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So-Called Friend Part 5 free porn video
So-Called Friend part 5
By Jennifer Allison
Billy and I had to lay back and rest for a few minutes.
Finally I said, "It's time to make your fantasy come to
life."
I went over and covered my vanity mirror.
"Why did you do that?" he asked.
"I didn't want you to peek until I'm done. It'll ruin the
effect."
"I'll put myself in your capable hands." As I trimmed
Billy's eyebrows he said, "I hope you don't make them to
feminine."
"No just a little unisexual."
Then came the face powder followed by the blush. I could
see what effect I was having on Billy. His woodie told me.
"It looks like you like the idea of becoming my girl."
"I guess I do?"
"Have you ever thought of becoming a girl full time? I
don't just mean dressing up like a girl but a girl with
breasts and a pussy."
"Sometimes, I wonder what it would be like. My mom and dad
would have a fit, if they ever found out what I'm doing
right now."
"Anything can happen Miss Wilma."
"Why did you call me Miss Wilma?" he asked.
"If you are going to be a girl you need a more feminine
name. I think Wilma suits you."
"I like it. But why did you call me Miss Wilma?"
"All the students at my school are call Miss. The
instructors are called Ms."
"You go to an all girl school?"
"Sort of. I'll tell you more about it later. Now I have a
question. Do you want me to make you look like a schoolgirl
or more like a hooker?"
"I'll leave it up to you."
"Schoolgirl this time. Since it is your first time. Next
time a hooker, okay?"
I finished the mascara, lipstick and eyeliner. Still
wanting not to spoil the moment I kept the mirror covered.
"Now I want you to close your eyes until I tell you to open
them."
Wilma slipped on a pair of panties and then a babydoll
nightie, which barely hid her panties and finally a reddish
brown wig was slipped on her head. I then moved Wilma over
to the closet's full-length mirror.
"You may open your eyes, Miss Wilma."
For two solid minutes Wilma stared at her reflection. "This
can't be me, I am beautiful."
"It is you."
"Why did you dress me in white?"
"You are still a virgin."
"No I am not."
"William isn't a virgin but Miss Wilma is. We will soon
take care of that."
"Now on your knees you high school slut. Open up your red
fuckable lips so I can feed you this dick that will take
away your maidenhood."
Wilma fell onto her knees and took the dildo in her mouth.
"We want it all wet and slobbery so it will slide up your
ass as wet as a whistle. Come on suck like you mean it. I
SAID SUCK ON IT!!!! That's a good girl. Keep it up for a
couple more minutes. Now get on the bed face down, with
your butt in the air. It's time for me to turn you into
that girly slut you were meant to be."
As I applied the KY-gel. I tried to soothe Wilma a little.
I knew from my experience that she was very tense.
"It will hurt at first, but when your butt accepts the dick
all you will feel will be pleasure and no pain. The pain
you went through will be all worth it."
Before she could react I slammed that dildo up her ass.
There was a scream of pain and then some crying. All of
sudden the noise changed from crying to moaning as I felt
her trying to meet each of my thrusts.
Finally Wilma said something I could understand, "Come on,
faster, faster put that dick deep inside me. I am cumming,
cumming!" I kept it up until Wilma had at least four
orgasms. By the amount of cum on my sheets, she must have
shot at least three loads.
As I pulled the dildo out, Wilma rolled over and smiled at
me. Then she fell asleep and I guess the excitement was too
much for her. This gave me time to go out and talk to my
step-mom and Wilma's mom.
I found them in the living room playing gin rummy. The
other two moms had left when they found out I had picked
William as my partner.
"May I talk to you?" I asked.
"Question first. Did you do what you were supposed to do?"
asked my step-mom.
"Yes I did."
Then I went on to describe what had just taken place.
"You mean William is asleep in your bed in a nightgown and
make-up?"
"Yes."
"I can't believe it. I thought I would have to fight tooth
and nail to get him to do this," said his Mom.
"I do have one request though."
"What's that?"
"I would like to be the one to tell her. It might be easier
that way," I said referring to her future.
My step-mom agreed and so did Wilma's mom.
"You realize she might hate you for the rest of her life?"
"Yes I do."
Wilma was starting to stir as I re-entered my bedroom. I
sat down and waited for her to become fully awake.
"That was incredible," were the first words out of her
mouth.
"Why don't you put your panties back on? Then I would like
to talk."
"Why do we have to talk? You're not pregnant are you?" she
asked.
"No, I'm not. There is no way I can be pregnant. That's one
of the reasons we need to talk."
"What is it you want to talk about?" she asked.
"First off I want to tell I didn't want to do it this way.
But my step-mom and your mom left me no choice."
"What do you mean? My mom. Does she know what we just did?"
"Everything, including the way you're dressed right now. I
told her while you were asleep. The other guys' moms were
here earlier. Waiting to see who I would take to bed with
me."
Then it dawned on her what I said. "What do you mean by
calling your aunt your step-mom?"
"It's very simple Wilma she is my step-mom."
"Hold on here, I know this family. There is only one child,
and he went off to a private school eight months ago."
"That's right, I did."
It then finally dawned on Wilma what I was saying.
"DEAN? It can't be you. You're a girl."
"That's right I'm a girl now, but eight months ago I was
your friend Dean."
"What happened? How? Why?"
"I was set up by our so-called friend John. He convinced me
to try a little experimenting with a little man on man sex.
As John was butt fucking me, my step-mom walked into the
room. It seemed it had been a setup. After she showed the
tape they'd made of John and me to my dad, I was sent off
to Ms. Singleton's."
"What's Ms. Singleton's?"
"It is a school where boys are sent and then transformed
into girls. Some undergo the sex change operation like I
have. Others are allowed to keep their dicks, but
everything else is all girl."
"That's hard to believe," said Wilma.
"I'm not the only one John has done it to. Do you know the
new girl in school named Donna?"
"Yeah, I was going to ask her to the dance next week."
"She attended Ms. Singleton's. A year and a half ago she
was our friend Bruno."
"Why are you telling me all this?"
"I don't know how to say it but I am just going to say it."
"Go ahead and say it."
"Starting Monday you will be attending Ms. Singleton's."
"My folks would never do that to me."
"I don't know about your dad, but your mom is all for it."
"Why me?"
"That is where I come in. You see one of the requirements
is that I am to have sex with a boy a couple months after
my surgery. My step-mom set it up with John's, Tom's and
your mom. The one I took to bed would be attending Ms.
Singleton's."
"Then you set me up, just like John did to you?"
"I didn't have a choice. It was going to be one of you.
Remember how I left the pool area for a little while. I
went and tried to talk them out of it, no such luck. Then I
had to make a choice. From what I heard by the three
mothers one way or another that all three of you will be
sent to Ms. Singleton's eventually. I picked you, for a
very good reason. It is a lot easier to make it through Ms.
Singleton's if you have a friend there. Since I will be
there for at least four more months. I will be able to help
you through it."
"You mean it's that bad?"
"Not as bad you might think, I cried myself to sleep many a
night. Donna was there to help me get through it."
For the next five minutes Wilma just sat there. Not saying
a word, but deep in thought.
Then finally she said something, "You know I have always
wanted to see what was on the other side of the fence. I
was always afraid to tell my folks. Now that I have my
chance I going to take it."
"You mean you want to become a girl?"
"Yes I do. I want to become a girl with all the right
equipment."
"That will be up to your mother and I see no problem there.
She probably will be so happy that you have accepted this,
that she will go with your wishes."
"What do we do now?"
"I have an idea."
Ninety minutes later and we went to supper Wilma and I. As
I walked into the dining room Wilma's mom asked, "Where's
Billy?"
"She will be here shortly."
"I hope he's here before supper."
Finally my step-mom ordered Roberta to start serving. You
should have seen the look on their faces when a second maid
appeared behind Roberta. In full uniform, including two-
inch heels.
"Miss Wilma has asked to serve you tonight Ms. Marston."
Both mothers stared at Wilma as she walked around the table
and as Roberta and Wilma returned to the kitchen.
"How did you do it?" Ms. Marston asked me.
"Wilma has always been there but she has been afraid to
tell you."
"Why do you call her Wilma?"
"That's what I started calling her and she liked the name."
"So do I. Have you told her about attending Ms.
Singleton's?"
"Yes I have and she also wants to ask for something."
"Miss Wilma would you please come here."
Wilma then came back into the room, "I heard you want to
attend Ms. Singleton's?"
"Yes I do. I would like something else too, if I can."
"What is it?"
"I would like to become all girl like Deanna. Also I would
like to spend the weekend here with Deanna."
"Doing what?"
"The same thing we have done this afternoon. Fucking each
other brains out."
"That's okay with me as long as Deanna's mom doesn't mind."
"I see no problem," said my step-mom.
"As for the other part. It has already been arranged. In
six months you will have a pussy just like the rest of us."
I lost count how many times we fucked each other that
weekend. My step-mom didn't forget my duties just because I
had a guest. I was the maid and serving girl to my step-
mom, Roberta and Wilma.
The following Monday in my Woman's History class a new
student was introduced. She stood there with a very large
smile on her face, in clothes meant to be worn by a six
year-old with two earrings in each ear.
"Girls, I would like to introduce a new student today. This
is Miss Wilma. Miss Deanna I have heard you've been
assigned to help Miss Wilma."
"Yes I have."
I never was able to get my revenge with John. John and his
mom left the house shortly I left with Billy. Three months
later though and he fooled around with the wrong person and
he ended up HIV positive.
As for Tom, he ended up at Ms. Singleton's six months after
Wilma. It seemed his boyish charms didn't work on a certain
girl he was dating. She cried rape and to stop them from
sending Tom to jail they decided sending him to Ms.
Singleton's was a better idea.
There were two additional punishments placed on her too.
After her time at Ms. Singleton's, Thelma has to spend the
next six years as the abused girl's personal maid. Thelma
was allowed to keep her penis, but unfortunately the only
thing it was good for was taking a leak.
Mikayla
- 10.06.2021
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