A Man Who Lost Confidence, to a Gentle Chastity-Reversed World - Chapter 27: Sleepover Old Maid, The Winner’s Right ☆

Chapter 27: Sleepover Old Maid, The Winner’s Right ☆

In the living room, everyone’s gathered on the sofa. Mom smiles warmly as usual, but the two guests blush and quickly look away when they see me.

What did they talk about? I’m filled with anxiety. Were they sharing embarrassing stories about me? Still, I join them, eating Mom’s sandwiches.

Sandwiches for dinner feel odd, but they’re surprisingly filling and delicious. We devour every kind, each bite a moment of happiness for me.

Wondering what’s next, Yuki says, “We’re gonna take a bath first, okay?” and leads Asagi-san and Yamamoto-san to the changing room.

Our bath is big enough for three, I think, but bathing with someone you just met feels unimaginable to me.

“Shun-kun, you okay? Not too tired?”

Mom worries about me as I sit dazed on the sofa.

“…No, I’m not tired… it’s just, everything’s happening so fast…”

Speaking honestly, Mom murmurs, “I see, got it,” touching her cheek.

“I was surprised when Yuki called, too. But I wanted to meet the girls you’re close with. Talking earlier, I saw they’re good kids—lucky, right?”

As Mom speaks fondly, I voice my current worry.

“…Um, Mom, what should I do next…? Should I stay out of their way…?”

Mom shakes her head.

“No way. They came to be with you, so if you’re okay with it, play or talk with them. That’d be better, don’t you think?”

“They came to be with you” feels wrong, but her words leave me no escape. I need to steel myself a bit.

“Shun-nii! We’re done bathing, so it’s your turn!”

Yuki, hair wet, comes to the living room. They plan to hang out in her room. I’m curious about Asagi-san and Yamamoto-san’s sleepwear, but I’m not sure if I’m allowed to see, so I head to bathe.

“…When you’re done, come to my room, okay?”

Yuki’s insistence and Mom’s silent pressure leave me no choice. Even alone in the bath, I’m restless.

It’s partly nerves, but knowing they were naked here excites me. They used this body soap, soaked in this tub—those thoughts make me hard. I haven’t masturbated in three days, so my lust is overwhelming.

But ejaculating now would mean facing them in sage mode, so I think of math equations to calm my erection.

After bathing, I wear my usual T-shirt and pants, heading to Yuki’s room, anxious about my outfit. I knock, waiting.

“Come in!” Yuki’s voice calls, and I enter nervously. It’s my first time in her room, similar to mine in layout. The three sit around a mini-table, playing Old Maid.

Asagi-san and Yamamoto-san, sitting on the floor, look at me. I hear murmurs like, “…No way… Sato-kun’s defenseless look…” and “…S-Sato-kun’s…!” Their eyes seem intense—did I mess up? But no one points it out.

We play Old Maid, Big Two, and console games for a while, but past midnight, conversation slows.

“Hmm, I’m getting sleepy.”

Asagi-san’s words are echoed by Yamamoto-san and Yuki. We haven’t settled sleeping arrangements—maybe they’ll use my room? My trash bin’s unemptied, which feels bad.

“…Alright, one last game?”

Yuki deals the cards for Old Maid again, then declares boldly.

“Whoever wins this Old Maid game… gets to sleep in Shun-nii’s bed with him!”

An outrageous game begins. It only benefits me, so they’d never agree. Sleeping with me must be something most would refuse, even to death.

“If Shun-nii doesn’t want to, we’ll stop, okay?” Yuki says, but that’s not the issue. I’d love it, surrounded by beauties, but I can’t believe they’d accept.

Yet Asagi-san and Yamamoto-san’s eyes widen, focusing intensely, as if they knew and wanted this game.

“I’ll win!” “Me and Sato-kun… t-together…” “Me and Shun-nii, Fufu…”

Why is sleeping with me a prize? To me, it’s a reward, but for them, it should be a chore unless paid. Are they betting money?

If I win, the right vanishes, I’m told, making me wonder what to do. Winning might keep me sane.

But cheating at Old Maid is impossible, I realize. I play normally, but the atmosphere is intense, their seriousness palpable.

Ten minutes later, the outcome arrives.

“Ugh… I was one pair away…”

“Mine didn’t match at all…”

Asagi-san and Yuki stare into space, frustrated. Yamamoto-san, who drew my card, completed her final pair.

“…Then, Asagi-san and I will sleep here… Shun-nii, see you tomorrow?”

Yuki and Asagi-san close the door. Beside me stands Yamamoto-san, the Old Maid winner.

“…I-I’m unworthy, but please… bear with me…”

She’s trembling, face red.

“Um… Yamamoto-san, if you don’t want to, you can say no… don’t force yourself…”

Sleeping with me should be unpleasant. My senses are numbing lately, but that’s certain.

But she shakes her head vigorously.

“N-no way it’s unpleasant! I’m thrilled, of course… but is it okay for someone like me to enter your room… a boy’s room…?”

Even with few men in this world, she shouldn’t need to accommodate me.

“…I’m fine with it…?”

She straightens up. The right will be used. Entering my room, she murmurs, “E-excuse me…” taking a deep breath.

“Wow… smells nice…”

I hear her, but I’m anxious she might find it bad. Having a classmate in my room is a first.

“Um, I’ll sleep on the floor, so use the bed… if you’re okay with it…”

I could sleep on the living room sofa, but Mom might scold me, and voiding the game would upset Yuki.

“Eh! N-no, you can’t… I’ll sleep on the floor…”

She panics. Making a girl sleep on the floor is scum behavior, unforgivable even for an oil tycoon—execution-worthy for me.

“Y-yeah… you don’t want to share a bed with someone like me, right…?”

Her resigned tone isn’t right, and I don’t understand her self-deprecation.

“N-no way I don’t want to… if you’re okay with it… together on the bed… um…”

Hearing my half-finished reply, she trembles again, cautiously climbing onto the bed’s edge.

“Fweh… I’ll stay on the edge… I might make it cramped since I’m fat… please, if it’s okay…”

She’s not fat, and her invitation is alluring. Refusing might hurt her, something I can’t allow.

Seeing her lie on the edge, I say, “Okay… sorry, I’ll lie down…” and cautiously join her. She looks at me, her face flushed.

“Ahh… Sato-kun, right in front of me… a boy…”

Muttering like a trance, she’s close. It’s warm, so without a blanket, her sleepwear is fully visible. Her black pajamas mix cuteness and sexiness, her curvy figure overflowing.

She’s not chubby, not too thin, but her chest stands out. She’s likely wearing an inner layer, but thinner than usual, her huge breasts prominent. Even through clothes, they’re erotic, something I shouldn’t see.

Her mountain-like breasts are within reach. The reality makes me think wild thoughts, but I must distract myself.

“…Um, did you know about the Old Maid game beforehand…?”

To shift focus, I ask her something bothering me. She looks at me shyly, speaking.

“Um… while we were bathing, Yuki-chan suddenly suggested it… I was embarrassed, but once Asagi agreed, I had to join… ugh…”

Why did Yuki and Asagi-san choose this? It’s too serious for a prank, judging by their frustration when losing.

“Um, Sato-kun… is it too cramped? Should I move closer to the edge…?”

Face red, she lies facing me. Her double-lidded, slightly dreamy eyes blend maturity and girlishness.

“I’m fine… you shouldn’t go too far to the edge, it’s dangerous…”

“…R-right… yeah…”

She shifts closer, her soft thigh brushing my leg, stirring my lust.

Even through cloth, its plumpness and elasticity are clear. How can our legs differ so much in allure?

Her body overflows with erotic flesh. If someone like her were around, I’d fantasize about paizuri daily, jerking off to her sexy face.

“…Sato-kun’s so close… wow, smells too good…”

While I drown in dirty desires, she brings her face to my neck. Asagi-san did this too, I recall.

As she smells me, she gets closer, unconcerned. Her breast tips touch my stomach lightly.

“Ah! S-sorry!”

She apologizes, pulling back slightly. But the poyon softness of her breasts lingers. As they look, they’re incredibly soft, something I’d recall daily.

She says, “Hitting you with this flabby body…” as if she’s at fault, feeling bad.

“It’s fine… you’re not flabby at all… I think you’re attractive…”

I end up praising her. It shouldn’t feel bad, but she shows no displeasure.

“Eh! Th-that… thanks… but someone slender like Asagi… I’ve got all this useless fat, I’m so sloppy…”

Her self-deprecation saddens me. I’m no one to talk, but I want her to recognize her charm.

So, impulsively, I speak honestly.

“I-I think your body’s amazing… um, really…”

I know it’s sexual harassment, but I can’t take it back. I worry she’ll cry.

“…Eh? M-my… body?”

She blushes deeper, incredulous. Thinking I messed up and ready to apologize, she speaks.

“Really…? Even with these pointlessly big breasts…?”

She lifts her breasts from below, glancing at me. The gesture, emphasizing their size with a munyuri, is too provocative, exciting me again.

Did my heavy breathing and lustful gaze show? She makes an outrageous proposal.

“…If you think that… would you touch them…?”

She stops, “Ah! S-sorry, I…!” as if it slipped out.

Touching her breasts is okay. Even if it’s a whim, my penis hardens instantly. If she didn’t mean it, it’s my harassment.

But having felt her breasts, I’m half-desperate. Having called her attractive, I feel I must prove it.

“…If it’s okay to touch… I want to…”

Hitting her with raw lust, she squeals, “Fweh!” and mumbles.

“Ugh… saying that… it’s like a dream… what do I do…”

She murmurs something that might be flattery, then speaks nervously, closer now.

“R-really touch them…? I’d be so happy… even with these sloppy breasts… g-go ahead…?”

She seems resolved, puffing out her chest while lying down, her pajama-clad breasts right before me.

A rare, huge-breasted beauty’s chest, exposed defenselessly. I drown in desire.

“If you don’t like it, say so right away… I’m gonna touch…!”

My tone might be polite, but I grab her soft breasts. The ideal size hardens my penis instantly, my senses on overdrive.

Even through cloth, her breasts are so soft, unlike Asagi-san’s or Yuki’s, which are soft and erotic but not this extraordinary. I’ve heard big breasts are firm, but these are so alluring I could do this forever.

“Fwaa! Nn… yah, S-Sato-kun… aahn…!”

Trembling, she moans, asking, “Sato-kun… is it really okay…?”

I nod slightly.

“Aahn… r-really… ugh…”

Confirming my expression, she trembles, making a request.

“Sato-kun… if you really don’t mind… can you touch them directly…?”

She sits up, face flushed, breathing heavily, her chest rising and falling.

“…If you don’t mind… I’d love to…”

Answering slowly, she shyly unbuttons her pajamas from the top.

When all buttons are undone, her white inner layer fills my view. Her assertive chest draws blood to my lower body. I learn girls wear such underwear to sleep.

“…I’ll take it off…? It might be gross…”

She lifts her inner layer, her breasts springing out with a burun, as if that sound fits.

Heavy, they’re not overly perky but not sagging, bell-shaped and powerful. I can’t help imagining how good a paizuri would feel.

Her 95cm-ish breasts, truly huge, captivate me. Her large areolas and slightly big, peach-tinted nipples with a hint of brown melt my reason.

“S-Sato-kun… I’m happy you’re looking… but my breasts… aren’t gross…?”

Her trembling voice suggests anxiety about her chest.

“N-no way they’re gross… they’re so… erotic, I want to touch them…”

My words drip with desire. Regretting it, she leans closer.

“…Then… please touch them…”

She entrusts herself to me, and I can’t ignore that, emotionally or lustfully. Hands trembling, I lift her breasts from below, gently kneading.

Their sinking softness is moving, their size too much for my hands, shattering my thoughts.

“…Yaan! S-Sato-kun… my breasts…!”

Hearing her moans, I get closer. Seeing her erect nipples, I grow bold.

Wanting to do something wildly erotic, I start something outrageous.

“S-Sato-kun… feels good… fwaa, w-what, ah, aahn! L-licking my nipples…!”

I suck on her erect nipples. My desire for her breasts runs wild.

Loving big-breast AVs, wanting to indulge in huge breasts, I fulfill that with her erotic chest—an indulgent act.

“No… they’re sensitive… yah, n-nothing’s coming out…!”

She’s embarrassed but doesn’t reject me. Taking advantage, I suck her nipples alternately.

They shouldn’t taste, but her pleasure in my mouth feels like sugar.

“Nn-aah… no… I can’t hold back… I’ll come, you should stop…!”

She cries out, but I can’t stop sucking. Her alluring tips render me powerless.

“N-no… I’m… coming, no, nn, aaah…!”

With a loud cry, she collapses, lying back on the bed.

“…It felt amazing… ugh, sorry, Sato-kun… my nipples are too sensitive…”

She’s flushed but not angry. Still, I acted selfishly, losing reason, and must apologize.

“…Yamamoto-san, I’m sorry… I did that suddenly… without asking…”

My animalistic lust was wrong, ignoring her protests.

“Eh, n-no! I asked you to touch them, so you’re not bad at all! Y-you’re kind…”

She shyly defends me, then, supporting her breasts, asks again.

“Sato-kun… do you… like my breasts?”

I can’t lie to that.

“…Yeah, I do.”

The words slip out reflexively, true but crass when spoken. Denying her breasts is impossible for me.

“…! R-really… ehehe… my…”

She seems happy. She likely doesn’t realize how great her breasts are. I want her to overcome that complex—she’s cute.

I want her to walk proudly.

“S-so… from now on… sometimes, just occasionally… would you touch my breasts…?”

What an alluring, convenient proposal. Normally, I’d suspect a scam, but her exposed breasts show no such intent.

“I-I’d love to… if you’re okay with it, anytime…”

She smiles happily, but I feel a pang, like I’m exploiting her complex.