Tuesday, 1 July 2008
01:08:06 PM (GMT)
When Jessica turned fourteen, her mother's best friend
and neighbor asked if she would like to earn a little money
babysitting her daughter when she wet out. Jessica was thrilled
at the idea of earning her own spending money. Besides she
thought her mother's friend Tina was very sophisticated and
looked upon her as the kind of woman she wanted to be when
she grew up.
Jessica's family lived on the edge of town in a pretty new
housing development. Every house in the neighborhood looked
pretty much like the next because the builder had used only four
floor plans and just reversed them to make it look like there
were more. The landscaping was about ten years old so the
trees were about half-grown and the shrubs were well
established. None of the yards had fences in front so all the
children played in the street and in the yards all over the block.
The streetlights made it possible for them to play late into the
mid-west summer nights.
Jessica was a fourteen-years-old but had started to
explore her sexuality when she was twelve. She had started
with some masturbation parties with girls and boys from the
neighborhood. As yet she had not found a boy she thought
enough about to surrender her virginity.
Jessica and her mother, Jennifer, lived alone because of a
divorce. The mother was a 37-year-old blonde of medium build
and Jessica was probably going to look very much like her one
Her mother's best friend lived just a couple of houses up
the block from them. She too was a 35-year-old divorced
mother with a young girl. Because she was dating men again
she needed a babysitter for her daughter.
When Jennifer approved of Jessica baby-sitting for
Tina's daughter. Tina asked her to be at her house before
seven. She told her how much she would make per-hour. She
also told her the things her daughter could and could-not to and
the time at which she was to be in bed for the night.
Jessica knew it was earlier than the appointed time but
she was anxious to go so she gathered up her schoolbooks and
walked to Tina's house. When she rang the doorbell she heard
Tina say, "Come on in.the door is open. I'm not ready yet."
Jessica opened the door and followed the noise to the
family room. She found Tina's daughter Candy watching TV.
Candy was in her nightgown and smelled of soap. Jessica knew
she had just taken a bath by the aroma and the fact that her
nightie was sticking to her damp body; however, her sandy
brown hair was dry. She must have used a blow dryer.
She said, "Hi Candy."
Candy said, Hi with hardly a glance from the TV.
Jessica sat at a small desk in the back of the room and
took out her schoolbooks. She was busy making notes by the
time Tina came into the room.
Tina stood in the door surveying the room for a second.
She saw Jessica and thanked her for being early as she
approached Candy. She knelt down and kissed her on the
cheek and told her to mind Jessica. "You know your bed time
and I don't want to here that you caused any trouble.
Then she approached Jessica, reminded her of Candy's
bedtime and told her that she was in charge of the house loud
enough for Candy to here and understand that she was to
behave or she would be in trouble if she didn't.
She sat down to chat with Jessica while she waited for
her date to arrive. She had met the man at the office she
worked in. He was a salesman from a company that did
business with her employer.
Jessica found Tina to be a very attractive woman. She
was about five-foot four. Her eyes looked coal black and her
hair was very dark and her skin was a golden brown. Her
breasts were large and looked like they were going to spill out
of her black cocktail dress. Her three inch heeled black pumps
had pointed toes. The only jewelry she has on was a gold chain
with a small gold cross hanging in her cleavage. While Jessica
was admiring her mother's best friend, the doorbell rang.
Tina got up to answer the door. She invited the man in
and he followed her to the family room while she picked up her
clutch purse. She casually introduced him to Jessica and
Candy. She reminded Candy to be good and kissed her
goodnight. She gave Jessica a wave and the two adults left.
Jessica figured Tina would not be home until after
twelve. Candy watched her program and then quietly turned off
the TV and kissed Jessica goodnight on her way to her
bedroom, without even having to be told to do so.
Jessica finished her homework about a half-hour later.
She got up and checked in on Candy to make sure she was
asleep. Then she stopped by the kitchen and got herself some
potato chips and a can of Coke. She was just settling in to
watch some movie on the satellite when she heard the key in
the door. She ran to the door and asked who was there.
Tina responded, "It is me!" By the time Jessica started
reaching for the door handle, Tina had the door open.
Jessica asked why she was home so early?
Tina said, "The guy was a bore and an asshole. Besides I
wanted to spend some private time with you. Let me change
clothes and we can chat awhile before you go home."
With that she went upstairs. Jessica went back to the
family room and sat on the davenport. She finished her coke
before Tina entered the room. She had changed into a very
dark, transparent and extremely erotic negligee. She was
obviously completely naked underneath. Her round breasts and
their large brown areolas were clearly visible through the thin
fabric. The nipples looked like dark little fingers making the
gown drape from them like curtains. The dark patch between
her legs was thick enough that it obscured the slit that Jessica
was so anxious to view.
She held her clutch purse in one hand. She stood in the
door and opened it and with her free hand, took out a box of
cigarettes along with her butane lighter. Using a finger to flip
the lid of the pack she shook it until one was sticking up enough
to put her lips on. She put the pack back into the purse and
used her thumb to light the lighter. She drew in a deep breath
as she put the lighter back into the purse. Then she moved to
the davenport, dropped the purse on the coffee table as she blew
smoke towards the ceiling and sat down.
Jessica thought she looked so sexy. To her, even the way
she held the cigarette looked sexy. She asked Tina if she would
teach her how to smoke like her.
Tina said that she should not take up the filthy habit.
Jessica gave her the wounded animal look. Tina asked if she
had ever smoked before. Jessica admitted that she had puffed
on one of her mother's cigarettes before but it made her cough.
Tina sat back and took another drag, as she mulled over
the idea of teaching this girl her how to smoke. Finally she
said, "You're going to learn somewhere so I guess I might as
well teach you". With that she filled her lungs again and took
hold of Jessica by the back of her neck. She put her mouth over
Jessica's mouth and used her tongue to force Jessica's mouth
open. She held Jessica's mouth open like that until she had to
breathe through her mouth because Tina was using her cheek to
block Jessica's nose. When Jessica struggled to breathe Tina
exhaled the smoke in her lungs into Jessica's mouth causing the
girl to cough into Tina's mouth.
Tina hung on until the coughing subsided. When Jessica
settled down, Tina sat back and filled her lungs again. Then
she pulled Jessica back to her face and repeated the same
maneuver. Jessica was not as surprised this time and welcomes
the kiss and the smoke. He only coughed a little this time.
Jessica felt dizzy and her whole body tingled. She could
not tell if it was the cigarette or the kiss. When she had fooled
around with her girlfriends her small breasts had tingled when
played with and she had felt fluid leak in her vagina when they
fingered her through her panties. This was the same feeling,
only much stronger. She could only hope that the woman
continue her education.
Without a word of request or preparation Tina began very
slowly unbuttoning and removing Jessica's shirt. She wanted
the child to have plenty of time to stop her is she didn't want
her to continue. Jessica made no such request. Rather she
moved closer to Tina to encourage her to go further.
Jessica wanted so much to be thought of as an adult that
she wore a bra, even though she really didn't need one. She
had on blue denim work shirt hanging over the blue jeans that
looked like they were painted on her body. The jeans were
faded light blue at all the places she rubbed her hands or sat on.
They were too long and gathered around the tops of her leather
tennis shoes. The shoes were unlaces and the tongue pulled out
and the laces tucked back into the holes so they would not drag
on the ground.
Jessica wanted nothing more than to have Tina teach her
what it was like to have sex with an adult woman. To show her
approval of what Tina was doing, Jessica reached out and
cupped the breast closest to her. Feeling its fullness and
kneading it softly.
Tina pulled the shirt down off Jessica's shoulders and
kissed her on her exposed flesh as she unhooked the bra. After
she had removed the bra she sat back to admire the
development of young girl's body. She took another drag on
her cigarette and held it and let Jessica take a drag before
snuffing it out in an ashtray.
After she exhaled the smoke she leaned over and took
one of the girl's nipples into her mouth and sucked on it as
Jessica coughed again.
The jeans were worn without a belt so one sharp tug was
sufficient to cause all five buttons to pop open. Jessica was
wearing underpants of white synthetic material. Tina ran her
long painted fingertips down the flat tummy and into the
waistband of the panties. She felt the fine hairs that were only a
couple of years old as her fingers sought out the opening to this
rather inexperienced cunt.
Jessica was so excited by all of this attention that she
climaxed as soon as the finger touched her clit. Tina, however,
was not nearly finished with her young pupil. She went to the
floor and pulled the panties and jeans down. She placed her
mouth on the wet hairs and licked the valley until Jessica was
kicking the coffee table as she reached a second climax.
The arrangement with Jennifer was that if Tina got home
very late, Jessica could spend the night in the spare room. Tina
picked up her purse and led Jessica to her bedroom. After
placing the girl on the bed she used both her mouth and her
fingers to help her cum a third time.
By now Jessica was so aroused that she wanted nothing
more than to make love to her mentor. With Tina's approval
she Jessica went right for those big melon shaped breasts. The
areolas filled her mouth and the nipples felt hard against her
tongue. Tina stroked the girl's sandy hair, while Jessica rubbed
the black triangle of pubic hair that hid the wonders of the older
woman's slit. Tina's slowly lower the child's head until her
face was between her thighs. She spread her legs and urged the
girl to suck the labia into her mouth. Jessica was thrilled at the
knowledge that she was making love to the woman she admired
to the point of infatuation. When Tina climax came Jessica
licked and sucked up every drop of juice she could consume
from the cunt of this marvelously sexy woman.
Afterwards Tina pulled Jessica up next to her and
cuddled her in her arms. She reached for her cigarettes and put
two in her mouth and lit them. After putting the lighter back on
the nightstand and took one and put it in Jessica's mouth.
Jessica filled her lungs and held her breath until she had
to release the smoke. She enjoyed the feeling of light-
headedness. When they were done smoking they put the
cigarettes out and cuddled up to sleep with one last kiss.
In the morning Tina woke Jessica up with a kiss and a
quick stimulation of Jessica's clit. They showered and dressed
after Jessica retrieved her clothes from the family room. Tina
woke Candy and got her dressed. They ate breakfast and
walked Jessica home.
Jessica's mother was just finishing the dishes when they
came in. She wiped her hands on a dishtowel as she followed
them to the kitchen table. Her hands smelled of dish soap.
Jessica, Tina and Jessica picked up coffee cups as her mother
picked up the coffeepot from a Nerlco coffee maker. She
poured three cups and asked how everything went.
Tina told her that the date was a washout. The guy was
an asshole. She went on to say that Jessica had done a great
job. She is a regular adult now.
Jennifer pulled a pack of cigarettes from her apron. She
took one out and laid the pack on the table. Jessica, wishing to
show her mother how grown up she was now, picked up the
pack and took one out. She put it in her mouth and leaned
forward for her mother to light it after she lit her own.
Jennifer was shocked that she was so brazen but held the
lighter until Jessica lit her cigarette. The girl filled her lungs
and let the smoke trickle out of her mouth and nose before
blowing it towards the ceiling.
Jennifer looked at Tina with a questioning look. Tina
shrugged, smiled and said Jessica wanted to learn how to smoke
when I got home. I figured I might as well teach her. She
added that Jessica is a fast learner, as she cast Jessica a sly
smile. Jessica blushed. Both She and Tina smiled at the shared
knowledge of what she had learned last night.
Jennifer started to object and Tina cut her off.
Remember we were even younger when you and I use to sneak
cigarettes out of our mother's packs and hide near the Railroad
Bridge to smoke? That stopped Jennifer's objections.
That night Jessica practiced smoking while posing in
front of her full-length mirror. She felt so mature standing
there naked while trying to hold her cigarette like Tina did. Just
for fun she even put the filtered tip between her pussy lips and
let it dangle as the smoke drifted up.
She looked forward to the next time she would get to
baby-sit Candy. With luck she would get to make love to Tina
again. It was only a matter of days before she got the hoped for
call from Tina asking if she wanted to sit for Candy again.
Jessica was thrilled to do it.
This time Tina did not come home early. But after she
went to the spare bedroom she was just about to drift off to
sleep she heard bare feet on the hardwood floor. She heard the
floor squeak outside the door. She saw the knob turn and heard
the hinge squeak as it opened.
Jessica thought that Tina had managed to get home and
into the house without her hearing her. She lay there in
anticipation with her eyes closed. It was taking so long that she
finally opened them and saw by the silhouette not of Tina but of
Candy. The child came in and got under the covers with
Jessica did not know what to do. Should she send her
back to her own room or let her sleep with her. Jessica figured
that Candy must have had a nightmare and wanted company.
She figured it was best to just let her sleep with her.
Candy cuddled up next to Jessica. All Jessica had on was
her panties. As Candy cuddle up face to face next to Jessica she
wrapped her legs around one of Jessica's legs. Jessica still
thought it was innocent. Then she felt Candy taking hold of her
breast. The little stinker started rubbing her little bald cunt on
Jessica's leg as she took the nipple of her youthful breast into
her mouth started sucking on it.
Jessica asked Candy, "What do you think you are
Candy said, "I'm making love to you like my cousin
taught me a few months ago."
Jessica pressed for more details. Candy told her that
when her aunt and uncle visited a few months ago her cousin
shared her bed for a couple of nights. She told her that her
cousin was a little older than she and when they were getting
dressed for bed she saw that her cousin had a small patch of
hair between her legs. She knew that women had hair there and
wanted to know when she started growing the hair. The cousin
was proud that she was maturing down there and that her
breasts were starting to swell as well. The girl told her that it
all started about six months ago when an older friend taught her
I wanted to know more, and if I would grow hair and
breasts if she taught her about sex too. The cousin looked at her
in an appraising manner then told her that it would take a while
and she would need to practice with some older girls before she
would start developing like her. The cousin encouraged her to
come to bed naked with her. When they were in bed the cousin
played with her nipple and sucked on them. Then she started
rubbing between Candy's legs. The cousin went down on her
and kissed her pussy. After awhile of making Candy feel good
the cousin lay on her back and invited her do the same thing to
The story was stimulating Jessica as much as the girl's
continued playing with her tit. She told Candy that her cousin
had lied to her because it was just a matter of time before she
would change physically on her own.
Candy said, "I know because after I told my friends, they
laughed at me and told me the truth. Just the same we enjoyed
playing with each other and have done it several times since
Jessica moved the arm that was under Candy's body and
cupped one small buttock in the palm of her hand. As the child
suckled her nipple Jessica's finger sought out and found the
warm moist crevice between the mounds of warm flesh and
stroked the two openings. Sometimes as Candy was humping
the leg a fingertip would touch the girl's small clit and send a
shutter through her body.
Jessica placed her on her back and covered her face and
body with wet kisses. Candy may have played with her cousin
and some neighbor girls but Jessica set about teaching Candy
the real thrill of oral sex. It was a delightful task. She mouthed
the young vagina and titillated the folds of skin in the charming
cunt with her tongue. The girl was a limp rag by the time
Jessica lifted her mouth from the valley in front of her face.
Candy was a greedy child and recovered fast. She set
about doing everything to make Jessica feel as good, as she had
made her feel. Jessica's breasts were a little larger than her
cousin's were. The nipples were a little larger. She took
special delight in playing with them as she sucked on each
nipple in turn until they were painful to the touch. Not that
Jessica minded. She was enjoying the stimulation so much.
She played with Candy's nipples just to instruct her in what she
Candy smelled the sweat of Jessica's body and the aroma
from her cunt. She was drawn to the smell and heat like a moth
to a flame. At least there was no danger that her wings would
catch fire. Jessica was happy to pull her legs up so that her
knees were on either side of her head. She wanted to provide
Candy with every opportunity to explore her crotch.
Jessica had more pubic hair than her cousin did but not as
much as what she had seen on her mother. She used her fingers
to probe the vagina. There was no obstruction stopping her
from shoving her fingers as far into the hole as she wished. She
managed to get all four fingers slippery wet from the juices in
the cunt and she wondered for a moment, if she could get her
whole hand up inside this warm pocket. She knew that the little
nub protected by the labia would make Jessica feel very good if
she sucked on the skin. There was not enough room for her to
continue finger fucking the cunt while she sucked the clit so she
let her fingers slide down the valley until they found the
rosebud opening to the anus. With