John and Madeline were an upper middle class couple in their mid 40's. John was an executive at a financial firm and Madeline does political consulting. They loved to eat out and had been frequenting one particular fine dining restaurant named Charlie's for years. Last year, a young woman named Nancy started working there as a server, and she quickly became John and Madeline's favorite. Though Nancy was only 26, she and Madeline shared a similar style and sensibility. Both wore short hair and favor clean, understated styles. Nancy was smart, funny, and conscientious. John sometimes felt that Nancy reminded him of a younger Madeline.
For her part, Nancy found Madeline charming and thought that John was very handsome and distinguished, if a bit cold. She got a kick out of it when she bent over to wipe the table and caught John looking down the front of her blouse at her cleavage, or at her ass. Madeline noticed sometimes too, but she just gave Nancy a little knowing smile. John was such a scrupulously polite and proper gentlemen, that both Nancy and Madeline was terribly amused at the idea of him checking out Nancy's body. When Nancy sensed that Madeline didn't mind, she started bending over a bit longer than was strictly necessary around him.
John and Madeline's love live had tapered off over the years. She and John talked it over and he tended to chalk it up to declining hormones, but Nancy worried that boredom was a factor. One night as they were being seated at Charlie's Madeline decided to test a theory.
"Hello John, Hello Maddy," said Nancy brightly approaching their table. "Sparkling waters all around?"
"Very good Nancy. Thank you," said John, not looking up from his menu.
Madeline held her menu closed in her hand and gave Nancy a little wink. "Nancy, you look very nice tonight," said Madeline, raising her voice slightly.
"Thank you, Maddy," replied Nancy with a smile, wondering what Madeline was playing at.
"That blouse is very flattering," continued Madeline with a twinkle in her eye. "It really accentuates your lovely bust. Don't you think, so John?"
"Err, sorry?" said John looking up from his menu in confusion. "What are you asking?"
"I asked if you found Nancy's blouse attractive," said Madeline patiently.
Nancy played along and stood up straight, jutting her breasts out and wearing a little smile. John gazed in fascination at Nancy's full bosom for a moment and then caught himself and tore his eyes away. "You look very nice tonight, Nancy," said John politely returning his attention to the menu. "How is the Sea Bass tonight?"
"The sea bass is very fresh ," replied Nancy suggestively, wagging her eyebrows at John suggestively, and flashing Madeline a quick conspiratorial smile.
"John, don't change the subject like that," scolded Madeline playfully. "Nancy takes great pains to look nice every time we see her, and you simply never take notice of it and compliment her on it." John looked up guiltiy as Madeline scrunched her nose and gave Nancy a friendly smile. "Nancy dear, those pants fit you so well. Can I see the back?"
"Of course, Maddy," agreed Nancy amicably, turning around and putting her hands on her knees so she could jut her rear toward John.
John looked at Nancy's gorgeous round ass snugly encased in her form hugging jeans and gulped. His penis started getting hard at the sight of it and the way she seemed so eager to display it for him.
"Look at that figure, John," gasped Madeline. "That slim waist and round bottom! Ah, I don't have the body I did when I was in my twenties," she continued wistfully.
"Oh you are in terrific shape, Maddy," said Nancy quickly, worried that the little game was hurting her favorite customer's feelings. Madeline gave her another wink to put her at ease and then returned her attention to John.
John peeled his eyes away from Nancy's appealing rump and straightened his shoulders manfully. "Now look here, Madeline, you are still a gorgeous woman, as everyone will agree," he said smoothly. "And you, Nancy, dress very smartly and are a lovely young woman. I do apologize if I haven't make that perfectly clear previously. Can we please order dinner now?" he finished with a winning smile and Nancy felt her heart skip a beat under his confident gaze.
Madeline turned her attention to the menu, suppressing a smile, "Thank you, John. Women do appreciate a compliment now and then... I hear the sea bass is good tonight."
They place their orders and then Madeline excused herself to go use the bathroom. She approached Nancy as she entered the order into the computer touchscreen.
"Terribly sorry if that embarrassed you dear," said Madeline, touching Nancy on the shoulder lightly.
"Not at all, Maddy, I don't mind playing along," responded Nancy with a smile. The young server paused, then decided to take a leap and inquire further, "But I don't really know what you are playing at."
Madeline looked around to make sure no one was listening. "Well dear, I think you and I have both noticed John looking at your body with interest..." Nancy looked chagrined and was about to respond, but Madeline held her hand up to forgo interruption and continued, "To be frank, our love life has been pretty dull lately and I am trying to spice things up a bit. I figure drawing attention to a sexy young girl will get his blood going again. I hope you don't mind."
"Happy to be of service, ma'am," joked Nancy, saluting smartly. "I'll help prime the pump and you can work the handle later when you get home."
Madeline laughed with delight, "You get the picture, dear." She wiped a tear of laughter from her eye and says, "And if you are going to play along, why undo another button or two of your blouse? I promise to leave you a nice tip for your efforts."
"Oh Maddy, you don't have to pay me to flirt with a tall, handsome, distinguished gentleman like your husband," said Nancy as she undid two buttons of her blouse. "It will be my pleasure."
Madeline gave Nancy a shrewd look and said, "Hmm-hmm, well alright then dear. Let's see what happens." Madeline can't resist giving Nancy a playful pat on the rear as she heads off to the ladies room.
As the dinner progresses, John can't help but notice Nancy's soft pale breasts dangling from her open blouse when she bends down before him. He becomes flustered and shifts uncomfortably in his chair trying to hide his erection. Nancy and Madeline both notice his discomfiture and exchange devilish smiles.
Nancy got excited by John's reaction and she is egged on by signals from Madeline, she decided to see how far she could go.
"Here, I brought you a new napkin, John. I see that yours is stained," she says, bending over and brushing her breast against his shoulder. She reaches into John's lap and takes his old napkin away. She sees that is erection is pitching a tent in his trousers and she carefully places the new napkin over it, fascinated by the size of the lump in his pants.
"Ugh, thank you, but that's... quite unnecessary," stammers John, blushing slightly and gazing unconsciously down into Nancy's cleavage and she lingers bent over before him.
"Oh, do you want to keep this one?" she asks innocently. She reaches down to take the new napkin away, brushing John's erection through his pants as she does so. John give a start, and grabs the napkin back from her.
"No, no, that's fine. I prefer, to, uh, put it on my own lap, thank you," gasped John quickly using the napkin to cover his hardon again. His heart was racing with excitement at Nancy's proximity and the way she casually brushed his penis. He glanced over at his wife guiltily, but Madeline just smiled back with a knowing look.
"What is the matter, darling," she asked archly. "Servers at better restaurants always place the napkin on the diner's lap."
"Yes, well, it's not always... necessary," stammered John lamely.
