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Waitressing Part 1 of 2

"Special ladies required for private parties"

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Author's Notes

"This is based on a tale told by a friend on another website with whom I have corresponded since 2006. I have spoken to Geoff by phone, and messaged Trudy. I have pressed Trudy for details and she has been happy to help. Events in the story took place in 2013."

Trudy and I have been married for 29 years, and are both now in our mid-fifties.  During those happy years we have played with a number of friends - both couples and single men for Trudy - and especially when on holiday abroad.

 

I am therefore accustomed to seeing Trudy suck other cocks, which she loves to do, and  which she does very well.

 

In recent years our playing has diminished significantly, for a number of reasons, Trudy has had some health problems (thankfully now better), and a lack of suitable opportunities.

 

Back in January, Samantha, Trudy's best friend phoned and said she would like to come around for a chat.  When she arrived a few minutes later this is what she told Trudy.

 

Sam had seen an advert in the local paper for those interested in occasional waitressing evenings, and had rung the number.  The man answering the phone said his name was Derek,  was friendly and asked Sam how old she was, and whether she had any experience as a waitress, and so on.  Sam had told him she had done such work when she was a young woman, but not recently.  The guy then said this was not ordinary waitressing, was for private functions, would involve being topless, and was she still interested as the money was very good.

 

Somewhat taken aback Sam replied "Oh, I don't know about that."

 

"OK, it's not right for everyone.  Have a think about it, and If you're certain you want to do it, then phone back, and we can arrange an interview.  Oh, and if you know of anyone else who might be interested, ask them to contact me."

 

"Sam, it sounds intriguing," Trudy thought aloud. "I didn't think that sort of thing went on anymore.  But I suppose if it is at private dinners or parties then it is different."

 

"Trudy, I know you and Geoff are swingers and broad minded, so I need your advice on whether you think I could do this."

 

"Well Sam, if you would like me to come along with you for the interview then I am happy to.  You can make a decision after that."

 

"Oh, that would be great Trudy, thanks.  I will phone him now and arrange an interview when we can both be there."

 

A quick phone call, and in a few minutes all was arranged for Friday, three days later.

 

The girls had some discussion about what Sam should wear, and concluded that it was likely she would be asked to show her tits, just to confirm she could be topless in front of others.

 

When Trudy told me about this conversation, I thought about Sam's tits, which I had seen many years before but not recently.  Sam was a pretty redhead and two years younger than Trudy, and now with a fuller figure - size 14 but still in proportion, whereas Trudy was blonde, still a size 10 and had retained her stunning figure.

 

On Friday Sam duly arrived, and Trudy offered her a glass of wine, to relax her a little for the interview.  Both girls imbibed and off they went.

 

Two hours later, Sam's car was on our drive and in they came.

 

"Well, how did it go?" I asked.

 

Trudy had a beaming smile on her face. "It was fine, in fact we have both signed up for a trial evening as topless waitresses."

 

I should have known this would happen, Trudy being a keen exhibitionist, and could often be found walking around the house in the summer months nude.

 

As expected after an initial chat from Derek, Sam was asked to show her tits, and Trudy thought it would be a good idea to join her topless, so she did.

 

The tit inspection concluded with Derek asking if it was okay to touch their tits, just to make sure they were natural.  "Of course." replied Trudy, "Feel away."

 

So Derek did just that, first Trudy then Sam, having a good squeeze and tweeking their nipples.

 

"Perfect.  Well, ladies I'm happy to offer both of you a trial evening, so let's find some uniforms for you."  Derek led the way though to the changing room.

"I will leave you to choose and change, then come and show me."

 

The girls looked through the range of uniforms, all the same style, changing quickly, helping each other with the final zips.

 

The uniforms were rather like German Beer cellar dresses, only with the front cut much lower so their tits were on show and supported underneath the bust.

The lower part of the dresses were cheer leader length,  with suspender belts and stockings, and panties in matching colours.

 

They returned to Derek's office and twirled before him.  "Mmmm, they look very nice, are they comfortable?" and he put his hands around Trudy's bust so make sure the fit was good, followed by Sam.

 

The girls had become used to his closeness, and those uniforms made them feel rather sexy.

So, they were both set for their trial evening, scheduled for the following Tuesday.

 

Derek explained times and duration of the evening, the waitress duties and the number of guests.  "The private room is connected separately to the meal kitchen so you need not worry about being seen by anyone other than the private guests, a couple of comedians entertaining them; and of course the three kitchen staff."

 

Sam asked "Will the guests be allowed to touch us?"

 

"Well, they may ask to, but it is up to you."  Derek helpfully replied.

"Guests sometimes offer a bonus for such treats."

 

Trudy wanted to know how many guests there would be.

 

"It varies, but usually between 15 and 25."

 

Roll on Tuesday........I can hardly wait I told Trudy and Sam.

 

Published 
Written by benstevens

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