A Chastity-Reversed World Where a Man’s Worth Is Determined by His Penis Size and Sperm Quality - 12

Chapter 12: First Time

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Having decided that I wanted to lose my virginity, I began my preparations. I purchased waterproof mats so that I wouldn’t soak the bed. I thought of various ways to invite them, coming up with lines and practicing them.

I confirmed with the Male Protection Organization regarding sexual activity with bodyguards and whether there would be any disciplinary action taken against them if a child were conceived in the process.

I didn’t remember the details, but I suppose I must have been a virgin in my previous life too. I ran countless simulations in my head, thinking over and over about how to invite them and what kind of play we would engage in afterward. The plan was set. All that was left was to execute it according to the simulation.

“Alright, have a safe trip. Have fun!”

With those words, the three of us—myself, Kujou-san, and Serena-san—saw my parents off. The time was 2:00 PM. My parents, carrying large suitcases, said, “Don’t cause any trouble for Kujou-san and Serena-san, okay?” before departing happily on their journey.

My real challenge starts now. Phew, I’m nervous.

“A-Ayano-san! Serena-san!”

““Is something the matter, Tsuyoshi-sama?””

“T-Today, my parents aren’t home, and… I think of you both very dearly! I value you so much that I want to be with you both for the rest of my life!”

In my nervousness, the casual speech I had finally gotten used to slipped back into formal honorifics.

“So, today… Won’t you sleep with me…?”

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“N-N-Now then, I’ll undress you, okay?”

Having moved to the bed, I was being undressed by Kujou-san and Serena-san, both of whom had faces as red as mine.

“Since it is our first time as well, there may be areas where we fall short, but we are in your care~ ♡”

Starting from my upper body, they undressed me piece by piece. By the time they lowered my trousers, my cock was already erect, pitching a tent. Seeing that, Kujou-san’s face turned even redder, while Serena-san was actually drooling. As my underwear was lowered, my cock emerged with a heavy thud. My excitement was at its peak, and I was already leaking pre-cum.

“Now, we shall undress as well~ ♡”

Kujou-san’s large breasts and cherry-colored nipples jiggled as they were revealed. Serena-san’s large buttocks swayed seductively as if to tempt me. I had seen them many times, but in this situation, they felt dozens of times more erotic than usual.

“First, let us lick Tsuyoshi-sama’s penis~ ♡”

The two of them began to lick my large cock. While Kujou-san was licking the glans, Serena-san worked on the shaft. When Serena-san took the glans, Kujou-san licked my testicles. The way they licked me, so carefully and tenderly, was cuter than I had ever seen them.

“Nngh! You two… I’m getting close.”

The two of them immediately pulled away. Then, Kujou-san lay down on the bed and spread her pussy, which was already soaked with love juices dripping down to her thighs.

“Tsuyoshi-sama~ ♡ Please give me your virginity~ ♡ And please take my virginity away~ ♡”

Seeing the usually cool Kujou-san making such a cute request, I couldn’t maintain my reason.

“Ghh… Aaah… Haaaaah ♡♡♡!”

The moment I inserted it, every single fold clung to me, tightening as if to say it would never let my cock go. The deeper I went, the stronger the tightening became. By the time the glans touched the deepest part of her cavern, I was already on the verge of ejaculating. Kujou-san’s usually dignified face was a mess of tears, sweat, and saliva, and her consciousness seemed hazy at best.

Feeling overwhelming affection for her, I kissed her.

“Nngh ♡! Mmmm… ♡♡♡!”

The tightening became even more intense. I thought my cock might be crushed. When I intertwined our tongues, she relaxed slightly, and the grip loosened a bit.

“Phew… Phew… Ayano-san… I’m going to move, okay?”

As she nodded repeatedly while bashfully hiding her messy face, I felt an unbearable surge of affection for her. The room was filled with the squelching sounds of wet skin meeting and the echoes of Kujou-san’s moans.

“Ah… ♡ Ah… ♡ Ugh… ♡ Oooooh… ♡”

I could feel the inside of her vagina getting wetter and wetter with every thrust.

“Aaaah… ♡ Oh… ♡ Wait… ♡ Tsuyoshi-sama ♡♡ Kiss… Kiss me ♡♡ Nngh…!♡♡”

The moment our lips met, she began to kiss me ravenously.

“Nngh.. ♡ Mmmm… ♡♡”

My cock grew even harder as if demanding me to impregnate this woman.

“Oh… I’m coming ♡♡ Tsuyoshi-sama ♡ I’m going to cum ♡♡ Oh…?! ♡ The thrusting… It’s so fast..!!♡”

As ejaculation approached, I sped up my thrusts even more.

“Tsuyoshi-sama ♡ My name… Please, call my name while you do it! ♡♡”

Every time I whispered “Ayano, Ayano” in her ear, her vagina tightened even more.

“Ah ♡ I’m coming, I’m coming, I’m cumming cuuumming…! ♡♡ Aaaah ♡ Nngh… ♡ Aaaaaaaaaah ♡♡♡!”

Throb! Throb! 

With every spurt of my sperm, Kujou-san squirted. Even as the momentum of the ejaculation subsided slightly, her vagina continued to squeeze my cock as if demanding,”Give me some more~ ♡ Give me some more~ ♡”

“Ah ♡ Let’s kiss, okay? A kiss… ♡”

It felt too good. We stayed embraced like that, kissing for about five minutes. Once the ejaculation completely stopped, I pulled my cock out. The reluctant look on Kujou-san’s face was incredibly cute.

“I love you, Ayano-san. That felt amazing.”

“I love you too… ♡♡♡”

Her face, as she smiled brightly, looked happier than anyone else’s.

“Tsuyoshi-sama… ♡ It is my turn next, is it not?~ ♡”

Serena-san began to clean my cock, which was covered in Kujou-san’s love juices and my sperm. It wasn’t like the licking blowjob from before. It was a lewd act using the back of her throat with deep, slurping sounds.

By the time my cock was clean, it had regained its full hardness, despite having wilted slightly. Serena-san placed her hands against the wall and said to me.

“Tsuyoshi-sama ♡ Please take me from behind ♡ Please thrust into me many times with your lovely penis~ ♡”

I grabbed Serena-san’s waist and sank deep into her beautiful pussy.

“Oooooh… ♡”

The inside of her vagina felt like it was enveloping me. While the entrance had folds that clung to me, the deeper part had a textured, grainy feel to it. My glans were pleasured with the grainy texture while my shaft was hugged by the clinging sensation of her inner walls.  As I pumped my hips and our skin smacked together, her large buttocks swayed and jiggled.

“Ohh… Ahh… ♡♡ Tsuyoshi-sama ♡ Please slap my buttocks plenty..! ♡ Do not hesitate! Ravish me…! ♡♡”

I quickened my pace, and every time I gave her jiggling ass a loud smack!, the tightening grew stronger.

“Oh!! ♡♡ Yes! ♡ Yes! ♡ Aaah..! ♡♡”

Her knees were shaking and she looked ready to collapse, but I supported her and kept thrusting into her pussy. 

“Ahhh! ♡♡ Yes yes!! ♡”

She pushed her rear against me as if saying,”Faster ♡ Slap me more ♡—and as she moved her neck to glance back at me, I was presented by her adorable face. 

“Kiss me? ♡♡”

I pressed my lips to hers and slid my tongue in as if to ravish her mouth. Her hot breath and body heat were transmitted directly to me. I grabbed the breasts that had been bouncing wildly and thrust my hips.

“~~~~ ♡♡♡”

Seeing her beautiful blue eyes moist with tears made me want to ravish her completely. I kissed her, kneaded her breasts, slapped her ass, and moved my hips over and over again.

“Oohhh… ♡♡ Ahhh… Yes..! ♡♡”

For a while now, she had been squirting with every slap to her buttocks. I didn’t know English, but I could tell from her state that she was about to climax. When I slapped her ass harder than before, it turned red enough to leave a handprint. I sped up my thrusts even more, driving into her hard and deep.

“Ohhhh… ♡ Aaahhh… ♡ Mmnnn… ♡ Yes! Yes! Yes!!! ♡Ohhhhhh… ♡ Ahhhhh ♡♡♡!!!!”

At the same time I hit her deepest part, I released a massive amount of sperm inside her. Serena-san endured the pleasure while her entire body shook violently. As the ejaculation subsided and I pulled my cock out, Serena-san collapsed while squirting a large amount of bodily fluids. 

A puddle of our sweat and fluids had formed on the floor. I was genuinely worried, but when I looked at her face, she looked so happy that I felt relieved.

“I love you, Serena-san. Thank you.”

I gave her a kiss. There was no verbal reply, but she kissed me back. I think this was Serena-san’s own way of expressing herself. I had already ejaculated twice, but my cock remained hard.

Looking toward the bed, I saw Kujou-san masturbating. Perhaps she had gotten excited watching my act with Serena-san. When I went to her, she cleaned my cock thoroughly and then, saying she wanted to be the one to move, made me lie down on the bed.

“Well then ♡ I’m going to ravish you, Tsuyoshi-sama~ ♡”

With that, she slid my cock inside her all at once.

“Aaaaaah…!! ♡♡”

Perhaps she had gotten carried away after losing her virginity. After sliding it in all at once, Kujou-san’s eyes rolled back as she collapsed onto me. Her soft breasts were squished against me, and she was breathing heavily, trying to catch her breath.

“Oh… I’m… I’m going to move now.. ♡”

While still leaning her weight on me, she skillfully moved her hips up and down. Every time she moved, her hot breath brushed against my skin, heightening my excitement.

“Let’s kiss ♡ Tsuyoshi-sama ♡ Kiss… Kiiiiss~ ♡”

Kujou-san held my face so I couldn’t escape and hungrily pressed her mouth to mine. She forced her tongue into my mouth, ravishing my tongue, teeth, and gums. It felt like I was being “reverse-raped” by her.

As my mouth was ravished over and over, the pleasure made me feel like I was going to lose my mind. She seemed to be able to control her vaginal pressure. She would loosen it when I got close to ejaculating and tighten it when the feeling receded, shaking her hips right until I was at the brink of cumming.

“Fufu~ ♡♡ Tsuyoshi-sama, you look so cute when you’re enduring the pleasure~ ♡♡ I love you, Tsuyoshi-sama~ ♡♡♡”

Saying that, Kujou-san began to kiss me again. Having been teased with “edge-play” multiple times, I was already at my limit. In a small act of rebellion, I thrust my hips upward.

“Oooooh… ♡♡♡!?!?”

The sudden pleasure caused Kujou-san to arch her body like a bow.

“Nngh… Mmm… Ah…! ♡♡”

I thrust my hips upward over and over again. Every time I did, her ample breasts jiggled wildly. The sight of her jiggling breasts was irresistibly erotic. The tightening suddenly became extreme, and the moment I couldn’t hold back and ejaculated, she reached her climax as well.

“Aaaaaaaaah…!! ♡♡♡♡”

She squirted forcefully, and the spray hit me. I didn’t feel disgusted. Rather, a strong sense of joy washed over me. She seemed to love kissing while we were still connected since she kept kissing me while the ejaculation continued and even long after it finished. As the two of us remained joined, Serena-san, who had gotten up, said it was her turn again.

When Kujou-san lifted her hips and pulled my cock out, the fluids that had been plugged by my cock spilled over my body again from her pussy. 

Kujou-san, with a bright red face and eyes that looked like she was about to cry, apologized to me. 

“I’m… sorry.” 

I didn’t mind at all, so I gave her a kiss, and she looked happy as she thanked me. 

 “Thank you very much, Tsuyoshi-sama~ ♡”

Once again, Serena-san cleaned the cock covered in sperm and love juices. When I asked Serena-san what position she wanted to do, she said she wanted to do it while both of us were sitting and facing each other, so we did the “facing lap” position.

Since it was the fourth time, I wasn’t very erect at first, but Serena-san was so cute as she bashfully said she wanted to do it while looking at each other that I became rock-hard immediately.

“Well then, I am putting it in, okay ♡?”

With that, she carefully inserted my cock into her folds. Kujou-san felt amazing too, but Serena-san’s pleasure felt like a different category. It felt warm or rather, it felt like I was  being completely enveloped which was incredibly good. Just the act of insertion must have been quite a sensation. Serena-san clung to me as if to endure the pleasure, and she was just so adorable.

Serena-san began to move her hips slowly to get used to it.

“Mmm… Uh… Yes… ♡”

With a red face, she desperately moved her hips. It was great to see Serena-san, who was usually the reliable older-sister type, being so spoiled and clingy. Watching her soft lips and hearing her ragged breathing, it was only natural that I’d want to kiss her.

With her eyes growing vacant, Serena-san surrendered her body to the pleasure, letting out sweet sighs. As she moved her hips, I could feel her body temperature gradually rising. When she shifted her posture slightly, her breasts came right in front of my eyes. Then, she buried my face in her cleavage. The rich scent of a girl mixed with the scent of sweat pierced through my nose, and I couldn’t think straight anymore.

“You’re really so cute… ♡♡♡”

My ejaculation drew closer and closer, and before I knew it, I was on the verge of cumming. 

“Are you close? ♡♡ It’s okay… ♡♡♡ Let it all out. ♡♡♡ Fill me up…!! ♡♡♡♡♡”

I ejaculated deep inside her with a surge. Perhaps the heat of the sperm was transmitted to her, because Serena-san climaxed at the same time as my ejaculation. Those beautiful blue eyes gazed at me affectionately. Once the ejaculation and climax subsided, Serena-san pulled my cock out.

Serena-san whispered gently in my ear.

“You’re my everything… ♡♡♡”

All three of us reached the limits of our physical strength and collapsed onto the bed. Being whispered “I love you ♡♡ I adore you ♡♡” in my ear and being hugged by them while they called “Tsuyoshi-sama, Tsuyoshi-sama” made for the best nap ever.

Afterward, the three of us got into the bath and washed away the sweat, love juices, and semen. Kujou-san’s “breast pillow” was so soft that I felt like I was going to faint from the heat.

If you asked if I had gotten used to seeing their bodies, the answer was no. Seeing them made my cock stand up again, and the two of them gently licked it for me. As ejaculation approached, the two of them opened their mouths and said to me. 

“”Please, spray plenty all over us ♡””

By the fifth time, the amount of sperm had decreased, but it was still thick as it soiled their mouths, faces, and hair. I was truly exhausted, but even more than that, I was filled with a feeling of happiness.

When we got out of the bath, Kujou-san and Serena-san made dinner. Since we had been having sex for so long and had slept from exhaustion, it was now 10:00 PM. A bit of a late dinner. The food they made was delicious and filled with plenty of ingredients that build up one’s stamina. The two of them ate a lot of food and gulped down sports drinks. 

Well, I suppose that happens after sweating that much and squirting.

When we tried to go to bed after dinner, the bedroom was a mess of soaked bedding and large amounts of sweat and fluids from heaven knows who.

I wonder if cleaning up afterward is also part of the fun of sex? Either way, I’ll buy a better waterproof mat by next time.

We decided to sleep together in Kujou-san’s room today. My parents wouldn’t be here tomorrow either. They weren’t supposed to be back until the afternoon of the day after. I kissed the two who had fallen asleep before me. It seemed I really did love Kujou-san and Serena-san.

Goodnight, you two.

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