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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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Mémoires of an Anal Slut
by Sungun (sungun2@gmail.com)
***
A closet lesbian sub's cumming of age story, and of
her anal adventures. Grace was a 14 year old loner,
when she was given a chance to join the cheer leading
squad. Soon she had learned about her "potential" and
discovered some hidden desires. (ff-teens, 1st, mast,
oral, anal, voy, fisting, rom)
***
I was pouring sweat by the time I finished my workout.
4k run on the treadmill, then 2 hours of lightweights,
20 minutes of stretching will do that for you. I love
to keep in shape. After almost three hours of
intensive physical pressure, endorphins bouncing
inside my system, adrenaline rushing through my veins,
I hit the showers ready to explode. Just in time to
catch the end of the upstairs women's Yoga class and
mix with the gorgeous babes in the dressing room.
I took my time undressing, seizing the best looking
women; sizing them up, evaluating their bodies, and
slowly watching them strip. Finally I spotted the girl
I'll watch. She was just my type: petite, with firm
mid-size breasts, pointy nipples, flat tummy and a
bare cunt. I casually followed her to the showers,
slowly soaping myself as I snuck peeks at her.
Unfortunately for me, she was oblivious to my looks
and surrounded herself with giggling friends. I tried
to look casual, but I was highly aroused.
My appointment was due, so regretfully I dried myself,
wrapped a dry towel around my body and went into the
adjacent room for my session with the new masseuse.
With the previous one, Marry, an old hand sort to
speak, I managed to have a silent accord. I would
inadvertently rub her body, and she would
"accidentally" masturbate me at the end of each
session. I never forgot to leave a very large cash tip
when I left, to the mutual benefit of all parties
involved.
But Mary left and the new masseuse was different.
She is a petite young woman, I guess in her mid-
twenties, although I might be wrong. You can't really
tell how old Asian women are, at least I can't. She is
short with silky long jet-black hair, and small pointy
breast that defied the tight white T shirt she wore. I
lay on the table, and let her gentle hands roam around
my body.
As her hands neared my lower back, a tender area, I
spread my legs apart, in the hope that my silent
gesture would hint her to move her hands to the valley
between my butt cheeks. But all that accomplished was
to drop the towel that covered my ass. The masseuse
picked it up gently and put it on the chair.
I was completely naked, exposed to her touch. Her
hands moved to my buttocks and I felt a strange and
arousing tingle as her fingers moved into the crack,
lightly touching my sphincter. I desperately wanted a
finger to penetrate my ass. But that didn't happen. As
the young woman continued to rub me down, ignoring my
pussy, I became frustrated. The blood flew freely into
my moistening loins and I knew I needed release.
The masseuse, however, would have none of that, she
rubbed my breasts, but ignored my hard nipples. She
massaged my stomach and moved her finger up and down
my freshly waxed venues mound, but didn't go down to
my engorged clit to give it the happy ending I was
craving. At 40 minutes on the dot she finished, picked
up the towel from the chair, covered me up and left
the room quietly.
Frustrated I headed for the showers, again. I didn't
feel like masturbating on the bed, although I was sure
no one would enter. I knew that as soon as I'd get
home I would have a long and vigorous 10' vibrator
session that would take care of my urgent need, but
wouldn't solve my inherent problem.
***
Ever since I can remember myself as a sexual creature,
I always had the same problem with sex. I was
friendly, bright, not unattractive, liked by me
friends and teacher, loved by my parents, I had every
reason to be behave as the normal, well adjusted,
young woman I was. And still, underneath my confident
manner, when it came to sex, I was always the timid
little girl. I always wanted, never initiated.
I have been married for 12 years now to the love of my
life, Peter, my husband and college sweetheart. Pete
is a very successful lawyer, who married me for true
love. I work as a freelancer Internet Marketing
consultant to some well established firms and raise
our two beautiful boys: Tom who just turned ten and
Richard aged seven. We have what you might call a very
comfortable lifestyle: suburban house, two cars, a
cabin on the lake, and annual family trips to Europe;
The works. We live in the epitome of the American
dream.
We even have a good sex life. Hard as it is to find,
and I should know, because all my friends complain
about how soft their sex lives, or lack thereof, are.
Pete still takes me once or twice a week, usually on
the weekend, and the sex is always good. He is a
considerate, sensitive lover, always makes sure that I
come at least once or twice. He is my lover and best
friend. Really, there is nothing to complain.
Yet something is missing.
I want more. I need more. I know that Pete has someone
on the side to give his sex life a spark. Probably one
of the interns at his office, God knows he has plenty
of those. He replaces them every six to nine months,
fresh out of law school, young, ambitious, attractive
women, eager to please. I don't mind. I know, and Pete
knows that I know, and Pete knows that as long as he
doesn't step outside the carefully drawn lines, and
keep his private matters PRIVATE, he has nothing to
fear. And he doesn't. Truth be told, I don't really
mind. Pete is a very good and kind man, an extremely
good father to our boys. He is generous, funny,
caring. And if he needs to re stimulate his libido in
some young intern's cunt, so be it. It's no reason to
break up a totally fortunate relationship.
The only problem is I can't find young pussy of my
own.
From a very young age I've been turned on by women. I
think I knew this very early on. At the age of nine I
used to rub myself to sleep thinking about Ms. Evans,
my 4th grade teacher. Ms. Evans was a young woman, in
her early twenties, barely out of college, when she
took our class as a sub, for our regular teacher that
went on maternity leave. She had the softest brown
hair, the bluest eyes and the kindest smile that I
ever encountered, and my little heart inexplicably
started beating faster every time she was around.
I didn't know exactly what was it exactly that I
fancied about her, or how, at this age I wasn't aware
of sex. Yet somehow, my pussy would get all tingly and
moist, whenever I'd think about her, which happened a
lot. I found out that if I rub the little knob at the
top part, it would eventually go very wobbly and I'd
find myself drifting to sleep with my hand still in my
panties.
I know. It makes me a closet case dyke, which
honestly, I don't mind being. Some of us don't need to
march the gay parade, or wave some rainbow flag to
prove that we are who we are. Some of us are actually
content just eating pussy. I leave to struggle to
those who want this. I can't initiate anything. I was
never able to either.
When it comes to sexuality, I am a sub. I have to be
picked up.
***
Only in my sophomore year in high school, when I was
the first and only girl in my class to be chosen for
the cheerleading squad, did I get a chance to taste
what I really needed. It was winter, and the squad
just finished a very long practice.
We were about to hit the showers, when a scream from
one of the early birds that actually stepped in, told
us that the heating system was broken. Faced with a
choice of a very cold shower or going home smelling of
sweat was not really a brainer. Within seconds
everyone was packing their stuff into their bags and
fleeing out the door.
Everyone except Cindy Hamilton, the head cheerleader,
who was the blondest girl in a school full of blondes,
with the tightest ass in school full of tight assed
Norwegian descendants, and stacked with the finest,
firmest set of tits in a school. At sixteen, Cindy
stood 5'7, gorgeous with a wicked sense of humor, and
was really, really, smart. She had a built in
component that allowed her to roll the other girls
around her little finger, not to mention the boys, who
constantly had an on-going hard-on in her presence.
Somehow, I didn't know why, she took a shine to me. It
was her idea to have sophomore tryouts for the squad,
honor that traditionally was held for the senior
classes. I was a very good athlete, long distance
field runs and a fair swimmer; loner's sports not a
team player. When I reluctantly did my routine,
without really expecting to achieve any goal, she
chose me, to my eternal surprise and the envy of all
my classmates, convincing everyone including the
coach, that "I had the greatest 'potential' of them
all." But we never actually talked aside from the
occasional instructions she handed out in the absence
of the coach.
As it happens, Cindy stayed behind in the locker room
after everyone cleared out, neatly packing her gym. I
turned to leave, when she spoke. "Grace".
I froze, but then I realized that I was spoken to, and
turned around. "Wait", she said. It wasn't really a
command, and her voice was pleasant enough, but I
wouldn't have been able to move, if a tractor was
pulling my leg. "Are you in a hurry?"
"N-no, not really", I managed to say. It was true; my
parents wouldn't be home until very late.
"Good", Said Cindy, "I really wanted to talk to you
about the routine and about your workout with the
squad. After all, I am a squad leader and I need to
get to know all the girls in my squad".
"S-sure", I managed to stutter.
She took her bag and walked to the door. As she passed
me by she put her hand on my back and with a sure
gesture motioned me through the door.
"So, where do you live?" she asked.
"In Pine Grove", it was a well to do neighborhood, not
too fancy, but financially my folks did Okay.
"I live in Kings Cross," she said. Neutrally, the
richest neighborhood in town, "We can go back to my
place, if you don't mind and then I'll drop you off
when we are done."
I just nodded, and then tagged along, not knowing what
to say. Why would the most popular girl in school
bother with me?
We got into her car, and drove to her place.
The house was huge. It was more a mansion then a
house. Huge two story house surrounded by an even
bigger lawn. Cindy parked her Toyota at the back, and
we walked through the lawn that stretched all the way
to the pool, to a wooden deck that took us to the back
entry to the house. It was very quiet. Cindy saw the
expression on my face. "My parents are away to some
medical convention in Hawaii that my dad had to go to.
My mum joined him, and Rachelle, she's my older
sister, is out. So we have the house to ourselves. Are
you thirsty?" I can get you something to eat, if you
want. I'm hungry, and I'm sure Clara, our house
keeper, left some dinner for me."
I was really hungry, but felt shy. So I just nodded.
We headed to the huge, industrial size kitchen, where
Cindy pulled out of the fridge a huge bowl with pasta
and meat bowls, and stuck it into a microwave.
While it was warming up, Cindy asked what I'd like to
drink. I asked for a sprite.
"Would you like a glass of white wine?" asked Cindy,
"I always have a glass."
"I don't know," I mumbled, "I never tried it before".
"Oh, I'm sure you'll love it it's a Chardonnay. It's
very soft".
She had a way of making me feel comfortable.
I felt like there was a definite destination that we
are heading to. I had no idea what she wanted from me,
or why me, but I felt relaxed. As I said, Cindy had
that quality about her. She was the driver. I was
there for the ride; occupying the passenger seat.
She pulled out two wine glasses from a cupboard, an
open wine bottle from the fridge, and poured it.
"Won't your parents be angry?" I managed a question.
She smiled, but it wasn't a joyful smile. "Not likely.
My parents won't be home until the end of the week,
and even if they were, they'll never pay attention.
Clara knows, but doesn't really care; all she wants is
to keep her job. She'll just replace the bottle."
The microwave buzzed. Cindy pulled the bowl out, moved
the pasta and meatballs into two plates and we sat
down to eat. They were the best meatballs I ever had,
and I told that to Cindy. She laughed. "Clara is
Italian, from Sardinia; she says that everything spicy
comes from her town. She is a very good cook."
We devoured the food. Cindy raised her glass of wine.
"Here's to firsts," she said. I raised my glass and
drank the wine. It was very cold and tasty, kind of
fruity but in a nice way. I emptied my glass in two
long sips, and Cindy refilled my glass again.
There was plenty of food, way more than one person
could eat, and we both took seconds. The second round
was slower, and in between I drank two more glasses of
Chardonnay. When I finished, I raised my head and saw
Cindy looking at me with a faint smile. I felt myself
blushing.
"I was hungry, and this was really good," I remembered
my manners, "Thank you."
"You're welcome," she said softly, "You looked like
you needed that. And I'm glad I invited you over". The
worm glow flushed through my body. I felt very
lightheaded; I didn't know what to attribute this to,
the food, maybe the company? Or was it the wine? It
was definitely the wine. I felt warm all over.
"I know what else I need know," continued Cindy. I
gave her a puzzled look. "A shower, I'm so sticky,
that I just have to get out of these cloths". She was
right; the sweat from the uniform has found its way to
the sweatshirt I had put on. "C'mon," Cindy rose and
picked up her plate, "Let's go upstairs." I rose to
follow her, but as soon as I did, I felt dizzy, the
wine has gone from my head to my toes in a heartbeat
and I stood there, trying to catch my balance. Cindy
saw that a giggled. She seemed flushed too. "Take it
easy, Grace, it's the wine. It happens when you're not
used to drinking."
I giggled. It was the wine. I wasn't properly drunk,
but definitely tipsy. The warm glow seemed to spread
through my body.
We headed upstairs. Climbing the stairs behind Cindy,
I could see her perfect buttocks bouncing underneath
her short cheerleader's dress. And that familiar
tingle in my pussy was there again. I concentrated on
her ass, as we went up. The house was huge, and we
passed along several big rooms on our way to Cindy's
which was located at the back of the hall. Right
before the end, Cindy stopped, opened of a cupboard
and took out two large, soft, white towels. She opened
up her bedroom door and invited me in. I entered and
froze. I stood there, dumbstruck.
***
Cindy's room was as beautiful as I have ever seen in
any magazine. It was painted with warm pastel colors:
Cream, peach, pinks and light blue. A thick wall to
wall rug had unique patterns weaved into it. A Huge
apron was hanging atop of a large king size bed that
was covered with silk white sheets. One side of the
room was a glass door that opened to a balcony
overlooking the backyard and the pool. The other wall
was covered with mirrors. A huge screen TV was
positioned in front of the bed, and across from that,
on the far side of the room, there was a niche for her
work area with a table and computer.
Cindy was oblivious to my dazzled state. She just walk
in dumped her bag on the floor and began to strip. She
took of her uniform, reached back and undid her bra,
then she turned around, and I saw the most beautiful
girl in the world, standing in front of me bare
breasted, in white slip cotton panties, her perfect
nipples small and pink and erect.
She smiled at me, "Are you just going to stand there,
or are you coming in? C'mon, it's not like you haven't
showered with girls before." Which was true; sort of.
I did shower with girls before, but always toward the
end. And always petrified to be caught looking at the
other girls.
At 14, I was slim; 4'9 feet, I had a flat tummy and
strong legs from cross country running. My hair was
dirty blond and like my grandfather, I had grey eyes
and cleft chin. From my mom I got the high chick bones
which she always told me gave my face "Character."
I knew I was far from being ugly, but I was also
acutely aware that I was far from being pretty. Not
Cindy's professional Barbie league/teen magazine
standards, anyway. My boobs just moved from the
pitiful A to the insulting B size cup. My ass was as
flat as a boy, and my hips didn't get the womanly
hourglass shape.
Worst of all, my pussy hasn't flowered. After checking
myself regularly in front of the mirror in my bedroom,
I couldn't deny, that my outer vagina lips hadn't
parted, like all the other girls I managed to sneak a
look at. Save for a few sparse hairs above my venues
mound, I was as bald as a little girl.
All that processed data rushed through my mind as
Cindy was standing in front of me like a semi naked
goddess, waiting for me to strip. I blushed furiously.
My heart was racing in a dangerous speed, and I froze.
Luckily, Cindy wasn't impressed. She came over, tugged
my sweatshirt along with the shirt underneath upwards,
and pulled. I had no choice but to obediently lift my
arms up and allow her to lift the shirt over my head.
Next she pulled my shorts down my legs and left them
hanging over my ankles. I stepped out of them,
standing in front of the head cheerleader in my sports
bra and my sweat soaked cotton panties.
Cindy took a step back, and slowly inspected me from
top to bottom, paying close attention to my small
breasts. I was blushing all over. Then she casually
reached and unclipped my bra. The bra snapped and came
forward. Instinctively I closed my arms, and caught it
with my arms.
Cindy looked at me. She didn't say anything, but then
again, she didn't have to. We both knew what she
wanted, and both of us knew who was in charge. I
released my arms, and the bra fell to the floor. Cindy
released a deep breath. She was looking straight at my
titties. Then she got a grip on herself, with a swift
motion she pulled down her panties, and stood there,
looking at me. I could not take my eyes off her pussy.
It was as smooth and as perfect as a peach. Her two
pussy lips were partly open and the clitoral hood was
peeking from the top of her crack. Her tiny pussy was
like a flower that just blossomed. Cindy just stood
there, letting me soak my eyes at her perfection.
Finally I raised my eyes, and saw her looking at me.
Without a word, I put my hands through the sides of my
waistband, and pushed my panties down. Cindy gasped.
Now her eyes were transfixed on my pussy, and I knew
that she liked what she saw. The tingle in my pussy
began to pulse. Then with an effort, Cindy turned
around and headed for her private bathroom door.
I took off my shoes and followed her in.
***
Cindy had a walk in shower. By the time that I joined
her, she was already in it, checking the water
temperature. She motioned me to come in, and I joined
her. The water was warm and Cindy took the adjustable
showerhead and used it to pour water on my hair. With
one hand she held the water above my head and with the
other she caressed my breasts, lightly tugging and
pulling my nipples.
"OMG," I thought to myself. "I just died and gone to
heaven." A current went through my body, like an
electric shock that expanded from my core and rippled
throughout my body. My knees gave out, I lost my
balance but somehow managed to support myself, by
leaning on the glass wall of the shower, and remain
standing.
Cindy continued pouring water on both of us. She
started rubbing herself against my hip. I felt her
hard nipples crushing against the side of my arm, and
her pussy lips opening against my side bone. The heat
generated from between her legs sent waves of pleasure
between my own; in all accounts, I was way past
soaking wet.
Cindy put the showerhead back, poured some sweet
smelling soap on her hands, and began to rub it all
over my body. She started rubbing me methodically from
shoulders to back. Then she moved to my chest, soaped
my tits and paid close attention to my stiff nipples.
Suddenly she tugged, twisted and pinched them hard.
The pain was shocking.
I came.
The orgasm was so intense, that I think I actually
blacked out. But Cindy pressed herself into me, and
held me up. She lowered her hand to my stomach, soaped
my rib cage, and then, continued lower. Over my mound,
her fingers found my folds and spread them open. With
her soap soaked hand she inserted a finger inside me.
Waves of pleasure began to concentrate again, I
breathed heavier than I ever did before and spread my
legs a little more to allow her better accesses.
Pressure began to build inside me again. I bucked my
hips back and forth, forcing her finger deeper. But
Cindy had other plans. She pulled her finger out of me
before I could come again.
I gasped in disappointment. But not for long, Cindy
kneeled behind me. With both hands she spread my butt
cheeks open, exposing my tight anus. I closed my eyes,
stopped breathing and waited. When her soap covered
hand reached my sphincter, I began to moan, my muscle
involuntarily contracted, but the finger just circled
around the closed muscle and gently eased it. The
signals that came from my tight muscles were
overwhelming. I remembered to breath.
A loud groan came out of the bottom of my chest, when
Cindy's finger penetrated my rectum. She eased her
finger passed the first knuckle, pulled it back and
then inserted the finger all the way to the second
knuckle. Then she began inserting and retracting her
finger into and out of my rectum, masturbating my
anus, while stimulating my clit with her other hand.
It only took a few seconds before I felt the orgasm
build inside my core.
Finally, Cindy pushed her middle finger all the way
through my tormented muscle and bent the finger
upwards, pressuring my G spot through the thin
membrane of my anal canal. That sent me over the edge.
When I came, it was like a volcano that cannot be
stopped. This time the orgasm was so powerful, I
couldn't stand anymore. I collapsed in the shower with
Cindy's finger still buried deep inside my anal
passage.
Cindy seemed content. She gently hugged me, kissed me
on the check, and picked me to my feet like a little
girl. She took the shower head and washed the both of
us. Exhausted, I stood there while she soaped and
washed herself. Quietly I let her pull me out of the
shower and dry me with those big, fluffy towels she
bought. After that she took me by the hand, and led me
naked to her bed.
I just lay there. I couldn't really move. The orgasm
was so powerful that I was in no condition to pose any
objections. Cindy hovered over me, gently caressing my
body, sending gentle currents of sensual pleasure
through my spine. She lowered her tit into my mouth
and I attached my lips to her nipples, sucking gently
sucking on it, like a child.
After a few moments of alternating between sucking and
biting on her nipple, Cindy let out a loud groan. I
hadn't realized how hungry with lust she must have
been. She hadn't come yet, but was desperate to have
this rectified. She pulled her nipple from my mouth
and sat higher, bringing her perfect pussy to my
mouth. It smelled like fresh soap and radiated with
the heat that I felt before. From under her, I could
see her clit pocking from underneath the clitoral
hood. I reached and with both hands, split her pussy
lips apart and got a magnificent view of her pink
flesh, lubricated with her woman's dew.
I lifted my head and bought my tongue inside her lips
and drank down her nectar. The touch must have been
too much for her, because she pulled the back of my
head into her soaking cunt, and began rubbing her
juices all over my face.
Cindy was in frenzy like a woman possessed, grinding
herself into me, smearing my face with her love
nectar. At one point I opened my mouth, and bit her
clit. She immediately started coming, and coming, and
coming, for what seemed like a few minutes. Her body
was violently shaking. When she finished, she rolled
over to the side, and lay there with her back to me,
exhausted, moaning and panting, like she's just come
off a 10 mile run. I reached out, hugged her from
behind, moving my body closer, spooning together. My
arms were wrapped around her, my lips kissing gently
the back of her neck, inhaling the mixed scent of soap
and sweat and musk. Sex was in the air, and I just lay
there; basking in it.
***
We just lay there, for a while. Finally Cindy rolled
over and faced me, smiling. I looked at her and smiled
back.
"How…," I started to ask, but let my question
dissolve.
She smiled again, reached her hand a caressed my face.
"I just knew, the first moment I saw you that you are
just like me."
"I'm not like you," I protested, "I wish I was. But
I'm not as pretty as you, and I don't have as many
friends as you."
"Shhhh," she hushed me. "You are exactly like me, I'll
show you."
Cindy reached into her side drawer, and pulled out a
KY tube. She applied some lubricant on her middle
finger.
"Pull up your legs and hug your knees to your chest,"
she instructed me, "spread your legs for me."
Obediently I complied. "Higher," she said.
Then, satisfied, she started gently rubbing my
perineum and sphincter with lubricant. Tingling
sensation started roaming through my body. I spread my
legs even wider, exposing myself to her touch. After a
while, she started forcing her finger against my
sphincter, pushing her finger into my anal passage. I
gasped when her first knuckle penetrated me, but she
kept on pushing; in and out, in and out, going further
past the second knuckle, keeping the momentum; in and
out, in and out. Finally, her whole middle finger was
buried in my anus.
She let it sit there for a while, her other fingers
lay on the side of my vagina. Then she started moving
the buried finger further up, bringing her other
knuckles to the tight muscle surrounding her finger.
Then she pulled out.
I looked at her, disappointed. But Cindy just smiled.
She reached to her side drawer, opened it again, and
pulled out a long rounded plastic tube with a pointy
end.
At 14 I have never seen a vibrator, let alone use one
myself. I didn't even understand where this was going.
But Cindy did. She skillfully applied more lube on the
rugged tip of the vibrator and rubbed it along its
entire length.
When she bought the vibrator to my back entrance, my
sphincter contacted. This was much thicker than
Cindy's finger. Involuntarily the muscle contracted.
"Shhhh... Little one," whispered Cindy, "don't be
afraid."
With that assurance she lowered her mouth to my anus,
and started licking my butt hole. The sensation coming
from that tongue of hers was amazing. Pretty soon the
muscle eased, and Cindy's tongue found its way past
the muscle barrier and into my anus.
Cindy sat up, with two fingers she spread my rectum,
and with her other hand placed the tip of the vibrator
into the center of my butt-hole and expertly pushed
forward. The vibrator's entire narrow part slid in.
It hurt, but not as much as I feared. There was a
feeling of stretching that I hadn't felt before. Cindy
leaned forward, with one hand on the vibrator keeping
it from being pushed out; and kissed me on the lips.
Her kiss tasted of honey and sex, as her tongue rolled
in my mouth, exploring me. I closed my eyes and kissed
her back.
I felt the entire vibrator being pushed into me. It
was the wider part of the vibrator, and this really
hurt.
I screamed, "take out, it hurts, please take it out,"
but Cindy kept on pushing.
It hurt so much that I started crying, but Cindy just
kissed me harder, and kept her hand on the vibrator,
keeping my anal ring from contracting and pushing it
out. I lay there, crying, in excruciating pain, but
Cindy wouldn't take the plastic vibrator out of my
ass. After a while, the pain subsided. Instead of a
sharp pain, it became a pulsing, numb pain, as my
muscle began accommodating itself to the pressure.
I stopped crying, and Cindy kissed me on the lips
again, and then licked off my tears. She reached to
the back of the vibrator, turned the switch on, and
the head started rolling over in my rectum. It was a
queer sensation. The pain was still there, yet
something else was too. A faint signal of pleasant
sensation, as the head of the vibrator rotated against
the nerves in my rectum. Cindy began moving the
vibrator inside of me, strange excitement on her face.
Involuntary, primal reaction took hold of me. My hips
started to rotate accommodating the phallic instrument
that filled my anal orifice. This seemed to turn Cindy
even more. She grabbed my right nipple between her
finger and thumb, and pinched it, hard. She pulled and
twisted the little knob; like she was going to tear it
apart. I screamed in pain, which excited Cindy even
more. She kept on pinching and tugging on my nipples,
alternating between left and right all the while
pushing the rotating vibrator inside of me.
The accumulating pain from my tormented nipples,
merged with the strange sensation that was rippling
from inside my rectum drove me wild. Before I knew
what was happening, I started cumming. If the shower
orgasm was the strongest sensation I ever felt, it was
paled in compression to what I was having now; my
entire body, every muscle, every fiber in my being
convolved and contracted around the vibrator. I didn't
know how I was feeling. There was pain. There was
pleasure. There was way too much, of both. And they
shouldn't merge, yet they did. My body was violently
shaking, sweat coming of every pour in my body.
I screamed.
It was a long and high scream, from the top of my
lungs, and it seemed to go on forever. It was the sum
of pain and pleasure that my body had been subjected
to.
This time, I did faint.
***
When I came about, Cindy was looking straight at me,
smiling. She leaned forward and lightly kissed me on
my lips.
"Hey," she said, "how are you?"
I managed a faint smile. Cindy took a small damp
cloth, and wiped my forehead. "That was amazing," she
said, "you are amazing, little one." I blushed. I
liked being called 'little one,' although Cindy was
only two years older than I was, it made me feel
secure, somehow. As though everything will be taken
care of, as long as I submit to her will.
Cindy moved the damp cloth downward, and was now
gently wiping away the excess lubricant from my
puckered anus. The area was tender, but her assured
touch made it feel nice. "How… Like… I mean, where did
you learn to do this?" I asked.
Cindy smiled.
"When I was seven, my parents hired an Au Pair. She
was an English girl. Her name was Jenny, she was
nineteen and wanted to study over here, in the States,
to become a nurse. So my parents agreed to sponsor her
for a two year employment plan. One evening, about a
week after she started working here, my parents went
to a fundraiser or something, and they wouldn't be
home 'till late.
They told Jenny that I have to be in bed by nine. So
at eight thirty, Jenny came in and told me to go and
shower. I didn't really want to, but Jenny was strict
and finally, I agreed. I wanted to wash by myself. "I
am a big girl now," I told her, "I don't need help."
"I know you don't," replied Jenny, "but your parents
pay me to watch over you, so I'll tell you what. You
go into the shower and wash by yourself, and I'll just
watch you. How is that?"
It seemed like a fair compromise, so we went into the
main bathroom. Jenny sat on the toilet, and watched me
prepare. But I was too shy to take off my cloths in
front of a stranger. "What's the matter?" asked Jenny.
I blushed, "You're looking."
Jenny understood. "Would it make it easier for you if
I took off my cloths too?"
I nodded. Jenny stood up. She was a very slim woman,
with beautiful green eyes and a long brown ponytail.
She was wearing a simple dark blue cotton dress, which
was buttoned in the front. So she unbuttoned the
dress, unclipped her simple bra and took off her light
blue cotton panties. Her tits were very firm, and her
nipples were brown and pointy. Her hips were well
defined and her stomach had squares. Lower I saw her
bush. I have never seen such muscular stomach before.
Jenny saw me stare at her stomach and laughed. "You
like, little one?" she said in a proud voice. I did.
"Would you like to touch it?" asked Jenny. I nodded.
Jenny walked over, took my hand, and placed it over
her stomach, then started rubbing my hand all over, in
circular motion. My palm was sweaty, but I felt really
good, and my pussy started tingling. Then Jenny
directed my hand lower, in between her thighs. Her
brown triangle shaped bush was soft and trimmed, but
she drove my hand lower, and I could feel her wetness.
Jenny held my hand there for a while, and rubbed
herself against it. Then, she abruptly stopped.
"Okay," she said, "now, it's your turn". I stripped
too. We both climbed into the tub. Jenny stated
showering me. Then she asked if I would like to soap
her. I did, and Jenny laid in the tub, and let me rub
soap all over her back. As I reached lower, she stood
on all four and tilted her ass upwards, her legs were
spread apart. "Now you have to wash my tush," she
said. It's very important to wash inside as well as
the outside, so use a lot of soap, sweetie."
I was afraid and appalled, to put my hands in her
tushy; it seemed so rude. But Jenny insisted, so I
did. And she enjoyed that very much. Then she turned
around, leaned back in the tub, and sat me between her
legs. She proceeded in soaping me all over. She played
with my nipples, then she put her fingers inside me,
and I was cumming in no time. Then she turned me
around so I could face her, she took her finger, and
started playing with my butt. That was SOOOO good. She
only played with my ass on the outside, but I came
within a few seconds. After that evening, she did
everything with me and to me. I loved her, I still
do."
***
Cindy looked at me and smiled. "I knew that you're
like me, just like Jenny knew I was like her. You
really have to love and trust somebody, to let them
hurt you."
I just lay there, transfixed on this gorgeous babe,
who was stark naked in bed with me, and knew that
every single word she told me was true.
She looked at me and the said "Now it's my turn. I
want you to do it to me."
I nodded. Again, Cindy reached to the side draw, and
pulled out a 7' red dildo. It was fat and slippery,
and I just stared at her. Surly she can't think that
she is going to take all of this in her pussy. Cindy
saw the expression on my face and laughed. "Don't
worry. I had plenty of experience."
She applied some KY on the dildo and skillfully
masturbated the flaccid rubber cock. When she was
satisfied, she handed it over to me. From the top of
the bed she pulled a pillow, and lay over it, with her
gorgeous ass raised upwards. With both hands she
spread her butt cheeks open, "C'mon Grace, time to
return the favor."
"Cindy, I can't put this in your ass, it'll tear you
apart."
She just smiled at me, "Don't worry, I've done it
before. But never with someone as pretty as you." It
made me feel good. I leaned over and kissed her on the
lips.
I pulled the KY from the tube and applied it on her
anal ring. It was brown and wrinkled and beautiful,
and I just had to kiss and penetrate it. I remembered
how Cindy had popped my anal cherry, and desperately
wanted to do the same. I pushed my index finger in her
anus. It penetrated easily, all the way to the end.
Then I decided that maybe I should add another finger.
I pulled out the first finger and inserted two fingers
together. They went in just as easy. The third finger
followed, and then the forth, and all of them were
taken in by Cindy's flexible anal ring.
Cindy was breathing heavy now. "Oh, baby, that's it.
Like this, just like this." I decided to take all my
fingers and push them together all at once.
I pushed, for a second it looked like I won't go
through, but then, all of a sudden the sphincter gave
in and my entire fist was buried inside Cindy's ass.
She screamed in pain, and was about to pull out, when
Cindy turned to me, grabbed my arm and told "Keep it
in me, just keep it in me".
I held my fist inside Cindy for a while, and then,
remembered how she did me, started to push my arm
forward. Cindy gasped is pain, but I knew that she
liked it. She rose on all for, with my hand buried
inside her anal passage; she started to rock her body
back and forth, using my arm as a dildo. As she pushed
backward, more and more of my arm's length was
swallowed inside her. Her rocking became more and more
hectic. Then I remembered what it felt like when Cindy
turned on the rotation on the vibrator. I opened up my
fist, moving my fingers inside her.
That drove Cindy wild. She started cumming, as her
hips bucked back and forth, up and down, with my arm
inside her. Finally, she let out a scream and
collapsed back exhausted, panting heavily on the
pillow, with my arm still buried, almost elbow deep
inside her ass. I pulled it out, reached for the cloth
that I used before. First I wiped my arm clean, and
then I used it on Cindy's bum hole, cleaning up some
blood that came out of her rectum.
I remembered how incredibly overwhelming my orgasm
was, and let Cindy enjoy hers. She just lay there,
naked and beautiful, and I lightly ran my fingers all
over her back. It didn't even dawn on me, that I just
fucked the most beautiful girl in school. She turned
around and gave me a tiered smile. "I told you that
you are like me, little one."
I smiled back, "I guess I am."
"Where did you learn to fist-fuck?" she asked me.
"I don't know. It seemed to work, I guess."
"Well," she reached over for me, and we melted into a
hug, "I guess, that my guess about you was right. You
are an anal slut."
I was so proud of myself, I wanted to cry.
To be continued? Or not?
Suggestions will be greatly appreciated.
Sungun2@gmail.com
All rights reserved.
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This story was written as an adult fantasy. The author
does not condone the described behavior in real life in
anyway shape or form. Anyone tempted to act out any of
the scenarios in this story; should seriously consider
seeking professional help.
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Kristen's collection - Directory 76