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Message-ID: <52243asstr$1129759801@assm.asstr-mirror.org>
From: "Doctor PopNFresh" <drpopnfresh@hotmail.com>
Mime-Version: 1.0
Subject: {ASSM} Fun with My Little Sister (M/g, preteen, anal, 1st, incest)
Lines: 414
Date: Wed, 19 Oct 2005 18:10:01 -0400
Path: assm.asstr-mirror.org!not-for-mail
Approved: <assm@asstr-mirror.org>
Newsgroups: alt.sex.stories.moderated,alt.sex.stories
Followup-To: alt.sex.stories.d

Fun with My Little Sister (M/g, preteen, anal, 1st, incest)

Summary:  A well hung older brother breaks in his cute, little sister's
10yo butt.

----------------
This story was inspired by one that I read on ASSTR a while back.  It's
the first that I've shared.  I hope you like it.
----------------


I sat in my parent's hot tub, gently stroking my cock a little through my
swim trunks.  It was early evening, and the sun had already set.  My
parents lived out in the country, and I had come to spend the weekend
with them while on a break at college.  It had been a hot summer day, and
I had spent most of the day lounging around, watching my hot, little 10yo
sister, Kaitlyn, run around in a cute, little two-piece swim suit.  A few
times I had been forced to go inside to hide the erection I had gotten
from staring at her petite, firm little body.  Once the sun had set, the
temperature had dropped quite a bit, and so I had decided to hop into the
hot tub.

My parents had already gone to bed, and I had assumed that Kaitlyn had
done the same.  As I sat there alone, my mind kept going back to my
little sister.  Before long I was stroking my thick cock through my swim
trunks, while imaging that I was pumping myself in and out of her tight,
little virgin body.  My cock is pretty good sized, and once I reached
full hardness, the top several inches of my cock were sticking out above
the waistband of my swim trunks.  Lifting my ass off my seat a bit, I
pushed my trucks down around my ankles and kicked them off.  I then
leaned back, closing my eyes as I tipped my head back onto the headrest,
my hips moving a little as I pumped my fist up and down on my throbbing
shaft.

Suddenly I heard a splash.  My head snapped up and my eyes flew open.
There was my little sister Kaitlyn, jumping into the hot tub, still
wearing her little two-piece swimsuit.  I straightened up in my seat, my
feet moving along the bottom of the hot tub, desperately trying to find
my swim trunks.  It was dark out, and the underwater lights in the hot
tub were off, but I thought for certain she must have seen what I had
been doing.

"Whatcha doing?" she asked innocently, as she settled into her seat
across from me.

"Umm, just chillin'," I managed to spit out in reply.

My one hand was still wrapped around my cock, and as I sat there looking
at her, I couldn't help but to squeeze down tightly around myself,
imagining that it was one of her tight, little holes clamping onto me.

I saw a confused look come over her face, and I thought for certain she
now knew what I was doing.  I was desperately trying to think of
something to say when she reached down to her feet and picked my swimming
trunks up off the bottom of the tub.  She looked at them for a moment,
trying to figure out what they were.

"Are you naked?" she asked in a shocked voice, as she realized that she
was holding my swimming trunks.

"Yeah," I replied, my hand still squeezing down tightly around my hard
shaft, "I, umm, though everyone had gone to bed already...  Hand them to
me, and I'll put them back on."

"Can I see?" she asked, while ignoring my request for my trunks back,
"I've never seen... a you know... before."

"I don't know, Kaitlyn," I answered back hesitantly.  I so wanted to show
her my fully erect cock, but my mind was screaming that it was a bad
idea.

"Oh, come on," she insisted, and then before I had a chance to stop her,
she got out of her seat, leaned over to the hot tub controls, and turned
on the underwater lights.

The jets weren't on, and with the light now illuminating the water, she
was able to stand in front of me and stare right down at my throbbing,
rock hard member, my fist still gripping the base of it.

"Wow," she exclaimed, standing only a few feet away from me.  "It looks
so big.  I didn't know they were that big.  Are they all that big?"

"No," I replied, while my eyes involuntarily ran up and down her petite
body, "mine is bigger than most guys'."

"Were you thinking about sex?" she asked next, still staring down at my
cock, "they said at school that boys get all hard when they think about
sex."

"Yeah, I was thinking about sex," I answered back, my mind racing at the
thought of where this conversation was leading.

"With who?" came her next question, the moment after I had answered.

"Well...," I began, pausing for a moment.  My heart was pounding.  I didn't
know what to say.  What would happen if I told her I had been thinking
about her?    She was obviously curious, but surely her knowing that I
wanted to fuck her would freak her out.  I knew deep down that I probably
should have lied to her, but I was no longer thinking with my brain.  My
cock was now calling the shots.

"Well," I started again, this time with a smile, "I was thinking about
this cute, little girl I hung out with all day who was wearing this sexy,
little two-piece swimsuit."

She instantly blushed and looked down at her feet.  I knew my answer had
surprised her.

"You were thinking about me?" she asked softly, as if she wasn't quite if
she had understood what I had just said.

"Yes," was all I said back.

She stayed quite for a few moments, fidgeting awkwardly in front of me.

"I've never had sex," she finally spit out, still in a soft voice.  She
then looked up, smiling at me timidly.

"That's good," I replied in a reassuring tone, "I like that you're so
innocent."

She blushed again, and her smile got bigger.

"You know, Kaitlyn," I continued, "if you're going to get to see me naked
in the hot tub, its only fair if I get to see you naked.  Why don't you
take your swimsuit off, too?

"Okay," she responded, shyly, with a hint of excitement in her voice.

Rather than wait for her to undress, I motioned for her to take a step
towards me, and then I reached out and began to run my hands up the
outsides of her thin legs.  When my hands reached her swimsuit bottoms, I
slipped my thumbs into the sides, and slowly began to pull them down.
She had a tiny, little waist, and as I slipped her bottoms down onto her
soft thighs, I could see that her little virgin pussy was completely
bare.  I kept sliding her bottoms down her legs, under the water, until
they were around her ankles.  I then had her step out of them.  I then
motioned for her to put her arms up, as I pulled her a step closer to me
and slid her swimsuit top up and off.  Her young tits had already started
to develop just a little bit, and as the steam from the hot tub swirled
up around her now naked body, I could see her nipples slowly beginning to
grow hard.

"Turn around for me, slowly," I ordered, my hands still on her sides.

She did as she was told, biting down on her lower lip as my eyes took in
all of her young beauty.  She stood about 4'10" in height, and she
couldn't have weighed more than about 85lbs.  She was very thin, and her
petite, little body had just recently started to develop.  As she turned
her backside to me, my eyes ran up her long, slender legs and onto her
perfect, little pre-teen ass.  My hands cupped her little bottom,
squeezing it firmly and causing her to let out a soft giggle.

As she finished turning back around to face me, she pushed her long,
brown hair away from her face and stared down at me with her big blue
eyes.  I smiled up at her, my hands still holding onto her bare, little
butt.  She was still biting down on her lower lip, and I could tell she
was both excited and nervous at the same time.

"Are we going to have sex?" she asked in her still timid voice.

"Well, I want to, sweetie," I answered back, my hands beginning to
massage her little bottom, "but I think you're too small for regular sex.
We'd have to do it the other way."

"The other way?" she asked inquisitively.

"Yes, if we have sex we'll have to do anal sex," I replied, as I began to
move one of my fingers closer to her tiny, puckered asshole.

"You mean in my butt?" she blurted out in a shocked tone, while at the
same time squirming a little as my finger approached her little back
door.

I didn't answer her, and instead gripped her a little tighter, gently
pressing my finger up against the opening of her little butt, slowly
tracing circles with the tip.  She let out a startled whimper, with just
the hint of a moan in it, as my finger made contact.

"You're butt is pretty tiny, too, honey," I said, while continuing to
tease her with my finger, "but I think I could get my cock into it if we
tried hard enough."

"Will... will... will it hurt," she stammered out, in a flustered voice, her
little body still squirming a little in my grip, as I began to trace the
circles a little more firmly up against her tender, little asshole.

"I won't lie to you, Kaitlyn," I answered back in a gentle voice, "it
will probably hurt a lot at first, but you'll get used to it over time.
Some girls say they really like it when it hurts a little, though."

"What about you?" she continued, "will my butt hurt you since it's so
small?"

"No, sweetie," I responded with a big smile, "it will feel really, really
good for me."

She stood there and seemed to think for a few moments before talking
again.

"Well, we can do it if you want then," she said, staring down at me for
approval.

I smiled back at her and then raised my self up from my seat, bringing my
head up level with hers.  I leaned towards her and begin to kiss her on
the mouth.  She was a little awkward at first, and I'm guessing it was
probably the first time she had ever been kissed.  She quickly learned
what to do, though, moving her soft lips with mine, parting them slightly
as I pushed my tongue into her mouth.  As I kissed her deeply, I let the
tip of my finger just barely push inside her little asshole, and as I
did, she let out a soft whimper against my mouth but didn't try to pull
away.  With my free hand, I grabbed hold of one of her wrists and brought
her hand down towards my crotch.  I pushed a little bit more of my finger
into her incredibly tight, little bottom as I felt her soft, young
fingers wrap around my thick, throbbing shaft.

I placed my hand on top of hers and begin to guide it up and down,
showing her how to stroke me.  Her small fingers weren't long enough to
wrap all the way around me, but she tried her best to hang on.  Once I
knew she knew what I wanted her to do, I took my hand away from hers and
slid it up onto her chest, cupping one of her young, budding breasts,
pinching and twisting her hard nipple between my fingers.  She whimpered
against my mouth again, while at the same time arching her back just a
little for me.  My cock twitched in response, I knew she could feel what
she was doing to me.

I pulled my mouth away from hers and brought it down to the side of her
neck, kissing and biting at her soft flesh.

"You've got such a sexy, little body, Kaitlyn," I whispered into her ear,
"Can you feel how hard you've made me?"

"It feels so big," she whimpered back, in a very timid voice, her hand
still slowly sliding up and down my shaft.

I begin to push my hips up a bit to meet her strokes, making sure she
slid her hand up and down the entire length of my nine inch rod.  I then
pulled my mouth away from her neck and brought it down onto her chest.
She let out a very audible moan as I sucked one of her nipples into my
mouth, my tongue licking over it and tracing circles around it.

She let out a soft giggle and squirmed a little in my grip as I switched
my mouth over to her other nipples, this time sucking a little more of
her into my mouth.  I went back and forth between her breasts for a few
minutes, the tip of my finger moving just a tiny bit inside her little
bottom the whole time.  Finally I couldn't wait any long.  My cock had to
be inside her.

"Climb up onto the wood platform next to the hot tub, honey," I whispered
into her ear, "and get down on all fours for me."

"Are we going to do butt-sex now?" she asked in response, in an obviously
nervous voice.

"Yes, sweetie," I replied, whiling giving her a quick kiss on the mouth,
"now be a good girl and climb up there for me."

As Kaitlyn slowly got out of the tub and got into position on the wood
platform next to us, I looked around for something that I could use as
lube.  There was an outdoor shower next to the hot tub, and luckily
someone had left a bottle of shampoo and conditioner out there.  I leaned
over and grabbed the bottle of conditioner.

I had Kaitlyn get down on all fours with her ass facing back towards the
hot tub.  I pulled her back right up to the edge of the platform, and had
her push her butt just a little higher up into the air.  I then stood in
the hot tub directly behind her, my cock coming up to just the right
height to enter her little raised bottom.  She jumped as I moved in close
and let my thick, hard shaft come to rest along her little ass crack.  I
could feel that she was trembling a little, but I knew there was no
turning back now.

I picked up the bottle of condition and squirted some into my hands.  I
then used it to lube up the entire length of my shaft.  I then squirted
another large dollop right onto her little asshole.

I leaned farther over her, sliding my hands along her sides while at the
same time slowly moving the head of my cock back into position.  I could
tell that her heart was racing, and I could see a very worried look come
over her face as the wide head of my cock came to rest up against her
tiny, lubed up little back door.

I slid one of my hands up onto her face, placing it over her mouth, since
I wasn't sure how much noise she was going to make.  Her eyes grew wide
as I did so, and I knew that she was becoming more and more panicked by
the moment.

I then took a deep breath, letting her know what I was about to do, and
firmly began to push my hips forward.  She instinctively arched her back
and cried out against my hand as the head of my cock slowly began to
force her tiny bottom to open up around it.  Tears began to well up in
the corners of her eyes, and I knew I was hurting her, but I just
couldn't stop.  I pulled back on her hip with my free hand while
continuing to push my cock into her.  Her asshole slowly kept opening
wider and wider, as more and more of my cock-head pushed into her.
Finally the head slipped inside, and she began to take my actual shaft.
I couldn't believe how tight her hole was.  As I firmly pushed inch after
inch of myself into her, it felt like a vice was clamping down around me.
I knew I was already hurting her quite a bit, but I didn't want to stop
pushing in until she had taken every inch of me.

Her whimpers and cries continued against my hand as I slowly sunk myself
yet deeper into her.  I could see that she was holding onto the edge of
the wood platform with both hands as tightly as she could.  I was so
aroused that I couldn't help but to slam the last few inches into her
hard, jarring her little body against the wood decking.  I held myself
completely inside her, breathing deeply and moaning myself, savoring the
feeling of her now stretched, pre-teen asshole squeezing down tightly
around the base of my shaft.

I pulled my hand a little away from her mouth as I leaned in and kissed
her deeply on the lips.  There were tears streaming down her cheeks, but
she still made an effort to kiss me back.

"Its hurts so much," she blurted out in a broken voice as I pulled my
mouth back away.

"I know, baby.  It's because you're so little." I replied, trying to
sooth her.

"Is it hurting you to?" she asked next, her voice still shaky.

"No, princess," I replied back, "your tight little bottom feels so good
around my cock.  I can't believe how tight you are, honey.  You're
perfect, little butt is the best hole I've ever put my cock in."

She bit down on her lower lip again, and tried to stifle her tears as
best she could.  I could tell she was taking solace in the fact that she
was pleasing me.  I took this as a sign that it was time to start fucking
her.  I began to slowly draw my cock back out, causing her to tense up
and whimper yet again.  Once only my cock head was still inside her I
leaned forward again and pressed my mouth back up against hers, kissing
her deeply yet again, while pushing my tongue into her soft, little
mouth.

At the same time I began to thrust my hips forward, intent on making her
take every inch of me again.  I got a little carried away and ended up
thrusting into her a little harder than I should have.  She cried out in
pain, her whole body tensing up underneath me, and her already tight,
little butt clenched down on me even more firmly than it already was.

I quickly pulled almost all the way back out of her again and then once
again slammed myself back down into her tender little butt.  I had told
myself I was going to be more gentle with this thrust, but I found myself
slamming back into her even harder than I had before.  I don't know
exactly why, but the feel of her clenching down around me, each time I
pushed into her, coupled with that fact that she was still trying to kiss
me back, despite the pain, made we want to see just how far I could push
her.

Each time I slammed my cock into her I gave it to her a little harder,
making her take the full nine inches into her little pre-teen bottom over
and over, my balls slapping up against her little virgin pussy.  I began
pulling back on her hip each time I thrust in, guiding her to push her
little rear end back against me.  After a little while she figured out
what I was trying to get her to do, and she began to work her little butt
for me, trying her best to push herself back to meet each of my thrusts.

She had given up on trying to hold back her tears, and they were now just
flooding down her cheeks.  I didn't dare pull my mouth away from hers,
though, for fear that he cries and whimpers would wake up my parents.
Without even realizing it, I had quickly advanced to a point where I was
fucking her as hard as I could.  Her little ass was bright red, and I was
sure it was extremely sore from having my hot, thick man-meat thrust deep
into it over and over.  Her legs were trembling, and I knew that if I
hadn't been holding her up with my hand on her hip, she probably would
have collapsed.  I brought my arm around underneath her to get some more
support, and slid my hand back onto her little pussy.  To my surprise it
was dripping wet.  This was all it took to make me give up any last drive
to be gentle with her.

I leaned farther over her, driving down into her at a new angle.  Each
thrust I roughly pushed her tender little body down against the wood
decking.  She struggled as best she could to keep her little ass raised
up into the air for me.  At the same time I begin to run my fingers along
the outside of her little pussy, dragging the tips along her soft, wet
lips and gently teasing her tiny, little cunt hole.  She continued to cry
and whimper against my mouth the whole time, but I began to hear the
tiniest of moans and sighs mixed in.

The sound of her getting pleasure from the rough fucking I was giving her
was enough to push me over the edge.  I thrust myself into her half a
dozen more times as hard as I could and then held myself completely
inside her as my cock began to twitch, shooting out stream after stream
of my hot, thick, gooey cum.  It felt like I had exploded inside her.  I
had never cum so hard.  The massive amount of cum I shot out flooded up
around my twitching shaft and squirting out of her stretched little
asshole.

I collapsed on top of her, holding my cock deep inside her as my orgasm
slowly began to subside.  Her little body was trembling beneath me, as
she whimpered a tiny bit with each breath.  I pulled my mouth away from
hers and began to kiss away her tears.  She seemed grateful that I was no
longer thrusting in and out of her.

"Oh, baby," I moaned into her ear, "you were so good.  That was the best
sex I've ever had.  Your perfect little butt made me cum so hard."

She smiled back at me as best she could, happy that she had pleased me.
I slowly pulled myself out of her, causing her to whimper in pain a
little bit more, but she let out a sigh of relief as I finally pulled my
cock completely out of her.  Her little asshole was stretched wide open,
and as the end of my cock popped out, the rest of my cum came dribbling
out of her.  I knew that her ass would be pretty sore the next day, and
that it would probably be a day or two before her little asshole returned
to its normal size.  I picked up our swimsuits and then gathered her up,
letting her wrap her arms around my neck.  I carried her inside into the
guest bedroom and pulled her under the covers with me in my bed.  I
spooned up behind her, her sore little bottom nestled up against my cock,
and together we both fell asleep.  I knew tonight had just been the
start of the fun I'd be having with her perfect, little body.

----------------
Any comments?

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