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(C) 2006 – Nick B All rights reserved

Chapter 2

It all kind of fizzled out when they realised that as nice as it would be to have another go, both of them had to go to work and it was with no small measure of regret that Chris rolled his stockings down his legs and off, placing them with his suspender belt and wishing that he could just call in sick or something.

Stood in front of the mirror, he tried to remove the breast forms and try as he might, he couldn’t. They were firmly stuck in place and wouldn’t budge, except to take the real bits of him with them.

“JESS!” he yelled.

“What!?” she yelled back.

“How do I get these bloody tits off?”

“Oh shit!” she said.

“What ‘Oh Shit’?” he asked.

“I didn’t bring the bloody solvent with the forms and the glue.”

“Well that was smart. You’ll have to go and get it then won’t you?”

“I can’t. Mum’s not going to be home until tonight, maybe tomorrow. I’m afraid you’ll have to live with them for another day.”

“You’re mad. I can’t do that. I have a meeting with Bill from SolTech today.” he said, beginning to panic. “I’m doomed.” he said morosely, sinking to the floor.

Jess stood in silence thinking while he sat there on the bathroom floor in a state of shock.

“Has he met you before?” she asked finally.

“No. Why?”

“Then you’re not doomed. Just go as a woman, rather than Chris. He’ll never know will he?”

“I can’t do it, Jess.” he said.

“You did it last night and no-one knew who you were even, never mind that you weren’t really a woman.”

“Yeah, but this is different. For a start, there’s no subdued lighting and no alcohol. It’s going to be a brightly-lit office with a totally sober customer.”

“Then we’d better make you convincing then hadn’t we?”

She was all business from that moment on. First she went back into the bedroom and rifled through her wardrobe, pulling out things here and there, then she brought tights, panties, the boots and girdle that he’d worn the night before, but it was the makeup job that sold it, topped off with a brunette bob wig that may have been old, but it fitted nicely and actually looked better than the blonde one he
wore the night before. By the end of her ministrations, Chris looked about as girly as anyone could.

“It’s a bloody good job you’re a similar size to me. Now, speak to me.” she said.

“What?”

“Speak to me.”

“What do you want me to say?” he asked.

“Soften your voice. We haven’t got time for coaching so just speak softly. That should do it.”

“This is not going to work. What will the others think?”

“Well if you keep up with that kind of negativity, it definitely won’t work. As far as what the others think, you’re making the best of a bad job. You don’t want your company going down hill or even under thanks to a stupid mistake and you’re doing your best to make sure that doesn’t happen. Anyway, I doubt anyone will recognise you.”

He wasn’t happy. A joke’s a joke, but this was possibly pushing things a little further than most people would feel comfortable with and he was one of them.

He left the house petrified, the broad daylight of the morning coating everything with stark clarity. He was dressed in a charcoal-grey two-piece business suit; the skirt falling to just below the knee, black sheer tights and boots, oh and don’t forget the wig. Under the short jacket, he wore a plain white blouse and a white bra, but underneath all of that, he was convinced the whole street could see him;
were all actively looking and pointing fingers.

He didn’t feel comfortable at all as he walked across the short paved area to the drive and his car, the heels of his boots (he did like them and found them oddly comfortable), striking staccato ‘cracks’ that he felt sure threatened to waken everyone who wasn’t awake already and draw them to their windows. Their curtains were already twitching in his minds eye.

Aside from the feeling of being watched by all and sundry, there were two things that he REALLY felt uncomfortable with: one was the handbag and the other was the change to the undercarriage. It wasn’t that the handbag was horrible (in the hands of a woman perhaps), but it was a handbag for God’s sake and carrying it made him feel a complete Nancy-boy.

The change to the undercarriage was down to the fact that he was wearing a fairly tight skirt and that meant he had to wear fairly tight panties. He had argued that his own pants would be fine, but Jess pointed out that they were too thick and would show – VPL of boxers or ‘Y’ fronts was inappropriate.

If that wasn’t bad enough, she showed him in the mirror what even a flaccid penis looked like under the skirt. From that point on, it was tight panties and ‘Willy’ was tucked back between his legs – an incredibly weird sensation if one hasn’t tried it before, although it DID make the front of his skirt look a lot more flattering.

He had been accosted by so much to remember, so many things not to do and equally, so many things TO do, none of which were apparent during the party.

The main reason for that was the fact that the heavy velvet dress he wore hid everything. You could have had several people under that skirt without anyone noticing. He wasn’t supposed to be a girl when he was wearing it either; he was supposed to be a man in drag for a party and therefore, didn’t have the finer nuances to remember about being female. This time, the opposite was true and it
was just fortunate that the previous night’s excursion into the realm of womanhood was realistic enough to make today possible.

He got into the car and rummaged through the small number of things that Jess had added to the handbag; things he would need through the day like mobile phone, card-key for work, lipstick, hairbrush, tissues, a couple of tampons (why?), keys and money. It was like he was a little kid going off to school with a lunchbox that had teddy-bears on the outside rather than Superman or
Spiderman.

His nails had been left painted, and he looked at them as he put the key in the ignition.

What the hell was he doing? Jess’s voice rang in his head “…if you keep up with that kind of negativity, it definitely won’t work…” echoing like an over-enthusiastic recording engineer’s work after he had just discovered the reverb knob.

He turned the key and the engine growled into life. He tried to arrange his feet on the pedals as he normally did, but in the boots, it all felt so alien. Christ, he could barely walk in the buggers, now he was going to have to start getting dexterous. He was a bit jerky driving down the road for the first time in those heels. However, by about the half way point in his journey, he was getting the hang of it,
but boy did it feel strange. By the time he pulled into the car park, he had neither lost his temper nor hit anything and if he had, he was wearing clean underwear.

He nearly fell off his heels twice as he attempted the walk across the car park between his car and the building, but those slips were the least of his problems. His main concern was how he was supposed to get past reception? Mary was sure to know who he was and he would within five minutes, be the laughing stock of the company. He stopped, pulled his mobile out of the purse and phoned Jamie.

“Can you come downstairs and let me in the building?”

“What? Can’t you get in yourself?”

“No.”

“Why?”

“I think you need to see this for yourself.” he said. “And promise you won’t laugh.”

“Laugh?”

“Yeah, you know; it’s that thing you do when you hear a joke, or see something funny. Just get down here.”

“Okay. I promise. See you in a minute.”

It was a very bemused looking Jamie who left the building some five minutes later. Chris had gone back to his car. It was cold and as nice as women’s clothes may look, they are generally thin and not much use against the cold, never mind the draught that was blowing up the skirt and through the rather insubstantial panties.

He tried a casual walk across the car park, slipped off his heel and tried a casual ‘limp’ instead.

Jamie looked across the rows of parked cars and turned back.

“Jamie!” shouted Chris. Once again Jamie scanned through the rows of vehicles and looked right through him, past him or something, but he didn’t rest his gaze on him, Fortunately Chris was nearing. Jamie’s bemused look turned to a frown.

“Jamie!” Chris called again and the frown deepened as Jamie stared at him, his ‘breasts’ wobbling up and down inside his jacket as he limped towards the confused young man, causing something of a hypnotic trance to set in on the face of the hapless Jamie.

“It’s me - Chris.” He said from about fifteen feet and Jamie’s jaw nearly hit the ground.

“What the hell are you doing here looking like that?”

“I had a bit of a problem.”

“No shit, Sherlock.”

“Jess forgot to bring the solvent for the glue that holds these on, er, my eyes are up here?” said Chris pointing at his face.

“What? Oh, yes, sorry.”

“Look, I wouldn’t have come in at all had it not been for the meeting later.”

“Bill will be surprised.”

“Not half as much as I was, I’m sure.”

“Or me.” Jamie started to laugh.

“Er, Jamie.” Chris prompted. “You promised.”

“Yes, sorry. I forgot myself for a moment.” he said and burst into fits of giggles.

He coughed and cleared his throat and Chris could see tears starting from the corners of his eyes, but bless him, he did hold it together long enough to get into the building.

Chris needn’t have worried about reception, as Mary hadn’t arrived anyway, but being escorted in by Jamie, certainly prevented people from asking questions and causing more embarrassment.
Upstairs, Jamie was starting to lose it again as Chris followed him into his office, closing the door behind them.

“The shock is Chris; you actually look quite stunning. You’re a bit slim round the butt perhaps, but apart from that, it’s pretty good and I like the hair.”

“Thanks.” he said smiling a bit coyly and fluttering his mascara coated eyelashes.

“That’s not going to help.” said Jamie and both of them burst out laughing.

“Who is this Bill anyway?”

“Don’t know. They just said “their representative”.”

“Have you met him?”

“No.”

“Well we’ll just have to wait and see I suppose.”

The big question of course, was what they were going to tell others. It was alright to try and hoodwink Bill, out of necessity of course, but what of the others at work?

Jamie suggested that Chris should be his sister.

“I suppose it might work.” said Chris. “It’s risky though, don’t you think?”

“No worse than you dressing up like that to come to work.” Chris had to agree.

“What’s my name?”

“Chris.”

“Not MY name, dumb-dumb, my sister’s.”

“How about Pippa, short for Philippa?”

“Do I really look like a Philippa? It’s a bit ‘horsy’ don’t you think?”

“Not really I suppose, but then does anyone? I mean look like their names?” That was a point. Take Moon Unit Zappa for example.

“Okay. It’ll do.”

“Best you get back to your office and calm down, Bill will be here about ten.”

Chris sat in his office and got more and more nervous. He took a breath as Jess’s words once again imposed themselves on his mind “…if you keep up with that kind of negativity, it definitely won’t work…” which made him steel his resolve somewhat.

He had good reason to be nervous though, when one of the secretaries, Wendy, wandered in, took one look at him and excused herself again. Seconds later, her head poked round the door.

“Er, I’m sorry, but who are you?”

“I’m Philippa, Chris’s sister? Call me Pippa.” Chris lied trying to soften his voice like Jess had told him, smoothing the hair of the wig.

“I can see the resemblance.” she said. “You could almost be twins.”

“Close twins at that” thought Chris smiling inwardly, unable to tell whether she recognised him or was just being kind. All he knew was that she seemed quite happy and he was just about to let out a “phew!” after she left the office, when she poked her head back round the door and asked if he wanted coffee.

“Please. Two sugars, white please.” he said.

“Like Chris!” the secretary smiled and once the door was closed behind her, he could feel a flush creeping up his face. He just hoped it would have dissipated by the time she came back. He continued to browse the documentation regarding the up coming project when she came back in.

“It’s nice to have another woman in here.” she said, placing the coffee down on a coaster on the desk.

“Oh?”

“I didn’t mean anything by it. It’s just nice to see a woman in a position that normally seems to be exclusive for men, if you know what I mean.”

“I do, but don’t get too used to it. I won’t be here that long. I’m just covering for Chris while he’s away.”

“Shame. Never mind. Enjoy it while it lasts then.”

“How ever short a time it lasts, it’d be too long.” Chris thought. Still, it was nice to pass for one of the girls. In fact, that thought probably reduced his nerves more than anything else.

The phone rang and it was Mary on reception.

“There’s a visitor for you and Mr. Healey, Mr. Burton” she said.

“Thanks.” he said. “By the way. It’s Ms. Burton.”

“Who?”

“I’m sorry, we weren’t introduced. I’m Philippa, but I prefer Pippa. I’m Chris Burton’s sister.”

“Well it was nice of your brother or Jamie to let me know.” she said sourly.

“I’m sorry, but you weren’t there this morning or I’d have done it myself.”

“I’m sorry too Pippa. It’s just it happens all the time.”

“I know how you feel. I seem to be getting things sprung on me at the last minute as well at the moment. Would you mind asking him to wait?”

“Him?”

“It IS ‘Bill’ who’s arrived isn’t it? We’re expecting a Bill, from SolTech.”

“Yes, that’s her.”

“Her?” Chris spluttered. “The buggers! They’ve done it again. Would you mind asking her to wait?”

“Certainly Pippa.”

Chris headed downstairs. Bill was a woman? He wasn’t prepared for that at all. He arrived in reception and smiled at Mary.

“You must be Pippa.” she said with a warm smile. Odd; Chris never got one of those.

“Bill?” he said to the visitor.

“Hi.” she said. “Belinda Dempsey, but everyone calls me Bill. I know. You were expecting a William. SolTech does that. It kind of puts people off guard.” she laughed a warm, rich laugh, but it didn’t take away Chris’s increasing nervousness.

Chris took Bill to his office and sat her down, asking if she’d like a coffee.“Yes please, it’s a long slog through the traffic.” she replied. Chris went to find Wendy. In the meantime, they started going over some of the technical points for the project.

“Thanks Wendy.” said Chris.

“You’re most welcome” she grinned. This was getting very confusing for Chris. Wasn’t that the woman who only last week told him to “get his own bloody coffee”?

Anyway, back to the plot. It transpired that SolTech were an engineering company and wanted a software company to take charge of the firmware and software applications for their project. This meant working with them rather than being solely in control. This would be a new one for Millennium.

It was nearing two when Chris suggested they broke for lunch. He took Bill to the Bird in Hand.

They arrived at the pub and were greeted by Tina, the barmaid.

“You must be Pippa.” she said brightly, looking Chris up and down, though Chris could see nothing in her expression that said she knew he was anything other than Pippa. “I can see the resemblance.” Chris smiled and Tina passed him and Bill a menu each.

“So how long have you been at Millennium?” Bill asked.

“It’s my first day today. I’m really only filling in for my brother who’s one of the directors. He’s away today and asked whether I could help. He said this needed to be dealt with professionally and needed someone who could give it their full attention. Jamie couldn’t as he has other commitments.”

“I see.” she said. “In that case, you have surprised me with your level of knowledge.”

“Chris brought me up to speed, well more or less anyway, but it has been a bit of a slog. It’s a shame really I was quite getting into it, but this might be my last day.”

“But you’ve only just got here.” said Bill looking somewhat shocked. Chris smiled and shrugged.

“I was only asked to help out.”

“What happened to giving the project your full attention?” Bill clearly wasn’t happy. She almost felt as though she had been duped, palmed off with someone who wasn’t going to be with the company as if it didn’t matter.

“I’ll be honest with you Pippa. I like what I’ve seen of you so far. The staff you come into contact with have respect for you despite the fact that you’ve only been there for a day, even less and at SolTech, we like continuity. I don’t think we can offer a contract to a company that has no regard for the continuity of a project.”

This was a blow and something that in the heat of trying to fathom out how to take the meeting, Chris had neglected to consider. He shouldn’t have said anything about how long ‘Pippa’ was going to be there, he should not have said that.

“Would you excuse me for a moment?” he asked and disappeared to the toilets, nearly going into the gents, but the clicking of his heels reminded him that he was not really appropriately attired for such a move. He found a stall and took out his mobile.

“Jamie? It’s Chris.” he whispered. “I’m afraid I may have cooked our goose here. I told Bill that I was only here to take care of the meeting while Chris was away. Now she thinks they’ll be unwilling to hand us the project unless they have a little more continuity.”

“What do you want me to do?”

“Meet us in reception and announce that you’re glad you caught us as you were just going out. Say that Chris is going to be longer than he had expected. Say that if I would like to stay on, you’d be pleased to keep me there for the duration.”

“Are you sure?”

“If it means that we get the contract, then what else can I do?”

“It’s not going to be easy. You’ll probably end up in drag more often than not, at least to begin with.”

“I know. I don’t know how Jess will react either. It’s a big step.”

“Look, I’ll do it, but I don’t like it. It’s deception and it might come back to bite us in the arse. Afterwards, we’ll just play it by ear okay?”

“See you back there then after lunch.”

They arrived at reception and as soon as Mary saw them approaching, she picked up the phone. Jamie was down in reception almost before they had gone through.

“Pippa.” he said looking relieved. “I’m glad I caught you. I was about to go out.”

So far so good.

“I’ve just had a phone call from your brother. I’m afraid he thinks he’s going to be away for longer than he first thought and wonders if you’d be prepared to stay on.” Chris feigned surprise, while at the same time, thanking his lucky stars that Jamie didn’t stuff his lines.

“I’d be happy to.” said Chris.

“That’s the best move you two boys have done since I’ve been here.” said Mary. “It’s about time we had a woman’s touch about the place.” Both Chris and Jamie looked at the receptionist, eyes wide.

“Congratulations.” said Bill when they had returned to the office. “It certainly makes me feel better about suggesting that SolTech award the contract to Millennium.”

“Thank you. Yes, I’m quite surprised and over the moon. It’s not easy to get a technical job as a woman.”

“I know how you feel. You’re always treated like you can’t do the job or something.” said Bill. “I think you’ll be perfect to look after the project from this end. Of course, I’ll have to clear it with the brass back at base, but I don’t see any problems.”

After Chris had escorted Bill to reception and said his goodbyes, Mary once again congratulated Pippa on her continuation at Millennium.

“Thanks Mary. I think it’s going to be hard work though.”

“Yes. Those two boys are quite high maintenance!”

“I’ll bear that in mind.” Chris said dryly and went back to his office, probably to have a nervous breakdown.

A few moments later, Jamie came in. “How did it go?”

“Splendidly. I think we got the contract.” said Chris. “They’re going to let us know.”

“Well done.”

“Thanks, but if you don’t mind, I’m going home. It’s been a long day.”

“See you Monday, or rather, see you Pippa.” Jamie chuckled.

Chris was worried all the way home with whether he’d made the right choice. He kept going over and over it in his mind. Pulling into the driveway, he locked the car and went to the house. He called out after he unlocked.

“Hello?” he shouted.

Nothing.

He took off his jacket and folded it over his arm, his intention being to go upstairs and change into something more suitable, but instead, he flopped back onto the sofa, trying hard to reconcile the decision he’d made, trying to hypothesise how Jess would feel and as he sat there, he slipped into sleep.

Who knows how long he’d been there before his dreams became intertwined with the sound of someone calling his name. He was starting to resurface as he felt Jess’s soft lips against his forehead, barely touching as she kissed him. The kisses traced down to his neck and he felt her undoing buttons on his blouse.A hand snaked inside, brushing the skin of his chest, reaching below the bra and cupping the firm globe within the cup. Kisses recommenced from below his ear,
down his neck as the collar of the blouse was gently pulled aside and the kisses moved to his collarbone, all the while, he could feel the breasts being massaged, his skin under them moving sympathetically.

His fuzzy brain was clearing as he felt Jess’s hot breath on his skin, more buttons were being undone and her hand snaked round his back to fumble with the clasp when suddenly, the bra sprang free and was lifted clear of the mounds beneath. His breathing was becoming more urgent as the thought of what was being done sank in.

“God, I wish those were real.” he thought, or did he? Was it something he said in his head, or was it vocalised for as if his words were a cue, the head on his chest issued a low moan, taking one of the realistically formed nipples and suckling it. He could feel every minute movement, though it offered no stimulation physically. He WAS getting turned on though, but from his own thoughts not the feelings that albeit small, were filtering through the heavy rubber prostheses to his own body
underneath.

Stimulation though WAS coming from a hand that had found its way up from the hem of the skirt, alighting upon the flat area of flesh above the crotch, the area which would have been occupied by his tool, which was uncomfortably trapped between his legs, trying valiantly to free itself from its panty restraint. He stroked Jess’s hair as she continued to play with his breasts, pulling at his
tights and feeling the bare skin underneath, moaning or rather purring as she did.

He raised his hips and quickly, Jess began removing his tights, but without removing herself from his breasts, alternating from one to the other as Chris’s turgid member became more and more like an iron rod, aching for release.

With his tights around his knees, Jess soon got what she was after, rubbing the area of panty at the point where Chris’s thighs met, stroking through the silky material. Chris could feel them becoming damp with the slick clear liquid oozing from the tip of his manhood, soaking into the gusset of the panties.

“I can’t take any more of this.” said Jess, breathlessly and she took him by the hand, leading him from the lounge and up the stairs, not even pausing in her attempt to get him out of the clothes he was wearing, kissing him as he was trying to remove hers at the same time.

They reached the bedroom, though how was a minor miracle, as Chris had his tights round his ankles and his skirt was making its way down his legs as they ascended the mountain of stairs to the bedroom. They had barely crossed the threshold when Chris entering backwards, his lips glued to Jess’s, was pushed onto the bed. His tights hit the floor only milliseconds after his second boot,
followed by the skirt and panties, his relief at freeing off his tool was almost enough to send him over the edge.

Unlike the previous night, this was taking on a note of much more urgency and Chris took control, pushing Jess back on the bed and almost ripping her panties from her, kissing her from neck to navel and beyond, her body hot with the anticipation of what was to come.

He didn’t want to take it too fast as the preamble in the lounge had almost been enough for him on its own and he made sure that Jess was looked after, enjoying flicking his tongue over and round her breasts and nipples, moving slowly down to the area that was currently radiating heat like a blast furnace.

It was some time later that the two of them staggered breathless from the bedroom and made the journey back down through scattered debris of clothing to the lounge where Chris fixed them both a drink. Jess nestled in beside him on the sofa.

“How did your day go?” she asked.

“Better than we expected I think, but Bill being a girl caught me off guard.”

“A girl?”

“Yeah, her name’s Belinda.”

“What about the rest of the day though? I’ve being dying to find out how it went.”

“Well it wasn’t too bad actually, once I got over the initial shock. I seem to have been accepted as Pippa, Chris’s sister. That was Jamie’s idea.” he said, taking another sip from his glass. “But it’s got a little complicated.”

“Oh? How so?”

“The only way SolTech is prepared to award us the contract is if Pippa stays on.”

“Is that usual?”

“I don’t know about usual, I mean people come and go from companies much more regularly nowadays, but SolTech seem to feel that employees should last more than a day. It’s my own fault. I told Bill that I was there to ensure that the meeting was given full attention, since Jamie couldn’t be there and neither could Chris. As soon as I told her that I wouldn’t be staying with the company, she said that she liked what she’d seen of me and the way I got respect from the staff, despite having been there for such a short time and if I wasn’t going to be there to offer continuity, she said that SolTech probably wouldn’t be interested.”

“Oh.”

“Yes. I had to do some pretty fast talking on the phone with Jamie to tell me in front of Bill that Chris was going to be away on extended leave and that he wanted me to stay on.”

“Oh my.”

“I’m really confused, Jess.” he said downing the rest of his drink and getting up for a refill, his dressing gown falling open slightly and exposing most of his breasts, a fact that was missed by Chris, but not by Jess. “I got things from the staff today I never expected, like Wendy making the coffee for one and not once, but twice.”

“Blimey!”

“Yeah and even Mary on reception said it was nice to see a woman there. She told me to be careful as the two ‘boys’ were high maintenance!”

“You have got yourself into a pickle haven’t you?”

“I’m not so worried about that, but I’m worried about you. I mean I know you’ve enjoyed the last couple of days as we are, but to make it full time, at least for the foreseeable future, well, I’m a bit scared.”

“Come here.” she said quietly and he went to the sofa, handed her the refill and cuddled in beside her. “It’s not permanent and it’s been fun. Let’s just see what happens eh?”

Chris was surprised by her apparent nonchalance.

“I must admit, I wasn’t expecting you to be quite so cool about it.”

“I’m surprised too, but when I think about it, I’m at least half-way responsible so I can’t really complain.”

“Thanks Jess. Thanks for being so understanding.”

“There is one thing though.” she said. “But I expect this is not a good time to ask.”

“Go on. What’s bothering you?”

“Oh, it’s not a bother, more of a question.”

“So?!” he asked, the tension getting to him.

“Did you mean what you said earlier?”

“What was that?”

“You wishing your breasts were real?”

“Well at the time I suppose I did, but that’s just because I don’t get much out of having them played with. Of course now, you know, without the stimulation and tension, it sounds silly.”

“Oh.”

Was that a note of disappointment or was it understanding?

Continued in chapter 3

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