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                 K R I S T E N' S    C O L L E C T I O N
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Double Dating With Brother
by Beating Off Bob (beatingoffbob@yahoo.com)

***

Dad requires his little girl to double date with her 
brother, to keep her dates in line. But who's going to 
keep her brother in line? (mf-teens, voy, inc, mast, 
oral)

***

Bob Randall was an average guy with average 
intelligence, who was just trying to raise his two kids 
without their mother being around. There had been a 
messy divorce when the kids were two and three, at 
which time his wife had decided that she didn't like 
children, but liked doing what made them... with lots 
of other men. Custody hadn't been an issue, since she 
wanted nothing to do with her son, Mark and his older 
sister Cindy, even though she had insisted on those 
names. She had disappeared off into the political world 
of Washington D.C. and the kids had never seen her 
since.

Bob, doing his best, had brought the kids up to have 
respect for their elders, to obey their teachers and 
study hard, to work for what they wanted, and to love 
one another. He just didn't expect them to love one 
another quite as much as they actually did.

He didn't find out just how much they loved each other 
until Mark was sixteen and Cindy was seventeen. Here's 
how it happened:

Bob, being a guy who more or less hated clothing, 
didn't wear much around the house. He didn't make the 
kids wear much either, and both of them grew up with a 
streak of his nudist mentality in them. All of them 
knew quite clearly that other families didn't run 
around naked in their houses, and if the kids or their 
dad were going to have visitors, good communication was 
required to ensure that no one got embarrassed.

That worked fine for the first ten years, but at one 
point or another, Cindy was going to start menstruating 
and Bob didn't quite know what to do about that.

He enlisted the aid of a woman he worked with, who came 
in and gave Cindy all the information her mother would 
have given her, had she been around. She also gave her 
a box of pads, being a woman who didn't think tampons 
were appropriate for a girl that young.

That was fine. While she was twelve, Cindy duly 
notified her father that she was "a woman now". She 
also grew breasts and hair in places that had never had 
hair on them before. She assured him everything was 
fine, but she had to start wearing panties around the 
house. Pads require panties. 

Things sort of perked along, more or less normally. 
But, girls being girls, and talking about the things 
girls talk about, Cindy learned about tampons, which 
were a lot less troublesome than pads. 

And so it was, when she was almost fourteen, Cindy came 
to her father and said she needed some help. It seemed 
that she had tried to shave her legs, she cut herself 
and she wasn't about to try under her arms until her 
father showed her how to do it safely. That's why she 
had a brand new razor with her when she asked Bob for 
help.

She also had a box of tampons with her.

Bob, thinking he was equal to the task, set about 
instructing his baby girl how to shave things. He 
shaved under one of her arms, and then supervised as 
she shaved the other. That went very well, all things 
considered, except that Cindy was wearing only panties 
at the time and Bob was put on notice just how much 
she'd grown up since the last time he actually LOOKED 
at her budding breasts. She now had real ones, the size 
of small grapefruits, and her nipples, instead of being 
just smears of color on the tips were pronounced and 
sat on top of areolas.

Bob had the uncomfortable feeling of blood migrating to 
his penis, which it wasn't supposed to do when he was 
looking at his daughter's breasts.

Then she held out the box of tampons. "Pads make a 
bulge in my clothes, and the girls all make fun of me" 
she said sadly. "I got these, but I can't figure out 
how to make them work."

Bob opened the box. There was one tampon missing, and 
the 'installation tube' as he thought of it, wasn't 
there either. "Honey, there's a cardboard tube..."

"Oh yes!" she said. It's in my room." she ran to her 
room and brought back a somewhat bedraggled looking 
tube that was bent a little and partly crushed. "I did 
like the instructions said, but I couldn't get it to go 
in." she said. "It hurt too."

Bob, of course, knew what the problem was. His baby 
girl was a virgin. Not that that was a problem, but it 
definitely interfered with the use of tampons.

Briefly Bob thought of the traditional means of 
removing a girl's virginity. Then he mentally smacked 
the back of his head and told himself: "Behave, boy!"

Then he cast about in his mind for something that could 
be used instead of the traditional means. He looked at 
his hand and realized his middle finger was probably 
the perfect size for the job. He also knew his daughter 
would probably freak out at what he was going to 
propose.

"Sweetheart, do you masturbate yet?" he asked.

Cindy turned white and stuttered. "Well, um... I... 
I... uh I don't think so Daddy."

"You don't think so." her father repeated.

"Well, sometimes in the shower, when I'm washing... 
down there... it... ah feels nice."

Bob thought for a minute. "OK. See, here's the thing. 
For you to use tampons, we're going to have to tear... 
um break your hymen. You know what that is right?"

She nodded. "That's what makes me a virgin."

Now HE nodded. "Right, but it gets in the way of the 
tampon. So we have to break that. That's why it hurt 
when you tried to put in the first one. And it will 
hurt when we break it. And I think you need to know 
this... so you can decide if this is really what you 
want."

She thought for a minute. "If it hurt when I tried, why 
didn't it break then?"

"I guess because you didn't push hard enough. Some 
girls' cher... er hymens are pretty tough."

"How would we have to break mine?" she asked.

He held up his finger. "This is about the right size. 
I'd have to push it inside you and it would break your 
hymen. I'd sort of recommend that we... well... that we 
sort of masturbate you a little bit when I do it. I 
mean because that will make it less painful I think."

She looked at him. "That sounds pretty weird Daddy."

He gave a nervous cough. "I'm aware of that baby, but I 
don't know of any other

way to do it without it being pretty painful. I mean 
it's dry in there now, but if we rub you a little, it 
will get slick and then I think things would work 
better. I guess I could always ask Mrs. Jenkins at work 
to come over and help you with this." Marge Jenkins was 
the woman who had instructed her on the pads. Part of 
that instruction was about how never, under any 
circumstances, should a young girl touch herself 'down 
there' other than to wipe and wash. 

"NO!" barked Cindy. She wasn't eager to see Mrs. 
Jenkins again. Mrs. Jenkins had a way of making her 
feel like there was something wrong with her. "I think 
we should try your idea first. If that doesn't work, 
then we'll see. OK Daddy?"

Bob wasn't all that happy. The idea of fingerfucking 
his little girl to get rid of her cherry was both 
attractive and repellent. Actually, it was attractive, 
and that repelled him.

"What do I do Daddy?" she said, her trusting eyes on 
his. She wasn't allowed to date yet, even in groups. 
She had no experience with a male's hands on her body.

"Well, why don't you lie down on your bed, and I'll lie 
beside you. Who's your favorite music star?"

She told him, but it was a female. It was the same with 
Movie stars. When asked who she might think about 
having for a boyfriend, or someone she'd like to go out 
on dates with she couldn't come up with a name.

"OK, then, just lie back and I'll teach you a little 
bit about your body. What's going to happen will happen 
regardless of what you're thinking about."

She lay back, arms at her sides and closed her eyes. 
Bob told her he was going to take her panties off, and 
then that he would warn her when he was going to touch 
her. As he pulled her panties off he got a look at the 
target of the day.

Her pussy was tightly closed, with plump lips forming a 
barrier to the hole behind them. her sparse blond pubic 
hair stopped above her slit. His dick lurched in his 
pants as he looked at her. He decided to start on her 
breasts. He told her he was going to rub his hands over 
her body everywhere and he started on her arms, then 
sides, then stomach and then her breasts. She sucked in 
a breath as his hand slid across her nipple.

"Your nipples are very sensitive" he told her, using 
the flat of his hand to rub across them both. "The 
nerves there are connected to a system of nerves that 
includes the ones in your vagina. As I play with your 
nipples you may feel it down there."

"That feels really good Daddy" she sighed. "Why doesn't 
it feel like that when I touch them?"

"After you learn what sexual feelings feel like, it 
might START feeling like that when you touch them." he 
told her. "Now I'm going to suckle at your breasts, 
like a baby would while I rub you some other places." 
He took one nipple into his mouth and sucked gently, 
sliding his hand down to her stomach. He let his 
fingertips trace the area over her ovaries and her hips 
lurched. 

"Mmmmmmm Daddy that feels even better. I like this" she 
sighed again.

"Spread your legs for me baby" he said and as she did 
he let his fingers drift across her tightly closed 
portal. She wiggled, telling him it felt funny. He felt 
just the very beginnings of moisture at the top of her 
vulva, and he rubbed his fingertip in that, sliding it 
down and forcing the lips apart. He felt for and found 
her clitty and began a gentle circle around it, but not 
on it. Her legs spread further as she moaned.

"Oh Daddy! That makes me feel funny in my tummy." she 
said.

He kept going, telling her that everything was normal 
and that what she was feeling was going to help with 
the pain later.

"It doesn't hurt at all so far Daddy," she said. He 
knew it would later.

Finally he began to feel much more moisture as her body 
reacted to his stimulus. When he felt her slippery 
juice he let his finger drift across her clit, pressing 
on it harder. Her legs bent and then straightened 
convulsively and he sucked harder on her nipple. She 
was moaning now, lifting her head and letting it drop 
back to the bed.

"Oh Daddy! Something's happening. I feel so... so... 
like something inside me wants out!"

"That's good, baby, you're doing fine. You're about to 
have an orgasm. It's going to feel very strange, but I 
want you to let it happen." He switched his index 
finger for his middle one, and began sliding the tip in 
and out of her virgin slit. each time he brought it out 
he ran it over her clit. As she got closer and closer 
to having her first cum he slid his finger deeper until 
he finally felt the tissue that was proof of her 
virginity. 

When she began to babble and toss her head back and 
forth, he let her get into the orgasm and then he 
rammed his finger through her cherry in one violent 
thrust. As she yelled at the pain he cupped his hand 
and left his finger buried in her while he used the 
base of his fingers to rub back and forth on her now 
swollen clit. 

The orgasm overcame the pain and she flopped as she 
came. Bob was hard as a rock as she flopped next to 
him. Slowly she settled back down on the bed, her hips 
still thrusting. He took the pressure off her clit, but 
left his finger deep in her.

"Oh Daddy!" she gasped "You were right! It hurt, but 
only for a minute. Now it just feels... full."

"Well, it's going to hurt a little bit when I take my 
finger out of you. Tell me when you're ready."

She nodded and he turned the finger first, to break the 
suction on it, finally sliding it out of her. His 
finger was pink with a light layer of her blood. They 
both stared at it. "Wow" she said "That's a lot of 
blood. It only aches a little bit now. Was that like 
having real sex?"

He shook his head. "A man's penis is lots bigger than 
my finger, honey. You aren't ready for that yet anyway. 
But, in a day or two, try the tampon again. I think it 
will work then." It was hard to walk away from her 
naked spread body, but he did it.

That was the first hurdle Bob had to jump. He hadn't 
gone back to the dating pool after his wife left. Some 
of that was due to the fact that he was very busy 
raising his two kids. Part was because he was down on 
women. Part was because he didn't have much self 
confidence. The fact was, he went without sex for the 
most part, beating off now and then to relieve the 
pressure. He hadn't been with a woman for six years 
when he finger-fucked his daughter’s cherry so she 
could use tampons.

She started taking longer showers, and when she came 
out of those showers she was vibrant and beautiful 
and... happy. And he knew what she was doing in there. 
She was doing what he'd taught her to do without 
actually meaning to. He'd taught her how to masturbate.

Time went by and Bob thought that things were going 
pretty well. Cindy reported that the tampons worked 
fine. The days and months swept by and she grew into an 
even more beautiful young woman. Both she and Mark 
seemed to be happy most of the time. That they helped 
each other with homework every night made him proud. 
Cindy had already taken most of the classes Mark had, 
so she knew how to explain things to him. He had a 
quick mind and if she got stuck on something he could 
usually help her figure it out. Bob just went to work, 
brought home the bacon and watched his kids grow up.

One Friday night, after Bob fixed dinner, the kids 
announced they were going to go do homework as usual. 
It was while he was doing the dishes that Bob thought 
about how little they had done as a family lately. It 
was Friday night, and usually, after dishes, he would 
watch TV while the kids finished their homework. They 
they'd watch TV. 

They still couldn't date yet, and about all they ever 
did was do homework and watch TV together. There 
weren't any slumber parties or sleepovers. Bob thought 
they must be bored out of their minds. He determined 
that they would go somewhere that night. He didn't know 
where, but he'd call a halt to the homework and get 
them out in the car. They could decide then what they 
were going to do. He headed for Cindy's bedroom, where 
most homework was usually done.

It was as he approached her door that he heard their 
voices. Something in the tone caused him to halt. It 
was hard to hear through the door, but he heard Cindy's 
voice say "Ohh Mark... that feels good." He put his 
hand on the knob and turned it slowly. Letting the door 
open just a crack, he peeked through it. Cindy's 
vanity, with it's big mirror was directly in his view. 
And in the mirror he could see her bed. 

They were on her bed. 

They were naked. 

He had taught her how to pleasure herself, and he had 
pleasured her. She had obviously taught her brother how 
to do the same. She lay there moaning as her brother 
rubbed her pussy. Her hand was wrapped around Mark's 
cock and she was jacking on it in a way that made Bob's 
penis want to spurt. 

Should he make them stop? 

He watched as she came and then Mark splattered them 
both with his spend. They lay back gasping, their hands 
touching. It wasn't like they were fucking. 

He closed the door.

Two months later she came to him and said "Daddy, a boy 
has asked me out. I want to go. Is that OK?"

"Well, you're seventeen, and that's old enough to date. 
I'm nervous about it, because I remember what I tried 
to do with all the seventeen year old girls I went out 
with." She looked at him patiently. "I'd feel a lot 
better if you double dated with your brother." he 
finished.

She smiled a dazzling smile. "OK, I'll ask him."

They went out a week later. He waited up for them, and 
when they came in they were both laughing and happy. 
"How'd it go?" he said, sitting in the dark.

"It was fun," said his daughter. "He tried to kiss me, 
but Mark wouldn't let him." She swung her purse at her 
brother, who dodged it easily and grinned.

"Good boy," said their father.


They went off to their rooms. Bob went to bed, but for 
some reason he wasn't sleepy. He didn't feel like 
reading, so he just lay in the dark, thinking. 

He heard the floor creak, but it was the floor between 
Mark and Cindy's rooms, and not the floor on the way to 
the bathroom. They had just spent hours in each other's 
company. What could one want with the other now? 

He thought back to the time he saw them masturbating 
each other. Yes, the date would have gotten them 
excited. He got up silently and stealthily went through 
the kitchen to the back door. He tried Cindy's room 
first, peeking through the window, but he couldn't see 
anything. Then he went to Mark's window. A night light 
was on. 

Mark was on his back, naked. Cindy was on top of him, 
also naked. Her head was bobbing over his groin and his 
face was buried between her legs. Bob stroked his own 
erection and when he saw them cumming, he splattered 
the side of the house.

They double dated every weekend. And every night after 
they got home, they did with each other what they 
didn't do with their dates.

Bob couldn't help himself. He loved watching them. 
Being a man with talent, he devised a set of plans, 
bought the materials and made each of his children a 
name plate for their bedroom doors. 

It was an amazing sort of thing, with their name on the 
outside. But it required a hole be cut in the door, and 
it fit in like a window. On the inside you could push a 
button and a message would appear on the outside. 
"Doing homework" "Taking a Nap" "Come on In" and 
"Pouting - Go Away" were the messages. Both kids 
thought they were nice, if a little strange, but then 
their Dad had been acting strange lately. 

What they didn't know was that with the push of a 
button on the outside, it became a window into the 
room.

Prom night was a big deal for them both. Again, they 
were double dating. Their father said they could stay 
out all night, and smiled to himself when they 
declined, saying it took too long to recuperate. He 
told them he wasn't going to wait up for them this 
time, but he knew he'd wake up when they got home. He 
heard them come in. 

They went straight to Cindy's room.

Quickly, Bob got up and tiptoed to her door. He could 
hear the murmur of voices through the door. He pushed 
the button and suddenly he could see them clearly. They 
had left the light on, and Cindy was already down to 
bra and panties. With a practiced flip of her fingers 
the bra came loose and she exposed her breasts to her 
brother. She did a little dance... a bump and grind of 
a sort, as Mark dropped his clothes. 

This was the first time there had been enough light to 
see them both clearly. Mark's erection was something to 
be proud of. Cindy removed her panties and climbed onto 
the bed, prowling like a cat. He walked up to her and 
she sucked his cock while on all fours. 

Then she lay back, legs spread, holding out her arms. 
He bent over and lapped and sucked her pussy for a 
minute.

Then, so quickly that it took Bob completely by 
surprise, Mark crawled between her legs, notched his 
cock into her gaping pussy, and pushed until his balls 
slapped her butt.

Bob expected to hear her scream. 

But she didn't. 

He expected to see her face grimace in pain. 

But it didn't. 

He expected to see her object and push him away. 

What he saw was her hips thrust up, onto the invading 
prick.

They had done this before.

Mark's thrusts were practiced, and Cindy's upward 
thrusts were timed too well for this to be the second 
or third or even tenth time they had done this. But 
Mark was a kid, and he had yet to develop good control. 

Within minutes, before Bob's amazed eyes he saw Mark's 
head go back, saw the frozen grimace on his face, saw 
him slam his cock into his sister and stop, and then 
saw the clench of his ass cheeks as his penis sent 
streams of his teenage spunk deep in his sister's 
pussy.

Bob expected to see his daughter push her lover away, 
to make him take his dangerous spurting prick out of 
her unprotected fertile pussy.

But she didn't. 

Instead her lacquered fingernails dug into her 
brother's ass cheeks and she pulled him deeper.

They had done this before too.

Bob witnessed the joys of youth. Mark's orgasm didn't 
slow him down a bit. He kept going. He fucked his 
sister for fifteen minutes, and she came four or five 
times. Then he dosed her again with his incestuous 
thick seed. When he got up off of her, her open pussy 
was a mess of gooey cum. She calmly dipped two fingers 
in it and slurped them clean.


As Bob's own sperm splattered against the door he knew 
he'd have to do something about this.

He did.

He bought a Video Camera.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
This story was written as an adult fantasy. The author
does not condone the described behavior in real life.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
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