I.T. Contractor
by HAL
Copyright© 2025 by HAL
It was those heady days of IT when people knew they needed computers and computer services, but regarded them more as Ouija boards – things of unexplained mystery – rather than tools like everything else. It was a wild west of rip-off merchants and promises and good profits, before the big companies moved in and exported everything to the lowest salaries possible to maximise their profits and minimise their service.
I worked in the town of Borcum; I’d moved there to go to the neighbouring town university (Borcum being cheaper for accommodation). Then, when I had done my useless degree, I had stayed. The one thing the university had done was introduce me to computers. I was (and am) a natural, I was programming in paper tape, computer cards, and then directly on terminals. By the end of the second year, when the DPD2000 went down (as it frequently did) in the department, I frequently found myself helping the technicians from the computer department (who really only knew about mainframes). Once I put the non-functioning hard drive into the freezer and they thought I was mad; until it actually made it work, then I was a genius (the cold just lifted the magnetic heads an extra micrometer from the disc).
So when I left with my moderate degree in a pointless subject from a moderate university I could have found myself unemployed. Actually I set up in business. In my third year, Professor Newcom beckoned me over “I hear you are a wizz kid with computers.” I smiled. “I wonder if you could take a look at my sister’s office computer. It’s on the blink.” I said I’d happily pop over to Sandford on my motorbike that evening. “Oh thank you. Perhaps it can’t be fixed like the engineer said, but...”
So I looked. The engineer who said it was a dead piece of metal was one of the rip off merchants. I took out the small battery in the back that maintained the clock when the machine was down, went off ‘for parts’, and came back the next day with a new battery. Mrs Lydia Beynon (nee Newcom) had no more idea about small batteries (picture a very large watch battery) than the man in the moon. So she was charged perhaps a 1000% markup, I spent time and needless effort (resetting the clock: 5 minutes; needless fannying around to check the disc, reset the memory, reconfiguring the keyboard, any other made up things: 1.5 hours). But she was happy, I had only ripped her off a little, not a lot. The office was back up and running. After that, my third year was spent doing odd jobs for her and her friends, and her other business acquaintances. I was a recommended goto person who could be trusted (within reason). I read the computer mags, I got the computer papers. It was more interesting than my degree (hence the only moderate degree, not a good one – but then even Jill Waters, who got a First, ended up in a management training program rather than using her degree).
So I set up in business with my existing contacts and started the work I was destined for. Borcum Computers – strapline “For all your IT needs.” I could source printers and paper, I could advise on which new computer to buy, I could fix your old one, I could transfer everything to the new computer you had paid over the odds for from someone else. And I could do it over a weekend so as not to disrupt your business. People were pleased, people were grateful. I found myself making a surprising amount of money. It couldn’t last, it wouldn’t last, but in the meantime, life was good.
At that time, in those halcyon days, computer experts were regarded as something between Sir Lancelot – riding in to kill the dragons of computer malfunctions, the three wise men – magi from who knows where who knew the secrets of the universe, and Merlin – able to perform magical feats that no-one understood. I was happy to exist in this world and take on that persona. We weren’t geeks, we were rocket scientists, I was surprised at how many attractive young women were willing to go for a drink with me; and in the new freedoms of the period, how many were willing to have sex even on the second (or once on the first!) date. Being seen with an IT expert was a feather in the girl’s cap. I made it plain I wasn’t serious, that was rarely a problem. Their standing went up for having dated me – an IT genius; mine went up over time as I learned to be a surprisingly good lover. No, not surprising that I should become good at it, just surprising that I – a male – was willing to take the time and effort to become good. Then and now men can be selfish and thoughtless as lovers. That was the same trait as my computer knowledge. It wasn’t enough to know there was a language called Fortran (Algol, Lisp, Pascal, Basic, APL, Assembler etc etc), I had to know how to program it. It wasn’t enough to know there was a clitoris and a G spot, I had to know how to program them too. So I wasn’t a bad choice of partner and a lot of girls found they had their first orgasm with me; rather than just being a grateful mattress after a good night out.
Liz Botham was somewhere around thirty to thirty-five. Seven or ten years older than me. She was riding the same wave. She had set up an office as a bureau system for other businesses. She employed some girls by now and they entered the receipts for shops, ordered the goods and updated the books, sent letters from hand written scrawls (improving the spelling for some greengrocer to look more professional and educated), her office employed local girls on flexible contracts so even married women could get home to still make hubby the tea. This was the cusp of feminism. Women wanted to get out of the house but were still expected to keep that house nice. So some had a job for the freedom it gave, some for the company, some for the extra income that they could keep for themselves. Botham’s Bureau employed a mixture. A year before this, her computers – a mixture of Unix office machines and a couple of the new Windows style desktops – had been hit by a power surge which all but wiped several of them. As with so many companies, her backups were poor. I helped set up new machines with Uninterruptible Power Supplies to protect them; the girls worked hard to reenter the last four months work (“Four months Mrs Botham! Let me help you set up a better, more robust backup system”) that the backups didn’t have. It helped, but they nearly went under, just scraping through with an injection of cash from Freely and Johnson, who were looking to get into this IT lark and spread their risk from their Cash For Cars secondhand businesses (four sites and counting). Carl Freely was a weasel – the kind who would put sawdust in the gear box of a scrapheap to sell it off the lot and then point at the small print saying ‘Warranty is invalidated by driving this car’. Jo Johnson was an ex-boxer and was known to like to keep his hand in with people with bad debts. Both would sell their granny if the price was good.
I did other pieces of work for Mrs Botham, I always maintained a strictly respectful tone for even the smallest stallholder with a dodgy keyboard, right up to Mr Archibald Laing the owner of Laing’s Ltd – he liked to get me in as a consultant when one of the big company’s put in a quote for some work: ‘the hardware is overpriced for being a year out of date, they are trying to off load the old stuff on you’.
I networked all the computers so they used a single print server on the Unix machine to drive all the printing; it meant they only needed two printers – one for computer printouts and one for letters and accounts. The maintenance that saved would pay for itself over a year.
“Chris? Oh thank goodness I’ve caught you. We can’t print anything. No, nothing! We have to get the end of month run done. There are salaries for seven companies, eight if you include mine!”
“Nothing is printing?” I asked.
“Nothing, nobody can log in, there are some odd errors which make no sense to anybody. Oh, this is a disaster.” She went on like this for a while. When I finally got a word in, I offered to go over and have a look.
When I arrived, as is normal with panicking people (and especially females I have found), she insisted on telling me all her useless information (“Nobody can tell what has happened. You won’t understand I’m sure”), then she pulled in Sharon to tell me the whole sorry tale again with only a small snippet of extra information. Why do people do this? Why don’t they just let the expert do what they have called him in for? “I’ve asked the girls to stay late so they can sort out the printing as soon as it is sorted, if you get it sorted. If you can’t, I don’t know what I’ll do. Oh...” And so she recounted the sad story again.
Finally I took control by the simple expedient of telling her to take me to a computer terminal. “Hmm, I can’t login.”
“That’s what I’ve been saying. You see the girls have tried and tried and they can’t and...” I patiently listened again. I’m very patient, and it was her time she was paying for. But time was passing and they would be in trouble if the customers could not get their end of month runs complete. She let slip that she was most concerned that Freely and Johnson would probably see the place shut down and them all sacked. Her investment would become worthless. The last six years of her life building this up and it could evaporate.
I was piecing together the facts from the girls working there and coming up with a possible scenario. A Windows update here, a failure to print there. There had been a new release that (if I remembered what I had read correctly) sometimes had the unfortunate effect of an infinite printing loop. But most of the work was still done on Unix terminals and the printers were attached to the Unix server so they had simply ‘known’ that the update which had been loaded was not related. I got everybody off, and rebooted the Unix box with the PCs unattached. It took a long while but I finally got the printer function switched off and immediately things sped up; I knew that people would immediately think it was all fixed, so I put it back on again before anybody noticed.
As I was getting this information, I couldn’t help noticing the girls flitting around. One stretched up for files on a top shelf, showing a distinctly attractive amount of thigh as her short skirt rose up. A little later, another bobbed down without closing her knees, giving me a very clear view of her pants. Liz Botham saw me looking but did nothing to tell the girls to be more refined in the presence of a man who was already distracted by the legs on display normally. The tight upper clothing wasn’t helping either.
“Mrs Botham, I think I can fix it. But it will take time.” This, at least was genuine. “I could come back tomorrow to start if you like.”
“No! No! It has to be today. Oh please! Can you work into the evening? How long will it take? What do you need to do?”
“Well, I won’t bore you with the details; but I will need to reboot a few times. I think: clear the Windows print queues, roll back the updates, empty the Unix print queue, clear the buffers. I may not be able to clear all these in one go you see, and each reboot takes about an hour. That’s why I was suggesting tomorrow. I would have to clear my diary. I was meant to be taking my girlfriend out tonight.” I smiled in a way that implied how the evening was intended to end.
“Wait for a moment would you?” I nodded. She walked over the girls and they had a conflab. Heads shook and then nodded. She came back over. “Look, we need this sorted urgently, but, as you say, it will take a while to fix so ... Well ... The girls have agreed that one of them will stay to attend to your physical needs.”
“You mean food and drink? That’s nice of them but I think -”
“Not just food and drink, the, umm, physical needs that your girlfriend was going to attend to. Do I have to make it clearer?”
“Perhaps it would be best.”
“When it is booting up again, you and her can use my office.”
My mouth went dry: “Well that is very generous, but hardly seems fair. I mean you get the benefit, well so do the others.”
“What have you in mind? Surely I’m a little old for you?” I smiled at her. “Oh? Okay, I’ll sleep with you as well. Is that better.”
I shook my head “Better, but ... well ‘all’ would be fair.”
She looked at me and moaned. “Wait here.” She went back to the girls. After all, they had all agreed that I could select any one of them, why not all of them? They only had to put out once. Was it really so important? Apparently it was. She came back. “Okay, all of us.”
LIZ: “You can be first, and last. That seems fair too. Once as a down payment, and lastly as a bonus if I achieve it. I mean when I achieve it of course.” She nodded. “Oh, naturally, I won’t charge you for the call out.” She smiled at me, I actually think she was grateful. “Shall we get started?” If I was going to do this, I had to take a confident tone.
We moved to her office, watched by all the others. I was already wondering if I could actually keep this up with so many of them. Could I keep going all night? I had to make sure the work lasted long enough too. In the office, she waited. “What do you want? I mean do what you want. I don’t mind, as long as you fix the problem.”
“I shall, I’m certain. May I?” I knelt and pulled her skirt up. She wore a sensible, knee length skirt; but not as stiff as the mini skirts were. It was easy to lift and see her pants and what she insisted on calling pantyhose rather than tights. She thought using the American term made her sophisticated. Black tights over white pants. Since the tights were stretched, the white pants showed clearly through.
She was good looking, not overly laying down fat as some do as they get older. Her bust was more better hidden than some of the others, her blouse was not so tight; her legs were firm and shapely, expanding to an admittedly larger bottom than some of the others but still attractive. I wanted to grab her arse and squeeze. I wanted to, and apparently I was allowed to; so I did, squeezing her squidgy rounded buttocks hard. She gave a little yelp.
I allowed my thumbs to slide in on either side and then realised: “Wait.” Sure enough, when I looked the window blinds onto the rest of the office were open. Several pairs of eyes were watching with wide looks of amazement. I shut the blinds.
“Sorry, I wasn’t thinking.” She said.
“No worries, just a minor distraction. Each girl should have some privacy, I’m sure you agree.” This time I got her to hold her skirt up. My thumbs engaged the hem at the sides and I pulled down the tights and pants to her knees. “Now, let’s get you lying down on the rug.” She struggled a little to get down and then started to continue to remove her underclothing. “No, leave them.” “But I can’t open my legs.”
“I know, I want you as tight as you can be.” With that, I freed my hard and erect penis. There was a little globule on the end. I couldn’t believe this was happening.
Lying on her, I undid her blouse and pulled her bra out of the way. What size were they? E? F? I asked. “E. Does that matter?”
“No, they are just lovely.” I pinched her nipples, she winced. “Sorry, I’ve always wanted to do that. Guide me in.”
“I’m not ready. I’m dry. I’m – ohhh” I decided not to wait and felt down the soft flesh at the top of her legs, found the slot and then positioned myself. The first half inch went in and then it was just a matter of pushing and retreating, back and forth, drilling in to what was a barely damp vagina.
“Grip harder please. Mrs ... I’d better call you Liz from now on I think. You don’t shave then?” She was well endowed with curly hairs. I’d never had a girl with loads of pubic hair. It wasn’t something I insisted on but it seem most girls now cut back and shaved or depillated. This was a new experience. She told me, between grunts as I push on in, that she never saw the need. She did trim it but that was all. “I suppose otherwise it would show outside your bikini wouldn’t it? Oh, this is lovely.” My hands were on her shoulder, pulling hard as I pushed. What with the promise (promises) to come, the tightness of her with her knees together, the gently gyrating boobs with their hard red nipples, I came quite quickly. Not long after, I flopped out. “Thank you, that was lovely.” As I stood up, she made to pull her pants up. “Oh, no. Take off your shoes and tights. Give me the pants, I think I’ll keep them as a memento. I used her knickers to wipe my penis clean and then wiped between her legs, she was leaking. I sniffed the gusset with a satisfied sigh. I had always felt a girl would be embarrassed, offended or disgusted if I did that; Liz looked surprised but said nothing. She smelt of sweat and semen and another smell ... that must be her vagina. I was happy.
I sat down at the desk and started the slow fixing of their system, interspersed with reboots. “Keep the coffee coming girls. You all need it too. At some point you will need to test this.”
“And then catchup with the reports.” Liz added. She was dressed now, but with no knickers. I told her that I wanted the pants from each girl to remind me.
I started by starting each of the pcs and killed the print queues and emptied them. Then I shut them down again and triggered a reboot of the server. Arguably I didn’t need to, but then one can’t be too careful can one?
I then smiled at Angie and asked if she would like to come with me to the office.
ANGIE I picked her next because I already knew I wouldn’t go through with it all the way; I was still recovering from that first session with Liz, it was only forty five minutes or so.
Angie was sixteen, small apple sized tits, barely a waist to speak off, tight little arse to lust after. In short, she was exactly what I would have loved to have fucked into oblivion with her pleading that I was too big for her tight and virginal cunt. All in my fetid mind of course. In reality I wasn’t even sure she wasn’t a virgin and I wouldn’t break into her. She struck me as a young sixteen year old, not hugely experienced. Perhaps I was wrong, but as you can see I’m not a complete out and out bastard; just someone willing to take advantage of opportunities that came up. She had the face of a girl rather than a woman. Her skin was perfect, with little makeup except for eye shadow. Her eyes were large, doe eyes in a small face. Shoulder length hair framed an elfin face with a small slightly turned up nose. I’d like to think she had no lipstick on, that her lips were a natural healthy red, but I’m probably hopelessly wrong. Makeup should not be obvious, so if her lips were smoothed out with crème well, it was done well so as not to be showy.
She had left school just as a vacancy came up in the office. She was on three month trial. All in all, it would have been very unfair to fuck this girl, even if she had agreed (which she had done as part of all of the team).
Having said all that, it didn’t mean I didn’t want some fun whilst the server started its slow progress to starting up.
“So ... you should undress.”
“To my bra and pants?”
“No, I think completely. Yes. Or I can undress you if you’d prefer.”
“No, I can do it. Only, I need the loo.”
“The? Oh okay, come on then.” I walked with her down to the single toilet cubicle. It was a largish room, designed to cope with wheelchairs as well as ambulatory men and women. There were only women usually. I opened the door for her. She made to close the door behind her and I stopped her. “I’ll watch if you don’t mind.” She was shocked. She asked why. “I don’t know. It has always fascinated me how girls pee. Don’t worry, we’ll make it a requirement for the others too.” Weirdly she brightened up then. It seemed that if I watched all the girls having a piss then she wasn’t being singled out. Again, I took the initiative, I closed the door and locked it. Then I reached under her skirt and pull down her pants and thin, pink shade, tights. It was a whim, I don’t know why – does suggest I wanted to be totally dominating but didn’t want to go to extremes; I had noticed before that the seat on the toilet was loose. Seems no-one had fixed it. I’d even considered doing it myself at the last visit. Instead, now, I knelt down and undid the loose wing nuts, carefully putting them on the soap dish on the sink. I lifted off the seat. “There you go.”
“What? On the ... on there?”
“Yes, on the porcelain. Sorry.” She dropped down onto the cold china bowl, keeping her knees together. “Oh, no, legs open please.” I positioned her knees wide open so I could see. I was disgusted with myself, but it made my erection doubly hard. It was tempting me to change my mind about not getting inside her. A stream of piss dribbled and splashed down. I kept her hands away too, for a clear view, so she couldn’t direct it as well as usual. “You usually put your fingers there to direct it? See, I didn’t know girls did that.”
“Did you need to know?”
“No, probably not. But it is interesting. I’d let you watch me, but I’m afraid I’m not in a position to pee at the moment. Oh, no, not the paper, just pull your pants up.” I was tempted to use my hand, but I was getting very close to wanting to get inside her delightfully attractive slit. Putting my hand there would mean I would finger her, I knew it would. We’d probably not get back to the office before she had an erection deep inside.
She was a significant contrast to Liz. From a forest of overgrown pubes to an almost bare groin. The pants were thin, sexy, and not absorbant. There was a damp patch at the front from the dribbles and drops that had stayed on her skin. “Shall we?” We walked back. The girls studiously did not look at us. “Hello everyone. Hope the boot up is going okay?” They nodded, there was a process to follow of switching power to terminals and printers etc. They knew how to do this. “I’ve just locked the toilet.” I doubt that they realised how easy it was to put a coin in to the ‘engaged’ sign on the outside and lock it (or unlock it). “You have to ask me. Oh and I’ve taken the seat. You lovelies have to sit on the china.” We went back into the office. They could have rebelled, and probably would have if I’d said all this at the start, but I have learned since that it is much easy to steadily increase the requirements rather than introduce them all at the start. I was just lucky this time.
Back in the office, I locked it too. “So, do you shave.”
“I shave my arm pits, what do you mean.”
“I mean down there.”
“Oh...” she went shy “I ... well ... I’m a slow developer I think. I haven’t grown any hair there yet.”
“I noticed. It will come, I’m sure.”
“My bust is very small too.” She looked apologetic.
“I can see. Well, I can see it doesn’t strain the clothes like Jacqui.” Jacqui was huge, I confess I was looking forward to see her tits. “But I can’t see your breasts. Would you undress now. Yes, completely.”
So I sat in the comfortable sofa that Liz had in her office and watched as Angie removed her top, her shoes, her skirt; then she hesitated. She took a breath and undid her bra. “See? My tits are tiny.” I pointedly look at her groin. I offered to pull them down, but I said I didn’t want to ladder her tights. “Thanks, very thoughtful.” She slid down her tights; as she did so, she turned so her bottom was visible; I’ve noticed girls do this, it is a way of not showing off their slit. Her pants moved down a bit with the tights, so as she turned, half her bottom was visible. Firm, round and decidedly nearly boyish – though without the dimples that boys have. She kicked her tights to one side and then lowered the pants to the floor; she picked them up. Perhaps she already realised I would want them.
I stood up and took the two steps to her, turning her, I squeezed her small tits. They could be the tits of a thirteen year old. The very thought of that made me harder again. That was a revelation, apparently I liked the idea of young girls. I’d have to be careful. I bent down and sucked on her left tit. The nipples still responded like a proper woman’s. They came up hard and I stroked them. “They are lovely. I’m sure they’ll get bigger in time. Come on.” I wheeled out Liz’s leather office chair and sat her on it. Then I lifted a leg onto each arm so she was wide open at the front. “I want to watch you.”
“Watch me? Oh, I see. I’ve never done that to an audience. Can I close my eyes?” I nodded. She didn’t want to see someone watching, that way she could focus on herself and her fantasies. I wanted to know what a sixteen year old fantasises about but I thought that might spoil the vibe.
So I watched.
She started by cupping her small breasts. Just because they were small did not mean they lack sensitivity, evidently. She stroked and rubbed them and clearly loved it. Then one of her hands moved down to her groin and slowly rotated her fingers around. She had a small Mons Venus, with no hair, as I said. She also had no lips around the slit. Damn! She really was much younger in appearance, and I was turned on by that! I got distracted, wondering if going to a country with a lower age of consent for sex would still be a crime in the UK. I shook my head. No, leave that as a secret attraction, never to see the light of day. Back to the show in front of me. She was rubbing a little harder, a little faster. A finger was sliding up and down the hairless, featureless crack.
She swapped hands, her left hand had started down below and now was massaging her right breast. It was shiny, her hand had brought up some of the leakage from her vagina. Her right fingers were now rotating and pressing hard, I could see a little liquid leaking out and her fingers picked it up with each rotation. Suddenly she switched to using her whole hand and rubbing up and down. She arched and gasped with little sound. Her face had changed from nearly girlish to that of a woman in ecstasy.
“You were quiet.” I said when she relaxed.
“I have to be at home, I’d be mortified if my mother heard me ... or worse if Daniel heard.” Daniel was her younger brother.
I walked over to her and took her right hand and licked it. “Sorry, it’s ... ohh” She started to apologise for the taste, but I had moved to lick her slot. It’s true, it isn’t a particularly nice taste but it is very erotic. I’d managed to sample a couple of girls before, but often they wouldn’t let me. I licked up her slit a couple of times and noticed the damp patch on the chair. Well, Liz could reflect on what caused the interesting stain on her good leather chair. I picked up her panties and wiped her clean with them and then put them to one side.
“I’ll keep those, if you don’t mind. I already have Liz’s – Mrs Botham to you – see?” Liz’s pants were larger, but showed distinct stains too. “Weird I know, but this is a bit special isn’t it? I’ll leave you to dress.”
With that, I went out; careful to open and shut the door quickly so she maintained some privacy. Then it was back to the computers. I messed around with the registry on each PC; there actually were a couple of changes that made sense. Then I rolled back the update that had caused the issue in the first place. The infinite loop bug that had just started scheduling the first print job over and over on each machine. It didn’t happen on all machines apparently, just some triggered this disastrous effect. Since I had linked the PCs to the network, the print requests had flooded through and ‘gummed up’ (technical term) the server too. I made sure this all took half an hour and then triggered another reboot. I know what you are thinking: surely what I’d done to the PCs wouldn’t affect the Unix machine; probably true, I was just staging the work. Experience had already taught me that a quick fix will always be treated (by the customer) as a meaningless, valueless fix. But if you spend time on something than they think they’ve got their money’s worth. Obviously, there were other reasons for stringing this out too.
CLAIRE “I assume you’ve all called home? This is going to take a while.” They all agreed that they had called home. Some partners, friends or family might have wondered why they all needed to stay, but then they were also happier that there was a bunch of girls, not one staying to test things late into the night with an unknown man (where they might have assume the woman could be at risk). “Should we think about pizza or something Liz?”
“Yes, I’ll order around eight. Umm, I need the toilet. I think Claire does too.” Claire nodded. I escorted the two of them to the toilet. “You want to WATCH!? I ... oh, Claire do you want to go first?”
Liz was a good manager, she thought of her staff; but Claire was happy to let Liz go in first. Liz, of course, just needed to lift her skirt (she hadn’t bothered putting her tights back on, and I had her pants); once more I insisted on an open legged position. She gave a little gasp at the cold china on her bottom and then let rip. “Why? What’s the attraction?” she asked.
“I suppose it’s seeing something I shouldn’t? I suppose being the first to – what?”
“You aren’t the first. My first boyfriend, we were both ten, asked to watch me pee too. Seems some people never grow up.”
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