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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...

*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*
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