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From: charlie drifter <charlie_r38@hotmail.com>
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Subject: {ASSM} The Untypical Baby Sitter/MFg/pedo/cons
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Date: Fri, 03 Apr 2009 20:10:03 -0400
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               The Untypical Baby Sitter
               By: Charlie "the drifter"

Tommy looked down at the little girl he was
babysitting.  He had her naked and her little legs spread
wide, holding them open so he could see her tiny little
hairless cunt.

Tommy, twenty five, had decided to take up babysitting
as a way to be with those little girls that were so sexy to
him.  He loved the way their little mouths sucked on
baby bottles and their mothers nipples.  He wanted to
feel those little mouths sucking on his stiff cock until
he filled their mouths with his hot sperm.  He wanted to
watch them swallow his sperm and he wanted to see
their little cunts coated with his sperm.

Little Brittany  was the first little girl he babysat.  The
mother was a single mother, only seventeen, who was
working as a waitress on a graveyard shift.  He was her
next door neighbor.

Tommy had seen her with her little girl and knew that
he wanted both of them.  Kendra, the girls mother,
herself was small petit, small tits and body, only four
ft ten tall and weighed only about 90 lbs.  She looked
like a little girl herself.

Tommy had talked with her several times and had
learned that she had gotten pregnant when she let
someone fuck her just one time, taking her virginity
and knocking her up.  She hadn't told him who it was
but he got the idea that it was her own father.  It was
kind of exciting to Tommy to think that she had her
own little sister.

Kendra wasn't a bad mother but she did crave some
excitement in her short life as a mother.  Her daughter
was now just a little bit over a year old.  For a year
now she had not been out and had not even kissed or
dated anyone.  When she had met Tommy she was a bit
excited by him.  Her interest got even more and more
exciting as they became better acquainted.

Kendra had also noticed Tommy's interest in her little
girl.  She didn't know why, but she had that feeling that
he did like little girls.  He seemed to enjoy watching her
bath and change little Brittany's diapers and pull ups.
He seemed to enjoy seeing her tiny little pussy.  Kendra
wasn't too worried about his interest in little Brittany,
having had her own little pussy played with as she grew
up.  She had enjoyed having it touched and licked and
up until the time a big cock had been driven up into her
knocking her up when taking her virginity.

She had even started enjoying having the cock buried
inside of her tight little virgin pussy when the cock
spewed its fertile sperm in her.  She had liked the
feeling of warmth deep inside of her stomach, but the
problem was she had not had an orgasm.

That was the one and only time she had had a cock
plunged up into her.  Once the man had taken her
virginity and cum in her, he did not even try to fuck
her again.  All he seemed to care about and be
interested in was being the first man to drive his cock
up into her tight virginal cunt and tear her virginity
away from her.  He hadn't even cared or seemed
interested the fact that he had not only fucked her
taking her virginity but that he had also knocked her
up.  He had never mentioned the fact that he even
knew he was the father of her baby.

When the baby was born, he had gotten her the
apartment she was living in and he did pay the rent
ever month, but he would not let her live with the
family anymore.

Kendra also knew that that her little sister, now only
ten, had also lost her virginity to him and that he had
also fucked her just the one time.  The one time just
so he could be the one to take her virginity.  Kendra
was in the process of getting her little ten year old
sister to live with her and little Brittany.

Kendra had ask  Tommy if he would babysit little
Brittany while she worked the graveyard shift.  He had
told her he would be happy too.  She wondered if she
was doing the right thing.  She had a feeling he might
just do some playing with little Brittany.  Thinking
about it she was a bit surprised at how excited she
herself got thinking about her little girl maybe sucking
his cock or even him forcing his big cock up into her
little body.  She shook her head to clear it of those
thoughts.

She left for work, after kissing her little girl goodnight.
She gave Tommy a grateful look, but in her mind was
the thought of what he might just do to her.  She was
not afraid he would actually harm the girl, but she was
almost certain that he would enjoy some sexual activity
with her.  But she wasn't too worried about that.  She
knew the girl was young enough that anything done to
her would not be remembered and was sure she would
not be physically injured.

She was right.  There was no way Tommy was going to
actually injure his little ward.  He was going to enjoy
her though.

Almost as soon as Kendra left, he had the girl laying
on the table naked.  He stared at her little pussy and her
tiny little nipples.  He leaned down and licked those
little nipples then sucked on them.  He even bit them
lightly, causing her to whimper.  She did seem to like
having her little nipples sucked.  If he kept babysitting
her he knew that he would be able to train her to like
whatever he done to her.

She giggled as he licked and sucked on her little
nipples, then kissed and licked his way down her
little tummy.  She wiggled and squirmed as he tickled
her tummy with his lips and tongue.

She jumped when he spread her legs wide and after
exposing her tiny little virginal cunt, staring at it for
a short time, he leaned down and licked his tongue
up between her tiny pussy lips.

His cock was stiff as a board as he enjoy the tiny girls
little pussy, licking his tongue up and down it, licking
her tiny clitoris, making her squirm and groan.  It was
so exciting to him sucking on her tiny clitoris, her little
thin pussy lips, and his tongue probing her tight little
cunt hole.   Damn he thought, she tastes so good.

As he licked her tight little tiny pussy, she wiggled and
squirmed giggling with pleasure.  That is until she felt
his finger slowly being pushed up into her tight little
hole.  As his finger begin to stretch her little hole she
began to whimper with the pain, but even with the
pain she felt the pleasure of his tongue licking her
little slit and his sucking on her tiny clitoris.

Tommy was surprised when her little cunt began to
lubricate with her own virginal preteen fluids.  He
had never expected her body to flow her juices at her
young age.

He finally worked his finger up inside of her until he
could feel her tight little hymen.  He didn't want to
tear it with his finger, he had other thoughts about that
on his mind.

He licked sucked and finger fucked the tiny girl for
a long time.  Her little opening stretching around his
finger until she even quit her whimpering, the pain
having faded.

Tommy finally stopped licking and sucking her pussy
and pulled his finger out of her tight pussy hole.  He
wanted so much to shove his big cock up into her little
cunt. To bury it deep inside of her tiny virginal cunt.

He decided to feel his cock in another opening in her
tiny body.   He picked up the girl and took her to the
couch and sat down.  He stood her between his legs
on the floor.  He pulled her head to his cock, guiding
it to her little mouth.

Tommy rubbed his precum coated cock head on her
lips coating them with his precum  Finally he forced
his cock head into her little mouth.  He forced his
entire cock head into it.  As he held her head with
his cock head inside of it, he masturbated until he
cum in her mouth filling it with his hot sperm.  He
kept his cock head in her mouth making her swallow
all of his sperm.

She cried when he did finally pull his cock out of her
mouth.  He didn't even wipe her mouth off, he left it
coated with his precum.

Tommy finally took the girl into the bedroom and put
her to bed keeping her naked.  He went to his bathroom
and got a tube of lubricant that he always kept there.
Going back to the bedroom he placed it on the night
stand.  It would be a while before he went to bed.

Tommy wasn't sure if he was going to try to work his
stiff cock up into her tight pussy or not.  He had all
night to decide.  He would be taking care of little
Brittany until Kendra returned to working day shift
or even quit her job.  He knew he would have a lot
of time to finally work his stiff cock up into her little
body and take her virginity with it.  He didn't think
that Kendra would even notice he activity with her
little girl.

When he did go to bed, he too stripped and then
laying down, pulled the girl up against him, her back
to him.  He placed her so that she was positioned just
right that his stiff cock would slip between her little
legs and rub against her little virginal pussy.

He had already lubricated her little pussy before he
lay down with her.  Even slipping the opening of the
tub up into her tiny cunt and squirting a generous
amount of the lubricant up inside of her.  He then
as he had earlier, slipped his finger up inside of her
spreading and coating the lubricate over her entire
tunnel up to her tight little hymen.

As he lay there with his cock pressing against her
little pussy slit he was wondering what it would be
like to slip his cock up inside of her tight little cunt.

The longer he lay there with his cock rubbing her
tiny cunt the more he wanted to slip it up inside of her.
Tommy forced himself to calm down and settled
down with rubbing his cock on her little slit not in it,
at least for this one night.

He drifted off to sleep with his cock pressing against
her tight little tiny cunt.

Tommy woke up the next morning to a knock on the
door.  He knew who it was.  He still had his big cock
against Brittany's tight little cunt between her legs.

He quickly got up and dressed, and before letting
Kendra in, quickly wiped little Brittany's cunt clean
of lubricant.  He then picked her up and put her in
the crib beside his own bed.

When he opened the door, Kendra ask if Brittany
was awake.  When he told her no, she was sleeping,
she told him not to awaken her and ask if she could
leave her there.

Tommy thinking quickly, told her yes and told her
that she could even lay on his bed and sleep alongside
of  Brittany's bed so Brittany would see her when
she woke up.

Kendra was all for that.

Later when he peeked in to the bedroom, he saw that
Kendra had even undressed and lay down.  Her clothes
including her bra and panties were laying beside the
bed.  Looking at her he could see her bare breasts
peaking from beneath the sheets.  Her legs were also
partially uncovered and he got a very good look at her
bare legs and even a partial look at her bare hairless
pussy slit.  He was a bit surprised that she shaved her
pussy hair leaving her pussy hairless.

After staring at her for a few minutes, he shut the door
and went back into the kitchen.

He didn't see the smile on Kendra's face as he closed
the door.  She had still been awake when he opened the
door and looked in.  She had closed her eyes except for
a slit and watched him watch her.  She had moved just
enough she knew he could see her bare tits and her
hairless pussy.

After he left she quickly drifted off to sleep with the
vision of laying in bed with him with his cock buried
deep inside of her pussy and her womb full of his
sperm.  Her dream also included watching him as he
slipped his stiff cock up into her little daughter taking
her virginity and filling her full of his sperm.


Kendra did not say anything about her dream or of his
looking at her when she came home from work and
lay on his bed naked.  One thing she did notice when
she bathed her little girl getting her ready for bed was
the redness of her tight little pussy.  She even checked
her tiny hole and could tell that it was some more open
that it had been before.  She even slipped her finger
up into the girl and did find she was still a virgin, but
knew that her finger slipped up into the girl to easy.

She did not say anything to Tommy.  She wanted to
see just how far he would go.  Besides she thought it
was exciting thinking about the girls little pussy having
a finger or a cock in it.

Again almost as soon as she left for work, Tommy had
little Brittany naked again on the table.  Again he
played with her little nipple and her tight little hairless
pussy.  Again he licked and sucked it, sucking her tiny
pussy lips and clitoris, messaging her tiny hole with his
tongue and his finger.

Once again he moved to the couch and forced his big
precum coated cock head into her mouth, masturbating
until he again filled her mouth with his hot sperm and
making her swallow it.

Tommy was amazed at how exciting it was seeing and
feeling his cock head in the girls tiny mouth and when
he felt himself cumming filling he mouth with his hot
sperm.  He couldn't get over the feeling he had when
he watched her swallow almost all of his fertile sperm.

Again he took her to bed naked.  Again he lubricated
her tiny pussy and her tight little pussy tunnel, filling
it with lubricant then making sure her entire tunnel
was coated with his finger.  Her tight little hymen was
still intact.

This night, he rubbed his cock up and down her little
slit, rubbing his cock head on it and even pressing it
lightly against her tight tiny entrance, her tiny hole.
Without even thinking about if he should or should not
Tommy began pressing his cock head against her little
opening.  As his cock slowly stretched her little open,
she began to whimper at first.  Then as she stretched
wider and wider with his cock head slipping in deeper
and deeper she began to cry, then when his cock head
slipped fully inside of her she screamed out with the
pain.

Tommy didn't want to cause her pain any longer than
he had too, so he pushed his stiff cock up into her.  He
felt his cock head press against her tight little hymen
and felt it give way, tearing as his cock slipped up
inside of the little body until it was pressing hard
against the girls little cervix.  She was so small that
his cock pressed hard against her deep vaginal wall
before he had his entire length deep inside of her.

He couldn't believe that he had done it.  He had his
cock buried deep in a little virgins tight tiny little cunt.
He had finally buried his cock deep in a tiny preteen
little cunt.  He almost wished that when he cum in her
that he could make her pregnant, but he knew it was
impossible because she was way to young.

He let her little cunt adjust to his thick cock buried
inside of it then he slowly began to slide it in and out
of her.  She cried and whimpered as his big cock slid
in and out.  Her crying and whimpering lessened the
longer he fucked his cock in and out of her tiny body.

Tommy kept himself from cumming for a long time
just to make sure that her little pussy tunnel and
entrance stretched around his hard cock.

Finally when her crying and whimpering stopped and
she just lay there, letting him slip his cock in and out
of her without any resistance he finally let himself go.

He fucked her until he reached that point that he pushed
his cock deep inside of her and sprayed her tiny virginal
cunt with his hot sperm.

Tommy spent the night with his stiff cock buried inside
of the small little girl tiny pussy waking up just before
Kendra knocked on the door.  He had Brittany cleaned
up of his sperm that had seeped out of her not longer
virginal little cunt.  Of course he knew he could not
do anything about how her tight little cunt was now
stretched.  He hoped that she would not check to see
if her little cunt was still tight like it had been before
his finger and his stiff cock.

When Kendra came in, Brittany was sleeping, actually
worn out and tired from being fucked most of the night.
Tommy had Kendra again use his bed.  When he
thought that she would be asleep he again looked in
on her, peeking in the door.  Sure enough she was
laying there this time fully exposed to his eyes.  She
was naked and even the sheet was beside her not
covering her.

Her breasts were bare fully exposed, and her legs were
spread enough that he could plainly see her thin lipped
hairless pussy.  As he stared at her pussy and tits, his
mouth watered and his cock stiffened with the thought
of licking sucking and fucking her, with her little girl
laying right beside him then having her watch him fuck
the little girl.

Finally he closed the door.  When the door was closed
Kendra opened her eyes and smiled to herself, knowing
she had just let him see everything she had.  Later when
she got up, without Tommy knowing, Kendra again
checked her little girls pussy.  She knew from the way
it was stretched and fingering her, found she no longer
had her hymen, and pulling her finger out, noting it was
coated with sperm, knew that Tommy had fucked her
tiny daughter.

Just to check the girl she slipped two fingers, then three
fingers up into the girls tight little cunt.  Being able to
slip three of her small fingers up into the tiny girls cunt
she knew that Brittany had been fucked by Tommy's
cock.  She also knew that as long as Tommy babysit her
little girl, he would now be fucking her every chance
he got.  Kendra began making plans for it to be both
her and little Brittany to be fucked  a lot by Tommy.

It was funny but Kendra did not even think about
trying to stop Tommy from fucking the little girl.
In fact she was including in her plans to watch him
fuck her tiny little girl.  Watch him shove his big cock
up into her tight little cunt and fuck her until he cum
in her filling her with his hot fertile sperm. Then she
was going to fuck him and get him to fill her cunt and
womb with his hot fertile sperm  just like her little
girl.

Kendra didn't let Tommy know, but she call in and
called off from work that night but she still got ready
and left at the regular time.

She waited for about an hour down the block then
slipped back.  His living on the ground floor gave her
access to the windows of his apartment.  Of course
she knew where he kept the extra key to the apartment
also.

When she didn't see him in the kitchen or the living
room, she got the extra key and softly let herself in,
putting the key back in place.  She slipped quietly
into the living room, then to the bedroom.  The door
was not closed.  He did not think there was any reason
to keep the door closed.

Also the night light was on.  She could see them laying
naked on the bed, little Brittany cuddled against
Tommy.  Excitedly she could see Tommy's stiff cock
buried inside of her tiny little daughter.  She could see
it slipping in and out of her tight little cunt.

She watched them for a long time as he fucked the little
girl.  She watched him shove his big cock all of the way
up inside of the girl and hold it there.  Hold it deep
inside of her as he filled her tiny cunt and womb with
his hot sperm.  Watching she could almost feel his cock
and hot sperm filling her own tight cunt.

Kendra slowly stripped down.  She stood there
watching her little girl being fucked with his big cock
for several minutes.  She watched him cum in her tiny
cunt, but still hold it deep inside of her.

As Kendra watched she rubbed her own tight only
fucked once cunt.  She was wet with her own juices.
She was also almost to have her own orgasm standing
there.  She stopped herself and slowly pushed the door
open slipping into the bedroom naked.

Slowly she walked over to the bed.  He didn't even
realize mama was there he was so immersed in fucking
the tiny little girl.  That is until he felt someone getting
onto the bed.

He quickly pulled his stiff cock out of the girl realizing
he had been caught.  He had actually been caught with
his big cock buried inside of the little one he was
babysitting.

Kendra leaned over him as he rolled onto his back, his
cock still stiff pointing straight up.  She leaned down
and kissed him, then told him that since he had fucked
her little girl, fucked her daughter taking her virginity,
he could also fuck he and satisfy her sexual craving
also.  She didn't even give him time to resist before
she straddled him and grasping his stiff cock, settle
down on it, slipping it up into her own tight almost
virginal cunt.

He heard her gasp and moan as she settle down on his
stiff cock.  He was surprised at her own tightness.  She
felt almost like a virgin she was so tight.  He just lay
there as Kendra fucked herself up and down on his
hard cock slowly then faster and faster until she was
pounding his cock in and out of her tight cunt.

He lay there and let her.  Finally almost as if coming
to his senses, he reached up and squeezed her firm
petit tits.  She moaned and fucked herself even harder.
With her tight cunt and her cunt muscles milking his
cock, it was long before he was reaching the point of
no return as he fondled and squeezed her titties as
his cock slipped in and out of her tight cunt.

Kendra let herself go and screamed as her orgasm
flooded her body.  Her first orgasm ever from a  hard
stiff cock.  She almost passed out with the pleasurable
feeling, especially when he grabbed her hips and held
her down on his cock and she felt his hot fertile sperm
being pumped up into cunt, flooding her.  She didn't
even think about if she was fertile or not.  It had been
so long since she had even thought about it, she didn't
think about it then.  All she knew was she loved the
feeling of a cock filling her cunt and feeling hot sperm
being sprayed deep inside of her.

The feeling of hot sperm coating and filling her unused
cunt intensified her own orgasm.  She put all of her
weight on her cunt keep his stiff cock buried deep
inside of her.  As she sat there filled with stiff cock
the memory of the cock that took her virginity and
gave her, her little girl, flooded her mind.

She remembered how it felt when the big cock had
plunged up into her tearing her hymen and then that
same hot feeling of hot sperm being pumped up into
her sensitive young cunt and womb.

As her orgasm faded she collapsed onto him, her lips
finding his.  His arms went around her and they lay
there with their lips and tongues caressing each other
and tied together with his stiff cock buried in her tight
cunt.

As they lay there Kendra knew that she was going to
be watching him fuck her little girl a lot.  She also
knew that she would also be feeling his cock buried
inside of her own cunt filling her with his hot sperm.

They went to sleep, with his cock buried inside of
mama that night, cuddled much the same way as he
had with Brittany, her back to him his arms around
her, cupping her breasts in his hands his cock buried
deep inside of her cunt.

As they drifted of to sleep, Kendra wondered at his
fucking her tiny little young daughter.  She in her
heart and mind knew that he was into fucking little
girls.  She wondered how many other little girls he
had fucked and how many little tiny virgins he had,
had his cock buried in.

Having lived in this apartment complex for close to
a year now.  Kendra knew that almost all, at least
the one's she had met and become friends with
were all single mothers, young, and having gotten
pregnant as young as twelve and thirteen years old.
She also suddenly realized that all of the young
children of these single mothers were between the
ages of six months and three years old.  She also
realized as she lay there drifting off to sleep that
every one of those she had become close to and
had confided in, had been impregnated by their
own fathers, just as she had.  She also realized
that all of the girls she had met living there,
none were over the age of seventeen, her own age.

Even the manager of the complex was only seventeen
and had a small year old baby girl, the product of her
own father.

She also realized that Tommy was the only man living
in the complex.  She had thought her father had been
paying the rent, but now she was beginning to wonder.
With Tommy's cock buried inside of her and she and
her little girl both full of his hot fertile sperm, she
began to wonder just who he was that he was the only
man allowed to live there.

Slowly as her sleep deepened her mind wondered back
to the stiff cock buried deep inside of her tight cunt
and how good it felt with both his cock and his sperm
filling her cunt.

What Kendra or all of the other young unwed single
mothers did not know was the Tommy owned the
apartment complex.  No one at the complex knew it.
He had bought the complex with the idea of filling
it with young single mothers with little girls, just as
he had done, all of the little girls being under the age
of three, the mothers no older than seventeen, most
of them being thirteen to fifteen.

It was surprising just how many mothers and fathers
did not want their very young daughters with small
babies at home where everyone would know she
had been fucked and had a baby.  Especially when
the father of the baby was the girls own father.

Tommy who had no worry about money, having
so much he would never be able to spend it all, earned
from wise investments that still pulled in and unknown
amount almost every day.

Tommy liked living incognito, unknown, just as a
normal young man, not a young man with millions and
maybe more.

Because of his desire for very young girls, the younger
the better, he had bought and kind of stocked this
complex with young single mothers, never married,
all having been impregnated by their fathers and with
the young daughters of the ages he wanted, babies to
three years old.  He was planning on even eventually
have his cock buried deep inside of a young girl only
a few months old.

Because of his desire, Tommy was glad he did not
have a really big cock.  His cock being about six and
a half inches long and about one and three quarters of
an inch thick.  That was plenty big enough for him.
Especially for the young virgin cunts he planned on
having it buried inside of.

Eventually he knew he would have his cock buried
in every mother and every little daughter living in
the complex.

He was also sure none of the girls would want to leave
just because he was fucking them and their daughters.
After all where would they go.  Living here most of
them were taken care of, even if they thought it was
their own father, who fucked them and took their
virginity and impregnated them, that was paying for
everything.

They would all eventually realize that it was him that
was paying for everything not their father.

If a girl decided that she did not want to live there,
letting him fuck her and her little girl, she could move
anytime she wanted too.  He was sure none of them
would.

There were twelve apartments in the complex.  Each
complex had one young single mother with a tiny little
daughter.  The complex was also enclosed behind a
high wall.  It had a swimming pool, a hot tub, a sauna
and even a tennis court.

The girls and their daughters could even swim or
sunbath nude if they wanted to, which most of them
were doing.

It was great for Tommy.  Kendra and little Brittany
was only the first of the mothers and daughters that
Tommy planned on enjoying.  As he fucked Kendra
Tommy's mind was already planning on the girl living
next to her with her young year old daughter.  The
girl, or mother being only twelve herself.

The baby girl the product of her own father who had impregnated her
when she was eleven, taking her virginity when she was nine and had
fucked her up until she got pregnant.  When he had a chance to move
her out, he took it.  The girls mother did not want anything to remind
them that the father fucked her, took her virginity, and got her
pregnant.  They sure as hell didn't want anyone to find out daddy was
fucking his own daughter getting her pregnant.

Tommy had it all planned out how he was going to be
fucking both the young mother and her little baby
daughter.  He was also thinking about making sure he
himself impregnated the young girls.  That would also
be exciting.  He had more than enough money to pay
for everything.

He would not force any girl to let him fuck her and her
daughter or impregnate them.  They would do it
because they wanted to.  Thankful that he was
furnishing them with a good life, even if it meant giving
their little girls virginity to him and letting him fuck
both of them anytime he wanted too, regardless of if
they were fertile or not.

Yes Tommy knew he was going to enjoy himself with

his apartment complex for some time.  He also knew
that there would be girls and their little ones leaving
and new one's with young daughters moving in.

Tommy knew he was really going to enjoy himself
for some time passing himself off as just a babysitter
to the young mothers so they could work or just go
out. He was also going to help the young mothers
with schooling and with learning a good profession
in which they were interested.

Yes Tommy knew that he would be helping the girls
get education and experience in both working and in
sex and then they would move out but with their little
daughters no longer being a virgin. He also knew that
there would be other very young girls who would need
a place to live with their young daughters who would
be glad to fuck him and be happy let him have
their little daughters young virginity for taking care of
both of them.

One of the girls living there, and one of the reasons
he had set up the complex was his own little twelve
year old sister whom he himself had taken he virginity
of and had impregnated.  She was living there with
his baby girl, whom he would be taking the virginity
of in a month or two.  She was now only six months
old.  He didn't want to take a chance on fucking one
that young.  His parent didn't know her baby was his,
and they had kicked her out.  They also did not know
that he was as wealthy as he really was.

He was still fucking his little sister too and still
enjoying her young body.   He was also thinking of
giving her another one of his babies, just like he was
planning on giving the other young girls living their
one of his babies too.  Hell he could afford to pay them
when they had his babies.

As he lay with his cock buried in Kendra, he knew he
would be letting her watch him fuck little Brittney
before they went home to their own apartment the
next morning with her own womb filled with his sperm
just as her little daughters would be.

Charlie "the drifter"

-- 
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
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