A Man Who Lost Confidence, to a Gentle Chastity-Reversed World - Chapter 91

Chapter 91: Care and Gentle “Begging” ☆

“Ah, g-good morning, Sato-kun… Did you rest okay…?”

It was supposed to be just a short nap, but I’d completely passed out. Feeling a slight recovery from sleep, I was overwhelmed with guilt toward Maki-san beside me.

Yet, she spoke cautiously, almost hesitantly.

“Um, sorry for slipping in with you… There was only one big blanket, and I didn’t want you to catch a cold, but… well, you said it was okay to look at your sleeping face, so I thought maybe keeping a little distance would be fine… I know it’s selfish thinking…! I didn’t touch you, I swear! But if it made you feel bad, I’m really sorry…!”

Indeed, under the large blanket draped over me while I slept, Maki-san, still naked, had joined me, keeping a slight distance. She could’ve used it all for herself, ignoring me entirely.

Not only did she consider me, but she wanted to share the blanket with me, greeting me with a good morning. I had no right to complain—after all, I caused this situation.

“…No, I’m the one who should apologize for falling asleep so fast. And… did I make you wait? You could’ve woken me up.”

“N-No way! You don’t need to apologize… I didn’t want to disturb your sleep, and, well… I dozed off a little too, so don’t worry about it… okay?”

Glancing at the bedside clock, about an hour and a half had passed. She must’ve slept briefly after I passed out and before waking. She was the one who should rest more—she must be exhausted.

※

“Oh, water…! I, um, got some. Bottled water, I bought it before we came… I should’ve given it to you before sleeping, but… here, you should hydrate.”

Rising slightly, Maki-san pulled two water bottles from a bag nearby. “I’m drinking too, so you should, Sato-kun!” she said, handing me one. But this was something I should’ve prepared.

“…Sorry, for everything… I’ll pay you back later,” I mumbled pathetically. She replied, “Feh, n-no need for that!” But it was obvious I had to cover the hotel and other costs.

As I quenched my thirst, Maki-san drank too. Belatedly, I realized her mouth still held the taste of my filthy cock—she probably wanted to wash it away. Maybe she was even savoring it, hydrating her body and mouth.

My semen and cock were nothing but dirty, so that was only natural. Yet, Maki-san didn’t rinse or spit, showing her incredible kindness and erotic allure.

After drinking about half and capping the bottle, our eyes met again. A busty, naked beauty and plain me hydrating together—an odd scene. Setting her bottle down, she spoke.

“…Um, Sato-kun… if I make another silly request… you won’t get mad?”

Her upturned gaze made refusal impossible. Any request, erotic or not, even unreasonable, I wanted to accept if I could.

“Yeah, it’s fine… you’re my princess, after all…!”

I’d called her a princess, yet all I did was keep cumming inside her pussy. I was anxious I wasn’t serving her properly.

“Auu… a princess, right? It’s okay for me to be one… because you allow it, Sato-kun…”

She murmured softly, but at this close distance, I heard it clearly. With a stronger gaze, she made another request.

※

“…It’s a dream scenario… Can I, um, throw myself into your chest, Sato-kun…? I know it might be annoying to have me on you again…!”

Her request was, as expected, a sweet plea. A woman entrusting herself to a man’s chest on a bed—an undeserved privilege for me.

“No way it’s annoying…!” I replied, cautiously moving my arms to bare my upper body. It wasn’t a pose for a guy like me, and I was still being passive.

But Maki-san seemed to tremble slightly, saying, “Ah, i-it’s okay… I’m so happy…!” before burying her cute face in my scrawny chest.

Leaning against the bed’s headboard and pillow, Maki-san dove into my chest. Our bodies pressed close, her soft breasts squishing against my stomach.

Feeling her exquisite, voluptuous body, my heartbeat raced. And now, she could feel every thump.

“Haa, s-so happy… you smell so good… and I can hear your heart… I-I love you… ♡”

Her direct words and sensual touch made my erection grow again. Already in a morning-wood-like state, my cock pressed into her soft belly, nearly piercing it.

The plush sensation sent shivers from my glans through my cock. As my brain registered pleasure, Maki-san let out a sweet “Hyau!”

“Y-Your cock’s getting hard again… digging into my belly… even though it’s so flabby… you don’t mind…?”

Her upturned expression, frankly, was so erotic it hit my cock hard. I was hopelessly weak to my lover’s pleading gaze.

“Ugh, s-sorry… it’s so soft, it feels good… and you’re so cute…”

A brief rest had somewhat restored my cock, semen steadily building. Her “C-Cute…? Yahn, that makes my heart race…” fueled it further.

“Hau, your heartbeat’s speeding up… your face is so sexy… can we stay like this a bit longer…?”

I nodded slightly to her question. She replied, “Th-Thanks… haa… ♡” and kept nuzzling my chest, sniffing softly.

※

My cock, wrapped in her softness, grew steadily but surely excited. Yet, she didn’t push for climax, just entrusted herself to me, watching my reactions.

“Haa, haa… Sato-kun, sorry for being like this… pushing you down like this… ah…!”

Saying this, she showed a flicker of anxiety before continuing.

“…Sato-kun… d-do you remember the first time we had sex…?”

The memory flashed instantly. Our movie date, going to her room, her excitement leading to me taking her virginity.

“…Yeah, I’m sorry about that,” I apologized again. But she widened her eyes, replying hurriedly.

“N-No, that’s not it! I’m the one who should apologize… I pushed you down like that… you should’ve hated me, but you forgave me, and I remembered that…”

She looked dejected in my chest. She had no reason to apologize.

“It’s normal to report someone like me, but you were different, touching my breasts so much… you made my impossible dream of sex with a cool guy come true… I can’t thank you enough, Sato-kun… I always think that…”

I’m the one who should be grateful.

“And now, you still make me your girlfriend… treating me like a princess. I worry about how to repay you… but you say you’re excited, that I’m sexy, so… ♡”

Looking up earnestly, she took a deep breath and spoke.

“…It might be heavy, but… I want to give my body to you… my uselessly big breasts, my butt… you say you love them, so I’m starting to feel a bit confident… so, when you feel like it, let me repay you… I’d be happy… ♡”

My heart felt like it’d explode, my cock buried in her softness drawn to climax.

Cute, kind, goddess-like, sexy—every emotion surged. Overwhelmed, I wrapped my arms around her head.

“It’s not heavy…! I’m the one always relying on you… but I’ll try, so… let me repay you…!”

I hugged her a bit too tightly. Her face pressed deeper, maybe uncomfortable, but my feelings overflowed.

“Hyauu!” she squeaked but didn’t push me away. Despite being with multiple girls, wanting to cherish them all—a selfish thought—she stayed with me.

“I’m so indecisive, looking at other girls… but you don’t abandon me… if my body’s okay, use it as much as you want, and I’d be happy if you feel good…!”

I couldn’t imagine my body being fun. But if she gave herself to me, I wanted to be her equal as a lover.

“Fhaa! ♡ S-Saying that… it makes me feel good… ♡”

My bold words drew an erotic, breathy response from her in my chest.

“…No way… you can make so many girls happy, but I shouldn’t use you all for myself… yet it excites me… ♡”

Burying her nose and mouth in my chest, her melted eyes met mine. Then, her slender fingers wrapped around my rock-hard cock.

“Your cock… getting hard for someone like me, your big cock… just for now, I want to make it feel good… can I…?”

I nodded firmly, never breaking eye contact.

“I want you… my princess… to do whatever you want…!”

It was passive, maybe inappropriate to leave it to my princess. But her feelings were my priority, my selfish justice.

Maki-san, looking up with an impossibly sexy expression, spoke.

“…Sato-kun… you really are… my prince… ♡”

Kissing my chest while softly gripping my cock, she rose slowly. Staring at me, breathing deeply, she aligned her pussy with my cock’s tip.

“Haa, w-whenever you want… feel good… my prince’s cock…”

Face-to-face sex was about to begin. But after our sweet, tender talk and repeated soft stimulation, my cock was at its limit.

“Ugh, y-yikes…” My voice was soft, barely reaching her despite our closeness. As she said, “I-I’m going in…” her hips dropped swiftly.

“Nhaaaa! I-It’s coming…!”

Her ample breasts bounced, my cock hit with her pussy’s sensations. Combined with her moans, my climax started abruptly.

“N-No, I’m cumming… ugh, already… uaaa!”

As my cock reached her depths, semen spurted from the tip. The heavy release hitting her womb felt massive for my weak cock.

“Fha, i-it’s coming, your cum… so hot… hyauuu! ♡”

Despite my premature ejaculation, Maki-san didn’t disappoint, melting with pleasure. Her lover’s pussy, accepting every drop, radiated goddess-like kindness.

“Haa, nng, Satou-kun… so much cum… did it feel good…?”

Facing me, her large breasts heaved with her breaths, her gaze locked on mine. Meanwhile, I was pathetic, mouth agape, still cumming.

To that me, she said, “…Nha, f-forgive me…” and kissed me. As lovers kissed, I filled her pussy with more white fluid.

※

“…Haa… sorry, Sato-kun… I’m happy you felt good, but… I got too forceful… uuu… I need to reflect…”

My cock slipped out, and Maki-san dove back into my chest, a bit more distant than before. She seemed worried she’d been too aggressive.

“…Since you took my first time… I thought I’d grown a bit, but I still need to be careful… Sato-kun, I’m asking too much, aren’t I…?”

Her erotic appearance leading my weak climax was insanely sexy. But at her core, Maki-san was reserved, prioritizing my satisfaction over her desires—a loving girlfriend.

“No, I want you to say more… It’s not my place to say, but… don’t hold back, at least with me…”

I wished to be someone she could unleash her desires on.

“Maybe you’ll hold back… but I’ll make requests too, so we can work together… as lovers, spending time together…”

To ease her unnecessary worries, I’d make requests too. A simplistic idea, tinged with my lust, but it was all I could think of.

I deserved to be seen as cowardly, but Maki-san blinked repeatedly in my chest, then smiled happily.

“…It makes my heart race… I feel bad for you, but if you say that… I’ll try my best…? When you get excited for me, not Asagi or Nishikawa-san or other girls… I’ll do my all to make you feel good…!”

I started to say, “Other girls? No way,” but realized it’d be a lie. She already knew I got hard from Kurokawa-san’s swimsuit or Shina-senpai’s cleavage.

So, I could only say, “…Yeah, I’ll try too…” Unable to say I’d cherish only her, I was no better than the playboys I despised in my old world.

With fear, I felt like a disgusting man again. As self-loathing crept in, she said, “…Ah, by the way!” as if remembering something.

“Speaking of other girls… I remembered something I need to tell you…”

Her words startled me differently. Given my gross gazes at other girls, I deserved criticism, and I was selfishly scared.

“…Yeah,” I replied, my voice clearly shaky. But as she sat up on the bed, a bit apart, her words weren’t accusatory.

“Um, around mid-summer break, Shina-senpai said the literature club’s planning a training camp… at a school lodge, like a pension, but it’s mostly for bonding and fun.”

According to her, it’d be at a school lodge a bit away, around early August. Shina-senpai was unsure about inviting me.

“They’ve never had a guy join before, but she thought you might come, so she asked me to check… Sorry for promising without asking you.”

I understood, and she had no reason to apologize. But “might come” bothered me.

“…I’d probably be in the way. It’s mostly girls, including you…”

“No way you’d be in the way! If you want to go, everyone would be thrilled… but if you’re not into it, I’ll tell them no.”

I wasn’t uninterested. I’d never done a camp like that, unsure how to act, but a lively club event intrigued me. I’d need Mom’s permission, though.

“But… is it okay with you? If I go…”

The issue was how my lovers, including Maki-san, would feel. Maki-san might be fine, but Asagi-san, Yukari-san, or Yuki—how would they react?

Joining a mostly female camp—wouldn’t they find it outrageous? Even with their kindness, they might be disappointed inside.

Maki-san nodded vigorously.

“Of course…! If you want to go, stopping you is unthinkable… I think Asagi and Yuki-chan would agree…! And I think you’d be fine with all girls… you seem okay at club meetings…”

My defenses were being filled with overwhelming kindness and goodwill.

Pure longing for such an event—if I didn’t let my lust take over, I could enjoy the club’s fun atmosphere.

“…Thanks, Maki-san. You’re helping me again.”

I bowed deeply, grateful. I’d need Mom’s permission and to inform my other lovers, but I decided to join the literature club camp.

“Feh, d-don’t bow…!”

Hearing her flustered voice, I raised my head. Our eyes met again, and we blushed, cheeks flushed with embarrassment, over and over.