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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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The Virgin Chronicles - 24
by Netman169 (netman169@yahoo.com)
***
These stories are a series of accounts, of young teen
girls losing their virginity and discovering the world
of sex. In Part 24, Holly is a homeless runaway who
finds shelter in the arms of a thirty-year old widower.
(Mf, ped, 1st, mast, oral)
***
Part 24 - Homeless Holly
My name is Holly. At the time of this story I was
fourteen-years old and should have been a freshman in
high school. I was 5 feet tall with long brunette hair
and brown eyes. I reached puberty when I was twelve so
my breasts were nice C-Cups while my hips were filling
out well.
I recently ran away from the foster home I was living
in. My parents both died when I was young and I had been
living in foster homes ever since.
The people running my latest home were very abusive and
I couldn't take it anymore so I ran away. They didn't
even bother to report me missing. I'm sure they just
took the state's money and were glad they didn't have to
support me any longer.
I decided to hitchhike down to Florida where the weather
was warmer and I could sleep on the beach. I saved up
some money before I left, but I knew it wouldn't last
forever so I understood I had to find a job right away.
Dressed in denim shorts and a loose white shirt, I set
off to hitch a ride. All I had with me was a backpack
with some of my essentials.
I stood at the ramp of the Interstate putting out my
thumb. It wasn't long before a car stopped. Inside was a
very distinguished looking man, about thirty-years old,
dressed in a gray business suit.
He opened the passenger side door and waved me in. I
knew hitchhiking could be dangerous but I was desperate
and he looked nice. I slid in and threw my pack in the
back seat.
"Hi, my name is Dan," the man said. "How far are you
going?"
"Holly," I said, "and I'm on my way to Florida. I was
thinking Miami."
"You're in luck," he said, "I'm going to West Palm
Beach. It's just north of Miami. Sit back and relax,
we've got eight hours ahead of us."
We got to talk quite a lot as we drove. I found out that
Dan was an Investment Counselor, whatever that was, who
lived in West Palm Beach. He was also a widower, who
lost his wife last year after an accident. He didn't
have any children and lived by himself.
I told him that I too had lost people I loved - my
parents. I told him about my foster home experiences and
how I ran away. He seemed to feel really sorry for me.
As we drove, the air conditioning made the nipples under
my shirt get hard and poke out. Sitting for so long, I
also had quite a cameltoe in the crotch of my shorts. I
know he noticed but he didn't dwell on them.
Sensing I didn't have much money he bought me lunch at
one of our pit stops. I opened up and shared a lot more
of my life story with him.
As we were approaching the West Palm Beach exit, he
spoke.
"I can take you all the way to Miami," he said, "where
can I drop you off?"
"I… I… really don't have anywhere to go," I stuttered.
"I was thinking of sleeping on the beach."
"That's not really very safe," he said. "As we were
driving I had an idea. You're really too young to get a
legitimate job and you don't have a place to stay. I
live all alone in a big house and have extra bedrooms.
You could stay with me."
"I don't want to put you out." I said, somewhat
cautiously.
"Can you cook and clean?" Dan asked.
"Well yes, I'm actually quite good at both. I learned
from being on my own a lot." I answered.
"Great!" Dan exclaimed. "I need a housekeeper and you
need a job. You can live in the guest bedroom and I'll
pay you two hundred dollars a week to cook and keep the
place clean."
"As long as that's all we're talking about." I said.
"I'm a good girl, a virgin. Many men have tried to
sexually abuse me but I would never let them."
"Of course Holly. I'm a respected businessman. I would
never do anything improper," he explained. "In fact,
perhaps you could tell anyone you meet you're my
daughter, so they wouldn't think anything funny is going
on. Also, I still have all of my wife's clothes and you
are just about her same size. You could have any you
wanted."
"Okay, I'll try it!" I exclaimed, so Dan pulled off the
Interstate toward his house.
As we turned down his street, I realized Dan hadn't
quite told me the truth. He didn't just have a house he
had a mansion. He pressed a button opening a metal gate
and I got the full view of the estate. It was a two-
story Florida style mansion, set right on the ocean. In
addition there was an infinity pool, surrounded by
flower gardens and a tennis court.
Dan showed me around the first floor and then we went
upstairs. Before showing me my room, he took me to a
room adjacent to his. He told me this was his wife's
closet that he hadn't got around to cleaning out and
that I could help myself to anything here. At first I
felt funny about it, but as I looked around I saw that
these were mostly young style designer clothes. Many
still had the labels on them and had never been worn. He
also asked if I could gather anything I didn't want and
set it aside for charity.
He then took me to where I would be staying - a guest
room down the hall. It was furnished in the contemporary
style and had its own attached bathroom. I never in my
life saw anything this fabulous.
He sat me on the bed and gave me a few instructions. He
explained, "I leave for work at 8:00 AM and usually have
just coffee from the K-Cup machine. I don't always have
time to eat breakfast. On days I'm not out with clients,
you can have dinner for me at about 7:00 PM. The grocery
store will deliver whatever you need. Here is the
number. By the way, I have a service that comes in once
a week to do a thorough cleaning. I just need you to
keep the place picked up between times. Otherwise, feel
free to use anything here including the pool. If you
don't have any questions, it's time for me to turn in."
I couldn't believe this situation. I'm usually not the
affectionate type but I stood up, threw my arms around
him, and gave him a big thank you hug. I'm sure he could
feel my braless breasts pressing into him.
When Dan left and I took a hot bath, put on my short
nightshirt, and went to bed.
I wanted to thank him for his generosity so I got up
early and prepared him a pancake and sausage breakfast.
As Dan came in and I served him, I didn't realize how
short my nightshirt was. It came to my upper thighs,
barely covering the crotch of my white cotton panties.
Dan gave me a double take and then went onto eating his
breakfast. As I turned to put the pan down, I noticed
him glance at my butt. Surprisingly I didn't mind, in
fact I sort of liked the attention.
After Dan left I didn't have much to do so I decided to
check out the clothing he said I could have. As I went
through the racks and drawers, I found lots of stuff
that still had tags on them. I picked out dresses,
skirts, blouses, pants, and shorts. I was surprised how
young looking the styles were. There were a few bikinis
that were new and also a whole drawer of lingerie, which
had never been worn.
I took most of the new clothes into my room and placed
the extra stuff in trash bags to give to charity. There
was a large multi-drawer jewelry chest but I didn't feel
right about going through it so I just left it alone.
That took almost all day and when I finished I put a
roast and all the trimmings into the oven. I then
changed into one of the bikinis and went down to the
pool. I chose a pink bikini that was kind of on the
skimpy side. Evidently Dan's wife was smaller than me on
top, because the cups barely covered half of my C-Cup
breasts. I was sunning myself on a poolside chase,
reading a book I found inside when Dan got home. He came
out to say a quick hello but sat down and stayed when he
saw me in the bikini. Again, I enjoyed the attention he
was giving me. I heard the dinner timer go off and
excused myself to go put on something more appropriate.
"No need to change," Dan said. "In case you didn't
notice, we are very casual here in Florida."
I followed him into the kitchen in my bikini. I served
dinner and then sat down, across from him to eat. He was
very polite and only glanced at my fourteen-year old
breasts hanging out of the top, twice. He did sit there
longer than I expected as I cleaned up and did the
dishes. He must have really liked the look of my bikini-
clad butt.
When I was finished I didn't know quite what to do.
Should I leave him alone? Do I go to my room? Should I
find some jobs to do?
Luckily Dan answered the question for me. "Holly," he
said, "if you don't have anything to do, why don't you
join me in the media room. I'm a movie buff and I always
watch a movie every night. It's been pretty lonely here.
I'd love to have your companionship. Put on something
comfortable and I'll see you in a little while."
I didn't know what he meant by something comfortable, so
a put on a pair a lounging shorts and a tee shirt. That
turned out to be just right for he was dressed the same.
"So what would you like to watch?" he asked. "I have a
whole library of DVD's."
"I don't know," I said, "I really don't know much about
movies. My foster parents didn't let me watch many."
"Well then let's start with my favorite director, Woody
Allen," he said. "I really think he has a lot to say
about relationships and the meaning of life. Here is one
of his best - Annie Hall."
I really liked the movie and we talked about it for an
hour afterwards. I never knew how satisfying it could be
just talking to another person about life and things.
The whole week went much like that first day. I got up
each morning and made Dan breakfast. He really seemed to
like me in my nightshirt. I would spend the day doing
errands, household chores, and preparing dinner. I would
spend most afternoons in my bikini by the pool and each
night watching and discussing a different Woody Allen
movie.
At the beginning of the second week, it dawned on Dan
that I should be in high school. I explained that if
they traced my records they would discover I was a
runaway and would ship me back. He hired a tutor to home
school me several hours a day, so that I could have my
diploma in four years.
That next week went on as usual, with the addition of me
being schooled each day.
On Friday as I relaxed in the afternoon by the pool, I
decided to remove the top of my bikini so I could
sunbathe topless. Unfortunately I fell asleep.
I was awakened by the sound of Dan's voice before me.
"Sorry to startle you," he said. "I'm home a little
early today."
I lay there frozen. There I was with my fourteen-year
old breasts hanging out for him to see and my top and
towel were all the way on the other side of the pool.
He seemed matter of fact about the whole situation, so I
sat up and talked to him like nothing was unusual. After
a while, I got up, walked over, put on my top, and went
inside to prepare dinner. It was kind of thrilling that
things could be so natural between us.
Later during movie time as we sat on the couch, he put
his arm around me in a completely friendly way. We
started a pattern of cuddling together during the movie.
I was feeling protected by an older person for the first
time in my life.
I felt so comfortable around Dan that I continued to
swim and sunbathe topless, never giving a second thought
to putting on my top when he came home. I sometimes even
left it off at dinner, serving the food in only my small
bikini bottom.
One night for movie time, I wanted to be even more
comfortable so I stayed in my bikini, topless. The
crotch of my bikini swimsuit panties was so tight, that
the material clung to my outer lips and it outlined my
whole pussy.
I'm sure Dan got a good look at it. He again acted as if
it were no big deal, however male physiology betrayed
him. As we cuddled and watched the movie, I felt a budge
in his shorts, grow and press into my backside.
Also his hands accidently rested against the bottom of
my breasts. He unconsciously rubbed his fingertips back
and forth over my bare breasts, even brushing against my
nipples several times.
The movie was Woody Allen's Manhattan. It was about an
older man and young teen falling in love. After the
movie we had our usual chat.
I was the one to start the conversation. "Do you think
that is possible?" I asked.
"Do I think what is possible?" he answered.
"Do you think it is possible for a man and girl to love
one another like that?" I replied.
"I'm not sure." Dan said. "I have another movie we can
watch tomorrow that may shed some light on the issue. We
better get to bed now."
I stood up and gave him a hug like I always did. This
time I pulled him tight against me, and my bare breasts
pressed against his chest. I felt his penis digging into
my crotch.
The next day after dinner, I wore my nightshirt for
movie time. I decided to put on one of the panties I
found in the closet. It was sheer white and essentially
see thru. I wanted to see what Dan's reaction would be.
Was he attracted to my body? Could he fall in love with
a fourteen-year old? As I cuddled up next to him, I made
sure that my tee shirt didn't ride up at the beginning.
He started the DVD. This time it was the movie Lolita,
the Adrian Lyne version. It was the classic tale that
posed the question of whether the attraction between a
grown man Humbert Humbert and the teen Lolita was love
or lust.
I watched in fascination as the story unfolded. When it
got to the scene where Humbert first saw Lolita in the
garden, I started to raise the bottom of my tee shirt so
that just the crotch of my transparent panty showed,
hoping to create the same lust in Dan as was on the face
of Humbert. It worked! Out of the corner of my eye I saw
Dan looking down between my legs and felt the familiar
bulge in his shorts.
In another scene, Lolita wearing a short sundress kept
rubbing her bare leg against Humbert on a swing. I took
this opportunity to push my bare leg onto his. As I did,
my tee shirt went all the way up exposing the view of my
fourteen-year old pussy completely thru the panties. Dan
could see it clearly. My outer lips were very plush and
fleshy, covered by only a light patch of soft brown
pubic hair. My vaginal opening was dripping with
anticipation and soaking the panties. He put his hand on
my thigh during this scene, and this time moved it
upward, lightly brushing the crotch of my panties.
Then came a turning point in the movie. As Humbert was
leaving, Lolita jumped up, wrapped her legs around him,
and gave him a passionate kiss - ending days of teasing.
I turned around and put my arms around Dan. "Yes! I
said, "I do think a man and a girl can fall in love."
"Me too!" Dan simply whispered, as he leaned forward and
placed his mouth over mine. When he did, we both opened
our mouths up mirroring the kiss we just saw on screen.
The hand on my upper thigh rubbed my pussy even harder.
Not being very experienced, I took my hand and rubbed it
over the bulge in his shorts. I felt his penis expand
even more. I was trying to imagine how big it was.
We stood up and I wrapped my legs around his hips, just
like Lolita did. We continued making out as I pressed my
breasts onto him and he ground his penis into my pussy.
Still clinging to him he walked up to the bedroom and
laid me on the bed, making out the whole time. Dan knew
I was a virgin and inexperienced, so he proceeded
slowly. We merely continued to make out until we both
fell asleep.
Even though we didn't go further that night, I felt we
had both entered a new chapter in our relationship.
***
Over the next few days I spent more time being topless
around Dan. We swam everyday when he got home from work.
We made out often. I loved the feel of his bare chest
against my fourteen-year old breasts.
In bed I started pulling off the nightshirt so we could
press against each other all night long and soon I let
his mouth find my breasts. It sent shivers of
electricity through me as his lips clamped around my
nipples.
We also began doing more exploring with our hands. He
started pulling off my panties at night, at first just
rubbing up and down my slit and later sticking his
finger into the entrance of my vagina, being careful not
to rupture my hymen.
I in turn started to take off his shorts, freeing the
penis that had been grinding onto me for so long. As
suspected, it was large, a full nine-inches when erect.
I was mesmerized by it. I spent hours every night,
rubbing up and down it, exploring every inch from the
bulbous head, the long shaft, to the base. I would cup
his heavy balls in my hands and outline the ridges of
his shaft with my fingers, all while making out over his
soft lips.
One night as we were side-by-side well into our make out
routine, his finger wandered further up my pussy slit.
It landed on my clitoris. I knew this was a sensitive
part of me from accidentally touching it while bathing
and dressing. I didn't realize just how good a
deliberate touch could be. As he rubbed over it in
circles with his thumb, I was getting more turned on
than ever before. The juices started flowing out of my
pussy hole, as if I wet myself. The aroma of my arousal
was intoxicating.
My hand reached down to his fully erect penis and
gripped it firmly around the shaft. Instead of just
feeling it all over, like a usually did, this time I
started to pump up and down as if milking it.
The faster his breathing got, the faster I pumped.
Finally I felt his hot waxy semen shoot all over my bare
thighs. At the same time his thumb on my clitoris caused
my whole body to explode. Dan gave me my first orgasm
and I knew right then it would not be my last as we feel
asleep in each other's arms.
We woke up in a sticky mess and then had another first.
He led me into his bathroom, for our first shower
together. We finally got a good look at each other's
totally naked bodies. Dan was thin and muscular and in
really good shape for thirty. His penis, although now
flaccid, was still a good six-inches.
My fourteen-year old body defied my age. As I said
before, my breasts were a fine C-Cup. My very plush
well-defined outer pussy lips were clearly visible since
the water matted down my sparse pubic bush. My legs were
long and my round butt was much more pale than the rest
of my tan skin.
Using washcloths, we soaped up each other's bodies and
then rinsed off. Dan was late for work and had to rush
off in a hurry.
***
My experiences over the last few weeks told me I was
ready to give myself completely to Dan. I wanted to make
it special. When I was cleaning out his wife's closet I
came upon a six-month supply of unopened birth control
pills. I went to get them, read the directions, and
discovered it was the right time in my cycle to begin -
so I took the first one.
I then called a cab to take me to the shopping mall.
There I found the perfect store. It specialized in
clothes for teen and preteen girls. I was looking for a
dress like Lolita wore in the garden scene. Luckily they
had just the right one and it was in my size. I knew I
needed something for underneath so I went to the
underwear section. There I found some little girl cotton
panties. They were perfect - not quite bikini's, just
the type a young teeny would wear. I also found a white
cotton bra with no under wire, no formed cups, and just
natural unformed cotton.
My final stop was at the novelty store where I purchased
a fake dental retainer. I hurried home to get ready.
Dan came home to quite a surprise. Instead of the normal
topless me, I was posed in the garden lying on my
stomach reading a magazine. Barefoot, I bent my knees
back to touch my back. I was in the thin white cotton
Lolita dress, with small polka dots. My hair was braided
in two pigtails. There was a sprinkler going in front of
me. The light spray was starting to make the dress
transparent, showing off the forbidden little girl
lingerie below. I probably looked even younger than
fourteen. He got the biggest surprise of all when I
smiled up at him with my lipstick painted lips and
flashing the dental retainer in my mouth.
Dan seemed overwhelmed with passion. He dropped his
briefcase, rushed over to me, took me up into his arms,
and gave me the most passionate kiss ever. As we broke
for air, I spit out the fake retainer and laughed.
That was the last of our joking. He scooped me up and
carried me to the bedroom. As he lay me down he studied
my body through the wet transparent dress. He unbuttoned
the front and pulled the top down to my waist. My
breasts had a totally different look wrapped in the
unformed cups of the little girl cotton bra. After
admiring me in it for a while, he reached over and
lifted it off, freeing my breasts.
Pulling the dress all the way down, he got his first
look at my tween style cotton panties. They made me look
really young. Reaching down he peeled them off and threw
them to the side. Once again my fourteen-year old body
was sprawled out before him.
He bent down and placed a kiss right on my pussy. (He
didn't stay down there today, but would spend many hours
with his mouth pressed against it in the future.)
Instead, Dan took off all of his clothes and centered
himself above me. He placed his nine-inch penis at the
entrance of my pussy. I nodded yes and he pushed
forward. When he reached my hymen, he stopped for a
moment and then pushed in slowly. I could feel my hymen
stretching a little at a time. It was somewhat
uncomfortable. Finally I felt it break and the
discomfort gave way to pleasure as he sunk all the way
in.
As he started to pump in and out, I couldn't believe how
full I felt. The head of his penis, was rubbing on every
inch of my vaginal walls. I wondered why I had waited so
long for this pleasure. He pumped in and out for about
fifteen minutes. It was the most pleasure I ever felt.
Several times as he leaned forward, the shaft of his
penis hit my clitoris. That almost made me cum right
then. I wanted to feel his cockhead even deeper inside
my fourteen-year old pussy.
I wrapped my legs around his waist and pulled him in
deep. When I did, he started to speed up. As that
happened, I felt my vaginal walls start to expand and
contract. I could tell he was about to ejaculate.
As I sensed him start to pull out, I spoke the three
words men like to hear the most. No, NOT "I Love You",
but "Cum Inside Me!"
I felt him shoot his hot cum deep into my pussy as it
continued to spasm for a full two minutes. He stayed
inside for a while longer and when he withdrew, a steady
stream of cum flowed out of my fourteen-year old pussy.
Since this was our first time we wanted to experience it
all. We made love all night long in a variety of
positions. We both came multiple times.
By morning we had sealed our fates forever.
***
Our initial feeling that a young girl and older man
could fall in love was validated every day. We could
hardly keep our hands off of each other. We never wanted
to be apart. We saw our age difference as a positive
rather than a negative, focusing on what each of our
experiences could bring to the relationship.
Dan used his money and influence to get me a new
identity - a false ID and Birth Certificate. We got
married when I was still only fourteen. I finished my
high school studies and got a diploma. I even took some
college extension courses in Cinema Study, of all
things.
I spent my days topless around the pool, my evenings
watching movies with Dan, and my nights making love to
Dan. I never realized how many movies there were about
young girls with older men.
We watched The Lover, An Education, Pretty Baby, Blame
It On Rio, and American Beauty and even got a bootleg
copy of David Hamilton's Laura.
We explored all aspects of life and love.
One day as I was reorganizing the house, I happened upon
a picture of a girl with Dan. She was about my age. I
turned it over and read the inscription. It said, "Dan,
I will love you forever. Your Loving Wife, Linda."
"Oh wow!" I though. "No wonder we get along so well. No
wonder he loves me. No wonder all of her clothes fit.
She was as young as me!"
Our life together was wonderful. We even talked about
having kids some day.
The only problem however was our social life. We didn't
have many friends who understood that there could be
real love between a fourteen and thirty-year old.
Society didn't understand either. In public we went out
as father and daughter.
Perhaps someday society will come to understand that
love between an older man and young girl can be
completely natural.
And that you can't put an age on love.
The End - for now...
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The author does not condone child abuse, this story is
meant as an erotic fantasy not depicting anything in
real life. Anyone acting out such scenarios in "real
life" can look forward to many unproductive years
getting it up the butt by a fellow convict in their
local prison system.
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Kristen's collection - Directory 85