Jessicas Birthday Party
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Jessica's Live-In Babysitter - Part 8 free porn video
Jessica's Live-In Babysitter - Part 8
by CutePatti
That same night just a few blocks away from Becky's house, Dr. Carl
Jenkins was pondering something he had been told earlier in the evening.
Dr. Carl, as his patients called him, was a popular gynecologist in town.
He was a widower having lost his wife a few years earlier due to a
horrible automobile accident which left him and his two children
devastated. His daughter had recovered from it fairly well....but his son
and himself continued to carry the burden of the loss.
Not only had his wife been a great friend and companion, but he and Joan
also had a sexual relationship that was almost beyond belief. And he had
yet to find another woman who could satisfy not only his need for a great
companion...but one who could understand and cater to his special needs.
In fact, he hadn't even really searched for anyone. His grief was too
great to even consider falling in love again. So he just kept very busy
with his medical practice and lived life as best he could. He figured if
something was meant to happen...it would.
But now, as he was alone in his bedroom after a long day, he was thinking
only of what his daughter, Amy, had told him earlier. He still couldn't
believe what he had heard...but couldn't stop thinking about it. As he
usually did after a long day...he was relieving stress in the only way he
could....a way that had been much better and fulfilling with Joan, but in
the only way he could without her.
The lamp on the nightstand was casting a sleek sheen on the 15 denier
flat-knit dress sheer off-black RHT nylons he was wearing. 6 garter straps
were holding them tightly and snugly just below his turgid and rock-hard 9
inch penis. The garters were attached to a corset that Joan had gotten for
him. One of several, but this was his favorite. It was a heavily boned
satin and lycra material....light pink....with lace inserts along both
sides. It covered him from just above his crotch to the built-in bra cups.
It laced in the back and hooked in the front with a series of 15 hooks
that he loved fastening as it tightly grasped his midriff.
The bra cups were size C and had push in-up pads as well as heavy
underwires making his tender breasts plump up and out as if he actually
had C cup breasts. He didn't, of course, but after many years of her, and
still now...him, using an electric breast pump on them they were developed
somewhat, especially his nipples, which were very tender and sensitive.
Pumping them gave him a thrill beyond words and was often almost enough to
make him squirt his heavy load. He was able to hide them fairly well but
in thin shirts you could almost see his engorged nipples. He often
wondered what his female patients would think if they could see what he
had hidden underneath his shirt or smock.
He remembered how Joan would fix him up in this and other sexy garments
and then don her own outfit. She was always the aggressor and he was
usually the one who was made love to. He could still imagine the feel of
her entering him with the 9 inch strap on that had a wide head. She had it
moulded as a replica of his own penis and would tell him, as she fucked
him, that he was fucking himself with his own cock. It also had a
reservoir with a bulb that she would squeeze as she would orgasm. It would
ejaculate his own semen that she would collect after doing a handjob on
him. Often she would have him 'suck her off' and make him swallow his
semen saying, "Good girls & sissy-bois always swallow." She teased him
that his huge penis and copious loads were the perfect payback for such a
sissy guy.
He didn't consider himself to be a 'true' crossdresser. He didn't dress up
fully as a woman...just loved the delicate and exciting lingerie that his
wife had gotten him. He now had a dresser full of corsets, waist cinches,
garter belts, bras and dozens of pairs of sheer nylons. And, of course,
the electric breast pump and Joan's collection of dildos which he
frequently used on himself.
In the exciting games they used to play...she was always the aggressor.
She never hurt him, it wasn't like they were into B&D...although the D
part was very true. The closest they got to pain were the spankings she
would give him at times. She was the dominant and he was the submissive.
She loved to call him her sissy-boi. Both times she got pregnant she would
tease him about how ironic it was that a sissy could even father children.
She even breast-fed him when she was lactating and feeding the kids. A few
times she put him in diapers and baby-type frilly nighties just to make
the role-playing even better. She sometimes would tell him that he was
being petticoat punished, that naughty little boys could be tamed when put
in panties and other frilly things.
After she gave birth to their daughter she would taunt and tease him about
how he was just as babyish as she was and how maybe she would be the one
dominating him someday. And then after their son was born she would tell
him she wondered if he would grow up to be just like his sissy daddy. If
maybe one day some girl would coax him into wearing panties. It was all
just innocent teasing to add to the joy of their lovemaking and her
domination of him. But now, as he laid there slowly stroking his huge
cock, those teasing words suddenly became more meaningful.
He laid there thinking about what his daugher, Amy, had told him earlier.
Seems his son, Zack, had been acting up as he frequently did ever since
his mom died. But this was different...this was more. He remembered every
word Amy told him. 'Daddy, Zack has been a real pest lately...has been
going in my room when I wasn't there and messing around in my stuff. I
caught him before and told him to stop but he didn't. But a few days ago I
caught him again snooping around in my underwear drawer. He even had my
panties in his hands. I was so mad and I called and told Jessie about it.'
Carl knew her friend Jessie very well. 'Anyway she got mad too and told me
she would come over and take care of it. Zack started smarting off to her
and she got really angry and told him we were going to make him stop this
crap. She undressed him and had me get a pair of my panties and we put
them on him. Then she laid him over her lap and spanked him. He cried and
cried but Jessie kept it up until he messed in the panties. Can you
believe that?' Carl was not surprised to hear Amy say these things since
they had always been very open about everything, including sex, in their
household. Well not about the femdom games Joan and he played, of course.
But hearing this kind of detail really caught him off guard. 'Jessie
teased him and even took a picture of him and told him he better stop or
she'll show the picture of him wearing my panties to his friends.
Here.....look.' And she handed him a copy of the picture. 'I told him to
keep the panties cause I wasn't going to wear panties he'd messed in. But
daddy I think you need to talk to him cause I think he's still messing
with my stuff. This is just too weird but if I catch him again, Jessie and
I will do a lot more with him than what we did last time.' While this was
a very upsetting incident for Amy, to Carl it was not only not that big of
a deal....but very erotic. But he still assured her that he would do
something. He just didn't yet know what that would be.
Now that he was alone and re-thinking what she had said, he tried to
picture what the scene must have looked like as it played out. His penis
was throbbing as he imagined Amy slipping her panties on him....and then
Jessie taking him over her knees and pulling the panties down and spanking
him. He certainly could relate to the messing in the panties part since he
used to do it most every time Joan would spank him. Pre-cum was drooling
from the big head of his cock and coated it as he stroked faster and
faster.
He knew this experience had to have a major effect on Zack. Plus he
wondered why Zack was in her room and going through her things? Was he
just curious or was it more? One thing for sure....being put in panties by
two very cute young girls would not only be humiliating, but if he had
been doing it on his own anyway, it would have to be a major turn-on. Carl
also knew exactly how it felt....what it would have been like if Amy had
put HIM in panties...and if Jessie would have tasken HIM over her knees.
He was now stroking furiously.
He could hear Joan saying, 'Maybe one day Amy will be dominating you.'
And, 'Maybe Zack will grow up to be a sissy just like you. Maybe one day
some girl will coax him into wearing panties.'
As he was looking at the photo Amy had given him, he was close to shooting
his load. 'OMG...I'm looking at my 12 year old son...wearing
panties....and I can see his penis tenting them out....and his sticky
cum.....and Amy and Jessie did that to him......but naughty little boys
need petticoat punishment.......need to be put in panties'.
Whew......ooooooooooo.....uuuuuuuuuuuuhhh.
The first two spurts shot out like a cannon over his head and hit the
headboard of the bed..splattering it and running down it in streams. He
opened his mouth so the next four or five spurts shot directly into it. He
swallowed as fast as he could but ropes of thick fertile cum still dripped
out around his lips and landed in bug puddles on his chest. The remaining
flood oozed out onto his stomach where it pooled and then streamed off of
him soaking the sheet. He was staring at the photo of Zack's panty-covered
penis and wet cum the whole time he orgasmed.
End of Part 8
Cathalina
- 12.08.2022
- 14
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