074. Thrilling School Trip News! Mistress Chats in My Arms, Succumbs to Surprise Defeat Climax, and Endures Bondage Sex – Pussy-Squeezing Semen Challenge!
It was about halfway through the semester at the magic academy when Sylvia suddenly brought some new news.
"Yusei! Next week, the academy's sending us to Witch City for administrative support!"
Her face beamed with innocent delight as she said it, leaving me puzzled.
"Witch City? Administrative support?"
She explained excitedly. "Yeah! Oh, right, I haven't told you yet! Witch City is basically only open to lewd witches who've had their bodies trained and developed to a certain degree by their slaves."
So that's what it was. But I still had a lingering question. "You're more than qualified to enter, aren't you, Sylvia? I thought I'd put in a pretty solid effort."
"Hehe! I'll give you that! But even if you've played with my body like a pro, it's unprecedented how fast it's happened, so it probably won't count for much. The youngest record I know for entering Witch City was on the third year of a slave contract. Even if I begged them, saying I'm at 'cumdump' level, they'd just dismiss it as bullshit and ignore me."
"Kinda frustrating. Isn't there any way to prove it?"
"If I could show them my body going haywire in front of other people..."
"Yeah, that's a bit much. Even in front of Cliana, you really pushed yourself."
"Hehe. I'll at least give it a shot! Anyway, it's next week! Witch City! I'm so excited!"
By now, I understood the common sense of this world well enough to get why she said she couldn't enter. The holy land of filthy, lewd training tools meant exclusively for witch masters—Witch City. It made sense that there were entry restrictions. I'd just assumed we hadn't gone because we lacked the opportunity, while all along we'd been lost in our perverted sex sessions. Now I realized I couldn't even get in.
If Sylvia's lobbying failed, would we really have to wait a full three years? Entry restrictions like some hunting ground level cap...
'Well, men in this world are innately repulsed by women's bodies, right?'
Thinking it over, it started to make sense. While a delicate guy like me was slowly adapting to toying with his mistress... If such a high bar was cleared too easily, it might instill fear in slaves about the journey ahead and leave masters feeling hollow about a path still far off...
'Yeah. Given how smart the witches at the academy are compared to me, there must be a reason for it.'
Entry restrictions were probably just a measure to protect budding young witches. That realization hit me like a lightbulb.
"Ah, so that's why the shops in every village we visited on outings sold stuff that was surprisingly tame?"
"Yep~ Exactly. Since girls aren't supposed to let their bodies get touched recklessly, products you shove in holes are strictly banned from sale outside Witch City. The most you can buy in villages is mildly naughty fashion items."
So dog collars and leashes counted as mildly naughty? What the hell was "mildly naughty" anyway? Just memorize it.
"For a place like that... you sure have a ton of dildos and anal beads and stuff, Sylvia."
"Hehe. Inherited from Mom, duh. Slave Daddy—within my knowledge, anyway—is an exceptionally prime stud, so he did pretty much every famous naughty thing to her. Naturally, she had a huge collection of lewd tools. I begged like crazy and barely got one set! She treasures the ones you bought me like they're identical but special. So stingy, right? Though I get it—even I'd hesitate to pass on gifts from my slave to my own daughter. Anyway, the reason we're going to Witch City this time is..."
I gazed at the bubbly, chattering Sylvia, lost in thought. The "Slave Daddy" she mentioned was her father. You could tell from context, and "Slave Daddy" could shift to son-in-law or the other person's slave depending on the situation. It hit me again how this world lacked a word for "father," which felt kinda sad.
'I'll probably get called Slave Daddy by our kids someday too.'
Mana was genetically inherited only by some women, never men. In this unbreakable matriarchal society...
'No point overreaching to reform the social structure. Better just vent my rage with a mating press on my mistress.'
"...Huh? You listening? H-Hey, no spacing out!"
Sylvia had snuck up close, puffing her cheeks after scolding me. A quick kiss on her lips deflated them right back. She forgave me instantly, flashing a V-sign grin. I apologized too.
"Got lost thinking about doing a mating press tonight. Sorry."
"H-Huh!? Oh, that's what it was... Sorry for interrupting your important thoughts."
"Nah, my fault for zoning out. Where were we?"
Sylvia eyed me wistfully, like she hoped I'd think more about the kinky position we'd try later. She fidgeted a bit before continuing.
"...So, I was explaining why we're going to Witch City. Wanna keep listening?"
"Yeah. I'll focus now—tell me again."
I pulled her onto my lap for a back hug. Her petite frame nestled perfectly into me. Soft hair tickled my chin. Wrapping her up like a spider ensnaring prey with my whole body, just as she'd taught me, she warmed up fast, signaling her arousal like I'm in heat~—such a lovable body.
"Hng♡ We just contracted with our slaves and wanna do naughty stuff like crazy, but too much studying drops efficiency, so the academy booked a surprise school trip to the world's biggest pleasure mecca, Witch City. Ah♡"
"A place with entry restrictions like that—you and me aside, what about the other witches? Most at the academy are still virgins."
"Mng...♡ We'll charter the tamest zone and stick to that area, so it'll be fine. Plus, some girls have made progress lately."
"Oh yeah?"
Thanks to the dog-collar walks and the bulging belly events, quite a few witches had warmed up to Sylvia. She'd become something of an idol. Even busy as we were with sex, she'd made a few friends. Still, a city named after witches—the symbol of masochistic bitch perverts—with a "tame" zone? I doubted it'd be fine. This world's sex tech knew no bounds. Influential elite witches were superhuman compared to commoners, but every one craved torment from innate males on a primal level. A lewd order led by the powerful themselves... Earth had its share of hidden depravity matching imaginations, but with censorship everywhere—unlike here, where laws and customs enforced perversion—this world dominated.
Could academy virgins, just starting to tease their male slaves into naughtiness, handle a sudden pervert-city trip? I was skeptical.
"Huaa, ah, haaaang♡ Trip's next week... Hic♡ My slave, you seem... dubious?"
She squirmed in my tight embrace, reading my mind. Squelch-squelch.
"Hng...♡ Professors aren't idiots... Don't worry about other girls—just think of your mistress... me... like a good slave... Nng, thaaat♡ Hii♡"
She rolled her eyes.
"Fair enough. Got it."
While listening, I'd naturally slipped my cock against her crotch, spread her flexible thighs wide atop my knees into a straight line. All the while she'd been chattering trapped in my arms, I'd kneaded her breasts and rolled her clit over her panties. Convinced the academy knew what it was doing picking Witch City, I dropped the pointless worries. Night service time already—enough talk, time for our mistress's favorite filthy sex. Same pattern every night: chat a bit, then grope till she was ready. I'd flipped the hourglass mid-convo for foreplay.
"Krhng♡ Hng♡ Hic♡ Hiiiing...♡"
Tiny Sylvia wriggled helplessly in my grip as I mangled her soft tits out of shape and toyed her perky clit-pussy like a fidget toy, rolling and mashing it. One of her favorite positions to max her masochism. She loved being crushed tight, unable to budge, her sturdy noble body splayed in humiliating poses for my fiddling.
"Haaang♡ This pose is too embarrassing... Let... gooo♡"
She pretended to writhe free, spouting insincere pleas. She knew shame plenty—she just loved it.
"Haat... Clit♡ Don't roll it like thaaat...♡ Nooo♡♡"
Even when boldly posing lewdly in front of me during lessons, her skin quivered anxiously. She adored humiliation from her slave. Enough to cum quick.
Psssh—! Pyu-pyuk— Pssshh—!!
Gripping her tits and grinding her clit, she climaxed in 30 seconds despite recent "endurance" training. If not for the tight hug, or just pussy play, maybe three minutes.
"Couldn't even last a minute?"
Sylvia gulped, trembling.
"Ah, aaah. Your mating press... pounding..."
Dazed. I stripped her soaked, disheveled clothes and fitted her with tools.
"Hngmmp..."
Her shakes were from our recent promise: Fail to last a minute in opening foreplay, no full sex—just bound with the lewd masturbation rope stolen from Ifrit, cock plugged in pussy only.
Click! Dragon-blocking collar on neck, blindfold, earplugs, ball gag. Legs M-bound. Armpits raised, elbows locked behind head in ┌ ┐ shape. Restraints set while she wallowed in regret. Mana-less, she couldn't escape the intricate lewd bondage.
I laid the muffled Sylvia in bed center and thrust in. No mating press tonight. Just pathetic bondage sex.
Squelch— Grriiind!
"Hngmp...♡!!"
Her tight pussy resisted briefly before slurping me up eagerly. Blind, deaf, gagged—she'd milk cum solely with pussy walls in utter helplessness. For two hours.
"Nnghmmp...♡ Hngmmp...♡"
"Starting now. I'll read a book."
Lifted her earplug to declare. Unlike usual four-hour-plus pounding with 20-ish creampies, no mercy thrusts here. Even desperate, she'd get one every 30 minutes max with pussy clenching alone. Shorter, less cum. She could wiggle her back or buck hips for friction, but rules said pussy only.
"Hngp...♡ Hp♡ Mmp♡ Kngp♡"
My pitiful mistress clenched desperately, lewd and hot. But barely stimulating. Pussy felt worlds better than hand- or mouth-pussy, but static? Ejaculation took forever. Desperate as she was, her slave-submissive mistress role forced patient pussy wriggles. Last time, she tried sucking my glans with her womb mouth—failed. Three creampies in two hours; fourth timed out. Ungagging her tear-streaked face hurt a bit, but maso her loved it, so no big guilt. Pussy training needs consistency. Even a super-slut body should learn holding back for climax joy. From a pervy book at the library date.
Her quick-cummer pussy struggled hard, but genius-pussy Sylvia could hack it. Or not—challenge for the sake of it. Heh. Amateur and genius pussy coexist?
"Hngp♡ Snp♡ Knghnp♡ Ngmp♡"
Doubts vanished in her squeezing tightness. I'd read my novel for two hours, swapping characters to us for immersion. Short read, but slut author's sticky masochism projection made it gold.
"Krhng♡ Knghp♡ Hngmp♡ Hngrp...♡"
Tch. What was that schlick-schlick? Content gold.
...Two hours later, Sylvia milked five creampies. Two more than last time. Womb mouth finally worked.
"Hehe...♡"
Removed gag first; her drooly mouth grinned proudly. I stroked her head in praise. Blindfolded, but her cute mistress smile satisfied me. Bathed together, then bed-cuddled, whispering post-trip plans till sleep. Felt her snuggle closer before drifting off.
Witch City... what kinda place was it...?