Cindy
Does her Best Friend's Dad
It was early
Saturday morning. Dan Flanagan had slept in late
since his wife
and daughter were away visiting his Mother-in-law
for the weekend.
His first big chore of the day was to clean the
pool He
was on his way to the back when the doorbell rang.
"Is Maureen
home?" cheerfully asked the young girl at the door that
he recognized
as Cindy, his daughter's girlfriend. Cindy was
wearing an oversize
t-shirt covering her bikini, carrying a beach
towel and a
tote bag.
"She is at her
grandmother's this weekend."
"Oh, I forgot!"
Cindy lied, a look of disappointment on her face.
"But you can
still use the pool if you like. I was just going to
run the vacuum
out there." Dan couldn't help but feel a chill run
up his spine
as he spoke with the young girl. At 18, the same age
as his daughter,
Cindy was one of the most attractive teenagers he
had seen.
She was also a flirt. He wasn't sure if it was innocent
or by design,
but she had always managed to arouse him when she had
come to dinner
or stayed over at their house.
It seemed that
every time that she stayed over night, she always
managed to be
in scanty pajamas when he was around. Once, he was
treated to an
entire evening trying to watch TV while Cindy sat in
the chair across
from him. Only to his view were her legs slightly
parted, just
enough for him to see the crotch of her panties and
her smooth,
white thighs. On a couple of occasions, she seemed to
have caught
him looking, but she met his glance with a sexy wink
and a smile.
He didn't know what to do - he was almost sure that
she was doing
it on purpose -- flirting with him -- but he couldn't
afford to let
his wife and daughter find out something was going
on, innocent
or not.
Now she stood
at the door, about to enter the house knowing he was
the only one
home.
"That's great,
Mr. Flanigan. Thanks. I was looking forward to
working on my
tan!"
Cindy had found
out at an early age that she had the power to
seduce men.
An exceptionally cute little girl, whose mother had
entered her
in beauty contests since she was old enough to walk,
she had managed
at age ten to seduce a 17-year-old boy who had been
paid to baby
sit her. The boy had been chosen because his sister
was sick and
because he was a perfect kid who no one would ever
suspect of doing
any thing sexual with a young girl - and normally
he wouldn't
have - but this wasn't an ordinary little girl.
Cindy's tactic
was pretty much the same as the one she continued
to use: innocent
flirting. She lay on the floor in front of the
TV wearing only
her panties and a long t-shirt over them.
Gradually, the
t-shirt would climb up her thighs until he had a
good view of
her crotch. She watched his reactions in the
reflection of
the TV as he sat in the chair behind her. Then when
she got up to
use the bathroom, she came back with nothing under
her t-shirt.
She let the shirt climb up her legs until he got a
perfect view
of her round little ass. When she was sure he had his
eyes glued to
her, she raised both legs and moved them apart,
giving him a
perfect view of her crack.
The boy had
told her that she should get some pajama's on, but
Cindy convinced
him it was okay and even ended up on the chair in
his lap, her
t-shirt pulled above her waste. The boy had lost his
usual discipline
and fingered at her bald little pussy. She
eventually ended
up jacking him off - for the first time seeing a
stiff cock erupt
its' load all over her bald little pussy.
From there she
had continued to expand her knowledge of sex by
seducing older
men. An uncle had taught her to suck cock and her
sixth-grade
teacher had been the first to sink his cock deep into
her virgin cunt.
It had always
been her idea to play around sexually. And now she
was gonna do
it with her best friend's dad!
Cindy lay on
her stomach on the lounge clad only in her string
bikini.
Her long blonde hair was tied in pony tails on each side
of her head
so that it wouldn't keep the sun off her shoulders.
She watched
as Dan Flanagan worked around the pool. He was dressed
in tight trunks
and wore a Hawaiian shirt, unbuttoned, showing his
hairy chest.
"Mr. Flanagan,
could you help me with this lotion?", she asked with
all the sweet
innocence she could muster.
Dan sat in the
chair beside her and rubbed some of the lotion onto
his hands.
While he did so, Cindy undid the tie that held the top
of her swimsuit
on.
"I hate string
marks." she exclaimed.
Dan rubbed lotion
until he had covered her back and sides. An
occasional finger
would make contact with a half-bare breast. She
didn't flinch
or complain. He wondered if maybe he was letting
himself in for
a lot of trouble. As he questioned his ideas about
this girl, she
reached back and untied the stings that held her
bottom on.
She folded down the back of her bikini bottom and
looked back
at Dan with her most flirting smile said, "I don't want
to be a cotton-tail,
either."
Dan was speechless
as he sat their viewing what had to be the most
perfect teenage
ass in the world. His hands rubbed in a circular
motion as he
covered her buns with the lotion, and then her thighs.
He allowed his
hands to slip occasionally between them and Cindy
accommodated
him by moving her legs slightly apart. Soon he found
himself with
his fingers buried in her crack.
"Is this something
that your boyfriend usually takes care of?", he
asked.
"No, I don't
have one, Mr. Flanigan.", she responded as he
continued fingering
her hole. Her beautiful body was second only
to her flirty
personality. She looked at him with her beautiful
eyes and sly,
sexy smile and asked, "Do you know why I don't have
a boyfriend?"
He knew she
was flirting with him. The temptation was great but
He knew he had
already gone to far with an underage girl and didn't
want to risk
ending up on the wrong side of the law. He knew he
had already
gone way too far.
"No, seriously,
do you know why I don't have a boyfriend?"
"Why Cindy?",
he asked, patronizing the girl.
She reached
over and gently rubbed his crotch, "Because, all the
boys my age
don't have this much cock!" She giggled. "Like, they
stick it in,
cum two seconds later, and then tell all their friends
how they drilled
you to the madras." she explained. I like older
men.
He felt his
rod start to harden. Cindy started to stretch out
completely with
her legs now spread obscenely. Talking to him with
her mouth just
inches away from his cock she said, "I want you to
fuck me, Mr.
Flanigan."
"Come with me
into the house." he said, "We sure don't need someone
seeing us together
like this."
"This is it!",
she thought to herself. She was on the verge of
getting fucked
by Maureen's dad. She had dreamed of it for so
long, now it
was going to happen!
"You know,"
she said as she got up and lead the way in the house,
"I've been thinking
about this for a long time."
He couldn't
believe this was really happening. She gathered her
bikini and headed
indoors at a rapid trot. She had the most
beautifully
shaped butt he had ever seen. Dan got up and followed
her indoors.
He just caught a glimpse of her as she headed up the
stairs to the
bedrooms. He decided he would take a minute and lock
the downstairs
doors - just in case. This would be the worst time
for someone
to walk in.
Dan first looked
in the master bedroom for Cindy, but didn't find
her there.
He looked in the guest room -- no luck either. Then
he went in his
daughter's room to find that she had dropped her
bikini on the
floor and closed the bathroom door. He sat on the
bed and waited
for her to come out. When she did, Dan got a shock.
She looked just
like his daughter.
Both girls did
look something alike anyway, same color hair and
eyes, same size
and build. Maureen liked to wear her hair in pony
tails on either
side and this is how Cindy had hers fixed. She
was Maureen's
flannel nightshirt that had her name on it.
"Did I scare
you, Mr. Flanigan?", she asked.
"I wasn't expecting
that," he replied. "How come you're dressed
like Maureen?"
"Like I thought
that when we did it you could pretend that I was
her. Don't
you ever fantasize about doing it with your daughter?"
"Uh, well, not
really," he replied. But the small note of
hesitancy carried
across in his voice and Cindy picked up on it.
"Like, I've
heard all Daddy's think about doing it with their
daughters.
Not all do, or would even do it if they had the chance.
But I think
that at one time or another they think about it. You
can tell me
anything because now we are gonna have a lot of deep
secrets between
each other anyway."
"You seem wise
beyond your years, young lady," he replied in an
advisory tone.
"So have you
thought about what it would be like to do it with
Maureen?" she
continued. Now she was sitting on the bed beside
Dan, her knees
drawn up to her chest, her arms around them. Dan
could see that
there was nothing underneath the nightshirt. He
reached beneath
it and sent his hand between her thighs.
She spread her
legs slightly to accommodate him, now leaning back
and bracing
herself on her hands behind her. Dan fondled the
teenager's mound,
once again sinking a finger into her hole. This
didn't distract
the young girl from her line of questioning.
"Well?" She
persisted.
"Since you're
THAT interested," Dan submitted, "Uh, I haven't
really thought
about doing it with Maureen but I have thought about
watching her
do it with a boy." He stopped for a minute, then
quickly added,
"When she is old enough to do it. And I wouldn't
want her to
know I was watching."
Cindy giggled.
"Old enough? Well, I think you missed the date if
you're waiting
for her to get old enough."
"You mean she
is already doing it with boys?" Dan felt a little
short of breath
and wasn't sure if it was shock or excitement.
Cindy was now
laying back, resting on her elbows, her legs apart,
as Dan continued
to sink his finger into her tight little cunt.
He could feel
her cunt tighten when she giggled and he knew when
he got his cock
in her it was going to be heaven.
"I shouldn't
tell on Maureen.", Cindy said, giggling again.
"Listen, little
girl," Dan said in a lecturing tone, "I told you
my secret...
this is no time to be holding out."
"Okay.
I guess we both will have a secret then. Well, um, like
what you want
to do I have already done!" Cindy said, her
indirectness
coming across in a tone of embarrassment.
"What do you
mean? You have done what?", Dan asked.
"Well, um, I
have watched Maureen do it with a boy.", she replied.
"When?
Who was she with? Tell me the details. Were you on a
double date
or what?", Dan questioned the girl eagerly, now more
aggressively
fingering her cunt.
"Well", she
replied, "she was staying overnight a couple of months
ago when my
brother was home from school. He 19 and goes to
college.
After she thought I was asleep, she got up and snuck into
his room.
I knew something was up 'cuz she had been flirting with
him all night
-- the same kind of stuff I do to you when I stay
over."
Well, our bathroom
connects our two rooms." She continued "At first
I went into
the bathroom and just listened. After a while, I could
hear the bed
squeaking so I opened the door a little bit. I
watched until
my brother got off and Maureen started moaning. Then
I went back
to my room and pretended to be asleep when Maureen came
back into bed.
I couldn't sleep.
"I was so excited
-- I had actually seen my brother's beautiful
buns as he pumped
the living shit out of my best friend -- I
couldn't sleep.
So when I was sure that she was asleep, I felt up
under her shirt
-- the same one I have on now -- and felt her up.
I wanted to
see if my brother had came in her. Boy, had he ever!
She was drenched
with it. Like I am not into other girls or
anything but
knowing Jason's, uh, that's my brother's cum was in
her made me
do it. I got it all over my hand and then fingered
myself, getting
his cum up my cunt too. I figured it was the only
time that I
would ever get my brother's cum in my hole."
Dan was beyond
control now. He had never been this excited. His
fingering of
Cindy had gotten her pumping her teen little ass as
she told him
about his daughters' exploits. Now his rod was stiff
as a lead pipe
beneath the swimsuit he still had on. He stood and
pulled the suit
off, exposing himself to the girl for the first
time.
As if in reciprocation, she removed the nightshirt, exposing
her budding
little breasts.
They were small
and firm. As she wriggled the shirt over her head,
he felt the
saliva in his mouth accumulate and he had to swallow.
She still looked
a lot like his daughter and the sight sent spastic
shock waves
to his cock, as if it couldn't finish hardening
fast enough.
He noticed the a faded tan line right above her small
triangular island
of pubic hair. He felt the blood rush to his
head.
She was smiling as she jumped up and wrapped her legs
around his waist.
She flung her arms around his neck and stuck her
tongue deep
into his mouth. She seemed so light and small.
Her breathing
got incredibly heavy. He laid her back down on the
bed as she buried
her face in the hair on his chest.
His cock was
standing straight up. He felt Cindy's juices on his
leg as she rubbed
her pussy on his thigh. "I want you to fuck me,
Mr. Flanigan,
oooh, I want you fuck me deep, please." His shaft
was harder than
he could remember. He knew he couldn't contain
himself much
longer. He swallowed one of her luscious little tits
whole.
"Daddy!", she
gasped, still pretending to be his daughter. She
reached down
and felt his rock hard tool. She continued to talk in
breathy whispers,
"Oh, God", she breathed. She grabbed his tool
with her hand,
her fingers just barely making it all the way
around.
"Oh please,
oh please, oh please, Mr. Flanigan," she continued.
"Mmmmmm, she
sighed, "God it's so big, it's so hard." She began to
stroke his cock
up and down with both hands. When he couldn't take
it any more,
he grabbed one leg in each hand and spread her wide.
"Oh Daddy, ram
it in, ram it in", she practically screamed. He
positioned himself
over her and just touched her drenched little
island of hair.
"Ohhhhhh, yes, yes, please, yes." She sounded as
if she was crying.
The tip of his shaft rubbed her soft mound, but
He couldn't
yet feel the opening.
She lifted her
legs straight back to her shoulders as she pulled
on his cock
with both hands toward her cunt, the teenager was
definitely experienced
in helping a cock find it's mark. "Uoooh,
Mr. Flanigan,
put it in!"
But Dan had
other ideas. Before he fucked this little girl he
wanted to taste
her and see her. He moved down so that his face
was between
her thighs. He gazed at her cuntal hole. She didn't
have that much
hair so it was easy to see. Her lips were together
much like a
virgin. With his tongue flat He licked her hot little
box from the
beginning of her asshole all the way up to her budding
little clitoris.
"Mmmmmmm" she moaned while biting her upper lip.
Cindy started
rotating her hips as his licking increased in tempo.
He gave her
a deep stab with his tongue.
"OOOOOHHHHH!!!"
she exclaimed, "Again, please, again" she said as
she grabbed
his hair and tried to shove his face inside. He began
to eat her furiously.
"Oh, yes, put your tongue inside"
Her pussy tightened
around his tongue as He opened his mouth wider
and stuck his
tongue in deeper. She began to fuck his face with
surprising power.
He knew she
was close to orgasm. She stood up as he repositioned
himself on the
bed with her above him. She turned around and
straddled him,
placing her cunt over his throbbing tool. She
braced herself
on one arm, reached back with the other and guided
the head of
his cock to her opening and inserted just the tip of
it into her
slippery box.
"I want you...
no matter what it takes, I'm getting that monster
all of the way
inside of me". She said as she positioned herself
straight up
over him. He felt his head start to slip in deeper as
Cindy pushed.
"God, it's so big," she said as she maneuvered on his
member hunching
down to get it in. Then with a long grunt she
forced his rock
hard head in. "Ooooh mmmyyyyyy gooooddddddd!!!"she
breathed as
she began to move up and down very slowly.
Her pussy was
so tight. "When did you lose your virginity?" he
asked. Oblivious
to his question she just rocked gently up and
down, and even
though most of his tool was still outside of her,
she seemed to
enjoy herself just fine. "Cindy, I'm talking to you,
when did you
lose your virginity?"
She barely replied
between breaths, "...three years ago... Sixth
grade."
Squatted over
him, she used her body weight to push his gleaming
wet cock back
inside of her. "Oh yeah, I love it Mr. Flanigan.",
she said. She
started moving up and down as another half inch
disappeared
into her sweet canal. She felt herself starting to cum
and the extra
lubrication enabled her to sink another inch.
"Ooooooooooo
yeah, this is what I needed, a real man." Even though
three quarters
of his rock hard shaft remained she began to slide
up and down
with a steadily increasing tempo. "It's going in all
the way!", she
cried out. "Oh yes, it's going in," she said.
Supporting part
of her body weight with her hands on his chest she
began to make
slow circles as his cock began to disappear inside
of her.
She began to
rock back and forth on his cock. "Oh yes, Mr.
Flanigan, let
me fuck you, just like Maureen fucked my brother.",
she said as
she began to pick up speed, "Don't move, oh it feels
really incredible."
Her eyes rolled back and her mouth opened as
she continued
to hammer away at his rock hard shaft.
Alternating
from a quick succession of quick strokes and slow long
strokes he began
to feel an eruption coming on and all he could
think of was
getting ALL of his cock up inside of Cindy. Coming up
on one of her
long strokes she pulled his cock out of her cunt just
enough to maintain
his head just outside as she began to rub the
slippery knob
back and forth between her asshole and her pussy
hole. Then she
slowly slid it back into her succulent young cunt.
Penetrating
her again felt like breaking new ground for the second
time. Going
in, he felt his foreskin pulled all the way back
exposing his
head inside of her. The sensation was unreal. Then she
stopped.
He wondered if anything was wrong but she just stood
there motionless
with her eyes closed.
He looked at
her, she was beautiful, I mean a really beautiful
girl blooming
into womanhood. She looked so much like his own
daughter.
Then slowly she opened her eyes and looked at me and
said, "I want
you to get on top of me and fuck me until it hurts,
fuck me like
a whore."
That was all
he needed to hear. As He rolled on top of her little
teenage body
he wondered how it must have been for the guys fucking
his daughter.
He got on top and positioned his hands on her ass
cheeks. She
whispered in his ear, "Don't be afraid, do what you
want." With
that she began to lick his mouth. He started to fuck
with only a
fraction of his strength. Her snatch felt so good He
didn't want
to turn her off by hurting her. "What are you waiting
for?", she asked,
"Put it all the way in. Fuck me like you would
that slut daughter
of yours."
He started to
fuck her like he knew he always wanted to fuck his
little girl.
"Oh, oh,oooh, yes, oooooooh, that's the way, that's
the way, yes,
yes, fuck me.", she moaned.
He began to
pound her letting most of his weight crash her but He
still couldn't
get his whole cock inside of her. "Oh please, fuck
me just like
that, please don't stop, God it feels so good, break
me in half."
He grabbed her ass cheeks tighter and with all of his
strength He
pushed the FULL length of his shaft inside of her. It
sounded like
the muffle sound of knuckles cracking.
"Ahh, ahh, oh
God, hold it right there", Cindy said, trying to
catch her breath.
He looked down to her love hole and He couldn't
believe that
all of his meat was inside such a small
opening. "Hold
it right there, it hurts but it feels so good. Is
it all the way
in?" she asked.
He looked down
to make sure, there was absolutely no space between
them whatsoever.
"It's all the way in Cindy."
"Good," she
said, "Now we can take care of business." He began to
ram her with
reckless abandon.
"Uh, uh, uh
,uh, uh, oooh, uh, uh," said Cindy with each pelvic
crash."Oh,
God, Oh, God, Oh, Yes, I, Feel, It,
Oh, F, Fu,
Fuck,
Me, Fuck, Fuck, Fuck, Fuck, Me," she continued
between
each forceful
thrust. She now had her legs wrapped around him
tightly, her
feet touching over the small of his back.
He knew he was
about to explode in her. He wondered whether he
should. Was
she on birth control? he started to ram her even
harder. She
couldn't move anywhere, he had her pinned down and she
loved it. As
his eruption got nearer he wondered, should if he
should pull
out. It felt so good. "I'm coming," he said.
"Oh yeah," Cindy
replied, "Come baby, flood me with your love
cream.
Give me the same cum that started Maureen!" Those very
words were what
did it. He exploded inside of her. "Ooooooo, give
it to me all,
empty yourself inside of me!", she cried. He wanted
to go even deeper
inside of her as his balls quivered with each
burst. "Oh God,
I think I'm coming," moaned Cindy, "Oh yes, I think
I'm coming,
oh, oh yes, oh please don't stop, please don't stop,
fuck me, please
fuck me."
His hot scum
made her cunt feel even better than before. "OH, OH,
YES!, OOOH,
AAAH, FUCK ME!", Cindy screamed as she drew closer to
her blissful
ecstasy. She began to thrust him obscenely, and her
cunt made wet
farting noises as It grabbed his creaming cock.
"AAAAH,
OOOOOH!, OH GOD!, OH GOD!, OH YES!, AH, AH, AH,
OOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHH!",
she screamed as her love box
opened up and
her juices flowed.
By now, Dan's'
sperm had been churned to a white frothy foam that
covered the
young girl's crotch like a slippery lather. As they
stopped and
she lay back on the bed, her legs still wide open and
bent at the
knees, dan's sperm literally flowed from her wide-open
cunt, down the
crack of her ass and onto his daughter's bed.
"It feels good
opened up this way" , Cindy said as she drifted off
to sleep. He
looked at her thinking how lucky He was to have been
given this opportunity.
She was so beautiful.
Dan watched
the naked girl sleep, admiring her 18 year old body.
He knew that
he wouldn't stop with this first fuck. He also knew
that he was
probably going to use this opportunity to hear the
details of his
daughter's sexual experiences from her best friend
and to realize
a long time fantasy -- watching his own teenage
daughter get
fucked by a young boy.
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