LapisLit
patreon
The Tutor's Descent Ch. 01 - Full Prerelease
🕑 Added 2025-01-16 22:31:01 +0000 UTCHere's the rough cut of chapter 1 completed. I may alter it some more as I continue working through the next chapter, but I'm pretty happy with this chunk as an introductory chapter to the story.
Let me know what you guys think. Thanks for the support!
*****
Olivia adjusted the rigid straps of her backpack in an attempt to alleviate some of the added weight from her newly acquired text books. “I still can’t believe how much these cost,” she complained to her boyfriend. “It’s absolutely criminal!” The twenty-one year old student was seething, having just watched her modest materials stipend vanish before her eyes.
“I know, totally unfair,” Daniel agreed. “I would’ve bought them for you, you know…”
“We already talked about this. I appreciate the offer, but I want to make my own way,” she reminded him, silently cursing her own need to feel independent. Olivia Moore was a bright young woman who had earned her way into the prestigious university through means of a scholarship. Unlike her boyfriend, she did not come from a wealthy family, and her financial awards barely covered the cost of the schooling, let alone the ever rising price tags on the required texts.
Though she was living that stereotypical “poor college kid” life, it certainly wasn’t all bad. Olivia was beginning her third year at the school she’d had her sights set on since she was a young teenager, and was well on her way to achieving her dream of becoming an aerospace engineer. Having grown up in a small town all her life, she was still adjusting to the explosion of new cultures, ideas, and types of people she was now surrounded by in the lively college town. She intertwined her slender fingers with Daniel’s, another dream that had practically fallen into her lap the previous year. He was tall, athletic, and handsome – the kind of catch she would never have expected to notice her a few years back, nevermind date her.
A late bloomer, Olivia still hadn’t gotten used to the fact that she was now what most would refer to as objectively attractive. She’d considered herself below average in the looks department for her whole life, and never received much attention from the opposite sex growing up, despite finding herself drawn to many of the boys in her classes. It wasn’t until after high school that she finally grew into her awkward, gangly body, her womanly curves filling out nicely.
Daniel Taylor had been one of the first men to approach her romantically, and he had been the main catalyst for her finally coming out of her shell over the past year or so. She had even lost her virginity with him, and though she outwardly remained relatively conservative in her sexuality, the neglected girl within her was elated to continue the exploration of that new frontier. The couple had sex fairly regularly, and she enjoyed the intimacy even though she felt a bit shy and awkward most of the time. Sometimes Olivia would wonder if she was doing it right, but her boyfriend seemed satisfied, so she didn’t dwell on the matter.
“You could always get a part-time job,” Daniel suggested, admiring the way her dark-brown hair wisped across her bright blue eyes in the light breeze.
“Yeah… I looked into a few around campus, but the pay sucks. It’s barely worth the effort.” She recalled the job she had at the bookstore the previous year, where they demanded more and more of her time until she had to quit due to the workload of her many courses.
“I might know of an opportunity actually…” Daniel started, trailing off in a way that suggested his reluctance to share the idea.
“What?” Olivia inquired, her interest piqued by the mere fact that her boyfriend seemed to be harboring something interesting.
“Well… I happen to know that my parents are looking for someone to tutor my little brother, but…”
“But what?” She asked, perking up at the idea of an easy gig that she might be suited for.
“I dunno… He’s… Kind of a weirdo? I guess? Sort of a lost cause if you ask me,” Daniel explained.
“A lost cause? That’s kind of messed up, don’t you think? What is he struggling with?”
“He’s just always been a strange loner. And he’s always on the verge of failing. Barely made it through high school by the skin of his teeth. He took one year off of school and basically did nothing. My mom’s forcing this to make sure he gets off on the right foot at the community college this year. Anyway, we never really got along that well. I don't know how to explain it.”
Olivia felt slightly triggered by her boyfriend’s sweeping description of his own brother, remembering back to her own days feeling like an outcast. “Well if he’s your brother it can’t be that bad! I’m sure he just needs the right encouragement,” she argued, finding herself suddenly impassioned about this boy she’d never met.
“Maybe…” Daniel looked uncomfortable.
“Interesting,” she muttered as she studied his apprehension. “So does this have anything to do with why you never talk about your family? And why I’ve never met them despite how close they live?”
“I guess, a little. My family’s just odd in general. We don’t always see eye to eye. I didn’t want you to meet them too soon and get scared off, ya know?” He answered honestly.
“Hey, I get it, we all have weird families. Mine is across the country and barely speaks to me. They don’t define who we are.” She wrapped her arms around his neck, flashing a bright smile as his demeanor relaxed. “So… how much are they paying?”
“Not sure, but knowing my Mom, I’ll bet it’s beyond decent,” he couldn’t help but return her infectious smile, her adorable dimples melting his heart as always. “You want me to set it up?” She nodded cutely, and planted a firm kiss on his lips.
******
The arrangements had been made, and Olivia found herself parking her beater of a car on the curb beside a very well manicured and expansive lawn on a clear Saturday afternoon. “Wow,” she murmured under her breath as she beheld the impressive house tucked into the refined landscaping. It wasn’t quite a mansion, but certainly the dwelling of an affluent upper-middle class family. It felt strange to be visiting her boyfriend’s childhood home for the first time without him, but he was busy with other obligations. She stepped out onto the street and closed the door to her embarrassing hunk of metal, cringing at its signature squeal, which seemed more out of place than ever in the present neighborhood. After wrestling with the thought to move her vehicle someplace more remote, she straightened out her dress shirt, which was tighter around her chest than would be ideal, and made her way up the paved walkway to the front door.
Upon reaching the entrance, she rang the doorbell and waited nervously, again fidgeting with her shirt and attempting to rub out a wrinkle she’d just found. A minute passed, when finally the large door swung inward to reveal an elegant middle-aged woman, who met her gaze with a closed lip smile. “You must be Olivia, please come in.”
“And you must be Daniel’s mother, nice to finally meet you,” Olivia greeted the tall matriarch warmly. They shook hands, and she allowed her eyes to wander around the large foyer. “What a magnificent house!” She added in admiration. ‘Mother?’ ‘Magnificent?’ I don’t think I’ve ever used either of those words.
“Mmm,” Mrs. Taylor acknowledged the compliment wordlessly, wearing the same half-smile. “I’m sure your time is valuable, Matt is just through these doors.” She floated across the room, leading Olivia into another space which appeared to be some sort of sitting room where a small table had been placed in the center. A wiry young man with jet black hair was slumped in one of the chairs, and lazily rolled his head towards the newcomers.
“Come meet Olivia,” the parent yapped at her son, who reluctantly stood from his chair and sauntered over. “You had better take this seriously,” she warned him. “I’ll leave you both to it then.” Clearly in a hurry to be elsewhere, Mrs. Taylor swiftly departed behind the closed doors and left the two students awkwardly facing one another.
“Hi. You’re Daniel’s brother, Matt? I’m Olivia.” Her eyes quickly scanned his thin frame. There was a vague resemblance to her boyfriend in his facial features, but the young man was nearly opposite to his sibling in most physical aspects. His complexion was darker, like his mother’s, and there was seemingly little to no muscle on his almost skeletal structure. She reached out to shake his pale hand, and he took hers weakly, his eyes shying away from hers, and focusing mostly on her body. Olivia was suddenly reminded of her ill-fitting shirt, and felt exposed. Is he staring at my chest?
“Hey.” He said simply. He was slightly taller than her, but a good deal shorter than his older brother. His hand lingered on hers marginally longer than socially acceptable, before he withdrew it and sat back down at the table. Olivia joined him in the empty chair beside him. She had tutored a few young children whilst in high school, but starting the process with someone who was basically her peer felt strange. She decided the best way to dispel the awkwardness was to dive in.
“So, which class are you working–”
“Listen, I really don’t want to do this,” Matt interrupted. “Feel free to just chill or whatever and I’ll tell my mom you’re helping me so you can get paid. I’m just here to get her off my back already,” he explained, reclining in his seat and focusing on his phone screen.
It’s gonna be like that then… Olivia thought to herself as she observed the negligent nineteen year old. “Well since we’re here, we might as well try a little, right?” She suggested, trying to mix just the right amount of enthusiasm into her voice.
“Nah,” he grunted dismissively.
How am I supposed to get through to this guy? She felt determination swelling within, her eyes darting around the room as she searched for an idea. There’s gotta be something he cares about… “So you’re not interested in going to college at all?”
“Not really…” He shot her a quick glance before returning his attention to his screen, and spoke again. “Mom’s making me do it or else.”
“Or else what?”
“Kicking me out. No allowance, no support. Bitch,” he grumbled.
Olivia felt a slight shock at his hateful words, but paused for a moment and allowed her compassion to shine through. Afterall, she really didn’t know a thing about the inner workings of the family’s dynamics. “That’s rough. What is it you want to do?” She asked, maintaining a neutral tone. He shrugged. “There’s gotta be something… right?” Olivia pried gently again, crossing her arms and mirroring his relaxed posture. Still, the young man did not respond. “Matt, I promise I’m not here to pressure you into doing anything you don’t want to. We can just hang out and get to know each other for now.”
Matt’s eyes panned back over to his tutor, lingering for a second before returning to the screen. Though he was pissed that he was being forced to take time out of his day to be with her, the fact that she was so attractive at least made it a little interesting. “Mkay,” he said. He could feel her relax further upon hearing his agreement, and stole another quick peek at her body. The way she was sitting with her arms folded under her chest accentuated her breasts. He became aware of her staring at him, which gave him an odd feeling in his gut. It wasn’t often that he had a beautiful girl taking an interest in him.
“So, what would you rather be doing right now?” Olivia asked after taking enough time to avoid being considered a pest.
Jerking off to the image of you taking that shirt off for me, Matt thought deviously. “I dunno… Maybe like… Making videos and stuff.”
“Well that’s cool!” She replied encouragingly. “You could totally transfer to a film school or something I bet.” Matt grunted, and sensing his hesitation, Olivia decided not to press him with a specific path. She was making progress. “I get it. Lots of people your–well, our age don’t know exactly what they want to do with the rest of their life. But, that’s why community college is so useful! You just get the basic stuff out of the way and it gives you time to figure all of that out.”
“I guess…” He responded. The attractive tutor’s charm was having an effect on him, and he found himself more inclined to comply with her, if only to keep her in his presence.
Olivia was feeling the fire of victory, but reminded herself to stay casual. “I bet you’ll find these classes easy once you spend a little time with me,” she giggled proudly, reaching across the desk to grab a sheet of paper and pencil.
Matt seized the moment to stare longingly at her alluring cleavage as she leaned forward. She might have been the hottest girl he’d ever been this close to, and he felt the sting of jealousy already at the thought that his older brother had access to her delectable body. He adjusted his increasingly uncomfortable crotch at the thought of her full, fleshy chest spilling out of her tight top.
The rest of the session went surprisingly well, despite Matt’s initial reluctance. While he was still distracted and unenthusiastic, Olivia was able to help him through half of his Math assignment, demonstrating some of her personal tricks. He actually seemed to catch on, and she encouraged him every step of the way. She did notice his wandering eyes on her a few times, but chalked it up to normal “Guy” behavior, and didn’t think much of it. If he thought she was cute, then that would only help her keep his attention, which she felt was a net positive towards her goal of turning him into a successful student.
As the hour-long sitting came to an end, Matt’s mom appeared in the doorway once again. Olivia gave her a brief summary of what they had worked on, which seemed to satisfy the woman, who then offered her an envelope. “Is a check alright?”
“Uh, sure!”
“I hope you find that amount fair and competitive. Please don’t hesitate to let me know if it’s insufficient,” she explained with an air of formality. Olivia wasn’t certain what the protocol was for that moment, and thanked her with a wide smile. She waved goodbye to Matt and was soon back in the privacy of her car. Only then did she open the envelope and inspect the check. She chuckled upon noticing that the elder woman’s handwriting somehow matched her physical appearance perfectly. Then her jaw dropped after reading the number. For one hour? The amount was equal to an entire week’s pay at her previous job. Maybe this is for the whole month or something. Before leaving, they had agreed that she would show up for the same time the following week. Guess I’ll find out then.
******
That night, Olivia met up with her boyfriend for dinner at a casual restaurant near campus. He seemed nervous at first, as if she was going to wearily pronounce her new understanding of his issues with his family, but he steadily relaxed as she explained how the first appointment actually went. “He’s definitely strange, and seems to lack confidence, but I think I can help him!” She explained, taking a bite of her food and chewing thoughtfully.
“If anyone can, I suppose it’s you,” Daniel replied. Though he’d rather his girlfriend and little brother not associate, he couldn’t help but admire her optimism and conviction.
“He just needs some guidance I think, like a positive role model. I’m up for the challenge!”
“Something tells me it’s going to be a challenge alright…” He murmured.
She shrugged off his comment, figuring most siblings had an element of conflict to their relationship. She didn’t have any brothers or sisters of her own to provide personal context. “And the pay doesn’t hurt either!” Olivia added.
“For sure. I knew it would be good. My mom can be kinda cold, but she is generous with her money when she believes in the cause,” he explained. The couple carried on with their meal, and Olivia asked more questions about her boyfriend’s mysterious family, learning that his mother was a successful business woman, and that his father had opted to partake in his hobbies full time, since the family finances were secured. Apparently this was a point of contention between his parents. “They fought a lot growing up, but over the years my dad has become sort of withdrawn and just does his own thing mostly. I think Matt takes after him more. My mom always favored me, but sometimes the pressure was too much, and we aren’t exactly the closest anymore.”
Olivia listened to his details with curiosity, realizing more and more how different their upbringing had been. Her parents had been warm and loving, supporting her in her endeavors. They may have been a little overprotective, but overall felt her family unit through childhood had been a healthy one. The young girlfriend realized that she felt a certain sense of responsibility to help those who had not been as fortunate as her.
******
The week progressed quickly, the hustle and bustle of settling into the new semester’s schedule leaving little time for much else. Before she knew it, Olivia was back on the cobbled path through the immaculate landscaping for her new gig. Mrs. Taylor answered the door again, seemingly even more distracted this time, and gestured towards the “study” after a quick greeting. The tutor entered the quiet room and shut the entrance behind her.
She found Matt slumped in his chair, much like the first time she saw him, but this time his dark pupils were fixed on her. "Hey, Matt, what's up?" She asked cheerfully, all too aware of him scanning her body as she approached him. I really need to remember to buy more clothes soon, she thought, his stare reminding her of her tight fit.
"Yo," he answered, slowly straightening up. God, she's fucking sexy...
"Ready to tackle some more Math problems?" Olivia asked, thinking she would have liked to have asked in a "cooler" way.
"I guess..." While he wasn't thrilled to work, he was looking forward to stealing peaks at her breasts for the next hour.
"Ok, so where did we leave off... That's right, systems of equations." She leaned in to view the homework question he had displayed on his tablet. "Do you remember the first step?" She asked, observing his eyes dart away from her chest at the last second.
"Uhhh..." He hadn't really heard her question, and fidgeted with his stylus for a while.
"You line up the variables, like this..." Olivia motioned to the numbers on the screen, instructing patiently as Matt rearranged the equations. "Good! So next-"
"What's your major?" He blurted out.
"Aerospace engineering," she answered, cringing at the slight tone of elitism apparent in her own voice.
"Wow, so like space stuff?" Matt answered, playing dumb.
"Kinda, all things flying."
"Isn't that more like a guy thing?"
Olivia calmed her pulse after a moment of reacting negatively to his implications. He was just a sheltered, naive kid, she reminded herself. He's nineteen actually... "Um, well no. I mean, what you choose to study has nothing to do with sex or gender. Though I suppose technically that field is more historically male dominated. But that's changing. Anyway-" she felt herself getting flustered and stopped herself to focus on why she was there. "Do you remember step 2?"
Once again she helped him progress through the problem. "Were you always this hot?" Matt word vomited again the second after he had complied the slightest bit.
Olivia felt her face flush, taking a breath to make sure she'd heard him correctly. "What? N-no. I... Can we focus on this assignment please?" She stammered.
"Yeah. just sayin’..." He replied, smirking to himself at having found a button to push. Matt followed her lead for the next minute step of the problem before interrupting again. "You're seriously dating my brother?"
"Matt! Can you please focus!?" She asked sternly, raising her voice a bit louder than she'd intended. The young man looked slightly stunned, and she immediately regretted her outburst. "Sorry... I just want to make sure you learn how to do this."
"I'm trying! It's hard to focus because I also have so many questions," he explained, secretly enjoying the derailing of the session.
"Ok... It's good to be curious, but we just need to redirect that towards this lesson right now."
"Can I at least ask you a question for every one of these problems I solve?" Matt bargained.
Olivia sighed. "Alright, but only after the whole problem is done," she agreed, taking the compromise in the hopes that it would motivate him enough to get the ball rolling. The system began working, and she was able to guide Matt through a good chunk of the assignment while answering a variety of questions about herself. Fortunately, none were too personal nor inappropriate, and she began to relax while explaining a little more about her background. She divulged a bit about what it was like growing up in a small town and how she’d been relatively sheltered from much of society until moving across the country for college.
Matt was only half-listening, not particularly concerned with the surface level details of her past. He preferred listening to her voice over critically thinking through the Math problems though. Once she seemed calm enough, he finally asked about her relationship again, and she explained that she was in fact very happy with it, and wondered why he found it hard to believe. "What's the deal with you and Daniel anyway?" She asked, her own curiosity getting the better of her.
"He's just a dickhead. Always been a real asshole to me," Matt revealed.
"Really? Like he bullied you?" Olivia found it hard to believe that her sweet boyfriend had it in him.
"Basically... I don't wanna talk about it… But yeah, he sorta terrorized me when I was little…" He closed up a bit, and she backed off.
"Sorry, I didn't mean to pry." The tutor checked her watch and realized the hour had come and went. "Oh, is your mom around?" She asked, peering towards the door, unsure if it would be rude to let herself out.
"I dunno... Hey, don't tell Dan what I said, okay?"
"Uh, alright," she agreed reluctantly. She had to know more about it, but perhaps now was not the time to be delving into the brothers' interpersonal issues, she reasoned. "I'm gonna head out for today then," she explained, gathering her things. "Great job today, Matt. Keep it up!"
"See ya," he muttered, extending a hand towards her as she stood. She clasped his palm and shook it gently, noting that he again didn’t respect the proper, socially acceptable length for the gesture, not to mention his eyes were straight ahead and level with her crotch. He’s just awkward and doesn’t have practice in these things. I used to be like that too. When Matt finally let go of her impossibly soft hand, she turned and left the room, and his gaze drank up as much of her exquisite body as possible before she disappeared. The young man was immediately unzipping and relieving himself of his pants as the door clicked shut. That ass is unreal...
To her surprise, Olivia found an envelope with her name on it near the front door, and she picked it up with a rush of excitement. So these checks are for one session each! The amount of money rolling in considering how little time it took away from her own studies was more than she could’ve ever hoped for. Matt was proving to be a bit of a handful, but it only stoked her determination further, a quality that had gotten her this far in life.
******
Olivia had plans to watch a movie with Daniel in her student housing studio apartment that evening, and felt anxious knowing that she would be thinking of what his brother had revealed about their past. She did her best to push the thought out of her mind, and they settled onto her bed munching popcorn and viewing her small television screen. When her boyfriend started making his signature moves that suggested he wanted to initiate sex, Olivia stiffened up a little, not feeling particularly in the mood for it. He kissed her cheek, and then her lips, his hands finding her chest. She kissed him back, trying again to get into the right headspace. He pulled his shirt off, unveiling his muscular torso, and tugged at hers next. She ran her fingers along his chiseled body, opening her legs and allowing him to push more firmly against her as her breasts threatened to spill out of her flimsy bra.
The young girlfriend’s pussy finally started to moisten in anticipation as Daniel humped his clothed crotch against hers, his warm skin gliding along hers. He pulled away and began removing his pants. She did the same, and lay back so he could mount her. After rolling on a condom, the handsome man moved onto her, and tested the slickness of her lips with his erection. She seemed a little more dry than usual, and he inserted a finger to help spread the wetness around. Olivia let out a faint moan as he began penetrating her with his cock, her eyes closed and focused on feeling the pleasure. Her boyfriend started thrusting into her and she wrapped her fingers around his strong forearms which were planted into the bed on either side of her.
“Mmm…” She cooed softly. His efforts were starting to feel nice, and she bucked her hips up to match the swing of his. The couple fucked in relative silence for a minute or two before Olivia began to feel distracted by the thoughts that had troubled her earlier. She shook them aside, determined to enjoy the moment of bodily pleasure. Before long, Daniel had pulled out and was cumming into his wrapping, moaning deeply under his breath. He collapsed onto the sheets beside her, and leaned over to gauge her reaction. He had picked up on some subtleties that suggested she wasn’t fully present with him.
“Everything okay?” He asked.
“Yeah…”, she answered, finding her panties and sliding them back on.
“You sure?” Daniel pried.
“Ehh…” Olivia squirmed away from him.
“C’mon.”
“It’s just something Matt said,” she started. Too late to turn back now.
“What?” Daniel was immediately annoyed at the mention of his brother, the subject interfering with his post-orgasm bliss.
“He said that you… like bullied him growing up? I don’t know if it’s just normal brother stuff. I didn’t wanna bring it up, but… It’s kinda bothering me to think that you were mean to him,” she explained, meeting her boyfriend’s eyes and observing the anger that had gripped him.
“That’s fucking bullshit, Olivia! He’s a little manipulative shit, and was a major pain in the ass to grow up with, believe me. Don’t listen to a word that comes out of his mouth!” Daniel was seething, grabbing his clothes in a flurry as he tried to contain his rage. Fucking Matt. He would try to poison our relationship…
“Okay, please relax. I’m just trying to run it by you so I can understand better,” she reassured him. The rate at which he exploded was a bit alarming.
“How can I relax when you’re eating up his fucking lies and accusing me of being the bad guy!”
“I’m not saying that at all. What has gotten into you?” Olivia didn’t know what to think. Daniel had never given her any reason not to trust him, and she didn’t know his brother that well at all. Maybe she was way out of line to even mention it in the first place. Then again, she was simply reporting what she had heard, not accusing him herself. There would be no reasoning with him that night though, she discovered, as her boyfriend had fully dressed and was on his way out. “I’m sorry! I didn’t mean to–” Her attempt to remedy the conflict was interrupted by the slamming of her front door.
******
Olivia didn’t see nor hear anything from Daniel over the next couple of days, which was partially due to the busyness of classes besides the fact that he was probably cooling off from his blow up. Mrs. Taylor did text her however, explaining that the results of her work were beginning to show, and that she wanted to increase the frequency of the tutoring sessions to twice a week. Olivia agreed without hesitation, the immense pay for so little of her time being extraordinarily worth it. She did worry about what her boyfriend would think about it, but felt that she had the situation under control. There was also a small subconscious element of spite involved; a vague feeling that his tantrum was unwarranted and disqualified him from casting his input on the matter.
Olivia found herself back in the orderly study with the troubled little brother one late afternoon. "Check it out. I got a seven out of ten on this quiz yesterday." Matt showed the beautiful tutor the proof of his results on the handheld device.
"Awesome! Great job! See, I knew you had it in you!" Olivia exclaimed, briefly squeezing his shoulder in a celebratory sort of way. The momentary physical contact didn't mean much to her, but Matt felt the impact of it. Her almost electric touch sent a spark through him, and his dick swelled in his pants.
"I think that system worked really well last time, where I get a reward for every problem I finish."
Olivia felt slightly perturbed by his transparent attempt to make the constant interruptions a regular part of the lessons, but she'd never seen him so positive, and couldn't bring herself to deny his request. They carried on with the exchange of information, Matt asking mostly benign questions about her likes and dislikes. He noted that she grew more open and relaxed if he met her halfway and actually put in some effort to learn something. Eventually, after forcing himself to play nice for a while, his inquiry crossed the line.
"Have you had sex with my brother?"
Olivia stiffened up at the boldness of his question. “Wh–Matt! That’s none of your business!”
"So you’re a virgin too?"
“N-no! I mean, I’m not answering that!” She looked at him with stern disapproval, but he stared back at her with nothing but innocent curiosity in his eyes.
“I’m admitting that I’m one. I’m just wondering if we had that in common…”
“Well please stop wondering about that! That’s not an appropriate thing for us to talk about.”
“Fine. I didn’t mean to make you feel uncomfortable. It’s just that you’re literally the only girl who talks to me… The way that they look at me even, like… They’re disgusted. I don’t understand… What am I doing wrong!?”
Olivia thought she sensed genuine frustration in his words, and though she was weary of breaching the subject with him, her unyielding compassion got the better of her. "It's okay..." She sighed. "I think I know how you feel," she continued, remembering her own painful experiences of being persistently shunned by the opposite sex. "For starters, you should know not to casually blurt out such a direct question about someone's sex life like that. It's really off putting," she explained.
Matt pretended to consider her advice, pleased with himself for having steered the conversation to more interesting matters. "But I thought women liked a man that is direct like that."
"Well, it depends on the context. It's not so simple-"
"And supposedly girls like big penises,” he thrust his hands out in parallel to demonstrate, smirking as her eyes widened. “Mine is way bigger than Dan's, but how will I ever get a chance to prove that if they won't even give me the time of day?"
Her eyes had dropped to his lap instinctually for a microsecond. "Matt! Too much information! I don't want to hear anymore about that. I'm serious!"
"Okay, okay..." He muttered, shifting in his seat slightly. The young man squeezed at his stiff erection beneath the table, suppressing a grin. Watching his tutor get all flustered at the mention of his cock was exciting, and he liked the idea that she had been forced to think about it for a moment.
Olivia was slightly stunned by the direction the conversation had taken, and considered leaving right then and there. Instead, she gave him the benefit of the doubt, and tried one last time to gain control of the session after collecting herself. "Let's finish up this lesson, but absolutely no more interruptions, or I'm leaving," she stated firmly.
Matt complied, and they proceeded for the remainder of the hour without further mentions of anatomy nor virginity. She noticed that he seemed extra fidgety, and that his left hand kept disappearing under the table. Olivia made a conscious effort to ignore it and not think about how he might be adjusting his allegedly large penis. His lingering gazes on her while he thought she wasn’t looking seemed less innocent now, and she wondered if he was having impure thoughts about her. She’d heard of guys getting random, uncontrollable erections before, and remembered that he was probably filled with extreme sexual frustration due to his troubles with females. The tutor decided that she would push away the possibility that he was somehow violating her, and continue to be the patient, understanding mentor that he needed.
They completed his assignment, and Matt once again masturbated feverishly the instant his brother’s girlfriend left the room, her intoxicating scent still in the air and her supple features fresh in his mind. Though they had only met a few times, her irresistible qualities were penetrating his thoughts more deeply after each visit.
Olivia's mind was filled with noise during her drive home. Should she tell Daniel that his little brother had basically described his manhood to her? Was Matt really just that sheltered and oblivious to how inappropriate such a comment was, and how obvious he’d been about touching himself? She wasn't sure what the right course of action was, but decided to keep the information to herself for the time being. She still had control over the situation and would act accordingly if needed when she had a better understanding of it all.
******
That night, while reading in bed, Olivia was graced by the unmistakable sounds of her neighbor having sex. It wasn’t an unusual occurrence, as the paper thin walls of the student apartments did little to prevent such a thing. For reasons that were unclear to her, she opted not to block out the noisy couple with her headphones right away, and continued parsing the text with the accompaniment of the erotic ambience. It sounded like they were really getting into it, and before long, Olivia felt the subtle tingle of arousal between her legs. Despite her efforts to ignore it, the feeling would not go away, and she found her focus increasingly difficult to manage. She was no stranger to pleasuring herself when the need arose, but felt slightly awkward about it, especially since she had entered into a relationship. As the spark within her became too bright to ignore, she sighed and slammed her book closed. Hi, she texted her boyfriend, figuring now was as good a time as any to try and smooth over their previous quarrel. Olivia wondered what the chances were that he’d respond immediately, or even at all, and she squirmed her thighs together as the seconds passed by with no word from him. I should probably just get it out of my system, right?
The horny young girlfriend then did something else out of character, and began typing into her web browser the words, Big Penis. Not stopping to question her actions, she scanned the list of links on her screen. Most of the results were not interesting, mainly featuring articles about pharmaceuticals and such. It tickled her curiosity to see how much content there was surrounding the subject though, and Olivia found herself giving in to that curiosity more than she would have expected. She edited her search, this time entering Big Dick. The results came back far more explicit, and before she could second guess herself, she tapped on a link to a video. Her jaw dropped as she was greeted by the largest erect penis she had ever seen. She watched in disbelief as the impossibly thick member was inserted into the glistening wet lips of a woman who was spread open and moaning for the man behind the camera to give her more. Olivia quickly tapped the back button in a panic and she landed on another page of the same site with a dozen thumbnails of videos featuring a litany of monstrous looking cocks.
“Jesus…” She muttered under her breath. Olivia had seen pornographic images here and there in the past, but had never sought them out before. Her morbid curiosity had gotten the better of her, and her thumb, as if on autopilot, scrolled further and further down the endless series of pictured previews. Her pussy had become rather moist, and she submitted to her desire, allowing her fingers to slip under her waistband and touch her erogenous zone. This is so wrong, her mind told her, but she didn’t have the self control at that moment to stop, and bit her bottom lip as she gently teased her wet pussy. Dick after dick came and went, the hundreds of sizes, shapes and colors mesmerizing her. Olivia had no idea what she was looking for, if anything, but the taboo nature of exposing herself to all the obscene visuals was a thrill in and of itself.
At some point she realized that her boyfriend might actually be lacking, but reminded herself that porn was hyperbolic by nature, and that she shouldn’t allow her reality to be skewed by it. Despite that reasoning, she had trouble fighting off an intrusive thought that had occurred to her in the back of her mind long ago. She had wondered, from time to time, how sex with Daniel compared to the experiences other people around her were having. She had an inkling that perhaps there was something she might have been missing out on. The possibility was more apparent now than ever, and she couldn’t help but speculate about how different it might feel to have sex with something a little bigger.
Olivia’s thumb stopped its perpetual scrolling and planted itself on the display as she studied one image in particular. There was a young, dorky looking man filming himself in the mirror while some model-esque bombshell woman bobbed her head lewdly up and down on his thick, rigid cock. He kind of resembled Matt, and his giant manhood looked almost fake on his slender frame. Her inquiring mind once again bested her, and she tapped the video. Olivia watched in amazement as the beauty slurped and gagged on the massive dick while the guy it was attached to alternated between grunting in pleasure and encouraging her, albeit with many degrading comments. This gorgeous lady looked out of place, as if she had no business servicing the far less attractive man, and yet she slurped and sucked him with enthusiasm. It’s just a stupid porn, it’s not real, Olivia reasserted. The pleasure emanating from her soaking pussy was very real, however, and she continued to stroke herself as the scene progressed.
Before long, the man behind the camera had thrown the curvy woman onto the bed and was testing her slick entrance with his bulbous head until she was begging for him to enter her. Olivia’s mouth had fallen open, her eyes glued to the screen as she rubbed her clit, unsure of how this man was going to possibly fit himself into the dewey pinkness in front of him. Sure enough, her lips parted, and the veiny shaft passed into her little by little, her skin stretching to accommodate him with seemingly little effort. The woman squealed in pleasure, and her counterpart began fucking her willing body with his big cock. She was either a world-class actress, or actually loved the pounding she was receiving, because no part of her moaning seemed fake.
For several minutes the depraved act continued, the well endowed man dominating his prize, throwing her around the room and fucking her in all sorts of positions. Olivia’s toes curled, the pleasure hitting the tipping point, and her knees crashed together, trapping her own fingers between her soft thighs and against her spasming pussy. The innocent young student revelled in the ecstatic surges flowing through her as she intently watched the thin stud take what he wanted from the woman before plastering her flawless face in thick, pearly white semen. Great pleasure gave way to great relief, and Olvia was left covered in a thin layer of sweat, panting in the aftermath like the well-fucked female staring back at her. Unfortunately, as the satisfaction ran its course, the bliss began to sour into shame.
She cast her phone away from her and curled up under her quilted blanket. It felt as if she had done something wrong, and she tried to convince herself that it was perfectly normal to indulge in a bit of filth on the rare occasion. It had felt pretty incredible afterall, and it didn’t hurt anybody. It was just for her private, alone time pleasure. Olivia closed her eyes, but the images stayed with her, playing like a projection on the back of her eyelids. The porn was one thing, and she felt she could forgive herself for sampling it. The thought that worried her more, to the extent that she refused to consciously acknowledge it, was that she was wondering if her student’s dick was anything like the one she had just orgasmed to.
