Dinner With the Boss

Dinner With the Boss 1

By Jamie
The author wishes to remain anonymous and can't receive feedback

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This work is intended for ADULTS ONLY. It may contain depictions of sexual activity involving minors. If you are not of a legal age in your locality to view such material or if such material does not appeal to you, do not read further, and do not save this story.
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Intro

A single mum and her son are invited to dinner with her new lady boss. Unfortunately, the car breaks down on the way and they have to walk the final mile in the rain. An evening of good food, fun, and laughter follow, but the boy has no dry clothes to wear.

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Dinner with the boss. Part 1

Written by Jamie from an idea by Royston

Linda James was a single mum with a 14-year-old son Tommy and worked for a small company in the town. Tommy was an only child who was close to his mother as it had been just the two of them for most of his life. He enjoyed school, and sport and was generally a good boy. He was however just reaching that stage where he wanted freedom from parental control and more privacy.

At work Linda was doing well and getting on with the company’s new boss a smart lady called Victoria Richards. She was a career driven lady, hardworking who had a no-nonsense approach to her work and staff. But if you worked hard and performed she was very loyal and supportive.

Linda enjoyed working for Victoria and was in line for a promotion. Victoria had invited her and Tommy over for dinner on Friday evening and Linda saw this as an opportunity to impress and get to know her boss better. She had stressed the importance of this evening to Tommy and warned him to be on his best behaviour, though she had no real worries as he was a good boy.

So, Friday came, 5pm dark already and they were dressed and ready to drive out of town to the countryside where Victoria’s remote home was situated. She said she enjoyed the peace and quiet at the weekend away from the hustle and bustle of the town.

It was raining heavily and a thunderstorm looked likely too but the car was warm inside. As they headed out mother and son talked about his day at school and about his prospects next week in the school swimming championship, Tommy had a very good chance of winning his year group breaststroke 50m. He was on the school swim team and loved the sport and was starting to get a real swimmers build to his body.

Soon they were on the country lanes as the rain teemed down and it was lucky they had a sat nav as the road signs were hard to make out in the gloom and rain. The sat nav was showing that they were almost there, when there was a loud thump, the car bounced down and then up with a crunch as they must have gone through large pot hole. They moved forward and then began to slow and ground to a halt. Getting out to inspect Tommy could see they had a front nearside puncture. There was no way they could repair it in the wet and darkness but on both checking their cell phones they realised there was no signal!

“Well” said Linda “I don’t think we’ve got much choice here. I think we are going to have to walk to Victoria’s or else we are just stuck here.”

“Um suppose so, but we’re going to get soaked, this rain shows no signs of stopping.”

“Well it’s not far according to the sat nav, its literally just under half a mile up this road. About 10 minutes’ walk. There is a torch in the boot and our spare raincoats we keep for emergencies.”

So, they grabbed the torch, put on the raincoats, locked the car and made their way up the country lane. Soon they were drenched, but it didn’t take long before they saw the lights of a cottage up ahead.

“That must be it” said Linda. They jogged the last bit and rang the bell; Victoria answered fairly quickly and looked astonished at the two bedraggled individuals on her doorstep

“Come in come in you poor things, what happened?”

Linda explained about the car and that fact there was no signal to call. Victoria expressed her sympathies explaining that there was little signal at the house too.

“That’s the price of living in the sticks – no mobile signal, no pavements, no street lights, just peace and quiet though.”

They took off their coats and shoes, Victoria grabbed a coupe of towels and showed them into the living room, which had a laminated floor, comfy sofas and best of all, a roaring log fire radiating heat around the room. From an open door into the kitchen came a lovely aroma of dinner.

She suggested they each had a shower and led them up the stairs where there were two bedrooms and a bathroom. She showed Tommy the bathroom and told him to leave his clothes outside the door, so she could get them dry and then shut the door taking his mother into the master bedroom which had an ensuite.

“I can get some of my clothes for you to put on Linda, but I don’t think I’ve got anything to fit Tommy. He’s quite tall and muscular isn’t he, all that swimming you mentioned no doubt.”

“Yes indeed, he’s shot up this last year. Thanks for the clothes, be nice to have something warm and dry!! I suppose Tommy will just have to make do with a towel until his clothes dry out.”

“Well no problem then, “replied Victoria, “you shower and I’ll get all these clothes hanging up to dry. There’s a glass of wine ready for you when you’re done “

“Much needed” smiled Linda.

Tommy was in the shower enjoying the warm water wash over him and warm him up. He became aware of the door opening and instinctively covered himself even though he was behind the shower curtain.

“Only me Tommy, “shouted Victoria, “a fresh warm towel on the radiator for you.” The towel she placed was not exactly large though.

“Thank you” he called out in a slightly higher pitched voice than normal.

Linda finished her shower, dressed in the clothes Victoria had laid out for her and went downstairs feeling warm, dry and comfortable to be greeted by her boss with a warm smile and a glass of wine.

“That’s better, thank you ever so much, sorry we’ve been such a pain.”

“No problem at all Linda, don’t worry these things happen, I’m just so glad you got here safely. Would you like to stay over and then we can sort out the car in the morning as the rain should have passed by then.”

“if It’s no trouble, that would be lovely thanks.”

“None at all. You can sleep in the spare room and we can make up the long sofa for tommy.”

“Talking of whom, he’s taking his time, I’ll go and see where he’s got to.”

Linda went upstairs, entered the bathroom to find Tommy standing ether, towel round his waist and a concerned look on his face.

“I’ve got no clothes mum. What am I going to wear?”

“Well nothing Victoria has would fit you, so it looks like a towel until your clothes are dry, Tommy. Not much choice really. “

“But I’m nearly naked. This is so embarrassing.”

“No different to when you are swimming Tommy. In fact, there you have even less on. Stop whining. And remember this is important for me., for us. Promotion means more money. You’ve got a towel, just relax, come downstairs and be sociable. Dinner is ready. Its lovely and warm with the fire so you won’t get cold. If don’t want to wear the towel, then you’ll just have to come downstairs in your birthday suit!” she added laughing

“Mum! It’s not funny. I’m coming down; don’t worry I’ll be good.”

Despite his near nudity, Tommy soon relaxed as he found Victoria to be charming, friendly, and funny. Everyone was soon laughing as she regaled them with tales about her previous places of work. Dinner was served and they sat at the table enjoying the warming supper. They soon forgot the awful walk in the ran an hour or so before. Outside it was still raining hard, and there was a clap or two of thunder as well. Not a nice night to be outside.

After the main course, Victoria returned to the kitchen to get dessert and shortly afterwards asked Tommy to come in and help her carry it all in. She asked him to grab the bowls, which were in the top cupboard while she added fresh fruit to the top of the tart she had prepared. Tommy despite his growing stature had to reach out and Victoria smiled to herself noting how he had to grab the top of his towel to stop it from falling down as he stretched upwards.

He got the bowls and placed them on the tray she had ready along with the tart dish, and fresh cream.

“Right I think that is everything. Can you carry the tray in for me dear whilst I get the coffee on”

He bent down to pick the tray up and as he stood upright again, his worst fear happened the towel obviously loosened by the stretching unravelled and fell to the floor, giving Victoria a complete full-frontal view of the naked Tommy.

She smiled taking in his well-formed manhood and he blushed profusely quickly putting the tray down and Victoria bent down picked up the towel and handed it back to him. Tommy couldn’t look her in the eye as she whispered, “very nice”

She smiled again and then turned on her heels and walked out of the room followed after a short pause to collect himself, by the still blushing boy holding the tray.

Victoria was talking to his mum as he entered the living room,

“We almost had ourselves a naked waiter just now Linda,”

“Oh my “said his mother, “did your towel come loose Tommy”

He nodded, placing the tray on the table.

“More than loose Linda, it fell off, everything was on view, dangling there between his legs” she said laughing

“Well Tommy make sure your towel is on tight please, you wouldn’t want to embarrass Victoria again would you”

Before he could reply, Victoria said

“Oh, don’t mind me, always nice to see a handsome young man in the buff. More wine Linda?”

Tommy quickly sat down looking about him anywhere but at the two ladies. Victoria was warming to the theme,

“There’s that company isn’t there, which provide nearly naked waiters for dinner parties. All they have on is a small apron hiding the front, nothing on the back though. I went to a function recently and there were 2 of them, young student guys, really nice looking, very easy on the eye if you know what I mean Linda.”

“Oh gosh. That would be fun. So they are really naked underneath?

“Yes, completely just the small apron. You see their bottoms but sadly not their willies!”

“I must be going to the wrong type of parties Victoria” mused Linda

“Well next time I get an invite, you must come with me, great fun as you can imagine.”

Tommy had gone quiet and was somewhat open mouthed at what he was hearing. He didn’t think he’d be brave enough to do such a thing even if it was for money, but then again, he thought depends on how much…. He had drifted off into his own thoughts and wasn’t listening as the two ladies talked on, when he suddenly hear his name,

“Tommy, Tommy earth to Tommy…”

“Oh, sorry mum was miles away thinking. What did you say Mum? “

“We were talking about these waiters darling, and how good we thought you’d look as one. You’ve got your swimmers body after all.”

“I don’t think I’d be any good” he replied quickly, “and anyway I’m too young.”

“Oh, I don’t know, never too young to serve the ladies Tommy,” Victoria added helpfully, or as Tommy thought to himself unhelpfully.

Victoria and Linda were by this stage on their second bottle of wine and enjoying themselves. Victoria disappeared into the kitchen and came back holding a small black apron. She held it up and Linda began to laugh uproariously,

“What do you think Linda? Tommy why don’t you try it on?”

“No way Mum” said Tommy a little too loudly for his mother’s liking,

“Oh, come on Tommy it’s only a for a laugh. If your shy go into the kitchen put it on there.”

“The coffee is ready too, Tommy, “added Victoria, “bring it for us we will sitting by the fire. You are such a sweetie helping us poor ladies out.”

She tossed the apron at Tommy who caught it and the ladies got up from the table and headed towards the sofas.

“Chop chop Tommy, I want my coffee now please” said his mum, patting him on the shoulder as she passed where he was standing almost frozen to the spot.

Tommy couldn’t believe what his mum was asking him to do, but he also remembered what she had said about how important this dinner was for her. So, with a heavy heart he went into the kitchen, took off the towel and put the apron on. At least it did cover his front just but his whole back was exposed.

He picked up the coffee tray laden with jug, cream and cups and carried it into the living room where Linda and Victoria were relaxing on the large sofa directly opposite the fire. A small coffee table was in front of them on which he placed the tray.

“That’s lovely thank you darling. Now why don’t you stand up straight and let’s take a look at you. Hands behind your back please”

“Looking good, “said Victoria, “good strong shoulders, you can tell you are a swimmer Tommy. What’s your best stroke.?”

“Breaststroke” he replied almost in a whisper as he was so embarrassed.

“Turn around then, let’s see the bottom.”

He reluctantly did as he was told and the ladies enjoyed looking at his pert bottom

“Even better, very grabbable” laughed Victoria. Tommy blushed as they discussed his rear and then felt a stirring in his penis. He was getting hard, and looking down he could that it was clearly poking outwards obviously behind the apron.

“Why me, why now” he thought, and he realised that it was only getting harder.

“Right thank you Tommy, would you pour the coffee please now”

Tommy reluctantly turned around and both ladies noted quickly his erection pushing his apron out of the front tenting it, they said nothing just carried on laughing. He poured the coffee blushing and avoiding eye contact as much as he could. He felt awful but excited too, a strange feeling.

“Thank you darling you make a lovely waiter I must say.”

“Would you like anything else to drink yourself Tommy?” asked Victoria

“No ma’am thank you,” he replied noting that he suddenly was being very polite, must be the situation he thought.

“I must say Linda, Tommy is a most delightful a polite young man, a real credit to you.”

“Thanks Victoria,” said Linda blushing herself at the compliment. “He is a good boy though we’ve had a few times of difficulty haven’t we dear? He is a teenager after all”

“I can guess, all those hormones rushing around”

Before she could stop herself, Linda added, “Yes indeed, but gladly we’ve moved on from the sticky sheet stage now”

The ladies roared with laughter.

“Mum did you have to say that!” cried out Tommy mortified by his mother’s words

“Oh, don’t worry yourself dear, perfectly natural for boys to have nocturnal emissions. Indeed, I’d have been worried if you hadn’t had them. Glad they’ve stopped though. I think all that time he spends in the bathroom is the reason why, Victoria.” And they fell about laughing again. Tommy just stood there open mouthed, red faced and acutely aware of his erection sticking out even further. He looked around and decided that lying on the rug in front of the fire would be the safest place and also lovely and warm too.

Tommy laid down on his front thus hiding his embarrassment and the ladies feasted their eyes on his cute bottom instead. The conversation moved on and Tommy began to drift off after a long day and from the warmth of the fire. It wasn’t long before he was fast asleep.

“Aww he’s sleeping like a baby” commented Victoria

“Bit bigger now but still very much my little boy” replied Linda

“Not so little now” and they laughed again. Soon it was time for bed, so Victoria made up the sofa and then they had to work out how to get Tommy into bed.

“Too big to pick up and plop on the sofa, going to have wake him up” said his mum

Victoria went over and undid the knot tying up the apron and then slipped the top over his head. “He won’t get all caught up in it when he stands up” she said smiling,

Linda smiled back and added, “He’ll be completely naked, ready for bed “

She reached down and gently shook her son rousing him from sleep. “Come on Tommy wake up time to get into bed, you can’t sleep on the floor.”

Victoria had dimmed the lights and pulled back the duvet on the sofa.

Tommy rubbed his eyes, “What time is it?”

“Almost midnight, come on stand up and hop over to the sofa.”

He pulled himself to his knees and then realised the apron was no longer on him, he gulped but was so tired he didn’t really have the energy to try and hide, so stood up facing his Mum and Victoria who took in his naked form. He was soft by now and his willy hung down over his balls amongst a small bush of black hair.

“Very sweet” thought Victoria

Tommy realising that they were staring at him, started to cover up, but was chided by his mother,

“Don’t worry dear, we’ve seen it now, nothing to be embarrassed about. You are growing up nicely by the looks of it. Now come on lie down on the sofa and go back to sleep.”

He didn’t argue, and walked over and flopped down on his back, and shut his eyes. Victoria grabbed the duvet cover; she allowed her hand to gently pass over and touch his willy as she pulled it up. Tommy felt the touch and smiled.

“Goodnight Tommy, see you in the morning” said his mother gently kissing him on the forehead. The lights tuned out and the ladies retired upstairs and soon Tommy was fast asleep again.

To be continued in the morning….

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