“That’s right Maddy,” responded Nancy with a smile. “It really comes in handy at Charlie’s.”
“But what work do you want to do?” asked Madeline.
“I really don’t know,” sighed Nancy. “I took that major because I loved it, and my parents encouraged me, but it wasn’t practical. It looks like I need to go get a masters to be employable, but I dread it.”
“John, what do you think?” asked Madeline leaning forward and gazing at her husband.
John paused and took a sip of his drink. He had been concerned that Madeline had some shenanigans planned, but found enjoying the evening very much. “I wouldn’t load on any more student loan debt if you aren’t sure of the way forward,” he said judiciously. “You should try out a few different entry level jobs and see what appeals to you. Don’t get drawn too deeply into this waitressing business. The money might be good for now, but there is no future in it.”
Nancy nodded thoughtfully in agreement. It turned her on slightly to be getting sage, fatherly advice from the gentlemen she was planning on having sex with this evening.
“Can’t you help her out, dear,” pleaded Madeline with a smile. “Surely you know someone…”
John furrowed his brow in contemplation. “Well, yes, let me think it over more. I sit on a board with that fellow Ericksen, who runs a business strategy consultancy. They should have a place for a young person who can think. I will give him a call tomorrow.”
“Oh that’s a marvelous idea,” gushed Madeline. Then she turned to Nancy excitedly, “You will love Timothy Ericksen, he’s simply brilliant.”
“Wow, that would great!” laughed Nancy, surprised at her good fortune. She had heard that you could make good connections working at Charlie’s but she had no idea it would be this easy. Nancy casually slipped off her shoes and murmur relief. Her feet were still sore from being on her feet all night.
Madeline noticed this and had an idea. “It feels good to take those shoes, off, doesn’t it dear?” she asked with concern. “Why you must wish you could change out of those work clothes into something more comfortable.” She had a sparkle in her eye as she smiled at Nancy.
Nancy shot John a devlishly glance and said, “I do feel sort of greasy right now. I normally change as soon as I get home from work.”
“Why don’t you come upstairs and let’s find you something of mine to change into. You are much slimmer than I , but I probably have a nice belted dress that would fit you,” said Madeline, looking Nancy’s body over appraisingly.
“Thanks Maddy, if it’s no bother, that would be wonderful,” agreed Nancy brightly.
John shifted in his seat uncomfortably at this turn of events.
“Come along, John,” said Madeline casually as she and Nancy climbed to their feet. “Keep us company while we go get changed.”
“Err, what?” he sputtered in surprise. “You mean come upstairs to the bedroom with you two? Certainly not!”
“Oh don’t be silly, darling,” laughed Madeline lightly, tugging him by the arm. “Why you need to change too! Look at you, you haven’t even taken off your suit coat.”
John’s blood started pounding in his ears and his forehead broke out in sweat as he looked at Nancy and his wife smiling expectantly at him. “But that wouldn’t be proper!” he blustered nervously.
Nancy waved dismissively as she went to tug on John’s other arm. “Oh John, you are so old-fashioned. I change in front of my guy friends all the time. It’s no big deal.”
“Certainly,” agreed Madeline with a delighted chuckle. “No big deal.”
John stood reluctantly and allowed himself to be ushered upstairs to the master bedroom with a woman on each arm. He couldn’t believe this was happening. His wife had never acted this way before. When they got to the bedroom, Madeline helped him out of his jacket and tie, and then pushed him gently back onto the bed so she could pull off his shoes for him. Nancy stood by watching meekly with her hands crossed in front of her. Nancy’s pulse quickened as she realized that they were really going through with this.
“Now don’t you feel more comfortable?” Madeline asked her husband with her hands on her hips.
John sat on the edge of the bed and gazed back at his wife perplexedly. “Yes, dear, thank you,” he muttered.
“Now let’s see what we can find you dear,” said Madeline to Nancy. “Would you mind unzipping me?” Madeline turned her back to the young woman who approached hesitantly and gave John a sheepish grin as she unzipped his wife’s dress. Madeline slipped out her dress casually and stood there in her bra, panties and stockings.
Nancy looked Madeline up and down. The older woman had a much fuller figure that Nancy’s. Her breasts were bigger and her hips were wider, but she still had a sexy hourglass shape.
“Hubba hubba,” said Nancy, reaching out impulsively and running her hands down Madeline’s sides and over her generous hips.
“Oh I’m fat now, you should have seen me when I was your age,” laughed Madeline happily. “Remember, John?” she asked cocking her hip at her husband suggestively.
“You still look great!” objected John, his voice cracking from nervousness.
“Well, let’s see if you still think that once you see Nancy’s figure,” sniffed Madeline. “Go ahead and take off those soiled restaurant clothes, dear,” she commanded Nancy. “I’ll find you a shift to wear.”
“Yes, Maddy,” said Nancy obediently. She looked John in the eye playfully while she unzipped her jeans and wriggled out of them.
Madeline made no move toward the closet to find Nancy a dress, she just stood there in her underwear, watching her husband’s reaction as Nancy stripped of her jeans in front of him. John’s mouth hung open as he stared at the young woman’s pale, bare legs.
“I’ll just toss those in the hamper,” murmured Madeline with a motherly air, taking the jeans gently from Nancy. “She has such thin shapely legs, doesn’t she John?”
“Uh yes, of course,” he stammered, heart pounding. He could feel his penis growing stiff as Nancy stood in her dress shirt and panties before him, arching her eyebrow at him suggestively.
“I think I’m making your husband nervous,” laughed Nancy as she started unbuttoning her blouse. She was starting to feel a little self conscious. She was glad that Madeline disrobed first.
Madeline tossed Nancy’s jeans into the hamper in the closet and then put her finger to her lips thoughtfully. “I don’t think ‘nervous’ is the right word, darling.” Madeline went and sat next to her husband on the bed and reached over and gripped his stiff penis through his pants. “Aroused is a better word, he is hard as a rock.”
John yelped in surprise. “Madeline! What are you playing at here?” he demanded indignantly.
“Playing at?” asked Madeline innocently as she unzipped John’s fly and extracted his swollen member. “What are we playing at Nancy?”
Nancy gazed with interest at John’s exposed phallus. It was thicker and veinier than the penises of the younger guys she had been with. “Uh, ‘fuck the waitress’ might be a good name for this game.” Nancy finished unbuttoning her blouse and tossed it aside nonchalantly. In spite of her cheeky comments, she found herself blushing furiously as she stood before John and Madeline in her underwear.
“Look at her blushing, John,” purred Madeline as she stroked his cock. “Be a gentleman and compliment her body, will you? Put her at ease.”
“My god, madeline, this is crazy,” gasped John as he gazed with lust at Nancy’s pale, nubile body. Her pale bosom was barely constrained by her bra, and her erect nipples were visible, pushing through the thin material. He ran his eyes down her shapely torso, gazing at her cute belly button, her flat belly, and her slim white thighs.
“Don’t you like the way I look?” asked Nancy uncertainly, her nerve failing her.
“You are terribly sexy,” blurted out John. “Simply gorgeous! But this is madness!”
“I’m surprised at you darling,” laughed Made
line. “I thought you would jump at the opportunity. Here Nancy, come and sit on John’s lap. He needs to be comforted. This is too stressful for him.”
“Alright Maddy,” agreed Nancy meekly, relieved that Madeline was taking control of the situation. As Nancy approached the bed, Madeline yanked John’s pants off unceremoniously and flung them aside. John’s boner stood straight up at attention.
“Wow, he’s hard!” exclaimed Nancy excitedly. The sight of his thing was making her wetter. “How am I going to do this?”
Madeline pulled John’s penis down between his legs so that Nancy could sit on his lap. John fell back on his elbows and his cock pushed back up forcing itself between Nancy’s soft, tender thighs. She gripped the head of the penis and toyed with it distractedly, squeezing her thighs around the shaft. The wirey hair on the tops of John’s thighs was rough under her own soft thighs and both she and John were excited by the contrast.
“This is so kinky!” exclaimed Nancy nervously. “Is it ok that I am touching your husband’s penis like this, Maddy?” she asked meekly.
“Of course, dear. Do whatever comes naturally,” breathed Madeline lustily. She stood up and unsnapped Nancy’s bra, releasing the young woman’s breasts to swing free from constraint.
Nancy gasped in surprise to have her boobs exposed like that and was gratified to feel John’s penis twinging between her legs in response. She renewed her attention to his knob and he groaned in ecstacy.
“Look at these hard pink nipples, John,” gushed Madeline, reaching over to pinch Nancy’s breasts impetuously.
“Outstanding!” agreed John, finally coming to grips with the situation. If his wife was determined to do this, he would go along with it.
“Good, so you are starting to enjoy this game then?” asked Madeline sweetly.
“Definitely,” sighed John. “But are you sure you will be able to deal with this in the morning. Won’t you be jealous and resentful?”
“Why would I?” laughed Madeline. “Do you intend to run off with Nancy and leave me?”
“Hardly!” chortled John, shaking his head in amusement.
‘Well then, let’s all just have sex, then, shall we?” asked Madeline.
“Sounds like fun!” chirped Nancy cheerfully, never releasing John’s member from her grip. “But I was never with a couple before. How do we do it?”
“I’m not sure, I probably should have read up on this beforehand,” said Madeline thoughtfully as she unsnapped her own bra and let her breasts come flopping out heavily.
“Mama, those are big ones!” gasped Nancy in surprise as Madeline’s knockers swung down. She reached out and weighed them in her hands judiciously. “Heavy!” she exclaimed playfully.
“Look at her playing with my boobs, John,” laughed Madeline impishly. “She likes them better than you do!”
“That’s not true,” he said simply, reaching out to grab Madeline’s nipple.
“Yup, his cock just spasmed between my legs again,” said Nancy. “He isn’t lying.”
“Interesting lie detector we have here,” exclaimed Madeline gleefully. “But climb off of there for a moment, so that we can both get at his thing.”
John sat up and looked down in satisfaction as his wife and their young waitress positioned themselves on their knees between his legs. They Nancy gazed at his cock while Madeline stroked it familiarly.
“It’s so veiny!” gasped Nancy.
“Yes, it got more so over the years. I like it, don’t you?” asked Madeline matter-of-factly.
‘Oh yeah, it’s manly,” gushed Nancy.
“Here, why don’t you put it in your mouth, dear?” suggested Madeline with a grin.
Nancy obediently complied, sucking on John’s cock fitfully and looking up at him adoringly. Madeline watched her husbands reaction and started rubbed herself. Her vagina was already sopping wet and she realized that she was ready for sex. The look of delight on John’s face as he gazed down at the young waitress dutifully sucking him off gave her pangs of jealousy but also made her stomach flip from the titillation.
After Nancy had been sucking John for a few minutes with Madeline rubbing his balls helpfully and touching herself. Madeline decided she was ready. ‘Nancy dear, are you wet enough now?” she asked.
“Am I ever,” responded Nancy effusively.
“How do you like it? Missionary?” asked Madeline frankly.
“I think it would be hot to take it from behind,” said Nancy, blushing slightly. “The submissive thing feels right in this situation.”
“Aptly put dear, hop up on the bed and put your ass in the air,” laughed Madeline, patting the mattress. “Does that sound good, John?”
“Yes, that’s a capital idea,” exclaimed John, jumping to his feet and accidentally slapping his wife in the face with his stiff penis. “Oh sorry, dear.”
“Not at all, I liked it,” responded Madeline with a smile.
Nancy slipped off her panties timidly and stood naked before John and Madeline for a moment to let them get a look at her bush. The she climbed on the bed and put her rear in the air, presenting her swollen labia to John subserviently.
“Good girl,” said John, patting Nancy’s ass paternally. He found himself enjoying this unusually dominant sexual role. He and Madeline were more evenly matched and never played such games.
“Oh that is hot,” panted Madeline salaciously. She reach over and ran her hands up Nancy’s soft thigh inner thigh and over her round white buttocks, sending an unexpected shiver through Nancy’s body. Then Madeline gripped her husband’s johnson and help guide the head between the folds of the young waitress’ vagina.
Nancy gasped in passion as John entered her. “Oh, he’s big!” she blurted.
“Slowly John,” admonished Madeline. “Don’t hurt her.”
“I can feel how tight she is, dear,” said John patiently. He relished the sensation of Nancy’s young elastic twat stretching to accommodate his manhood. She was hot and wet and tight, and his cock stiffened even further in response as she eased himself delicately into her.
“Oh god,” moaned Nancy in spite of herself. She didn’t normally like to be so vocal during sex, thinking it sounded fake, but she really couldn’t help herself. This whole situation was so twisted that she was beside herself with desire.
John managed to introduced half of his cock into Nancy and then started working it in and out about halfway while she panted and wriggled beneath him. Her expressiveness surprised and gratified him. Meanwhile, Madeline stripped off her panties and started rubbing herself openly, enjoying the show immensely. As Nancy grew more accustomed to his phallus, John started give her little assertive thrusts which sent thrills through her body.
“Nancy dear, why aren’t you touching yourself?” asked Madeline with concern after a moment of this.
“Huh?” grunted Nancy blearily, her face mashed against the mattress.
“Go ahead and rub your clitoris while he fucks you. It will help you cum faster, darling,” advised Madeline, feeling oddly matronly as she did so.
“Uh, ok,” said Nancy. She felt a little weird about masturbating herself while a guy fucked her, it seemed a bit pornstarish. But since Madeline insisted, she went ahead and tried it.
As she started pleasuring herself, Nancy’s vagina constricted tightly, gripping JOhn’s penis and he responded by fucking her more insistently, gradually introducing his entire cock into her. The feeling of his shaft sank deeply within her pushed Nancy over the edge and she bucked and shuddered in the throes of climax. John had to carefully will himself to relax so that he wouldn’t cum himself in response to her orgasm. He withdrew he penis and looked over at his wife expectantly.
Nancy, rolled over and looked up at John lovingly. Her cheeks were flushed and her eyes were bright with post-orgasm endorphins. “That was amazing!” she gushed.
“Yes, you were very good, dear,” said John patting her sweaty thigh condescendingly. “Now, how do you want it, woman?” he asked
his wife, pointing his stiff penis at her face slick with another woman’s juices.
“I know you are feeling macho right now, but it might work better if I get on top,” laughed Madeline, tossing her husband a tissue so he could clean off his rod.
“Whatever you say, dear,” he agreed amicably, laying down on his back next to Nancy on the bed. Nancy leaned forward and gave John a kiss on the cheek before glancing at Madeline guiltily.
“It’s perfectly fine to show affection to the man that just fucked the daylights out of you,” said Madeline soothingly as she climbed on top of her husband to straddle his stiff penis. “I don’t mind, oh!” Madeline cried out in surprise as she lowered herself onto John’s hardon. “My God, John. I haven’t felt you so hard in years!” she exclaimed excitedly.
“You like that huh?” he asked smugly, gripping his wife by her soft hips as he thrust upward into her. He gazed with interested at her large jiggling breasts and smiled up at her.
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