Leilani
by Spectre
A middle-aged bachelor finds himself drawn into a relationship
with a young girl -- a relationship unprecedented in his experience
before or since.
-=*=-
Copyright 2000 by Spectre. All rights reserved.
This story may not be reproduced in any form without explicit
permission from the author. The author reserves exclusive rights to
post this story on usenet. Permission is granted for you to make and
keep one (1) electronic copy for your personal use as long as this
notice is retained, unchanged, as a part of this document. No other
archiving, commercial or otherwise, is permitted.
Published with permission from the author by TYGER.
-=*=-
Introduction:
Leilani. Just the sound of it has a lyrical, magical effect on me.
She was the most beautiful creature I have ever known, and the most
passionate and imaginative lover as well. From the day we first met
to the time we had to part ways, she haunted my every waking moment.
No one I had known before or since evoked the spectrum of emotions
that she did, from tender expressions of affection to the most jagged
primal expressions of sexual fury. Leilani was just nine years old.
CHAPTER 1: My Hawaiian Life
My career as a journalist has its benefits, and one of those is the
ability to live where I want. When I reached my forties, I had the
opportunity and the inclination to take up residence in the Hawaiian
Islands. I have always enjoyed living near the ocean, especially the
ability to sail my boat, soak up the rays, and hang out in the sand.
As a bachelor, I also found that the steady influx of tourists
provided a constant supply of attractive and willing women out for a
good time with a good-time Charley like myself. Although
middle-aged, I had kept myself in prime physical condition -- my
six-foot frame was lean and powerful, my slightly thinning hair
cut-short and flecked with gray. And as a dedicated hedonist, I was
proud I had been blessed with a long, thick penis as well as unusual
powers of sexual performance and recovery. I once had a lover who
said I was a teenager in a man's body -- yeah, I can live with that.
I took a small house in a nice, but not stodgy section of the main
island. It had two bedrooms, a nice great room perfect for my home
theater system, and a decent sized in ground pool out back. The pool
side area was nicely landscaped, and offered privacy for my intimate
entertaining, or when I needed to write. I also had access to a
nearby marina where I was able to slip my sailboat. I was in easy
commuting distance of some of the local clubs and hotels where I
cruised for love when the need or mood hit me.
My neighbors were middle to upper-middle class folks; some were
native Hawaiians, some off-islanders like myself. They did the usual
neighborly things -- keeping the house and grounds, washing their
cars, and all the rest. Weekdays, the early morning air was filled
with the bustle of work and school preparation, but by mid-morning
things were quiet again until mid-afternoon. This afforded me time
to sleep late in the morning, while writing and catching up on my
Internet communications and research the rest of the day. I found I
was able to produce quite a lot of material quickly, what with my
talents and the wonders of modern technology, and that meant I had a
better-than-average amount of free time.
And I put that time to good use. Sailing was a prime passion, as
there were numerous protected water areas within driving distance
that afforded relaxing, and surprisingly private, beach experiences.
I also could walk to the beach to sunbathe or swim, and yet have
quick access to a cool drink and a snack. If this wasn't paradise, I
don't know what is. I had become friendly with some of the
neighbors, and would occasionally be invited to their homes for
cookouts or just to hang out and shoot the breeze. Occasionally, I
would invite them over to my place for beer and burgers, and in a few
cases out for a sail on my boat with their families. The men's wives
would grill me about my job, and they seemed to believe that the job
of a journalist was a pretty exotic way to make a living, and that
seemed to catch their fancies in a way that often bordered on
outright flirtation. It certainly didn't help that I was known to
have a strange car parked in my driveway pretty regularly on Saturday
or Sunday morning. I had enough sense to avoid such temptations in
the interest of peaceful co-existence, and when I failed to follow up
on their leads, they did the next best thing that women do when they
are presented with an unattainable man -- they try to fix me up.
Generally, I resisted those opportunities, again for reasons of
keeping peace. The last thing I needed was to have a neighbor who
was indignant that I had dumped her cousin or sister or best
girlfriend, as I indeed invariably would if given enough time.
Occasionally I would accept a very informal introduction just to
avoid being labeled a hard case or unfriendly. And that's how I
first encountered Leilani.
My neighbor Josh and his wife Amy lived two doors down from me, and
invited me over for a Sunday brunch and a pitcher of Bloody Marys.
Naturally, I was late, having been up late fucking the brains out of
a dark-eyed beauty from Florida on vacation with two girlfriends in
the Islands. I used my lovable-rogue strategy to draw her in, and
she was easy to convince that a midnight swim in my pool was an
exceptionally fine way to cap the evening's festivities. As was the
idea of sucking my cock in the pool's shallows while listening to
Metallica, and in letting me fuck her doggy-style with her head low
on the bed and her tight butt shoved way up in the air. I like that.
So I arrived late, and my hosts were into their second batch of
Bloodies. When I arrived, I was greeted by them and introduced to
Wendi. She was a tall, thin woman in her mid-thirties, and looked to
be of Scandinavian descent with her fine features, impossibly fair
skin and hair, and statuesque carriage. She would have been ideal
for just about any guy, but I prefer dark-haired girls, and I prefer
them younger. Little was I to know how much younger I would come to
prefer them. We made small talk, and it turned out that she had been
a flight attendant who met and married a gentleman of Hawaiian
descent. They had drifted apart and divorced, he moving to the
mainland while she and her 9-year old daughter stayed in the Islands.
Mom was going out of her way to be agreeable, so I guess she liked
me well enough. I had no real intention to hook up with her, so I
was being friendly but not overly friendly.
In an instant everything changed, for that was when Leilani exploded
in to my life. And an explosion it nearly was. She came bursting
through the neighbor's side gate that led to a common access walkway
to the beach a hundred yards away, still wet with salt water that
made her string bikini swimsuit cling to her chest and hindquarters.
And what a goddess she was. She was just over four feet tall, with
long, thin legs, beautifully shaped, leading to a perfectly rounded
little tail. Her skin was not at all like her mom's except for its
absolutely blemish-free quality. Instead, she had a decidedly darker
hue to her, like a Hispanic girl. Must have been from her dad, I
thought. The skin almost exuded a light of its own, so dazzling was
it in the midday light. She had raven hair, not as thick as most
Polynesians -- it looked like Wendi's but deep black, with the shine
and general health that only young girls' hair seems to possess. Her
features were fine like her mother's, but with an exotic quality that
again betrayed her mixed ancestry. A little button nose, high
cheekbones, graceful neck, and amazingly shaped eyes. But here's the
jaw dropper -- her eyes were electric blue! This was a combo that
caused my heart to stop for an instant, and I felt a little spasm in
my groin that I would never have expected.
Wendi introduced her to me as Leilani, and she was at first quite
shy. But as her mother was being quite friendly towards me, Leilani
began to open up as well. Within a short time, she was sitting
across from me next to her mother in a beach chair, with a towel
wrapped around her little blue bikini bottoms. I asked her about her
interests, school, etc. and after a while she pulled up one leg and
tucked it under her thigh. This afforded me a good look at her
crotch, still wet from her beach activity. Although I had never been
attracted to a child before, I am a horny bastard and just couldn't
refuse a peek. Her bikini was fairly thin, and seemed to be a bit
small for her -- probably one from last year. As such, it was pulled
tightly against her cunt, and I could easily make out that her pussy
lips were full. I also thought I could make out the slit as it
strained against the flimsy material, but they may have been wishful
thinking. At one point I must have held my gaze on her for longer
than I thought, for when I looked up she was looking at me in a
curious way and I detected the beginning of a smile. I blushed and
stammered in my conversation. And then Leilani did a surprising
thing -- she opened her legs a bit more and started rocking the free
leg on the patio tile against the leg tucked underneath her. All the
while she kept this curious gaze on me, and whenever she caught me
looking at her for more than in instant, she smiled. This puzzled me.
When I left Josh and Amy's and went home, I fell into a fitful sleep.
I awoke around 2:30 a.m. and found that my first thoughts were of
the lovely young girl I had met the day before. And soon I found
that I had a raging hardon, and I had to relieve my tension by
stroking myself to orgasm, all the while thinking of Leilani's blue
eyes and the treasures in her blue bikini.
CHAPTER 2: First Contact
A few weeks later, I chanced upon Wendi and Leilani on the beach.
Both seemed genuinely pleased to see me, yet I wasn't sure who was
more pleased, her mom or Leilani. I had on some surfer trunks which
were very baggy, but as I had just come out of the surf, the front of
the suit clung quite tightly to my well-fleshed package. Wendi was
joking and making small talk, but when I glanced down at Leilani, she
was obviously staring at the bulge in my pants. I felt myself
starting to grow and quickly offered to get everyone a cool drink.
Wendi accepted, and I started back to the house.
As I opened the refrigerator and started to ice the glasses, my view
to the front door was blocked and so I was a bit startled when I
closed the door only to find little Leilani standing there. "Mom
wants me to make myself useful," she said. I told her to sit at the
dinette while I prepared the drinks. She sat down, immediately
pulling both her legs up onto the chair, and then she started to
alternately open and close her legs. She had on a bright green one
piece swimsuit that clung tightly to her pubes; this time, I could
definitely see her little pussy slit. As I stared at her I realized
that I was making a tent in my swimsuit, and by now it was sticking
straight out from my body. Glancing over at Leilani, it was obvious
that she was fascinated by this. I turned back to the counter and
poured some orange juice into the ice-filled tumblers. Just then, I
felt a little tug on the legs of my trunks, and twirled around to
find Leilani standing in front of me. I practically hit her with my
dick. Neither of us said a word, but in a moment her little hand
started to extend toward my enclosed rod. I was frozen with a mix of
abhorrence and titillation, fear and curiosity.
Leilani first kind of poked at my hardon through my suit, and then
felt all around the tent I had pitched. All of a sudden, she grabbed
the head of my dick and gave it a good squeeze. I jumped and she
quickly pulled away, looking sad -- I think she felt she had hurt me
badly. I told her it was okay, and asked her if she wanted to see
what was making my pants stick out. She nodded enthusiastically. I
had my eye on the front door, and felt very uneasy about this, but I
quickly led her into my back guestroom, which has a writing desk and
a convertible sofa. I pulled my swim shorts down and sat down on the
sofa, looking at my ingenue all the while. Her eyes went wide, but I
sensed more from curiosity than fear. I reached out, took her hand,
and placed it directly on my stiff penis.
Her hands were very small and slender, and she explored my large tool
from stem to stern. It took both her hands to handle its girth,
which she did as if taking measure. She ran her fingers along the
underside of my cock, which sent a shiver down my back and caused my
splayed legs to twitch. Leilani noticed this, and seemed to sense
that she had been the cause. She gently squeezed the bulbous head of
my dick, and smiled when it swelled visibly. I told her it made me
feel wonderful when she touched me, and she asked me to show her how.
I reached over to the end table and found some hand lotion, which I
applied to my penis and to Leilani's hands. I made her kneel between
my legs and put both hands around my shaft, so that her finger tips
touched the underside, and her thumbs the top. Slowly, I showed her
how to work her hands up and down on my dick, and how to tighten her
grip slightly as she reached the tip. I knew we had little time left
before suspicion would arise, and I was excited enough to know that I
was close to ejaculation. I told her to stroke me faster and faster,
which she dutifully did. I told her not to stop, and that I was
going to "come" -- she stroked even faster and I began to shoot globs
of goo into the air, most of it landing on Leilani's hands and my
crotch.
I quickly cleaned up and washed her hands carefully. I asked her if
she was scared by what had happened, and she said she was at first,
but not now. I asked her if she would like to come over for "play
time" another day, and she nodded. I also told her that these were
our secret games, and that she should tell no one, not even her mom.
We carried the drinks back down to the beach. All the rest of the
day I pondered how to arrange another meeting -- and one I hoped would
be more secure and enduring.
CHAPTER 3: Homework
As luck would have it, the opportunity came sooner than I could have
hoped. Around midday a fortnight later, I got a call from Wendi, who
sounded a bit frantic. It seems that the air conditioning at
Leilani's school had gone out, and with the tropical heat, the
children were all being sent home early. Usually, Wendi would be
home by the time Leilani arrived, her having taken a job that had
unusually flexible hours. Josh and Amy worked 9 to 5 -- would I be a
dear and watch Leilani for a few hours? Would I!?
About twenty minutes later, I heard a soft knock on the door, and it
opened to reveal my little sweetie in a pink-hued sundress and
sandals, her long hair neatly arranged into pigtails that reached to
mid-back. This was the first time I had seen her clothed in anything
other than her swimmies. She looked lovely -- a bit more womanly but
still childlike. She told me she was so excited that she could see
me again! I asked her if she wanted to play like before, and she
answered by taking my hand and headed toward the back of the house.
Instead, I locked the door and led her into my bedroom.
My room was good-sized, and had a small sitting area as well as a
large bed. I asked Leilani to remove her sandals and to sit in the
chair, while I sat on the edge of my bed facing her. We talked for a
few minutes, and she seemed to relax. As she did, she let her legs
fall open, and I was able to see a bit of her panties, but not enough
to tell what color they were or what material. When she saw the
direction of my gaze, she giggled and lifted up the hem of her dress,
folding it neatly over itself so that it gave me a clear view to
mid-abdomen. She was wearing little girl panties -- white cotton
bikinis with a pink rose pattern that matched her dress. I studied
her judiciously, marveling at how well formed her legs were. I asked
her to pull her panties up a bit, which pulled the cotton fabric into
her pussy slit and gave me a wonderful view. I was hard in an
instant.
"You saw me the other day -- now it's my turn," I said. My little
doll jumped up, straightened her dress, and stood before me with her
eyes glued on mine, and her head slightly tilted in anticipation of
the next step. That next step came when I pulled her closer to me,
and lifted her dress straight over her head, being careful not to
pinch her pigtails in the process. All that stood between me and
heaven was her little panties which looked so cute. I traced an
outline of her cunt through her panties, finishing by running my
finger down her slit slowly from top to bottom. They had to go. I
pinched the elastic of her panties and started to pull them down from
the sides, slowly, savoring the moment. Bit by bit, ever more of her
belly below her navel was revealed until I could see the top of her
crack just above the folds of her panties. Quickly, I pulled them
down over her flawless thighs and knees until they lay in a bundle at
her feet, and she stepped out of them. My mind started to spin as I
finally had all her charms revealed to me. She was the picture of
pre-adolescent female beauty. That beautiful skin and the darling
tan lines left by her skimpy swimsuits. Her proportions were ideal:
delicate shoulders in perfect posture, not a hint of breast, but
lovely pink nipples that looked like bee-stings, and a belly button
shaped like an almond. But I swear my heart skipped a beat when I
saw her tiny pussy. It was the most beautiful thing I had ever seen.
The outer lips were full and symmetrical, the inner labia hidden
from view. The lips practically touched each other, as if they had
just been created, with none of the ragged look of a seasoned woman.
The slit had a light pink color. She had none of the baby fat of a
little girl, but neither had her hips started their migration to
womanhood.
I had to taste her. I lifted her up and placed her feet on my
thighs, holding her arms so she could balance. This put her cunt in
line with my mouth, which I used to rain little kisses on her pussy
lips. She started breathing more quickly, and I began running my
tongue along her slit, which smelled fresh as a daisy. Pulling my
knees apart, I was able to open her to me, and at the same time I
placed my mouth completely over her tiny 9-year old vulva. She
hissed with pleasure as my mouth started working all around, and I
detected that her vagina was moistening -- that encouraged me, so I
lifted her off my lap, laid her on the bed, bent her legs back, and
gently opened her labia with my fingers as I continued to eat her.
Leilani started to writhe and used her legs to push her pussy up
against my mouth and fingers. There was no question now that this
little girl was sexually aroused -- and enjoying her feelings. As I
continued to mouth her clitoris with my tongue and lips, I took my
index finger and worked her vagina. She was so tight I could only
work it in about one-quarter inch, feeling her hymen. My tiny love
goddess was indeed a virgin! I reveled in the scent of her, which
was lightly spicy without the more determined musk of a mature
female. It reminded me of Asian sweet and sour sauce. Tasty.
Leilani's body shook as the first wave of her orgasm hit her -- she
cried loudly in joy, and pulled my head away from her cunt as if the
feelings were just too intense. I rubbed her pussy with the heel of
my hand and that seemed to be more to her liking, as she climaxed
several more times. For several minutes, she lay in my arms
breathing deeply, and we kissed -- gently at first, then with
increasing ardor. Leilani sat up, and started to undress me, saying
she wanted to make me feel as good as I had made her feel. Was it
possible, she wondered? I was naked to the waist in an instant, and
led her over to my sitting couch where I plopped down with her in
between my knees. She loosened my belt with a little help, pulled
off my shorts, and grabbed my penis through my underwear. She put
her tiny fingers in the waistband and tugged them down, where they
caught on the huge boner I had raging there. Laughing, she untangled
my drawers, and pulled them clean off. My tiny partner started to
feel my penis and began to jack me off as I had taught her earlier.
But I had something else in mind.
"Do to me as I did to you," was all I said.
She seemed to ponder this for a moment, and then flushed red with the
realization of its meaning. "But how can I?"
With that, I pulled her closer to me, and placed her left hand at the
base of my 7" prick to steady it. I positioned her right hand so
that her thumb and index finger formed a half-ring about an inch down
from the tip of my cock. Ever so gently, I grasped the back of her
neck and pulled her closer until my dick was right in front of her
well-formed lips. Leilani needed no more encouragement. She placed
a kiss on the glans, and started to tongue it, flicking her tongue
like a snake. I shuddered a bit, which emboldened her, and she
opened her mouth wide and placed the knob of my dick into her wet,
warm little mouth. It was sublime. I have had better blowjobs, of
course, from experienced women, but there was an intensity here that
more than compensated. And what a picture. This gorgeous little
girl, in pigtails, kneeling between my legs while my cock worked in
and out of her mouth. She could take about half of it, and I showed
her how to let her saliva run over the head and shaft to lube it, and
also how to work her hands to 'fuck' me. She instinctually rolled
her lips over her teeth and worked her tongue over the underside of
my cock as it disappeared into her moistness. Occasionally, Leilani
looked up at me as if to check her progress, and the sight of her
mouth on my cock while her eerily beautiful eyes met mine was too
much to bear. Overcome by lust, I grabbed her pigtails and drew her
mouth down hard on my penis as I spurted into her mouth and throat.
She gagged a bit at first, but being the natural sex partner that she
was, quickly deduced that swallowing was her best strategy. And so
she did, transporting me to even higher ecstasy. I let my cock
wallow in her mouth a few moments as it shrunk, and then withdrew.
We showered together for the first time, had some ice cream, and then
it was time for her to go. I walked her home and waited until Wendi
arrived, who thanked me profusely for babysitting her little girl,
and even gave me a peck on the cheek as I was leaving. How ironic.
CHAPTER 4: Oral Elegance
It occurred to me that Leilani could benefit from some instructions
in oral pleasuring, which would further allow me to express my
personal preferences. Besides, oral sex was a particularly safe
practice for us. It could be done with no preparation, little clean
up, and terminated in an instant if the need arose. Like most men I
was quite content to be sucked to orgasm, and it made our rather
infrequent couplings all the more delicious and special. I certainly
didn't want my lolita to tire of me.
One Saturday morning, Wendi had allowed Leilani to bring her video
game over to my place to make use of my home theater system with
advanced video and audio capabilities. Leilani had pestered her all
week to get approval, and for the first half hour I let her play
while I sat in my leather chair reading, occasionally looking up to
see what my little pet was about. She was wearing a tube top and
tight shorts, which displayed her long, bronzed legs and her cute
little tail, which wiggled as she worked the controls of the game
board in her lap. Tiring of this position, she untangled her legs
and lay on her tummy, supporting her weight on her elbows. As she
moved around, I could see that the leg of her shorts had stretched
open a bit, allowing me an occasional peek at her panties. My cock
started to stir in his cotton coffin, and when I looked up again I
could see that she had pulled one knee up just behind her elbow,
which further pulled her pant leg apart and accented the roundness of
her pert ass. I could definitely see her panties now, which were
white with black vertical stripes. She looked over her shoulder
provocatively, noticing that I was looking at her legs and panties.
As mornings have always been my horniest time, I knew I needed a
blowjob, and I needed it now.
I summoned Leilani to me, and she reluctantly broke off her
intergalactic warfare and stood between my knees as I stroked her
cheek and ran my finger over her lips and caressed her tongue. She
playfully bit my finger as I caressed her bottom through her shorts,
and then unsnapped them and pulled the zipper down. I could see the
expanse of her zebra-like panties just down to the tiny mound of her
pubes, and I removed her shorts to get a better look.
I pressed down on her hips and she kneeled down and forward, pulling
at the waistband of my jogging shorts. By now, she was an expert at
freeing me, and my shorts soon lay around my ankles, my penis
straining upward and throbbing in anticipation of her ministrations.
She grasped my root with her thumb and forefinger, and I moved her
free fingers to lightly tickle my balls. She licked the palm of her
right hand and rubbed her saliva over the head of my cock, squeezing
me perfectly until the knob was tinted red and shiny. I could feel
my balls churning and my thighs tingled and thrust upward as she bent
down and took me in her mouth, clamping her lips over the end as she
sucked gently. After a few moments, I withdrew and made her run her
tongue all over the head of my prick, and lick the entire underside
from root to tip. Although I wanted to grab her head and fuck her
mouth, I was determined to continue her tutoring and extend my
pleasure.
I stood up as she kneeled before me, my cock never straying from the
clasp of her oral cavity. I moved her left hand to cup my heavy
balls while she began to work me with the right as I started to sway
forward and back, working my dick in and out of her mouth. I told
her to glance up at me occasionally, and each time she did I felt a
new wave of passion well up as those big blue eyes locked onto mine.
Sensing my thrill, she started to moan herself, and moved her left
hand between her thighs, rubbing and kneading her pussy through the
moist cotton.
By now she had grasped the intent of my training, and teased me by
pulling me out of her while she firmly swirled her hand around my wet
knob, and ran her two little lips along the underside of my cock as
she held it perpendicular to the floor. My orgasm came suddenly, and
the first jism jolt shot straight into Leilani's face, surprising us
both by its force and volume. I came in torrents as Leilani
frantically worked my cock with both hands, alternately twisting the
movement of each hand to milk me. My come covered her face from
forehead to chin, with rivulets of semen dripping off her nose and
chin and onto the tiled floor. I knew she could never "throat" me,
but my pleasure had been abounding, and I cared little. We both
started to laugh as the sexual tension eased, and I toweled off her
face and hands with my shorts.
In a flash we reversed our positions, and she lay back in my Eames
chair, lifting her slim hips as her panties were removed. I found
her pussy was quite wet, the slit red and slick with her passion. I
licked her and thought that she tasted like papaya, sweet at the
start but with complex under-flavors. I used every oral skill I had
accumulated in my forty-odd years, determined to win her by giving as
good as I got. I cupped the globes of her butt in each hand, lifting
her cunt to my mouth and darting my tongue into her hive. Teasing
her as she had teased me, I would stop and look up at her as she
strained her aching pussy toward me, and then lick her slit from
bottom to top as I continued my work. I finished her by using my
hand to finger her gently while I licked and sucked her tiny cunt,
and her orgasm matched my own in intensity, but eclipsed me in
duration. Oh, to be a female!
CHAPTER 5: Voyage of Discovery
I had given the matter a lot of thought, and had decided that I would
try to have sex with Leilani when I could arrange the logistics. She
had displayed no fear or anxiety in our previous love sessions, and
had kept our relationship secret. Since she had shown a natural
proclivity for sexual activity, I convinced myself that she had not,
and would not, suffer harm at my hands. I would never force her to
do anything that disturbed her or caused her enduring pain. I did
some research in the medical library at the University of Honolulu,
and was satisfied that a girl of her age could accommodate a large
penis if properly lubricated and inserted gently. We all know of
rape cases where children younger than Leilani have suffered no
lasting physical harm from their ordeal, and I had blood tests that
proved I was free of all sexually transmitted disease.
I needed to transport her to a private area that could also frame the
beauty of our lovemaking. I decided to initiate a sail to one of the
secluded, quiet lagoons within a few hours sail, and asked Wendi if
she and Leilani would like to join me. Wendi leapt at the chance,
and asked when. Saturday a week. Oh no, I have to work that
Saturday. As if I didn't know. Leilani will be so disappointed --
she says you treat her wonderfully. Well, I could use a hand with
the sails -- would it be ok to have her ship out with me for a few
hours and have a picnic? Well, I guess that would be okay if she is
willing -- as if she wasn't.
Saturday arrived; I had been preparing for our trip for days. I
bought a nice soft blanket and some large towels, plenty of food and
drink, and one other item: a bottle of AstroGlide "personal
lubricant".
I picked up Leilani early in the morning -- she was still rubbing the
sleep from her eyes, but picked up when she saw me. She was wearing
a black bikini of a shiny material that looked like silk, which made
my heart leap. Over this she had worn a tee-shirt and a sarong-style
overskirt, which was bright orange but thin enough to let me see her
bikini bottoms. She looked very sophisticated for a little kid, and
sexy as all hell. I couldn't wait to get her alone.
We sailed through fairly calm seas to the place that I had staked out
- it had a lovely secluded beach, a waterfall nearby, and all sorts
of private areas. Leilani and I played in the lagoon, frolicking
like dolphins. Her body looked so beautiful when it was wet, and her
dark hair looked radiant in the reflected sunlight. Several times I
tried to finger her cunt, but she pulled away and splashed me; once,
she had wrapped her legs around my waist, and looking at her bikini
clad pussy caused me to swell, and I tried to rub her pussy with my
dick through our swimsuits. Again, she laughed and pulled away. I
was starting to worry that she was not in the mood. I shouldn't have
--this girl was always in the mood, but like all women large and
small, the time had to be right.
We took our umbrella, picnic basket, and cooler and found a lovely
spot under some large palms in a small clearing. I spread out the
blanket, and strategically placed the towels as well. We ate our
fill, and shared some cool drinks. I had a beer and offered Leilani
one, which she refused. She accepted a wine cooler, and drank it
rather quickly, followed by another. We decided to take a nap, and
she curled up in my arms under the umbrella.
I awoke to the unmistakable feel of a mouth sucking my dick, and
found Leilani kneeling over me, dedicated to the task. Somehow, she
had managed to pull my shorts down far enough to gain access. She
had taken off her little top, but still had on the shiny black bikini
bottoms. I was alert in a flash, and reveling in the sweet
sensations her little mouth was giving me. She was a much better
little cocksucker this time, having mastered what I showed her in our
previous encounters, while adding a few new twists of her own. This
included twisting her head as her mouth worked up to the tip of my
dick, which allowed her tongue and lips to swirl around my glans,
eliciting great pleasure. I also loved the feel of her long, black
hair against my balls and stomach as she worked her head in a pumping
motion. As I started to come, she pulled her mouth off me and
grabbed my dick with both hands, angling her head so my sperm landed
on her face and tiny chest. She smeared my come over her face and
licked her lips, rolling her eyes back. She was the picture of a
sexual animal.
I told her I wanted to fuck her. That I had never had sex with a
child but wanted to have sex with her. That I cared for her more
than she could imagine. All true.
She was apprehensive, that was obvious. Still, she pulled off the
rest of her bikini and sat on her haunches, facing me as I sat
spraddled, still recovering from her blowjob. She looked down at her
tiny, hairless pussy, then at my adult penis. It was as if she were
doing the math -- one into one equals pain. Then she looked at me and
gave her shoulders a shrug as if to say why not? I promised her I
would go slowly. And I dropped my shorts into the sand.
I lifted her up, and kissed her tenderly, over and over, each kiss a
bit longer than the last. I felt her relax against me, and her
little arms wrapped around my neck; her lips nuzzled my ear. I felt
her warm sweet breath whisper, "I am yours -- please put it in me."
I placed her on one of the towels on the blanket, and kissed her
passionately, nibbling on her flat breasts until the nipples
hardened. The taste of the salt on her body acted as a seasoning for
my passion, and I began to rub her pussy. Leilani began to moan and
writhe under my touch. I looked at her. Her hair flowed over the
blanket, her chest was heaving with sexual energy, and her pussy
seemed to call to me. The time seemed right. I reached into my kit
and found the AstroGlide, explaining to Leilani that I would never
hurt her and that this would make it easier for us to have sex. I
dribbled the lube down her slit, carefully working it into the
entrance to her vagina by lifting her hips so that the slippery stuff
ran naturally into her notch. Then, I applied it liberally to my
cock, which was so hard that it practically pointed to my chin.
I pulled Leilani's legs up and kneeled between them. I placed the
tip of my penis against her pussy lips, and began to run it gingerly
up and down the slit, letting Leilani get used to the feel of a cock
against her private parts. This clearly excited her as she used her
pussy to nip at my dick as I worked it around. I applied more lube
to her pussy and the head of my penis. Placing the head of my prick
against her cunt, I pressed forward until I knew I was positioned at
the mouth of her vagina. I thrust forward and watched the head of my
dick separate the little girl's pussy lips. Rotating my hips and
buttocks, I pressed on. Leilani gripped the towel with her hands,
and turned her head sideways -- I could see her biting her lip a bit,
so I knew this was not going to be easy. The tip flattened to adjust
to her tiny hole, but I was unable to work myself into her. The
pressure on my organ was incredible. I realized at the same time
that I was against her maidenhead. I applied some more lubricant and
asked Leilani if she was ok just as a small tear appeared in the
corner of her eye. She hoarsely cried "Do it!"
I leaned forward and steadied myself on one arm while I gripped the
base of my penis and prepared for the final assault. With an
unyielding shove, I felt her hymen break and my long, hard cock
penetrate her. Looking down, I saw that the head of my penis was in
her cunt, her tiny pussy lips fully distended. Leilani squealed and
I started to withdraw, but she sat up a bit and prevented me by
grabbing my ass with one hand while resting on the other. Her eyes
widened when she saw that the head of my penis was lodged in her
cunt. With that she put both hands behind me and pulled me forward
while jutting her hips toward me. My dick was granite-hard as I
penetrated her halfway, pressing ever forward. In a moment I was
buried in her, and could feel that I had distended her as far as
possible.
Neither of us moved -- I think we were both surprised that we had been
able to hook up. I could feel the vise-like grip of her girl cunt
around my purple warrior and felt as though her vagina had been
molded around me. The head of my prick was bumping up against her
cervix and it felt like a small ring. Looking down, I could see that
I was buried to the hilt in her hairless cunt, and I could feel my
penis throbbing in the paradise of her vagina. I swore I could see
the outline of my dick on the skin of her belly. Mad with lust, I
pulled out halfway, then plunged back in, rocking my little love
child. She grunted and began to thrash as I started to fuck her in
earnest. The lubricant had mixed with her natural secretions and
allowed me to move with greater ease, and confidence that she was not
being harmed. I now was holding myself up with my arms, and pumping
hard and fast at her cunt. Leilani had her legs bent back nearly to
her ears to allow me maximum penetration, and her little arms and
hands were clasped behind my neck.
On a hunch, I bottomed my dick in her and rolled onto my back, taking
care to ensure that my shaft stayed in her tiny pussy. Now it was
Leilani's turn to drive. She rubbed her little titties as she used
her thighs to rise up on my engorged penis, and then lower herself
down. She rose and fell like a carousel horse. Confident that all
was well, she removed my dick for an instant and sat on her haunches,
carefully positioning my dick as it slid back even deeper into her
tightness. I was loving this and relaxing a bit, and enjoying the
splendor of watching this tiny girl rise and fall of her own will on
my rock-hard penis. My shaft was shiny with her glycerin-like pussy
juice, and her mouth was open as she panted like a rutting puppy. As
her passion grew, I felt her pussy clasp me even tighter, and she
shook violently as she came over and over and over again. By now, I
was too far gone to think about holding out, and grasping her hips, I
pulled her down until my root was balls deep, shooting a geyser of
sperm into her.
We stayed like this for several minutes, both transfixed by the
wonder of it all, and the beauty of the surroundings. My cock hardly
shrank at all, aided by the tautness of her young cunt and the
occasional twitches I felt in the walls of her vagina. At last, I
gently lifted her off me, relishing the coating she left on my prick,
and the drops of sperm that were falling out of her sopping pussy.
There was just a hint of pink on the towel I had brought for her
deflowering. Leilani saw it and quickly checked her bald cunt for
blood, but there was none -- just the steady flow of our love juices
as they ran out her cunt lips and covered her thighs and rear end.
Using the other towel, I lovingly cleaned up the dear little one, and
myself. We went for a swim, but the salt water stung us both, so we
dressed and sailed back to the marina. As I watched Leilani walk
home, I wondered if things would be the same between us, or had this
been the culmination of our forbidden love? I slept soundly,
dreaming of Leilani.
CHAPTER 6: Tanning Oil
The next Saturday morning, her mom asked me to let Leilani use the
pool while Wendi had her hair done. She was having a perm, and
needed just a few hours. Leilani would help me straighten up the
house. Luckily, I had a maid for that.
Leilani arrived in the morning, and we went out back to the pool.
The pool was completely secluded, as I often swam nude or had
liaisons with women in what I affectionately referred to as The Blue
Lagoon. I had some very nice chaise lounges and beach chairs, so the
set up was pretty solid. She was wearing a tiny yellow string bikini
and one of those silly little bra tops that little girls in the USA
wear, but you seldom see in other parts of the world. We went
swimming and petted a little, but basically just enjoyed each other's
company and the bright, clear day.
We took a break and sat in opposing beach chairs, She looked at me
and I looked at her. She stared at my crotch and I at hers. On a
whim, I reached into my swimsuit and started stroking my dick. She
started to come over to me, but my head shook her off. The kid's a
quick learner, as I have already mentioned. She leaned back in her
chair and stretched her legs out, while spreading them so I could see
a patch of yellow. Slipping her hands inside her bikini bottoms, she
fingered her slit and rubbed her titties with her eyes closed. I
could see the fabric of her swimsuit moving as if a small animal were
building a nest. Soon, we were both excited and laughing, and I at
last allowed her to join me in my chair. We kissed and petted some
more, and I fingered her a little bit, but not enough to move us into
a fuck situation.
While we were laughing and cuddling in the beach chair, Leilani asked
me to put some tanning oil on her shoulders and back. This was the
clear, oily type of sun tan oil, and smelled strongly of coconut and
exotic tropic plant extracts. I agreed, and she turned her back to
me while straddling my legs. I applied a generous amount of oil to
her shoulders and back, and some of it dribbled down into the bottoms
of her yellow bikini. The combination of her superbly toned body,
deep tan, and the oil glistening in the morning sun caused stirrings
in my loins, and a deep passion began to well up in me. As I kneaded
the oil into her flesh, she began to squirm and work her pussy
against my crotch. Immediately, my thick, long dick started to push
against the thin nylon fabric of my swim trunks. More and more of
the oil found its way onto my hands, her thighs, and my lap. I
raised her up a bit and eased my swimsuit down past my knees to my
ankles, giving my engorged penis freedom from its nylon captivity.
The tropical breezes and bright sunlight felt icy-hot on my hardness.
Leilani gave a little gasp of excitement, raised herself on the
chair, still with her back to me, while I slid down her tiny bikini
bottoms. With amazing speed and balance she lifted one foot, then
the other, and stepped out of her bikini, twirling the impossibly
small garment and tossing it where it landed on a nearby Ti plant.
The cheeks of her backside caused me to draw in a short breath, as
the contrast of her tan lines against her perfectly smooth tanned
skin looked incredibly sexy.
Well, she must have gotten overly lost in the moment and let down her
guard, for the next thing I knew her feet had slipped off the chair
and she was falling straight down toward my exposed dick! I managed
to grab her waist as she descended, keeping us both from harm, but my
grasp started to slip from all the oil covering my hands and her
torso. She slipped down and slightly backward, still with her back
to me. By luck, this caused her pussy to rest square against my
erection. The fall startled us both, and for a moment she froze, and
my penis lost some of its dimension. That changed as Leilani clasped
her thighs together, locking me in the warm folds of her pussy lips
and butter-soft leg skin, accented by the abundant oil. She began to
rock gently, as if exploring this new feeling. I began to stroke her
little belly, thighs and hips, locking my own so as not to spook her,
and letting her control the motions. We rocked like this for several
minutes, soaking in the pleasures of the sun, the wind, and our
heated bodies.
Just then, Leilani arched a bit and I found my dick right against the
notch of her cunt. This was a new position for us and for a moment
she paused, as if thinking, and then she ever so slightly moved down
and back, perfectly aligning her vagina with the position of my
penis. She moved back against me in a deliberate shove, having
positioned her slender arms on those of the chair, giving her
excellent leverage to move in any direction -- up, down, sideways,
forward. Now we began to work together. I positioned my hands on
her hips while arching my loins upward; she continued to push back
against me. Wild with lust, my penis seemed to be of steel, and I
continued my insistent pressure. Slowly, ever so slowly, I began to
pry apart her cunt, and enter the juicy area within.
Nothing could have detracted me from my mission now. Pulling back on
Leilani's hips, I pressed forward until all at once my dick slid
deeper into her. The head was entirely taken, and half the shaft. I
could feel little muscle ripples fluttering around my thick cock. In
a moment, I began to push forward again, and bit by bit, inch by
inch, my manhood penetrated her until her buns met the hairs at the
base of my shaft. I asked how she was doing and she responded by
looking back at me with those amazing blue eyes, filled with animal
desire. The sight of my mighty warrior completely buried in that
tiny girl's pussy was simply too thrilling to describe.
Now the work began. Leilani started to raise herself up, and I
guided her by continuing to hold one hip with my left hand, while
caressing her thigh with the other. This allowed her to set the pace
and rhythm, while I made damn sure she didn't slip off my manhood.
My cock slid out of the sheath of her pussy on the upstroke, and then
back into its exquisitely tight clasp on the downstroke. I was
delirious with the sensations I was experiencing, while Leilani began
to coo passionately each time my dick bottomed in her. Her long,
black hair rocked with our motions, and the angle of insertion
created new sensations for us both. Both of us sensed we were near
the edge. As I began to feel my legs go taut as the wave of
ejaculation began, Leilani sped up her pace, my dick pummeling her
tiny cunt as if to split her in two. I wrapped my hands around her
hips and worked her. My first shot of come came as a jolt, and
Leilani and I both screamed in ecstasy as my hot lava flooded her
tunnel. Wave after wave, tremor after tremor -- I seemed to be coming
in buckets as if our intense desires had tapped into a hidden
reservoir.
After a few minutes we regained our senses, and I gently lifted
Leilani off my still sizable penis. She now stood before me, but I
was a bit anxious to look up at her. Had I done anything that might
have jeopardized my relationship with my Hawaiian goddess? Would she
still feel the same for me now as she had just minutes earlier? Just
then, I felt my princess' tiny fingers on my chin, and she lifted my
head to reveal her beaming, radiant face flushed with desire, and
marked with an ear to ear grin. The sun and wind filtered through
her hair, creating a tapestry of sights and sounds -- beads of sweat
mixed with the tanning oil and the pearl drops of semen that dripped
from her little girl pussy. I doubt if I ever felt more a natural
man, before or since, and oblivious of the rightness or wrongness.
She bent over and kissed me gently on the lips, took my hand, and we
went indoors and took a long soapy shower. Afterwards, she fetched
her bikini from the poolside, stepped into it, pulled it up to cover
the area I had only recently plundered, and skipped home humming to
herself.
CHAPTER 7: Random Couplings
I have often wondered how this love child came to be. That she had a
strong libido was without question, and it seemed to defy
conventional wisdom. But I wondered whether that wisdom existed
partly to discourage sexual relations between adults and children.
No doubt, that is for the greater good. But creatures like Leilani
should have the right to pursue their happiness as well. Nothing in
her history suggested that she had been exploited before, or had
incestual contact of any kind. It just seemed to be her time to
bloom in a sexual sense, and I was merely the catalyst. I do know
for a fact that she later had an active and fulfilling adult sex
life, but that's another story for another time. Back to the sex.
Now that she had tasted grownup lovemaking, it was all I could do to
keep her at bay and avoid the suspicion of her mom and the neighbors.
Just days after our second intercourse, she stopped by my place on
her way home from school. Apparently, she had been fantasizing about
sex all day at school, and had been masturbating by squeezing her
thighs together all afternoon. On the bus home, she had been rubbing
herself through her jeans. How could I refuse her? I quickly
unbuttoned her jeans and pulled them down, taking her pink panties
with them. Pressed for time and quite aroused, I left her pants and
panties bunched around her sneakers, and moved towards the sofa.
Feeling between her legs, I found her to be sopping wet with drops of
pussy juice -- she was ready to roll. I undid my own jeans and
exposed my hardness as she climbed into my lap. I lifted her up and
she positioned my cock at her little crack, and started hunkering
down on it. Entry was much easier this time, but still delightfully
tight. Leilani looked real sexy in her T-shirt and bunched up
panties and jeans, and I watched in awe as the little girl rode
quickly up and down, as if afraid that we would not have enough time
to finish. She was already half gone and we both came within seconds
of one another -- her first quickie!
Before she left, I advised her to let me know when she wanted sex by
leaving the flag on my mailbox up before she caught the bus. I also
suggested that she wear dresses or skirts when she visited, as that
allowed easier access and faster recovery in case we were surprised
by an intruder to our sex parties. I started keeping track of her
styles and types of panties, as I did not want any excretions to
arouse concern in her mom. When we had catalogued them, I went to a
department store on the other side of the island and bought exact
matches, laundering them first so that they appeared broken in. Am I
thorough or what?
Things progressed along the same lines -- if it is possible to
categorize a relationship such as ours in mundane terms -- she would
pop in now and then for quick escapades. Sometimes she would let me
eat her, then suck me off, swallowing every drop. Sometimes we
fucked. What's amazing is that we both accepted all this as a normal
part of our lives. She continued to do well in school, ride her
bike, and do all the things little girls do. I had become an
important, but not essential, part of her day to day routine. In
that, she struck me as being paradoxically adult while still being a
child.
I recall some particularly hot sessions. One time, she "flagged" the
mailbox and appeared around 2 PM, her usual time. I was in a robe,
which allowed me to be ready in an instant for her. She had her hair
piled up in a sophisticated hairdo, and was wearing a short denim
skirt. By now, I could gauge her state of excitement very easily,
and today knew that she was a vixen in heat. I just marched her over
to my big leather reading chair, and laid her tiny figure over one of
the well padded arms. I flipped up her skirt, and found that she had
on baby blue bikini panties -- a rather grown up pair compared to her
little cotton jobs, and moist with love dew. That was all I needed.
I just yanked down the panties, placed myself between her oozing sex,
and slid it in. Her pussy was unusually hot, and I pumped her with
long strokes, pulling my dick out so that only her tight labia seemed
to retain it, then plunging back into her vagina. She bucked like a
rutting horse, pushing her little ass up to meet, even match, my
thrustings, as her vagina sheathed my weapon. I fell onto her back,
savoring the tightness of her cunt and the feel of her little rump
rubbing against my chest, and the sound and feel of my balls as they
slapped against her thighs and pussy. As my orgasm overcame me, I
wedged myself deep into her slot and ground my hips against her.
Very hot.
Another time Leilani surprised me by initiating role playing -- again
her sexual imagination was mystifying. She had told her mom that she
was going to a birthday party, and her mom went all out to dress her
up. A pretty yellow dress with a cinched waist and sash, little
patent leather shoes, and anklet socks with lace top. Her hair had
been curled and tied with yellow ribbons. Even her panties were
satin with lacy edgings. I decided to seduce her -- which was exactly
what she wanted as well. She wanted to recapture the excitement of
our first contact, and acted very naive as I played the role of
seducer. When I started to finger her through her panties, she
pretended to pull my hand away, and it took several attempts until
she let me pull down her lacy little panties and finger her
seriously. Playing the role to the hilt, she did not suck me or
allow me to fuck her, but initiated a lovely hand job using baby oil.
She teased me by bringing me to the brink and then down several
times, and by the time she gave me release I was so rampant that my
come shot onto her face and hair, and we spent some time cleaning up
afterward to hide the crime.
Another fantasy we enacted was mine alone. I had been harboring the
idea of making her into a child-woman by dressing her in some exotic
attire. With her tiny waist and thin legs, this required that I
import some specialty lingerie from Europe, where many little girls
still eschew pantyhose. I was able to acquire a tiny push up bra in
red and black satin, with a matching garter belt and panties. Black
fishnet hose so small that they looked like my socks! Black satin
gloves that reached the middle of her upper arms, and a neck choker
made out of the same black satin as the rest. To top it off, a silk
half robe and a blonde wig! Leilani just loved the idea, saying it
would make her feel grown up to wear undies similar to the ones she
had found in mom's dresser. I had fully expected to have to dress
her, but apparently her mom was pretty open about this sort of thing,
and had shown her how it all hooked together while preparing for a
big night out. So she went into the bedroom and I listened to all
the rustlings as she pieced together her ensemble.
When she appeared, time seemed to stand still. She looked amazing --
the perfect little girl whore! I was on her in a minute, and part of
the act was for me to be more forceful with her. I stood before her,
opened my robe, and let it drop to the floor. I ordered her to kneel
and suck my dick. She dropped her robe as well, and knelt before me.
She had to slightly pull down my dick to get it into her mouth,
while it gave me a luscious view of her small mouth engulfing the
head of my prick, and then working it in and out of her lips as she
stroked my meat with her petite hands clothed in the satin gloves.
The wig and the push up bra made her look more the tart, and before
long I came in her mouth. I was hard again in an instant, and
ordered her to strip for me. She was a bit awkward at first, but got
the hang of it when I told her to move like Britney Spears. Off came
the little bra, and she turned her back to me and wiggled out of the
satin panties, letting them catch on her knees, and then slowly
bending down to remove them. The sight of her pussy and her long
thin legs encased in the mesh stockings drove me to action. I sat in
my Eames chair, feeling the cool leather against my ass and balls,
and had her suck me to a major erection. I needed to fuck her like
the little whore she was, so I moved off the chair and leaned her
over the matching leather ottoman. This positioned her pussy
perfectly. I licked her cunt, while penetrating her pussy with my
fingers. She wiggled like jello and started moaning. Pulling her
ass up in the air so she formed an inverted V with the floor and
ottoman, I placed my straddled legs outside hers, and angled my penis
downward toward her ass. I started to rub it against her ass, but
this was something new to her and she spooked a bit -- she probably
wasn't interested in that. But I was more than content to take my
big dick and slot it into her upraised pussy from behind. Which I
did, snaking it in with one continuous insistent stroke. The sight
of my cock splitting her pussy while it was framed by the garter belt
and stockings was very erotic. I ran my fingers and hands around the
garter belt, finding that my big hands could completely encircle her
waist without difficulty. Moving my legs back between hers, I
decided I wanted to fuck her balls deep. She dropped down so that
her chest was on the ottoman, and I kneeled behind her, my prick in
her all the while. Holding the satin garter belt that cinched her
waist in both hands, I worked her forward and back against my dick,
watching as my root hairs met her ass cheeks with every long stroke.
Her little back arched upward with passion, and the short blonde wig
spun as she abandoned herself to the frenzy. As I came, I grabbed
the neck choker and pulled her back as if she were a mare being
serviced, and changed my strokes to rapid fire until my sperm spanked
against her womb.
Conclusion:
By now Leilani was nearly 11, and the unmistakable signs of
adolescence began to slowly emerge. First, I detected a dawning down
just at the top of her pussy lips. Her little nipples began to
enlarge as her breasts began to flesh. And there were beginnings of
hips adding to the lovely transition between her waist and thighs. I
found her more enthralling than ever, but began to detect changes in
her attitudes towards me. Our sex remained wonderful, and yet I
sensed a bit of detachment as if she were fulfilling her needs, and
no one else's. And she suddenly developed a certain modesty --
crossing her legs when she sat, wrapping a towel around her and
leaving it there far longer than it was truly needed. She was
drifting away from me, and we both knew it. Neither one could bring
himself to elevate the matter to the point of conversation, so it
just lay between us. Our love affair died not with a bang, but with
a whimper.
Oh, I continued to see her on the beach, but often as not in the
company of other girls her age, and increasingly, with boys her age.
By now, she was a beauty for all the world to see. My little Leilani
was on her journey to young womanhood, and if that road went past my
beach house, it was mere coincidence, with no more significance than
the afternoon westerly winds.
For more than a year, Leilani was my passion, my delight, and my
obsession. Without her hours became as days, and days interminable
voids. I began to fall back into my old routines: sailing, writing,
and cruising the nightclubs for new conquests. I found it
surprisingly easy to transition back to seducing grown women -- I
guess I am not a pedophile at heart. No new nymphets caught my eye,
and I doubt I would have pursued them anyway. I came to realize that
Leilani had been a special gift, like one of the abundant island
flowers, radiant almost beyond the mind's ability to accept. But
like all beauty -- it was fleeting.