Teen fantasies with Winona Ryder

Growing up, I guess you can say I lived a sheltered
life. I didn’t have any friends. I wasn’t allowed to
leave the house unless it was to play in our enclosed
back yard, go shopping for clothes, or to visit a
relative. I was homeschooled by my mother, right through
to College.

Even in College I wasn’t allowed to live on Campus. I
was expected to come home after classes, study and do

But College opened my eyes. There was a great big world
out there. After I graduated I decided I wanted to
travel. I didn’t say anything to my parents, I just
decided to hitchhike across the country.

One guy I went to College with was from California. I’d
hang out in his dorm room between classes and he had a
big old poster of the map of the state, showing the
mountains, the valley, grape vineyards, lakes, rivers,
stuff like that.

He’s always talk about living in California. He loved
talking about it and knew I loved to listen, all wide-

So when I graduated that was my goal, to hitchhike to

Hitchhiking itself was an experience for me. I got to
meet a lot of people, try new kinds of foods, work at
different kinds of jobs to make some money.

I worked my way Southwest from my family’s state in the
Northeast. The months passed. I finally reached
California. That was a month ago.

I found a job at a music store. I loved music, we didn’t
have a television but we did have a radio and I loved to
listen to music.

My parents listened to Rock ‘N Roll while I was growing
up. I liked it, but I really love today’s Rock music. I
know they wouldn’t agree that the music I like was Rock
‘N Roll. They would call it noise.

The area where the music store was a lot of Goths hung
out. I found myself fascinated by the Goth culture. Guys
and girls with black hair in weird hairstyles, with
matching black lipstick and nail polish.

Wearing nose rings, lip rings, even eyebrow rings.
Wearing studded leather jackets, studded collars, torn
jeans and black engineer boots.

Me, I’d never get want to be a Goth, but they sure
fascinated me.

Then there was the day that changed my life. She walked

She may have been fourteen. Or she could have been even
younger, it was hard to tell. She wasn’t all that tall,
with long black hair halfway down her back.

She looked over at me behind the counter, with her big
dark brown eyes. I was entranced.

“Hey,” was all she said.

“Hey,” I replied shyly. “Can I help you with anything?”
I asked.

“Just looking around,” She answered.

At first I just stared at her from behind the counter,
with The Ramones blasting over the music store’s
speakers. I was a little shy, obviously I had no
experience with girls.

But she really intrigued me. I’d kick myself if I didn’t
get to know her.

So I pretended to be straightening out some records one
row over from her.

“Can I ask your name?” I finally got the nerve to ask.

She surprised me by answering “Winona.”

“I’m Jim. Jim Geminelli,” I blurted out.

Winona made no reply.

I didn’t know what else to say. But I didn’t want the
conversation to end before it even began.

“What’s your last name?” I asked dumbly.

I saw her glance at one of the records.


I knew all the records here very well, and without being
able to see the record from where I was I knew it was a
Mitch Ryder record. But I didn’t call her on it. I
didn’t want to blow it.

“Nice to meet you, Winona Ryder,” I said.

She just nodded and continued to look over some more

“I’m not from around here,” I continued. “I just moved
here from the East Coast last month.”

Winona seemed mildly interested..


“Yeah,” I grinned. “I went to College with a guy who was
from here and since I’d never really traveled before and
I liked how it sounded I decided to come down here.”

“That’s cool.”

“Thanks,” I replied. “It’s really different here than
back home. I never saw Goths back there.”

“You didn’t?

“No,” I shook my head. “But I think they’re really
fascinating. You’re really fascinating, I mean, you
being a Goth and all, you know what I mean I think,
don’t you?”

I felt like a blabber mouth idiot but couldn’t help

But Winona smiled at me.

“Yeah, I know what you mean, and thanks,” She said. “You
know, I hardly know you but I like you, and I don’t like
many people. You’ll do good here.”

“You do?” I said, feeling like I was walking on air.
“You think I will?”

Winona nodded.


She chuckled.

“You’re welcome.”

“You like music?” I asked. I know that was a dumb
question, being in a music store and all, but I wanted
to see if she like the same stuff I did.

“Yeah,” Winona said. “Music’s about all I have.”

“I know what you mean. Music was all I really had
growing up. We didn’t have a television set growing up.”

“Harsh,” She said.

“I guess,” I replied. “Now that I do have one I see all
the cool stuff I was missing.”

“I don’t get to watch much television,” Winona said.

“There’s always news and sports and soap operas on at
our house, and I don’t like any of that.”

“Me neither!” I said. “You’re welcome to come watch
television anytime! I live right upstairs!” I blurted,
and immediately felt stupid. “Sorry, I got a little
carried away.”

“It’s all right,” Winona smiled. “And maybe I will come
up some time, if you really meant it.”

“I sure did!” I grinned.

The bell clanged over the front door. I looked over to
see a regular customer come in.

“I got to go,” I said. “I hope we can talk later.”

“Me too,” Winona said.

I went over to the counter to get his order for him. He
asked what we had new in stock and I showed him. By the
time he paid for his music and left, so had Winona.

But it wasn’t the last time I saw her. She came in
almost every day and we did talk a lot.

We talked about our favorite Rock groups and our
favorite albums by them mostly. I liked talking about

After some time Winona admitted she even though she hung
out with people, she didn’t really have many friends.

“Well that’s more than me,” I said. “I’ve never had any
friends growing up, and didn’t really make any in

“I’m your friend, aren’t I?” Winona asked.

“Are you?” I said, surprised.

She nodded.

“And I definitely consider you a friend.”

“Thanks,” I smiled. Though I have to admit I wished
Winona was more than just a friend.

I finally got a day off, and was hanging around my
apartment upstairs when there was a knock on the door. I
was watching television and got up from the couch. The
apartment was small so it wasn’t a long walk to the only
door to the apartment.

“Winona!” I said in surprise when I opened the door.

“Hey,” She waved, smiling up at me. “I came looking for
you and was told this was your day off. And since you
invited me up to watch television…”

“Sure! Come on in!”

I didn’t have the best looking apartment, and everything
I had was secondhand, but at least it was clean.

“Nice apartment,” Winona said.

“Thanks. It isn’t much, but…”

“I really do like it,” She assured me.

“Oh, I like this show,” She said as she sat down on the
small couch. I sat down beside her but as close to the
arm as I could.

It was weird being alone with a girl, especially since
it was Winona, but I liked it too. After a while I got
more used to her being there, she was so quiet I almost
forgot she was there.

At least until she accidentally brushed against me. I
almost jumped out of my skin.

“Sorry,” Winona said sheepishly.

“Not your fault,” I said, feeling my face grow hot.

She didn’t say anything for a while, then “You’re not
used to being touched by a girl, are you?”

My face grew hotter.

“Uhhh, I guess not.”

“Don’t you have a girlfriend?”

I shook my head.

Winona put her hand on my knee.

“It’s okay. I’ve never had a boyfriend either.”

She gave my knee a squeeze then took her hand off of it.

We didn’t say anything else for a while, but then I got
to feel Winona was staring at me. Shyly I turned to her
and saw she was. And she started to smile.


Suddenly she raised up and kissed me.

I was shocked.

When she broke the kiss I blurted out “What did you do
that for?”

“Because I knew you wouldn’t!” Winona laughed. “I had
never kissed before, and I really wanted to kiss you,

My face was still hot with embarrassment but I had to
smile at the same time.

Winona stood up and surprised me by sitting on my lap. I
couldn’t speak. She took my arms and wrapped them around

Her body felt so warm against me, and it was a pleasant
feeling. And even though Winona was pretty light, I
could feel the pressure of her cute little butt against

She started to giggle.

“What?” I asked.

“Your cock is hard,” Winona half-whispered.

I’d heard the word but never really knew what it had
meant. But when Winona started grinding her butt against
my crotch I suddenly knew what it meant!

“Damn! Sorry, Winona…” I said sheepishly.

“Don’t be,” She smiled back at me. “Now I know how much
you really like me.”

Taking my hands, she lifted them up to her breasts,
cupping them.

I was surprised how large they were for her size.

Winona started pressing my hands into her breasts.

“Like my tits?” She grinned.

Swallowing hard, I licked my lips and nodded.

“Slip your hands under my shirt,” She whispered. “Push
my bra up and feel them for real.”

I couldn’t resist doing as Winona said, partly out of
curiosity. When I pushed her bra up her large, heavy
breasts dropped into my waiting hands.

“Feel how hard my nipples are,” She hissed.

I did. They were long and rubbery. I found myself
playing them.

“Mmmm, yeah, don’t stop!” she moaned. “No one’s ever
touched my breasts before. At least not on purpose.”

“Do me a favor?” she asked.


Winona slid up off of my lap.

“Take out your cock and let me feel it?”

I wasn’t sure how she’s feel it if I took it out, but I
let go of Winona’s breasts and slipped them out from
under her shirt. Unbuckling my belt, I unbuttoned and
unzipped my jeans, pushing them down with my briefs to
my knees.

Winona started unbuckled her own belt.

Soon she was pushing down her own jeans and underwear.
Her smallish butt was right in front of me, and Winona
settled it right down against my cock.

“That feels nice,” she said, grinding up against it.
“It’s got me so wet…” Winona moaned.

I wasn’t sure what she meant but wasn’t up to asking at
the moment.

Suddenly she slid up again, this time grabbing my cock
from between her legs. And she lowered herself down onto

I groaned when I felt my cock slip into her tight
sheath. Soon I felt a barrier against the head of my
cock. Winona slid back up and slammed herself down onto
my cock hard.

She cried out on pain and when she slid back up I saw
some blood on my cock. But she didn’t stay still. Winona
kept pounding up and down on my cock and soon she was
moaning loudly.

The faster Winona rode my cock the louder she moaned.
Her body started thrashing on top of my cock, her head
flying from side-to-side.

She was gasping and groaning, her body convulsing
wildly. Soon she cried out again, but not in pain.

“I’m cumming, oh, shit, I’m cumming!!!” She screamed.

I felt her spasming around my cock as she kept riding me
faster. Her body soon seemed to calm down but Winona
didn’t slow down.

Slowly she the moans, groans, gasps and whimpers started
up again, as did her thrashing atop me. And when she
started to cum again I guess I was cumming too, feeling
myself spurting inside of Winona over and over and over.

After I came Winona stopped riding me and just sat on my
lap for a long time. We watched television like that
without saying a word.

Then she started to wiggle on top of my cock. I realized
I was still hard and Winona began to ride me again.

But not for long.

She slid up off of me and dropped down on her hands and
knees on the carpet. Wiggling her butt, her hairy vagina
visible from between her legs, Winona looked back over
her shoulder and said “You’re turn!”

Eager to do it some more, I dropped down behind her and
sank my cock back into her again. We both moaned.

I started moving in and out of her.

Slowly at first, as I got my bearings. And I began to
increase my pace. And Winona’s moans grew louder again.
She was gasping and thrashing wildly, and soon she came

I was able to do it to her faster than she’d done it to
me, and that made her cum harder, sometimes longer. It
felt good to make Winona feel good.

I kept doing it for like thirty-five minutes. Then I
cried out and spurted deep inside Winona once more. I
did it like ten, eleven times, before my cock softened
and slipped out of her.

We were moaning, and Winona raised up onto her knees,
pressing her body back against me. I slipped my arms
around her slim body.

“Mmmm, that was so hot,” Winona moaned.

“It was,” I admitted.

“We need to do it all of the time now,” she said.

And we did…

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