Chapter 387: [Vol. 7 pt. 13]

“Should we go get the others now?” Ryouta asked.

“Yeah,” Cassandra answered with a nod before trying to get up off of the bed. That was a mistake. Every little movement seemed to cause significant pain within her now-sore crotch. “You – you can go get them. I think I’m going to rest here for a while.”

“I’m sorry. Does it hurt that much?”

“Shush. Don’t apologize for things you don’t need to apologize for.”

“Alright, I won’t apologize, but can I give you a kiss and hope that it helps?”

Cassandra smiled and looked away. “Fine.”

“Thanks.” Now that he had her permission, Ryouta leaned in and placed a single kiss on her cheek. Then he grabbed her chin and turned her head so that she would be facing him again, allowing him to properly kiss her on the lips. “Did that help at all?”

“Not at all, but… I still appreciate it. Now go get the others.”

Ryouta gave her another kiss before saying, “Alright, I’m going. You’re already tired of being alone with me. I see how it is.”

“It – it’s not that. I’d just feel bad keeping them waiting. It’s not like I’m the only one who was looking forward to all of this.”

“You’re so kind, Cass Cass.”

“Now, go away before I actually do get tired of you.”

“I’m going, I’m going.”

Ryouta slipped his clothes back on, ending up with a backwards shirt, before heading over to the guest room next to theirs. He made sure to give them a little knock first, only to have Alice calling for him to enter in return.

What he ended up coming across was a pretty nice sight. While the guest room’s bed might not have been as big as Alice’s, it was still large enough for all four girls to have some fun on. Serra in particular seemed to be enjoying herself the most as she was in the middle of sticking her head between Azalabulia’s thighs with her mouth working at the taller woman’s vulva. As for Azalabulia, she looked shocked and unprepared for Ryouta to have came in the room. Her hands were on Serra’s head as if trying to get her attention or to push her away, but Serra had no idea what was going on what with being deaf and her face being buried into Azalabulia’s crotch.

Then there were Alice and Eva. Alice might have been the one underneath Eva, but she had her arms wrapped around Eva to keep her from getting away. Eva, too, looked like a deer caught in the headlights with both of her hands slipped up inside of Alice’s dress to grope her chest.

“I really thought that I’d be the most embarrassed one, but it looks like I was wrong,” Ryouta said. “I get Aza’s reaction, but you, Eva?”

“I don’t know why, but I’m surprised you actually came in here,” Eva answered. “Though, I think it’s mainly due to the fact that being walked in on, in real life, in a private room, while my hands are up inside of somebody’s elses shirt, is surprising. Even though I heard you and knew that Alice said to come in… I guess I wasn’t actually expecting you to do it for some reason.”

“Fair enough. I don’t get it, but fair enough.”

“My hero!” Alice spoke up. “How was it? Do you feel like a new man now? Have you ascended one of the steps toward… whatever it is that you wish to reach?”

“Well, I can officially say I’m not a virgin anymore. And it was great. I think Cass Cass might disagree, though. She can barely move now.”

“Goodness, my hero! Coming in here to brag to us about how you were so brutal that you left her hardly able to move?! Is this a show of dominance letting us know that we should expect the same brutality from you? I knew that you could be quite the animal in-game, but I had no idea you would be such a monstrous brute in reality!”

“You’re going to get me arrested one of these days from somebody overhearing you talk like that.”

“Ah, to have the love of my life locked away behind bars. Perhaps I will be left to raise our child without a father, our poor child only ever able to look at you through a glass wall. What a horrible fate…”

“We’re supposed to be horny, not depressing.”

“Why not both?”

Eva raised her hand. “I vote for only being horny.”

Ryouta looked at Azalabulia now. “Aza, your vote? Horny or depressed?”

Azalabulia wasn’t able to give a proper response. All she could do was sit there as Serra continued her masterful tongue work, holding a single hand over her mouth now to stop any embarrassing noises from escaping as her other hand now instinctively pulled Serra’s head closer without her even realizing it. Something else she didn’t realize was that her thighs, which were thicker than Serra’s head, tightly squeezed around the smaller girl’s head now.

It suddenly became a life-or-death situation for Serra. She knew that the only way to gain freedom was to continue pleasuring Azalabulia until she came, overwhelming her with pleasure and giving Serra the opportunity to escape. Sure, there were other methods, but that was the only one that Serra actually cared about despite quickly running out of air.

“I do believe that is a vote for horny, unfortunately,” Alice said. “Very well. We will only be horny rather than horny and depressed.”

“Thanks,” Ryouta said, his eyes locked onto the sight of Serra and Azalabulia.

The good news for Azalabulia was that she managed to hold back her sounds from sheer willpower refusing to allow herself to be embarrassed any further, especially seeing as how the door to the room was still open which meant that anybody else in the mansion might have been able to hear if she was accidentally too loud. The bad news was that – well, there wasn’t really any bad news. The closest thing to bad news was that she was just brought to orgasm in front of everybody while they were watching, which was a bit embarrassing, but it also felt incredible. A muffled moan against her hand was all that escaped her mouth as Azalabulia arched her back and squeezed her thighs even more tightly around Serra’s head. A few moments later and Azalabulia flopped backwards, defeated and thoroughly pleasured, and released Serra from the prison of her thighs.

Serra took a deep breath once she was free. Her face was covered in the sexual fluids of Azalabulia which she wore with pride, and the sides of her head were red from just how hard those incredible thighs were trying to cave in her skull.

Ryouta and Serra gave each other a classic thumbs-up before everybody left to go and rejoin with Cassandra in Alice’s bedroom. Azalabulia followed after the rest of them after making sure to readjust her clothes since Serra never even bothered taking them off properly.

Once they were back in there, Azalabulia closed the door while Ryouta carried Alice over to the bed. Serra, of course, rushed over to the naked Cassandra on the bed to check up on her.

“Here we are,” Ryouta said as he set Alice down on the bed.

“Thank you, my dearest hero. Now then, I demand a show,” Alice said.

“A – a show?”

“Yes. Strip for me. Preferably while dancing.”

“Absolutely no to the dancing part. And why – why do you want me to strip?”

“You already had sex once and left Cassandra there naked and tired. Would it not be right to strip so that you may rejoin her in nudity?”

“When you put it that way, it does kind of make me feel guilty that I’m not naked with her.”

“Good,” Cassandra spoke up. “You know how embarrassing it is being stuck here in pain, naked, while everybody else is dressed still? Get naked.”

“That is two votes for getting naked!” Alice declared. “Eva?”

“I vote naked.”

“Aza?”

Azalabulia wasn’t able to look in their direction when she answered, but she did nod her head.

“That makes it a majority vote!” Alice announced.

“Alright, but you’re not getting a fancy show. I’m just getting naked like usual,” Ryouta said.

“Then please do proceed!”

Ryouta sighed as everybody got comfortable on the bed. At least being naked around his girlfriends wasn’t anything that he wasn’t used to. Well, at least when it came to Serra, Cassandra, and Alice. He never got to be naked around Azalabulia and Eva in real life, but he did exchange sexual pictures with them over text, so it wasn’t like any of them were seeing anything that they hadn’t already seen. Well, he only ever got pictures of Eva’s bare breasts before and only pictures while in lingerie from Azalabulia. They both got to see his dick before, though, which was the only part he really felt any embarrassment over.

Once he was naked, Alice gave him a little clap and said, “Thank you very much! So, this is the body that left the poor Cassandra in such a ravaged state.”

“I feel like you’re going to get your hopes too high if you keep on mentioning ravaging,” Ryouta said before climbing up onto the bed to join her. Then he immediately went for the condoms since he figured that they’d be getting right into it since they already had him naked again.

“Oh my. Are you that excited?”

“Well, I figured that none of you are exactly in the mood to be kept waiting. Plus now that I’ve already done it once, doing it again doesn’t feel that… intimidating.” To prove his point, he already had another one of the previous condoms opened and he was hard enough to put it on already.

“Ah… my hero?” Alice said. “That… is much too small. Do you not know how to properly pick a condom?”

Ryouta might not have felt very embarrassed before, but he did feel embarrassed now. “Uh… no? I just thought that… tight is probably good because it means that it won’t slip off.”

“Goodness, my hero. Look at him! The poor thing is being choked!”

“It is kind of uncomfortable. Also… it’s kind of hot when you talk about it like that.”

“As if it is its own being?”

“Yeah, I guess.”

Alice smiled and nodded. “I see! In that case, it would only be proper for me to help him out! Being choked so cruelly by you – how mean.” With that, Alice picked up the various condoms and positioned herself between his legs.

Serra figured that now would be a good time to have some fun with Cassandra seeing as how she was already naked. If Ryouta wasn’t already hard again, he definitely was after seeing Serra move to grope and kiss Cassandra’s breasts with the occasional lick and suck thrown in.

Meanwhile, Eva and Azalabulia were not exactly sure what they were supposed to be doing. That meant it was time for Eva to bring out the knowledge that she gained from reading on how to be a good boyfriend. “Aza,” Eva said, even going so far as to lower her voice a little.

“Ye-yes?” Azalabulia asked with flushed cheeks of her own now that Eva’s face was right in front of hers.

There was somebody else that Eva could learn from, too.

Serra.

Eva grabbed Azalabulia’s shoulder and gently pushed her down until she was on her back, allowing Eva to get on top of her abdomen to bring her lips against the other’s. Azalabulia may have been pure red, especially since she had practically zero experience with Eva and little sexual experience overall, but that didn’t stop her from enjoying the sudden display of dominance from Eva and she certainly did not try to stop it, either. Even as Eva slid one hand down her abdomen toward her crotch, Azalabulia only felt a hint of excited anticipation as that hand slowly made it closer and closer to her crotch. She would have felt much more than only a hint of it if it were not for the overwhelming amount of embarrassment forcing all other emotions into the back of her mind.

Back to between Ryouta’s legs, Alice pulled Ryouta’s condom off with a smile. “There!” she said. “Much better, yes? I am sure that you feel like you can properly breathe again now.”

Ryouta’s dick might not have been able to say anything back to her, but that didn’t mean that it couldn’t still communicate. It was just that it communicated in the way of throbs rather than words. Though, some of the “throbs” might have been a bit exaggerated thanks to Ryouta forcing them by flexing the muscles in his pelvis.

“See? Look how happy he is now!” Alice brought her head just a little bit closer to his cock so that she could place a single kiss on its tip, earning a legitimate throb from it that time. “Have I ever mentioned how much I love to pamper him?”

“I – I don’t think so,” Ryouta answered, excited for whatever was going to come next.

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“Ah, in that case, let me reassure you now that I truly do love him. I love this cute tip that looks like a mushroom,” she paused to place another kiss on the tip, “this long shaft that feels so delightful when I wrap my hands around it,” and another kiss, this time on the shaft, “and even these two little brothers a bit lower down.” She lifted up his sack with one hand to place a kiss against each of the orbs within it. “I truly love every single part of him. Of course, my love for him pales to my love for the one who he is attached to, but I will make sure to spoil him nonetheless!”

“You’re welcome to spoil him as much as you want, whenever you want.”

“Oh? You would like that, wouldn’t you?”

“Is it possible to not like something like that?”

“Hmm… I suppose you may have a point there.” While gently rolling Ryouta’s orbs around within the palm of her hand, Alice returned her lips to the tip of his length to cover every spot of it with her kisses. Her kisses were soft and gentle – loving. Every kiss had the same amount of love poured into it that she used when kissing him on the lips. After all, even if she was talking to his length as if it was separated from him, she knew that it was still just another part of him that deserved as much love as any other part. So, she made sure that both him and his cock fully understood just how much she truly loved them with her repeated kisses. “Now then! You still need a proper condom. Which size was that one?”

Ryouta was a bit disappointed that the kisses stopped, but anything short of cumming was going to be a bit disappointing at the moment. And he knew that he needed to save his arousal for the actual fucking. “It was an extra tight fit, I think?” he answered.

“I see. If there is one thing that I can appreciate about those who market these tools, it is that they do not outright say they are for smaller sizes. Calling them ‘extra tight’ sounds much friendlier. Alas, you are a fool who underestimates your own size.”

“A fool? I don’t think I’ve ever heard you call me that before.”

“Then should I call you it again?”

“I kind of liked it.”

“Between learning that you like me talking to your friend here and now this, I am learning all sorts of my hero’s fetishes today. Though, when I think of calling you a fool, I imagine myself pinning you against the wall and whispering into your ear that you are a foolish boy.”

Ryouta didn’t even need to give her an answer to that. His cock did all the answering for him as it throbbed in excitement at the idea, causing Alice to wear a smug smile of satisfaction.

“Oh my. Perhaps I have made a mistake always imagining myself as the submissive one in my fantasies. It would appear that I need to imagine you as the submissive one while I have my way with you.”

Ryouta didn’t think that he’d be blushing anymore after already having sex. What could potentially be more embarrassing than finally having sex while extremely self-conscious of himself and then being seen naked by all of his girlfriends at the same time? Well, apparently, realizing that he really wanted to be dominated by Alice, who was usually the extremely submissive and masochistic one, was incredibly exciting to him. And it was just as embarrassing as it was exciting. “I – I won’t deny that, but let’s be fair. We’ll take turns since… I guess we’re both into roles.”

“That sounds like a lovely compromise, my hero. Ah, or should I say, ‘my foolish boy?’”

“I think we can leave the kinky stuff for another time. How about we be equals for now?”

Alice may have been smiling from finding a bit of sadistic pleasure in teasing him as a dominant, but hearing him wish for them to be equals – well, there was no easier way to make her grin with love. “I will have you know that I am kissing your lips no fewer than a hundred times before this night is over, my hero.”

“You could always do that every night.”

“Very true, but I fear our lips would get awfully chapped if we did it that frequently. They may even fall off from excessive, neverending kissing!”

“I don’t think that’s a problem.”

“Perhaps not, but what is a problem if you not knowing how to pick a condom. Now then, let us try this one.” Alice picked out one of the condoms that she brought with her to between Ryouta’s legs. It advertised itself as thinner than all of its competition while being incredibly durable and fitting ‘most men.’ She assumed that, if it was marketing itself toward most men, it must have been suitable for average sizes. Since she had no idea how his cock compared to all the others in the world, she figured that starting off with average would probably be a good idea.

Carefully, she took the condom out of its packaging and rolled it down onto his length. It managed to cover the entirety of his length, leaving the rim snug against his crotch without making an indent in his tool like the previous condoms did.

“How does it feel?” Alice asked.

“Yeah… the difference is insane. This feels so much better than the others,” Ryouta answered.

Alice was very clearly proud of herself. “This is why you try on multiple sizes! I am sure that he is much happier with his new jacket than that previous one which was far too small. Though, I am curious about one thing.” She wrapped her fingers around his length, giving it a few strokes up and down while applying gentle pressure. “How does this feel? I do hope that too much of the sensation is not lost.”

“It still doesn’t feel as good as it would without, but I can already feel more than I felt with the last one.”

“I see! Well, we will have to settle with this for now. Now then, have you picked which of us you would love to ravage with your powerful and mighty destroyer of purity?”

“My – my… my powerful and mighty destroyer of purity?”

“I will admit, that was a bit too much even for me, but I thought of it and could not resist. Also, the question remains regardless of how I phrased it.”

“Well, everybody else is kind of busy, so… I guess me and you?”

“Ah, I am afraid I will have to decline for now. While I would be more than happy to provide my friend here with some affectionate company, I am not sure that I am ready to be so thoroughly broken by him.”

Ryouta wasn’t sure how he was supposed to respond. Eva and Azalabulia were busy together and so were Serra and Cassandra. Alice was the only one not occupied with any of the other girls but she wasn’t ready for her turn yet. Though, she did at least offer to keep him company until one of the other girls was ready. “This isn’t as easy as it looks in hentai,” he said with a sigh. “Those guys just go from girl to girl picking any random one they want without warning.”

“You are welcome to try that yourself, my hero. I do not think any of them would mind.”

“I think I’d rather them be ready for it instead. If I tried that with you – you said yourself you’re not ready.”

“Hmm. That is true. Well, until we figure something out, please do me a favor and pull me up some more.” Alice raised her arms up for him. Seeing as how she didn’t have working legs, and didn’t want to climb up his body, she wanted his help. “Put me next to you, please!”

Seeing her with her arms waiting for him while wearing a smile on her face was endearing enough to make Ryouta smile as he pulled her up and set her next to him on the bed. “This good?”

“Very much so, thank you!”

“Why’d you want to sit here?”

“So that I can do this, of course.” Alice leaned against Ryouta’s side to press her breasts against his arm with her own arm wrapped around his back while her other hand reached down to his crotch, wrapping her fingers around his length to pump it from the tip to the base as she reached up to press her lips against his cheek. “This should be a nice way of spending time together until one of the others is ready, yes?”

Ryouta nodded and kissed her back. “You’re not wrong. I guess… a part of me kind of feels like I should be fucking all of you at the same time or something, somehow. But I guess that doesn’t really make any sense and is only possible in hentai.”

“Rather than treat this like some sort of harem hentai, you should keep in mind that we’re all equal partners here. Usually, in those, the women only care about the man rather than each other, yes? So they often spend all their time dedicated to whatever the man wants. You should relax and let the pressure slip away. In its place, all you must do is, as they say, ‘go with the flow.’ Worry less about what you think you should be doing and focus only one what you feel like doing.”

“You’re right. Then again, have you ever been wrong?”

“Not that I am aware of! And if you can think of any moments where I may have been wrong before, I assure you that they are figments of your imagination or the delusions of a madman.”

“You’re—” Before Ryouta could finish his sentence, a new sensation grabbed his attention.

Serra brought herself between his legs.

Since Serra was the only one who made her in-game body the exact same as her real-life body, she was the most comfortable when it came to stripping and getting naked in front of everybody. She was already the most confidently sexual out of all of them and that became even more obvious when in reality. Now naked after quickly tossing her clothes off the bed, she would get to prove that even more.

She climbed up onto his lap with a smug little smile before wrapping her arms around his neck. Alice retracted her hand so that Ryouta’s cock could become sandwiched between his and Serra’s abdomens as she pressed herself against him, her chest against his as she looked up at him with closed eyes and lips ready to be kissed. Ryouta got the message and tilted his head down a bit more so that he could easily reach her lips and press his against hers, giving the smallest of his girlfriends a gentle kiss as his length throbbed between them.

Going with the flow turned out to be pretty effective. Though, it was more like he was going with Serra’s flow, not that he minded at all.

Alice took a quick look over at Cassandra only to see her panting with bite marks all over her neck and shoulders. She looked like she needed some time to recover, so Alice stayed with Ryouta to give him a bit of hentai-tier fanservice as Serra grinded against his length. Part of her was tempted to tease him about how he went from having no idea what to do to making out with Serra while getting grinded, but she didn’t want to interrupt them nor the mood. More importantly, she wanted to have a bit of fun herself.

Since both Serra and Cassandra were stripped now in addition to Ryouta, Alice finally slipped out of her own clothes. Now she could directly press herself up against Ryouta’s side, peppering his shoulder with kisses as she stroked his back with one of her hands. Meanwhile, her other hand reached behind Serra and did the same with hers. Though, since Serra’s rear was more reachable than Ryouta’s, Alice’s hand occasionally slipped down to it for a feel and squeeze.

As for Serra, a bit of kissing was enough for her before deciding that she finally wanted to go the rest of the way. She was set on doing it herself, too. She reached down between their bodies, grabbed onto Ryouta’s shaft, and aimed it against her entrance. She had no idea that Ryouta was feeling unsure of what he was supposed to do. All she knew was that she tired out Cassandra and that Ryouta’s cock was available. So, just like in-game, it only made sense for her to climb up onto it and take it into her.

And that was exactly what she did.

The moment that she felt his cock lined up at her entrance, she lowered herself down to take it into her. Her body was smaller than all the others’, yet she seemed to handle taking him into her far easier than Cassandra did. Or rather… she did until she had about half of his length inside of her. It was at that moment that Serra’s eyes widened a bit from the pain.

Used to how it was in the game, she didn’t exactly try to go slow or anything. She understood that some discomfort was to be expected, but she never would have guessed that it would feel as painful as it did. Yet, she refused to give up. Not wanting Ryouta to see her face since she knew he would feel bad and want to stop if he saw how much pain she was in, she tucked her face against his neck and bit his skin there. She used wanting to give him a hickey as a cover-up for her pain as she lowered the rest of her body onto his length.

Serra had regrets. She had many regrets. After getting all worked up and horny with Cassandra, not to mention the other girls while waiting for them to be allowed back into the room, she forgot that she couldn’t just treat this like normal. She went at it just as she would in-game. At least she could be a little bit proud of herself, though. She managed to successfully take his entire length into her without any hesitation.

But no matter how proud she might have been of herself, that wasn’t enough to stop her from crying.

While Serra might not have realized how loud she was being with her pained whimpers, Ryouta and Alice heard and immediately moved to check on her. It was only when Ryouta pulled Serra away from his neck that he saw her with tears in her eyes desperately trying not to cry, but that wasn’t an option for her. Those tears came out whether she approved or not.

Fortunately for her, she was surrounded by those who wanted nothing more than to make her feel better.

Ryouta wrapped his arms around her for a gentle hug as he slowly lifted her up off of his length… but Serra refused. She shook her head no matter how much pain that she might have been in. After finally getting this far, there was no way that she was going to give up.

“Are you sure?” Ryouta asked, looking her directly in the eyes.

Serra nodded. If she gave up here, she would no longer be able to think of herself as the group’s top pervert. Well, it wasn’t like such a thing mattered in the first place, but she had at least a little bit of pride in being the one who could always take the lead in any sexual situation.

Alice, wanting to help at least a little, placed a hand on Serra’s back to rub and stroke as the smaller girl insisted on moving herself up and down on Ryouta’s cock. Ryouta, meanwhile, stayed perfectly still to let Serra have full control.

It took a few minutes, but Serra grew more used to the painful sensation of being stuffed in the real world and started to feel some pleasure from it. That pleasure, even if miniscule, encouraged her to keep on going and to even speed up a little. Even if she wasn’t sure that she’d be able to orgasm due to the pain, she was definitely going to make sure that Ryouta came.

Once Serra was really able to properly get into it, she leaned forward against Ryouta with her chin resting on his shoulder as she continued to ride him. This allowed Alice to reach up and bring her lips to Serra’s.

Between Serra and Alice kissing over his shoulder, being ridden by Serra, and getting to watch as Eva brought Azalabulia to another orgasm of her own with her hand, it didn’t take much more than that for Ryouta to cum. Though, he wanted to let her know. He wasn’t sure if she’d be able to feel his condom fill up inside of her, and he felt like suddenly stopping without warning would be boring, so he opted for taking advantage of her exposed shoulder right in front of him.

Ryouta bit into her shoulder, making sure not to bite too hard at first. It was only when he was at the verge of cumming that he started to bite harder. Serra got the message and put as much effort as she could tolerate into riding him.

Serra’s pride succeeded in drawing that orgasm out from him. Just knowing that he was close was enough to get her close, and then feeling him bite so hard into her shoulder, letting her know that he came, was enough for her. Serra’s moans came out against Alice’s lips as Ryouta pumped the second condom full of his seed.

Now exhausted and even more sore than Cassandra, Serra didn’t even want to get off of Ryouta. All she did was go limp on him as heavy breaths left her lips. Well, there was one more thing that she did, and that was raising a hand to give him a thumbs-up.

Ryouta smiled and kissed the side of her head after seeing that. “Thanks, Serra. I love you,” he whispered into her ear even though he knew she wouldn’t be able to hear him.

However, that smile of contentment would soon turn into a slightly stressed smile as Alice whispered, “Congratulations, my hero. Two down, three to go. Do you think you have what it takes to last?”

All she got in response was a nervous laugh.

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