The Tutor's Descent Ch. 02 - Preview 3

Happy Friday, patrons! The juices have been flowing, and I'm excited to share this next preview with you. I'll tell you right now, it ends on a cliffhanger, but I will finish the scene and release the entire chapter next. I appreciate you guys!

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“Time to eat!” Jack announced at some point, and the others slowly gathered around a large circular table. A picturesque spread of grilled chicken, steaks, and various sides were strewn about, and there was also a fancy cooler nearby filled with various chilled beverages. Olivia accepted a hard seltzer that Daniel offered her and took a generous sip, the crisp, bubbly liquid hitting the spot. The family served themselves and began digging in, saying little at first. Olivia noted how stiff they all seemed with each other, and wondered what exactly might be going on under the surface. Jack seemed relaxed and friendly enough, though there seemed to be some sort of barrier between him and his wife. She remembered Daniel’s explanation of their troubled relationship, though his dad’s first impression on her was not what she had expected given his description. 

“So, thanks for coming you two,” Mrs. Taylor stated, finally breaking the silence. “I just want to express my appreciation for you and all your efforts to help our Matt here with his education,” she added quite formally, raising her glass of wine towards Olivia.

“Cheers to that,” Mr. Taylor added, and everyone took a sip from their drink.

“I’m more than happy to do it. You guys have been so kind to me, and I’m very pleased to be finally spending time with Daniel’s family,” Olvia said appreciatively, unintentionally mirroring the mother’s proper way of speaking.

The group engaged in a mostly shallow, light-hearted discussion about the young couple’s own plans for the rest of their schooling and eventual careers. Olivia, still wearing nothing but her bikini, caught the men’s wandering eyes on several occasions. At some point Daniel started stroking her thigh, which felt better than it should have given her state of heightened arousal. She was also a lightweight when it came to alcohol, and was already feeling a bit tipsy by the time Mr. Taylor handed her a second drink. The man had been knocking them back since she’d arrived and even began slurring his words a bit.

Mrs. Taylor was pulled away from the group once again by a phone call. The woman was seemingly always on the hook to respond to any issues that arose at her office. The others decided to hit the hot tub, which looked highly inviting with thick clouds of steam rising into the orange light of sunset. Olivia closed her eyes blissfully as a powerful jet of bubbles massaged her back muscles. She absent-mindedly sipped on her seltzer and enjoyed the warm comfort of the water while the boys talked sports. 

Matt wasn’t contributing much though, the topic uninteresting to him, and was instead stealing glances at his tutor whenever he could. She looked so incredibly fuckable, her face flush from the heat and her bare feminine shoulders breaching the surface. The man was rock hard recounting how tender her taut midriff had felt when he’d groped her earlier. If only he could find a way to get his hands on her again. He squeezed his aching erection in frustration while he fantasized about drifting towards her and rubbing it all over her sexy little body.

Olivia noticed Matt studying her, and wondered if he was trying to think of a way to initiate a conversation. She smiled at him, and he shifted over to her side of the tub. “You having a fun day?” She asked.

“Actually, yeah. Normally I’d just stay in my room for this sort of thing, but then I’d miss out on hanging out with you,” he said bashfully. And depositing about a thousand bikini pics into my mental spank bank. Matt’s brain was overwhelmed by lust, and an idea occurred to him.

“Oh stop it,” she responded, giggling. “I’m glad to see you and Daniel are getting along.”

“Yeah. Hey, can I get a selfie of us?” He asked, dismissing her comment and flicking droplets from his hand before reaching for his nearby phone.

“Uh, sure,” She agreed. Matt was already scooting in to sit up against her. He held his phone outwards to get them both in frame, and she felt his body squish up against hers, as if there wasn’t already plenty of room to capture them both. She then felt his arm snaking behind her and wrapping around her torso, his fingers lightly digging into the soft skin just below her ribcage. “Cheeeeese…” She held her smile while he moved his phone around, capturing different angles. She noticed Daniel shoot her an inquisitive look, and she shrugged at him, the casual response signaling all was well. With a subtle nod he turned back to his heated conversation with his father. Matt was pulling her into him very firmly, like a child possessively clutching his favorite toy. Olivia felt his fingers ever so slowly crawling upward as he swayed, stopping just as they barely made contact with the delicate flesh at the bottom of her left breast. Her ass lifted slightly off of the seat as he hoisted her up, and she felt the cool air on her bikini top as he snapped more photos. 

“Okay Matt, I think that’s enough…” She felt something brush up against her right forearm, which had drifted out towards him a little, still under the surface. What’s that? At first she didn’t think much of it since their bodies were so closely touching already. It was warm and soft against her skin, yet rigid, and seemed to be running vertically, perpendicular to her arm. Oh my God, what is that? She almost automatically reached out to feel it with her hand and identify it, but stopped herself. There’s no way he has his penis out right now, right?. “Matt. Please let go of me,” she said sternly, but quietly enough to not alert the others.

“Okay, no prob. I was just trying to get the perfect picture,” he explained innocently, drifting a mere few inches away. 

Olivia thought she detected the slightest bit of smugness under his expression though, like he was proud of himself for pulling one over on her. His hands had disappeared into the dark waters, and she could only imagine what they were up to. She didn’t know whether to confront him though. Was it an accident? Deep down she knew it probably wasn’t. Connecting the dots, it was becoming obvious that he was looking for excuses to touch her, but was his boner really that hard to tame? He was apparently losing control in his battle with sexual starvation in her presence.

Once again, Olivia found herself conflicted with feelings of compassion for her tutee, and the alcohol wasn’t helping her straighten out her thoughts. She rationalized that he hadn’t necessarily crossed any hard lines yet, and that the problem would go away if she could successfully help him land a girlfriend. The part she had trouble admitting to herself though, was that twisted excitement she felt to be driving him so mad with so little effort. His big dick had apparently just leapt out of his swim shorts from the smallest amount of physical contact with her, and that thought turned her on immensely.

Matt tugged at his swollen hard on while measuring Olivia’s reaction. She’d just grazed his bare cock, and practically let him cop a feel of her tit. Yet she was still there, right next to him. Her delicious, barely clothed anatomy within his reach. Either she was completely oblivious, or she was secretly enjoying the attention. At any rate, he was buzzing and ready to explode from the risky encounter.

“I need to use the bathroom,” Olivia announced suddenly, climbing out of the tub and retrieving her phone, intensely aware of Matt’s eyes following her every move. She caught her boyfriend’s attention again, who gave her a simple set of directions and asked if she needed help. “I’ll be fine,” she replied, wrapping herself in a towel and strolling back into the house and through the living room towards the guest bathroom that Daniel had described. It was locked, and she could hear running water coming from the inside. She figured Mrs. Taylor must be in there, who’d disappeared from the group a while ago. Needing some time to cool off and calm her mind, Olivia decided to explore the house a bit. Maybe she’d find another bathroom along the way.

She eventually ended up at a staircase, and figured she’d peruse the second floor, climbing the opulent looking steps. She spotted what appeared to be a washroom at the end of a rather large hallway, and something caught her eye while she approached it. To her right, an ajar door provided a look into what she could only imagine was Matt’s bedroom. It was fairly messy, and she spotted some of his clothes she’d seen him wearing crumpled on the floor. Despite her better judgement, Olivia’s curiosity got the better of her, and she quietly ducked into the room for a closer look. She lied to herself and reasoned that perhaps she would find something that would provide some insight into how she could help him more effectively. Though there was a shred of truth to that, she mainly just felt like snooping and getting a small peek at how he lived.

The room was easily twice the size of her own childhood dwelling, but also twice as cluttered. The walls were adorned with posters covering posters amidst shelves lined with various trinkets. She got the sense that she was surrounded by a disorganized timeline of the boy’s ever-changing interests. She fought the urge to more closely inspect the many oddities, but her internal clock told her she’d trespassed long enough.

Olivia froze at the sound of footsteps approaching down the hall. They were getting louder, and In a thoughtless scramble to avoid being discovered, she ducked into the dark closet beside her. The opening was just wide enough to slip past, but still concealed anything inside. She fought to calm her breathing as the alarming sound of Matt’s bedroom door closing struck her. Maybe someone passing by shut it? Nope, shit. The footsteps continued, and her tutee’s shirtless figure appeared in her limited line of sight. If he goes to the closet, I’m so screwed. Olivia’s heart pounded relentlessly in her chest as she realized the possibility of him fetching a change of clothes in his present state was a likely possibility. Maybe he’s just grabbing something real quick… But why close the door then?

The trembling girlfriend watched as Matt hurriedly slid his swim trunks down to his ankles and sat at the edge of his bed. Her mouth fell open as his thick, hard cock sprang into view. The impossibly girthy, veiny shaft jutted out from his slender frame as if nature had deliberately overcompensated for the rest of his anatomy. Olivia stared in shock as he wrapped his fingers around the obscene thing and began stroking it in an up and down motion. Two heavy balls, that matched the rest of his package proportionally, bounced beneath his fist as he began furiously jerking off. His expression was the picture of absolute desire, his teeth bared as he bit his lower lip with determination. She then realized he was fixated on his phone, clutching it fiercely in his free hand while he serviced his big dick, grunting, “Ungh… Fucking hot… Bitch…”

Olivia knew she should look away, but she couldn’t tear her eyes from the erotic scene. Maybe it was her previously aroused state, but something about witnessing the young man in this carnal, private moment was intoxicating. She cursed herself for not stopping him and making herself known sooner, because it seemed too late. She didn’t have the courage to stop him now. Hopefully he would finish up soon and head back down to the others, leaving her free to sneak out and pretend like it never happened. The others… How long had she been gone? Was Daniel looking for her? Her anxiety seemed to manifest itself into the worst possible scenario, and she nearly screamed as her phone vibrated in her hand.

BZZZ BZZZ.

Olivia’s heart practically leapt out of her chest as the deafening sound rang out. Matt stopped his movements immediately, and looked towards his closet like a deer in headlights. “Hello? Who’s there?” He asked shakily, fumbling around nervously with his manhood. The tutor dared not answer, praying silently that he would disregard the interruption and move on; but to her horror, he bravely stood and began cautiously approaching the darkness that concealed her. Olivia made a last desperate attempt to duck behind some of the clothes hanging around her, but it was no use. The space was too shallow and cluttered to hide away that quickly. She simply held her palms out in front of her, trembling with fear and anticipation as he clutched the knob.

The door swung open forcefully, Matt’s own fear causing him to expose the potential threat as if he was ripping off a bandage. The cramped closet was flooded with light and the two locked eyes in silence for a moment, the sudden face to face encounter too surreal for words.

“What the fuck?” Matt muttered in shock.

“I’m sorry! I don’t know! I was–I got lost and…” Olivia stammered in a panic.

Matt was again trying to conceal his erection instinctually, but could do little to hide it with just his hands. “Were you spying on me?”

“No! I mean–I didn’t mean to! I just panicked!” She had the urge to flee, but he was blocking her way out.

The young man’s expression transformed slowly as he realized there was no real threat. In fact, a miraculous opportunity had just fallen into his lap. “You panicked, so you decided to watch me get naked and say nothing?” He asked accusingly, no longer trying to hide his bare cock.

Olivia quivered as the gravity of the situation became clear to her. She knew she was in an incredibly tough spot, having basically violated his privacy with no good excuse for it. “Matt, I know it looks bad, believe me. But I–”

“Why the hell would you hide? What were you doing in here anyway? Are you secretly some kind of creep?” He continued his barrage of accusations.

“No!” Olivia shouted in desperation, tears welling up in her terror-struck eyes. “I swear I’m not! Please, Matt. Please, can we pretend this never happened. I won’t say a single thing to anyone about this ever!”

“That’d be awfully convenient for you, wouldn’t it? What about me? I have to just live with the fact that my tutor spied on me jerking off in my own bedroom?”

“I know. I know. It’s not fair. But I promise you that it was an accident. Please let me go. I’ll do anything. You can have all the rest of the paychecks your mom gives me,” she begged him.

Matt took his still hard cock in his hand, and stroked it gently. His demeanor shifted again, and she saw the lust return to his eyes. “Okay, relax. I won’t tell anyone…” 

Olivia released a massive sigh of relief, emptying her lungs of all the pent up anxiety.

“...But we have to make this fair for me... And I think it’s only fair if I get to finish…”

Her pupils dilated as the realization of what he was suggesting dawned on her. “But… Matt…”

“Shhh. I’m giving you this one chance to make it up to me. I want to see the real thing instead of that shitty pic we took. Now drop that towel,” he ordered.

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Chapter 2 will be completed soon...