A Man Who Lost Confidence, to a Gentle Chastity-Reversed World - Chapter 31: A Night of Probing and Testing Each Other ☆

Chapter 31: A Night of Probing and Testing Each Other ☆

“Haa… it’s a bit intense, being thrust up like that… ahh, but your big thing’s going inside…!”

She sounds slightly pained, but for me, her tight grip drives my urge to cum higher. Asagi-san’s pussy feels so good, it’s like my cock is melting.

It’s too pleasurable, urging me to move. Knowing it’s wrong, I shift my hips slightly. She might hurt, but I’ll go crazy if I don’t.

“Hyauu! A-Amazing, it’s so thick… it was like this before, right… haa, incredible… auu, fuu, nngh!”

Asagi-san, not blaming me, lets out erotic moans. Thinking I’m making her sound like that, my hips want to move up and down again.

Despite my selfish sex, she lets out a cute, lewd “Ahn!” Her flushed face feels like it’s forgiving me.

“Ahh, ugh… Shun-kun, thrusting up like that… it makes me let out weird sounds…”

My clumsy thrusts make her voice even more pleasure-soaked. The girl straddling me, braids swaying, starts moving her hips slightly.

“Haa… but I’m getting used to it… ahn, it doesn’t hurt inside, right…?”

Moving up and down, she asks me. Her firm breasts sway enticingly, sweat dripping down her stomach. A tender girl, drowning in pleasure, bounces on me.

“It’s fine, Asagi-san, you’re so erotic… it feels amazing…!”

When I manage to say it, she beams, “E-Erotic? That’s… I’m happy…!” and leans her soft body against my chest. Feeling her incredible elasticity and lightness, I’m reminded I’m having sex with such a girl.

She kisses me, moving her hips again. Her purupuru lips and eager tongue melt my thoughts. Her pussy’s overflowing love juices soak my cock.

A cute, insanely erotic girl is having sex with me, naked, pressed close, accepting my cock. My lust shows no sign of fading.

Before I know it, my hands reach for her peach-like ass.

“Hyaah! M-My ass… being touched… ahn! It feels so good… ugh, I can’t stop moaning… haa, Shun-kun…!”

While thrusting into her deepest parts, I knead her ass with both hands. I know I should stop if she dislikes it, but her ass, softer than her breasts, feels like it’s ruining me.

“Haa, Shun-kun, the way you touch… it’s so erotic… are you excited, ehehe… touch as much as you want… ahn! It’s hitting deep…!”

Her lewd suggestion sends my excitement soaring. Thrusting up into her body while kneading her ass is too erotic, and her charm is undeniable.

I can’t be forceful, nor do I want to. Yet each thrust makes her flesh tremble, burun, and gross words slip from my mouth.

“Asagi-san’s ass… it’s so soft, I want to touch it forever… ugh, too erotic…!”

I feel my cock harden even more.

“I-I might not hold back…!”

My impatient cock can’t handle her pussy’s pleasure. But I worry if cumming inside is really okay.

Yet, pressed against me, she meets my eyes. Her clear gaze asserts not just lewdness but purity.

“Shun-kun… I want you to cum… lots, inside my pussy… fill me with your cock… is that okay…?”

Words I never thought I’d hear, spoken in her cute voice, break me easily.

“Haa, saying that… I’m cumming, I can’t… ahh…!”

I feel semen gush, dokudoku, from my tip, unstoppable. Cumming inside my new lover, Asagi-san, doesn’t stop, and she accepts it without pulling away.

“Aaah! It’s coming… deep inside, Shun-kun’s sperm, so much…!”

The ejaculation, slamming into her pussy’s depths, unlike any masturbation, feels eternal. Drowning in her soft, sweet-scented body, I pour my lust into her without restraint.

“Haa, haa, Shun-kun’s cock… still inside me… I want to stay like this forever… ehehe.”

Clinging to me, she accepts my long ejaculation fully. Her every word thrills me as she gazes at me happily.

“…Our first sex as lovers, right?”

Her flushed cheeks enhance her charm, and she doesn’t pull my half-erect cock out, like it’s in a dream.

“Shun-kun, I felt so good… but, um, you didn’t feel bad, right…?”

Seeing her tremble slightly, asking me, reignites my excitement.

“N-No way, Asagi-san, you were so erotic… I felt amazing too. I was worried I was too selfish… so hearing that makes me, uh, happy.”

I made her body feel good, made her moan. Making a beauty like her feel good is impossible not to enjoy.

That she wants me is what makes me happiest. That’s my undeniable truth.

“…I see,” she says, smiling at me.

“…You say such amazing things, Shun-kun… I might say something selfish. If you don’t like it, please tell me… I don’t want to force you, but…”

As she speaks, she lifts off my cock. White fluid spills from her slit, confirming I came inside, heightening my excitement.

“Hauu… Shun-kun’s semen… so warm, I can’t hold back…”

She starts touching her semen-soaked pussy, looking at me with wet eyes.

“…I still feel like I haven’t had enough of you, Shun-kun… it felt so good, but my excitement won’t stop… so, um, could you cum inside me more… I’ll apologize if it’s gross…?”

She doesn’t need to apologize, and rejecting her enticing offer is impossible.

“A-Apologize? No way… I’m already excited again… if you say that, is it really okay… sorry…!”

I rise cautiously, exposing my re-hardened cock before her. It’s not something to show a girl like Asagi-san.

“Ahh, Shun-kun’s cock… getting big again… it’s what makes me feel good, right… ehehe, I’m happy…!”

Yet she touches my cock lovingly, gently, despite its semen-slick filth.

“Your cock, going in my pussy… my cool boyfriend’s cock… it makes me so thrilled…”

Her sweet words pile up as she strokes my cock, then looks up at me.

“…Um, Shun-kun. I looked up some stuff… if you’re okay with it, there’s a few things I want to try… of course, if anything’s bad, tell me right away!”

I’d never refuse her. Nodding with intent, she blushes again.

Her every expression feels cute, making my cock rock-hard. Then she shifts, pressing her face to a pillow, offering her ass to me.

The shameless sight of a beautiful girl, Asagi-san, is undeniably real before me.

“…This position, doggy style, it’s like animals mating… I thought it’s kinda erotic… you might think it’s weird, but if it’s okay, I want to try it with you, Shun-kun. Is that okay…?”

Her body, face buried in the pillow, knees down, ass raised, is flawless. Her ass isn’t large, but her slim waist makes its flesh stand out.

At its center, her dripping pussy twitches. Seeing her love juices, my cock surges with strength. This is beyond a feast laid before me.

“This position… keeping it up feels a bit embarrassing… do you think it’s shameless…?”

Her trembling ass feels like it’s enticing me.

“Asagi-san…! I can’t hold back… you’re too erotic, haa, sorry…!”

Her swaying peach ass shatters my reason. Shouting “Sorry!” repeatedly, I grab her slim waist, pressing my rock-hard cock against her. I barely register the contradiction.

Her entrance, soaked with love juices, confirms her eroticism. The juices lubricate, and my cock slides into her pussy.

“Yahn! I-It’s in… so hard… but good, ehehe, you’re excited, right… hauu!”

Confirming she’s not in pain, I start thrusting, hekoheko. Her vagina, slicker than before, makes a bichari sound with each thrust.

My lust-soaked cock pounds into the kind, bright, beautiful classmate, Asagi-san. Like mating, she keeps her ass raised, the sight driving me wilder.

“Fahn! Ahn! Feels good, Shun-kun… nngh, yahn… I’m cumming… nnaah!”

Even with her face in the pillow, she moans cutely. With a loud cry, her pussy quakes, stimulating my soaked cock.

“Haan… s-sorry, I came again… it feels so good, I can’t hold back… ahn! Shun-kun, it’s hard… auu!”

Before she finishes, I resume thrusting weakly. Her peach ass, trembling buruburu, holds me tight.

“Sh-Shun-kun… I’m sensitive now… ahh, no, feels good… haan, your cock’s amazing… hau, cumming… ahn!”

Her seductive moans fill my cock with semen. A second ejaculation, rare even in masturbation, is no burden with a girl like her.

I want to fill her body with my cock, my only thought. But cumming without her consent isn’t right.

“I’m gonna cum again, Asagi-san… sorry, I can’t hold back…!”

She might think I’m premature, but it can’t be helped. As I groan, she trembles, her pussy tightening, gyuu.

“Ahh, yahn, it’s fine… cum deep inside… ahn, hyauu, your cock’s getting bigger… ahn!”

Her lewd words push me over. “Ugh, cumming!” I shout, my lower body melting in an explosive ejaculation.

Byuru, byuru, the sound of relentless spurts. In doggy style, my cock feels deeper, pouring semen into her deepest parts, her womb’s vicinity, a place I’m unworthy of.

“Aaah, it’s coming… Shun-kun’s… haan, it’s amazing…!”

Thrusting in doggy style, I cum inside without restraint. I should think about it, but I just keep pouring, dokudoku.

“Haa, it’s so deep… my insides are so full…”

Asagi-san, accepting all my pathetic semen, collapses face-down. When I pull out after cumming, more proof of my creampie spills from her pussy.

I swallow hard. Even with her on the pill, my anxiety lingers over cumming so much. I don’t fully trust the pill, not knowing it well.

“Haa, haa, Shun-kun… thank you, so much… ehehe, it felt so good…”

If she got pregnant with my child, it’d change her life. I’m not a man who can bear that responsibility.

“But you might be tired, Shun-kun… haa, wanna rest a bit…?”

Caring for me, she arranges two pillows at the bed’s head, gesturing for me to sit. Hiding my anxiety, I sit beside her.

“…Doing so much sexy stuff with you, Shun-kun, makes me so happy…”

Asagi-san says cheerfully, occasionally touching her privates, feeling their sensation.

“…If I wasn’t on the pill, would we have made a baby…?”

Her words hit exactly what I’m thinking, startling me. My anxious expression must be obvious, so I muster the courage to ask.

“Asagi-san, um… I came inside so much, if something went wrong and you got pregnant, I…”

Before I finish, she hurriedly covers my mouth with her hand. Blushing, she looks into my eyes and speaks.

“Shun-kun, it’s okay, really. For me, if it was your child, I’d definitely want to have it… ah, but I’ll keep taking the pill while we’re in high school. I want to wait before becoming a mom, and, um, I want you to cum inside me a lot… sorry for being selfish?”

Her saying she’d have my child feels like a prank—it’s unbelievable. The low birthrate might shift perspectives, but her words are still unimaginable to me.

Noticing my reaction, she continues, embarrassed but clear.

“That’s how much I like you, ehehe.”

With a slight smile, she melts my heart.

“Being your girlfriend, having lots of sex with you… and it felt so good, my head’s all fuzzy. The first time was great, but this feels like lovers’ sex, doesn’t it?”

She places a hand on my shoulder, giving my cheek a light peck. That nibbling kiss is the kind I dreamed of in reality, a lover’s greeting.

“…Shun-kun, I really, really love you. You might not have much confidence, but to me, you’re kind, cool, and super sexy—the best boyfriend!”

Her piling affection makes me blush. I never knew being praised without ulterior motives could feel this good.

“That’s why if there’s a more amazing woman you want to be with, you don’t need to hold back. But don’t forget about me… I’d like to go on dates sometimes… and, um, do sexy stuff too. I know it’s super selfish.”

I haven’t fully processed that. I’ve already been intimate with other women. But now that Asagi-san’s my girlfriend, I don’t want to betray her.

“…Um, since I’m your boyfriend, I want to cherish you. Of course, I want to go on lots of dates, though I’m not sure if I’ll make you happy… and sexy stuff, not just sometimes…”

I trail off, mumbling. Still, Asagi-san is kind to me.

“Ehehe, thank you! But your kindness is enough. Just do what feels right, Shun-kun!”

After that, we linger on the bed, feeling each other’s warmth. It’s a dreamy time, but the lewdness is undeniable.

Sometimes, she gently grips my cock, guiding my hand to her slit. Her slightly warm privates drip with love juices as I touch them, my heart pounding uncontrollably.

“Ehehe, it’s still getting hard… so cute and sexy, I’m getting in a bad mood again… is that okay…?”

Amid such exchanges, she looks conflicted but makes a proposal—a truly erotic one.

“Um, Shun-kun… before we sleep, I want to try it lying down like this… you don’t mind?”

Of course, I don’t mind. I shake my head slightly, and she says, “G-Good, then…” gripping my cock, positioning it at her pussy.

“I-I’m putting it in… haa, Shun-kun’s cock…”

She inserts it while lying beside me. No matter how many times, her lover’s pussy, melting my cock, writhes to draw out my semen.

“Auu… you’re doing it so much, and it’s still rock-hard… amazing, haa, too sexy… hau…”

She moves her hips slightly but keeps lying down, as if savoring the cock inside her.

“Yahn… your face right in front of me, your cock in my pussy… my head’s going crazy… this is too happy…”

Embarrassed, I look away slightly. But she moves closer, smiling at me.

We stay like that, cuddling. My lower half buried in her guchuguchu pussy, the pleasure continues, my cock’s urge to cum slowly rising.

“Yah, sorry, I’m moving on my own… it feels so good… haa, auu…”

Her hips seem to move more strongly now.

“Uah, Asagi-san… I might cum like this…!”

As it builds, I can’t help but blurt out something gross. But she says, “Really?” with a happy face, gently but firmly holding me.

“You’re gonna cum again… I want lots, your precious semen…!”

Her tight embrace sinks my cock deeper. With a short “Ugh!” I start cumming inside her easily.

“Nnnn! Ahh, it’s coming… you’re still giving me so much… ehehe, cool Shun-kun…!”

Being the third time, her moans are softer. Yet she happily accepts my dirty ejaculation inside her.

I worry if my weak cock, cumming whenever it wants, satisfies her. But her erotic expressions with each ejaculation let me indulge in her.

After, we relax on the bed, but soon Asagi-san grows sleepy.

“Fwaa… I wanted to stay up all night… but I’m getting sleepy… sorry for being selfish…”

Honestly, I’m tired from cumming so much. It’s my first time ejaculating this much, moving my hips more than suits me.

I want to keep entering her, feeling her forever. But for both our bodies, I agree with her.

We shower separately, then crawl into bed, cuddling. Despite possibly forcing sex, having my lover beside me brings mental peace.

“…Goodnight, then, ehehe.”

She gives me light kisses until she closes her eyes.

Gazing at her sleeping face, I soon fall asleep too.

Since we slept around 10 p.m., I wake as the sun rises.

Beside me, her angelic sleeping face breathes softly. Waking in the same bed as lovers felt impossible, and even now, it’s hard to believe.

Her glossy hair, long lashes, plump lips—all proclaim her beauty. She’s given me so much affection and kindness.

I gently touch her cheek. Thinking she’s asleep, I’m bolder.

“…Cute.”

My heartfelt voice slips out. But saying it to her face when she’s awake is beyond me.

I stroke her cheek but stop, worried I’ll wake her, and wait. About ten minutes later, she opens her eyes.

Seeing me, she cuddles close like a cat.

“Nihehe… morning, Shun-kun ♡”

She nuzzles my neck. Though clothed, her closeness shakes me.

“A-Asagi-san, you’re too close…”

“Eh, after all we did yesterday?”

Teasing me, she kisses my neck, sometimes sucking hard, like marking me.

“…I wanna put my mark on you. Just for now, you’re mine—forgive my selfishness…?”

I let her mark me. I’m already dependent on her body and feelings; it’s not about forgiveness.

After cliché lovey-dovey moments, we get out of bed.

Around 7 a.m., we prepare to leave. I text Mom we’re coming back, readying for daily life.

“Okay, let’s go, Shun-kun?”

Her natural use of my name confirms yesterday wasn’t a dream. As we leave, she links arms with me. Her cheerful look stops me from saying it’s embarrassing.

Leaving the hotel toward the station, our arms stay linked. She holds tight, unbothered by her chest brushing me.

The Sunday morning train isn’t too crowded. Despite empty seats, we sit close, maybe drawing odd looks.

At our station, on the way home, we don’t cling. Maybe she’s wary of being seen, her words fewer.

“…See you tomorrow, okay?”

Near my house, we part. The big relationship change, the long night, all the thrilling moments are ending.

“…Is it okay?”

She glances around, ensuring no one’s there, and murmurs.

Then she kisses my lips for five seconds.

It feels like a lover’s kiss to ease the reluctance of parting.

“…Ehehe, see you at school!”

She turns and runs home, her expression seeming to hide some embarrassment.