Jimmy Becomes Jenny Ch 1 Jimmy Gets Caught
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Jimmy Becomes Jenny -- Ch. 4: Jenny's New Toy 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****
=========Author's Note=========
I'm sorry this took so long to write. I don't really have an excuse, I
think it's been more than a year since I wrote the first one of these
stories. This chapter just didn't want to come out, I kept rewriting
things, and then I scrapped the whole chapter and started over again.
Thank you everyone for your comments on the first three chapters. I hope
the next one comes in a more timely fashion.
=======End Author's Note=======
Jimmy Becomes Jenny
By Cheerleader Tina
Chapter 4 -- Jenny's New Toy
When I woke up, I found the clothes where I left them, on the floor. I
decided that if I was going to keep things like panties and dildos, I
probably shouldn't keep them in my regular underwear drawer. I did most
of my own laundry, but I didn't want to leave anything to chance. I dug
out a large opaque plastic box with a lid that had been sitting in the
back of my closet for several months. It was mostly just junk inside it,
so I relocated the few things I wanted to keep and pitched the rest in
the trash. After the trashcan was full, I pulled on my boxers and pants,
took the bag to the garage, and then took the trash out to the street to
be picked up.
When I came back inside, the phone was ringing.
"Hello?" I answered it.
"Hi sweetie," my mom said, "we just got here, and I was calling to check
on you. Is everything going alright?"
"Yeah Mom, everything's fine."
"Good, I'm glad to hear that. Oh, Karen said that Miranda was going to
come by and pick up her old cheerleading uniform. Did she find it?"
"Uhh...I think so, she came over and said that's why she was here, I'm
assuming she found it."
"Ok, good. Well, I'm going to go help Karen get started moving in.
Check-in took a while, but now that we're done with that, the rest
shouldn't be too bad."
"Good luck Mom, I love you."
"I love you too Honey, be good, I'll see you when I get back."
I hung up the phone and had just turned around to go back to my room when
I heard the phone ring again. I answered it, and it was Miranda. She
told me that she and Cindy had just finished shopping, and she wanted to
make sure that I was awake, because she had some things to show Jenny. I
hung up and left, this time without interruption.
After washing the dildo off, I put it in the box, and was about to put
the panties in too, but I decided that since Miranda was bringing
something to show Jenny, I probably ought to put them on instead. I
tossed the panties onto my bed and pushed the box back into my closet.
I dropped my pants and pulled off my boxers. Once I was naked, I slid
the silky pink panties up my legs, reveling in the sensation. I pulled
my jeans up over the top of them, and noticed that, like Cindy had said,
my jeans were too baggy, and my panties were exposed. I slipped my jeans
back off, and wandered into Karen's room to see what I could do about the
problem.
Karen's room was still messy, everything where we had put it, back where
she left it. I started moving drawers off the bed, looking for something
to wear that wouldn't show off my panties. I found a pair of Karen's
jeans that I thought would work. They were pretty tight, but I managed
to get them up. Zipping them up was another matter though. After a few
tries I gave up, and tossed the jeans back on the bed.
I gave up on the pile of pants and moved on to Karen's skirts, picking up
the first one I saw. The skirt was pink,and very short. I realized that
if I bent over at all my panties would be on display for everyone to see.
Digging through my sister's other drawers, I found a pair of white tights
to go with my skirt. Then I went to the closet and started looking
through the shoes. I passed over the thigh-high boots and picked up a
pair of low strappy heels. I started to bend over to put the shoes on,
thought better of it, and then squatted down instead.
The shoes barely fit, and I could tell that I was using a looser strap
than my sister usually did. I finally managed to get them on, and took a
couple of tentative steps to make sure I had my balance. My first few
were a little wobbly, but I got back into the rhythm pretty quickly. I
walked back over to the dresser, figuring that I might as well complete
the ensemble.
I picked up a bra that was close to the same cream color as the panties.
The bra was lacier than the panties were, and the cups didn't come up
very far in the middle, obviously intended to expose quite a bit of
cleavage. I didn't have the balloons I'd used at Miranda's house, so I
made do with a few more pairs of panties. When I had them adjusted
appropriately, I pulled a tight white top over my head, and I followed it
with a pink tank top.
I went to the bathroom and opened the drawer where my sister had kept all
of her stuff. There wasn't much left, but there were a couple of hair
ties, which I used to pull my hair into pigtails. My hair wasn't really
long, but it was long enough that they looked cute. I searched for any
makeup that might have been left behind, but all I found was a pink
lipstick. I spread it on my lips, then blotted it on a tissue.
I heard the doorbell ring, and I practically danced up the stairs to see
Miranda. I didn't even think before I pulled the door wide open. When I
saw that it wasn't Miranda, my heart practically stopped. The UPS man
standing on my doorstep held out a package for me. I could barely
breathe, let alone speak, so I reached out to take the package. He
smiled at me, and before I realized it, I smiled back.
When I had taken the package, he held out an electronic pad for me to
sign. I picked up the pen, and was about to sign my name, but I realized
that that would be a bad idea. I signed Karen's name, hoping it looked
vaguely feminine. He looked at it, put the pad away and told me to have
a nice day. I managed to nod, and went back inside, closing the door
behind me.
When my heart had slowed back down to approximately normal, I put the
package, which was for my mom, on the kitchen table. As I did so, I
noticed that my fingernails still didn't have anything on them. I knew
Karen hadn't left any of that, I'd searched long and hard, so I headed to
my mom's room instead. I was doubting that I'd find any nail polish that
would match my outfit, but I was pleasantly surprised to find a bottle of
pink polish that was still mostly full. Mom must not have used it very
often.
When my nails were finished, I went and sat in the living room to wait
for them to dry. While I was waiting, the doorbell rang again. This
time I made sure that it was Miranda before letting her in. She was
carrying a plastic bag and had a cup of coffee which she put in the
refrigerator. While she did, I told her about my "adventure" with the
UPS guy.
"Did you suck him off?"
"What? No! Of course I didn't!"
"I'm just kidding, I know you didn't. It was ok, he didn't realize
anything, so there's nothing to worry about. I was just playing around.
You look really nice, by the way. Did you get all dressed up just for
me?"
I smiled, a little embarrassed. "Yeah, you said you had something for
Jenny, so I figured you'd want me dressed."
Miranda held up a plastic bag, then reached inside and pulled out a
smaller plastic bag and handed it to me. The bag she gave me had the
logo from a sex shop. I reached inside to see what it was, and I pulled
out a large butt-plug. My eyes must have been the size of saucers, I was
that afraid of having it inside me.
Miranda patted me on the arm to reassure me. "Don't worry, we'll work up
to it. But I know when you get there, you're going to love it. And even
better, I already have your next present in mind."
All of my dressing, and the feeling of my panties rubbing across my cock,
had gotten me horny. "You want to start working up to it now?"
Miranda took my hand, and I led her downstairs, back to my bedroom. I
laid back on my bed, my eyes never leaving Miranda as she unzipped her
jeans. When she was down to her panties, I couldn't stop looking at the
giant bulge underneath. I reached out and pulled her closer, working my
thumbs under the waistband of her panties and pulling them off of the
monster strap-on she was wearing.
"It looks like you're enjoying this as much as I am," I quipped.
"Shhh," she shushed me as she pushed me backwards. Then she reached up
under my skirt and pulled my panties down around my ankles. With
Miranda's help, I managed to get them off over my shoes. After that, she
wedged a pillow under my butt and lifted my legs out and up, lining
herself up. I lifted my head a little, saw it coming closer, and knew
what she wanted. I took the dildo in my mouth, lubing it up with my
saliva.
Then Miranda pulled back, then pushed forward against my tight hole. I
didn't take long to open up for her, feeling the whole length of the
dildo sliding inside me. She fucked me at a steady pace, and it didn't
take long before she came. After her orgasm hit, she practically
collapsed on top of me, driving the dildo deep inside me and triggering
my own orgasm. We lay there for a bit, enjoying the moment.
"Alright, I'm going to hop in the shower and clean this thing off. While
I'm doing that, you should do something about that skirt, you don't want
the cum to stain it," Miranda told me, standing up as she did so.
"Good thinking, I've got a load of laundry to do anyway, I can throw it
in with the rest."
"Make sure you don't get into the habit of that though, you wouldn't want
your mom to find one of your skirts mixed in with the rest of your
clothes."
I nodded my agreement as I carefully removed the skirt, making sure not
to stain anything else I was wearing. I tossed it on top of my basket of
laundry and grabbed a pair of pants to wear while I did laundry. It
didn't take long to get everything in and washing, and when I was done
Miranda was still in the shower. I went back to my room and noticed that
she'd left her clothes on the floor. I put them up on the bed, then
decided to take a closer look at the buttplug that she'd bought me. It
looked like it was about three times as wide as the strap-on I'd just
taken at its widest point.
Even though I'd just cum, I was getting aroused again just thinking about
putting it inside me. I noticed that in the bag with the plug there was
also a small tube of lubricant. Unable to stop myself, I opened the
package and pulled the buttplug out. It felt solid, but not too heavy.
I sat it on the ground and twisted the end off the lube, then I pulled my
panties back down around my ankles. After putting a little lube onto my
finger and then from there on my asshole, I emptied the rest onto the
plug itself and spread it around. Then I lowered myself slowly until I
felt the tip pressing against me.
With the recent action, I felt my sphincter open up to accept the tip. I
let a little more weight off my hands and felt it spreading me wide open.
The tightness was almost too much, so I stopped about three-quarters of
the way. I decided I absolutely couldn't wait, and after taking a deep
breath, relaxed my muscles as much as I could and let myself slide down
the buttplug. When I tightened back up around the base there was an
amazing feeling of fullness. I pulled my panties back up, feeling them
push the plug slightly further in.
"I see you couldn't wait to try out your new toy, Jenny. How does it
feel?"
I twisted to see Miranda in the door, looking at me with a satisfied
smile on her face.
"It feels good. Not as good as when you fuck me, but I like it. I feel
like I'm full inside."
"If you think it feels good now, you should try walking around with it.
Tell you what, why don't you go get me my coffee out of the fridge while
I get dressed. Then when you get back, I'll take care of that tent
you're pitching in your panties."
I looked down and realized I'd gotten hard again. I smiled and agreed,
then headed upstairs, feeling the plug move slightly every time I took a
step. When I got to the kitchen, I grabbed the coffee out of the fridge
and headed back downstairs. I took a sip of the coffee, and it had a
different taste than I expected. When I brought the cup back down I
could see Miranda, and she had a guilty look on her face. I asked her
what was wrong.
"Well, that's special coffee. You know how much I love cum, right?
Well, one of the guys down at the coffee place knows me, and so I get him
to jerk off into my coffee for me sometimes. I'm really sorry, I didn't
think you'd drink any of it, or I would have told you. It probably sank
to the bottom, maybe you didn't get much of it."
"It did taste a little funny."
"Was it bad? I'm really sorry," she apologized again.
I was a little upset that I'd drunk some random guys cum, and the thought
made me a little sick. I handed her the coffee and sat down on the bed.
Miranda came and put her arm around me, and hugged me close.
"Please talk to me, I said I was sorry, I really didn't mean for that to
happen. I know you said you don't want to suck another guys cock, and I
respect that. I don't want you to do things if you really don't want to
do them. Can you please forgive me?"
"Yeah, I forgive you. It's alright, I know you wouldn't do something
like that on purpose. I'm just a little sick at the thought of it."
"Well, let me see if I can make it up to you," Miranda said as she
reached down and slipped the hem of my panties down over the head of my
cock. She reached in and began to fondle me and I responded quickly,
returning to full attention. Then Miranda gave me a little push,
signaling me to stand up. When I did, she lay down and rolled over, her
head hanging just off the bed, her mouth wide open.
I moved forward and she licked my cock as it approached her face,
wrapping her lips around it as I continued to move forward. I began to
thrust in and out, driving my shaft deep into her throat each time. It
didn't take long before I was ready to cum again. I pulled my cock out
to the tip of her mouth, then exploded all over the inside of her mouth.
Miranda licked and sucked the tip of my cock as I pulled the rest of the
way out, then licked her lips and smiled at me.
I stepped out of my panties, not wanting to stain them, then lay on the
bed next to Miranda. She lay there with me for a few minutes, then said
she had to go.
"I mostly came by to drop off your present, I need to get home, Mom's
expecting me for dinner."
"Alright. Do you want to go see a movie later?"
"Sure, I've been spending a lot of time with Jenny, it'll be good to go
out with my boyfriend," she said, giving me a wink.
"Sounds good, I'll see what's playing and give you a call later."
We kissed and Miranda headed home. I went back to my room and put my
panties away, then went and cleaned off my buttplug. I heard the laundry
finish so I went and got my skirt, then put all of Jenny's things away in
the new place I'd made for them in my closet. Then I put my own clothes
on and put Karen's back in her room, doing my best to fold them up like
they were when I got them. I didn't expect that she'd remember exactly
where things were in her room, but she was very good about making sure
everything was put away nicely, and I knew that if I left things
unfolded, she'd notice that.
After I finished cleaning up Karen's room, I went back into my room and
continued my cleaning, making sure that all of my feminine clothing had a
place that my family wouldn't ever look in. I finished the laundry,
putting my skirt in the the rest before I finished hiding my clothes.
Then I turned on the TV to kill some time.
A couple of hours later the phone rang.
"Are you mad about earlier?" were the first words out of Miranda's mouth.
"No, I'm alright. I know you didn't mean to, and it didn't actually
taste bad, I just really didn't like the idea. I guess it wasn't that
different than drinking my own."
"Oh good, I'm glad you're not mad. I felt so bad all afternoon. Like I
said, I want to push your limits so you don't miss out on anything you
might possibly like, but I don't want to force you to do anything you
really don't want to do."
"No, it's fine. What movie do you want to see tonight?"
We talked about the movies that were showing and finally decided on a
comedy. I told Miranda that I'd pick her up for the movie, and then we
hung up. I decided to eat a snack so I wouldn't be hungry for movie
theater snacks, and by the time I finished, it was time to go.
The movie wasn't bad, but it wasn't especially good. Within the first
half hour we were more involved with making out than with actually paying
attention to the movie. It didn't take long before I felt her pushing
something into my hand. By the time I'd figured out that it was a
condom, Miranda's hand was already working its way up my shorts, rubbing
my cock gently through the panties I was still wearing. I felt her start
to pull my pants and panties off as I opened the condom. I unrolled it
and put it on, my pants now down around my ankles. By this point I was
glad the theater was mostly empty.
Miranda moved into my lap, lifting up her skirt as she sat down. Since
she wasn't wearing anything underneath, she slid easily onto my cock. I
caught my breath and pulled her down further. My hands slid up under her
shirt and I unhooked her bra with one while I pulled the straps down her
shoulders. When I touched her nipple, I felt her gasp and I pulled my
cock out and pushed it back in slowly, nuzzling her neck as I did. She
ground herself back against my lap, and we spent the next half hour
fucking slowly, completely ignoring the movie.
When both she and I had cum, Miranda reached down into her purse and
pulled out a pair of wet-naps. She slid off my cock and wiped herself
clean before she sat back down. Then she handed one to me, taking the
condom that I had removed and tied off in the meantime. I cleaned up as
best as I could, then pulled my clothes back on. Miranda wrapped all of
the evidence of our fun in a napkin and stuffed it into an empty cup she
found sitting on the floor.
"One of the cheerleaders is having a party tomorrow. Cindy will be
there, most of the rest probably will too, and some of our friends from
school. Do you want to go with me?"
"Sure, that sounds like fun."
"Cool. I'll probably come by earlier in the day, if you want to hang
out, and then we can head over together. Sound good?"
"Sounds like a plan, I'll see you tomorrow."
She leaned over and gave me a deep goodnight kiss, then we got out of the
car and I walked her to her door. We kissed again before she went inside
and I went back to the car and drove home. I grabbed a snack before bed,
then undressed, and put my panties out on the floor so I wouldn't forget
them in my hamper and have Mom find them. Then I went to bed, enjoying
the memory of the fun at the movie theater and thinking about the fun
we'd have at the party.
...To be continued in Chapter 5
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Feel free to email me at [email protected]
Jeannie
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