Who's That Chipette

Alvin and the Chipmunks, of course, was created and produced by Ross Bagdasarian and the Bagdasarian productions.  I did not write this story for profit.  I wrote it for a little fun.  


WHO'S THAT CHIPETTE
Written by DaBunnyman
Edited by Raven Child.



Simon Seville was enjoying a quiet Saturday afternoon at his girlfriend, Jeanette Miller's house.  Miss Miller, the Chipette's guardian, had taken Brittany into the city for one of her frequent shopping expeditions.  The senior surrogate mother even somehow talked Simon's father Dave into driving them.  

Jeanette's other sister, Eleanor, had left to spend the day with her boyfriend Theodore at a bake off sale across the street from the nearby park.  Alvin is at home, and as usual, thinking of new and off-the-wall schemes for fame.  And so this gives Simon and Jeanette a pleasant day playing video games, working on her computer, and just talking. Eventually they started talking about the big Halloween dance at their school in a few weeks.  Jeanette is very excited about the costume she has come up with and wanted to show it to Simon.  Simon, being a little curious himself, found himself sitting on her bed waiting while she changed in another room.

"Okay I'm ready!"  She announced from the other side of her bedroom door.  "Here I come!"

She pushed open the door and entered doing a sexy walk towards her boyfriend.  Simon's face lit up in a wide grin as he saw her costume.

Jeanette dressed in a long, red silk evening gown that fit very snug and showed off her figure.  Every step revealed almost her entire leg through a long slit along the side of it.  She posed with her hands on her hips as she wobbled a bit in the very high heels she is wearing.  Her soft silky brunette hair even hung down, covering half her face.  Even with her glasses on still made her look very sexy.

"Ta-da, I'm going to be Jessica Rabbit."  She said with a smile.

Jeanette blushes when she sees the smile on Simon's face and the way he is eyeing her from head to toe.

"I know it's a sexier costume than I usually wear. Blame it on Brittany; she dared me to do something different this year. And when I found this gown at a thrift store I knew it'd be just the thing to show her up.  I've kept the dress secret while I found all the additions I needed to be Jessica."  

Simon still smiled as he looked over Jeanette in the alluring outfit.  

"You look incredible; I bet you'll win the prize for the best--"

He froze in mid sentence as he suddenly recognizes two of the 'additions' she spoke of.  Actually he did not see them as they were covered by the top of the dress.  In fact they were holding up the top of the strapless gown.

Jeanette blushed even redder, "I was wondering when you'd notice them.  I figured I'd need some help to look like Jessica; these are just some inflatable pads for the party.  I have some realistic ones that will knock your eyes out."

'The costume seems to have really changed her,' Simon thought, 'she's usually shy, quiet and a little clumsy, but in that outfit, she's sexy, outgoing and graceful.'

At that point Jeanette tries another sexy pose to show off for her boyfriend. She lost her balance and fell to the floor.

'Well two out of three ain't bad,' he thought as he attempted to catch her. He was too late.

She landed on a small throw rug, which cushioned her fall.  Also cushioning her fall were the inflatable breast padding she had on.  They actually bounced her partially back up causing Simon to let out a small laugh.  As she hit the second time the pads popped releasing their air with a most unladylike sound.  It sounded like she was wearing two whoopie cushions.

Jeanette looked up at Simon; she is unhurt except for her dignity.  But as she peered at her boyfriend she felt a wave of embarrassment wash over her.  Try as he might, Simon could not win the battle in keeping a straight face.  He was feeling bad that she had fallen, but the noise that came out of her when she hit the floor was too much.  Finally he could not hold it in and burst out laughing at the sound.  But Jeanette was not laughing; he could see it on her face that she was close to tears.

With great effort he managed to subdue his own laughter, well almost, a muffled giggle still escaped.  Jeanette is feeling so hurt and betrayed that she started to get up, planning to run out of the room.  She got up only to realize that the top of the strapless gown is slipping.  Having lost the inflated pads was no longer there to hold up the dress.  Instinctively her hands flew up to keep her dress in place.  Unfortunately when she pressed her arms up against her body it forced the last remaining bits of air from the pads creating a rude raspberry sound.

Once again, Simon could not hold in the laughter.  This time Jeanette burst out, not in tears, but laughter too.  For several minutes they could do nothing but hold each other while they rocked with uncontrollable giggles.

Finally Simon said. "I'm sorry Jeanette; I never even asked if you were okay after that fall."

"I'm fine," she answered, "only my pride was hurt, it's these darn shoes; I'm not quite used to the heels yet."

Still trying to be comforting, Simon said, "I understand, I bet I'd have lots of trouble in shoes like those too."

A mischievous look came over Jeanette's face as a plan formed inside her mind.

"We still have time before Miss Miller and Brittany come back from shopping.  Why don't we see how you'd do?"

Simon looks at her, puzzled by what she had said; he could only sputter out "what?"

Jeanette pushed on saying, "let's see how you'd do in this costume, you got to have a good laugh at me in it now I want a chance to have a little giggle at your expense."

"Er, s-sure… Ok then, hand me the shoes and I'll try them on for you." He says with a hint of uncertainty.  Simon felt a little guilty about laughing at her fall, that he thought maybe trying her heels on could be the least he could do.

Jeanette just smiled.  "Oh no, if we do this, we are going to do it right."

She quickly took off the high heeled shoes and went over to her dresser.  Pulling open the top drawer she pulled out a couple of items and brought them over to Simon.

"You put these on while I go change out of the gown."  She said as she shut the door on her way out of the room.

Simon sat on her bed and just stared down at what she had deposited next to him.  It was a pair of pantyhose and a girdle.

'What have I gotten myself into this time,' he thought as he reluctantly started to take off his clothes.  

First Simon pulled off his blue turtle-neck sweater.  He slips off his shoes before taking off his black jeans.  With a puzzled look, Simon picks up the girdle and studies it.  He noticed it had built in pads in the rear and hips.

'More figure enhancements to make her look like Jessica,' he thought, 'and now I'm going to be Jessica within them.' With a sigh he starts to put on the girdle.

After a lot of tugging and pulling he manages to squeeze himself into the unnatural contraption.  Simon felt very uncomfortable with it on, being that there are body parts a girdle of this kind was never meant to have to cover on a male. The fit is very tight, but Simon figured he could stand it for the short time he will be wearing it.  The pantyhose were less of a problem since he already had some experience wearing tights in school plays. This hosiery is different though. The bespectacled chipmunk had never actually worn fabric that was this sheer.  Simon knew he had to be careful putting it on. He remembered seeing a woman put on stockings in a movie once, and decides to mimic the way she handled the silk fabric.

He first carefully rolls up the stockings and slowly unrolled them up his leg.  Simon paused for a moment as he notices that the fabric almost seem to disappear as it covered his foot.  He wondered what the point would be if you could not see them when they were on.  After he managed to pull them up all the way up his legs he did see the difference. The hosiery smoothed out the outline of his legs making them look sleeker and well; he had to admit it, more feminine.

His study of the hosiery's transforming qualities is interrupted by the door opening as Jeanette returned.  Jeanette has already changed into one of her regular purple-blue skirt and baggy blue sweater.  Her hair is pinned back up in her usual bun style.  She even put on her sneakers with the loose laces.  The brunette chipette struggled slightly as she hauled in a fairly large cardboard box.

"Good, you managed to get the stockings on without ruining them, stand up and we'll finish giving you some curves."  She put the big box down on a chair and took a smaller box from it.

Simon did as she asked and stood up beside her.

Jeanette opened the box and took out a white garment.  She held it up to show him.  He could see it was a bra, but one that was very different from ones he had seen before.  Its fabric extended downward from the bra top.

"This is a long line bra, Simon.  It is made to nip in the waist.  And, it was also a water bra."  Jeanette gleefully explained.  This confused Simon until she showed him that the cups at the top had a padding that was filled with water.

"It is like this so they'll move naturally, and also enhance your figure.  Of course we'll have to add a figure for it to enhance."  She adds with a giggle.

Jeanette takes the bra and wraps it around Simon, who is giggling and squirming, as the soft cool fabric brushes up against his furry body.  The speckled chipette starts to close the hooks of the garment which proved to a bit of a difficult task.   Originally the bra is made to fit a woman's curved figure, which the male teen chipmunk does not possess.  Simon could feel the strong elastic constricting him to a feminine shape, every breath he takes is resisted by the garment.

"Take a deep breath Simon so I can get this last hook fastened." Jeanette tells him.  Simon does as told.  He takes a breath in and holds it as she finishes locking him in to the contraption, molding him into an hourglass figure.

"There, that'll give milady a very sexy figure."  She said with a small laugh as she runs her hands along her boyfriend's new curves.

Her touch causes him to release his held breath in a combined giggle and cough.  As he tried to catch his breath he could feel the garment fighting him. He put his hand on his stomach as he tries to take a deep breath.

"You might find it easier if he tried breathing upward rather than trying to expand his chest outwears."  Jeanette explains.  

"And besides," she added, "it will help show off these."

Jeanette pulls out and reveals another item from the big box.

'These' turned out to be silicon breast pads that fit into the bra cups that will also stick to Simon's chest. The cups of the bra are designed to cover the silicon, and the tightness of the bra itself makes it look like the male chipmunk is rather well stacked.  Even though a small amount of visible flesh the bra has pushed up is actually all there was giving away the illusion.

Jeanette made some adjustments to the bra which brought a smile to Simon's face.

"Don't tell me you're enjoying wearing all this?"  She asked.

He giggled a little more and said, "no, it's just that the pads tickle when they get moved."

"Okay, time to try the dress on."  The chipette said as she unzipped the long, red, silk gown.  She holds it open out right in front of Simon.  It took him a moment to realize that he has to step into it. Once he is in she helps him carefully by pulling it up over his stocking covered legs. Jeanette adjusts the strapless gown properly in place before going behind to slowly zipping him up.  The dress fit perfectly clinging to all the new curves.  

"Now let's see if I can give you a face to match your new body.  Sit down in this chair so I can do your makeup."  Jeanette says.  But before Simon could sit she suddenly stops him.

"Before you sit in along gown you should smooth the skirt under you."  She instructed him.

"Good, I'll remember that for all the times I plan to wear an evening gown in the future."  He replies sarcastically with a smile.

Jeanette takes off his glasses and goes right to work in applying lipstick, blush, false eyelashes and a multitude of other cosmetics that he could not identify. After what seemed an eternity to Simon, Jeanette nodded her approval that he is properly painted. She gave him back his glasses, but would not let him see his face yet.

"Let's get this on you first."  She said as she produced a Styrofoam head that held a long wig that is a perfect color match for Jessica Rabbit's flaming red hair.  The chipette takes the wig and begins fitting it to Simon's head.  As soon as it is on, she brushes the red fake hair so it replicated Jessica's hairstyle that partially covered one side of the face.

Jeanette looks at her handiwork and still is not satisfied.  She realizes it is because something's missing.  Going back to the box she finds what she is looking for.  Quickly she snaps some clip-on button earrings to Simon's ears, which caused him to slightly yelp due to the slight stinging pain when they pinched his earlobes.

"That's why most girls wear pierced earrings now."  She said with a wink.

Jeanette finally now hands him a small hand mirror.  "Take a look at the new you."

Simon is amazed at the face that gazed back at him from the mirror. Jeanette had done an incredible job at transforming him into a sexy chipette. Even the glasses he wore could not dull the beauty she had created.

Full red lips that seemed to be in a permanent sexy pout, high cheekbones and eyes that blinked with long flirty lashes. All framed by fiery red hair that teasingly hid part of the face. And all created with skillful use of makeup on Simon's boyish face.

"I can't believe what you were able to do to my face, there's nothing left of Simon Seville."  The disguised chipmunk said as he continued to stare at the new girl in the looking glass. "You have a real talent for this; you are a makeover genius Jeanette."

The chipette blushed at the compliment.  "Watching Brittany you pick up a lot of makeup tricks."  

She handed him some long, light blue gloves to put on.

"Hmmm, the name Simon just does not suit you now for some reason, how about Cheryl."  The chipette giggled.

Simon chuckled as he worked on squeezing his hands and arm into the tight gloves. "All right, Cheryl it is then."

As he finished putting on the gloves which covered his arms almost to the shoulder, Jeanette retrieved the red high heels she had worn earlier.  She kneeled before her newly feminized boyfriend in order to slip the shoes onto his feet. Well 'slip' really isn't an accurate description; she really had to push to force Simon's feet into them. After a lot of unladylike grunting from them both, his feet finally slipped in, and he wished they hadn't. His toes were all cramped up in the pointed front of the shoe and at an odd angle by the tall thin heels.

Jeanette stood up and looked at her creation with an ear to ear grin spread over her face.  "I have got to get a picture of you."  She said and ran off to get her new camera.

As she left the room Simon became very curious to see what he looked like completely dressed as Jessica Rabbit.  Since there was a full length mirror in the room he decided to take a look. He stood up and quickly found himself back sitting in the chair. He had lost his balance on the spike heels.

Being more careful he tried again and managed to stand. 'How do women survive in these shoes?' he thought to himself.  With a lot of concentration he was able to keep his balance enough to walk over to the mirror. What he saw amazed him.

There in the mirror was a femme fatale worthy of being a movie star with a body to match the face he had been given.  The stockings and high heels had given him long lovely legs which the gown displayed with a very long slit up the front.

The gown also showed off an hour-glass-figure courtesy of the padded girdle and long-line bra. And even knowing it was mostly silicon padding did not stop him from admiring the ample bust-line. Even his hands had been molded by the gloves to a more feminine shape.  

On a table near the mirror sat a Hollywood fan magazine open to an article about some starlet complaining how all the romance had vanished from her life, along with her plugging her newest movie and posing in some sexy outfits.

Simon looked at it and could not resist trying some of the poses from the article.  He heard Jeanette come back into the room and decides to give her a laugh. Still looking in the mirror he posed with his hands on his hips and in a voice that he hoped would sound properly feminine said, "Why can't I meet a man who will bring romance back into my life?"

A familiar voice said, "You have just met the man who will bring romance back to you."

It took the disguised male chipmunk a second to place the voice.  Simon quickly turns around, but before he could say another word he felt his gloved hand being softly held.

Simon looked on helplessly as his hand was taken and kissed by his brother Alvin.

Finishing the kiss he gazed deeply into the eyes of his disguised brother. Simon had seen that look many times on Alvin's face when he met some new girl, he knew what it meant. Alvin was in love, with him!

The young chipmunk knew he'd never live it down if Alvin found out he had let Jeanette dress him up like this.  Simon had to think of a way out, but mainly make sure Alvin never knew the latest love-of-his-life was his brother.

At this point Jeanette returned and was greeted by a scene from a romance novel.  Here is Alvin holding the hand of a beauty in a sexy outfit, gazing lovingly at 'her'. Of course since Jeanette knew who the object of Alvin's affection really was she almost burst out laughing.

"Alvin, you do realize that this is really--" She stopped in mid sentence. Alvin turned to Jeanette once she spoke.  This gave the disguised Simon to flag frantically, but silently, at her as a signal to not tell Alvin the truth.

Confused at first, but soon caught on, Jeanette said, "really nice that you could be here to meet my cousin, Cheryl. She's just come into town for a visit."

"Cheryl?"  The infatuated chipmunk said.  "Such a lovely name for such a lovely lady.  Imagine my surprise, huh?  I come here to find Simon and talk to him about a plan I thought of, and instead I find this lovely creature."  And he kissed Simon's hand again.

This brought a new round of barely concealed giggles from Jeanette. "Be right back."  She said knowing she had to get away from the romantic couple before she would hurt herself in attempting to repress her laughter.  

"Ok," Alvin purred, "This will give me a chance to get to be better acquainted with Cheryl."  The red-capped chipmunk walked over and sat on the edge of Jeanette's bed.  He motioned for 'Cheryl' to sit next to him.

Simon, resigned to having to keep in female character, took a step in that direction. However his inexperience in being a girl betrayed him. He stepped on the hem of the gown and in the high heels could not get his balance back.  Soon he found himself propelled towards his brother.

Just outside her room, Jeanette had just gotten her giggles under control.  But when she heard from inside the room a sound of spike heels tapping rapidly on the wooden floor, and the sound of something landing hard on her bed she ran back inside.  That is when she is greeted with an incredible sight.

Simon had landed right on Alvin's lap and his hand had gone around Alvin's shoulders to break his fall. Alvin, meanwhile, had wrapped his arm around Cheryl's waist to stop her from falling further. Innocent enough, but to Jeanette's eyes they had ended up like boyfriend and girlfriend cuddling together. She lost control again and had to run out of the room before she burst out laughing.  This time she ran all the way into the bathroom down the hallway.

Embarrassed, Simon could only smile.  Alvin mistook the smile as a sign that Cheryl liked him and so he snuggled her close to him.  Never having been a beautiful girl before, Simon couldn't figure out a way to extricate himself from this situation.  The brilliant chipmunk could not even think of what to say.

Alvin finally asked.  "Cheryl, would you like to take a walk in the park?"

The thought of being seen in public dressed like this, and having to walk around in these high heels that were killing his feet made going to the park the last thing Simon wanted to do.

Using the same feminine voice he answered, "No thanks," and went back to thinking of a way out of his unwanted romantic entanglement.

"Yeah," Alvin said. "It'd be much more fun for us to stay here and get better acquainted." He then gave Cheryl's hand a friendly squeeze.

This let Simon know that in the romantic game he was now in, he had given a wrong answer.  Suddenly a walk in the park would have been preferable then a make-out session on Jeanette's bed.

"You know, I think a walk in the park might be nice after all."  Simon said with a slightly nervously squeaky, but female voice.


OoOoOoOoOoOo


Jeanette was very surprised when she returned to her room and found both Alvin and her disguised boyfriend gone.  She caught a glimpse of them out her window.  It just so happens that they are walking along a path into the small park across the street from her house.

Alvin looked like a guy in love as he held the arm of his new girlfriend.  Simon on the other hand formed a fake smile on his face, and looked like he'd love only to disappear. The disguised chipette held onto Alvin's arm only to help him balance in the tall heels that hurt his feet with every step.  Jeanette set off after them hoping to come up with some plan to get Simon out of this without embarrassing him.  



The disguised chipmunk walked along the path, his arm still held in a loving way by his brother Alvin.  He hoped that he would not run into anyone they knew.  That hope is dashed as they came up to an ice-cream seller.  Enjoying their treat was Simon's other brother, Theodore, and Jeanette's sister, Eleanor.  They had just got back from the bake off sale.  Of course, Alvin, being the show-off he is, just has to introduce his new 'girlfriend' to his brother.

"Hi Theodore, this is Cheryl, of course since she's your cousin you all ready know her Eleanor."

Both Theodore and Eleanor were silent for a moment then Eleanor spoke up.

"I don't have a cous--" she stopped in mid sentence once she heard Jeanette whispered to her from a nearby bush.  

Jeanette motioned for Eleanor to come closer.  Once Eleanor walked up to her sister, Jeanette quickly whispered in her chubby little sister's ear.  As soon as she heard the bizarre explanation of whom the beautiful girl Alvin is in love with caused Eleanor to blurt out "Simon?"

Simon thought he was doomed until Eleanor recovered her senses. "-Ize" she quickly added. "I forgot, Miss Miller wanted me to simonize her car today, come on Theodore, I need your help."

"Gee, Cheryl, where did you get your glasses?  I have a brother that wears an exact pa--" Theodore said just before he is whisked away by his girlfriend.

Simon could see Eleanor trying not to laugh as she and Theodore hurried away.

Before Jeanette could figure out a way to get Simon out of the situation he is in, Alvin takes Cheryl around the corner down the path, and they disappear.  Jeanette let out a little gasp before running to catch up to them, with a square shaped object in her hand.


OoOoOoOoOoOo


"Why don't we have a sit on this bench here, Cheryl?"  Alvin suggested.

By this time Simon's feet were killing him, and so he was happy to get off them.  He makes a wide grin while nodding approvingly.

Alvin, feeling a little parched, walks over to take a drink at a nearby fountain.  Simon settled onto the bench, collapsing a most unladylike fashion.  He leaned back trying to relax in the uncomfortably tight bra and girdle he wore.  

Alvin smiles as he returns. Cheryl sat on the bench her feminine figure displayed perfectly.  Her long legs, almost spread apart, portioned themselves in a very seductive way.  And best of all, her head held back and her eyes closed but her red lips just begging for a kiss.  Alvin took action and swooped in close to her.  He leaned to plant a kiss right on those lips.

It took a second for Simon to react.  His eyes shot wide open with shock and instinctively he pushed Alvin away.  Simon then struggled to get up from the bench.  His mind started to work as he hatched a plan.  He thought of slapping Alvin's face and telling him that she was not that kind of girl before making his getaway back to the Chipette's.

Two things foiled his plan.  First, as he got up from the bench, the long haired wig caught on a nail and is yanked off his head.  Second, he lost his balance on the high heels again and fell back on the bench landing rather hard and causing him to let out an involuntary "ouch" of pain in his normal voice.

Both chipmunks just stared at each other in shock.

"Uh, I knew who you were the whole time."  Alvin at last spoke trying to give the impression that he knew who Cheryl really was all along.

"Oh, really?"  Simon almost smirked.

"Yeah, you know me.  I just decided to go along with it as a gag.  Er, tell you what, I won't tell anyone about your little dress-up adventure if you agree to do all of my chores for the next month."  Alvin said, with his famous mischievous smile.

"I've got a better idea," Simon countered, "Why don't you do all of my chores for the next month, and I won't tell anyone that you actually tried to kiss me.  Face it Alvin, you were fooled into believing I really looked like a woman."  

"What?"

They argued back and forth as they tried to see who were at more wrong in this situation.

It is at this point that Jeanette stepped out of her hiding place a nearby bushes.  Figuring she can no longer resist the temptation, she clears her throat to get their attention.  Once both boys are looking at her, Jeanette holds out her small digital camera.  It showed them a picture on its view screen.  Alvin and Simon's jaw drops.  They could clearly see a picture of Alvin still in a lip lock with the un-wigged Simon.

Both boys stood in silence as Jeanette dawns an evil grin and asked, "So, how are you two at doing dishes?"


END