Jimmy Becomes Jenny Ch 4 Jenny s New Toy
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Jimmy Becomes Jenny -- Ch. 1: Jimmy Gets Caught free porn video
***STANDARD DISCLAIMER***
Do not read this if you are under the age of 18 or it is illegal where
you live. All characters in the story are at least 18. If you don't like
this sort of story, then don't read it. Also, this is fiction. Any
similarity to anyone living or dead or to actual situations is entirely
coincidental.
***END STANDARD DISCLAIMER***
Jimmy Becomes Jenny
By Cheerleader Tina
Chapter 1 -- Jimmy Gets Caught
"Bye Jimmy, have a good week!"
I waved goodbye to my sister and parents as they pulled out of the
driveway. My sister, Karen, was on her way to college, preparing to move
into the dorms, and my parents were going with her to help her move in
and get settled. I was staying home to watch the house and get ready for
my last year of high school to start.
When they had left, I went to the kitchen to get some food and wait. I
didn't want to get started until I was sure they weren't going to return
suddenly. About 15 minutes later, when I was fully satisfied that they
weren't coming back, I went downstairs to my sister's room. It was still
a mess from all the packing. Most of the drawers were still pulled out
of the dresser and sitting on the bed.
I quickly found the underwear drawer, and picked out a pink pair of
panties with white lace around the top. I stripped off my jeans and
boxers and stepped into the panties, sliding them up my legs. They
didn't fit very well over my erection, but I wasn't worried about that.
I took off my shirt and started looking for a bra, but I was interrupted
by the sound of someone clearing their throat.
I turned around and saw my sister's friend, Miranda. Miranda was in my
class, but since she and Karen were on the cheerleading squad, they hung
out together.
"I, uh, I..." I stammered.
"Was just getting your kicks wearing your sister's panties? Yeah, I got
that. Cute color," she said, walking toward me. "I don't think that pair
has a bra to go with it though."
She started digging through the drawer while I stood there, stunned.
When I recovered my senses, I took the panties off, and reached for my
clothes, but Miranda stopped me. She handed me a different pair of
panties, bright red with black trim, and a matching bra.
"Put these on," she said. "I think you'll look cute in them."
I hesitated, not sure if I should do what she told me or just run to my
room and lock the door.
"Do it, or I'll tell your sister. And maybe your parents. And your
friends at school."
I put the panties on first and they fit much better than the first pair,
my embarrassment keeping me from becoming erect again. She watched with
some amusement as I struggled to put on the bra, not offering to help.
When I finally had everything on, Miranda grabbed me by the shoulders
and led me over to my sister's full-length mirror.
"Ok," she said, "Now, you're going to stand here and look at yourself.
Get used to the thought of yourself dressed like this. I'm going to go
upstairs and get a drink, and when I get back, I expect you to be
standing here, just like this. Got it?"
I nodded. I heard her pick up my clothes and close the door behind her
as she left. I waited, not sure what I was going to do.
A few minutes later, I heard the door open, and I started to turn
around.
"Not yet, just keep looking in that mirror," I heard her say. "I've
locked your clothes in your room, by the way."
I kept looking in the mirror, and I listened to Miranda rummaging around
the room.
"I don't have a key to my room, how am I supposed to get my clothes
back? And get into my room?" I was getting upset.
"We'll figure that out later. You don't have to worry about that for a
while anyway," she replied.
"What do you want?" I asked, "Can't you just let me get dressed?"
"I just want to have some fun. Come on, you obviously enjoy this," she
told me. "Just relax."
I felt her come up behind me, running her hands around my back and up to
the bra I was wearing.
She slipped her hands into the open cups of the bra and said, "You don't
quite fill this out, you need some padding up top."
She grabbed a pair of socks off the bed, and handed them to me. She told
me to roll them up and stuff the bra with them. As I started rolling
them up, she moved back around behind me, to my sister's closet.
"I came over today to get some things back before school starts. Karen
didn't return her cheerleader's uniform at the end of last semester, so
she asked me to pick it up and take it back when I go."
She pulled the uniform out of the closet, still on it's hanger, and held
it up in front of me.
"She's about your size. I'll bet it's just as cute on you as it was on
her."
She pulled the top of the uniform off the hanger and gave it to me to
put on. Miranda moved past me, and set the skirt on the bed, and went
back to the underwear drawer.
I reached for the skirt, but she said, "Wait, there's one more thing.
Where did she put it?" she muttered to herself. "Here it is," she said
as she pulled a 4" pink dildo out from the bottom of the drawer.
"Whoa, wait, I don't--" I stopped when she pushed the drawers off the
bed with one hand and pushed me down on top of it with the other.
She jumped on top me, holding me down. I couldn't reach the floor to try
to stand up, and I wasn't strong enough to lift myself up with her on
top of me. She pulled the panties I was wearing partway down.
"Open your mouth," she commanded me, bringing the dildo to my lips.
I closed my mouth and pressed my lips together tightly.
"Look Jenny, if you don't open up and get this wet, I'll put it in dry,
and I promise you that won't feel good."
She started spreading my ass cheeks and I realized she wasn't kidding.
"Alright, fine," I said.
She put it back in front of my face, but not in my mouth. I waited, but
she just smirked and wiggled it at me. I stretched my tongue out and
licked the tip of the dildo, and she pushed it into my mouth.
"Good girl, Jenny, suck on that dildo. Get it nice and wet." she said.
When she pulled the dildo out of my mouth, I asked, "Jenny?"
"Well, I can hardly call you Jimmy when you're dressed like this."
She started pressing the dildo into my ass, slowly forcing it inside me.
When it was all the way in, Miranda pulled up my panties and got off of
me.
I stood up, and she pointed to the skirt, saying, "Ok, now you can put
that on. I pulled the pleated blue and red skirt up around my waist. It
had a bottom part that fit tightly around my legs, covering my panties
entirely, meant to keep the cheerleaders from showing everyone their
underwear when they performed.
After I had it situated properly, I turned to Miranda, not sure what to
expect next. She was digging through the large pile of shoes that Karen
had left. When she turned around, I figured she was going to complete
the outfit with some tennis shoes, but I was very wrong.
"I couldn't find any shoes that fit you to go with that outfit, so these
will have to do."
She held up a pair of black, thigh-high leather boots with a 3" heel.
She sat me down on the bed and helped me pull them as far up my legs as
they would go. Once my feet were crammed tightly into the shoes, Miranda
zipped them up the sides and stood me back up. I was unsteady just
standing there, so I was a little afraid when she told me to start
walking.
"Follow me, Jenny," she said, taking my hand and leading me to the
bathroom.
Each time I took a step, I could feel the dildo moving in my ass. When
we got there, she told me to sit on the toilet, and she pulled a large
makeup kit out of a cabinet under the sink. She opened it up and pulled
out a bottle of blue, sparkly nail polish. I held my fingers still as
Miranda applied the nail polish to my fingers. When she was finished
with my fingers, she told me to hold them out of the way to dry while
she put some makeup on me. By this point, I was just following orders,
waiting for Miranda to decide she was done and to let me go back to my
own clothes.
When my fingers were dry and my face was made up Miranda dragged me back
into my Karen's room.
She put me back in front of the full-length mirror and said, "So what do
you think?"
I was amazed at the transformation. I wouldn't have been the hottest
girl in school, but I would have checked me out if I passed myself on
the street.
"Wow," I said.
"Oh yeah, you're hot," Miranda replied. "Now it's time for your
cheerleader initiation. All of the cheerleaders have to do this after
they make the squad, before their first game."
She cleared off the bed and pulled me down on top of her before rolling
over so she was sitting on top of me. She unzipped her jeans, showing a
hint of her baby-blue panties. After standing up, she looked down into
my eyes as she lowered the jeans and panties to her ankles and stepped
out of them. She knelt back down, straddling my stomach, and leaned over
and kissed me. Her tongue probed mine and I responded in kind.
After she finished kissing me, Miranda moved up past my chest and thrust
her pussy right into my face. I found myself buried deep in her crotch,
and through my thigh-covered ears, I heard her say, "Now, eat me Jenny.
Make me cum, and you'll officially be part of the team."
I started licking, enjoying the taste more and more the longer I did.
Soon, she started squeezing my head and moaning, letting me know that
she was about to cum. By the time she finished and rolled off of my
face, I was nearly out of breath.
"Oh, that was good," she said, kissing me again, "We'll have to do that
again some time. But first..." she trailed off.
Miranda stopped kissing me and moved herself back down my torso and onto
my legs. She bent over, and, after slipping her hands up my skirt to
pull down my panties, took my erection in her mouth. After all that she
had done to me, I didn't last very long.
She smiled slyly as she swallowed my cum, gulping it down like she was
loving the taste. When she moved back up the bed, I put my hands up
under her shirt and slid them up to her bra. Miranda lifted her hands
up, letting me lift her shirt over her head. When she brought her hands
back down, I pulled her bra straps down her arms, exposing her breasts.
I began to play with her nipples, and she put her hands up under the top
of my cheerleader outfit. She grabbed the socks through my bra, mashing
them into my chest. I could feel the bra straps tightening across my
back and shoulders as she twisted and pulled. My deflated penis rose
again and Miranda climbed on top of me, engulfing my fresh erection with
her pussy. She ground her pelvis hard against mine. I grabbed her
shoulders and pulled her down onto me as I thrust myself into her again
and again.
"Okay lover, let's get cleaned up," she said when we had finished.
She rolled off of me, giving me one last kiss as she did so. I followed
suit, pausing momentarily to take off my sister's boots before I stood
up. We went back to the bathroom, where Miranda turned on the shower. It
was a small shower, built for one person.
"Do you think we'll both fit?" she asked, cocking an eyebrow.
"I think we can both squeeze in," I replied.
We stripped quickly, leaving all of our clothes in a pile on the floor.
Miranda stepped into the shower first and I followed her, feeling her
breasts squish against my chest as I shut the glass door behind me. She
reached around behind me, grabbed the soap, and began to lather up my
back. I let her finish my back, enjoying the sensations of her hands
rubbing my back and her body pressed up against mine. Then I took the
soap from her and returned the favor.
"Oh Jenny, that feels so good," she sighed as I gently washed as much of
her body as I could reach.
When I finished what I could, Miranda turned me around and, still
reaching around me, washed my front. When I took the soap from her
again, we both turned around so I could finish washing her. I started
low, doing her legs first, and worked my way up to her breasts, which I
took my time with, massaging them gently. Miranda pressed herself
against me and leaned her head back. I bent down a little to kiss her
neck, causing her to moan before turning her head to kiss me some more.
My penis was becoming erect again, and Miranda felt it pressing against
her ass. "My God Jenny, already?" she asked.
"Hey, you started this," I teased.
She laughed as she turned around. Then she grabbed my shoulders and
pulled herself up my body. I grabbed her from below and helped her lift
up, then I guided her back down onto my cock. She wrapped her legs
tightly around my back and leaned back as far as she could, considering
the size of the shower. I started pumping in and out of her, and after a
minute or two, Miranda shuddered and pulled herself back up against me.
I didn't stop, and soon she came a second and a third time.
"Oh God, Oh God. Don't stop!" she panted in my ear. I kept going, but
after five, she couldn't take anymore. She dug her fingernails into me,
and managed to whisper, "Enough," before she couldn't talk anymore.
I held her there, listening to her breathe heavily and feeling her pussy
clenching and unclenching as her orgasms subsided.
"That was amazing!" she told me when she could finally speak again. She
climbed off of me, our bodies making a slight sucking noise as they
separated.
"You didn't get to finish though," she stated. "Now I get to return the
favor."
She reached back around me, crouching just a little bit. I felt her grab
the dildo in my ass. I had forgotten about it entirely. She gave it a
twist that would have sent me to my knees with pleasure if I wasn't
holding on to her. She pulled it out a ways and then rammed it back in.
That was all I needed and I came and came. I watched as the shower
rinsed my cum down the drain.
"What a waste," she said half-jokingly.
"I'm sure there's more where that came from," I said.
"I suppose you're right," she replied. "But for now I think it's about
time we got out of here and got dressed. I'm hungry."
"What am I supposed to wear?" I asked. "All of my clothes are still
locked in my room."
"Actually, wait here a second," Miranda said.
She turned off the shower and stepped out, closing the door behind her.
I heard a couple of the cabinets in the bathroom open and close. Then
the door to the shower opened, and Miranda's hand reached through with a
pink bottle and a pair of plastic gloves.
"Put the gloves on and then spread this on your legs," she said.
As I followed her directions, I asked her what it was.
"It's Nair," she told me, "it'll take the hair off your legs."
I sighed, unsure if I really wanted to have hairless legs, but not about
to stop halfway through the process. When I finished, I handed the
bottle back to Miranda and asked, "What now?"
"Now you wait," she replied. I waited for a few minutes, and noticed a
burning sensation on my legs.
"Ouch, I think something's wrong, this hurts," I told her.
"No, that's supposed to happen. It's almost time to rinse it off, just
wait a little while longer," Miranda responded.
I waited a few more minutes, and by the time she told me to turn the
shower back on and rinse off the Nair, I was really ready for it to be
gone. I watched the hair from my legs spiral away down the drain, and
then turned the shower off and stepped out. I grabbed a nearby towel,
noticing that both Miranda and our clothes were gone. I dried myself off
while I waited for her to return.
When she came back in, she was dressed in her original clothes and was
carrying what looked like a pair of jeans and a T-shirt. She gave them
to me and I unbundled them, finding a pink silk thong, a strapless bra,
a tube top, and a pair of girls' jeans. I sighed, my hope of being back
in my own clothes whooshing out of me. I resigned myself and put the
clothes on. The feeling of the silky thong sliding up my now hairless
legs was incredible. Miranda handed me another pair of socks to stuff my
bra with, which I did.
"How about some food?" she asked when I was finished.
I nodded reluctantly, not sure what she was planning.
She said, "Good, I'm hungry. Don't worry, I'm just talking about eating
here. I won't make you go out like this if you don't want to."
"Was it really that obvious?" I asked, wondering if she was reading my
mind or my face.
"Not especially, I just sort of figured from the way you reacted when I
found you that you weren't ready to go out in public."
She opened the door to the bathroom and we headed upstairs. We got to
the kitchen and I checked the pantry while Miranda looked through the
fridge. We settled on nachos, neither one of us really in the mood to
cook. While we ate, I asked her when I could go back to my own clothes.
"I had fun today, but I think it's about time we figured out how to
unlock my room and get my clothes back," I told her.
She nodded and replied, "Yeah, after dinner we can go out in the back
yard and go through your window. I made sure it was unlocked when I put
your clothes away."
We finished eating and went back downstairs. I was hesitant when we got
to the back door, not sure if I was ready to go outside, even in my own
yard. Miranda reassured me that I wouldn't be recognizable, especially
since we'd only be out there long enough to open the window. We went
out, pushed my window open, and dropped down inside.
I walked across the room and unlocked my door, then returned to the pile
of my clothes. I reached down to take off the tube top, but Miranda
reached out her hand and stopped me.
"I know you've had a long day," she said, "but I have a decision for you
to make. You can get dressed in your own clothes, I'll go home, and we
can both pretend this never happened. You've been a good sport and I
won't tell anyone, you've earned that much. Or you can leave your
clothes here, come change into one of Karen's nighties, and I'll stay
the night. We can sleep in her bed. It's more comfortable than yours is,
and she'll never know." Miranda ran her hands up and down my sides. "I
think you can guess which of those two options I prefer," she said.
I put my hands down, leaving the tube top where it was. She took me by
the hand and led me back into Karen's room. When we got there, Miranda
closed the door and turned off the lights. I turned on the lamp by my
sister's bed, and started to get undressed.
When I was down to just my bra and thong, I felt a hand on my back. I
turned around to see Miranda holding a short, sheer nightie. It was
black with pink and red silk lacing up the front. I slid it over my head
and down my arms. Miranda was stripping when I finished putting the
nightie on. She put on another of my sister's nighties, leaving only her
bra on underneath.
When she saw that I still had my thong on, she reached over, slipped her
thumbs under the elastic waistband, and pulled it down my legs. I
stepped out of the thong and Miranda smiled as she ran her hands back up
my legs, around my ass, and up to my bra. I felt her undo the catch at
the back of my bra with one hand, and I attempted to return the favor.
Since I'd had little experience taking bras off, I fumbled with the
catch on Miranda's bra before finally managing to use both hands to open
it. I smiled sheepishly at her.
"Don't worry, Jenny," she cooed, "You'll get better with practice."
I wondered who exactly I was going to be practicing on, hoping she meant
her, but guessing she meant myself. I climbed into my sister's bed and
scooted toward the far wall, making room beside me for Miranda. She got
in, turned her back to me, and snuggled up as close as she could. I
wrapped my arm over her side, tucking it in front of her.
Miranda pulled the covers up over us, then grabbed my hand and moved it
under her nightie, leaving it in her breast, her hand still holding
mine. I rubbed gently, slowly moving over her breast and nipple. She
sighed contentedly, wiggled her ass against my crotch, and turned her
head to kiss me. Then we both settled in to sleep.
To be continued in Chapter 2
Alma
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