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Archive-name: Affairs/cindx1.txt

Archive-author: Steve Jensen

Archive-title: 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 15, 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 babysit 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


"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


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 her's 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 Daddys 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


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 layed 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



"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


"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 manuvered 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


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 com

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 ecstacy.  She began to thrust him obscenely, and her

cunt made wet farting noises as It grabbed his creaming cock.



opened up and her juices flowed. 

By now, Dans' 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 15 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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