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

Chapter 20: Our Bodies Overlap ☆

Asagi-san and I sit on the bed, facing each other quietly. My anticipation for what’s coming grows, but anxiety still lingers.

It’s probably because I’m a true virgin, never having dated or even visited a sex worker. Sure, my sex drive is above average, and my desire to touch a woman, to have sex, is strong.

But even with a professional, I feared being mocked or rejected. That twisted fear led me to this moment, seeing a woman’s genitals in person for the first time.

“Then, I’ll take them off…?”

With a resolute expression, Asagi-san reaches for her pink panties. Knowing it’s creepy, I can’t help staring intensely. A woman undressing and exposing her private parts before me is a shock.

She removes her panties, leaving only her socks, baring her skin completely. Unlike my dull body, hers is elastic, curvaceous, and erotic.

Trying to hold onto reason amidst desire, my gaze inevitably drifts to the triangle between her thighs. My eyes lock onto the most precious part of a woman, something I thought I’d never see or touch.

“I’ll sit down…”

Fully naked, she sits cross-legged, her closed slit clearly visible between her thighs. A girl’s slit for my dick—it’s no wonder my dick twitches.

I’ve seen uncensored AVs, but a beautiful girl baring her genitals before me is incomparable. Unconsciously, I lean closer to her private area.

“Sato-kun… are you that curious about my…?”

She asks anxiously but doesn’t hide. With her resolve clear, I blurt out my honest feelings.

“Y-yeah… your part here is so erotic… I can’t help wanting to see more…”

My blunt words don’t make her call me gross. She smiles shyly.

“I-I see… then, should I show you properly…?”

She slowly spreads her crossed legs. As her beautiful legs part, her genitals come into clear view.

“It’s… not weird, right? I washed, but… I didn’t expect to be seen…”

Her genitals reveal their full shape as she spreads her legs. A little pubic hair grows above, not hiding the slit.

Unlike AVs with prominent labia, hers are subtle. A slight gap reveals a glimpse of pink, peeking out lewdly.

This is Asagi-san’s pussy, I realize, getting excited. Such a cute girl showing me her lewd parts—my dick understands too.

Despite being asked for my thoughts, I say nothing, leaning closer. My breathing must be heavy, my face creepy, but her genitals have a captivating power.

“S-Sato-kun! T-too close… Yan… your breath…!”

Her words snap me back to reason. Pulling away, I see her face, red as if on fire.

“My… it’s called a pussy, right…?”

She continues, saying she only knows from the internet. I nod, aroused. Following “penis,” hearing “pussy” from her makes my dick throb, ready to burst.

“If you want to look… I’d be really happy, but what do you think…?”

Her alluring offer makes me jump. “Yeah… I want to see,” I reply, driven by desire. She smiles, slightly flustered.

It’s a situation where I should suspect a trap, but I have no room to think that way.

“Ehehe, thanks… then… here you go…”

She touches her slit with both hands, pulling her labia apart. The closed slit opens, revealing the inside.

The inner flesh is a beautiful pink, slightly wet. I can see her small clitoris, wondering how she’d react if I touched it.

She spreads her pussy as if showing off, but not confidently, watching my reaction.

Normally, this would be perfect masturbation material. Honestly, I want to jerk off right now.

“I don’t know if the inside’s pretty… but are you excited…?”

She looks at me, but I’m struggling to control my fully erect dick and the urge to go wild.

I want to masturbate furiously, touch it, finger it, lick it. I suppress these desires with my scant reason. I can’t let my raw lust make her hate me.

When was the last time I cared about not being hated by a woman? I’d given up on being liked, so feeling this surprises me.

“…Sato-kun? You’re making a really… naughty face.”

Startled, I look at her. I thought she’d be put off, but she looks intrigued.

“And… your penis is so big again… it looks really hard…”

She gazes lovingly at my erect dick. Her expression threatens to break my restraint.

Then, she makes a proposal, my instincts telling me it’s the final one.

“Um, Sato-kun? I kinda… want to know how your penis feels. Like… in here.”

She points to her slit. A huge decision looms before me.

As a true virgin, I want to jump at the chance. But if she regrets it afterward, if I can’t satisfy her, if she looks disappointed—those fears flood me with negativity.

“…Asagi-san, is it really okay… with me? I’m a virgin, and I might not satisfy you at all… I’m worried you’ll be disappointed…”

Saying this now proves why I’m a virgin. I know it’s pathetic.

But she shakes her head firmly at my too-honest words.

“…No, I want you, Sato-kun. You’re kind, considerate, accepting… and you make such a naughty face. There’s no way I’d be disappointed in you…?”

It doesn’t feel like a prank; I sense her sincerity. I’m not a guy who gets such words, yet here I am.

“And I’m a virgin too, so you don’t need to worry… I’d be happy to share our first times together… is that a bad reason?”

She touches my cheek.

I realize tears are falling from my eyes, caused by her kindness.

I feel she genuinely wants to connect with me.

“…It’s not bad… please, I want to…!”

Wiping my tears, I muster a response. She says, “Yeah, thank you, Sato-kun…” quietly, then lies on the bed.

Lying defenseless, she exposes her whole body. It’s like art, yet it keeps stirring my lust.

Her breasts remain beautiful even lying down, her waist perfectly curved. She seems slightly nervous.

“I heard the first time hurts… but I’m okay. Come whenever you’re ready…”

She pulls a pillow under her head, in missionary position, facing me. Spreading her legs slightly, she shows her pussy again.

Yet, I’m anxious about everything.

“Uh, um… I heard it’s tough if it’s not wet… is that okay…?”

My brainless self picks the most tactless thing to say. Realizing it, I fear her anger, but she answers, looking down.

“…I might gross you out, but my pussy… it’s way wetter than when I masturbate… it’s soaking, so it’s fine… ugh…”

Hiding her face, she looks cuter, her confession making my dick harder.

“So… don’t worry about me… come when you’re ready…!”

She slips a finger into her pussy, checking its feel. Her “Nn… haa…” sigh shakes my heart and pulls out my resolve.

Finally, I position myself, aligning my dick with her body. Putting my dick in such a small hole, taking this cute girl’s virginity—she wants it.

Like my dick, my heart feels ready to burst. Anxiety fades, replaced by excitement. No ero manga described how thrilling losing virginity is.

“…Asagi-san, I’m going to… put it in, okay?”

Looking into her eyes, I declare. At this point, I’m resolved.

“Yeah, thank you… please, do it…!”

Blushing, she meets my gaze. Holding my dick’s base, I align its tip with her pussy.

“Here I go…!”

With a shaky declaration, I move forward. As my dick’s tip touches her vaginal entrance, I tremble.

A guchu sound melts my brain. It’s the sound of sex, one I never heard in AVs, making me excited.

She seems to tremble briefly but stares at our connection. Not wanting to worry her, I slowly push deeper.

As the glans sinks in, I feel her vaginal walls. I understand a pussy’s pleasure. There’s slight tightness, but the slick folds cause no pain.

The enveloping pleasure is overwhelming. I might come if I let go, so I tense my abdomen. I’ve held back during masturbation, but this is far harder.

“Ugh… Sato-kun… aa… ngu…”

Taking a penis for the first time, she looks pained. But unless she stops me, I feel I shouldn’t stop. I know stopping now would hurt us both.

Amidst pleasure, I reach a small barrier halfway in. It’s likely her hymen.

My glans touches her hymen. Realizing this, I ask.

“Um, Asagi-san… beyond here, it’s…”

Imagining her pain, I stop. My weakness makes me seek confirmation before breaking her final barrier.

I worry she’ll be angry. Will she call me a coward for stopping now? I watch her.

“It’s okay… if it’s you, Sato-kun…”

She lifts her hips slightly, urging my dick deeper. The kotsun-kotsun sensation stimulates my glans.

Despite her pain, she shows enveloping kindness. I can’t be a coward.

“I’m going…!”

Finally resolved, I push forward. I feel a small break in her vagina.

“…!” Her small sound echoes. Determined not to waver, I push my dick to the base.

“Nn… aa… it’s in… so big… in such a small place…!”

Relieved at full insertion, my dick feels her vagina’s stimulation. Her warm, soft pussy is a paradise for my dick.

I’m going crazy with pleasure. She seemed pained at first but now has enough composure to watch our connection.

“It’s rubbing inside… nn… it’s already feeling good…!”

She gazes at our union, eyes melting. Reaching out, she says.

“…Sato-kun… if you hug me tight… I’d be happy…”

Her request delights me. My usual doubts about being good enough fade, and I can’t keep her waiting. I embrace her outstretched arms, feeling her softness.

“Ehehe… it feels kinda… happy?”

Her cute words make her unbearably dear, my dick hardening more inside her. Wanting to feel her, I start moving my hips, slowly, just a bit.

Even slight thrusting makes her pussy tighten. Not immovable, but the stimulation feels like it’s begging me to come.

I mustn’t come too soon. I want her to be somewhat satisfied, so I tense, holding back ejaculation.

Hugging lightly, moving my hips slowly, she moans.

“Yaan! Moving… feels good… Aaan… haa… more…!”

Her moans and writhing from my dick captivate my heart. But my dick’s limit nears.

After just five thrusts, her face melts, and my dick demands full release. I try to hold back, but I’m losing that thought.

“…S-sorry, Asagi-san… it feels too good… I’m gonna come… I’ll pull out…!”

I try to pull my near-bursting dick out. Coming inside a girl like her isn’t something I should do.

But she pulls me closer, our bodies pressing tight. My dick sinks back into her pussy.

“No…! I… want to feel your… Yaan… penis inside forever… Nn… until the end…!”

I wonder why briefly, but another thought takes over. Her pull makes her breasts press against my chest, their shape, even her hard nipples, clear.

Her pussy’s heat with my dick still inside, her lustful expression—it all overwhelms me, making restraint impossible.

“Ugh… I’m coming… can’t hold it… aaah…!”

With a byurubyuru sound, my semen pours dokudoku into her vagina. My dick pulses, the long ejaculation’s pleasure washing over me.

“Naa… Yaan… it’s going deep… so much… coming…!”

She accepts my dirty semen without disgust. Realizing I’m coming inside her beautiful pussy, my ejaculation intensifies.

After about fifteen seconds, my dick-shattering ejaculation ends, my erection subsiding. I slowly pull out, feeling her vagina’s contractions.

My half-erect dick is coated in fluids beyond semen, proof it was inside her. Her pussy, maybe just my imagination, seems slightly more open than before.

“It’s… coming out… haa… nn… ah…”

Her twitching pussy soon leaks white liquid, dripping drip-drip onto the bed.

This is creampie sex, I realize, nearly losing my mind. Pouring semen into a woman’s pussy is this euphoric.

Is this happiness what men seek in women? Knowing it through her pure pussy fills me with joy.

But coming inside requires an apology. Selfish creampie must be humiliating for a girl.

She catches her breath, observing her pussy. It’s undeniably erotic, and without needing to apologize, I’d jerk off like crazy.

“It’s my body, but it’s so erotic… like it’s not mine… and it took so much energy… haa… fuu… nn…”

Though tired, she smiles at me. I don’t deserve such a look.

“…Ehehe… hey, Sato-kun, if it’s okay… I’d like to talk with you again…?”

This is pillow talk, right? She teases, lying on the bed. I should do the same.

I think we’re like lovers, a selfish thought. After one sex, I’m falling for her.

Us as lovers is a fantasy. Her kindness and indulgence, however I interpret it, come from friendship or her heightened sex drive.