The Tutor's Descent Ch. 03 - Preview 2

Happy Pi day! 3.14 normally doesn't occur to me, but I had just written the word "Algebra" below while editing, and noticed today's date while posting this.

Also wanted to say welcome to all my new supporters, and welcome back to those that returned! And a huge thank you of course to those that have been here since the beginning. You all rule. I hope you enjoy this next preview.

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The pair carried on for over half an hour with little to no interruptions from Matt, who was diligently attending to the task at hand and participating with more enthusiasm than ever before. Olivia’s nerves had calmed almost fully after engaging in the most productive tutoring session they’d had yet. “Very nice! You’ll be able to do Algebra in your sleep at this rate,” she encouraged.

“Can I ask you something?” Matt asked suddenly after completing a particularly lengthy problem with his mentor’s guidance.

Olivia stopped herself from rolling her eyes, anticipating something unseemly coming out of his mouth. “Sure.” She dropped her pencil and looked at him expectantly. 

“Did it seem… Big… to you?”

“Did what seem–Oh. Matt… I don’t wanna talk about that.” She picked up her implement and started scribbling in an attempt to withdraw from the inquiry, as well as hide her reddening face.

“I’m just dying to know. You’re the first girl that’s ever seen it.”

“Let’s get back to–”

“Like, I think it’s a pretty big dick, but I’ve never had in-person acknowledgement–”

“Matt…” She noted his hands slip beneath the table.

“It’s just a simple yes or no, it doesn’t have to–”

“Ugh, please!”

“Just give me an answer!”

“Oh my God, fine. Yes, it’s big. Now can we move on?”

“But is it like good big, or weird big? Or?”

“I dunno! Just... Big. Okay? It depends on the girl I guess.”

“Well did you like how it looked? Just hypothetically speaking.”

Why are we still talking about this? “I’m not answering that.” Olivia could feel herself blushing, embarrassed to be still entertaining his line of questioning as well as harbouring the secret that his huge cock had in fact made its way into her sexual fantasies.

“So you do have an opinion though? I’m just wondering if you think other girls will like it. Just an objective question. It doesn’t have to be weird.” Matt scooted his chair back to reveal his bare rigid cock sticking straight out from above his waistband.

Olivia’s hand shot out to shield her eyes, but she didn’t flee. “Put that away!”

“Why? You’ve seen it before. I’m just asking for your professional opinion as a woman.”

“Well ask someone else!”

“There is no one else! You know that! I can barely get a girl to talk to me. C’mon, please? This could really help my confidence, and I’ve been really good today, haven’t I? Just tell me whether or not I should be worried about what a future girlfriend might think when she sees this.”

Olivia scoffed for what felt like the hundredth time in an hour. His desperate appeal was bordering on pathetic, but he had worn her down, and she eased up on the resistance even though she knew it was a bad idea. Dropping her hand into her lap, she allowed herself to look straight at his giant, veiny manhood. She was shocked, much like the first time, at how out of place it looked on his wiry body, but maintained an unphased expression. With a sigh, she decided to give him her objective truth in the hopes that he would drop the subject. “It’s a very, very big penis. You shouldn’t be worried. Like I said, everyone has their own preferences, but I’m sure there are plenty of girls out there that would love to get their… Hands on it…” She hesitated, pretty sure she’d gone too far.

Matt’s heart was racing, elated that he’d finally chipped away at her barrier enough to get some participation, but he stayed calm. “Thanks. Uh, just hands? Do you think it would like... You know… Fit?”

The tutor felt another faint spark of arousal as she was forced to consider the question. She legitimately had no idea if the thick, rippling appendage would have any chance of penetrating her tight pussy. She had only ever been with one man before after all, and it seemed impossible as she mentally gauged how it felt to insert two of her fingers, which were dwarfed by the monster in front of her. She’d seen enough porn though to know that it was in fact possible, at least for some women. “I dunno… Again, I’m sure some could handle it.”

“Do you think you could?” He asked lecherously, slowly passing his fingers up and down his shaft.

“Matt. I’m not answering that. Seriously, this conversation has gone on long enough.” She turned away from him, but was unable to stop her eyes from flicking over and capturing the scene.

“But I want my reward now…” He muttered with lust, leaning back in his chair and maintaining a relaxed, unthreatening posture.

Olivia could hardly believe how boldly he was behaving. She knew it was time to leave, but her ass remained planted in the seat, her eyes still studying his throbbing dick. “What is wrong with you? Don’t you have any self control?,” she asked, scowling, before looking inwardly. Don’t you!?

“I can’t help it. You don’t know what it’s like.”

“If you’re seriously not going to stop jerking off right now, then I need to leave.” Why haven’t you left already!?

“Wait… Don’t go. It’ll just be a minute, I promise. And I won’t cum on you this time. Just need to get it out of my system…”

Olivia’s mind was a deafening chorus of warning alarms, and yet she couldn’t bring herself to flee. Still scowling, she watched in sickening fascination as he manipulated his thick tool to her image once again. She felt wetness between her legs as the perverted act continued. “You’re disgusting,” she said disapprovingly, crossing her arms.

“You’re so fucking hot…” He muttered, his eyes unabashedly feasting on her, appreciating that her new posture had accentuated her cleavage.

“How are you ever going to get a girlfriend if you can’t stop yourself from being this way?” The debauched part of her brain that was keeping her there told her that her presence wasn’t reprehensible as long as she continued to reprimand him and make her disapproval known.

“I dunno… But for now, I have you…”

“No, you don’t actually…” She glanced towards the closed doors. “Hurry up, before your mom walks in.”

“Show me some more skin,” he said quickly, amazed that the risky endeavor hadn’t scared her off yet. He wanted nothing more than to see her naked again.

“Ugh, just use your imagination if you have to.” What the fuck are you doing, Olivia?

“Mmm… I have been. You in that sexy little bikini… Had me cumming buckets…”

“Is it always that much?” She regretted the question immediately, but it slipped out before she could censor herself.

“When you’re involved, yeah. All it takes is one memory to pop up and I have to get it out of my system.”

“You’re such a creep…”

“You don’t like my tributes?”

“No…”

“Bullshit,” he muttered. Matt knew she wouldn’t still be there if there wasn’t some part of her that was intrigued.

She couldn’t think of anything else to say, trapped somewhere in the moment with the anticipation of the depraved act being discovered. The idea was turning her on: Matt going about his day until he was interrupted by the mere thought of her, becoming uncontrollably hard to the point where he had no choice but to tend his huge cock for relief. She couldn’t help but shift in her seat a little, providing her tingling pussy with momentary stimulation while she watched the engorged cock swell further. A pearly bead of precum grew upon the tip until it was shaken loose by his efforts, adding to the slickness of his shaft as he pumped it in his fist.

“You’re taking too long, just finish already…” Olivia was eager for the risky exhibition to end, but was secretly looking forward to the explosive finale with nefarious curiosity.

“Ngh, yeah… You asking me to cum has been playing on repeat in my mind… You wanna see how much I made for you?”

“Shhh. Just do it.”

“Ohh fuck… I’m getting close. I wanna cum on you again…”

“Don’t you dare.”

“Fine,” he said, not hiding his disappointment. “You want to see it though, right?”

Olivia rolled her eyes at his request. It was so degrading to participate in any way, let alone encourage him. The anticipation was killing her though, and she met him half-way, weakly mumbling, “Let’s see that cum. Please finish.”

“Ohhh yeah… This is all… for you… uh… uh… ugghhhh…” Matt rose to his feet, aiming his throbbing manhood at an empty space on the tabletop between them, and started shooting long, powerful arcs of creamy fluid across the wood-grained surface. His body shuddered with each spasm, the intense euphoria emanating within him enhanced by his tutor’s captivated gaze, which he was fixated on. He fantasized about her during most of his orgasms lately, but having her there in the flesh was an incomparable experience. It took every ounce of willpower he had not to redirect his spurts, her flawless skin the perfect canvas for his thick spunk. One day I’m gonna plaster that beautiful face of yours…

Olivia stared in awe as he released the contents of his sizable balls right in front of her. She could actually hear the impact as each jet splattered against the material. It was every bit as voluminous and forceful as she remembered. A tribute, she recalled. What a twisted way of describing it. The notion was hot though, and watching the heavy strands of semen that were meant for her violently crash into the table was teasing the wicked desire within her. Her lower half squirmed involuntarily as she drank up the erotic display. There was a passing thought that something was very wrong with her, but she didn’t want to think about it. All she could think about at that moment was racing home to the privacy of her bedroom so she could rub her soaking pussy.