two most perfect guys you could find.
Lets just hope they are good in bed."
"I think they are at least the rumors are that they are."
"Good...VERY GOOD! Alright Chelsea is scheduled to start School Monday
morning. You will need to drop her off Sunday afternoon for Induction,
you are encouraged to stay for the opening part its about 2 hours
long."
"Ok, sounds good. May I bring a guest or two?"
"Who did you have in mind?"
"Well Sylvia for sure and I wanted to invite Chelsea's mother and
sister if I could."
"Yes, I think they will all be fine. We just don't want disrupters we
want this to be a fully positive experience and atmosphere."
"Oh no doubt they will all be supportive."
"All right, very well, we will see you all on Sunday."
"Thank you, Ms. Stern and good bye."
*********************************************************************
"Chelsea, you know how we have been educating you for marriage?"
"Yes Ms. Jessica, have I done something wrong?"
"No dear, you have been very good. But I have great news. Ms. Reynolds
thinks so much of your progress that she has offered to pay your
tuition at a professional sissification school. Isn't that wonderful?"
"Really...but what does that mean?"
"Well it means she really likes you and cares about us. She sent her
husband to the school some years ago and now she wants us to send you
there. It will teach you a lot more than we can teach you and in a
shorter amount of time."
"Oh. So, I have to go away to school? How long is it?"
"Yes, you will. Its 6 weeks long."
"Six weeks? Oh Ms. Jessica I don't think I could stand to be away from
you that long."
"I know it seems forever but its only a one-time thing and after you
graduate you will be a perfect sissy pantie waist cuckold now wont that
be nice?"
Chelsea was not the brightest star in the sky but she was certainly
smart enough to know that Ms. Jessica did her thinking for her and to
agree with Ms. Jessica even if she did not know why.
"Yes Ms. Jessica that sounds nice."
"The school is set up so I can follow your progress and even interact
with you on a daily basis by internet so it would be so bad and you
will be such the perfect pansy when they are done with you I will be
sooo proud of you."
"Ok."
"We need to leave Sunday morning to get there in time for the afternoon
ceremonies. I was thinking of inviting Ms. Reynolds, your mother and
your sister."
"Do you think they will go?"
"I don't know, why don't you write each of them an invitation and we
will find out? I will help you draft the note so they have some
details."
Chelsea loved to do things with Jessica so she quickly agreed. The two
got some paper and Chelsea wrote what Jessica told her. The note was
the same for each with only the name changed.
Chelsea wrote in pink ink.
"Dear Ms. Reynolds. I am going to be going to sissy maid cuckold school
this Sunday morning. The school will last for six weeks and then there
will be a graduation ceremony. I would like to invite you to attend
both my induction and my graduation. I will learn how to be more
feminine, submissive, obedient, subservient, and to perform my maid
duties in a professional manner. I will also learn to be a great
cuckold as Ms. Jessica plans to keep me as a cuckold throughout out our
marriage and enjoy the benefits of real men.
Please let Ms. Jessica know right away if you can make it by responding
on this note.
Curtsy,
Chelsea"
Chelsea made two more copies.
"Very good Chelsea, now I want you to walk over to your mother's house
and give these to her and your sister and wait their answer. Once they
have responded in writing on this invitation you are to return to me
then you will go to Ms. Reynolds and get her answer."
Chelsea curtsied and left for mother's house.
"What are these Chelsea?"
"They are invitations for both of you to read."
His mother opened her's first followed by his sister. His sister kept
putting her hand over her mouth as she read it. Both ladies had smiles
on their faces.
They looked at each other when they were finished and nodded their
heads. Mother got two pens and both women penned their positive
response to the invitations. They handed them back to Chelsea with big
grins on their faces. Chelsea curtsied and left to give then to Ms.
Jessica.
She curtsied to Ms. Jessica and then handed her the responses. Jessica
was very pleased to see that both women planed to attend.
"Ok Chelsea now go and see Ms. Reynolds and do not forget to thank her
for the wonderful opportunity she had given you."
Chelsea curtsied to Ms. Jessica and left to invite Ms. Reynolds.
Ms. Reynolds was happy as always to see Chelsea.
"What brings you to my home today Chelsea?"
"I have an invitation to give to you from Ms. Jessica and myself."
"Oh? Let me read it."
Sylvia of course knew all about the school but still she was quite
pleased and proud to see that Jessica had put together a formal
request.
"Well yes I most certainly will attend Chelsea. I would love to. I
think you are going to make a perfect sissy maid cuckold, don't you?"
"Thank you, Ms. Reynolds. That is so kind of you to say. Yes, I hope so
I hope I do. Ma'am, I know you sponsored me and I want to thank you
very, very much for doing so."
"Oh, you are very welcome Chelsea. I told you the first time we met
that I would do everything I could to help you."
"Yes, Ma'am you most certainly did and I am so glad to have met you
like I did, you have turned my life around and made it perfect."
"What part of the school are you looking forward to the most Chelsea?"
"Oh, I guess the maid part I really love being a maid and maybe I can
learn some things and be even better."
"Good girl. What about the cuckolding part?"
"Honestly ma'am I am still hoping that Ms. Jessica would at least give
me a try, I mean maybe I could make her happy."
"I see. I don't think that's a very good idea. I think its pretty
selfish on your part, don't you think it's selfish Chelsea?"
"Why just because I want to try and have sex with her?"
"The key word is TRY Chelsea. A woman needs to be satisfied by a man.
She depends on the man's ability to satisfy her. If he can't she
becomes very frustrated and if it happens over time she will become
very angry and hard to get along with. So, you see, if your little
weenie is inadequate you only frustrate her and cause anxiety problems.
And lets face it you know you are way undersized. I gave you the photos
to look at and you saw the size of dicks on real men. Its really just
so much better if you remain celibate and a virgin for Ms. Jessica.
Your commitment here is crucial to not only her happiness but yours."
"But how will it make me happy?"
"A true sissy maid cuckold knows she can only be happy if her mistress
is happy. I promise you that if Ms. Jessica is NOT happy your life will
be miserable but if she is happy your life will be wonderful. Now I ask
you which way she will be happy...trying to get your little dickette
hard and inserted in her or having sex with a man with an 8" rock hard
thick cock?"
"I guess the real man."
"Good guess."
"Thank you, Ms. Reynolds."
"My late husband had concerns at first to but in time he learned to
enjoy seeing other men, real men pleasure me."
"You mean he really liked it? He liked seeing other men fuck you? I
think it would be so humiliating."
"Well of course it is humiliating but if you love Jessica like he loved
me you will embrace your humiliation. Its your badge of courage and
proves your love for her. You will learn to love being humiliated and
you will love learning how to serve your wife's lovers."
"I really will?"
"Yes, Chelsea you really will. Now get back home and Lest Jessica know
my answer."
"Yes Ma'am, right away Ma'am."
Chelsea curtsied and left.
Julianne
- 19.10.2021
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