A Man Who Lost Confidence, to a Gentle Chastity-Reversed World - Chapter 106-110

Chapter 106: Summer Date, A Surprise When I Turn Around

“Wow, you suggested it, Shun-nii? Asagi-san must be thrilled!” Yuki said with a smirk during our post-lunch family chat.

I’d shared that I was going out with Asagi-san tomorrow and that I’d invited her to the zoo. Yuki had assumed Asagi-san was the one pushing, saying, “She’s so proactive, inviting you back-to-back like that!”

To Yuki and Yukari-san, it might matter who initiated. Maybe it was my ego, but I didn’t want any misunderstandings.

“It reminds me of spending my birthday with you,” Yuki continued. “That promise kept me grinning for days. Asagi-san’s probably the same!”

Yukari-san nodded vigorously, murmuring, “Yes… she’s definitely happy.”

Honestly, I feared my invitation was presumptuous. I couldn’t believe it held such charm.

“Maybe you’re worrying if it was okay to invite her,” Yuki said, reading my mind. My tension must’ve shown, but she shook her head, smiling. “You’re so kind, Shun-nii.”

“But don’t think that way! You were brave, and no one would dislike that. I guarantee it!” she added.

Yukari-san nodded even more enthusiastically. I doubted my invitation’s appeal, but their words felt genuine.

“Anyway, tomorrow, don’t overthink it. Asagi-san’s already happy just being invited by you,” Yuki said, then added with a grin, “But I’m thinking about my reward for acing September’s mock exam! ♡”

Yuki had once suggested spending time together for good exam results. Her next one was after summer break, with monthly tests after that, making me ponder.

“It’s indulgent to call it a reward, but you’ll let me, right?” she teased, her devilish yet sincere charm making me blush as she smiled.

※

Past 3 p.m., Asagi-san messaged me after club, planning tomorrow. We’d meet at the station before noon, eat, then head to the zoo.

“I thought about making a bento, but I’d need more time to make it special.”

“We haven’t eaten out much since dating, so I thought it’d be nice. Is that okay?”

Her enthusiasm, even in text, warmed me. Any bento from her would be delicious, but her effort made me feel too blessed.

I couldn’t demand she cook. She was giving me her precious time despite her busy schedule. I shouldn’t take it for granted.

“Yeah, it’s fine. Thank you so much,” I replied, hesitantly sending a pre-installed thank-you sticker, feeling it was too youthful.

“I’m the one looking forward to tomorrow!” she replied with a cute, animated bunny sticker bowing, one I didn’t have.

Even in messaging, Asagi-san’s vibe outshone my awkwardness. I needed to improve, but I couldn’t figure out how “cool” guys texted.

Our conversation ended with stickers, but she clearly led it. Despite my invitation, her assertiveness and my passivity stood out.

Still, the promise was set. I spent the night floating, with Mom, upon returning, approving my plans and saying, “Have fun.”

All I could do was prepare, but thinking about tomorrow kept me from studying, endlessly rereading our messages.

※

“Shun-kun, you don’t need to be so nervous. Asagi-chan will have fun just being with you,” Mom said at breakfast, startling me as I moved stiffly.

My worries were transparent. My fear of not talking or acting smoothly stemmed from a life lacking communication.

Yuki chimed in, “You’ll be fine, Shun-nii. Just do what you want!” Yukari-san added, “Y-Yes, I think so too!” Their kind words reassured me.

Doing what I wanted felt selfish, but Asagi-san had said the same. Despite my fears, my desire to date her was undeniable.

“No woman would be unhappy dating Shun-sama…” Yukari-san murmured, making us all turn to her. She panicked, “Ah, s-sorry!” her face red.

Mom smiled, “Right, no girl would be dissatisfied dating a boy like you, Shun-kun. Have fun. Text me or Yukari-chan if you’re late.”

Yukari-san, still looking down, mumbled, “Y-Yes…”

That women enjoyed dating me was something I had to accept. I needed to act accordingly, knowing no one around me would mock me.

The sludge in my heart wasn’t fully gone, but each event and conversation purified it.

Mom, Yuki, and Yukari-san were on my side. If I got cocky, that’d change, but with effort, they’d keep me close.

Mom left for work, Yuki for tutoring. Their smiles as I saw them off filled me with gratitude.

Forty-five minutes before our meetup, I left home in thin, three-quarter pants and a short-sleeve shirt—light for this world’s male standards, but Mom and Yukari-san approved.

“E-Enjoy yourself!” Yukari-san said as I left, an act that should’ve been shameful. Yet, I felt her sincerity.

“Yes, thank you, Yukari-san! I’m off!” I bowed deeply, leaving her blushing as I closed the door. Their kindness and a gentle breeze comforted me.

※

Determined not to make Asagi-san wait, I aimed to arrive thirty minutes early, walking briskly. She always arrived earlier when we met.

Making a girl, especially a lover like her, wait was wrong. Hoping to beat her this time, I passed through the residential area to the shopping street’s entrance.

“Shun-kun!” a voice called from behind—Asagi-san’s, making my heart leap.

Had she passed me unnoticed? Her distinctive ponytail should’ve caught my eye.

“Morning! Hehe, you didn’t have to come so early, but thanks,” she said.

Turning, I faced her and noticed something different.

“Today, I let my hair down. If it’s weird, I can fix it. What do you think?” she asked.

Instead of her usual ponytail, her long hair flowed freely. In a cool white top and a light blue skirt, she was a vision of pure beauty.

“Uh, y-yeah, I think it’s… cute,” I stammered.

Her charm was overwhelming, her smile quickening my pulse. My face heated, likely red.

“Really? Yay! I was a bit worried since I always wear a ponytail, but…” she said, then took my right hand in both of hers.

“Since you invited me, I wanted to try something new! And I had a feeling you’d call it cute! ♡” she added, squeezing my hand, murmuring, “Haa, it’s been a while since I held your hand… ♡”

Her words felt faintly erotic. Her outfit—short sleeves, wide neckline—revealed flawless skin. Though her bra strap was hidden, the faint pink under her white top was merciless.

Her pink underwear, paired with her actions, nearly stirred an erection. But she apologized, “Oh, sorry for doing that,” and let go, letting me reset my lustful gaze.

“I’m so, so happy you invited me! Getting asked out by a guy, not even for a birthday, made me wonder if it’s okay. I felt bad if you were just being considerate, but if you really wanted this, I want to indulge,” she said.

My desire? It was an absolute YES.

“Y-Yeah, since you said it’s okay to invite you, I was thrilled and wanted to spend time with you, so I asked…” I said.

My vague assertiveness might seem odd, but my wish for this date was clear. Despite our pool plans, I’d pushed for more.

Asagi-san didn’t find it indulgent. Her softened eyes and relaxed smile—beautiful beyond words—captivated me. No man could resist her.

“Haa… hehe, I’m so happy… I wanna cling to you right now,” she said, her joyful face enchanting.

But she slapped her cheeks, refocusing. “If we keep this up, we’ll stay like this. Let’s eat first, right?”

We needed to eat before the train, and I couldn’t disrupt her renewed focus.

Touching and flirting with her was something we’d done countless times, a sweet act I’d want forever, though I wasn’t sure I deserved it.

“We’re both early, so the station shops aren’t open yet… If it’s okay with you, a burger place might be quick,” she said, glancing around, then pointing at a sign.

It looked like a fast-food chain from my old world.

“Are you okay with a place like that, Shun-kun? Or should we wait for a proper restaurant?” she asked.

Normally, girls might dislike such places, but she asked me. It tickled me, but in this world, guys might avoid non-segregated seating.

“I haven’t been much, but if you’re okay, I’m totally fine,” I said.

I hadn’t visited that burger shop here, but her consideration left no room for refusal. Experiencing this youthful moment—sharing fries with a classmate—was a fantasy. Doing it with a lovely lover like Asagi-san was even more so.

“Thanks, Shun-kun. I’ll take you up on that… Let’s go?” she said, grabbing my hand gently but firmly, her touch vivid.

“But today, I want you to have fun too. If anything bothers you, tell me, okay? Today’s a super important day for me! ♡”

She didn’t cling to my arm, likely because we were near the station, but her smiles and glances healed my heart endlessly.

Chapter 107: A Chance Encounter During the Date

Sitting at a second-floor table, nibbling on nuggets and fries, Asagi-san and I chatted. Mostly, she shared updates, and I nodded along.

Just having this conversation felt surreal. A burger shop was a place I’d always visited alone, yet here I was, facing my girlfriend.

It was morning, so the place wasn’t crowded, but to others, we probably looked like a couple. Trying not to get carried away, I basked in Asagi-san’s unwavering brightness.

“So, about the swimsuit for Monday’s pool trip, I’m picking one from Kurokawa-san’s studio,” she said. “I asked her for recommendations, and she suggested looking at their samples.”

She’d been thinking about swimsuits before inviting me, consulting Kurokawa-san, who knew fashion well.

“Friday after club, Maki and I are going. In exchange, they asked me to try on fall clothes and share my thoughts. They want non-model opinions,” she explained.

So, she’d try on clothes for feedback and get to pick a sample swimsuit. Asagi-san had swapped contacts with Kurokawa-san when I did, but her ease in such exchanges highlighted our communication gap.

“It feels like I’m getting the better deal, but Kurokawa-san said she’s grateful because Ibuki-san asked her to find someone. So, I’m looking for a cute swimsuit you’ll like, Shun-kun!”

Her mention of a cute swimsuit brought back memories of Kurokawa-san’s. Imagining Asagi-san or Maki-san in one stirred inappropriate morning fantasies, which I shook off. I needed to focus on our outing and conversation.

“Y-Yeah, I’m… looking forward to it,” I said.

I doubted she’d care about my anticipation, but her smile reassured me.

“Hehe, you say that, Shun-kun. Most guys wouldn’t want to see swimsuits, but you got excited at Kurokawa-san’s shoot, so I guess it’s fine,” she teased.

She saw through me, recalling my arousal at the studio shoot. She spoke of my lust for Kurokawa-san’s provocative swimsuit like a fond memory.

“I’m not as curvy as Kurokawa-san, but I’ll pick something you’ll like,” she said, smiling.

Her sweet words left me tongue-tied. Even as lovers, her presence made me nervous.

Our chat lasted about thirty minutes, relaxed yet thrilling due to her actions.

Notably, she fed me fries multiple times. After checking our surroundings, she’d say, “Shun-kun, want some?” with her classic beauty’s face and lively, sweet voice. I couldn’t refuse. I sensed a middle school girl’s glance from afar, but I was too captivated to care.

“Hehe, here, open wide! ♡” she said, offering a fry with her fingers. When I took it, she beamed.

“This feels so nice! ♡ I shouldn’t take it for granted, but you accepting makes me so happy,” she said.

I was the one who shouldn’t take this for granted, yet her satisfied expression pierced my heart.

My stomach was nearly full, but her presence kept my heart racing. She was pure cuteness.

※

Leaving the shop, we walked to the station. It felt quick, likely because Asagi-san kept the conversation lively.

“It’s been a while since we rode the train alone together! The express stops here, so the next one in five minutes should work,” she said, checking the station’s digital board.

She stayed close, not quite touching, her profile endearing. I still wondered if I was worthy.

As I nearly sank into dark thoughts, she looked down from the board and noticed a woman ahead.

“Kurokawa-san?” she said.

The woman, also checking the board, turned. Her long, permed blonde hair swayed, familiar from school and the studio. Her slightly low voice confirmed it.

“Been a while,” she said.

Her makeup—eyelashes and eyes—highlighted her femininity. It was definitely Yayoi Kurokawa, my classmate and model.

“It is you! I thought that back looked familiar,” Asagi-san said.

I marveled at her. She could spot a classmate’s back while talking to me—a composure I lacked.

“Thanks for the swimsuit advice! It really helped, and sorry for the trouble on Friday,” Asagi-san said, bowing deeply.

Kurokawa-san replied, “No, it’s fine,” in her usual flat tone, though she seemed to notice me behind Asagi-san.

“Are you two… on a date?” she asked, choosing her words carefully.

Her directness surprised me. A guy and girl together in casual clothes on a weekend naturally suggested a date, especially since my relationship with Asagi-san was known among the class’s girls.

“Yeah, that’s right!” Asagi-san answered quickly, before I could process.

“You know about me and Maki, so there’s no hiding it. Today, Sato-kun and I are going to the zoo!” she said.

Her openness about us, even to someone familiar, warmed me. She wasn’t afraid of being judged for dating me.

I didn’t think Kurokawa-san meant anything negative. I felt no malice from her, though that might be my wishful thinking.

“Got it. You seem happy, Sasai-san,” Kurokawa-san said briefly, a faint smile appearing despite her reserved demeanor. Her stylish, college-girl vibe didn’t mock us; she seemed genuinely intrigued.

Asagi-san replied, “Hehe, thanks!” A brief exchange followed. Kurokawa-san was taking the opposite train to shop for clothes.

Asagi-san nodded at unfamiliar store names, eyeing Kurokawa-san’s outfit. “Your legs are so long, Kurokawa-san. That style suits you. I’m jealous!”

Kurokawa-san said, “Thanks,” and bowed slightly.

I’d tried not to notice, but her denim shorts, frayed at the edges, revealed slender legs.

I couldn’t stare at another girl’s legs during a date with Asagi-san. Yet, Kurokawa-san turned to me.

“Sato-kun, you okay? Like at the studio, you didn’t expect to see me, and my outfit might bother you,” she said.

It took a moment to process. Like during the shoot, she treated her skin exposure as potentially offensive.

Even if guys in this world found exposure uncomfortable, I didn’t. I was more worried about making her uncomfortable.

“N-No, don’t worry! I don’t mind at all. You wearing what you want—I’d never complain,” I said.

I focused on her face, unsure if my words were right or considered Asagi-san’s feelings.

I had no concept of disliking her skin. Her apologizing to me felt utterly wrong.

Would Asagi-san be okay with my response? Was it what Kurokawa-san wanted?

But I’d spoken, and Kurokawa-san, staring, said, “Got it… Thanks, Sato-kun. That’s… appreciated.”

She bowed, adding, “Sorry for interrupting. See you later.”

Asagi-san waved, “No, you’re not interrupting! See you Friday!” I only bowed slightly.

As Kurokawa-san climbed the stairs to the opposite platform, I worried about Asagi-san’s reaction.

She always supported me, but I couldn’t assume it’d always be fine.

“Hehe, sorry, Shun-kun, I called out to her without thinking. But that talk got me so excited,” Asagi-san said, laughing happily, not mockingly.

“W-Was it okay, what I said to Kurokawa-san? You weren’t… upset?” I asked.

“Nope, not at all! You saying you’re fine with a girl showing skin? I thought you answering directly would mean more. Kinda selfish of me, though,” she replied brightly.

My timid question eased as I confessed, “But… saying I’m okay with another girl’s skin while dating you… was that alright?”

“You really value our date, Shun-kun. That alone makes me so happy,” she said, then asked gently, “What you told Kurokawa-san, you meant it, right?”

I nodded slightly, unable to lie or deflect skillfully.

“Then that’s what matters most! I love that you’re worried about upsetting me, but you holding back your true thoughts is a no-go. I’m really not upset,” she said, her eyes softening at the concourse’s edge.

“It’s not about sparing me or Maki. Knowing you’re okay with girls’ light clothing? I want to confirm that over and over—it’s exciting! You might think it’s wrong to feel thrilled by others, but…” she added, pausing, “making you hold back what you like, when you’re my boyfriend? No way. And don’t worry about hurting me. Especially since… you got excited by Kurokawa-san before, hehe! ♡”

My arousal at Kurokawa-san’s swimsuit—seeing her sexually—was fully known to Asagi-san.

“Wherever you are, whoever you’re with, do what you want, okay? Though, I wonder if Kurokawa-san thought something after your words… that’s kinda intriguing,” she mused.

Then, with a sweet voice, she said, “But today, you wanted to date me, so… maybe I’ll keep you to myself!”

“Let’s catch the train! The next express is coming!” she said, pulling my hand with a radiant smile, accepting my response to another girl without blame, lifting my heart.

“Y-Yeah, Asagi-san… sorry, really,” I said.

“No apologizing, Shun-kun!” she replied, her cute expression overflowing with kindness and charm I didn’t deserve.

I wasn’t sure if my response was right. I had to keep considering if her smile hid other feelings.

※

On the train, Asagi-san said, “It’s been ages since I went to the zoo as a kid!” and “If you’re okay, let’s take it slow!” her smile unwavering.

Her bright, sun-like smile was too much for me. I couldn’t match it but tried lifting the corners of my mouth.

Despite my awkward smile, she gazed at me, and when I got shy, she laughed happily.

This cycle continued until we reached the zoo’s station, my heart pounding. Could I keep up? With new worries, we exited the gate to an open area.

“There’s a bus, but I wanna walk with you, Shun-kun. Okay?” she asked.

I nodded, and she said, “Thanks!” then clung to my arm, pressing close.

“Hehe! ♡ Is this okay?” she asked.

Her soft upper body pressed against me through fabric, her C-cup breasts, likely in that pink bra, stirring my desire.

“I’ve wanted to do this forever! ♡ But on the train, you’d get stares, so I held back,” she explained, looking up at me slightly taller than her.

“You invited me, thought of me even when talking to Kurokawa-san… I know you shouldn’t overthink, but I’m so thrilled, so please forgive me,” she said, nuzzling my neck, murmuring, “Haa, you’re just… so nice… ♡”

I worried about smelling sweaty, but her dreamy expression showed no disgust.

“If I’m too clingy or annoying, tell me, okay? I’d let go right away,” she said.

Saying such needless worries, she added, “Let’s go?”

I’d never find her annoying, even on a scorching day. I’d never want to pull away.

“Hehe, let’s enjoy our date today, Shun-kun! ♡” she said, keeping her sweet vibe, never breaking our closeness.

Her soft breasts tested my restraint, and an erection was hard to suppress, possibly noticeable through my pants.

But she kept talking, so I tried to respond. Despite the mild weather, my body heated, and the walk to the zoo felt endlessly long.

Chapter 108: Zoo Date with Asagi-san

This world’s summer lacked the oppressive heat of my old one. Today’s clear blue sky was pleasant, with no sweat, making the walk to the zoo comfortable.

Of course, Asagi-san’s closeness kept my heart racing, and her joyful demeanor didn’t waver until we reached the entrance.

Gazing at the gate, she spoke nostalgically, “Looking at this, I remember coming with my mom. I made her stay by the penguins forever.”

“It feels like ages ago,” she added, pulling out her wallet. She prepared cash and coins, clearly intending to cover more than her entry fee—mine too, as usual.

Even I noticed. “Asagi-san, I’ll pay too!” I blurted out.

I should’ve offered to pay entirely, but my mouth moved first. Before I could correct myself, she said gently, “It’s okay.”

Every date, Asagi-san paid. She didn’t have a job, so it was her precious allowance. I should’ve been earning for our dates, especially in summer, but my overthinking about jobs like customer service led me here.

Still, I had enough allowance for the fee, especially since I’d initiated this date.

“I invited you, so I can’t let you pay for everything. I should cover it all,” I said.

My words were nearly incoherent, and I feared I’d burdened her. She hummed, looking thoughtful.

“Then let’s split it, like the watch or mug we bought together!” she suggested.

My possibly pushy gesture was met with her genuine kindness—a thoughtfulness I could never match. She was so adept.

I felt arguing further was wrong. Maybe I should’ve insisted like a “man,” but I wasn’t quick enough for that.

“Y-Yeah, Asagi-san, um…” I started to apologize, but she pointed her index finger at me.

“Hehe, no apologizing! I was thinking I should cover the train too,” she said, preempting my worries despite my inability to say such things.

“Let’s split everything today! A joint effort with you… am I getting carried away?” she asked.

I replied, “N-No, you’re not. It’s fine…” Her “joint effort” sparked forbidden fantasies—life beyond lovers with her. Such thoughts were too presumptuous, yet I couldn’t help imagining staying with her forever.

“Hehe, good! I’m so happy! ♡” she said, clinging to me again, her softness pressing harder than before.

“You saying that makes me want to do more for you!” she added, her gaze fixed on me.

Wanting her to have fun felt unworthy of me. Being with a girl like her was already too luxurious, pure bliss.

We paid equally and began our zoo date, but what I gave her could never match what she gave me.

※

Despite the summer break, the weekday zoo wasn’t crowded. Families with kids and slow-walking elderly couples dotted the sparse grounds.

“It feels familiar,” Asagi-san said, looking around happily. I’d been unsure of her feelings about zoos, so I was relieved.

We strolled slowly, viewing animals. I’d planned a route to see everything without tiring her, which she accepted.

With Maki-san, I’d left such planning to her. Even if it was her idea, I hadn’t prepared well.

Asagi-san held my hand, sometimes clinging, chatting about animals. Looking up at giraffes, she said, “No matter how much I grow, their necks stay long!” At the shoebill, she exclaimed, “I don’t think it was here before! First time seeing it!”

I responded as best I could, unsure if I met her expectations. Her smiles and not wasting her time were what mattered most.

Now, we were at the penguin area she loved. Some penguins lounged on icy floors, others swam in the surrounding water, all adorably active.

“So cute…” she said, her eyes darting around, looking even happier.

Seeing penguins was rare outside zoos or aquariums. For me, zoos were a newfound joy in this world, a healing I couldn’t afford in my old one, enabled by others’ support.

“I could watch them forever,” she murmured, leaning over the railing, no longer pressed against me. Her charming, cute figure captivated me.

Just watching her made me happy. Yet, she turned, saying, “Sorry, Shun-kun, I got carried away.”

“N-No, if you’re having fun, I’m… really happy,” I said, meeting her eyes despite my passive words. I wanted her to enjoy, to feel this was worthwhile.

I wasn’t confident I was doing it right. Even with some planning, she was leading.

“You don’t need to be so formal, Shun-kun. Hehe, but it makes my heart race,” she said, clinging again, gazing up at me.

“My heartbeat’s probably so loud you can hear it… Forgive me?” she asked.

Her heart-piercing words stacked up. I nodded, and she returned a radiant smile.

“Hehe! ♡ Let’s go to the next spot! Is the petting area nearby?” she asked.

The place Maki-san and I visited, with rabbits and small animals, was indeed ahead. She saw through my planned route, accepting it wholeheartedly.

※

“This one’s eating so much! Must be hungry… so cute,” Asagi-san said, feeding a rabbit with a joyful expression.

Interacting with small animals, we maintained a warm atmosphere, not just my ego.

Watching her feed, I mimicked her. Seeing a rabbit munch, I sighed, and she noticed.

“Maki said it, but seeing you like this is nice. It’s a side we don’t usually see,” she said.

Her overpraise thrilled me, her expression so genuine. Unaccustomed to compliments, I mumbled, “Y-Yeah,” my hand trembling as I fed the rabbit, anxious about my conversation skills.

“Then I’ll feed the rest!” she said, crouching to play with the rabbits, occasionally glancing at me with a “hehe” smile, feeling like true lovers.

Did I deserve this sweet, happy atmosphere?

※

We ate crepes from a zoo stall and enjoyed the sea lion show I’d seen with Maki-san, advancing our date.

When cream stuck to my mouth, Asagi-san wiped it with her finger, saying, “We did this before, right?” Her joy was a big memory for me.

Her wiping ice cream off my face during a shopping street outing was vivid. Knowing she remembered warmed my heart.

“I think I understand your feelings better now, but I’ll try harder to think of you,” she said, smirking, stirring my heart.

By late afternoon, we’d mostly covered the zoo. She said, “I could do another round with you, Shun-kun!” but we decided to rest on a bench.

In a quiet plaza, a three-person bench was mostly empty. Despite time before closing, visitors were few, and it wasn’t mealtime.

“This time feels so nice. Like it’s just us, making this a happy date,” she said, swinging her legs, sitting close despite the bench’s size.

“Isn’t this… too clingy?” she’d asked when sitting. I’d never shun her, shaking my head. She smirked, gazing up at me.

Her soft breasts pressed against my arm, her pink bra visible, fueling my lust.

A proper daytime date, yet my heart pounded, my erection barely contained. Her breasts’ familiar touch was intense through clothes.

I tried hiding it with pant wrinkles, but it might be noticeable. Did she notice my desire? If not, would she say something?

“…Thank you for today, Shun-kun,” she said suddenly.

“I’ve been so excited since yesterday. A guy asking me out is a girl’s dream, and doing it with you? I was grinning all night—probably too embarrassing to show you,” she said, shy but smiling.

“I’ve been so clingy since we met today, sticking to you all afternoon. I shouldn’t take it for granted that you don’t push me away…” she added, pressing closer, her softness overwhelming.

“You don’t… dislike me for being like this, right?” she asked, her sweetness mixed with slight worry.

That was a fear I had to dispel.

“I could never dislike you, Asagi-san! If anything, I get so excited when you’re close… I worry if I’m okay,” I said.

Her soft smile met my pathetic response. “I’m absolutely happy! You saying I excite you? I can’t hold back anymore,” she said, squeezing my arm, glancing around.

There were girls running far off, likely not watching. As I realized this, she spoke.

“I have a request… Will you listen?” she asked.

I’d never refuse. I nodded, and she continued.

“After you and Maki went to the zoo, I asked her what you did. She said she gave you a lap pillow, shy but happy. I thought she must’ve been thrilled,” she said, gazing up, pressing closer.

“After our promise yesterday, I wanted to try it too! Asking a guy for this would probably get me scolded, but with you, I thought it might be okay,” she said, her soft breasts and expectant gaze piercing my heart.

“If it’s okay, I want to give you a lap pillow. Is that… too selfish?” she asked.

Her expression could melt any man. I replied, trembling, “Y-Yeah, I’d… be happy if you did that, Asagi-san!”

Meeting her eyes, my words might’ve seemed vague, but she smiled radiantly.

“You saying that is so nice… ♡ But now I owe you more, hehe,” she said, patting her lap, smoothing her skirt’s wrinkles. Reluctantly breaking our closeness, she shifted slightly.

“Okay, Shun-kun, it’s my selfish request, but… come here! ♡” she said cutely.

Her sweetness, wanting me to lie on her lap, overwhelmed my emotions and desire.

Chapter 109: Lap Pillow, Then a Change of Scene

Asagi-san’s inviting smile, softly patting her thighs, was irresistibly charming. Her thin skirt revealed healthy thighs, exuding girlish appeal.

My heart raced uncontrollably. Even having been intimate multiple times, I could never take touching a woman’s body for granted.

But I trusted Asagi-san wouldn’t laugh at me. Taking a deep breath to calm myself, I said, “…T-Then, excuse me.”

Despite the breath, my stammering was pathetic. Still, she waited, and I slowly lowered myself, entrusting my weight to her.

The thin summer skirt and the softness beneath sent shivers through me. Her cute appearance belied the sexual allure of her breasts and thighs.

Feeling her warmth against my head, my body trembled—she must’ve felt it too.

“Hehe, ♡ is it uncomfortable?” she asked, not complaining about my supine position but worrying for me.

With Maki-san, I’d lain sideways first, but with Asagi-san, I thoughtlessly faced up, gazing at her.

“N-No, it’s not uncomfortable at all… Are you okay? I’m not too heavy?” I asked.

Her angelic smile met me. Shifting my gaze, her slightly protruding chest and faint pink bra were unavoidable—her cuteness overwhelmed me.

“Not at all! I’m happy you’re concerned, but I could stay like this forever! ♡” she replied, her left hand brushing my hair briefly before she apologized. “Oh, sorry. Can I… stroke your hair a bit?”

“Forgive me” wasn’t the right phrase. Her offering this position and wanting to touch me was pure happiness.

“It’s okay. If it’s your request, anything’s fine,” I said.

I worried my words sounded creepy, but before that fear solidified, her voice came from above. “Shun-kun, that makes my heart race so much.”

“I keep being selfish with you. If you’re okay with it, just a bit more… ♡” she said, gently stroking my hair. It wasn’t silky or special, but she touched it happily.

“If you dislike it, tell me, okay? Or I might keep going forever,” she murmured, her left hand still stroking, her right resting on my cheek. Her soft touch electrified my cheek and brain.

“Hehe, I’m touching you,” she said, a faint blush on her cheeks. Was she truly excited by this?

My heart pounded, not just sexually but from her affectionate touch, like a caress. To her, it might be gentle couple’s intimacy, but to me, it was thrilling, my erection tenting my pants.

“…Shun-kun,” she said, gazing at me with a mix of affection and desire, her captivating expression inescapable.

Her gaze never wavered. My face shouldn’t hold her attention so long, yet she didn’t look away for a second.

Swallowing hard, I tensed. Even with her acceptance, her gaze was overwhelming.

After about thirty seconds of her clear eyes locked on mine, she spoke slowly, “…You’re staring at me.”

“…I love you.”

Her words hit my brain, turning to kanji, my face likely reddening further.

Her affection struck directly. Her words were always so straightforward.

Her sweet expression seemed tinged with tension. I wasn’t good at reading emotions, but her closeness let me imagine her feelings.

I wasn’t sure if I was right, but with her eyes on me, I had to respond.

“Y-Yeah,” I said, gathering my words.

I trusted she wouldn’t mock my feelings, a dependency on her kindness.

“I-I love you too, Asagi-san…” I said.

My voice wasn’t cool or suave, far from dramatic, a clear flaw of mine.

She blinked, hands still on my cheek and head, perhaps startled by my sudden confession.

I worried it was the wrong moment, that I’d troubled her.

“Shun-kun… ♡” she said, her expression softening, her right hand sliding to my lips, her finger tracing them.

“You saying that… it makes me so happy, I’m losing it. Your lips… I can’t handle it…” she said, her slender finger on my dry lips feeling intensely sexual with her flushed cheeks.

“My heart’s racing—no, I’m excited. You saying you love me makes my head fuzzy, happiness piling up. I must look so silly…” she said, her expression melting like during our intimate moments.

Despite the empty bench area, her caressing my lips didn’t ease my embarrassment. My erection, fueled by her cuteness, soft breasts, and unguarded expression, was undeniable.

“But you saying you love me… and getting, um, hard…” she said, her gaze on my lower half.

In this position, I couldn’t hide it with wrinkles. She saw it instantly, looking down at me.

How did she feel about my erection during this wholesome date?

“S-Sorry, I’m like this…” I apologized, unable to suppress it despite my tension, maybe even more pronounced.

“I’m on a date with you, yet I’m getting hard…” I stammered.

“Don’t apologize, Shun-kun! ♡” she said, smirking, gazing at my shameless lower half despite my unworthiness.

“I’m the one doing this, and you getting excited makes my head spin. I’m getting carried away thinking our date was okay,” she said, showing no anger, her usual cuteness mixed with a hint of seductiveness.

I couldn’t resist her expression or hide anything anymore.

“Y-Yeah, I’ve been excited the whole time…” I admitted, her encouraging gaze—or my perception of it—making me spill everything.

“You’ve been so close, your breasts touching me, so soft… and now, stroking me, it’s got me so excited…” I confessed.

It was the worst kind of harassment, said while on her lap, meeting her eyes.

I rarely judged correctly, and in this moment, I definitely didn’t. I sealed my lips shut.

“Ahh… ♡ You really feel that way about me… I can’t hold back anymore!” she said, her erotic expression forgiving me, pushing my rationality to the edge.

My erection was exposed, yet she showed no negativity. Glancing around, she asked, “If you’re okay with it, can we… spend a bit more time alone after this?”

Releasing my lips, she stroked my cheek lovingly. “I know we’ve dated a lot today, sorry for being greedy. You’re not tired or against it, right?”

Her kind, unnecessary worry prompted my reply, “N-No way I’d think that!” Her warm touch made my voice tremble.

“Hehe, thank you,” she said, keeping me on her lap, her girlish, plump thighs relentless through her skirt.

I was overwhelmed, my emotions maxed out, waiting for her words.

“I can’t hide anything from you. Normally, I shouldn’t say this so bluntly, but with you, I feel it’s okay,” she said, her cheeks flushed, her voice slightly high, or so I thought.

Her allowing me to be close was enough happiness, yet we were planning more.

“Seeing you get hard… I can’t hold back. I instantly think of your naughty side, Shun-kun,” she said softly, adding, “So…”

“Can we… do naughty things somewhere else after this?” she asked, her youthful innocence overshadowed by erotic allure.

“Y-Yeah, I want to… with you, Asagi-san,” I said.

I should’ve led, but she always initiated these desires. Being a man who could initiate such things felt far off, different from asking her out.

“Hehe, I’m so happy… ♡ But if you change your mind, tell me, okay?” she said.

Someday, I’d grow to match her boundless kindness and love.

※

We ended the lap pillow, sitting upright on the bench. Asagi-san used her phone to pick a place.

“My house is fine, but since we’re alone, maybe a hotel?” she suggested, showing the reservation screen for the love hotel we’d used before. A campaign she mentioned required booking a day earlier, so it didn’t apply.

“But I wanted to go again. Being with you is more important than discounts!” she said, tossing her phone into her bag and standing energetically. Tilting her head, she extended her hand, saying, “Shall we?”

“Y-Yeah, thank you,” I said, hesitantly taking her hand, worried about sweaty palms. She interlaced our fingers gently.

“Hehe, I realized we haven’t held hands much today since I was clinging to you,” she said, squeezing my hand, looking happy.

We walked out of the zoo hand-in-hand, heading to the station. She kept her bright demeanor, occasionally smirking at me.

My responses were messier than usual, but I tried.

The plan was set: ride the train, get off at the hotel’s station, and have sex with this beautiful girl. Knowing this, my excitement didn’t fade, my erection pushing against my pants, hopefully unnoticed while walking.

“The train’s coming! It’s a local, so it’ll take a bit,” Asagi-san said, checking the station’s board, noting the hotel’s station was local-only.

Unlike me, she seemed unfazed. Despite our intimate plans, she had more composure.

Except when passing the gate, she kept our fingers interlocked. Even on the train and after disembarking, she never let go.

The hotel was deep in a residential area, a short walk away, where Asagi-san, Maki-san, and I first became lovers.

Earlier, she’d chatted, “This time of day feels just right, not too hot.” Now, approaching the hotel, she slowed, pulling me gently.

The lobby lacked a typical love hotel vibe. I didn’t know much about them, but in my old world, they weren’t this luxurious.

Giving her name at the front desk, we got a card key and took the elevator to the third floor, a quick ride.

“This way,” she said, her fingers tightening around mine. I told myself she wasn’t regretting this.

We walked silently. I wanted to gauge her thoughts but lacked the composure.

Reaching the room, she swiped the card key, glancing at me and letting me enter first, still silent.

I stepped in, followed by her, the door shutting with a thud. As I steeled myself for intimacy, the lock clicked.

Suddenly, her softness pressed against me.

“Shun-kun!” she exclaimed.

It wasn’t forceful, but she hugged me tightly, and I leaned against the wall, caught in the moment.

Despite our many intimate moments, I’d never get used to her embraces.

Hugging me, she caught my gaze. “Can I… kiss you?”

Begged by such a sweet, erotic girl, I couldn’t resist.

Even sudden, if she wanted it, I wanted to kiss her. As long as she allowed, I’d crave it.

“Y-Yeah, I want to… too!” I said.

Squeezing out my honest reply, she narrowed her eyes, smiling.

“Haa, Shun-kun… Then, I’ll kiss you… ♡” she said.

Her lovely, flushed face closed the distance. Even after countless kisses, her lips’ softness and eroticism remained overwhelming.

Chapter 110: In the Hotel Room, Showing Each Other ☆

Right after entering the room, shoes still on, we embraced and kissed. A dramatic, almost cinematic atmosphere enveloped us, one I felt unworthy of.

It was a simple kiss, lips meeting, yet it felt like all my anxieties were being swept away.

Her lips—soft yet firm, brimming with feminine allure—pressed against mine for a dozen seconds, their sweetness crushing my worries about whether I’d been okay today.

Our bodies pressed close, my erection surely obvious. Beyond her lips, her breasts, felt through her bra, pushed against me.

Pulling back, Asagi-san’s dazed expression shifted to a bright, “Hehe! ♡” Her usual cheer and cuteness blended naturally with a sensual charm, an irresistibly captivating smile.

“Kissing you, Shun-kun, I could do it forever… My head’s all fuzzy, I can only think how happy I am,” she said.

Her words were all for me, though I doubted I deserved them.

“Selfish of me, but… can we kiss a bit more?” she asked.

She didn’t question my worth, instead begging for more kisses. This cute, lascivious girl was undeniably asking me.

My feelings spilled out. “Y-Yeah, I want to… keep kissing you, Asagi-san…!”

My words should’ve sounded creepy, but she responded, “Shun-kun… ♡” wrapping her arms around my back. My own arms, dangling, moved to embrace her.

“Nn, fuu, Shun-kun, nn, haa! ♡” she gasped.

Holding her delicate frame, I felt her warmth fully. Her tongue entwined with mine, a purely sexual act. Her movements, as if claiming all my saliva, left me unable to resist, deepening our kiss.

“Haa, nn, nnn! Fuu! Ah, nmu, nn!” I panted.

My erection raged, and with her pressing closer, it was practically rubbing against her. Rubbing myself through clothes was something I shouldn’t do, but my overwhelming arousal broke my reasoning.

Then, the intense kiss ended.

“Nn, ngu, nnn! Fuu! ♡ Fuu! ♡” she gasped, her body trembling slightly, then jerking once. With a “Puhaa, ah, haa, nn! ♡” she exhaled heatedly, pulling back and leaning into me.

Breathing heavily, she clung to me, pinned against the wall.

“Ugh, Shun-kun, sorry for leaning on you… I think I came a little… Kissing you just does that to me…!” she said.

Her breathy words hardened me further. Knowing she climaxed from our kiss fueled my shameless excitement.

“I’m fine… Are you okay, Asagi-san?” I asked, consumed by her eroticism.

So cute yet insanely sexy, she clung to me, pressing her softness, making me think it again and again.

“Don’t worry you like that, sorry…” she said, whispering breathily near my ear.

“Haa… But feeling your scent, Shun-kun, it’s got me so excited… ♡” she added.

Her breathing—inhaling through her nose, exhaling through her mouth—was seductive. Every action thrilled me.

“And your pants, Shun-kun, they’re about to burst… Your cock’s been pushing up since the lap pillow… I kept staring, thinking naughty things, sorry,” she said.

Pulling back slightly, her arms stayed around my shoulders and back, her gaze fixed on my lower half.

“S-Sorry, I’ve been hard the whole time…” I admitted.

On the train, walking to the hotel, I’d been thinking about sex with her. I thought I hid it from passersby, but she, so close, knew everything.

She shook her head, smiling brightly. “Don’t apologize, Shun-kun! ♡ You getting hard for me, wanting to be naughty, that’s happiness!”

Taking my arm, she looked up slightly, pleading, “I keep staring at your naughty side, but… will you feel good with me?”

Her request was what I should desire. “Y-Yeah, I want to… feel good with you, Asagi-san,” I said, spilling my desires.

“Hehe, thank you! ♡ Come on, let’s not stand—over to the bed!” she said.

I nodded, still tense. No matter how many times we’d been intimate, I couldn’t act casual.

※

Sitting on the bed’s edge, still clothed, Asagi-san sat close, stroking my thigh.

“Shun-kun… ♡” she said, gazing at me dreamily. Despite my plain, unmanly self, her look made me feel I could believe otherwise.

“Can I… touch you?” she asked, her gaze clearly on my erection.

Refusing was unthinkable. I nodded, and she narrowed her eyes, stroking my groin through my pants, stimulating my rock-hard cock.

“Your cock’s so hard again… ♡ If it hurts, tell me, okay? Or I might get too forceful,” she said, giving me pecking kisses.

Her slight touches made my cock twitch, and she giggled, “Hehe, it’s reacting,” delighted. Kissing repeatedly, she pressed one breast against me, consciously or not.

I couldn’t ignore its firm presence.

“If I keep going, I might not stop,” she said, pulling back briefly.

“You said my breasts touching you got you excited, so… if you want to touch me, you can… ♡” she added.

Spreading her arms, offering her captivating body, I couldn’t see it as normal.

“Y-Yeah,” I stammered, my voice high. She smiled, a hint of seductiveness.

“No need to be nervous. If you want to touch, even roughly, it’s okay! ♡” she said, then cheerfully announced, “I’ll undress!” and began stripping, watching my reaction.

Her bra-clad breasts appeared before me. The pink bra, simple yet intensely sexual to me, held her growing chest.

Cupping them from below, she smirked. “So, Shun-kun, my breasts are getting bigger, so I bought a larger bra recently! This is it, with matching panties.”

I’d heard about her growing chest, but hearing about her lingerie made it impossible to stay composed.

Still smiling, she continued, “I usually buy white or blue, but I thought you might get bored since you always get excited by my lingerie. So, with the size change, I tried a bolder color.”

I’d never tire of her, but her words, implying she chose this for my arousal and planned to show me today, stole my composure.

Trying to shake off such sinful, convenient thoughts, I faltered.

“When I bought this, I thought I’d wear it for our next date. And you asked me out so soon!” she said, affirming my thoughts before I could dismiss them.

“When we planned this date, I got so excited, thinking about lingerie, expecting this. But you getting excited for me… ♡” she added.

She truly anticipated sex with me, my heart believed. Her direct words held no deceit.

Thinking she might have malice, despite her overwhelming charm and my unworthiness, was foolish. She had none.

“Shun-kun, hehe, you make me so happy… such a naughty boy, thrilling me,” she said.

Her pure intent to be with me was impossibly kind.

“Can I… take off my bottoms too?” she asked.

Even with kindness, it was undeniably erotic.

“Y-Yeah, I want to… see all of you,” I said.

She replied, “Hehe, yay! ♡” sliding off her skirt while seated, captivating me.

Placing her skirt aside, she removed her socks and knelt on the bed, showing off her lingerie-clad body.

“Maybe it’s too mature for me, but I want to know what you think, Shun-kun! If it doesn’t suit me, be honest,” she said.

It couldn’t not suit her. A long-haired, black-haired beauty with growing breasts in a bra and panties covering her precious parts was inherently alluring.

Waiting for my thoughts, she never lost her smile or brightness, baring her captivating body to me alone.

“It really suits you… cute, and with your hair down, more mature, and, um, s-sexy…!” I said.

Even heartfelt, my words were clumsy. I wished I could say something witty to linger in her heart, but I hadn’t grown.

“Showing me this sexy side… it really excites me…” I added.

What did she think of my unadorned emotions?

“Yay! ♡ Your words make my head fuzzy,” she said, her lingerie-clad, dazed look dripping with seductive charm. She gave me another sweet, light kiss.

“Today, when I’m excited, I just want to kiss you! ♡ Forgive me, okay?” she said, softly touching my clothed cock again, which was painfully hard without stimulation.

Then, with perfect timing, she said, “Shun-kun, can I… undress you?”

She always checked my consent, her kindness evident in every naughty request.

“Y-Yeah, if you want to, of course,” I said.

She smiled countless times, and as I climbed onto the bed, she kissed me lightly again.

“Really, I’m so happy… I’ll start with your top! ♡” she said, lifting my T-shirt. I shouldn’t let a beauty like her do this, but her expectant eyes stopped me from objecting.

Carefully placing my T-shirt on the bed’s edge, she stared at my upper body. Slightly more muscular, it was nothing compared to her captivating form.

“Shun-kun, can I… touch your chest?” she asked.

Not fully grasping her intent, I nodded. She began stroking my chest gently.

“Haa… Your muscles are coming in, so cool… ♡” she said, her breathy expression free of flattery. Her soft fingers savored my body, and I focused on their touch.

“I can’t hold back… I’m gonna smell you, okay?” she said, pressing her face to my neck, sniffing.

Her fingers roamed my stomach, her breath impossibly close. “Haa, fuu, nn, haa… Your scent’s driving me crazy… so happy… ♡” she said, sniffing repeatedly, then looking at my face.

I must’ve looked silly, her erotic actions overwhelming me.

“Am I… bothering you by doing this?” she asked.

“No way, anything you do, I don’t mind,” I said, my excitement leading to overly direct words, presumptuous to think she’d be pleased.

“You saying that… I can’t hold back… ♡” she said, affirming my words.

“Your pants… I’ll take them off,” she said.

Seeing my nod, she reached for my pants, checking my expression and taking a deep breath, showing no forcefulness.

My pants slid off, revealing my boxers and the tented erection. My cock’s hardness was obvious.

Her gaze locked on it, thrilling me even through fabric. Her hands reached for my waist again.

Confirming I didn’t resist, she pulled down my boxers. My cock, initially caught, sprang free with a “boing.”

“Ah, your cock’s so big… ♡” she said.

My grotesque, desire-driven cock stood tall before her. No precum yet, but her heated gaze signaled my body’s readiness to ejaculate.

Setting my pants and boxers aside, she brought her face close to my rigid cock. The contrast between her classic beauty and my cock shook me.

“Your cock, excited by me… ♡ It’s made me feel good so many times…” she murmured, her naughty words making my cock throb with anticipation.

“Haa, I’m hopeless…” she whispered, her words ringing in my ears. Meeting my gaze, she shared her feelings.

“I can’t hide my naughty feelings anymore, so I’ll ask… ♡” she said.

Her words resonated from my ears to my heart.

“Seeing your cock, Shun-kun… I instantly want it in my pussy again… ♡ I should do what you want, but I’m so excited… Is that too selfish?” she asked.

Her wanting my cock in her pussy—not me begging, but her desiring it—how could that be selfish? I had to tell her.

“No, it’s not selfish… If you want it, I want to, as many times as you want…!” I said.

The moment I said “sex,” her body twitched. “…You really want sex with me, saying that…” she murmured, wrapping her arms around my shoulders.

“You want sex with me, saying so… I want it too, dozens of times… ♡” she said.

Her erotic words met my response, our many words leading to sweet, lascivious acts.