The Assistant by Karen Blayne 

Oh by the way red tape first.

Be warned these short stories contain mature content or naughty bits and as such may corrupt you if you’re under 12, 16, 18, 21 or 25 depending where you live thus they are not suitable for you so put them back on the shelf and let them age for a year or two.

They were sort of scribbled for fun. They were first posted on asstr.org. If you’ve paid money for this book just be aware the author has not received any payment. In fact no one has permission to charge money for this book and copyright is retained by the author.©2020 

Sandra strolled into the building only to see a girl practically having a melt down in reception as the harassed receptionist told her they weren’t hiring analysts at the moment.  Sandra knew they were expecting a new and hopefully major client in shortly so she scooped the sobbing girl off to her office much to the relief of the receptionist. 

“Coffee?”  The girl nodded and Sandra put the kettle on before grinding some coffee beans.  When they both had a coffee in their hands the girl ventured “It’s very nice coffee.”  “Michael is very particular about his coffee and if I drink it as well it means his beans are fresher.  Now what seems to be the problem?” 

“We both took well paid jobs with Wrights but then they closed our office down and we got laid off, months ago.  We didn’t worry at first we thought we’d soon get something but nothing turned up.  We were either over qualified, or didn’t have the right formal qualifications.  The credit cards are all maxed.  We couldn’t move because we’d signed a lease.  Now we’ve been given notice to quit as we’re behind with the rent and I don’t know what we’ll do when we get thrown out.  We can’t afford the first and last month’s rent on a new place no matter how crummy, life is just awful.  I’m just so desperate for something.”  Sandra looked the girl over and asked to see her CV.  It didn’t look bad but to be honest unless the new client brought in a lot of work they didn’t have anything apart from tidying up Michael's garden.   

“Michael's garden needs weeding, his house needs cleaning and he could do with a few meals cooked.  I can only go to minimum wage for that but there is an empty apartment over the garage.  Well empty, it has a bed and a sofa in it but it would be a roof over your head and if we say you had to be on call then you get it rent free.”  Sally perked up and smiled.   Sandra thought she looked rather pretty when she smiled.  “Stand up and turn round for me.”  The girl looked at her oddly but did as requested.  “I don’t know if you’re interested in a job as a decorative assistant to me.  I could stretch to six hundred a day and find you a pay advance that would cover your credit card debt and let you pay off your rent arrears.”  Sally looked blankly at her.  “You’re pretty and dressed in the right clothes you might serve to distract Michael and just at the moment I think he’s working too hard.”  “You mean.”  Sally hesitated for a moment searching for a polite word.  Sandra spoke quickly “No you aren’t required to have sexual intercourse with him just flirt a little and see if you can give him a stiffy.”  “I’m not sure my husband would approve.”  “I’d forgotten about him.  If you take the job as my assistant he could have the cook, gardener and cleaner job.”  “I can't imagine him using a vacuum cleaner or preparing a meal.  He’s never even boiled an egg in his life.” “I’ll find a cookery course somewhere for him.”  “At least it would stop him moping round the apartment but I really can’t imagine him accepting it.”  “I’ll make it so the two positions are linked, that way he’ll have no choice.” 

“So would you like to talk it through with your husband?”  “I don't think we have any choice do we so we'll do it.  If I'm to flaunt my body to get us out of this mess then the least he could do is prepare a few meals.  When do I start?”  “No time like the present is there.  Since you're to be my assistant you can sit next to me as I work and pick things up as we go.”

That evening Sally broke the news to her husband.  “We've both got new jobs and they come with an apartment.”  Leslie looked at her “What's the catch?”  Sally took in a deep breath, “Mine is assistant to the boss's secretary and pays six hundred a day, yours is cook-gardener and pays minimum wage.”  “Six hundred a day, are you expected screw the her boss?”  “Not screw but I am expected to wear more revealing clothes around the office.  Something to raise the boss's spirits.  I've been given an advance on my pay so we can pay off our credit cards and our rent arrears.”

“I've never been able to boil an egg never mind cook a meal.”  “Your cookery course starts on Monday and you have to pass or the deal is off.”

“It's a man.”  “I do remember them, but what is he doing here asking for reception?”  “You don't think he's doing the Cordon Bleu basic cuisine course with us do you?”  “Not unless we take a hand.”  Natasha stepped forward just as the receptionist was saying “It's impossible, we don’t even have accommodation for men.  There must be some mistake I have a Leslie Meadows on my list.”   “It's OK Spiffy the name Leslie is gender neutral, she’s transgender and self identifies as a woman.  We just need to get her changed into proper clothes.”  “But where will she sleep?”  “She can share our dorm and don't worry Spiffy it will be fine.  Just think of the problems if the college doesn't respect these new norms.”  Spiffy felt out of her depth Leslie looked definitely all male to her but with these new normals she wasn’t sure what to say and turning away a very lucrative course fee was always difficult.  “If you say so Miss but could you get her changed quickly before any prospective parents come visiting.”

Natasha grabbed Leslie's bag and led him off to her shared living quarters.  “Natasha you may not have noticed but that is a man.”  “I know but Spiffy thinks he's transgender so all we have to is dress him up in a knee length dress and we get to keep him for the seven weeks’s cookery course.  Are you game?”  “ You're mad.  We'll never get away with it.”  “Let's get him dressed up first and then see.”  “Are you all right with all this?”  Leslie knew he had to get through the course and if the only way was to dress up then he’d have to dress up.  He just hoped that none of his old workmates ever got to hear about it. 

The three girls quickly stripped him and examined his body.  “Do you think we should shave his legs?”  “No we can get away with opaque stockings.”  “He likes that idea.  “How do you know?”  Natasha pointed to his crotch.  “When that bit enlarges and grows stiff that indicates he likes the idea.”  “But only if it involves something sexual.”  Chimed in Sophia who liked to show she was knowledgeable about these things.  Imogen donated two dresses as she was the only one tall enough to have dresses that would keep Leslie's knees covered up. 

That evening Leslie phoned Sally and explained he seemed to be enrolled at an exclusive academy for young ladies for seven weeks on a Cordon Bleu basic cuisine course.  “Somehow they have the idea I’m transgender and the girls have dressed me up as a girl in their school uniform and don’t you dare laugh you horror.”  “As long as you get through the course and get your certificate that’s all that matters.”  “Easy enough for you to say you don’t have to wear stockings and a suspender belt.”  “Oh god are you wearing them too?  It’s part of my dress code.  Apparently my boss thinks her boss likes stockings and interesting bumps and since my objective is to get him stiffy in the first three months I’m going along with it.”  

Jean-Paul inspected his classroom.  Room for a dozen students and laid out so he could keep an eye on them.  He liked the mirrors and monitors that meant the students could see what he was demonstrating.  Next he looked over his class.  He had seven weeks to teach them the basics.  They’d never become professional chefs, that took years of study but in seven weeks he could teach them to prepare a half dozen different meals.  He noted Leslie at the back and asked Antoinette, his assistant, to see if someone was playing a joke on him.  Then he started his introduction. 

“He’s called Leslie, for some reason he has to get his certificate to say he’s passed.  He does have a B.Sc. in something to do with computers so he isn’t a complete moron but he did say he’d never even boiled an egg before.  Oh and Sally has taken an interest in him.”  “Sally as in Sally..”  “Precisely.”  “Well to keep Sally happy if we can get whatever her name was through we can do the same for Leslie.  You’d better keep an eye on him and make sure it he does it right.” 

That evening Antoinette dressed in leather joined Sally and the others in their dorm room.  “Could you just lie Leslie across the bed please and hold him down for me.”  Leslie wasn’t so sure about the leather whip she held in her hand but he soon found out that three girls were quite strong enough to overpower him and hold him down.  Antoinette lifted his skirt and teasingly ran the whip over his bum.  “I want you to pass the course but to give you an extra incentive.  Mess a dish up and you get the whip across your bum.”  She cracked the whip then very lightly tapped his bum with it.  “I think he likes the idea at least he has a stiffy.”  Leslie’s phone chimed.  Sally picked it up and answered.  “Sally here, may I speak to my husband?”  “We’re just explaining Antoinette’s incentive scheme to him.  If he messes a dish up she’ll take her leather whip to him.”  “Poor guy, you better give him a kiss from me since I won’t see him for the next seven weeks.”  Sally lent forward and gave Leslie a deep kiss on the lips.  “He seemed to like that.”  “Well he has to get through the course and get his certificate so any incentive scheme that gets him through has my vote.”  “If we offered him sexual favours that might get him through.”  “You have my blessing.” 

Antoinette stood silently by Leslie as he measured out his ingredients.  She frowned when he missed one out.  Juliet smiled as Antoinette threatened to take the whip to Leslie if another ingredient was omitted.  She thought the French instructor and his two assistants were far too dramatic in threatening the students.  Leslie knew better.

Antoinette made him prepare the same dish again once the first was in the oven, and once again when the second one had been placed in the oven.  “I'll be able to prepare this dish in my sleep.”  “That's the idea.  I'll keep you at it until it becomes second nature.”

That evening Leslie felt exhausted.  Still the food was good.  “They worked you hard today.  I think you deserve a reward.  Allison let him suckle your boob.”  Allison glanced at Sally.  “It's not that big a deal.  If Leslie is good tomorrow then he can suckle my boobs.  You won't get pregnant from it and you were saying you wondered what it would be like?”  Allison spoke, “Close your eyes.”  Only when Leslie's eyes were closed did she undress enough to expose her breasts.  She lifted one to Leslie's open mouth and he tentatively closed his lips on the nipple.  “It tickles.”  She announced then closed her eyes as Leslie moving tongue caused all sorts of sensations to run through her body.

Sophia decided to experiment and kissed Allison's other breast then grew bolder as Allison moans grew louder.  She caressed Allison's body in light gentle strokes that soon had waves of pleasure sweeping through Allison's body.

Allison moved over onto a bed and just flopped down covering her breasts with her hands.  “God that was so amazing.”  “See I told you having an experienced married man at our beck and call for seven long weeks was worth it.”  “Agreed, I totally agree.  Do I get my breasts suckled every evening then?”  “Only if he has managed all his course work during the day.”  Allison grinned at him.  “I'd better make sure he gets it right then hadn't I?”

“Are you going to show him your breasts?”  asked Sophia out of curiosity.  “I’m not sure I’m ready for that.”  

Between them Allison and Antoinette monitored Leslie’s every minute in the classroom.  At the weekend Leslie found he had extra tuition on how to boil and egg and how to cook frozen food in an Instant Pot.  “Sometimes you just need to get food on the table, perhaps for yourself, and the presentation and excellence isn’t quite so important as getting something from the freezer to the table quickly.”  Well at least it had a computer inside and he felt more comfortable with it than the gas range.

Sally was a bit nervous when she arrived in the office.  She’d gone through her wardrobe to see if she could find something that looked respectable but wasn’t.    “Good Morning I think we’d better start your sensitivity training today.”  “Sensitivity?”  “Well to have the most impact it’s better if you look as if you’re just on the point of having an orgasm.”  Sally looked on bleakly.  “Just sit in the corner and hold the Magic Wand in the right place.  After two or three weeks your body will get attuned to it.”  “You don’t want me to look sultry at him today?”  “Let’s get you sorted out first and in a month or so then that will be time enough for Michael.  Besides I want to introduce him to teleworking.  That way we can find you some more interesting clothes to wear.”  Sally gave a small shudder. 

Sandra thought that Sally was getting more responsive, climaxing for thirty minutes a day on the machine brought a new look to her eye.  Now after a month of training it was time to dress her up.  First a quick spray of eau de toilette so as not to be overpowering.  Ten minutes on the machine to get her aroused then time to dress her up.  Sally wasn’t sure about the underwear, the bra was rather low cut and her nipples kept slipping out.  Sandra gave them a small tweak so they were hard.  The blouse was thin and there was a suggestion of nipple underneath it.  The skirt was respectable though.  Sandra thought you don’t want to put everything on display to start with.  Gradually over the next few weeks though Sally got used to being aroused before entering Michael’s office dressed in something that would gape or expose rather more than she’d like out of the bedroom.  Michael still hadn’t made a pass at her though and she was growing a little desperate both for relief and to get some sort of reaction out of Michael.  She sensed he wasn’t totally indifferent to her as she brushed against his body in the elevator. 

The new client had come through and Sandra needed to find more staff.  Leslie and Sally’s CVs would fit in nicely and their combined pay would be similar to their present pay.  She’d wait just a little longer until she approached them.

Sally was nervous, she’d been dressing up and flashing Michael for weeks now.  Still it was nice to eat something she hadn’t cooked.  She was looking forward to the formal dinner cooked by Leslie.  She had a long dress with a low cut neckline that really set her charms off nicely and if that didn’t work there was always the totally indecent French maid’s outfit that was hanging up in the kitchen.  If need be she’d help Leslie serve the sweet course and quickly get changed before bringing it back into the dining room. 

“Well that was delicious.  Is there a sweet to follow?”  “Baked Alaska, but it will take a moment or two before it’s ready.”  Leslie and Sally got up and cleared the dishes on the table.  After they’d left the room Michael turned to Sandra.  “Your assistant is shameless.  She’s been flaunting her body at me for weeks now.”  “She probably doesn’t know you have strong views about sex outside marriage.”  “I’m not that extreme, sex between an engaged couple is quite acceptable.”  Sandra kissed him deeply on the lips.  “There’s a very comfortable bed upstairs.”  “Only if you agree to marry me first.”  “I’m willing on both accounts. Now let’s just sneak off.” 

Leslie followed his wife as she carried the Baked Alaska proudly into the dining room.  He looked round “I think they’ve left. Oh well fancy a double portion?” as she place it on the table. 