Chereads / My Infinitely Long End-Of-The-World Regression Journal / Chapter 30 - A Special Kind of Gratitude (2) (R18)

Chapter 30 - A Special Kind of Gratitude (2) (R18)

"Mmmh~! Mmmm...d-damn it, why are you doing something this embarrassing...? U-Ugh~!"

A sweet voice escaped Alyssa every few seconds, as my hands went to work between the open slit in the bottoms of her lingerie. I had two fingers inside of her, curved, as I pumped each digit in and out of her hot, moistening pussy.

She was leaning onto me, her hands on my shoulders. It was a little difficult for her, considering she was a little shorter than me, but she was so lost in the pleasure that she didn't seem to mind.

Her hips moved, like she was trying to run away from the pleasure beginning to light up and warm her core, but I had a firm arm around her, keeping her close to me.

"Like I said, don't be so impatient...besides, I kinda think it's cute how embarrassed about this you're getting, Alyssa. While I'm almost knuckle-deep inside your pussy..."

"Shut up...don't say that kind of thing out loud so easily." She murmured. Even without looking at her face, I could tell she was blushing harder. Not to mention, I felt her walls tighten around my fingers, a sign of just how much she actually liked those words.

I pressed my thumb against the cute little nub of her clit without warning, causing her legs to jump, and her pussy to tighten even further.

"Hey! Don't...ah, don't do that so suddenl-!"

I continued to stimulate her clit, rubbing it in small circles while my fingers continued pumping away at her pussy. I could feel the heat building up inside of her, the sticky wetness that was beginning to cling to my fingers.

I could feel myself getting hard, too. Hearing Alyssa's sweet moans continue, having her pussy cling to my fingers so desperately, feeling her pussy prepare itself for what was to come with that perfect wetness...

"-!"

I was thrown off as I felt a hand slide down my pants, taking a firm hold of my painfully trapped cock.

"Fine...since you're gonna act all high and mighty while you're getting me off, it's only fair that I - mmmh~! Return the favor, right?"

Alyssa's competitive side was showing. Not even wasting time to hear me reply, she swiftly undid the belt and button of my pants, sliding it down along with my underwear to get free access to my cock. 

She wrapped her hand completely around the length - her touch was rough and fast, and...wet? 

I really had been distracted, focusing on pleasuring Alyssa as much as possible. She had even gone so far as to spit on her hands to make sure that her palm would smoothly guide up and down my shaft.

Her spit didn't count for much though, as she already had my precum coating her palms within a few measured pumps, mixing with her saliva to create a sticky, wet lubricant. 

Each stroke brought a slow, budding pleasure. I could feel myself going from just being hard, to being painfully hard, my cock throbbing incessantly in Alyssa's firm, unrelenting, wet grip.

"-gh!" I couldn't stop the hitch in my breath. Alyssa, of course, didn't miss it.

"Feels good, right? Hahaha..."

Alyssa laughed, focusing enough on stroking my cock that she even managed to suppress the moans that had been leaking out.

"Seriously, you just love battles a little too much...even when you're horny."

I grunted, redoubling my efforts to finger-fuck her. Her legs buckled, but she was unperturbed. She laid her body completely against mine, her ample breasts pushing against my suit while she whispered temptingly into my ears,

"If you wa...nna stop me, then you'll have to stop beating around the bush and fuck me, Manager...just bend me over, and stuff me full of your cock like I asked, already."

Her words were hot and heavy, her voice unusually sensual in my ear. I could feel the heat off of her breath. Like I thought, she was a lot more confident when she didn't have to follow the 'shy and scared' script that Jay had definitely handed her.

My cock jumped in her hold and she snickered, giving it a teasing, punishing squeeze. I could even feel her other hand going to my balls, caressing them, feeling the production of the seed that would soon be inside of her.

"I can tell that your cock liked the idea...maybe you should follow its' lead-uh~!"

I couldn't take it anymore. I moved quickly, bending Alyssa over a nearby table. Her long white hair fell across the surface, her small, but perfectly round butt sticking right out at me.

In this position, I could see her plump pussy lips clearly, dripping wet and already slightly spread from the fingers I had just pulled out of her. She wiggled her hips at me, having already recovered from the sudden move.

"Well, well...Looks like you couldn't hold back anymore...come on and claim the rewards of your hard work, Manager."

"For being as shy as you were just a few seconds ago, you sure learned how to talk dirty quick."

Alyssa grinned, her gaze lascivious. "You should know me by now, Manager. When it comes to expressing my feelings, there's no filter on this mouth."

She really was a minx. But I couldn't disagree with the way she was teasing me. Because I really couldn't hold back anymore.

I pressed forward, my cock pushing past the soft lips of her pussy.

"N-ngh!"

Even Alyssa couldn't help but moan - I decided to push further inside of her, wanting to elicit more from her voice, but just as my cock began to really feel the sweet, tight warmth wrapping around me - I felt resistance.

"Wait...Alyssa, this is your first time?"

Alyssa didn't respond at first, catching her breath before replying,

"What does it matter? Just...hurry up and put the rest in. I'm not gonna ask you to be gentle or anything like that."

Before I could even object, I could feel Alyssa grinding against me, threatening to deflower herself on my cock.

"Fuck me. Ravage me. Take me, Manager...I'm your prize for a job well done, remember? This isn't supposed to be romantic or anything."

I could hear some bravado mixed in with her eagerness, but I wasn't going to turn her down, if she was sure about this.

In one short thrust, I buried myself balls-deep inside of the Saintess.

"F-fuuck!"

She cursed, her body shivering with sensations I couldn't exactly tell. I felt an extra warmth as a bit of blood trickled out and down from the table.

Alyssa gripped the table's edge with her hands, her eyes shut tightly as she processed the loss of her virginity.

However, she didn't wait for long. It was hardly a minute before she began to rub her ass against my crotch in circles, stirring my cock within her depths.

I could clearly see just how she took my whole length as she moved her hips. Especially with the black lingerie hugging her lower body, the sight was a lewd, enticing one...and it felt even better than it looked.

"G-go."

That one word was all I needed to hear. I pulled back, and then pushed in again, immediately working myself into a rhythm.

Alyssa lost control of her voice at that point, already over the pain and falling deep into the pleasure of my cock thoroughly pressing against every inch of her wet pussy walls.

I could feel her tighten around my cock, like she was already trying to milk every drop of cum out.

"Fuck...that feels...so good...!" She unabashedly shouted, her grip on the desk loosening as her pussy gripped me even harder. "Does...does it feel good, Manager? H-huh?"

I had been trying to focus on the act, but hearing Alyssa's slightly pleading tone, I knew I had to respond.

"It feels awesome, Alyssa... you're so...tight and wet! Don't know how long I can hold on..."

The room was filled with the sounds of our moans, and the wet squelching that came from our hips meeting with each rough thrust.

At some point, Alyssa had stopped talking, the only thing coming from her being higher, increasingly cuter, helpless moans.

"You're...real quiet when you're getting fucked, Alyssa. Maybe I should do this more often~?"

"Sh-shud up..." She barely replied, slurring her words a little bit somewhere between the panting and moaning that escaped her lips as I rocked her body with each rough stroke.

It wasn't long for either of us, focused entirely on the pleasure of the moment and nothing else.

"C-cumming!"

Alyssa squeezed her legs together, forcing herself onto the tip of her toes as her pussy shot a fresh layer of liquid down my cock, her insides convulsing around me.

"Me...too!"

Alyssa was too dazed to say anything, so I pulled out of her pussy, a wet schlick as I felt my cock once more exposed to the cool air.

I pressed it between her quivering asscheeks, and with one more expectant throb, I shot rope after rope of hot, thick cum onto her back, practically painting her with it.

"G-god, there's so much...and it's so hot...you fucking monster..." Alyssa was quick to recover her strength, looking back at the mess I left over her back, blushing even as she cursed at me.

"What can I say? It just felt that good inside of you."

With that as my reply, she quickly turned back around, trying to hide the deepening of the shade of red.

-----

After that, we both cleaned up and got our clothes back on. But we didn't just go back to bed. We sat together, maybe closer than ever, with Alyssa leaning against me and breathing softly.

"...hey. Don't think too deeply about this, alright?" She murmured, staring off into the distance. "I...just...I just needed...just wanted to..."

"I know." I replied simply, with a small smile on me as well.

I had spent months with Viola in the forest, and only then, she opened her heart to me at the very end. I wasn't stupid enough to expect the Saintess herself to fall heads over heels after we had sex for a little bit.

Still...

"...thanks for always getting me. And dealing with me. And...stuff. You're... probably the only person I've ever really trusted."

With those heavy words, she passed off to sleep.

Those words were more of a reward than anything we had just done.