Dinner With the Boss

Dinner With the Boss 4

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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Dinner with the boss part 4

It was at this point the oblivious Tommy walked in carrying the tray of bubbly wearing absolutely nothing at all....

Simon had his back to the kitchen door, so he didn’t see Tommy enter the room, but Tommy saw him and swiftly turned around and walked straight back to where he had come from before he could be noticed. What was his Mum doing, he thought, Simon’s my best friend, he can’t see me like this!

Linda smiled, and said to Simon,

“Tommy’s just getting the drinks, bubbly, we are having a drink to celebrate your victory? Victoria can you see what’s taking him so long please? A glass then Simon?

“Err yes please,” said Simon.

Victoria could hardly stop herself from laughing as she entered the kitchen calling ahead, “Tommy bring another glass out please as we’ve got a guest.”

Linda explained to Simon, “Tommy lost a bet with us so he’s doing a dare...don’t look too shocked.”

Simon was intrigued. meanwhile Victoria was cajoling the scared Tommy to bring in the drinks. He had put the tray down and was searching a for an apron or something to cover up.

“Tommy calm down, your mum has told Simon it’s a dare for a lost bet, now come on, pick up the tray and get out there and be a man.” She virtually pushed him out the room a gentle push on his bare bottom as he walked out holding the tray.

Simon took in the sight of his naked buddy and started laughing.

“Way to go Tommy. Looking good there, mate. Remind me never to have a bet with your Mum”

Tommy just blushed and offered the drinks round.

“Thank you very much” said Victoria.

“Right everyone has a drink. Good. To the winning swim team. Cheers” said Linda

And they all raised a glass and drank. Linda then looked across and laughed, “Tommy you are not supposed to be holding the tray in front of you. The whole idea of the bet was that you would serve us drinks naked., so come on put it down please.”

Tommy reluctantly removed the tray and placed it on the table and they all looked at the naked boy, who fortunately for him was now back to normal size.

“So, what was the bet then?” asked Simon

Tommy didn’t know what to say as of course there hadn’t been a bet, but Victoria quickly intervened,

“Well it was my bet actually. Last week when Tommy and Linda were over at my place, we had a little game and Tommy lost so I chose the forfeit for this evening... I’ve always wanted to be served by a handsome naked man. And so, this evening we have. What do you think then Simon? Does Tommy fit the bill?”

“Well he certainly has a good body, wish mine was as toned.” Simon admitted.

“Nonsense” interjected Linda, “you are just as muscled as Tommy, Simon, we did see you swimming this evening as well. You look just fine.”

Tommy smiled to himself and despite his nakedness was now feeling more relaxed, which was more than could be said for Simon who was feeling a little bemused by what he was seeing – his best mate naked in front of his Mum, her boss and himself! Weird or what. He was not ready for the next question,

“So why do you call him big boy then Simon...I think we can guess.” Victoria asked raising her eyebrow with a smile.

Simon looked at his friend, who just shrugged his shoulders, and said,

“Victoria’s being wicked, Simon, I’ve already told them about the initiation in the showers they kind of wheedled it out of me whilst I had nowhere to hide so to speak. They know all about it.”

Simon did not really know what to say, but blushed at the revelation of the secret even though he had not been the one doing naked star jumps. He shuddered at the thought of being picked for the main relay team.

“Well time for a refill” said Linda, “come on Tommy do your stuff.”

Tommy duly served them all with a refill, Linda said “thank you darling, I could get used to you waiting on me”

“Yeah but not naked Mum, once is enough”

“Well yes darling of course, I meet need a new naked waiter. How about you Simon? Are you game enough?”

Tommy burst out laughing at the look on his friends’ face, which was picture of astonishment and horror. He opened his mouth to speak, then shut it, then opened it again, just like a fish.

Victoria warmed to the idea, “Yes good idea Linda, then we have can one servant each. I must say that appeals.” She put on a posh voice, “every lady should have a man servant.”

Linda joined in “especially a naked one.”

Both ladies roared with laughter and the two boys whilst shocked couldn’t help but see the funny side.

“Darling there is a good bottle of white wine in the fridge, can you open it and bring out fresh glasses for us please. I think that’s enough alcohol for you two though, so get yourselves a soft drink. And there are some snacks in the larder to bring out too. Thank you, sweetie.”

The boys took the opportunity to escape to the sanctuary of the kitchen, whilst the ladies relaxed and chatted, laughing away at the situation, and Linda sharing anecdotes about how when Tommy was little he always ran around the house naked, never wanting to wear clothes.

Meanwhile in the kitchen, the two boys were quiet, a bit embarrassed by it all, Tommy naked, his mate in shorts and t shirt.

“It’s quite nice being naked actually Simon. Quite freeing, be better if Mum and Victoria stopped giggling like schoolgirls, it’s almost as if they’ve never seen a cock. But it’s not too bad once you get used to it.” He chatted away getting out the glasses and the food and placing it all on two trays.

Simon was quietly thinking about it all. Soon everything was ready.

Tommy looked up at Simon, smiled, and then said to Simons surprise, “how about it then? They won’t be expecting it, give them a surprise?”

The words of his mate sunk in, “what you mean get naked with you now?”

“Yeah why not, after all they’ve seen you nearly naked this eve in the pool.”

“Yeah but what if you know, I get a boner, did you?”

Tommy nodded, “they laughed, Mum said I looked like Dad, and that was it, soon went down. She said its normal, shouldn’t be embarrassed but proud. I guess she’s right.”

“Well I don’t know if I could.” Simon was embarrassed and a bit scared, but also quite excited by the prospect for some reason. His main fear was of course a hard on, but he could see how thrilling it might be. He stood there weighing up the pros and cons.

“Go on mate” Tommy encouraged, “our secret, no one will know, will they, is not as if Mum and Victoria are going to go around saying they got two 14-year-old boys naked, are they?”

Simon nodded, “true I suppose.” He breathed heavily and then said, “well ok then”.

He stripped off and soon was naked beside his mate. His willy was behaving itself and nestled softly over his balls, fluffy pubic hair and a 3-inch willy. He knew if it grew it wouldn’t be as big as Tommy’s but then again, he was smaller in stature and had started puberty later than his best mate. Tommy looked at his mate, smiled, the boys were used to being naked in front of each other after all they swam and showered most days, so being naked was normal, but this situation was of course very different to being in the boys changing room at school.

Tommy started laughing, “good on you Si.” And soon both boys were giggling at the absurdity of the situation.

“Well let’s do it then, I’ll serve Victoria and you serve my mum. Okay?” Simon nodded agreement and they picked up a tray each and Tommy led the way out into the living room.

The ladies were in the armchairs and thus had their backs to the kitchen door. They turned as they heard the door open and saw Tommy waking in carrying a tray still naked and then immediately followed by the now also naked Simon.

They both smiled, and Linda said, “well done boys and very brave of you Simon.” They served the drinks and snacks and Simon managed to keep control of himself even though he was shaking a bit out of fear or was it excitement?

Linda motioned for them to stand side by side facing the ladies. Both boys put down the trays and stood there as if ready for inspection.

“I must say Linda they are both fine looking boys don’t you think. You know in a few years’ time there’ll be hearts breaking all over town over these two.”

The boys blushed, “and if they keep up their swimming they will keep fit and muscled too”

Victoria agreed, “nothing like a fit body is there?” Linda nodded “but I’ve not had hands on one for a while, there was this one guy though...”

“Mum” cried Tommy, I don’t want to know about your private stuff.”

“Yes, sorry dear forgot you were there for a moment. How could I do that, you are stark naked standing in front of your old mum and what a lovely sight you both are.”

Victoria agreed and then added conspiratorially, “I think though Linda we should settled once and for the all the big boy discussion, don’t you agree?”. Linda could see where her friend was going and nodded enthusiastically,

“Come then boys let’s see those star jumps, entertain us ladies like good naked servants you have to do what you are told.”

“No way not again” said Tommy

Simon turned and looked at his mate in astonishment, “again?!”

“Err yes they made me show them the initiation routine.” He blushed profusely as Simon laughed “And you rose to the occasion!”

“Come on Simon stop laughing at Tommy, your turn now, both of you, stat jumping.” Victoria interrupted in her stern madam type voice.

The boys looked at each other, Tommy shrugged like whatever and started star jumping; Simon thought to himself, “well in for a penny.”

And soon both boys were doing star jumps, hardening willies slapping against their tummies until they were slowing down and stopped, willies continuing to bob up and down.

“Well that was a wonderful sight for us old ladies’ boys. Let’s have a closer look. Well Tommy you definitely win the big boy stakes but Simon that nots bad either and you’re both only 14 so more growing on you still. Very nice packages, the girls will love them both” said Victoria, “believe me I was something an expert on boys’ willies when I was in my teens. “

She leaned over to Linda, and said in quiet but not quiet voice, so that both boys could hear, “I once got a boy named John Francis to come 6 times one evening, he was knackered at the end, what a mess!” The 2 ladies fell about laughing; the boys looked at each other and made a face. 6 times thought Simon, “wow”.

“Don’t worry boys we won’t be asking you to do that” said Linda, she paused, “unless you want to of course.” The ladies laughed louder.

“No way” said both boys simultaneously.

“Can we go now please Mum?”

“Yes of course dear, Simon you are most welcome to stay the night if you want as it’s the weekend.”

“Err thanks if that’s ok Tom?”, Tommy nodded in agreement, “okay I’ll text mum to let her know.” The boys made good their escape and went upstairs to Tommy’s bedroom, funnily not realising they were both still naked and hard until they got inside the room.

“My clothes are downstairs still” said Simon

“Oh, get them later” said Tommy “let’s just hang out in here. It’s safer!” He reached over and opened up his laptop. He clicked a few pages and soon there was showing one of his favourite porn clips. He without thinking began to rub his still erect willy and both boys were engrossed in the film jerking off.

The clip was short and both boys were hard at it. They were side by side on the edge the bed, looked at each other, smiled and then Tommy said, “last ones a sissy”

And both pumped furiously, cumming within seconds of each other laughing.

They laid back the sperm on their tummies, breathing heavily still laughing with the excitement of it all, when the door opened and in walked Linda holding Simon’s clothes.

(End of File)