A Man Who Lost Confidence, to a Gentle Chastity-Reversed World - Chapter 100
Chapter 100: Afternoon Devotion and Caresses ☆
Breathing heavily, Yukari-san carefully removed my pants, watching my expression. Her desire was clear, yet her flushed cheeks and lack of manipulative intent made her earnestness palpable.
My erection, obvious through my boxers, could be seen as harassment in normal circumstances. Yet, my lover murmured, “Even through your underwear, it’s… so hard it might burst…” before gazing up at me.
“Um… Shun-sama, is it… okay to continue…?”
She confirmed repeatedly, and I affirmed each time, “Yes, of course!” Aligning our intentions, no matter our relationship, was unwavering.
“Thank you… Haa, I’ll… touch your penis, Shun-sama…!”
Exhaling deeply, she fixed her gaze on my boxers, sliding her slender fingers beneath. The overwhelmingly erotic scene left me staring, captivated.
With a blorp, my vulgar erection was exposed.
My penis, larger than in my old world but not massive, stood rigid from her allure, stared at with her dreamy eyes.
“Uuu, Shun-sama… Your penis is amazing… Haa, to get so hard for someone like me… The scent is so strong… I’m so happy…♡”
Her heart-filled gaze made precum glisten at my tip.
Kneeling, her beautiful yet lascivious presence overwhelmed me. Mature yet girlish, she approached my penis without blinking.
“Haa, no… I… can’t hold back, Shun-sama… I’m sorry, getting so close…!”
Her trembling lips neared my tip, but just before kissing it, she snapped back, looking at my face.
“Shun-sama, I’m so sorry! I should’ve checked with you… Uuu…”
The contrast of my grotesque penis and her captivating face filled me with guilt. Her pleading tone stoked my desire further.
“…I’m shameless, I’m sorry… But if you don’t mind… I want to serve you… Your hard penis… May I lick it again…?”
I felt she genuinely wanted my penis. Even if it was flattery, I couldn’t resist.
“Y-Yes, if it’s okay with you… Will you lick it…?”
Unable to restrain myself before such an erotic woman, I meant to say she could stop if it felt wrong, but her fingers wrapped around my shaft’s base.
“Thank you… I’ll serve you…!” she exclaimed, brushing back her hair and engulfing my tip.
“Nn, mgu, fuu…”
Slowly but surely, she filled her mouth with my filthy penis, the warm sensation exploding as pleasure in my brain.
I let out a pathetic, “Uuh! It… feels good…!” as she looked up, cheeks flushed, eyes drooping, lips pursed—an expression I shouldn’t cause.
“Fuu, nn, Shun… sama… I’ll move…!”
Confirming, she spread the sensation from my tip to my shaft, swallowing it whole, coated in her saliva.
“Haa, Shun-sama… I feel good… Nn, ngu, nn…!”
Without grazing her teeth, she stimulated me carefully, stroking repeatedly while watching my face.
My expression was likely pathetic and creepy, yet her dreamy eyes urged me toward climax. Her silky ponytail swayed below, reminding me of her allure.
“Uuh, it’s… intense, haa, ugh…”
I feared ejaculating too soon would disappoint her. As I strained to hold back, she, mouth full, let out, “Nn, nn, fuu…♡” with heavy breaths.
“Your penis… Haa, I’m sorry, my head’s not working…!”
My sweaty penis should’ve been unpleasant, but she took it to the base without complaint, her kindness and eroticism overwhelming. I wanted to unleash my semen.
“Nn, nn! Nn… Haa…!”
But as my vile desires peaked, she released my penis.
Fearing she found it repulsive, I saw her still gazing at my erection, dazed.
“Ah, Shun-sama… I’m sorry, I might not hold back…!”
Her words were another lascivious plea.
“My… my vagina… I can’t hold back… So, shamelessly, while serving you… may I touch myself…? It’s a foolish request, please forgive me…?”
Imagining her masturbating while sucking me hardened my penis further, precum leaking. Her mouth was likely filled with my filthy fluids.
But was that okay?
Making her pleasure herself while I indulged seemed arrogant, like I was a king. Drowning in lust, I knew succumbing entirely would cost me everything. Though unsure if stopping her was right, my desire to please her surged, and I spoke.
“W-Wait, Yukari-san… I can’t let you pleasure yourself while I’m the only one feeling good…!”
Blushing, she said, “Eh, no, Shun-sama, you don’t need to…” looking anxious.
Making her, devoted to my penis, feel uneasy was wrong. But as her lover, I wanted her to feel good too.
“So, Yukari-san… It might be creepy, but I have a request, or suggestion. I want to make you feel good, so… your vagina…”
She swallowed hard at my feet. If my foolish suggestion was mocked, I’d accept it, but I trusted she’d respond kindly.
Her desire to serve me, my desire to please her—I proposed an erotic act to fulfill both.
“…I-I’d like you to straddle me, facing the other way… While you lick me, I could… lick your vagina to make you feel good. How’s that…?”
I’d only seen it in porn, unsure if women enjoyed it. But if she allowed it, I wanted to try.
She seemed hesitant but not repulsed, sharing her feelings.
“N-No! That would mean pressing my… vagina and butt against your face… I can’t trouble you like that…!”
Her kind denial stemmed from concern for me. I lacked the composure to probe deeper.
“…I’d never think it’s trouble. Honestly, I want to do it… It’s a fantasy of mine. So, if you don’t mind… please…!”
My proposal mixed her pleasure with my desires—a sixty-nine position.
A mutual act of licking genitals, possible only with trust. Doing it with a lover like her, not paid, was a dream for a former virgin like me.
If she refused, that was that, and stopping her from licking me meant I owed an apology. My proposal was undeniably reckless.
“…Oh, Shun-sama… Haa, you’re…”
Yet, she murmured at my feet, “So charming, yet so bold with erotic things… My ideal man, breaking my common sense… Your words make me want to indulge…!”
Crawling to my chest, she accepted my proposal. Her sincere response to my wild words marked her as both mature and a lascivious goddess.
“I-I’m the one who should ask… I never thought I’d do this in reality, and I’m so excited… Especially if you want it…!”
Suppressing her groin, her T-shirt grazed my penis, hardening it further, possibly staining it with precum. Unfazed, she moved toward our act.
Removing her thin skirt, she said, “Excuse me,” and lowered her white panties, revealing her beautiful vagina, known only to me.
“Uuu, you’re looking again… At someone like me…” she said, not hiding, utterly defenseless. Her neatly trimmed adult vagina, permitted by my lust, kept my penis rigid.
“…Ah, if my… fluids wet your clothes, Shun-sama… If it’s okay, could you… undress…?”
Her slit hovered above me. Nodding at her concern, I shed my T-shirt, becoming fully naked.
She gazed at me, then, dazed, said, “Ah, I’ll… do my best!” and climbed onto the bed.
“I’ll… make you feel good too…” I replied, lying back. Fearing I’d seem like a selfish king, her shadow overrode my thoughts.
※
“…Haa, excuse me for climbing on you, Shun-sama… Please forgive my rudeness…!”
Straddling me reversely, she wore a T-shirt but bared her lower half. Her trimmed black bush and beautiful slit above me captivated my gaze.
Lowering from all fours, she was light, causing no pain. Still, she worried, “Shun-sama, am I… too heavy?”
“It’s fine! You’re not heavy at all, and…”
I wasn’t just pressed against a woman—her vagina was before my eyes. Her plump hips were within reach, her breasts pressed through her T-shirt.
This was a scenario unimaginable outside a brothel, especially with a woman who loved me. Not getting excited was impossible.
“It’s… as erotic as I imagined, and I’m so excited…!”
My blunt words couldn’t be polished.
Her twitching slit seared my thoughts, her rough breaths on my penis threatening ejaculation if I let my guard down.
“…! If so, I’m glad… Uu, I…” she replied sweetly, continuing, “I’m scared of what’ll happen, but your penis is right here… I’ll serve you again… Excuse me…!”
Her unseen expression was clear in her sultry voice as she took my tip again, coating it with saliva, stimulating as before.
Her earlier service was already intense, my balls swollen. But ejaculating in her mouth alone would be inadequate as a lover.
“Uuh, Yukari-san… I’ll make you feel good too…!” I said, reaching for her slit. Tracing it, her body jolted.
“Nn! Fuu, Shun-sama, ngu…”
Continuing her blowjob, her moans mixed with breaths, deepening the lascivious atmosphere. Her acceptance fueled my desire to please her further.
Spreading her mature vagina, I saw her small clitoris at the pink entrance, a first at such proximity. Internet knowledge from my old world said it was sensitive, often touched during masturbation. I hadn’t focused on it with Asagi-san or Maki-san.
If wrong, I’d apologize; if painful, I’d stop. But I cautiously touched it.
“Nnn♡ Puh, ah, Shun-sama, nnh… There, my head’s buzzing… It feels good…!”
Releasing my penis, she moaned sweetly. Her reaction was erotic, and knowing she wasn’t repulsed made me slightly smug.
“Haa, Yukari-san… Can I lick it…?”
Licking in sixty-nine was new. Though scared without seeing her face, I wanted her to feel good, not just sate my desires.
“Hya, y-yes… Haa, Shun-sama…!” she moaned, lowering her hips as I kissed her adult vagina. Our lips met her sweet fluids.
Her slight pubic hair tickled my nose as I slipped my tongue in.
“Hi, hiaa♡ No, this… I can’t think… Shun-sama…♡”
Her pleasure drove me to savor her vagina. In this world, her fluids were a sweet, addictive nectar.
Perhaps it was the same in my old world, but I only knew my lovers’ sweetness now.
“Ah! Haa! No, I… must serve… Your penis… Ngu, nn, fuu…!”
Moaning, she resumed licking my erect penis. I strained to hold back ejaculation.
“Nn, Shun-sama… Nn, nnh… I can’t… hold back…!”
Spreading her slit revealed a soft, deep hole in salmon pink. Her erotic vagina was peak arousal for my penis, and I tasted it further.
“Haan! Being licked by you… It’s too much, I’m… gonna come…! But, at least, with you…!”
As I sucked her slit, she resumed her blowjob, now stronger, urging my climax.
“Ngu, nn, nn, nnh, fuu…!”
Her vagina, drenched in sweet fluids, overwhelmed me. My penis was at its limit.
Releasing her slit, I gasped, “Uuh, I’m gonna come, Yukari-san…!”
She pulled off my dripping penis with a pop. “…Haa, Shun-sama… Come anytime… I want your penis to feel good…♡”
She slowly engulfed my tip again, her deep throat enveloping my desires. Not the strongest sensation, but fatal for my brink.
“S-Sorry, I’m coming… Uuh…!”
My first ejaculation in days, likely thick and yellow, flooded her mouth.
“Fgu, nn, nn, nmu…”
Accepting my oral ejaculation, something I shouldn’t take for granted, she didn’t spit it out, gently sucking it down her throat.
“Uuh, ah, Yukari-san…” I groaned in pleasure. Her twitching, fluid-soaked vagina before me spurred more semen.
Wanting her to feel good, I kissed her small clitoris, sucking lightly.
“Ngu, nn, fu, fuu♡ Nn, ugu♡”
I wasn’t sure if it was right, but her body shuddered, fluids flooding as if to drown me.
My semen poured into her mouth. Releasing my half-erect penis, she gasped, “Haa, sorry… I can’t…” and collapsed beside me.





































