("`-''-/").___..--''"`-._
`6_ 6 ) `-. ( ).`-.__.`)
(_Y_.)' ._ ) `._ `. ``-..-'
_..`--'_..-_/ /--'_.' ,'
(((' (((-((('' ((((
K R I S T E N' S C O L L E C T I O N
_________________________________________
WARNING!
This text file contains sexually explicit
material. If you do not wish to read this
type of literature, or you are under age,
PLEASE DELETE THIS FILE NOW!!!!
_________________________________________
Scroll down to view text
Archive name: sherrie.txt (teens, rom, exh, reluc, 1st)
Authors name: Pleasure Boy 1 (pleasureboy_1@hotmail.com )
Story title : Sherrie Baby
--------------------------------------------------------
This work is copyrighted to the author © 2002. Please
don't remove the author information or make any changes
to this story. You may post freely to non-commercial
"free" sites, or in the "free" area of commercial sites.
Thank you for your consideration.
--------------------------------------------------------
Sherrie Baby (teens, rom, exh, reluc, 1st)
by Pleasure Boy 1 (pleasureboy_1@hotmail.com)
***
A young man discovers his best friend's little sister
has the major hots for him and has gone to great lengths
to ensure that she gets him in the sack. She's an
extremely tight baby-faced teen.
***
Sleeping over at Danny's was always fun. We'd stay up
watching movies until his parents were snoring loudly in
the bedroom upstairs. Then we'd goof around playing
cards and drinking pop. I never missed a chance to tease
Danny's little sister Sherrie about everything I
possibly could, but lately she had blossomed into a
nubile young hottie and our teasing had turned into
secret subtle flirting. She was 15. Danny and I were 17.
We called her Sherrie Baby, after the song, and she
hated it.
She did look sort of babyish though. She was a petite
little blue-eyed blond with a pouty little mouth, and a
cute little blush that made her look way more innocent
than she really was. She had a baby face that could have
let her pass for 11 or 12, and she hated it. She had a
body that was beyond her years though. Her butt was
particularly sweet. She wore a lot of tight clothes and
make-up to hide her youthful looks, and this made us
tease her all the more.
She was a hottie though, and I think she knew I thought
so, in spite of my treacherous taunting. She caught me
looking at her below the waist for too long a few times,
and a few times I caught her purposely showing off her
assets down there, bending over for too long when she
knew I was looking, letting her skirts ride up a little
too high, giving me a glimpse of her panty-covered butt,
and stuff like that. She loved the attention I gave her.
I think this is why she always hung out with us even
though she hated the teasing.
"You've never even seen a guy's dick! What are talking
about?" Danny said to her in the middle of a
conversation one fateful night.
"I have so. Lots of times," Sherrie retorted, flashing
that innocent blush for me.
"Name one guy whose dick you've actually seen with you
own eyes," Danny challenged her.
She glanced over at me. She was about to speak but just
smirked and said "never mind". Then she left.
A moment later she came back. "I forgot my CD booklet,"
she said. She strode right up to me and bent at the
waist to get it. My eyes fixed onto her smoothly curved
backside and I had a sudden urge to reach out a grab it.
I resisted though. Danny was sitting right there.
Instead I gave her a playful little poke in the thigh
with my forefinger where Danny couldn't see. She gave me
a knowing look and left the room.
The look she gave me was an offshoot of the secret
encounter she and I had shared a few months before. I
had been spending the night just like always and a whole
bottle of Coke was dumped on my head while roughhousing
with Danny. So I went to take a shower. Unfortunately
there were no towels in the upstairs bathroom so I had
to sneak naked down the hall and duck into Danny's room
soaking wet to look for a towel in there. Once inside I
closed the door behind me and spun around. There was
Sherrie laying across Danny's bed looking at my full
frontal nudity with her big blue eyes wide open in
shock. We stood in awkward silence for a few seconds
before she finally tore her eyes away and made a
pretence of girlish modesty.
The thought had occurred to me to cover myself, but at
the last instant I changed my mind. I had teased her to
death about being a sweet innocent virgin and I wanted
to see her reaction to this new situation. So I just
stood in front of her with my wang hanging in the breeze
and she kept looking over at it, and away again,
pretending to be "so embarrassed", yet she made no move
to leave.
After a while I began flaunting my privates even more
boldly, trying to see how far I could go. I began to
develop an erection from the excitement of it all. I
moved over and sat beside her on the bed and she turned
the other way. Her face was red with the awkwardness of
the scene. I teased her even more about finally seeing a
guy naked and not even knowing what to do. She buried
her face in the pillow beside my leg. I reached out and
poked her in the thigh with my forefinger, as though
prompting her to do something. At that she turned toward
me with a sudden renewed boldness, looked directly at my
hard on inches from her face and gave it a flick with
the back of her hand.
"There! I just gave you a hand job," she said, and she
got up and hurried out of the room.
That was the story behind the poke in the thigh and the
sneaky little look she had given me. Ever since that
night there was this secret dynamic between us. Our
stabs and jabs began to have subtle suggestions between
the lines, and there was always a look in her eye of
seeing more of me than was outwardly shown. I had never
told Danny about it. He would probably have beaten the
crap out of me. He was pretty protective of his sister
when the situation got beyond mere teasing. So I kept up
the facade of pretending to tease her like a little
girl, though in my heart I felt more and more excited by
her every time I saw her.
So anyway back to that one fateful night. After Sherrie
left Danny and I called it a night too. We had football
practice the next day and we wanted to be in good shape
for it. He headed to his room, and I went to sleep on
the hide-a-bed in the basement. It was pitch black down
there once the lights were out. You couldn't even see
your hand in front of your face. I passed out almost
immediately, dressed only in my undies.
....
I woke up a while later with a mouth on my cock. I
thought it was a dream at first, as two hands felt their
way around the foot of the bed and slid up my leg. I
vaguely remember a warm, soft female body stretching out
beside me and asking me if I was awake. I thought I'd
responded but I wasn't sure if I really had, or merely
dreamt I had. The next thing I knew a smooth and cool
hand was sliding down my belly and into my underwear.
All of the sudden these nice little fingers were wrapped
around my cock and were slowly stroking me to hardness.
Then my underwear was tugged down a bit and I felt
gentle kisses winding a trail down to my belly button.
All of the sudden my cock was inside a warm, wet,
beautiful little mouth with sweet pouty lips and a
slippery little tongue. I felt that little tongue
swirling sensuously around it. That's when I realized it
was actually real and not a dream, and I woke up.
"Oh, god.... That's so nice!" I whispered hotly in the
dark. At that point I wasn't even certain who it was
since it was pitch black, but after a few moments I knew
it could only be Sherrie. I heard the soft breath from
her nose, and this cute little purring sound she made in
her throat gave her away.
Her sucking little mouth released my cock for a moment
and spoke. "I'm sick and tired of being teased. I wanted
to show you once and for all that I'm not just a little
girl. I'm a real woman...." She moved down the bed to
bring her face down level with my manhood as she spoke.
I smiled in the dark as her hand wrapped around the base
of my shaft and pumped up and down on it a few times. It
felt so good! Then my cock was surrounded once again by
the swirling pleasures of her lips and tongue, and that
felt a thousand times better!
My hands slid down to caress her lovely little head. She
wasn't sucking hard or fast, her motions were not fancy,
she was no expert at it or anything, but what skills she
did have were more than adequate for a horny young guy
like me. In fact it was my first blowjob as well. Though
I talked big to her in front of Danny, I was in fact a
virgin at the time. My only experience with sex had been
reading a few magazines here and there, and peeking in
on my older cousin screwing her boyfriend in my dad's
bedroom when she was supposed to be baby sitting me.
That had been years ago.
Now, all of the sudden I was getting my first blowjob,
and it was so sweet! She gripped me in her wet slippery
mouth with a steady suction and slid up and down on me
while her hands massaged and tickled my scrotum. I
panted and gasped ecstatically in the dark, lovingly
tousling her hair. She continued this way for several
beautiful head-spinning minutes and I was rapidly
brought over the brink of orgasmic heaven.
Every muscle in my body tensed up and I erupted into her
mouth with a soft grunt, clutching her adorable little
head in my trembling hands. Her nasal breathing
quickened as I squirted the first jet of hot, sticky cum
into her mouth. She pulled away slightly at the shock of
it, and I thrust upward spasmodically, trying
instinctively to get deeper back inside the source of
the pleasure. I pulled her head down onto me again,
desperately begging her not to stop with gasps and
whimpers of agonized delight. She hesitantly continued
her oral massage on my throbbing cock as I gushed out my
orgasm to completion. More and more cum flooded up into
her virginal mouth and finally she could take no more.
She coughed and I felt the thick liquid spill down my
shaft and onto my balls. It had become too much for her
and she pulled away to gag.
I meanwhile was drifting away into a dreamy teenage
bliss. I felt like I was floating 3 feet above the bed.
I was all gooey inside, and tingly, and all I could do
was softly stroke her hair with unspeakable gratitude.
My heart was pounding and I released each breath with a
contented sigh as I wound down from the heights of
pleasure she had brought me to.
"Are you ok?" I asked finally.
She nodded in the dark and I felt her chin bump into the
shaft of my cock a couple times. It was wet and slimy
with my male release. She cleared her throat quietly and
poked me in the thigh with her forefinger.
"How was I?" she asked.
"Beautiful," I said. "You ever done that before?"
She wiped her chin on the edge of the bed sheet and
wriggled up to lay beside me. "Nope," she replied
cutely. "That's why I wanna know if I was any good."
"You were beautiful," I sighed. I reached out found her
hand in the dark and placed it back on my cock. It was
hot and throbbing, wet and sticky in the cool air of the
basement. "Feel that?" I asked. "Look what you've done
to me."
She squeezed and stroked my cock lovingly as we talked.
"You have no idea how long I've been trying to work up
the nerve to do that," she told me.
"Really?" I said, not really as shocked as I sounded.
"Ever since you first started sleeping over here," she
said. "I've been sneaking down here at night and just
watching you sleep, dreaming of sucking and fucking you
one day, just like the chicks at school talk about by
the back doors."
"Wow!" I said dumbly. All this time I thought it had
started that night I walked in on her in Danny's room.
"One time I even felt you up in your sleep," she
confessed. "After that I couldn't stand it anymore. The
next weekend I worked out a plan to actually get a real
look at you naked. It was me who dumped the Coke on your
head that time so that you would have to shower. I had
taken all the towels out of the bathroom while you were
in there and waited in Danny's room cause I knew you
would go in there. I even sent him out to the store for
more Coke while you were upstairs in the shower. It was
a perfect plan, and it worked."
"Way to go," I said.
"I was gonna try and fuck you that night but I chickened
out. I was completely naked under that bathrobe you
know?"
"Holy shit!" I chuckled.
"But seeing you naked that night and not doing anything
about it only made things worse. After that I went nuts
over you. You are all I think about everyday and I can't
get your gorgeous body out of my mind. I was determined
to find some way to fuck you. I even went on the pill to
make sure I'd be ready when it happened. It's been so
long since then and I've been working on a plan to get
you alone down here ever since."
"Really?" I said dumbly again. I wanted to keep her
talking because her gentle little stroking on my cock
while she talked was so nice, plus I was really getting
off on her cute little voice in my ear. Hearing that she
was on the pill was a pleasant relief also, since I
didn't have any condoms with me.
"Well it was me who told my mom to make you sleep down
here from now on, instead of on the floor in Danny's
room. I told him you guys were keeping me awake at night
with your talking. So we got this hide-a-bed set up down
here and that's how it's been for the past month."
I began to guide her hand in stroking me just the way I
like it, she obeyed without thinking as she continued
her story.
"So anyway, every weekend since then I've been sneaking
down here trying to work up the nerve to jump your
bones, but I just couldn't. I wasn't sure how you would
react. I didn't want you to laugh at me and tell Danny
any stupid stuff about me. So every weekend I've been
coming down here and just staring at you and fantasizing
about it."
"Until tonight?" I asked. "What finally changed your
mind?"
"I've been reading books about how to give head. I
figured maybe if I surprised you like that in your sleep
you wouldn't have a heart to tease me anymore. I wanted
to give you the best head you've ever gotten so that
you'll never tease me again."
"It was," I said. "Honestly, it was." I didn't have the
heart to tell her it was the only head I'd ever gotten.
"Thanks," she replied.
"Wait a minute. You said you came down here to stare at
me, but it's pitch black down here."
Sherrie let go of my cock, reached into her nightshirt
pocket and pulled out a cigarette lighter. With a flick
of her thumb it sparked to life and we were bathed in
its soft flickering light.
"You're gorgeous in this light," she smiled.
"So are you," I replied.
"You wanna fuck me now?" she asked.
"Sure thing, Sherrie Baby," I smirked.
The lighter flicked out and I felt her pull her
nightshirt over her head. I didn't feel her pull any
panties off. She must have really planned ahead. I felt
her naked breasts press into my shoulder and I reached
over and pulled her into a kiss. Her lips tasted salty
and I suddenly realized I was kissing my own come. Yuck!
I'd forgotten about that. Oh well. She deserved a good
kiss after that performance.
I reached down to grab her ass while we kissed. It was
everything I'd imagined and more. Not only did I have
the pleasure of feeling up her squirming little ass, but
the rest of her nubile young body was pressed against my
naked flesh as well, and she was ready and willing to
fuck me right there. I was overjoyed, but I took my
time.
I gave her tits a good once over with my mouth, tongue
and fingers and moved up to her neck and ears. All the
things I'd seen guys do in movies. I felt her pubic hair
grind hotly against my thigh and I reached down to feel
up her vulva as well. The soft pubic hairs framed her
puffy little mound nicely. I stroked them gently the way
you might pet a kitten and she cooed in response.
It was hot and slippery in between the labia. I felt
around for the lump of her clit. I'd heard girls liked
that. I found it at the apex of her labia and she
pressed her pelvis forward into my hand at the pleasure
of the contact. She was kissing my ear and she purred
and panted as I massaged her little mound.
Next I slid a finger down and searcher for her hole. It
was very hard to find and I was beginning to feel kind
of silly after a while, but all of the sudden she
reached her hand down and pressed my finger into a
sweeter and tighter little vagina than I'd ever
imagined. It was so tight I hadn't even been able to
find it! How would I get my cock in there?
"Ooh! That's nice," she cooed. I swirled my finger
around inside her for a few minutes and she clenched
herself even tighter on me.
"Please... fuck me now..." she begged.
Without further ado I slid over across the bed and
pulled her into the spot I had been laying in. She
opened her legs and I climbed in between them like a
conquering warrior. We both trembled with excitement. I
thought to ask her if she was sure she wanted to go
through with this, but thought better of it. Thus far
she had taken every initiative to get me into this
situation. She obviously wanted it, possibly more than I
did.
I felt the heat of her privates on my erection before I
even touched her with it. The next thing we knew I was
pressed up against it. The underside of my shaft slid
deliciously in between her slippery little labia, but I
couldn't find her vagina. I couldn't even find it with
my fingers, never mind a big dumb cock! This might end
up being difficult.
I pressed forward, up and down and all around but
couldn't get it in. She even reached down to help me,
guiding the tip up against the opening of her hole, but
when I pushed forward my cock bent sideways and slid up
and away from the target. Damn!
"Oops," she giggled sweetly. "Sorry. Try again."
I tried again, reaching my hand down to search around
for the entrance, but lost it once again. She reached
down to help once again, and once again I managed to get
only the very tip of it in before it slipped away up
across her belly. I would have been frustrated if I
wasn't so damn excited.
Sherrie whimpered beneath me. She had been waiting to
have my cock inside her for so long, and now the moment
was happening and we discovered only intense
frustration. We tried once again and failed again.
"What are we gonna do?" I asked. "You're too damn
small."
"I'm sorry," she whispered, getting a little upset. "I
can't help it."
"Well the tighter the better they say," I smiled. "If we
could just get it in somehow."
She was frustrated alright. She wasn't about to let her
moment of glory be lost due to an impediment in her
physiology. She reached down with both hands, slid four
fingers into her hole all at once and painfully
stretched herself open to receive me.
"Now! Do it now!" She gasped and panted.
I obliged. With a quick aim and a strong forward thrust
I was suddenly buried a few inches inside her vagina.
She pulled her fingers away and reached up to grip my
shoulders. I thrust forward some more and my cock bent
again.
"Careful..." she breathed.
Very cautiously I pressed forward, sinking into the
lubricated grip of her cunt muscles, which strained
themselves to receive my width.
"Ah, man....Oh, fuck, Sherrie!" I stammered at the
pleasure of the carnal contact. Her cunt seemed to be
milking me with spasmodic clenching as she struggled to
accommodate the penetration. I pulled out a bit to wet
more of the length, and pressed forward again. I was
finally fucking and it was so sweet!
"Oh...Sssss....So big-" she struggled to speak but I
could tell she was having trouble with it. She thrashed
her head back and forth on the pillow beneath me and I
thrust forward aggressively again. I wasn't sure if she
was in pain, or just being dramatic. Mostly I didn't
care because I was dizzy with my own erotic drunkenness,
but I thought I should at least ask. If it became too
much for her she might make me stop and I was horrified
at that notion.
"Ok, wait," she pleaded. "Just stop... for- ow! Please.
Oh, ow it hurts..."
"Shhhh!" I whispered, trying to calm her. I slowed my
pace a little and kept kissing her all over her face and
neck.
"Is that ok? Does this hurt?" I asked with only
distracted concern. I kept pushing in and out of her
crushing vaginal grip, deeper and deeper as I spoke,
focusing more on the pleasure of it than any protests
she made. She didn't answer. She was breathing rapidly
through clenched teeth. Her cunt was vibrating all
around me and her legs were twitching and shuddering as
I struggled against her closing them on me to block my
advance. Finally I was buried to the hilt at the bottom
of her cunt and I could not go any deeper. We both
relaxed for a moment, trembling and panting in the
intensity of the moment.
"Are you ok?" I asked gallantly. "Does it really hurt
bad?"
"It hurts a whole fuckin' lot actually," she said in the
darkness. "You just ripped through my cherry."
"What? When? I didn't feel anything!" I blurted quietly,
my voice was shaking.
"It stretched at first as you entered me, and then it
tore all together as you pressed forward. Man, did that
ever hurt!"
"Sorry," I said humbly.
"Just take it easy, ok?" she said.
"Wow! Brave girl!" I complimented with genuine respect
for her. I don't think I could handle what she had just
gone through without screaming.
"Thanks," she said half heartedly, as distracted by the
pain as I was by the pleasure.
"So now I'm officially your first fuck, hey?" I said
proudly.
"Yeah," she said softly. "You are."
Her voice had a hint of happiness in it somewhere beyond
the pain. It was as though she was as proud of herself
as I was of myself. It had been her goal to fuck me for
many months now and she had finally achieved it. In
spite of the pain, she was happy.
Her tone of voice made my heart swoon as well. Just the
sound of it, combined with the pure pleasure of being so
intimately connected to her most secret parts was enough
to make me almost want to cry. Even the smell of her
hair was beautiful. I leaned down to kiss her.
"You're my first too, Sherrie," I confessed.
"Oh my god! Really?" she gasped.
"Yeah," I answered. "I talked and joke a lot but the
truth is I've never even been with a girl."
She was silent. I lay still inside her, feeling her
twitch and throb all around me as the moments passed.
Then she sniffled.
"That's so beautiful," her voice cracked.
"What is?" I asked.
"That we could be each other's first. I'll never forget
this night as long as I live..." She was crying now,
tears of joy and overwhelming erotic emotions.
"Me neither," I responded. Her tears were melting my
heart as well. The whole scene was as beautiful as she
had said it was.
"I love you," she said after a few more moments, and
began to move beneath me, cringing a bit as she awaited
my response.
"I love you too, Sherrie," I said. I'm not sure if I
really did, but one thing I knew for sure was that I
loved the feel of her pelvis dragging her cunt around on
my cock. I began to fuck her. It was a slow and gentle
fuck, cautious and full of emotion. Our heart pounded
wildly in our chests and we broke from kissing only to
grab a few gasping breaths now and then.
"Fuck me, baby!" Sherrie cried quietly. "Come inside me!
I wanna feel it."
Her sudden burst of dirty talk was more than my little
teen-aged mind could handle. I was shocked into a
premature orgasm. I took a few more thrusts and let go
of my impatient load. It squirted out of me almost from
the very bottom of my soul. I felt like I was dying for
a moment as I came inside her for the first time. Our
bodies locked together in a sudden winding and slow,
passionate release of erotic tension. I filled her
vagina with my semen, taking a few more helpless little
thrusts into her cervix and finally collapsed onto her.
"Oh, god! I love you, I love you, I love you..." she
said over and over. There were tears in my eyes too as
the boundaries between our hearts and minds and bodies
were blurred by the all-consuming ecstasy of the moment.
She kissed my tears away as they spilled down my cheeks
and I felt myself falling for her, totally and
completely. Her feet slid up and down the backs of my
thighs and her fingers played in my hair. I kissed her
over and over again and the minutes passed away. When we
finally caught our breath I dragged my cock out of her
tight vaginal suction and rolled over to lay beside her.
We talked for a while more, promising each other a
repeat performance soon, and many times over. I'd gotten
myself a nice sexy little girlfriend literally over
night and I couldn't have been happier.
Eventually She headed upstairs and I fell asleep for a
long time. When Danny came in to wake me for football
practice he asked me what the hell was with the
bloodstain on the sheets. I told him I must have lain on
something in the night (pun intended). He dismissed it.
Later I told him that I was interested in seeing his
sister Sherrie. I thought he would flip out and beat the
hell out of me, but he just laughed and said he knew
something was going on all along.
Thus began my many sexual adventures with Sherrie, who
turned out to be a seriously hot little fuck once we got
used to the whole concept of sex. She eventually became
an expert at giving head too, and she prided herself on
being able to get me off in under 3 minutes, any time,
anywhere. I was the luckiest man alive. Perhaps I'll
tell you more about it some other time.
END
~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
This story was written as an adult fantasy. The author
does not condone the described behavior in real life in
anyway shape or form.
~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
Kristen's collection - Directory 18