Jessicas Birthday Party
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Jessica's Live-In Babysitter - Part 7 free porn video
Jessica's Live-In Babysitter - Part 7
by CutePatti
Sam was quickly trying to think of some way to get out of the predicament
he was now in before Jessie was able to carry out her plan of using the
Electro-Jack in a most embarrassing and humiliating way. It didn't help
that the thought of what her suggestion meant was incredibly exciting.
But, still, he knew he had to try to keep things from getting more and
more out of hand with her. She now knew so much about his secret life and
he didn't want either of them to get into trouble. At her age, she really
couldn't comprehend all the problems that could occur. She was only
acting on impulse like any young person will often do when a new and
exciting event happens to them.
But as he thought more about it, he wondered if that was the true
motivation for her. This was more like she did know exactly what she was
doing. She had been spying on him and snooping in his room and on his
computer. This wasn't a spontaneous idea. It was like she was getting
some kind of thrill from it. Like she had it all planned out. No, she
wasn't at all upset about what she had discovered about him. It was more
like an awakening for her. She had even done research on the Electro-
Jack. Hmmmm...this was more like a person who not only wanted to torment
and tease.....but who was getting a tremendous amount of pleasure from
it. And it was obvious she knew she was the one in control from all that
she had just told him.
He was watching her as she continued talking. She had already showered
and was wearing just her long t-shirt nightie and a pair of panties under
it. She had not noticed that her nightie had ridden up on her as she sat
there and her panties were in full view. He saw a distinct wet spot on
the panty crotch that had gotten bigger the longer she talked. Wow, her
lecture seemed to be turning her on.
He thought maybe he could take advantage of her present state of arousal,
if that was what it was anyway. It just so happened he had done some
research on his own. Soon after Becky had explained the reason for the
hormone pills he had discovered in the bathroom that one morning he was
curious if there was more to learn about her so-called delayed puberty.
And he had learned a lot about what can happen to a young girl who
experiences it. So he decided it was time for him to do some talking.
He finally spoke up, "OK, Jessie. I hear you and I guess there's not much
more in the way of explanations or excuses that I can give you.
Everything you've said is true....I admit it. But you have to understand
that this private life of mine was never supposed to be revealed to you
or anyone else. It all happened by accident. And you also have to realize
that these things you now know and the things you are wanting to do can
have negative consequences....for both of us. You are only thinking of
the fun you are having but just keep in mind what I'm telling you."
"Yeah, well you think I don't know that? You think I'm not smart enough
to be careful? I wouldn't be telling you this stuff if I didn't know what
I'm doing. So you're just going to have to accept that I know all about
you and I like that I know. So get used to it. We're not going to get in
trouble and I'm going to keep finding out more and more about you. And
don't worry. You know I like you. I don't want to get you in trouble and
I will be very careful. OK? Besides.....you know I'm right. You need this
to happen. You need someone that can help you and that someone is going
to be me! So get used to it." She said.
He knew she was right. He DID need more. He DID need someone to
understand this secret that had controlled him since he was even a young
boy. Being able to share it would probably be a good thing. But with a
fourteen year old girl? It just wasn't right.....but there was nothing he
could do about it now. And...besides, he thought, she will be fifteen in
just a few days. He inwardly laughed at that....as if fifteen would make
it more right. But, still, it was as if his fantasies were coming true.
This could be a story right from his favorite web page. He pictured
himself as the father in that photo set where the very young daughter
catches him dressed in her frilly clothing. A shiver ran down his
spine..and his penis quivered at the thought of that.
"OK. I have to admit that it will be a relief to not have to hide this
from the whole world like I've done for almost my whole life. I never
dreamed it would happen this way....with you. But I suppose it was
inevitable for it to happen at some point. And you are very mature for
your age and I have to trust that you will be careful. But......what you
want to do with the Electro-Jack now is out of the question. There still
has to be limits on certain things we do together. Anything overtly
sexual is out of the question even though I can tell this is exciting for
you. Your hormones are raging now due to your....er......well you
know.....your imbalance. You are more like a horny young boy when it
comes to...er.....well....the way you can get excited. It is exciting for
me too...but we need to have boundaries. Agreed?"
"Haha. Sounds to me like you've been talking to my doctor. He told me the
same thing. But you know what? I like the way I feel and the way I
am....with my what you call imbalance. Haha. It's like I'm more special
than other girls my age. You are quite the smarty-pants...you know that?
But I have to agree with you. Lately I tend to get carried away with the
way I feel sometimes.......or actually the way I feel most of the time.
And when I took those pills it wasn't as fun and didn't, like, feel so
good when I did......well.....ya know.....did IT. So my body having more
boy hormones than girl ones is a VERY cool thing! Haha. And I'm not gonna
take those pills anymore."
"So for now, anyway, I think you're right. You're worried about my age
and I can see why. But remember.......in just 3 years I'll be eighteen
and then maybe we can have even more fun." She said giggling. "So how do
I know you'll start telling me the truth? That's all I want. You've just
been making excuses and trying to not talk about things. I want to know
everything about this secret and these fetishes of yours. I already know
most everything.....but not directly from you."
"Jessie, from now on I promise I will not hide things from you and I'll
tell you anything you want to know. You said you were going to ask me
questions and get the truth from me one way or another. Well, you won't
have to use a lie detector machine, as you called it...to do that. So ask
away and I'll answer the best way I can. And I won't hide anything from
you. In fact it will be nice to finally have someone to discuss these
things with. And not have to hide it and worry about getting caught by
the wrong person. I am lucky it was you who found out. It could have been
your mom or someone else who probably would have totally thought me as a
freak." He said.
-------------------------------------------
A few hours later, and after a long discussion that left both Sam and
Jessie exhausted, they went to their respective bedrooms since it was
quite late by then. Sam was not only thinking about their discussion and
how easy it had been for him to answer all her questions...but he was now
also looking at the items that had been deposited on his bed by Jessie
just a few moments ago. She had grilled him about the crossdressing/sissy
web site and the stories and photos he had saved as favorites. And she
told him she would help him to live out some of those fantasies and not
just have to look at his laptop screen and pretend it was him in those
photos.
Becky was a sort of pack-rat. He remembered that about her from when they
were together a few years ago. She saved most everything...and had kept
almost all of Jessie's old clothes. Everything......even underwear and
socks. As he looked at the bed he realized that Becky was now a part of
this even though she had no idea what was happening. Her packing away
Jessie's clothes was as if she were saving them for....him.
Sam's senses were now being assaulted by the cute clothes laying in front
of him. Jessie's clothes that Becky had saved....for HIM. His penis was
reacting and his balls were very sore anyway from the long and, at times,
sexually charged discussion he and Jessie had. He couldn't remember the
last time he had blue balls.....but this evening had given him a bad case
of them. He knew relief was needed soon and that it was going to be quite
a 'climax' to the evening..so to speak.
He picked up the nightie. It was a two layered gown consisting of a silky
pink nylon opaque inner gown with a sheer pink nylon outer layer. There
was a cute print of Barbie on it and it had white lace trimming on the
short puffy sleeves and bottom which he figured would only come to just
below his crotch. There were matching panties that were loose cut nylon,
also in pink. A few big ribbon bows were on the front as well as lace
around the leg openings and waist. And another print of Barbie on the
front. This had been Jessie's nightie when she was about 9 or 10 years
old. He shivered as he remembered her saying, "This should feel so nice
on your skin as you sleep tonight, Samantha. Isn't it just so so cool
that I was always a fairly big girl even when I was young? Nice that most
all of my clothes should fit you. Oh my.....you are going to be the
cutest little girl, honey! Or would you rather be called a sissy like
your stories do? Hee hee."
She had also given him a very cute pair of her old socks. They were white
stretch nylon/cotton anklets that had a turn-down cuff trimmed at the
edges with two layers of delicate pink lace accents. And there was pink
ribbon trim on the outside of the cuffs. They were the most feminine,
little girlish, sissiest socks he had ever seen. And he was totally
additcted to socks like these. And there were dozens of pairs of similar
socks still in boxes. As well as panties of every kind, sweet little girl
vests, tights, skirts, dresses plain and fancy, and shoes of all kinds.
"My feet have always been sort of big...so even most of my old shoes
should fit you, Samantha." She had told him. OMG. She was even calling
him by a girl name. "But you better get some sleep now......we have lots
of time to find you more of my old clothes. For now, put on my cute
nightie...my sweet socks...and try to be a GOOD girl! Hee hee. Oh.....and
here are my old sneaks you love so much. You may as well keep them since
I know you NEED them so bad. And I'm not sure I want to wear them
after...well you know what I mean.....you naughty girl! Haha. Oh...you
and I are going shopping this weekend for new sneaks for me and who knows
what else. After all.......it's my birthday!!"
Sam finally was able to settle into his bed after a relaxing shower. But
his balls were still sore and needing relief soon. He slipped the cute
Barbie nightie and panties on his tingling body. Then he placed his feet
in the adorable yet sexy anklets....turned the cuffs down to show off the
cute lace trim and ribbon accents on the cuffs. His cock was rock hard
and profusely dripping pre-cum from the sensations he was getting from
the silky and satiny nightie........a nightie that only Jessie had
previously worn. He was almost ready to faint from the intensity of it
all....especially as he recalled everything that had transpired that
evening. Jessie now knew everything about him and his secrets.
He was so tired he almost didn't have the energy to even masturbate, so
he took one of her sneakers and placed it on his pillow. Then he
positioned himself to where his cock was directly over the other sneaker.
He slowly dropped his body to where his cock slipped into the
sneaker...and he started making love to it. In and out...in and out. It
was absolute heaven as he was also sniffing the other shoe thinking of
Jessie's sweet feet that had worn them hundreds of times...it was as if
her sneakers owned him. But, in truth, it was Jessie herself who now
owned him completely. With that thought he started gushing stream after
stream of his warm semen for the second time into her old sneaker. And he
knew it wouldn't be the last. As the last big spurt shot out of his cock
inside her sneaker, he remembered her saying, "You may as well keep my
old sneaks since I know you need them so bad....you naughty GIRL."
In the room right next to his, Jessie was dealing with her own needs. It
had been quite an eye-opening evening for her also. Crossdressing had
been a part of her life ever since she and Brian started playing dress-up
games when they were little kids. And then it became much more when they
got older and Brian found it to be sexually stimulating and he became a
confirmed crossdresser. But this with Sam was so much more. She was
learning new things that she never knew and were exciting her so much.
She had kept the Electro-Jack telling Sam that he needed to try to live
without it. He asked her what she was going to do with it and she said
she would have it just for safe-keeping. Yeah, right. Actually her first
thought was Brian. He loved to experiment and this would blow his mind,
so to speak. But she then had another idea...wondering if it would work.
She was now laying on her bed in just her t-shirt nightie.....with her
laptop next to her. She had done a search and was reading. 'Hmmmm......so
it WILL work,' she thought to herself. She had the Electro-Jack next to
her and opened the box. She took out the control box and then the
connecting wires. Next she needed to find the cock-ring attachment. She
giggled as she took it out of the box. 'Most girls wouldn't be interested
in a cock-ring.....or even need one....or be able to use one....but I'm
NOT like other girls', she grinned as she thought about the irony of it.
She hooked one end of the red wire to the box and the other end to the
cock-ring. The cock-ring was adjustable but, still, she wondered if it
would work on her.
She pulled her t-shirt up away from her crotch and her excitement was
evident. 'No more of those pills for me,' she thought as she gazed at one
of the BIG reasons she stopped taking them. One of the effects of her
delayed puberty and her elevated androgen level was the effect it had on
her clitoris. When stimulated, it protruded over one inch from its hood
covering. Her crotch still looked exactly like it did when she was a
little girl. No protruding lips....no hair. And best of all....no icky
periods. Just a smooth baby girl slit.......and a big clit. She laughed
outloud....."wow....I just made a funny rhyme........smooth slit----big
clit. Haha." She took her clit between her thumb and forefinger and
rubbed slightly. 'OMG. This is gonna be so hot.'
She placed the cock-ring around her engorged clit and adjusted it
tightly. Then she took a white wire, attached it to the box and the other
end to an adhesive pad that she placed on her thigh. She then switched
the unit on and started adjusting the various controls on it. It took her
a while to find the right setting...but once she did, it was like nothing
she had ever felt. As she moved closer to her 'happy place' she thought
about the evening......about Sam......about Brian......about how her life
had gotten so exciting in just the last few days. Then the Electro-Jack
did to her what it had done to Sam many times. Mmmmmmmmmmmmmmmmmmmm
End of Part 7
Mikayla
- 06.02.2023
- 26
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