“Gotcha!” James said as he finished off Jordan in the game they were playing. Once they got to the beach house, the party spent the time playing games in the large living room that overlooked a private beach owned by the Sorrowsworns. James stood up to the cheer of his friends as he soaked in his victory. “I’m still number one!”
“It’s not that impressive,” John said. “Compared to professionals, the four of us look like fools when we play fighting games.”
“I guess you’re right,” James said as he sat on the couch next to Jordan. He handed his controller over to Charles who happily took over for him. “But among the five of us, I’m still the best.”
“You know,” Vincent interrupted, “it always baffles me why we don’t just start our beach meetings here. I mean, you have a private beach as a backyard for this house, James.”
“Isn’t it obvious?” John asked. “Part of the fun is getting people to notice us. It’s one thing to be rich, but to be rich and well known is a another level altogether. People need to know who we are and they need to respect us. Plus, it’s always good to get praised for your looks.”
“Just because we have more money doesn’t make us better,” Vincent argued.
“But it does,” John argued back. “If we were no better than the common rabble, then why are we the ones sitting here while the four lovely women prepare us dinner? Don’t you see? It’s because we are the masters and they are the servants. We are the superior, they are the inferior. I think that clearly shows that we’re better. Wouldn’t you say, James?”
“I’m not taking sides, but logically speaking, he has a point, Vince,” James said to Vincent’s disappointment. “On the other hand, that’s a very †˜black and white’ way to look at things, John.”
“Stop trying to play mediator,” said John. He yawned and looked at the clock. “It’s eight already? Damn, we’re having a late dinner.”
“Just be happy we’re even having dinner,” said Vincent. Just as he finished his sentence, the girls entered the room. They had trays of food which they placed on the table in the middle of the couches. Once they placed all the food, they lined up and bowed in unison.
“Please enjoy the food,” they all said simultaneously. Elizabeth looked up and caught James eyes as she finished bowing. She immediately became flustered and looked away. James sighed at Elizabeth’s action. He knew that the cause was the kiss they shared earlier today and he feared that he might have made their relationship irreparable. “Please call for us if you require anything else,” the four ladies said in unison.
“Hold on a second,” said Jordan. “Just because you’re servants doesn’t mean you can’t dine with us. Join us!”
“That’s a great idea!” Charles added. “Cecelia, why don’t you sit next to me?”
“As you wish,” Cecelia said making her way towards Charles.
“Hold it,” James said. “Cecelia, you’re sitting next to me.”
“No fair, James!” complained Charles. “Then how about you, Reimi?”
Reimi looked at Charles before looking at James. She looked at him, waiting for his approval. James nodded his head and Reimi spoke. “As you wish,” she said as she sat next to Charles.
“Wow, James, you really have these girls under your command!” Jordan said impressed. “They don’t do a thing until you allow them. I guess they know their place.”
“Damn straight they do,” said James trying to sound convincing. He needed his friends to believe that he was in command. “And for that reason, if any of you do anything to them that I disapprove of, I’m sending you home.”
The room went silent and all the boys looked at James. Vincent caught what James was trying to establish and it put a smile on his face. “If that’s the case,” Vincent played along, “since I was the first to approach them, can the Westervelt twins sit next to me?”
“Of course, Vince!” James said enthusiastically happy that Vincent caught what he was doing.
“What a player!” said Charles as the two twins sat next to Vincent. He looked at Jordan and John and laughed, wrapping his arm around Reimi and pulling her close against his body. “Looks like you two aren’t getting lucky tonight. Don’t worry though, I’d be more than willing to share my little angel right here.”
“Then there’s nothing to be jealous of,” John said happily. “Besides, there’s nothing to worry about. Vincent isn’t enough of a man to satisfy two women. He’ll give one of them up.”
The three young men laughed and the twins looked at them confused. James noticed the irritation on Reimi’s face, but above all else, she had a look of concern. “Alright, that’s enough. Let’s enjoy our meal,” James said.
“How can we enjoy our meal without alcohol?” Jordan asked. “Where’s the booze, ladies?”
“I was specifically told to make sure that there would be no alcohol during this gathering,” Cecelia finally spoke. “Your parents mentioned that if they caught you drinking underage one more time, there would be proper punishment.”
“I know you’re bluffing,” Charles said with a playful smile. “The only punishment happening tonight is me spanking your…”
“Charles!” said Vincent loudly. “Shut up. There will be no fooling around tonight.”
“What gives you the right to say that?” Charles asked irritated. “Last time I check, it’s up to James to decide.”
“And I’m agreeing with Vincent,” James added. “The three of you hit on and use women on a daily basis. Surely you can go one night without a girl in your bed. Besides, would you really stoop so low as to do sexual acts with servants? John, didn’t you mention something about us being better and superior to the common rabble? If that’s the case, wouldn’t fooling around with one of these maids be an insult to your stature?”
John groaned at James’ words. He looked to see who would side with him but simply surrendered when none came to his aid. “He’s right,” John finally spoke.
“What?” Charles and Jordan asked together.
“Vincent and James are right,” John said once more. “We shouldn’t lower ourselves. How desperate would we look if we fooled around with servants? It’s such a filthy thought that it disgusts me.”
“I guess you’re right…” Charles agreed with John. Jordan quickly followed and the table mellowed down. The group quickly made up and they were laughing once more as they ate. After dinner, the boys had the maids tend to their needs as they continued to socialize with each other. Within a few hours, Charles called it a night and went to the quarters he was assigned. Jordan and John followed a few hours later, leaving Vincent and James with the maids as they tidied up the living room. It didn’t take that much longer before Eleanor and Elizabeth felt the need to rest as well. Cecelia led them to their room and put them to bed before she returned to continue cleaning. It was already past midnight and James was completely exhausted. He yawned loudly and sank into the soft plush couch.
“You did well,” Vincent said to James. “A little harsh to the girls, but it kept them from being sexually assaulted.”
“Thanks. But I feel like I could have done something different,” replied James.
“What do you mean?” asked Vincent.
“What the Young Master means is that he wishes he could have avoided insulting us,” said Cecelia. “Am I correct in assuming that?”
“Exactly,” answered James. “Reimi, Cecelia, I’m sorry about the things I said earlier. Please understand that I didn’t mean them.”
“I apologize as well,” Vincent added.
“No need for apologies, Young Masters,” said Cecelia.
“Don’t be like that, Celia,” said Reimi. “Just accept their apology.”
“But, Reimi…” Cecelia started before being cut off as Reimi put her hand on Cecelia’s shoulder from behind. She pushed Cecelia towards the two young men.
“C’mon,” said Reimi. “You know what you have to do.”
Cecelia looked at James and Vincent as they eagerly waited for her to speak. She fought off her feelings of embarrassment, but she knew that her cheeks must have showed a little color. Not wanting to be subjected to the torture of the boys’ gazes much longer, Cecelia spoke timidly. “A-apology… apology accepted,” she said.
“Now was that so hard?” Reimi asked.
James and Vincent smiled in unison. “Thank you, Cecelia” they both said
“Now tell them it’s no problem,” said Reimi.
“I-I cannot possibly…” said Cecelia.
“Just do it,” Reimi said rolling her eyes. “Act like a normal person for once. You’d be a million times cuter if you did. Wouldn’t you say, boys?”
“Definitely!” James said.
“I can only agree with what my friend has said,” Vincent added.
“See? Now you have to say it,” Reimi said with a big grin.
“It… it is not… not a problem,” Cecelia said now obviously flustered. Her eyes were closed as she spoke. The two boys smiled and clapped at her bold gesture.
“Good job!” said Reimi. “Why don’t you get some rest? I’ll take care of what’s left.”
Cecelia said nothing and simply complied. She bowed at James and Vincent before she departed, disappearing down the hall that lead to the quarters.
“It’s getting late,” said Vincent. “I think I’m going to bed as well. Goodnight, James. Goodnight, Miss Walters.”
“Goodnight,” they both said as Vincent departed. As soon as he was out of sight, Reimi quickly sat on top of James to his surprise. She gave him a quick kiss on the lips and smiled.
“So much for that plan of ours,” said James.
“Tell me about it,” Reimi said. “I’m extremely tired, but I still want… Well, I can only assume you want a reward after staying up all this time to protect the twins from your friends. I guess I can give you one. If you ask nicely.”
“You said you’re tired,” said James. “Let’s just try for some other time. Unless that upsets you?”
“You always look at it too deeply,” said Reimi. “I just wanted to reward you. It’s not like I like you or anything.”
“Alright, alright,” said James no longer wanting to argue. “Honestly though, let’s plan this out better next time and just sleep for now. Deal?”
“Deal,” agreed Reimi. The two kissed one more time before heading to their respective quarters.
XXXXXXXXXX
James woke up as he heard the door to his quarters open. He looked at his clock to see that the time was three in the morning and that he had not slept more than a few hours. James vision was blurry and he shook his head to get a better look at the figure that stood next to his door. “What happened to †˜let’s plan this out better’?” James asked.
“I-I don’t know what you’re talking about,” a familiar voice not belonging to Reimi spoke.
James quickly sat up and looked towards the door. He could now see clearly and he was shocked. Elizabeth stood by the door to James’ surprise and she had a very eager yet fearful look on her face. James heart picked up its pace a little as he tried to think of what to say. “Elizabeth,” he finally started, “what are you doing here?”
“I’m sorry, Master James,” Elizabeth said. “I tried to forget about earlier today, I honestly did. But I can’t get the feeling it gave me out of my head. Every time I think about it, it sends this odd feeling up and down my spine. Can I get one final kiss? Please?”
James’ mind was now going into overload. He kept a level head as best as he could, fending off the naughty thoughts of Elizabeth that now swirled in his head. “No, Elizabeth. This is a bad idea,” James managed to say. He surprised even himself.
“Charlotte once told Eli and me that once you get your first kiss, it’ll feel so heartwarming that you won’t be able to stop thinking about it,” said Elizabeth. She walked towards the light shining into the room from the night sky. James’ practically had a heart attack when he saw Elizabeth’s attire. She was in a short night dress and wore no bottoms. The soft and thin fabric rested on her chest in such a way that James could see her nipples bleeding through. He looked down at her lower area and James immediately felt his manhood harden as he saw how lovingly Elizabeth’s white cotton panties tightly hugged her pelvic region. “Please, Master James,” Elizabeth said once more. “Please let me feel like I did earlier.”
James quickly stood up and approached Elizabeth. He grabbed her by the shoulders and tilted her head up so that she was looking into his eyes. “How could I say no?” James asked her before planting a kiss on her lips. He moved his hand to the back of Elizabeth’s head and they kissed more tenderly. He could feel Elizabeth’s body quiver as his lips danced with hers. James broke the kiss and stared into Elizabeth’s eyes. She returned his gaze and they continued to kiss under the light of the night sky before James broke the kiss once more. “You know,” he said, “we can do more than just kiss.”
“Will it give me the same feelings I’m having now?” Elizabeth asked innocently.
“It’ll give you an even better feeling,” James answered.
“Okay then,” Elizabeth replied. Her reply put James in disbelief. He took a few seconds to comprehend what Elizabeth said before he picked her up and sat on the edge of his bed with Elizabeth straddling him. They continued to kiss and he loved how Elizabeth sighed and panted as they did so. James began to kiss down her cheek and Elizabeth began to moan softly. As he planted the first kiss on her neck, Elizabeth let out her loudest moan yet and pushed James away.
“What’s the matter?” James asked concerned. He took note of how Elizabeth quivered.
“It felt… really good…” Elizabeth answered. “It was as if… as if I was going to lose control of my body.”
“She’s never been touched before and her whole body is overly sensitive,” James thought to himself. “Losing control isn’t bad. Just let it happen, Elizabeth, it’ll feel that much better.”
“O-okay…” Elizabeth said meekly. She allowed James to continue kissing her. James was happy to comply and he planted kisses up and down her neck. The fact that Elizabeth squirmed with each kiss he gave her fueled James’ lust to ridiculous heights. He however, kept Charlotte’s advice in mind. James made sure to not let his carnal lust take control. He was going to enjoy this, but he also planned to make every effort to make Elizabeth enjoy it even more. He would take her slowly so that they would both be satisfied by the end of this session. “Ah…” Elizabeth moaned softly as James continued to kiss her neck. He slipped his hand under her short dress and began to rub her waist. Elizabeth only moaned more as James worked his hands, rubbing either side of her waist.
“Lift your arms up,” James whispered into Elizabeth’s ear before giving it a soft kiss. Elizabeth eagerly did so, lifting her arms up for James. He grabbed hold of her dress and pulled it off of her. James enjoyed the sight of Elizabeth’s small frame, the light of the moon shining on her small breasts. He kissed down her neck to her collar bone, tenderly leading his kisses to her upper sternum and finally towards her chest. At this point, Elizabeth’s eyes were leaking tears from the pleasure she felt. James wanted her to feel even better and he moved his right hand to massage the underside of her petite breast. Unlike Charlotte, James could have easily cupped Elizabeth’s entire breast in one hand. He made sure not to do so and massaged it softly, causing Elizabeth to sigh and pant in pleasure. Finally, James trailed his kisses towards one of Elizabeth’s breasts. James took a quick pause and licked his lips. Elizabeth’s tiny breasts were right in front of him and he couldn’t wait to sample them. Leaning forward, James took Elizabeth’s cute little nipple in his mouth. The feeling of sucking on Elizabeth’s diminutive breast was so foreign to James. It made him wonder how Elizabeth could possibly get him any hornier than he already was. He sucked and licked Elizabeth’s soft mound as his spare hand moved to massage the other. James loved how her small lump fit in his hand so perfectly. With just a slight twist of his wrist or small movement of his fingers, James could elicit different moans from Elizabeth.
“I feel… I feel strange,” Elizabeth said with a pant.
“How so?” James asked.
“D-down here…” Elizabeth said timidly. She pointed at her underwear, the white cotton now clearly stained by her womanly nectar.
“Let me take care of it,” James said with a soft smile. He picked Elizabeth up and laid her down on her back atop his bed. James towered over Elizabeth and continued to play with her breasts with both his hands and mouth. After a few minutes, James began to trail his kisses down Elizabeth’s stomach. He continued to kiss her supple skin right above her crotch as he ran his finger in circles around her navel.
“Ah!” Elizabeth moaned adorably. She curled her fingers, making her hands fists to cover her furiously red face.
James noticed her action and he found it both cute and erotic. He slipped his hand under the top of Elizabeth’s underwear and pulled down. Elizabeth quickly covered her nether region with her hands as James tilted her legs up to remove her underwear completely. He was taken by surprise with how Elizabeth’s leg stayed straight in regard to how far he pushed it up. “She’s almost as flexible as Reimi,” he thought. James threw Elizabeth’s underwear to the ground next to her night dress. He observed how Elizabeth’s body trembled both in anticipation and nervousness and it excited him to know that he would be the one to give Elizabeth her first time. With that in mind, James made sure that he would put her pleasure before his. If there was anything James wanted to avoid, it was to make Elizabeth’s first time a memorable experience for all the wrong reasons. “Move your hands,” said James.
Elizabeth closed her eyes and shook her head. “I-it’s embarrassing…” she said.
“There’s nothing to be embarrassed about,” James assured her as he put his hands on her wrists. He parted Elizabeth’s arms with little resistance as she laid her trust in him. As James finally saw her lovely virgin pussy, he was delighted. It was sopping wet and had such a fresh aroma. James moved his head closer to it, feeling the warmth it was emanating. With a little more observation, James new that he was going to be fucking one of the tightest pussies he would ever enter. “It’s nice and well groomed,” James said a little surprised upon only seeing a small tuft of hair.
“R-Reirei said it looks cleaner that way,” said Elizabeth.
“Good advice,” James said with a smile. “Are you ready?”
Elizabeth did not speak. Instead, she just nodded her head. This was all James needed. He put his hand at the top of her womanhood and peeled her skin pack, revealing Elizabeth’s clit. He licked at her nub softly, causing Elizabeth to gasp and take quite the deep breath. James moved his other hand and began to run his fingers on Elizabeth’s untouched lower lips. They glided with ease due to the copious amount of fluid she let out. With every swirl of his tongue around her clit, Elizabeth let out an adorable noise. She was unsure of what she felt; she just knew that she did not want it to stop. She loved the warmth of James tongue as it danced around her womanhood. “I-I feel something inside,” she finally said.
“What do you mean?” James asked.
“A-as if… as if there’s some deep itch I just can’t scratch,” Elizabeth answered.
“I think I might be able to. It might hurt though,” said James. “Do you want me to try?”
“Y-yes please,” answered Elizabeth.
James complied and moved his index finger to her entrance. To make it as painless as possible, James continued to play with Elizabeth’s clit more vigorously. He wanted as much lubrication to make it as easy on Elizabeth as possible. Finally, after a good amount of foreplay, James prodded his index finger at her entrance and slipped it in. Not only was he surprised by how easily it went in, James was taken aback by how tight Elizabeth was. Her walls clamped down on his finger like a vice. Rather than being painful, it felt heavenly.
“AH!” Elizabeth moaned loudly.
James returned from the trance of Elizabeth’s tightness with her moan. He looked at her concerned. “Are you okay? Does it hurt?” he asked.
“Yes!” she yelped.
“Don’t worry, the pain will go away. Promise,” James assured Elizabeth. “Now tell me where the itch is?”
“R-right where your finger’s resting,” Elizabeth answered.
James immediately knew that it was coming from her G-spot. He began to crook his finer as if to motion “come here” to another person. It allowed for James to softly massage Elizabeth’s erogenous zone and he used his free hand to rub tender circles around her clit. Elizabeth’s soft cries of pain slowly began to subside. Instead, she began to pant more and more heavily. Within a few more minutes, she was softly moaning in ecstasy with eyes closed and a small smile on her face. She grinded as best she could with the motion of James hands and it made her feel even better. “How’s that?” James asked.
“Perfect,” Elizabeth said with a sigh. “Please don’t stop. Please.”
“Of course,” said James. He continued to work his magic and he noticed that Elizabeth had begun to move more sporadically.
“I feel… I feel like something’s… going to come out!” said Elizabeth.
“Then let it out,” said James. “There’s no shame in it, Elizabeth.”
Elizabeth complied with James’ words and came. Her walls constricted around James’ finger, surprising him that she could get tighter. Juices flowed out of her pussy as she moaned and grasped at the sheets. She had never felt anything like what she felt now and it was breathtaking. Her back arched and her toes curled as her orgasm continued, soaking James sheets with her abundant amounts of nectar. When it finally subsided, she laid flat on James bed completely out of breath.
“How do you feel?” James asked her as he lied next to her.
“Fantastic,” she said with a smile. She leaned in and kissed James on the lips. James happily accepted and they made out. In just a short while, Elizabeth was grinding her nether region against James, ready to go again. He broke the kiss, surprised by her actions. “C-can we go again?” she asked him. She moved her hand and took hold of his mighty organ over his sleepwear, now begging for release. Elizabeth believed that it had waited long enough.
“How did you know?” James asked.
“I-it just looks like what you need to use,” Elizabeth answered. “I was just guessing since it’s been leaking this entire time like mine. It’s left a small stain on your clothes.”
“You’re not as innocent as I thought,” chuckled James. He kissed Elizabeth once more and looked into her eyes. “Are you sure about this?”
“Yes,” answered Elizabeth.
James said no more. He sat up and quickly removed his bottoms as well as his top before he positioned himself above Elizabeth. He took hold of his engorged manhood and lined up the swollen head with Elizabeth’s pussy. Just as he readied himself to push in, James stopped when he remembered something. “I can’t,” he said.
“Wh-why not?” Elizabeth asked.
“You’re not on the pill like Charlotte,” he answered, “and we don’t have any protection.”
“Check the chest pocket on my dress,” said Elizabeth.
“What?” James asked.
“Just check my dress,” Elizabeth said with a smile.
James took Elizabeth’s word and checked the pocket of her night dress. Sure enough, he found a single condom. “Where did you get this?” he asked Elizabeth.
“I got it from Charlotte,” Elizabeth answered. “She secretly gave me and Eleanor one as a birthday present when we turned eighteen. She didn’t say what it was, but she said I’ll know when to use it. I’ve held on to in ever since. Is that what you need?”
“It is, actually,” answered James. He took the condom out of the packet and lined it up with his member. As he rolled it down, James was surprised by its distinct feeling. “This feels different.”
“Oh yeah, Charlotte was spouting a lot of weird things after she gave it to us,” Elizabeth suddenly said to James. “Something about it using a new material synthesized by Sorrowsworn Pharmaceutical that is as strong as the common brand but significantly thinner.”
James took note of Elizabeth’s words. The condom felt extremely comfy. It was as if it just magically disappeared when he finished rolling it out. It also had a very sleek and slippery texture unlike any he had worn before. It made him believe that even if Elizabeth wasn’t wet, he would still slide in easily. “This feels amazing,” said James.
“C-can you make me feel amazing now?” Elizabeth asked James. Her question was all James needed to be ready to go. He got back on the bed and lined himself up with Elizabeth once again. With one final breath, he pushed into Elizabeth with surprising ease. She let out a combined moan of pleasure and pain as James shut his eyes. It felt as if the condom that hugged his member so tightly was non-existent. Instead, James thought that he was actually in contact with Elizabeth flesh to flesh. He had never felt so free while wearing a condom and he loved it. To add to his pleasure, Elizabeth was undeniably tight. It made Charlotte’s lovely first class pussy pale in comparison. Even so, it did not feel as good as all the times he stuck it into Charlotte. Though Elizabeth had the tightness factor, Charlotte’s technique made Elizabeth’s tightness an insignificant variable. James pushed his thoughts of comparison to the side after he came back to the realization that he was having sex with Elizabeth. He looked at her and noticed the blood trickling out of her pussy. As he moved back, Elizabeth let out a loud noise.
“Does it hurt?” he asked Elizabeth out of concern.
“Just a little,” she answered. “I’m sure it will go away. Please, make me feel better.”
James nodded his head and began to move. He started out slowly and sped up as the feelings of Elizabeth’s lovely snatch overwhelmed him. After a few moments, the whole bed creaked as James pounded Elizabeth. He could not fit all of himself in her small frame, but it didn’t stop him from feeling undeniable pleasure. At this point, Elizabeth moaned in that similar way all women do when they feel pleasure. Her eyes were closed and she had a big smile on her face as James rammed into her. “You’re so tight,” said James.
“And you’re so big!” Elizabeth exclaimed. “This feels so much better than your hand.”
“I can only hope it would,” James said as he ravaged Elizabeth’s cunt. He scooped her off her back and sat her on top of him as he kneeled on his bed. Elizabeth grinded her hips side to side as James jerked upwards into her. She placed her hands behind his head and pulled him in for a kiss. They continued to kiss as they moved, James feeling his orgasm fast approaching. He broke the kiss with Elizabeth and clamped on to one of her lovely breasts. James sucked away, causing Elizabeth to arch her back. She leaned back and kept her body propped by resting her hands on the bed. At this point, Elizabeth felt her own orgasm fast approaching and she made every effort to grind against James’ cock. Her elbows locked her arms straight as she moved back and forth to speed along her orgasm. It came after a few minutes and Elizabeth’s arm went weak as her body convulsed. James caught her by wrapping his arms around Elizabeth’s back. He continued to piston into her even though she was currently in the throes of a mighty orgasm and Elizabeth’s walls tightened even more around his satisfied dick as another orgasm followed the one she was already having. With her walls tightening to the point where it was begging James to cum, he bucked into Elizabeth a few more times before he felt the first strand of semen exit his shaft. James held on to Elizabeth tightly and collapsed on his back with her on top. His penis continued to erupt violently inside Elizabeth’s lovely folds and he pulled out in fear of overflow. James moved his hand around Elizabeth’s body and removed the condom from his cock. He was taken by surprise as a final strand spurted out and landed right on Elizabeth’s back.
“Ah!” she said surprised.
“I’m sorry,” James apologized. “I thought it was done.”
“It’s okay,” said Elizabeth. “I just didn’t expect it.”
“How do you feel?” asked James.
“Tired,” Elizabeth answered, “and dirty.”
“Do you want to take a shower?” James asked before planting a quick kiss on her lips.
“That sounds nice,” Elizabeth answered.
“Then let’s do it,” said James. He picked up Elizabeth and walked out of the room. They were both completely naked as James walked the halls and carried her to the closest shower. Once there, James and Elizabeth took a shower together. They were very playful with each other as they cleaned themselves of their naughty remnants. Their playful acts continued until they dried themselves and got dressed. Finally, it ended as James quietly walked Elizabeth back to her quarters. Even though their night of fun ended, James couldn’t stop smiling even when he finally fell asleep.