A Man Who Lost Confidence, to a Gentle Chastity-Reversed World - Chapter 59: Two Lovers and Her Face-to-Face

Chapter 59: Two Lovers and Her Face-to-Face

In the end, the message I sent was bland. I thanked her for the date and the bra but didn’t mention masturbating with it.

I’ve told Maki-san directly before that I used her photos as material, so maybe I don’t need to hold back. Still, jerking off with her bra the same night feels like it might repulse her.

What if she thinks, “You’re not excited by me, just my underwear”? I’m anxious about her despising me. Sure, Maki-san is kind, but she must have limits. Being despised by her is what I fear most.

Mixed emotions led me to a safe message. Call me a coward, but it’s my limit for now.

Her early morning reply shakes me again.

“Thanks so much. If you want anything, just say.”

Honestly, I’d want anything she’s worn and could masturbate endlessly. But I can’t burden her.

Shaking off fantasies of her bra, panties, and more, I type slowly.

“Thanks, but don’t force yourself. Sorry for everything.”

After sending, I head through the bathroom to the dining table where they’re waiting. Later, she sends a thankful sticker. I’m still pathetic.

Savoring Maki-san’s kind message while eating Mom’s breakfast, a cheerful sound plays from the TV—a commercial for a massive seaside theme park.

In my old world, similar places were for families, friends, or couples, irrelevant to me.

When I went to a suburban amusement park with Yukari-san and Yuki, I was full of anxiety. A bigger theme park feels even scarier. I don’t know how to act where everyone’s having fun.

Seeing others enjoy themselves makes me feel small, crushed by inferiority.

“Let’s go again,” Yuki murmurs, watching the TV. A girl like her probably went with friends often. At her age, third-year middle school, most kids avoid family outings, but that’s my bias.

Yuki enjoyed the amusement park with me and Yukari-san, so she might not care about such things. Mom picks up on her murmur, turning to me.

“You’ve never been, right, Shun-kun? Five years ago, we planned a family trip, but you locked yourself in your room…”

What was I thinking back then? Treating such kind, charming family so badly, even in this reversed world, is unbelievable. They reach out to me despite my self-inflicted pain.

“Yukari-san loves that place too,” Yuki adds. “She goes with friends monthly.”

I’m surprised Yukari-san’s a theme park fan. She must have many friends and opportunities.

Mom thinks for a moment, then asks, “…Hey, Shun-kun, places like that… are you okay with them now?”

She’s checking if I still feel aversion. I’m anxious about unfamiliar places, but it’s not disgust or avoidance.

“…A-Alone, it’s scary, but… with someone, I think it’s fine.”

Words I’d never have said before. Kind people around me make me say such things. I’m supposed to live and die alone, yet here I am.

It’s a lavish position, and it scares me. Wanting to go with someone feels like a normie desire. Still, Mom accepts my words, looking happy.

“Fufu, I see. You’ve changed, Shun-kun. You’d never have said that before.”

Yuki nods along. My kind family forgives my lavish words.

“Okay, I’ll think about some plans,” Mom says, setting down her fork and clearing her plate. Even dense me sees she’s planning for my sake, which feels so warm.

At home, I study a bit and relax. Yuki, unfinished with holiday homework, stays in her room until just before dinner. Two days ago, gaming with me might’ve been her escape.

At dinner, Mom gently strokes Yuki’s tired head. It seems childish for a middle schooler, but Yuki looks happy, so it’s fine.

Then Yuki says, “Shun-nii… can you?” and leans close, wanting the same. Embarrassed in front of Mom, I hesitantly stroke her beautiful hair.

“Hehe, so kind,” Yuki murmurs. Mom smiles at us. My heart races from a girl’s scent, but I suppress it. Thus, my holiday ends.

Monday after the holiday, the girls in class chat excitedly about their break. I talk with Asagi-san in front of me.

Chatting in class, once a high hurdle, is now normal. I wonder if I deserve this happiness, feeling a bit scared.

But seeing Asagi-san happy, maybe I can indulge a little. The same goes for Maki-san.

“Yesterday’s club was tough… Everyone was exhausted, hands slipping off the ball… So today, we’re off,” Asagi-san, in the basketball club, tells me. Then she whispers, “So I want to walk home together. Invite Maki too… okay?”

I nod, and she ends the talk satisfied. Maki-san and I met eyes when I entered, exchanging awkward nods, so I should talk to her later.

At homeroom, our laid-back teacher, Ms. Arai, starts announcements. It’s the usual flow, but one detail stands out.

“From tomorrow’s fifth-period PE, it’s co-ed. Don’t forget your gym clothes if you need them.”

PE was separate before, but post-holiday, it’s together. In April, with the few boys, we did health lectures and light exercise. I heard some things from them.

For boys, PE is scary. Some girls take chances for skinship. Boys at co-ed schools are prepared, but they fear being assaulted.

PE has more physical contact than class, so jerseys are allowed. Regular gym clothes are fine but expose more skin, so most boys wore jerseys since middle school, they said.

I joined their talks more than expected. They were surprised and curious that I talk normally with girls. They often ask if I’m scared of them during PE.

My views on women differ greatly from theirs. In health lectures on female anatomy, I was engrossed, while they seemed grossed out. I’m just a pervert with impure motives, though.

I’m not close with the boys, but not hated. As I think this, classes pass. Worrying about Asagi-san struggling with a math quiz, the first day ends.

After classes, I stand slowly. Asagi-san and Maki-san approach my desk. It’s routine but feels too lavish.

“Let’s go?” Asagi-san says, ignoring the curious girls’ stares. I wonder what she says about me to her friends—or Maki-san—but lack the courage to ask.

“Shun-kun, is co-ed PE scary?” Asagi-san asks on the way home.

What do I say? Did I even attend PE properly in middle school?

“N-No, it’s not… I don’t mind…”

There’s nothing I dislike. Honestly, I’m bad at sports and anxious about talking to unfamiliar girls.

“I’m a bit nervous,” she says. “PE has mixed pairs for warm-ups, right? A senpai said they use a lottery here… I’d love to pair with you, Shun-kun.”

I’m happy she says that, but my fears seem real. The odds of pairing with either are low. Doing warm-ups with a stranger is harsh for a socially awkward guy like me.

Asagi-san’s face clouds, noticing something.

“Sorry, Shun-kun. I said that selfishly. You and Maki, or other girls, it’s your freedom… That was greedy of me.”

“N-No, don’t apologize… I’d prefer pairing with you two… A stranger might be tough… They might not want me either…”

I share my thoughts to her apology. I’m scared to even think how the class girls see me.

But Asagi-san and Maki-san shake their heads.

“I don’t think any girl would dislike pairing with you,” Asagi-san says. “No need to worry. Touching you, they’d probably get excited.”

“I think so too,” Maki-san adds. “If it’s a girl you like, talk to her. She’d be happy… Don’t mind me… Though I might be jealous, sorry…”

Their kindness makes me feel guilty. My lack of social skills worries them needlessly. They affirm my impure desires without anger.

“…Thanks, both of you. For… accepting my pathetic self.”

I try an awkward smile to lighten my heavy words. I’m less resistant to smiling now.

Looking at them, they turn away slightly. Did I mess up? Is my smile bad? But their next words hold no anger.

“Sh-Shun-kun’s smile… I’m not used to it. It’s… powerful…!” Asagi-san says.

“Sato-kun… Don’t flash that smile too easily…!” Maki-san adds.

They face forward, leading me. My smile having power is unthinkable, but their words make me a bit happy.

“Can we stop by the bookstore?” Asagi-san asks.

We visit a mid-sized bookstore in the shopping district. I knew of it but never entered.

“This magazine has clothes I like,” Asagi-san says, picking up a fashion magazine. “I want to shop for these soon.”

She buys it monthly to study fashion. It’s foreign to me, but as her boyfriend, I can’t ignore it.

I just wear what’s in my closet, picked by Mom or Yukari-san. Relying on them is pathetic.

That said, there were no men’s magazines in the fashion section we were browsing. Are men in this world less conscious of such things? I’m not even sure if male models or celebrities exist here.

While Asagi-san checks out, Maki-san and I wait outside the bookstore for a minute. In that brief moment, I have something to say.

“M-Maki-san… Thank you, really. Was Sunday… not a bother?”

My pathetic words make her blush intensely.

“N-No, it’s fine! I have plenty, so don’t worry…!”

After a rapid outburst, Maki-san pauses, looking up at me.

“…More than anything… Thinking you were happy… made me so glad…”

Her message already shook me, but hearing it in person freezes my heart. I want to thank her, but words won’t come.

“Sorry for the wait! Let’s go… What’s up?” Asagi-san returns, puzzled by our tension.

Her voice snaps us back, and we start walking home.

But then, I let out an “Ah!” A familiar woman passes by.

Carrying a large tote bag, her long hair tied in a ponytail as usual, she’s not in her typical apron but a casual T-shirt and jeans. It’s Yukari-san, our housekeeper.

“Eh, ah, Sh-Shun-sama…!” Noticing my voice, Yukari-san turns. Her gaze lands on me, then shifts to Asagi-san and Maki-san beside me.

“Um, uh… Those two are…?” Despite seeing me this morning, she seems nervous as she asks.

“W-Well, they’re my classmates, and… uh…”

I hesitate, unsure what to say. Should I clearly state they’re my girlfriends? Will it bother them? I recall Maki-san dodging our relationship at the literature club’s hanami.

Pausing, I muster courage to be honest. Yukari-san is trustworthy, and Asagi-san and Maki-san won’t mind—I hope.

“…My girlfriends, Asagi Sasai and Maki Yamamoto.”

Fear makes me look away. What if Yukari-san disapproves of two-timing? But she responds calmly.

“I-I see… Um, I’m Yukari Nishikawa, working as a housekeeper at Shun-sama’s home. Sorry for intruding…”

It’s the first time I’ve heard her last name. We only use her first name at home, and I never asked—another reminder of my passivity.

Oddly, she stands rigid, tense toward Asagi-san and Maki-san, almost apologetic for being here.

“Ah, um, I’m Asagi Sasai, and this is Maki Yamamoto. Nice to meet you… Nishikawa-san,” Asagi-san says.

“Y-Yamamoto, pleased to meet you…!” Maki-san adds.

Both seem nervous facing an older woman. The bookstore entrance fills with an awkward vibe. I can only watch, unable to speak.

“Yuki-sama mentioned you had a girlfriend… Both are so cute… You’re a great match… Not that my opinion matters…” Yukari-san says.

“N-No, that’s so kind! But you’re way prettier, Nishikawa-san. I’m honestly shocked,” Asagi-san replies.

“M-Me too…” Maki-san chimes in.

Yuki told Yukari-san about my girlfriends, though I don’t know when or what she thought.

The three praise each other’s looks, then exchange questions. Yukari-san asks how long we’ve been dating and what they think of me. They ask how long she’s worked at my house and what I’m like. They speak politely, careful not to hurt me, sharing info.

Watching three cute, beautiful women discuss me is ticklish. They mean no harm, but I don’t deserve such praise.

After some questions, Yukari-san speaks slowly, still tense but with purpose.

“…I’m in no position to say this, but you two are so charming. You seem to cherish Shun-sama, which makes me happy. I’ve watched him for three years…”

Her words make my heart race. I’m glad she treats me like family, but I feel guilty for seeing her as a woman.

Asagi-san and Maki-san glance at her, then bow in unison, expressing gratitude.

“That means so much… I’ll cherish Sato-kun!” Asagi-san says.

“M-Me too…!” Maki-san adds.

Hearing their heartfelt words, Yukari-san bows once, offering a soft smile.

“Please take care of Shun-sama.”

With a deep bow, she heads to the supermarket opposite—likely mid-shopping. Feeling a bit guilty, we resume walking.

“…You said she was beautiful, but she’s like a model. I’m a bit worried,” Asagi-san murmurs as we head toward the residential area.

Worried? Yukari-san wouldn’t have feelings for me beyond family. I learned she’s 25, started working for us right after college, making our age gap large. She’s attractive, but to her, I’m probably a kid.

Does she notice my lecherous stares? Even today, her bra showed through her shirt, and I kept glancing. Thinking I could be close to her is presumptuous.

“…A-And that vibe… um…” Maki-san starts but stops, conflicted.

Asagi-san seems to understand. “Right? Being at Shun-kun’s house five days a week, she must feel something. Yeah, maybe.”

I’m lost as they conclude their talk. Should I ask? Asagi-san looks at me.

“Sorry, Shun-kun… I was curious how you feel about her. She’s gorgeous, great figure.”

She’s right, but I don’t think I can feel that way about her. Asagi-san and Maki-san are too good for me, but being peers helps. Yukari-san’s attractiveness is on another level with her age, an impossible hurdle. Normally, she’d be with a handsome, kind guy.

“…Thinking about it means you feel something, right?” Asagi-san notices my long pause.

I do see Yukari-san sexually. We’ve done things a few times, but it was her kindness toward me. Still, I want to take it seriously, so I can’t answer quickly.

“…I-If you feel that way, I don’t mind at all. No need to hold back…” Maki-san says.

Asagi-san nods. “You don’t have to hold back, Shun-kun. Be honest anytime.”

Their repeated acceptance carries me home. Both say goodbye along the way. Yukari-san isn’t back yet—will she say something later?

With slight unease, I unlock the door and enter the living room. Yuki, already home, greets me happily.