Dinner With The Boss 5

By Jamie

Copyright 2022 by Jamie, all rights reserved

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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 5

Continuing where part 4 left off….

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.

She stopped short realising she had interrupted them but then quickly saw they both had their eyes shut and hadn’t noticed her! She crept back out after taking a good look. Her son was definitely growing up! She popped the clothes on the carpet outside the bedroom and headed back downstairs where she relayed the vision of the 2 spent boys on the bed to Victoria who found it hilarious.

“I have an idea Linda” said Victoria, “ let me tell you all about it.”

The next morning came, and the boys woke up, looked at each other naked and both could hardly believe what had happened the night before. They were both a bit embarrassed by it but agreed it had been incredibly horny and exciting too.

It was time to get up and Tommy laughing at some comment made by Simon said, " why don’t we go downstairs as we are? "

“What stay naked?”

“Yeah why not, not as if they haven’t seen it all, is it?”

Simon thought about the idea , laughed “yeah why not, Tommy” He got out of bed and stood there yawning, his willy clearly having a case of morning wood, " but I need a wee first! "

A few minutes later the boys headed downstairs and entered the kitchen where they could hear the ladies talking, they were seated at the kitchen table as the naked boys entered.

"Well, that’s a lovely sight to see" said Victoria, "our lovely waiters are still nude. I think we have created a couple of nudists here Linda."

Linda smiled and said, "well I’m not complaining. Come and sit down bays and I’ll get breakfast. No doubt you are both hungry."

The boys definitely were and soon were tucking into a full breakfast whilst they talked about their plans for the day. After they had finished, Victoria spoke,

"After last night’s activities, I have been having a think and I have a proposal for you both. Later this month have a small gathering for some of my old friends and I could really do with a couple of waiters or helpers. They are all ladies and I know they woukd be thrilled to be served by a couple of handsome young men like you two. They would even be more excited if the waiters did their work in the buff! I'll pay you well. It’s a Saturday afternoon event.”

She paused letting the idea sink in, the boys looked at each other thinking, unbeknown to each other, I will if he will. “I don’t need an answer straight away boys have a think, ask any questions you like.”

Tommy spoke, "so you’d like us to be naked waiters, serve drinks, etc. to a group of ladies"

“Yes that’s it , serve drinks, clear up empty glasses some washing up, serve food, and generally be polite and helpful . Nothing more. There will be 6 friends coming”

Tommy turned to his friend, “what do you think Si, could be fun?”

Simon smiled “I’m game if you are?”

Tommy looked at his mum, "what do you think mum?”

“I’m more than happy if you want to darling, I knew I can trust Victoria to look after you both”

Tommy nodded, “okay then why not”, he grinned. Simon agreed.

So, it was all set. Victorian didn’t tell her guests about her plans, and she instructed the boys to turn up in identical clothing in terms of number of items - socks, underpants, shorts, t shirt and shirt. Nothing more or less.

The party

The boys were part nervous and part excited when Linda dropped them off at Victoria’s country home. It’s secluded setting meant that nothing was overlooked and fortunately it was a bright sunny day too so the garden woukd be the main focus of the party. Victoria quickly set the boys to work so that all woukd be ready when her guests arrived. The boys were in matching black shorts, white t shirt and shirt.

3 pm and the first guests arrived, were greeted by the boys who showed them into the living room where champagne was served. Soon the room was full as all 7 old friends were gathered and chatting away. Victoria clapped her hands and welcomed her friends, " it’s so good to get the gang here for once all of us could make it. Let’s drink to that girls. "

"As you can see I am being helped by two young lads who I’ve got to know recently and they will be our waiters, general helpers. They are Tommy here on the left and Simon on the right. Handsome boys I’m sure you will all agree.

Now for the fun part ladies, we need to split into two groups of 3 and sit across the room from each other. Soon they were sat in the groups and Victoria placed one boy standing next to each group. I know you like a game so I thought we would start today’s proceedings with a card game. She picked up a box of large cards she had purchased, each about 6 inches by 3.

We are going to play strip poker but don’t worry ladies none of us will be getting naked, each team has a boy and if they lose the round, then the boy loses an item of clothing!”

The boys blushed as the ladies laughed. Both boys are wearing 5 items of clothing. She dealt the first hand and the games commenced and it wasnt long before Simon had lost 2 items whilst Tommy three.

The tension was rising as she dealt the next hand, a pair of Kings won for Simons team and the ladies cheered as Tommy had to remove his t-shirt to stand there in just his pants, white y fronts! A clear bulge on show.

“Both boys are swimmers” said Victoria “so quite used to wearing only speedos.” Simon was laughing at the comment as he safely stood there still with 3 items of clothing.

Next round.... Tommy was saved this time as Simon lost his shirt. Who would be naked first?

The cards were dealt there was a lot of swaps made and then the show, Simons team won the round and all eyes turned on Tommy whose face was now bright red. He was about to get naked for 7 women all staring at him.

On the count of 3 someone said, they chanted 3 2 1 and he pulled his pants down to reveal all. The ladies clapped and said “Well done” as he stood there, thankfully not erect. The next round Simon lost but was saved again as he stood there in his pants.

“Forfeit for Tommy then” said one of Simons team. “No clothes left to lose!”

A few suggestions were made - run round the garden, give a lap dance, jumping jacks, the latter of which met with universal approval.

“So, Tommy 20 jumping jacks please” said Victoria.

The boy started and of course his willy was bouncing up and down all over the place as he did the exercise, slapping against his tummy as it got harder and harder. When he stopped he was fully erect! Claps and cheers. Tommy blushed from head to toe, he felt really embarrassed but also incredibly horny! Simon was laughing too.

“Well ladies that’s the end of the game just one more thing to do, Simon come here in front of me, turn round face the ladies. Good boy. Put your hands on your head. On the count of 3 ...” And she pulled his pants down from behind to reveal equally aroused Simon. They stood the boys together, both pointing upwards.

“Ladies may I present to you our two naked waiters for the afternoon. No doubt once they start work things will settle down or maybe not!! If you want to go out into the garden, the boys will bring out the chilled rose we have ready.”

Victoria set the boys to work and as they got things ready in the kitchen, inevitably their erections subsided and soon they were soft again much to their relief. They entered the garden carrying the trays more relaxed than they were a few minutes earlier.

The ladies were in a cheerful mood and delighted with Victoria’s waiters, enjoying seeing the boys naked at their beck and call. There were prepared snacks to serve along with the wine and soon there was lively chatter as the old friends caught up and the boys were busy refilling glasses and serving the food.

The party repaired to the dining room where the table was already laid, and Victoria directed the boys to dish out the hot meal which had been delivered earlier by the caterer. The boys served at table and cleared plates at the end. The washing up was stacked up, no doubt they realised for them to do later. Victoria called them into the kitchen and said that the next job would be to be completely clear the table and then on it lay the large blanket and clothes she had set aside. The ladies stepped out into the garden for a break while the table was cleared.

The boys wondered what would happen next when Victoria asked them to go upstairs and take a shower and make sure they were both totally clean. Everything was ready for them upstairs.

Simon and Tommy looked a bit confused, but she said all will be revealed, "now chop chop boys, go and wash".

They did as instructed, talking in hushed ones, "what’s this all about” and “are you okay.”

They both grinned at each other, this was both erotic, fun even though it was also embarrassing too.

Back downstairs again clean and dry they were not prepared for the next stage of the service!!

"Now boys I want you to both get up and lie on the table side by side, you will see I have placed cushions at the top for your heads so they will raised higher. Now up you get, side by side"

The boys did as they were told and so were lying face up side by side their bodies touching on the table.

"We are going to use you as the table for the desserts boys, hence why you needed to be clean. All you have to do is lie still okay"

With the help of one of the ladies the boys bodies were then used as tables, cakes, pieces of fruit and other goodies were placed on their bodies between their chests and thighs. Victoria went outside and the boys both lay there in silence not daring to think anything erotic in case they got an erection.

"Dessert is served so if you follow me, small plates are on the sideboard and our boys are our dessert trolley. I just need to add one more thing once everyone is gathered round the table.” There was much laughter as they saw the boy table.

“Brilliant Victoria, what a lovely view”

“The table looks scrumptious”

“I could eat all of it”



There was a roar of laughter as Victoria took hold of a can of squirty cream and then proceeded to cover both boys willies with a good amount of cream until the willies could not be seen.

“Help yourself ladies!!”

Plates were filled and spoons were used to add cream until.one of the ladies whispering to another who nodded encouragingly leant forward and licked some of the cream, her tongue touching briefly the shaft of Tommy’s willy. It twitched discernably.

“Ooh it moved” said one of the ladies leaning forward herself to lick some cream from around Simon’s willy which too reacted!

We’ve got some lovely cream it seems Victoria.” Soon they were all having a little taste resulting in two erections pointing through the rapidly melting cream!

“Now be careful, “ chided Victoria “too much licking could result in an accident”

The licking of the cream was then replaced with a wet moist mouth around Tommy’s willy’s head , he gasped unable to be still, looking down as the lady licked the head clean of cream! He was in heaven not daring to look at Simon whose eyes were out on stalks watching his friends willy being consumed, soon he had his own thrills as another of the ladies took his in her mouth.

Both boys were struggling to control themselves and that was becoming increasingly obvious to the audience. The two ladies stopped their sucking and the willies bobbed up and down.

“Shall we add to the cream? Everyone finished?” Nods all round and soon gently both boys were being masturbated by a lady each using the remains of the cream as lubricant.

Others cleared remaining food leaving empty chests as the ladies pumped hard. Simon was the first to succumb and he soon let put a cry of ecstasy as he shot furiously a stream of cum which hit his top of his chest followed by others, shortly after Tommy followed it and a spray of cum went everywhere as the lady continued to pump him vertically, the cum shooting out on all directions.

Soon both boys were spent, messy sticky and exhausted. The post ejaculation ecstasy was soon replaced by feelings of humiliation and shame as thy looked at each other in the face realising the spectacle they had just play a part in! Two naked messy boys showing that intimate moment of ejaculation for a bunch of older women to watch enjoy and laugh at!! What a pair of messy boys and what a show. The ladies who by this stage had consumed much wine were laughing uproariously at the naked boys!

“Right, you two, up you get and out into the garden.” The boys followed Victoria into the garden where the late afternoon sun was warming to their bodies. “Stand over by the fence boys and stand back ladies” she shouted

And without warning, seconds later they were being showered in cold water as Victoria sprayed the water over them with the garden hose. It was cold, and their drooping willies began to shrivel quicker! “Hands on your heads boys” she ordered as they tried to protect themselves, she turned the pressure up slightly and soon just their willies were getting the force of the water and were flopping about all over the place.

Soon the mess had been washed off . A couple of towels were passed over and the boys quickly toweled themselves dry. The ladies were appreciative and offered to help, their willies getting a lot of attention! It didn’t take much to make them both hard again being young and horny! The boys blushed excited by the attention but acutely aware that this was embarrassing at the same time a secret between themselves they could never share.

They were sent off to the kitchen to calm down and do the clearing up and soon were hands deep in suds and loading the dishwasher their willies having reverted back to normal. Once everything was sorted and clean , Victoria summoned them back into the garden.

“Well boys we can fend for ourselves now I think so we wanted to say thank you for being our fabulous naked waiters and being good sports. We all enjoyed having you with us and the show you put on.”

Both boys blushed again as the show was certainly not of the song and dance variety!

“you mum will be here shortly Tommy to pick you up, so you have a choice until she arrives, you can remain naked or get dressed but your work is done. Have a drink , relax clothed or naked your choice boys.”

Tommy looked at Simon who shrugged his shoulders, “might as well stay as we are I guess”

This was greeted with well done and a good choice, Victoria poured them a drink, a small glass of champagne and raised her own “ to our naked waiters” and they all joined in.

When Linda arrived, she was delighted to see the lads relaxed naked in the garden, Victoria gave them an edited version of the afternoon and offered her friend a drink. “Tommy I know your work is done but can you fetch a glass for your mother please”

The naked lad trotted off to the kitchen to do as he was told as his mother smiled at her naked son, and said to Victoria, “you’ve got him well trained, wish I could”.

“But my dear Linda you can do this easily, just remove this clothes at home”.

Tommy returned with a glass of wine for his mother and the two ladies toasted silently to a new home regime for the Tommy!












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