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

Chapter 63: Walking with the Housekeeper

“…What do you think they’re talking about with Yukari-san…?” I finally ask during Thursday’s lunch break, eating with Asagi-san and Maki-san.

I know it’s presumptuous to pry into women’s conversations, but I’m scared. What if they’re discussing my mistakes behind my back? What if these kind girls secretly want me to fix countless flaws? I’m spoiled by their forgiveness, letting me say anything.

Asagi-san looks guilty and bows slightly. “…Sorry, it feels like we’re hiding something. I thought you weren’t worried since you didn’t ask… But yeah, it’s hard for you to bring up, right? I should’ve noticed…”

I didn’t want to make her feel bad. “N-No, I shouldn’t have asked about women’s talks… You must have things you don’t want to share…”

I regret souring the mood, but Maki-san hesitantly chimes in. “S-Sato-kun, you don’t need to worry about that. If we’re asking about you, that’s one thing… but you can ask anything without holding back…”

Asagi-san nods, agreeing. “…Yeah, Maki’s right. We shouldn’t talk about Nishikawa-san’s private matters, but anything about us, ask away.”

She smiles, making my heart race as always. I want her to keep that expression.

“About Nishikawa-san… We really want you two to get closer. So, we told her things that make you happy, stuff like that,” Asagi-san says.

My mind briefly wanders to impure thoughts, but going out with Yukari-san is already joyful—more than enough. Getting closer must mean as family. Assuming anything sexual is my selfish, disrespectful misinterpretation.

Asagi-san continues, “We asked Nishikawa-san, and she was wondering how to act with you at Ozpa on Saturday. So… as older girls, we gave some advice, you know?”

I’ve been worrying about that too. I can’t imagine walking with her as family. It’s not that I don’t see her that way—it’s just hard to enjoy a lively place like that with a beautiful, stylish woman.

“Nishikawa-san will decide herself, but she clearly cares about you a lot. We tried to tell her everything,” Asagi-san says.

“W-We told her how we act on dates with you, what we do… Asagi did most of the talking, but looking back, we do so much… Ehehe…” Maki-san adds.

I grow anxious wondering how much they shared. Surely not the intimate parts? Maki-san’s blush makes me fear they did, and I recall our moments together, feeling embarrassed. Her large breasts often haunt my mind, and even now, I sneak a glance at them through her uniform—those captivating mounds are like a drug.

“…Shun-kun, you were just looking at Maki’s chest, weren’t you?” Asagi-san says, chilling my blood.

But she’s not angry—she seems envious, touching her own chest through her blouse, looking up at me with a blush. “…I can’t compete with Maki yet, but mine are growing. I was a C-cup before school started, now almost a D… Probably because you touch them so much… Fufu…”

She giggles mischievously. Why bring this up? I struggle to suppress my arousal. “When they get bigger, I want to do things like Maki does… I thought about that while talking to Nishikawa-san. Only as much as you’re okay with, of course.”

Her tilted head and smile make me realize Yukari-san might know everything about our dates—maybe even the intimate details. I also learn Asagi-san’s chest is nearly a D-cup, an irresistibly erotic fact I can’t dismiss as just letters.

“M-My chest… You were looking, huh…” Maki-san says, not showing disgust but eating her lunch shyly, head lowered.

I learn they view my outing with Yukari-san positively. They might be lying to spare me, requiring me to treat them even better. If it’s true, I owe them gratitude. Either way, I rely on them too much.

Their endless kindness feels like a lifetime’s debt. They forgive my weaknesses, and I can never repay them enough. They’d say I don’t need to, but I want to fulfill their wishes—it’s my sincerity as someone unworthy of them.

This week’s classes have no major events, but on Friday, during PE, I noticed a girl’s shorts slightly slipping, revealing a bit of pink underwear. I desperately looked away, but she didn’t notice until later, and I couldn’t point it out.

The cute, short-haired girl’s accidental exposure was shocking, a provocative memory I can’t share. Thankfully, as announced, PE involved vaulting and mats, so there was less physical contact.

Classes end, and tomorrow is my outing with Yukari-san. Today, Friday, she’s off, per Mom’s suggestion that working before our outing might be too much.

Mom took the day off to handle chores. She’s always kind to Yukari-san, respecting her work.

“Tomorrow, Yukari-chan will pick you up by car in the morning. You’ve exchanged contacts, right?” Mom asks.

Last night, I added Yukari-san’s number to my phone, enabling calls and messages. I had her emergency number in my bag, standard for housekeepers for security, but I never used it. Coming to this world, I missed that, which could’ve been risky. Thankfully, the women around me have protected me, though it’s pathetic.

Yukari-san was shy when we exchanged numbers, and Yuki and Mom’s smiling supervision made it awkward. They meant no harm, just found it heartwarming.

“I’ll see you off tomorrow, but I’d be happy if you talked a lot with Yukari-chan,” Mom says.

“It’s up to you, Shun-kun, but it’s okay if you don’t come back tomorrow. Staying at her place… that could happen,” Yuki adds.

Please don’t say such things. It makes me overthink, and Yukari-san surely doesn’t see me that way. Yet Mom and Yuki seem sentimental.

Yukari-san is beautiful and kind, the type who’d be super popular in my old world. I can’t believe she’d want to get closer to a childish guy like me.

Her house isn’t far, so there’s no need to stay over, especially since we’re driving.

“Whatever happens, just enjoy yourself. If you’re in trouble, tell Yukari-chan right away. It’s fine to be a burden,” Mom says, and Yuki nods.

I don’t want to trouble her, but their words stir my emotions.

I process my unease in bed, reminding myself not to burden Yukari-san or do anything she dislikes. If she wants something, I should try to comply, though a guy like me has little to offer. I don’t want to refuse her wishes.

I shouldn’t think erotically, but I recall Asagi-san and Maki-san’s talks. What did they tell her? If she took it seriously and approached me sexually, what would I do?

No, that’s impossible. She’d choose someone her age, attractive, for love. I’m just basking in her kindness, shamefully aroused by it. Misinterpreting that is wrong.

Torn between erotic thoughts and pushing them away, I fall asleep, waking to a racing heart on the morning of the outing.

After Mom’s breakfast at 7 a.m., I change into prepared clothes. A car pulls into the garage, making my heart jump.

Yuki races downstairs in pajamas, pressing her small breasts against me, banishing my sleepiness. “Y-Yuki…?”

At the entrance, Yukari-san says, “S-Sorry to keep you waiting…” wearing a cutsew, a light jacket, and, unusually, a long skirt. I’m used to her in jeans, so it’s refreshing.

“Have fun with Shun-kun, Yukari-chan. Just keep in touch, and it’s all good,” Mom says.

Yukari-san nods shyly. Suddenly, Yuki wraps her arms around my waist, looking up. “…Can you give me a going-away hug?”

Mom and Yukari-san watch warmly. With no other choice, I lightly hug Yuki. Even her small body feels distinctly feminine, making my heart race every time.

“Ehehe… Thanks, Shun-nii… And sorry, Neechan, for being selfish,” Yuki says, apologizing to Yukari-san.

Yukari-san panics, “N-No, don’t apologize!” I’m lost in the exchange but leave anyway.

Like last time with Yuki, Yukari-san drives, me in the passenger seat, both buckled up.

“W-Well… I’m in your care today…” she says, still deferential, likely due to her housekeeper role. I worry she’s mentally strained.

“Y-Yeah… You don’t need to be so formal…” I say.

“Th-Thank you… But I’m responsible for you, Shun-sama, so please don’t worry about me…”

Her politeness doesn’t waver despite my efforts. She’d likely refuse casual speech.

Her car leaves the residential area, hitting the highway for most of the hour-long drive. She occasionally asks, “A-Are you tired?” but sitting doesn’t tire me. Her driving is smooth and pleasant.

What distracts me is her seatbelt creating a “paislash,” accentuating her chest. Not huge but well-developed, around 85cm, soft and beautiful. I recall her underwear from before—slender yet curvy.

Her light blue cutsew doesn’t show her bra, but I imagine it’s blue too. I try to shake these thoughts, but they’re hard to forget. Focusing on the window or ahead helps, though the highway’s fences feel fitting for my impure mind.

“Sh-Shun-sama… W-We’re about to exit the highway… Five minutes to arrival…” Yukari-san says.

I snap back, possibly having dozed off. Sleeping while she drives is rude, especially after staying up worrying. “S-Sorry… I fell asleep, didn’t I?”

She shakes her head while driving. “N-No, don’t apologize… You’re here despite being tired…!”

Her kindness never falters, but she should be stricter with me. “I-If I’m rude, you don’t need to hold back…”

She smiles softly, “…You’re so kind, aren’t you?” as we exit the highway onto coastal roads. The GPS announces we’re near.

It’s a weekend, but the vast parking lot isn’t overly crowded. Yukari-san parks, and we walk to the entrance. The line is shorter than expected for a busy place like this, likely due to fewer families and couples.

Yukari-san says, “I-I have the tickets… We just need to enter…” She’s familiar with the park but doesn’t rush me, always considerate.

Amid cheerful music, we scan the ticket QR codes and pass the gate, walking side by side, hands just shy of touching.