Halloween - Chapter 4

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(C) 2006 Nick B All rights reserved

 

Chapter 4

 

Jess snuggled up to Chris hearing his breathing change as he drifted off to sleep.

It was a sticky situation, no doubt about it. She had jumped on the situation without a
thought for what it would do. She thought it was just a bit of fun. She knew he enjoyed it,
but she never once considered that it would ever be anything more than that.

The fates, situation, whatever, conspired to make it more involved, more difficult than a
bit of fun. She really hadn’t meant to forget the solvent and was probably a bit harsh
expecting him to go to work in the guise of a woman. She hadn’t realised the implications
of these actions, the ramifications with regards to the up coming meeting and what
influence that would have on him.

He had gone through with it only because the company needed him to and then had
wound up deeper in it when he was held over a barrel with the customer wanting to deal
with Pippa rather than being passed onto others who may not have the knowledge and the
feel that she had.

She felt terrible for taking advantage of the situation. She had indulged a fantasy with
Chris, playing with his breasts, pretending he was a woman, feeling the soft, smooth skin,
clad in nylon, being turned on by the thought that underneath it all was her man, but what
was left of that man and how long could he continue to be one all the time she was
treating him like he was anything but that man?

Pippa was different. As much as she didn’t want to admit it, he was right and she got on
much better with Pippa than Chris, especially where the sex was concerned. She didn’t
know what it was about how Chris did things as opposed to how Pippa did them; it was
just that with Pippa, she got the best of both worlds, getting sex with both a man and a
woman without having to cheat on her man to do it.

Chris’s admission that he was starting to get lost in the whole fantasy/reality situation
was something that now she came to think about it, was probably inevitable the way
things were going. He was showing more than a healthy interest in being treated as, as
well as acting the part of a woman and Jess knew that she wasn’t doing anything to
discourage that, in fact it would be true to say that she was actively encouraging it.

This was a definite turning point. It seemed that while Chris was willing to make the
sacrifice to fulfil the requirements of the customer with regards to being Pippa, it was
having a confusing effect on him. For her part, she was probably willing to go back to the
way things were, but she had to admit that it wasn’t nearly as much fun.

Jess’s head was becoming crowded with all the things going on, but after more or less
facing the fact that she was going to have to accept that while it was fun while it lasted,
Chris was going to have to make the decision of what to do about Pippa. She hoped that
Pippa would stay, but whatever happened, she didn’t want to give Chris up even if he
wound up as Pippa with only overtones of Chris remaining.

 

Monday morning, Chris got up and felt like a weight had been lifted from his shoulders.
The issues had not gone away, but he now felt that now that Jess understood that he was
nervous and scared of what was going to happen, he didn’t feel so alone in those fears.

Jess was still asleep and he dressed in a jumper and skirt, brushing out the wig in front of
the mirror in the bathroom after he’d had a shave and applied moisturiser, ready to apply
makeup himself for the first time.

When he’d finished, he was satisfied that Coco wasn’t staring back at him and he went
downstairs to make a couple of cups of tea.

He returned to the bedroom and placed the tea on the bedside table.

“Jess?” he said shaking his wife gently.

“Huh?” she said sleepily. “Morning gorgeous.” she said, pulling his head towards her and
kissing him soundly on the lips, snaking her tongue into his mouth and grinning wickedly
when he stood up.

“Now, now, there’s no time for that. It’s time to get up.”

“Spoilsport!”

 

He got to work and was surprised how many people actually greeted Pippa, saying how
nice it was to see her again and it set his mind to wondering just what he’d been like
before. He got to know more of the staff as Pippa than he ever did as Chris and by
Wednesday, he was sure that there were fewer people there that he didn’t know than
those he did.

Wendy appeared shortly after his arrival.

“I didn’t think you’d be staying.” she said.

“Yes. Chris is going to be away for a while longer yet.” he replied.

“So you don’t mind coming to work like that?”

“Come in Wendy and close the door.” he asked. She had a slight smile on her face and sat
in front of Chris. “You know?”

“What? You think I’m blind?”

“The others?”

“I don’t think some people pay attention, but mostly, yes.”

“Alright. Do you know why I’m doing this?”

“Yes.”

“How did you find out?”

“I could already see what was going on, but Jamie confirmed it.”

“What?!” Chris was gob smacked. “Why didn’t you tell me?”

“I like you better like that. You’re easier to get on with.”

“I don’t believe this.”

“I shouldn’t worry about it. I don’t think anyone’s going to give you any stick about it.

You’re the boss after all.”

“If you knew, do you think Bill will have spotted it too?”

“Probably.”

“Oh God, I’m doomed. We’re all doomed.”

He felt as though the world had just dropped out of his bottom (sorry, I think that
SHOULD have been the other way round). He thought that no-one noticed and took his
explanation that he was his sister, but it appears that he couldn’t see the wood for the
trees.

His whole plan had backfired.

For the rest of the day, he stayed in his office. He had plenty of work to be getting on
with and had little or no reason to speak to anyone outside. He just couldn’t wait to get
home. He waited until everyone else had gone before he left the office.

He was rolling drunk by the time Jess got home, sitting in his dressing gown, wig askew
and needless to say, she was angry before she even knew what had happened.

“What the fuck’s going on?” she hissed.

“I’s had a bit of a jink.” he said, one eye in the pot and the other up the chimney.

“I can see that. Why.”

“Why not?” he said, raising his glass. She took the glass away from him and put it on the
side.

“What happened?” she said with that tone that implied that she knew something had
happened and doubtless she wasn’t going to like it.

“They know.”

“Who knows what?”

“Know I’s Chris.”

“Oh shit.”

“’S funny. Thash what I said.”

“What’s going to happen?”

“I sink I’s goin’ a burp.” he said, belching loudly, then keeled over sideways and proceeded to snore almost immediately.

“Oh bugger.” said Jess.

It was about eight when he resurfaced, head pounding like Neal Peart’s kick drum. The
wig hair was plastered over his damp face; ironic, since only a short time before, he was
the one that was plastered. Jess was on the phone and it sounded like it was to Jamie. She
wasn’t happy and by the tone of the conversation, neither was Jamie.

Chris couldn’t listen anymore, not that he could hear much. He could only hear what Jess
was saying to Jamie about the state he was currently in. Anyway, he had other more
pressing things to do, like calling God on the great white telephone.

He arrived back downstairs looking extremely green and dishevelled.

“How are you feeling honey?”

“Like someone else has been using my brain and not put it back right.”

“It doesn’t solve anything, you know, drinking.”

“Thanks. I’ll bear that in mind.”

“Jamie told me all about it.”

“So what happened?”

“Seems they all know and why too, more or less.”

“Yes. I got that from Wendy. I feel like crap.”

“I told you drinking wouldn’t solve anything.”

“Not from the drinking; from work.”

“It’s not over yet. You don’t know what’s going to happen there do you.”

“No, but if everyone at work could see through the disguise, then it’s likely that Bill did too and I don’t think it’s going to sit too well.”

“Try not to think about it yet. Let’s go to bed and perhaps you can sort it out in the
morning.”

 

The next day, Chris was up at the crack of dawn using the solvent to remove the breasts
from his chest and getting ready for work. When Jess joined him downstairs, he was in a
business suit and looking like Pippa never happened.

“Don’t worry, Chris. Just take it as it comes.” she said. He smiled back at her wanly.

He arrived at work and went to his office. Some time later, a very shamefaced Jamie
entered his office.

“I know you’re not happy with me, but it looked like so many already knew something
was going on, I felt it was their right to know what it was.”

“I know. I was angry yesterday, but today I’m not. I was silly to think that I could pull the
wool over everyone’s eyes. I must have looked stupid.”

“No. I didn’t know it was you until you said who you were, or that you were anything
other than female. I think here was just too close to home perhaps. Maybe Bill won’t
have guessed.”

“I’m putting Bill straight today.”

“Don’t. If we lose the contract, we lose the contract, but don’t go putting your foot in it
any further than it already is. Some of the people that have spoken to me, feel that if
you’ve got to go to those lengths, then it isn’t worth it.”

“Yes, but do they know their jobs are at stake if we don’t get this contract?”

“Er, no. I was a little selective about how much I told them.”

“Probably wise.”

No-one said anything about seeing the boss there as the boss and the rest of the day
passed as though nothing had ever happened. Chris went home no lighter across the
shoulders than when he arrived. He was hoping to find out one way or the other, but obviously,
SolTech were at liberty to consider all their options for as long as they wanted and
anyway, Millennium had failed to get contracts before, what was the difference with this
one?

They desperately needed it. That was the difference.

There was more on Chris’s mind than the possibility of losing the contract for whatever
reason. The fact was, that despite the short period of time he had been Pippa, he missed
her, or rather missed being her.

The morning had been almost solemn between him and Jess and he rued that. He missed
the closeness Jess had with Pippa already, missed the fact that they told each other things
that they didn’t as Chris and Jess and they shared so much more that wasn’t said.

It felt like from the moment he expressed his feelings to Jess, everything changed. He
probably didn’t do the situation with his getting rat-arsed any favours, but it felt
appropriate somehow although afterwards, he wished he hadn’t. He knew that Jess felt at
least partially responsible for the fix he found himself in and she was probably feeling
just as bad as he was.

The rest of the week went steadily down hill from that point. He was so wrapped up in
his own problems that he failed to see that Jess was having a bad time too. She was
hoping that he would be able to pull himself together, hoping that he would be able to
draw from his experience as Pippa and bring that into his male self, although she didn’t
know how that would work.

It was only a few days but it felt like an eternity. It was so difficult being with someone,
but not at the same time. It seemed as though in taking off the breast forms, Chris also
took off Pippa and not a trace of her remained. Sleeping with Chris didn’t even feel the
same anymore.

Chris was having the same issues. He had taken off the clothes and the falsies and with
them went the personality. He tried to be what he thought was the same with Jess, but it
just didn’t work. The snappy comments came out as though they were delivered with a
machete in stead of a wry smile and he didn’t know how he could change that.

They say that clothes maketh the man, but in this case they were right. Well it made the
girl, so they were nearly right.

By Thursday, Jess and Chris weren’t even speaking to one another. Being close in bed
was a complete joke. They were both using mental guy ropes to keep from falling off the
respective edges of the bed, leaving a space about the size of a football pitch in between
them. Neither of them knew why and neither of them had the nerve to ask.

Friday morning, they didn’t speak and he went into the office feeling like the last man
alive. He felt lonelier now than he had ever done in his life. After his outpouring of
emotion and admissions the other night, he felt that he had pushed Jess away. He knew
she liked him as Pippa. He guessed that if she could keep her instead of him, she would
and it hurt. The fact that the two people were one and the same (well, sort of), didn’t
figure for either of them.

It was like the way an actor can turn on the personality of someone else for a part and not
even think about how they do it, but then afterwards, they take off the costume and the
character disappears with it. Even if they can get the voice or the look, the costume does
more to them than cover them with a disguise; it implants the character deep into the soul
of the actor, making it believable. Who would have thought that Han Solo could be
played by a man who when off the set could be the complete opposite to the character he
was playing on it. It’s the costume.

 

It was now Friday and Chris felt awful. He hated the suit he was wearing, even though
before Pippa, it was his favourite. He hated the shirt, hated the shoes and he hated even
more the underwear and socks, which felt like they had been made for a scarecrow. As
for the tie, well don’t even go there.

By ten o’clock, he was ready to call it a day. Jamie had been in a couple of times and
could see he was distracted, though that really wasn’t the right word and Jamie wasn’t the
only one who’d noticed. Everyone had acknowledged the fact that the ‘Boss’ was back
even though they knew he was never really away. The person who had been in his place
was lively and lovely and Wendy wasn’t the only one who found Pippa easier to get
along with than the person who was the current incumbent of that office. It was kind of
like K-Pax – “Who’s that” they all asked.

“I’m sorry Jamie. Perhaps I’ll be more together when we find out about SolTech.”

“Yes. That’s probably what it is.” replied Jamie, knowing full well that whatever had
happened to Chris, had nothing to do with SolTech and probably had everything to do
with Pippa.

At midday, the phone rang.

“Hi Bill.” he said.

“Can I speak to Pippa?” she asked.

“No, I’m sorry, but Pippa’s not here.” he said, dreading what was coming.

“When will she be back?” He knew she’d ask that question and he felt like this was it, that time when it all goes Pete Tong.

“I don’t think she’ll be coming back.” he said, a note of resignation in his voice. Hearing
that last sentence coming out of his own mouth cut him to the quick. It sounded so final,
so much like he was referring to a now deceased friend or family pet.

“That is Chris isn’t it?”

“Yes.”

“I thought so. You miss her, don’t you?”

“More than you could imagine; more than I thought possible.”

“Oh I can imagine alright. I can remember when William first did just what you’re doing now.”

“What?”

“Didn’t you know? Of course you wouldn’t.” she said with a chuckle. “I was William
once. That’s why I pushed so hard for Pippa. It had nothing to do with continuity. Christ,
people come and go from jobs all the time. You can’t guarantee that anyone’s going to be
there the next day, let alone in six months or a year’s time.”

“You knew too?”

“Well, obviously.”

“I don’t believe this. Everyone knew and said nothing. I feel a complete dick.”

“Well don’t. I think you did really well, you seemed so natural. Anyway, that’s not really
why I called. I’d like to make it at least semi official and tell you that SolTech would like
to offer your company the opportunity of taking the project on – with or without Pippa,
but I really hope to see her again.”

He didn’t know what to say. He’d never have guessed that Bill used to be a Bill, rather
William. He looked out of the office door. The office was all but empty, typical for a
Friday afternoon. No-one would be back until Monday now, but this weekend was going
to be fan-bloody-tastic!

 

Almost unable to contain his elation, Chris left his office and headed home.

He was starting to giggle in the car, so many things going through his mind as he drove
the twenty minute journey from work, images of him and Jess flooding his
consciousness. At one point he nearly lost it completely, but he pulled himself together as
he neared his house.

He went inside and was so caught up in the phone call and the thought of everyone
knowing that he was Pippa and not only apparently not being overly bothered, but
actually expressing a preference for the feminine persona, that he didn’t know what to do.

In the bathroom as he was taking off his work clothes, he noticed the bottle of hair
removal cream and he started to become excited as an idea formed.

He disrobed and got the first stage of the idea in motion – hair removal. It was cold and
he wished that he’d turned the central heating up before he started as he stood for the
required time for the cream to do its work, then showered and applied the moisturiser.

Next, he selected the clothes he wanted for the next stage. He brushed his hair back and
fixed the wig in place before applying his makeup. It felt so good to be doing it again. It
felt right, it made him smile and again he was accosted by a fit of the giggles as he
thought about what he was doing, what had happened and what he planned to do.

Once he was composed, he completed the application of the makeup and then went
downstairs to the phone.

“Hi, yes… I’d like a delivery of a big bouquet… Too late? Oh dear is there no way you
can make an exception? I’m prepared to pay for the service… You will? Yes please, can
you say it’s from Pippa?” He concluded with a credit card number and hung up.

He just couldn’t stop giggling. Most of it he knew was as a result of getting the contract,
but some of it was definitely due to Bill’s words when suddenly all became clear.

Anyway, stages one, two and three were now complete. Next?

Chris got a chill run up and down his spine as he approached the front door, he wasn’t
sure he could go through with it. He checked himself in the mirror, looking for even the
most minute of flaws, but he’d done as good a job on his appearance as he could, it
wasn’t going to get any better than that.

He made his way across to his car and headed out. Next stop was the town centre.

Returning to his car with surprises, candles, champagne and yet more flowers, he drove
home with a self-satisfied look on his face. It wouldn’t have happened at all if he hadn’t
remembered to withdraw some money from the hole in the wall before he hit the shops.

He was quite a different person this time at the shops than he had been on Saturday with
Jess and he was able to look about him, seeing the looks on the faces of the people that
passed and even the teenage girls didn’t give him a second glance. He felt empowered;
felt good. God, he felt good.

 

Back home and the stage was set for a night of seduction and probably one or two
apologies too, but the main thing was the seducing bit. First he changed into some
nightwear Jess had expressed an interest in. Well actually, she couldn’t keep her hands to
herself when he wore it – perfect!

Jess arrived back at home at her normal time and the house was in total darkness. Chris’s
car was in the drive, but there didn’t seem to be any sound from the lounge and normally
he would have said something when he heard the door open. She placed the huge bouquet
that had been delivered to her place of work on the foot of the stairs while she hung her
coat on the peg and opened the lounge door.

What accosted her eyes at that moment brought tears to her eyes.

The room was dark, well, subdued, lit only by a host of candles all around the room and
directly in front of her stood Pippa. Jess was nearly in tears as Pippa came forward and
took another large bouquet from behind her and ‘presented’ them to her.

Jess’s hands were shaking as she took them, tears already streaming down her face.

“What’s all this?”

“For you.” said Pippa smiling and shrugging. “I figure you went through just as much as
Chris did this week and well, you know.” she said blushing.

“You sent the others to work?”

“Yes.”

“I had so much explaining to do. Everyone wanted to know who Pippa was.”

“Yes, well I got some good news today and some rather enlightening news, but that can
wait. I’ve run you a bath that should still be a nice temperature and I think you should go
and relax. Maybe afterwards, you could slip into something er, more suitable?”

“Okay, but first…” said Jess pulling Pippa towards her and taking her in her arms. “I’ve
missed you.” she said, the tears still rolling down her cheeks, but now the smile was more
apparent. They hugged for a few moments, before Pippa initiated a kiss.

Pippa could feel Jess tremble. She could feel the knees buckling as they kissed and it just
made her take it a step further, increasing the pressure and the va-va-voom, squeezing
Jess hard against her breasts and moving up the passion scale by a factor of about ten.

“Holy…” whispered Jess, as they broke away from one another. Pippa smiled and waved
her away. Jess didn’t know what had hit her. Part of her wanted to stay and get into
Pippa’s panties and the other part wanted the whole scene to play out. In the end with a
little sigh, she went upstairs to the bedroom.

On the bed, Pippa had laid out several ‘outfits’ and any lingerie that needed to go with it.

“My goodness!” she gasped. “This is something new.” She chose one and put the rest
away then went into the bathroom which had been bedecked with flowers and candles.

The water was perfect, topped off with a deep, sweet-smelling foam.

Pippa was downstairs and in due course, Jess entered and nearly took Pippa’s breath
away. The ‘outfit’ was nightwear and all but transparent, even in the half-light produced
by the candles. She nearly lost control there and then and the champagne cork went off
unexpectedly, making both of them jump, then laugh.

“Drink?” asked Pippa.

“Love one.”

The two lovers sat side by side on the sofa and sipped their champagne, the talk was soft
and both of them more or less reaffirmed their vows, promising not to ever go to bed
angry like they did the night before.

“So what was the news?” asked Jess.

“We got the contract.” said Pippa, grinning like a Cheshire cat.

“Oh, I’m so pleased. I told you not to worry. What was the other news?”

“Oh just that Bill was Bill before she was Bill.”

“?”

“William was Bill or rather Bill was William before, something like that. She said that
she recognised what I was going through and that’s why she thought Pippa should stay.

It’s weird, but he went through something similar a kind of discovery, but tried to switch
it off. I guess sometimes if you turn something on, you can’t turn it back off again.”

“So there’s no need for Pippa to be at work anymore?”

“Oh yes there is. I don’t feel right as Chris. However short a space of time it has been, I
don’t want to go back. Pippa’s here to stay. If you don’t mind that is.”

“Mind?!” she said grabbing Pippa and drawing her close, laughing with more tears
coursing their way down her face. “I wished you would, I just didn’t want to make it
difficult for you.” said Jess emphatically.

“Thank you.” said Pippa.

From then on, she couldn’t keep her hands to herself, reaching a slightly trembling hand
towards her wife, Jess taking a slight sharp intake of breath as Pippa’s fingertips gently
traced a line from her chin, down her lovely neck and over her nipples; Jess’s trembling
returning as she reached forward to touch Pippa in a similar fashion.

Within seconds, they were in each others arms and hands were sliding up and down the
silky material of the clothing both were wearing, Jess snaking her hand up under the hem
of Pippa’s gossamer gown, up towards that area of silken gauze that covered her nether
regions.

It was Pippa’s turn to gasp as fingers stroked and probed at her most sensitive area. She
returned the favour, brushing across Jess’s barely covered flesh, sliding her hand
languidly from there to her breasts over her already heaving chest, finding those dark
pink nubs and tracing her fingers tantalisingly over the top of them.

Jess’s breathing became ragged, her trembling more pronounced as Pippa traced her
fingertips back down towards Jess’s stomach and onwards to the secrets below.

It wasn’t long before Pippa took Jess’s hand and led her upstairs to the bedroom where
things progressed slowly, sensuously, neither wanting the moment to end and all the
while, it felt like it was the first time, everything so new, so intoxicating and so right.

 

Like I said at the beginning, this was last year and Chris is no longer seen. He now lives
full time as Pippa, has already started a course of hormones and his breasts are currently
driving him up the wall, being at that sensitive stage where they are neither one thing nor
the other and the slightest movement causes him to hit the ceiling. That aside, he and Jess
are both looking forward to the time when the breast forms can be discarded for good,
which they both hope, will be soon.

As for the rest of the transformation, they’re not too sure about that. Pippa is not
uncomfortable with still having ‘manhood’ and Jess isn’t sure she wants to lose that
aspect either, although with their sex play, sometimes she wonders what it would be like
and after all, there are some wonderfully realistic replicas on the market nowadays.

THE END.

 


 


 


 


 


 


 




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Not a bad reread

I remember liking this when I first read it last year, and have enjoyed the reread.

One thing, though. After all the introspection at the start of the chapter ("whatever happened, she didn’t want to give Chris up") , Jess is remarkable unsympathetic later on ("By Thursday, Jess and Chris weren’t even speaking to one another."). It's very obvious that what she truely meant was "whatever happened, she didn't want to give Pippa up."

Karen J.

"Being a girl is wonderful and to torture someone into that would be like the exact opposite of what it's like. I don’t know how anyone could act that way."

College Girl - poetheather