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 Tommy and Jessica - A Love Story by pflinders

   Chapter 1: First Love

   I'm Tommy.  I'm 14.  I'm a normal kid, I guess.  I like sports and video
games.  And I'm starting to like girls, to notice girls.  Nothing serious.
I just like to joke and hang around and have fun.  I do odd jobs in the
neighborhood for some extra cash.  And I've done some babysitting.  Mostly
the two boys next door.  These boys have a playmate, Jessica.  She's 8
years old and lives across the street.  Last week her parents needed a
sitter on short notice and asked me.

   Jessie is a bubbly and fun little kid and kind of cute.  I guess I kind
of like to watch her.  She always wears dresses.  She likes to look pretty
and that makes her stand out.  Sometimes over the past few weeks I was sure
she was crushing on me.  I thought that was sweet.

   Jessie played outside with the neighbor boys and me as she had often
done.  We went in for the pizza her parents had delivered.  Afterward she
wanted to play a video game with me, some Barbie thing.  I told her that it
was boring and dumb and too girlie for me.  She said, "Well, I'm a girlie
girl and I like it.  This is my game and I want to play this!" Then she
started teasing me, "What are you, Mr.  Macho?" She poked me and I poked
her back and this led to a tickle fight.  She tried to get away from me so
I chased her.  But she let me catch her and tickle her some more.

   She ended up on the floor.  Her dress was up and her legs were open.  I
was looking.  Her underwear was kind of loose on her and I could see under
the edge a little.  Jessie saw me looking.  She liked me looking but she
teased me about it, "Take a picture.  It lasts longer." She started moving
her legs and her hips a little and had her mouth open licking her upper
lip. I don't know if she was trying to be sexy, but it was sexy to me. 
This lasted just a few moments.  Then she said, "Tickle me again!" I
tickled her chest and her sides.  She writhed and laughed but I kept my
eyes on her lower parts.  I was liking the show.  It was the first time I'd
had such a show.  "Or maybe you should take a video." Then she said,
"Tickle my feet!" With this she jumped and moved even more.  I caught a
glimpse of her crack.  My heart was pounding.  I was getting very excited.
"Tickle my legs!" I walked my fingers up both her legs to her inner thighs.
With this she screamed and jumped up like she was going to try to get away
again, but she just landed on all fours laughing.  She even had tears in
her eyes.

   Her dress was way up now around her chest, her white cotton panties
completely exposed.  I thought she was finally done but then she said
softly, "Tickle me all over Tommy!" I tickled the back of her legs and her
pantied bottom and her sides up under her dress.  I let my face touch her
butt.  She rolled back over and I tickled her tummy down to her lower belly
and she slapped her legs together.  Then I forced my hand between her legs
to tickle her inner thighs again.  But she grabbed my hand with both of
hers and held it tight for a few seconds.  She stopped struggling and so
did I.  I was scared that I had gone too far.  I couldn't believe what
happened next.  Jessica pressed my hand into her crotch and said, "Tickle
me there, Tommy, and tickle me naked."

   "Jessica!" I pulled my hand away.  But then I watched her pull off her
panties and start to play with herself.  My jaw dropped.

   "Tickle me like this, Tommy.  I like this kind of tickling the best." My
God!  She wants me to masturbate her!

   "Jessica!  Are you sure?"

   "Yes, Tommy, please will you?  I tickle myself like this every night. 
But I want to see what it feels like for someone else to do it to me."

   So began my first real sex with a girl.  I had never before even seen a
girl's privates except for sneaking peeks at my dad's Playboys.  At first I
just kept watching her explore the pink wet lips with her fingers.  I saw
the little nub that she especially liked to concentrate on, her clit.  Then
I put my fingers in with hers.  She let me take over.  I fingered Jessica's
pussy.  I masturbated her but she kind of guided my hand some of the time.
She started to moan and rock her hips.  I was lying next to her and her
face was even with my chest.  My shirt was open and she turned her face
into it and started to kiss me there.  Suddenly she tensed up, let out a
loud moan and had an orgasm.  Then she relaxed and I felt something warm
and wet ooze between my fingers.

   Jessica looked up into my eyes and smiled.  "Leave your hand there for a
while and kiss me." She kissed me with little puckered up pecks.  I liked
this but then I began to respond with more passionate ones.  She started to
rub herself against my hand again.  She came up for air after a bit and
gave me a loving smile with a quiet laugh.  I took the opportunity to ask
her where she learned how to do all this.

   "I mostly taught myself after I saw some sexy stuff on Daddy's computer.
My mom works nights and Daddy does some surfing while she is gone.  I snuck
into his den after I was supposed to be in bed.  He had the lights dark and
some loud music playing so he didn't hear me.  I saw Daddy playing with his
peter.  Some video was playing of a guy tickling a woman like we were
doing. It looked exciting so I tried it on myself when I got back to my
room.  I loved it."

   We went back to kissing and rubbing.  Then I felt Jessie's hand explore
my stomach down to the crotch of my pants.  She found a hard-on to beat
all. She stopped kissing me and asked, "Do you want me to tickle you
naked?" Before I knew it she had my shorts unzipped and her hand in my
pants.  She got up and pulled my shorts and underpants off.  She sat down
next to me and began to jack me like she knew what she was doing.

   "Your peter is kind of cute.  Can I kiss it?" She started kissing the
tip of my cock, more puckered pecks.  Then she opened her lips a little and
let it rub against her teeth.  Next she licked it several times with her
tongue.  This about drove me nuts!  Finally she took the tip into her
mouth. I felt her suck just slightly and I lost it!  This surprised her and
she pulled off and watched my cum squirt out and run down on her hand.  She
said, "Wow, that's cool!" She licked and tasted it again.  "Eewww!  It
tastes kind of icky but it tingles in my mouth!" But then she started to
lick and suck up all she could find.

   "I thought you said it was icky."

   "I always lick my fingers after I tickle my vageenia.  That is icky,
too, but I like doing it.  I like the tingly feeling your stuff has.  I
like that it came from being sexy with you." I looked at my sticky fingers
and looked back at her.  I started to lick them and she giggled.  "You're
finger lickin' good, my little chicken." We both laughed.

   She climbed on top of me wrapping her legs around my waist.  We kissed
some more.  I could taste my cum on her lips.  I slipped my tongue between
them.  She opened and gave me hers.  We kissed and cuddled a long time and
dozed off.

   I awoke with a start when I heard the garage door opening.

   "Oh shit!!" I jumped up and quick got into my clothes.  Jessie's mom
called for us.  I walked downstairs.  "Jessie's getting ready for bed. 
She's brushing her teeth." Then I realized my hair was mussed and my face
sweaty.  I was scared as hell that she would suspect something.  "Mom! 
Tommy was so much fun!  I want him to be my babysitter forever!"

   Jessie slipped something into my hand and winked as she passed by me to
her kiss her mother.  I swallowed hard and stuffed them into my pocket.  It
was her panties!!

   Chapter 2: And the Woozle

   I was babysitting the neighbor boys again the other day.  I took them
down the road to the park so they could play in the playground.  Jessica
was along again as usual.  I really enjoy having her around, especially now
that I'm her "favorite babysitter." She likes to tease me now and get me
all hot and bothered.  That day she was making her skirt flip up every time
she came down the slide.  She had flowery nylon panties kind of half on
half off her butt so that they were really loose in her crotch.  Once when
she was climbing back up the slide she giggled and said to me, "I saw you
peeking!" in a singsongy voice and winked at me.

   "Damn, I forgot my camera," I returned, remembering what she said the
last time.  She made sure I got lots of free peeks after that.

   They have a porch-type swing there, too, that looks out over a pond.  I
sat down on it and Jessie joined me lying sideways with her head on the
armrest.  She had her knees up and slightly apart.  Her panties were still
loose, hanging about an inch out from her crotch.  I slid my hand down to
the seat so that it was touching her butt and the loose panties brushed
against the back of my hand as we swung.  She started to open and close her
knees and I could see the soft skin of her pussy lips.  Then Jessie said,
"The view is beautiful here, isn't it."

   "The closer view is quite pretty, too," as I used a finger to pull her
panties to one side.

   She giggled, "Naughty boy." I gently pressed the back of my fingers
against her little box and she responded by opening wide and raising her
hips a little.  And the rhythmic swinging was warming me up very well.

   When we walked back the long way through the woods.  I saw some deer
tracks and pointed them out to the kids.  Jessie said, "Do you think it is
a Woozle?" and laughed.

   "A Woozle?"

   "You're not afraid of a Woozle are you?" She laughed even louder.  She
kept saying "Woozle" over and over again.  I was starting to get annoyed.

   "What the heck is a Woozle?"

   "You know, the scary animal in the forest from Winnie the Pooh.  Pooh
and Piglet got lost in the woods and kept going around in circles.  They
saw their own tracks and got scared thinking there was a Woozle going to
eat them."

   "But what is so funny about a Woozle?" She pulled my arm so she could
whisper in my ear, "That's what I used to call my vageenia!"

   "Oh." But I was still confused.

   The boys picked up some sticks and started fencing with them.  Jessie
and I sat on a log.

   "My mommy told me how I gave it that name.  My daddy called it my wiz
hole.  When I was potty training he'd always say 'be sure you wipe your wiz
hole.' So I started calling it my wizzle.  One day Mommy was reading the
Woozle story to me from the Pooh book.  I laughed.  'Pooh is afraid of a
Woozle?' She didn't understand at first but I guess from then on I had
switched from wizzle to Woozle for the name of my vageenia.  That became my
favorite story and I would laugh hard every time she read it.

   "Well, after that Mommy bought me all the Pooh stuffed toys.  One day I
was playing alone in my room with my Pooh bear and I made like we were lost
in the woods.  I said, 'you're not afraid of the Woozle, are you?  You
don't have to be afraid.' I pulled my panties off and showed him my Woozle
and touched his nose to it.  I liked that.  I started rubbing his nose in
my Woozle.  I decided that he really liked my Woozle.  'Do you think there
might be some hunny in there?' I'd have him say.  The next day I announced
to my mom that Pooh was no longer scared of the Woozle." I chuckled.

   "Pooh's nose started to get dirty and sticky because I sometimes put
hunny on my Woozle for him.  But Mom would wash him.  I eventually wore his
nose clear off!" She laughed.  "I didn't start using my fingers until I saw
Daddy's computer videos.

   "Tommy, you're not a-scared of my Woozle are you?" She said this in a
4-year-old girl voice.  She lay back on the log, lifted her skirt a little
and spread her legs exposing her still-loose panties.  She was quiet for a
while and I just stared.

   "You are a-scared.  Do you wanna kiss my Woozle like Pooh?" She pulled
her panties to one side and spread the lips with her fingers.  My heart was
pounding.  I couldn't resist.  I touched her pussy again lightly with my
fingers.  "C'mon, Tommy, kiss it!" She was right.  I was scared.  "Tommy's
a-scared of the Woozle.  Tommy's a-scared of the Woozle," she sing-songed.

   "Shh!  Not here, Jessie, the boys will see." But the boys had taken off
following the deer tracks.  I could hear them but they were out of sight.
Jessie had pulled her panties down to her knees now and was fingering her
"Woozle." I said, "Ahh, what the fuck!" I got on my knees and pulled her
panties the rest of the way down.  "Ummm!  You used a dirty word!  I'm
tellin'." She still used the 4-year-old girl voice.  "Jessie, it's a dirty
thing we're doing!" She smiled.

   I pressed my lips to her "Woozle" and I was almost overwhelmed by the
smell and the feel of her little body.  I kissed her there repeatedly and
hard.  She started to moan.  But then she said, "Taste it, Tommy, lick my
Woozle, 'Do you think there might be some hunny in there?'" I licked her
little cunt; I felt her clit throbbing against my tongue.  I flicked it
several times.  She went, "Ooh!  Oooh!  Ooooh!" Then I found her cunt hole
and stuck my tongue in as far as it would go.  She tensed up three times
and then locked my head between her legs.  She screamed and almost broke my
neck when she had her orgasm.  And I came in my pants.

   The boys heard the scream and I heard them start running towards us.  I
quickly helped Jessie pull her panties back up.  She smiled at me and
giggled.  The boys ran up and asked what happened.  Jessie said, "We saw a
Woozle and Tommy chased it away!"

   As we walked back to the house, Jessie announced to the boys, who were
walking about 20 feet ahead of us, "Tommy's not afraid of the Woozle any
more." She smiled and winked at me.  "But maybe I should be afraid of the
Woozle!  It almost broke my neck." Jessie laughed.

   I whispered to her, "There definitely was some hunny in there." With
that Jessie slapped me on the butt.  Then she saw the wet spot on my tan
shorts.  She whispered to me, "Did you pee in your pants?"

   "Well, ...something like that." I pulled my shirttail out to cover the
spot.  She was quiet for a second then it dawned on her, "Ohhh!" She
touched the spot and brought her fingers to her nose.  Then she tasted
them. "There is definitely some honey in there! ...  Tommy-boy, I want
those underpants.  Remember, I gave you mine the other day." I blushed and
she laughed at me.  "I guess fair is fair."

   Chapter 3: Christopher Robin Meets the Woozle

   Jessica is just a little girl.  Eight years old and I'm 14.  But I'm
falling in love with her big time.  She's kind of blonde and has the cutest
laugh and the prettiest smile.  And she's a total tease.  She drives me
nuts with her teasing, but she always surprises me and gives me more than I
could ever dream.  Her dad called me yesterday to baby-sit her again.  I'd
had baseball practice that I was supposed to go to but I didn't want to say
no.  Not after what happened the last time.  I talked my mom into letting
me skip the practice.

   I walked across the street to her house.  This time I remembered my
digital camera.  After Jessie's dad gave me instructions and told me he'd
have a pizza delivered like last time, he left and Jessie noticed my
camera. She said, "Cool!  Let's go out in the backyard and play on the
swing set." I took lots of pictures of her with her skirt flipped up and of
her backside as she would climb up the slide backwards.  She had grayish
blue panties on and they were tight.  But I could definitely see the
contours of her pussy lips when she would spread her legs for me and of her
butt.  I'd zoom in for close-ups.  I loved it.

   We stopped for a while and she looked through the pictures I had taken.

   "I never knew what my bottom looked like."

   "Cutest little butt I'd ever seen," and I cupped her little ass in my
hand under her skirt.  She wagged it for me a little and I slipped my
fingers up underneath.  She jumped and said, "You goosed me!" We laughed.
We heard the doorbell ring.  It was the pizza.  We sat in the living room
and ate it while we watched some cartoons on TV.  We got to the last piece
and she grabbed it before I could.

   "You want this piece, Tommy?" I reached for it but she pulled it away
from me.  She kept teasing me with it.  Finally she lay back on the couch
and pulled her skirt up.  She smiled and placed the slice of pizza on top
of her panties.  "Go ahead, Tommy, take a bite of my slice!"

   "God, you're such a tease!  But let me take a picture first." She posed
for me with a big grin on her face.  That done, I took a big bite of the
pizza and chewed it with my mouth pressed against her panties in her
crotch. "Mmmmh, you must really be hungry!"

   "Yes, absolutely starving!"

   "Well, then, shut up and eat!" She fed me the whole slice like that and
when I took the last bite she grabbed my head and heaved with her hips as I
could tell she was having a huge orgasm.  When it was over she relaxed and
I took a picture of the big wet spot and pizza stains between her legs. 
Best pizza I ever ate!

   "What should we do next, Tommy?  I know.  We could go to my room and
play supermodel." I liked her suggestion.  We went up to her room and she
changed into some of her prettiest dresses.  She put on some of her play
makeup and made sexy poses in her dresses.  I told her how sexy she looked
in all of them.  "You like sexy, huh?  My mom's got some pretty linjuree.
You want me to try some of them on?" So she took me up to her parents'
bedroom.

   She found a lacy see-through peach-colored teddy in her mom's drawer. 
She took her dress off and started to pull down her panties.  I said,
"Wait! Do that slow and sexy so I can take some pictures."

   "Oh, like I have seen on my daddy's computer." Boy, did she ever do such
a hot striptease!  She slipped the teddy on but it was way too loose.  She
had to hold the bottoms up.  But I had her lay back on the bed with her
legs open wide.  I took lots of close-ups of her pussy through the
see-through.  I told her to put her hand in and touch herself.  More
close-ups of her masturbating.  It was great!  I unzipped my shorts, pulled
my cock out and started masturbating with her.

   "Try something else on." She found a red elastic thong and put it on. 
This actually fit her.  First she posed on all fours exposing that
beautiful bare butt of hers.  Then she turned over and fingered herself
both over and under the thong.  And I kept jacking myself while I watched.
I asked her to put her black dress back on.  I thought it would look great
with the red thong.  It did.  Jessie is just like a natural when it comes
to modeling.  I took lots of pictures.

   "Tommy, let me take some pictures of your peter." I lay back on the bed
and held my dong straight up.  She took a few pictures and said, "Let's
take your shorts off so I can see your cute nuts." Off they came.  A few
more pictures then she started stroking me and playing with my nuts.  All
of a sudden she grabbed my cock and yanked.

   "Ow, that hurt!" and I jumped away from her.  "Why the hell did you do
that?"

   "I'm sorry, I was just playing.  Do you want me to kiss it?" She
grinned. "Jessica, that is sooo unfair!" She laughed and resumed stroking
me.  "Oh my, was that bad little girl mean to you?" When she kissed it she
said, "There, there, little boy, does that feel better?" Then she took the
head of it into her mouth and sucked.  "Fuck, yes, it feels better!"

   "I've decided I'm going to call your little guy Christopher Robin."

   "Why's that?  Why not Tigger?  You've seen how he likes to bounce!"

   "But it's your hand that's doing the bouncing.  We can call your hand
Tigger."

   "Oh, yeah, he bounced you earlier when he goosed you!" We laughed.  "I
want to call him Christopher Robin 'cause he's your boy-thing and he should
have a boy's name.  Besides Christopher Robin was never afraid of the
Woozle."

   "Christopher Robin it is then.  You know he has just been dyin' to kiss
your Woozle."

   Jess straddled me then and started rubbing her Woozle on my Christopher.

   "Wow!  My Woozle thinks this is awesome!" I told her, "Christopher is
loving it too.  But he's afraid he might get hunny all over your mommy's
linjuree." I helped her get out of the thong and we resumed what we were
doing.  She put her hands on my shoulders and leaned forward.  That made it
easier for me to move with her.  Just a few minutes and Jessica had another
orgasm and mine followed right after.  Jessie took some pictures of me with
cum all over my tummy before she licked up all the hunny.

   "Jessica, this is so amazing!  I bet you there isn't another babysitter
in the whole state who gets to be sexy with his little girl.  And you know
what?  I think I am in love with you."

   "I love you, too, Tommy." We lay naked in each other's arms and she
smothered me with kisses.

   It was 9 o'clock and her daddy had told me Jessie was supposed to go to
bed at 9:30.  He would be back at 10.  We straightened up her parent's bed
and Jessie put the 'linjuree' back in her mommy's drawer.

   "Hmmmh.  What do you think this is?" She handed it to me.  "It's a
vibrator.  A dildo.  Girls sometimes use them to play with themselves
with." I switched it on and handed it back to her.

   "Cool.  You mean my mom uses this on her vageenia?" She touched it to
her cunt.  "Wow!  That is sweet!"

   "Better put it back in the drawer.  Your daddy will be home pretty
soon."

   Ten minutes later she was in her nightie and I was tucking her into bed.
She was acting just like a little girl again, not like the supermodel or
porn star she was earlier.  I gave a kiss and a hug.

   "We're boyfriend and girlfriend now, aren't we?"

   "Yes, but maybe we shouldn't tell anybody, okay?  Some people wouldn't
understand."

   "Okay, Tommy, I love you."

   "I love you, too, Jessica." We kissed some more and gave each other the
tongue.  I couldn't resist putting my hand down to fondle her pussy again.
She responded immediately and, with just a few rolls of her hips, was soon
experiencing her third orgasm.  This time I licked up the hunny. 
"Goodnight, My sweet love."

   I downloaded the pictures to my computer when I got home.  I looked at
them all again and jacked off to them.

   Chapter 4: The Big Surprise

   Jessica came over to my house the yesterday.  Both my parents work so in
the summertime I am home alone.  Jess knocked on the door and when I opened
to her she ran at me and jumped into my arms.  We kissed but then I asked
her what that was all about.  She just said that she loves me and that she
missed me and that she was very happy that we could be alone together.

   "I have a big surprise for you!" She pulled some magazines and a DVD box
out of the canvas bag she was carrying.  It was a couple porno magazines.
The DVD was hardcore.  "I found these in my daddy's den.  He had them
hidden.  They're awesome!  They have people being sexy in them and really
fucking!  Do you want to look at them with me?"

   "Whoa, Jessica, these are really dirty!"

   "Yeah, like the stuff we have been doing and the stuff we haven't done
yet!" She had a point.  But I thought, "Holy shit!" I had never seen a
porno movie before and had only peeked at the Playboys my dad had when Mom
was in the hospital when I was 10.  He caught me with them and I've never
seen them around the house since then.

   We sat down on the couch and she opened to the first spread.

   "Look at this!  It has two girls licking each other's vageenias and
playing with vibrators." She pointed at one of the girls with a vibrator
deep in her pussy.  "I can do that now, Tommy.  I have been practicing. 
You want me to show you?  I brought Mommy's vibrator with me, too." She
reached for her bag.  I said, "Maybe later." I was flushed and terribly
nervous.  Jessica noticed this and put down the magazines.  She got on my
lap facing me and just hugged me until I relaxed.  Then, without saying a
word, she sat back and looked at me, caressing my face and my hair.

   "You're still afraid of the Woozle, aren't you?" I nodded.  "You know,
you are a lot like Piglet." She kissed my cheek and hugged me again.

   "I really like being sexy with you, Jessie.  But pictures of other
people doing it are kind of scary to me all at once and by surprise."

   "We don't have to look at those," and she started kissing me and gave me
her tongue.

   "Maybe we can, though, after we..." Jessica finished my sentence,
"...after we fuck!" Jessie pulled her dress off over her head.  Then she
pulled my shirt off.  She scooted back, leaned forward and started kissing
and licking my nipples.  God that felt good.  She got up on her knees and
caressed my head while I sucked her nipples.

   "Can Christopher Robin come out to play?" She got down on the floor and
pulled my shorts off with my underwear.  She kissed and played with
Christopher until he got good and hard.  Then she stood up and modeled her
panties for me.  "You like these?  Last time we were at the mall I asked
Mommy to buy me some pretty underwear like she has and she got me these."
They were white and lacy and see-through.

   "Uh-huh."

   "You go ahead and take them off for me." I kissed her belly and I pulled
them off very slowly, caressing her hips and her ass and her legs as I did
so.  She got back on my lap.  Christopher and the Woozle kissed and we
kissed with our tongues.

   Jess lifted herself a little and held Christopher and rubbed his head in
her Woozle.  She put the head in the Woozle's mouth and started to press
herself down on him.  I said, "No, Jessie, it will hurt you.  You're too
small."

   "Didn't I tell you?  I have been practicing with the vibrator." She spit
in her hand and got her Woozle wet with it.  She spit again and rubbed it
on Christopher.  She pressed him into the mouth again and this time he slid
in.  "Oooohhh!!"

   "See, Piglet, Christopher can take care of the Woozle."

   Jessica and I were fucking.  We were fucking for real!  It was
unbelievable how good it felt.  Jessie was holding her breath and sucking
air in through her teeth.  She was smiling and laughing at the same time.
Then she'd exhale really hard and start over again.  Sometimes she was
almost jumping up and down on me.  A couple times I fell out and she
laughed and put me back in again.  All of a sudden she stopped moving and
kissed me hard with a loud moan.  She was having her orgasm and I could
feel her cunt throbbing around my cock.  Just as her throbbing stopped mine
started.  Shooting my nut inside her was so amazing!  But then Jessica
exhaled with a big "Aaaaahhhh!" Her body tensed up and I felt her throbbing
again.  She was having a second orgasm!

   We held each other for a long time.  We were both covered with sweat. 
Jess giggled when I got soft and slipped out of her pussy.

   "I think the Woozle won," I told her.  "Christopher won.  He just got
tired after the fight."

   "They both won.  And it wasn't a fight."

   "Tommy, I love you." "I love you, too, Jessica.  You're an amazing
girl."

   Unbelievable.  I had been fucked by an 8-year-old girl!