Rise of the Guild Master

Chapter 229: Something to Remember Her By


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Cherry stares at me from over her shoulder, waiting anxiously for whatever comes next. Rendered powerless from my firm grip on her tail, she has no choice but to be beholden to my whims. As much as she may pretend otherwise, the excited twinkle in her eyes shows me her true feelings about this situation.

I take my cock in hand and start tracing the restless tip down the pink petals of Cherry’s womanhood. She moans at the contact, softly at first, before letting out a minor cry as I press my head against her tight, quivering entrance. “This isn’t fair,” Cherry whines. “I wanted to rough you up and make sure you wouldn’t forget me while you were away...”

“I wouldn’t worry about that, silly... you gave me plenty of marks to remember you by as it is.”

“You should take off your shirt and show me, Myaster... I’d love to see my work firsthand. You were covered up in the blanket this morning, so I didn’t get a good look.” She purrs, teasingly. I assume she thinks she’s being clever, but I see right through it.

“You just want me to let go of your tail so you can flip our positions, don’t you?”

“Gah-” Cherry looks to the side, embarrassed by being caught in her less-than-subtle ploy. “Why do you gotta be like this, Myaster...? I just wanna have fun.”

“Because if we did things your way, I would get caught up in it and take even longer than I should. For all we know, Opal could walk in through the front door at any second and see you getting railed, or Nikita could wake from her nap and do the same.”

Cherry’s eyes go wide as she considers this possibility. That isn’t the only part of her that opens up, either. As the idea settles in, her pussy twitches. Her lips wrap around the tip pressing firm against them, impatient and thirsty to have me inside. “T-That’s... n-no! Hurry up and get this over with, damn it! I don’t wanna be seen like this, nyaa...!”

“What kind of man would I be to turn down such an honest request?” With a smug grin and a voice laden with sarcasm, I grab onto Cherry’s tanned ass with my free hand and use it to pull the entirety of my length into her willing sheath.

Gasping from the sudden invasion, Cherry extends her claws and digs into the wooden table. I should have considered that when bending her over... Gwin’s work is never done. “Wait, wait!!” Cherry cries, panting with desperation.

“Didn’t you just tell me to hurry up? You’re so inconsistent, you silly little kitten...” Basking in the warm wetness that her body presents me, I slowly pull my excited cock backward to listen to what she has to say.

“I just wanted to know, were you planning on having Opal heal all the scratches and bitemarks we... um... I gave you...?” Cherry looks at me in earnest, a distant sadness evident in her eyes.

“Well... I was planning to have her check them out, yes,” Her ears droop ever so slightly, but I continue on to say, “But I’ll see if she can clean them without actually removing the marks.”

Cherry smiles as her ears perk up, twitching in response to my proposal. “You really mean it, Myaster?”

“If it would make you happier knowing that your presence is still there on my body while I’m gone, Cherry, then I won’t hesitate whatsoever.”

Cherry bites her lips, her blush reaching almost absurd levels of redness. She turns away so I can’t see her embarrassment and says in a shaky voice, “Y-You’re really fucking unfair sometimes, y’know? How is a girl supposed to react when her mate just up and says shit like that...?”

“You don’t need to react, you just have to enjoy it for what it is,” I reassure the conflicted kitty, before plunging back into her depths where I belong. This stroke washes away all of her mixed emotions and refocuses her totally on the pleasures that come from being together.

As always, I’m taunted by the texture and bumps that scrape against me as I carve myself in and out of the warmth between Cherry’s thighs. For a while, I satisfy both of our needs by working up an enjoyable, slow pace. Every so often I tease her by running my hand up her tail, which has the added benefit of forcing her to make a cute sound and clench her pussy down on my lucky cock.

This pace goes on until Cherry makes it clear that she needs more. “Myaster, come on... you know how I like it...” She growls.

“Do I? Maybe you should remind me.”

She grits her teeth, closing her eyes tight as she fills with frustration. Cherry is both annoyed and thrilled by my teasing at the same time. She scratches the wooden table even harder and says, “Damn it, Myaster! You know what I mean! I... nnngh... I want you to treat me rougher...”

“Like this?” I ask, gripping her tanned, bouncy, right butt cheek in my right hand, digging in hard and marking her with my nails.

“YES!” She shouts, arching her back forward into the table. “Fuck yes, just like thaaat...” Cherry’s voice rattles off as I make an effort to pick up the tempo. Using the firm grip on her ass, I start thrusting my cock into her increasingly wet sex until her breathing becomes constantly interrupted by shrill, catty moans and yelps of enjoyment. “More, Myaster, MORE!”

Ever one to please, I yank Cherry’s tail roughly without much warning. She outright yelps and loses all the strength in her body, falling against flat against the table with a large ‘thud’. Before I can even stop to ask if she hurt her head, she tilts it to the side so it can rest. “Fuck yes, yessss, yesssssss...” She moans, her tongue lolling out the side of her parted lips.

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Seeing no reason to stop now that I’ve witnessed Cherry’s state of intense lust, I growl, slap her ass, and start pounding her devilish, bumpy cunt like the fate of the Realms depended solely on me devastating her pussy. Cherry falls deeper still into the trance that my aggressive sawing puts her in. Her screams are fewer and far between, as she struggles for the air necessary to voice her satisfaction.

Unfortunately, this method of sex with her all but guarantees I won’t be able to last more than a few minutes. The sheer speed at which I fuck her causes Cherry to clench and suck my cock deeper into her hole, making removal a more difficult endeavor each and every time. Her tight walls firmly envelop me, and her many scratchy bumps put pressure on hundreds of different sensitive spots I didn’t know my penis even had.

Cherry looks back at me as soon as she senses my increasing struggle. No doubt she feels the incessant throbbing pulsing within her, and without saying a word, she calls out to me with her wet, fluttering, magenta eyes. The pink-haired maid bites her lip and carves yet even more wood off the table, screaming at me to let go and unleash all that I can inside of her young, ready-to-breed pussy.

Finding enough air to let out a cry of enjoyment, Cherry shouts, “Oh, Gods...! Fill me up... please... PLEASEEE-” as I do just that. My semen cascades out like a savage wave, spurting into my beloved maid and falling out onto the floor when she’s taken all she can take. Part of me feels terrible knowing that she’s going to have to clean up, but hey, that’s just her job around here and with benefits like these, Cherry seems happy enough to do it.

Once thoroughly spent, I pull my tingly-feeling cock out of her tunnel and shiver at the relief brought upon by the absence of barbs. “Will that be enough to hold you over for a few days?” I ask her while letting go of her fluffy, brown tail.

Cherry scrambles to her feet, clenching her legs together to try and make her dripping less pronounced. “No, but it’ll have to do...” She smiles a bratty smile, right before I lean in and steal a kiss from the maid. Cherry blushes at the sudden romantic contact, before reciprocating in full.

Over by the staircase, Peri comments, “Hmph, you had me going, Myaster. ‘I don’t play favorites’ my butt. You were way more romantic with Cherry than you were with me, nyaa!”

“W-What?!” Cherry jerks upright in response to the sudden appearance of her counterpart. “When did you-”

“Pretty much the whole time. It doesn’t take ten minutes to grab a shirt and some pants. I’m not THAT slow...”

Cherry blushes, turning her head to look at me with disappointment. “Hey, don’t look at me, I honestly didn’t notice her. All of my attention was on you.” This makes the bratty maid lift up her lips in an unintentional, nervous smile.

“Yeah, you got tunnel vision during sex, Chief,” Nikita yawns over by the entrance of my office, wearing her sporty white robes. This reveal prompts Cherry to go berserk. “Having sex in the main part of the building where anyone could come in and out is not the best idea in general, but hey, I get it.”

“NYAA!” Cherry shrieks, not pleased that there was yet another witness to our romantic union.

Someone has to ask, but I’m quickly cut off by Nikita. “And I take you were watching-”

“The whole time, too. Yup!” The domineering Grekkan gives the two of us a boisterous thumbs-up, causing Peri to snicker at her lover’s misfortune.

“Personally, I think it was rather cute the two of you didn’t notice us,” Opal chimes in from the entrance Nikita just referenced. “You’re so lucky, Cherry, it’s only been a bit over a week and he’s come to love you so much!”

Cherry stares in disbelief at the third witness to our love, her entire body turning bright red and covered with nervous sweat. “T... t... t... t... t...”

Opal clicks her tongue. “Oh, Gods. Sweetheart, you’ve fucked another one senseless, it seems. What am I to do with you?”

Peri and Nikita both burst out laughing, and while I attempt to remain neutral for Cherry’s sake, I hold back a snort of my own which she notices right away. “TELL SNOW I’M GOING ON BREAK!”

“Don’t worry, I heard!” Snow, sadistic as ever, emerges from behind Peri. The way she looks at Cherry as horror descends upon the pink-haired maid is nothing short of predatory.

Cherry flees the room right then and there, comically large tears falling down her face as she does.

After getting her fill of Cherry’s misfortune, Snow urges Peri to hand me my clothes and, after changing, I finally meet up with Nikita and Opal in my office. Due to the two rooms being adjacent, the sounds of a poor, sobbing kitty can clearly be heard coming from the kitchen.

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