Nancy’s Vacation

Nancy Remington sat on the beach in the early morning. The air was cold still but the warmth of the sun was starting to seep into the sand and the weave into the weak gusts that slid past her exposed skin. It had been a week of relaxation and benign enjoyment. She had been so obesessed with her new fixations that she had forgotten to allow herself to enjoy the normal pleasures of being wealthy and free of respinsibilities. She had decided to invite John, the artist who she had shared a night of passion with only a few weeks ago. He was attentive and easy going and she had allowed herself to enjoy being normal for awhile, but she was beginning to grow antsy. They had spent the days on the beach sampling the local cuisine and the nights out experiencing the bars and parties in the warm summer of a tropical island. She admitted to herself that she had enjoyed the passionate love making, but the itch was always there. She yearned to go back to her project now. John had been a bit of a dead end. She had tested the waters before and had hoped that this luxurious vacation might loose him up a bit, but he was too self assured to become a toy for her to play with. In a way, he was a perfect match on the surface, but he was too vanilla. Last night had piqued her interest, they had spent the night at a bar and as it got late, another man had approached her. They had a nice conversation and he was clearly interested in taking her home. While she had no interest, she had gotten excited when John had returned and his interest did not wain. John seemed almost ready to bite but at the end of the night, Nancy was unable to close the deal and her little experiment was sent packing with the would be suitor. She would have been happy to take both of them if it meant exposing this part of John.

Her thoughts were interrupted as Johns footsteps approached from behind. He sat close to her and kissed her shoulder.

“Morning.” He said horsely.

“Good morning you.” Nancy said in her flirtatious voice.

“You’re up early again.”

“I like to get my thoughts right before the day starts, it’s very peaceful when no one else is out.” They paused and enjoyed the sunrise.

“I was getting a little jealous of our friend last night.” John prodded the topic.

“I was getting a bit jealous too.” Nancy looked at John playfully.

“What are you talking about?” John laughed.

“You didn’t notice? He was eyeing us both.”

“I noticed he kept staring at your ass.”

“He was looking at yours too my dear.”

“You were curious weren’t you?”

“I wasn’t uncurious. What better place to get curious than here?” She gestured to the beautiful island around them.

“I didn’t mean to spoil your fun.” John said, clearly a little put out.

“You have nothing to be jealous of, I wanted it for both of us.”

“I haven’t done that since college.”

Nancy’s heart started bouncing. “Done what exactly? Who is this man I’ve brought with me?”

“We all experiment a little in college.”

“True, it’s sad we can only do that in dorm rooms.” Nancy sighed and pouted at John.

“If it happens again, I won’t get in your way.” John seemed jealous again.

“I wouldn’t want to do it without you.” John smiled and Nancy grabbed his cock and pleasantly surprised to see that he had become aroused. “What’s this?”

“I like when you talk like that.” John smiled cautiously.

“Well then, it’s our last night, maybe we should make something of it.”

That night, Nancy was on the hunt. She cast around the restaurant and the bar afterwards, hoping to find someone that would pique John’s interest. She selected a few men at the bar and waited for an opportunity. She spilled her glass on one as he walked by and they all got to talking. He wasn’t as tall as John or as big but he was good looking and flirtatious. The three of them moved to the beach and when their friend got up to piss Nancy looked at John.

“What do you think?”

“I think you want to invite him back with us.”

“But what do you think?” John was clearly embarrassed. Nancy would have to give to get. “Tell me you haven’t fantasized about putting me through my paces?” John perked up a little at this.

“I have wondered if you’d know what to do with two, you don’t seem the type.”

“I think I might surprise you.”

They moved back to the hotel room and shared a bottle of wine. After 45 minutes Nancy realized she would have to make the first move. She slid up to John and kissed him, holding his face and pressing her body against his. She held him there for a moment and then turned to their friend. She stepped into the middle of the room and peeled off her sundress, revealing her tanned body and naked breasts. She danced about, not sure exactly what she was doing but knowing they wanted a show to get them in the mood. She took a sip from the wine and motioned them both over to her. They hesitated.

“Come now, what are we doing here?” She said in a flirtatious but assertive tone. The boys flocked to her. She got to her knees, fighting the urge to roll her eyes. She undressed John and waited for their friend to pull down his pants. She was happy to see that their friends cock wasn’t as big as John’s, no fear of penis envy from her man. She laughed enticingly and took both cocks in her hands. She alternated kissing the tips and taking just an inch into her mouth, teasing them as they grew. She stroked slowly and bent to kiss Johns sack. She did the same for their friend, making eye contact with John as she did. John bucked a bit in her hand and she moved to take his cock down her throat, nothing too crass, just as much as she could take comfortably. She bobbed up and down, giving him the care he knew he needed. She let Johns cock pop out of her mouth as she gave a sigh and returned to give the same care to their friend. As she did so she stood , pushing her ass towards John who immediately took the opportunity. He slid into her moist pussy slowly. She moaned around their friends cock as she felt his girth. As John fucked her, their friends cock would bob in and out of her mouth. She reached around to grab his ass as she took more of his cock.

She enjoyed this as much as any woman did, there was a nice feeling to it and she liked the power it gave her to hold them like this. But she was getting antsy again. She pulled herself off their friends cock and stood straight as John continued to fuck her, she looped an arm up to hold the back of his head. She wagged her finger to bring their friend in and kissed him as John continued to stroke. She craned her neck to hiss the strangers neck and was delighted to hear John and their friend share a kiss. She began stroking their friends cock so that he didnt feel left out, hoping they might keep their passion. She and John separated and she stepped back a step. They both stood at attention, waiting to see what she would do next.

“I have to prepare myself if I’m going to take you both, one of you should join me in doing so, I refuse to be the only one who gets fucked tonight.” Nancy was taking a big risk here but decided it was worth it. She walked to the bathroom and hoped one would follow. After a few minutes, the stranger walked in sheepishly. She smiled.

“My comrade in arms.” she said jokingly. He laughed and they began their preparations. When they both returned John sat on the bed, his cock still at attention. She leapt on him with a passion, showering him with kisses and guiding his cock into her slit. She rode him gently as he sat up and kissed her neck and breasts. She slid a hand behind her and spread her round cheeks, exposing her tight hole to their friend. She turned her head to wink and saw that he was already reaching for the lube. He applied some to himself and she felt the cool liquid slide into her tight hole. He massaged it in with his fingers as she rode John.

“Are you okay?” She whispered in his ear.

“I’m great.” He replied breathily. She almost came as he said it.

Soon the stranger had pressed the head of his cock against her asshole. She slowed her riding of John to allow him to press into her, slowly he filled her. The pain turned to pleasure as she felt the two cocks rub against eachother inside her. She began to shift her weight, feeling the jigsaw fit together in different combinations, waves of pleasure emanated up her body. She could feel them grow impatient. “Fuck me, I’m yours.” She said. They began to push into her with separate purpose. Her asshole stretched as the stranger fucked deeper and John pounded her from below. Her body shook and swayed as they had their way with her. She felt a hot spurt of cum fill her asshole as her tight hole milked him. He groaned, filling her with his seed.

“Oh yes, good boy!” She couldnt mask her joy that he had finally cum. Now for the fun part. She put a hand on Johns chest, “its time.” She rose off his large shaft, and stood next to the bed. “Fitting that you came first. Its time for you to do some work.” She pointed at their friend. “I’m in charge now.” She had always been in charge but all of this foreplay had gotten her riled up.

“Bend over the bed.” She told their friend. He did so a little shyly, exposing his smooth ass and waxed asshole to them. He lay right in front of Johns cock now. “You may suck it if he tells you to.” She said as she grabbed the lube.

John looked at her, feeling a little uncomfortable. She met his gaze and studied it. He was ready. “Did i tease you too much honey? Those balls of yours look ready to burst. Go ahead.”

“Do what the lady says.” Was all John said.

Their friend took Johns cock in his mouth and began to pleasure him. He clearly wasnt new to this. Nancy began spreading his cheeks and applying lube to his tight hole, which she now suspected had been used many times before. She knew a bitch boy when she saw one and was proud to have picked him out. She inserted finger after finger up to three as she massaged his asshole open. She intended to make sure John had his way with it, but part of her wished she had brought a strap on. She shooed away the thought, it was a selfless night. Their friend moaned as she stretched him. John moaned as he worked his magic on his cock.

“John, it’s time to show out friend his place.” Nancy sealed the knots she had been preparing with the sheets, tying their friend in place at the foot of the bed. He jumped at the sudden pressure. As John got up she kissed him and moved to gag their friend with her pussy. She couldnt let him ruin this for her. “Pleasure us.”.

John had always been a good fuck and Nancy was delighted watching him ravage this stranger. He was ruthless, extracting as much pleasure for himself and not worried much for what he did to his hole. This was typical of the men she had done this with. They were more interested in her and only enjoyed the power of fucking another man. She had to choose the weak ones to not hurt their fragile egos, something they could project their weakness onto and then destroy for it. It was a part of themselves that they hatefucked. Nancy loved to watch it. The stranger was trying to speak but Nancy smother him, enjoying the feeling of his cries as they sent vibrations right into her clit. John bucked wildly, tearing their friends asshole apart. His jealousy came out in each stroke, his feelings of inadequacy were like a piledriver into the colon of their victim. Nancy made eye contact with John. “You’re more of a man than he’ll ever be. He’s just your little bitch to fuck. He’s there to pleasure you because you’re the alpha. When you’re done with him, we’ll dispose of him. You should break him for being so weak.” Nancy had a full head of steam now, the screams in her pussy had caused her to climax and she wanted more. She was out for blood.

John shifted positions, mounting the stranger and putting one big hand on the back of his neck, forcing him into Nancys pelvis. He renewed his pace and gripped their victims hips with his other hand so that he could plow every inch of him. Their victims hands fought with the sheets and the air as he practically suffocated.

As he grew weak under the onslaught, Nancy instructed John to untie him. They pulled him up on to the bed with little resistance, his stomach up, his cock still hard and leaking precum. John pulled his legs apart and split him down the middle. He screamed with the sudden invasion and Nancy leapt atop his face, pressing her used asshole over his mouth. She straddled him. “Eat my ass like your life depends on it.” She felt his tongue dart to her hole and meander around its edge. “I want your tongue so far up my asshole you taste tomorrow’s breakfast!” She felt him comply as he put all his effort into pleasing her hole. She smiled and looked at John. He was still fucking his hole but he seemed a little taken aback. Nancy knew she had taken it further than expected but this was a worthy test.

“These little boys need to be put in their place by men like you. They are a tool for us.” She leaned in to kiss him. He hesitated but then leaned in to kiss her passionately. She felt his renewed effort as the body beneath her bucked with his ****. She reached down and played with their victims cock. She fondled his balls, squeezing and releasing. “Watch this,” she told John. She felt his balls for a moment. “Harder John.” John breathed heavily as he tore into the broken hole that held his cock. “Nancy waited a moment, listening to the sounds of flesh smacking flesh. Finally she felt it and she squeezed their victims balls with all her might. He screamed as cum spurted from his cock. Nancy milked him for all it was worth, cum pooling on his stomach. She swung her leg off him as he curled forward and John flooder his colon with his load. They left him lying there on the bed, covered in cum and sweat. Nancy put a little sign on him as a note to housekeeping with a tip. “Sorry for the mess, please accept this tip for the extra trash.” It was mean spirited but John laughed.