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The Tutor's Descent Ch. 04 - Full Prerelease
🕑 Added 2025-05-09 20:02:59 +0000 UTCHey patrons. Here's the completed chapter. Enjoy!
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Olivia showed up right on time for her tutoring appointment, as usual, and as had also become customary, her stomach was in knots while she approached the majestic dwelling. Her motivation to return had once been explained by compassion and the desire to persevere through hardship in order to be a positive force. While those more honorable reasons were still present, they were now coupled with more seedy inclinations brewing deep within her. The knowledge that there was a real threat lurking within the walls, waiting to tempt her, lured her in with the promise of a most stimulating excitement.
The moment she entered the study, Matt bounced out of his seat to give her one of his signature inappropriately tight hugs, and Olivia just accepted it. She felt partially defeated, having given up so much ground already thanks to her greedy sexual urges. He pressed his body against hers, and she breathed deeply, calming her nerves as her soft chest flattened upon his. The unspoken mutual understanding of what had occurred the previous night hung heavily in the air, but neither of them acknowledged it for the time being. As always, his big cock began to swell immediately until its hardness was impossible to ignore, but she waited in silence for him to finish. It was just a hug, and it would be over with soon so they could get on with why she was there. He did not end the embrace within his already unorthodox time frame though, his arms firmly wrapped around her and applying pressure to the middle of her back.
The sensation of his rapidly growing erection on her lower belly was already beginning to turn her on. Though it was covered and out of sight, she knew exactly what it looked like, and exactly what it wanted from her. Olivia let out the smallest wince as her pupil started moving against her, his hips just barely thrusting to create friction. A sudden awareness that she might be in more danger than she’d anticipated started to set in. She shouldn’t have stepped into his lair that morning. She shouldn’t have done a lot of things. Her voice was dry and cracked as she spoke, “M-Matt. You can let go of me now.”
He ignored her, opting instead to squeeze her more tightly and help himself to a generous sniff of her hair. Her alluring aroma only served as further encouragement, and he subjected her to more of his aching cock. Olivia squirmed against him like a helpless fly caught in a trap as he dry humped her, her whole delicious being his for the moment. “Just… Let me…” He groaned in her ear.
“Seriously. You can’t do this.” She tried to reason with him, knowing full well her defenses were crumbling as his persistence deepened the growing wetness between her thighs.
“I need it. Just help me get me off and I’ll be your good obedient student again…”
“Matt, I–”
“Stop resisting it. I just need to cum.”
Olivia didn’t know what to do. Scream for help? Try to fight him? Maybe, but what would happen after that? Both options seemed too risky without careful consideration, given the rich history between them. She felt responsible for allowing the dynamic to reach this boiling point, and part of her knew there was likely no getting out of it now. She had fucked up in a major way, and now she had to deal with the consequences of her actions. “Okay, okay. Uh… Just go sit over there and finish, and I’ll wait… Like last time…” She stammered, hoping the directed consent would appease him and put her out of harm’s way.
“No. This time you’re going to help me.” Matt momentarily removed one of his limbs from her torso and created just enough distance to fish his manhood out from his shorts. He then roughly took her hand in his and placed it directly on his throbbing cock. The heat of it filled her palm as she automatically wrapped her fingers around the shaft. The helplessness she felt was almost overwhelming, and she dropped her chin in defeat, catching an eye-full of the thick veiny meat dwarfing her slender hand. “That’s it. Just play with it a little. I promise it won’t take long, and then we’ll go back to normal. No one will ever hear about this, I swear.”
She tried to withdraw her hand, but he held it still. She couldn’t bring herself to physically oppose him any further, and the longer she experienced the enticing sensation of his velvety hardness against her skin, the less threatening it became. “This is wrong on so many levels…” Despite her protest, Olivia’s soft grip lightly glided along the rippled skin all the way down to the root. It was her first time getting a feel of his full length so intimately, and she was not surprised by how foreign it felt.
“Don’t act like you’re not into this,” Matt said accusingly. Her blue eyes glared back at him defiantly. “Your secret’s safe with me,” he added through a mischievous grin.
Olivia felt as if she might suffocate in a cloud of shame, his gaze piercing her private struggles. There was no hiding from the fact that her “repulsion” towards his dirty text messages was less than genuine. She’d participated for too long, and continued to read and respond to each explicit word that was sent her way. She was trapped and exposed, at a loss for how to proceed. Would giving in actually be the easiest path forward? Was she seriously considering it? “You don’t know anything… If I do this, it’s only because you’re making me,” she replied, trying to gain back some semblance of dignity.
“Whatever you say,” he replied, reminding himself to stay calm even though his heart was threatening to burst from excitement. He could hardly believe it was actually happening – a handjob from fucking Olivia.
The subdued girlfriend stroked the meaty shaft slowly and carefully, acquainting herself with his anatomy. She was still facing him, her hip his prisoner, and his breath tickling her neck. His cock was so long and thick compared to Daniel’s, and she realized that pleasing it was likely going to be quite different, just mechanically speaking. Her angle was awkward, not to mention they were completely unshielded from the doorway a mere foot behind them. “Let’s sit down and get this over with,” she suggested. Matt complied, finally letting go of her and returning to his chair. She was technically free at that moment, nothing stopping her from fleeing to safety, yet she followed him. Olivia had already made her decision.
She sat next to him, in her own chair, and leaned forward, her elbows resting on her knees. Matt slumped into a relaxed position, the limpness of his body juxtaposing his straight, unyielding cock. Olivia gently took him in her fingers again, each digit coiling around his flesh one by one. Her small hand was just barely able to get all the way around, which amazed her. She squeezed, gripping him just below the ridge of the head, earning her a moan. The monstrous organ felt powerful and alive in her hold, and she was shocked that she could actually feel his pulse. She scooted forward in her seat to get better leverage for the task at hand, noticing that her panties felt soaking wet already.
“I can’t believe I’m doing this…” Olivia muttered under her breath as her lightly closed fist began the long journey down his shaft. She stopped briefly to squeeze the rigid base, and then traveled all the way back up to squeeze the crown. The entrancing erection that had been so frequently invading her private masturbatory fantasies was now right here in her possession, stiff and ready for her stimulation.
“Unnghhh fuck…” Matt groaned.
“Shhh. If I hear a single footstep this is over with,” Olivia whispered sternly, before doing another pass with her tender hand. She couldn’t help but smile inwardly at the seemingly profound effect she was having on him. She’d been touching the man’s dick for all of thirty seconds and he looked like the definition of bliss. She pumped him a few more times before it dawned on her that the deed might take too long without any lubrication. Matt, somehow reading her thoughts, responded by leaning forward and drooling a thick strand of saliva, coating his mushroom tip and her knuckles beneath it.
“Ew…” It grossed her out initially to be subjected to his spit, but the filthiness of it stirred the bubbling arousal within her. Olivia had unintentionally conditioned herself to respond to such obscene behavior with the anticipation of sexual gratification. Soon enough, Matt’s cock was slick, and she was jerking him off at a proper pace, her slender forearm moving rapidly. She paid close attention to his subtle reactions while slightly altering her technique, testing different speeds, grip strengths, and ways in which she handled the sensitive tip. She even involved her second hand, trying out some different patterns she had seen and inventing some of her own. Though Oilvia was hardly experienced, her analytical approach quickly had Matt quivering from overwhelming pleasure.
Her pupil seemed so harmless at that moment, just putty in her hands, but she recalled the aggressive things he had texted her the night before. He’d insisted that she was going to work all of the cum out of him like a “Good girl”. Welp… Here I am… She couldn’t make sense of why such a demeaning thing was such a turn on for her. Living up to his demeaning description and pleasuring Matt’s big cock… Behind her boyfriend’s back… It was such an inexcusable, deplorable thing she was doing, and yet it made her want to rip her panties off and assault her aching pussy.
Olivia told herself that it was just an attempt to gather data in order to speed the process along, but the words that spilled out of her mouth were secretly a ploy to get him talking dirty again. “Is this how you like it?”
Matt’s glazed eyes sharpened a bit at hearing her, and he looked at her hungrily. “Fuck yeah, your hand feels so good. You’re gonna milk all the cum out of me?”
“If it gets you to focus on anything other than me and your dick for five minutes so we can actually get some work done today,” she replied, feigning disinterest.
“I think you like the attention,” Matt said impishly.
“Some of us aren’t constantly thinking about sex.”
“Maybe you should think about it more. You’re built like a fucking sex goddess,” he cooed, making no attempt to hide his comprehensive ogling.
“Oh shut it,” she muttered, suppressing a grin at his complement.
“Fuck that feels amazing–Right there…” Matt felt as if he could bust at any moment, but flexed his core, straining to prolong the ordeal as much as possible.
“Are you close yet?” His slippery cock was throbbing in her hand and spewing more precum as she jerked it, but she couldn’t quite gauge the progress. Handling his huge dick was nothing like she’d experienced before, and she was secretly looking forward to feeling the power of his impressive ejaculation first-hand.
“I’m getting there… You could make it go faster if you take your top off…” His lust for her had reached a new peak, and he stared at her slightly bouncing cleavage, determined to make a move.
“No way. Don’t push your luck–Hey!”
Matt didn’t wait for her approval, and reached over to pull down the loose neckline of her blouse. “Just a peek. To let them breathe a little…”
Olivia squirmed as he roughly grabbed at her clothing, but she continued rubbing his cock, not putting up any real fight. “Ugh, what are you doing!?.” Her mouth emitted the nearly “correct” disapproving response, but her pussy was expelling something else, drenching her underwear as he manhandled her. Fuck… She couldn’t fight off the bustling horniness his brash action was making her feel, not yet fully understanding her deep down desire to be dominated.
“What? I’ve seen them before,” he reasoned, like it was no big deal to be forcibly exposing her tits. After a bit of struggle, he managed to scoop both out from their confinement, and her naked breasts sat upon her chest, alluringly pushed upwards and together by the bunched up clothing beneath them. “Holy shit… So perfect…” Matt cooed as he squeezed one in his palm, testing its weight and pliancy.
Olivia was red in the face before, but the hue of her cheeks quickly became the deepest scarlett imaginable. His fingers, though clumsy, had worked so quickly to displace her top and bra, and she’d barely tried to stop him. Am I seriously letting him get away with that!? The alarm bells were ringing in her head, and every fiber of her that wasn’t already consumed with lust was screaming for her to defend herself, yet she did nothing; nothing besides staying the course, and filling the room with the obscene sounds of her slimy hands working his big dick up and down, over and over. She’d become too wrapped up in the salacious appeal of learning how to play the new instrument, and could detect the renewed excitement in him. The manhood in her grip was twitching and jumping wildly as he explored her exposed chest.
“Mmm, your little pink nipples are so hot. And they’re pretty hard… Doesn’t that mean you’re turned on?” He pinched one gently, fingering the sensitive zones and studying her reactions.
Olivia swallowed a moan, determined not to let the man know that he was right. The truth was that everything transpiring was turning her on like never before, but she had just enough sense left to keep that to herself. The horniest part of her wanted to just say “Fuck it all,” and drop her shorts for him, to give up completely and find out what he would do to her juicy slit if it was suddenly available to him. That particular temptation was completely out of the question of course, but the passing thought made her knees feel weak.
Matt was on cloud nine, his delectable tutor fervently jerking him off while he groped her luscious breasts. He felt like the luckiest man alive, and detected that she was enjoying the act too, despite desperately trying to convey the opposite. She hadn’t even answered his last question, but it was written all over her face, and her breathing had escalated. He so badly wanted to stick his hyper-sensitive cock right into that silky crevice between her tits and fuck her chest to completion, but he held back for the time being, opting to continue verbally prying instead. “Does my big dick make you horny, Olivia?”
“...No…”
“Are you lying?” He asked, rolling a nipple between his fingers.
“No… Mmpf…” Whimpering slightly as he caressed her, she couldn’t look him in the eyes, and stayed focused on his manhood as she stroked it.
“I’m not gonna finish until you admit how big it is,” Matt teased, changing the subject to poke at her barrier from a different angle. He continued to fondle her, not willing to give up a single second of the precious opportunity.
“Ugh… Isn’t it enough already that you got me to do this?”
“I just wanna hear you say it out loud again…”
“I already–Ugh, fine. You have a huge penis. There, happy?”
Matt was less than thrilled by her clinical reply. “You can do better than that…”
“What do you want me to say? That you have the biggest, fattest cock I’ve ever seen?” Though she framed it sarcastically, the words felt naughty on her tongue, which was surprisingly palatable given her currently charged state.
“That would be a good start,” Matt grinned sleazily. “Ngh… It’s so much bigger than Daniel’s, isn’t it?”
Olivia shot him a smouldering glance. “I’m not answering that…” She knew that it was no contest, of course, but didn’t have time nor energy to deal with the guilt his question had summoned.
Matt was pleased enough with her responses, and didn’t press that particular button too hard, fearing it would end the session prematurely. It was satisfying enough to know that she had to consider the comparison. “Ohhh, you look so fucking hot jerking me off with your sexy tits out…”
You nasty boy…” The shameful callback to her text from the night before slipped out of her mouth, and she felt Matt throb against her palms.
“Fuuuck… I can’t believe I’m getting my first handjob from the girl of my dreams…. I don’t think I’m gonna last much longer…”
“Where are you…?”
“You know where,” he answered menacingly.
She understood, recalling the lewd text in which he described “Tributing all over her big fucking tits.” The description of the humiliating act that had made her squirm in bed was going to become a reality if she didn’t do something. Am I going to let him mark me again? She imagined the fat piece of meat in her hands exploding all over her chest and had to clench her thighs together for relief. She could feel him twitching wildly as his breaths shortened. It would be way too messy, and probably impossible to hide. How would I even get out of here without it being super obvious? WHY THE HELL AM I CONSIDERING THIS!? “No! Matt, it’s too risk–”
Her protest was cut short when Matt suddenly jumped to his feet and clasped his hand over hers, forcing her to aim at his intended target. After a few more pumps together, a chunky rope of semen was launched directly at her exposed breasts. She jumped in surprise as the warm substance crashed into her skin, and frantically positioned herself to be as unmissable of a landing pad as possible in an attempt to contain the smattering. The soft, creamy flesh of her chest collected strand after strand of her pupil’s gooey seed, and she did her best to keep it there by propping her bosom up with her free forearm.
The sexual imagery in front of Matt couldn’t have been hotter if he’d spent years designing it. Olivia’s bright blue eyes were filled with wonder, gawking at his blissful ejaculation while she held her heavy tits up for him; the pure, pillowy canvas ripe for his dirty paint. Just like his dreams, he was drenching her naked chest, one mind numbing release of cum at a time, and she was willingly taking it all. Each spurt of his genetic material pulled a deep groan out of him as he drained his heavy balls all over her.
Olivia silently thanked the universe that her hands were occupied, because if they weren’t, they would surely be digging into the needy sex between her legs. Her inner thighs had become every bit as slimy as her upper body, which was being soiled beyond recognition. Matt’s eruption onto her skin was every bit as filthy, degrading, and erotic as she’d remembered, and then some. It was far more arousing than the first time, when she’d been too shocked and distressed to fully experience it. She could feel each distinct swell of cum pass through his entire length before ejecting towards her with vigorous force. Knowing that she had worked this much seed out of him with her own hands was another factor that turned her on immensely. The rush from being used as Matt’s semen target made her feel so deliciously naughty, and she allowed herself a moment to savor the wicked excitement of it.
Matt’s load quickly overwhelmed the surface area of Olivia’s exposed tits, and the syrupy substance began dripping down her cleavage and spilling over onto her arm and fingers. She leaned forward in an effort to keep his seed from staining her clothes, and much of it dripped down to cover her bare thighs and the seat beneath her. How in the fuck is there still more!? She used her hand to redirect the flow as best she could, her fingers becoming a sticky mess.
In the midst of struggling to manage all of the hot batter, she failed to notice Matt edging closer, unable to stop himself from degrading her a little further. His warm, spongy head was suddenly pressed against her soft lips, parting them slightly and entering her mouth by about half an inch. Her tongue was graced with a generous dollop of salty cum that oozed out of him before she reactively whipped away with a look of confusion. It wasn’t enough that the man had plastered her skin with his discharge – now it was inside of her too, the strong flavor and unfamiliar texture adding to the debasing exploitation. She felt like she was practically drowning in Matt’s tribute to her, claimed and used like the picture of her had been, and she swallowed instinctually to clear the foreign substance from her tongue.
Matt felt like he might pass out as the full-bodied surge of adrenaline faded, left with a numbing out-of-body experience as he gawked at his cum-covered tutor in satisfaction. He’d finally managed to wear her down, to be his first contributing participant, and she was dripping with the evidence of it. The deeply erotic expression on her face as he coated her body with her own hand would be forever cemented into his memory, and the mere second he’d managed to invade the warm wetness of her mouth was almost too heavenly to believe.
It took every ounce of self-control Olivia had to ignore her pussy’s cries for attention. The orgasm that was undoubtedly around the corner was insanely alluring, and she imagined rubbing her clit for Matt’s viewing pleasure while she squirmed around in his puddle like a cum-loving slut. Just one quick potent climax… She bargained for it internally while Matt’s release came to an end and she was left with the staggering smell and taste of him. Her better senses narrowly won the battle, and she focused her efforts on escaping as soon as humanly possible.
“Help me!” Olivia shouted, snapping him out of his stupor. Matt produced a roll of paper towels from a drawer nearby, and handed her a clump of hastily ripped sheets. She began the daunting task of wiping the viscous chunks of semen from her chest, each segment of the less than ideal product quickly saturating to the point of uselessness. After a minute of frenzied cleaning, her shoulders, tits, and thighs were left shiny and sticky. It was the best that could be done without a proper shower. The fabric along the top of her bra and blouse was also left in ruin, much like the dark wet spot covering her pussy. She gave Matt one final look of disapproval while putting herself together as effectively as she could, and half-ran as quietly as possible for the double doors. Listening for a moment to ensure privacy, she slipped through the exit and left the house without being discovered. For the second time in a row, Olivia had been forced to flee the scene; mortified, but more aroused than she’d ever been in her entire life.
She simply could not get home fast enough, and as the distressed woman sped down the road, her fingers were clamped firmly over her tingling mound. She pressed into the fabric protecting her soaking folds in a desperate attempt to get some relief, whimpering into the warm air flowing towards her face from her nonfunctional air conditioning vents. The musky aroma of her pupil’s cum quickly filled the stale air around her, and her salivary glands were working overtime in response to the flavor of it still on her taste buds.
“Thank God…” Olivia muttered to herself as she claimed the rarely free parking space closest to her apartment. After quickly surveying the area, she fast-walked up the stairs, painfully aware of the sunlight reflecting off of her shimmering skin. After finally ducking into the safety of her studio, a wave of solace washed over her, and she became suddenly aware of her rapid heart beat and layer of cooling sweat. She knew she should wash herself immediately. Shower off, then call Daniel to come over and fuck me. She hesitated though, and before she could make a conscious decision, her hand was in her shorts. She collapsed onto her bed, two of her fingers squirming around in her sopping wet pussy and her other hand squeezing frantically at the sticky flesh of her breasts.
Her mouth hung open lewdly as she masturbated with fervor, unable to think of anything but the impermissible act she had just performed on her boyfriend’s horny little brother. It wasn’t lost on her that she should feel terrible for what had occurred, but her mind was intoxicated with lust, solely focused on getting off. His stink was still on her, polluting her senses and making her sex drool in the taboo delight of it all. She wished she could relive the experience of feeling that massive load splattering her at that moment, as her orgasm swiftly approached. His ridiculously big cock penetrated her thoughts, and she forced a third finger into her tight pussy, simulating what it might be like for it to stretch her open. It was a snug fit, and yet still no match for his girth. She wondered if she’d ever even be physically capable of taking such a monster inside of her, and if Matt ever fantasized about it. Of course he does… The lascivious vision of him losing control and shoving his fat dick into her wetness made her toes curl against her sheets. She probably wouldn’t be able to stop him, and he’d fill her up more than she’d ever thought possible, claiming her deepest reaches that had never been touched before.
“Ohhhhhffffffuuuuuhhhhhh…” Olivia emitted a deep, guttural moan as she climaxed to the thought of Matt fucking her, carelessly using her pussy to satiate his lust until he exploded, leaving her limp and plastered in a pool of cum. The obscene daydream brought on a rich, full-bodied orgasm, far stronger than the ones she achieved while watching porn. As the intense pleasure began to fade, she chased it again, both hands working tirelessly to milk every drop of bliss from her sex. She came a half dozen times, picturing all of the filthy and unethical things Matt and his big cock might do to her, no matter how wrong she knew them to be. An hour later, she was left covered in sweat and breathing heavily, her pussy raw from overuse, and a mid-afternoon sleep overcoming her.
******
Olivia woke suddenly to a knock at her door. Groggy from her impromptu nap, it took a moment for her to collect her thoughts.
“Babe? Are you in there?” It was Daniel’s voice, and she jumped out of bed in a panic.
“H-Hey, yeah… One minute!” She quickly straightened out her bedding and scampered past the locked entrance and over to the bathroom. The awareness of how utterly unpresentable she was in her current state twisted her stomach as she glanced in the mirror. She turned on the shower and stripped off her soiled garments, gazing around in dismay before deciding to toss them into the cabinet beneath the sink. She swiftly made a plan to let him in, but to bolt for the shower immediately afterward. She unlocked the front door, but didn’t speak until she was back in the safety of the bathroom. “Okay, come in!”
Her boyfriend entered the apartment, looking around for her in confusion before spotting her across the way, naked. “What’s up?”
“Hi, I was just about to get in the shower. I… decided to go for a run and got super sweaty,” Olivia lied as she stepped into the flowing water. The guilt of being dishonest with him again stung, but she’d been caught off guard and couldn’t think of anything else to say.
“Oh, okay. I just finished my last midterm and thought we could grab some lunch, but you weren’t answering so I just decided to stop by.”
“My bad. Wasn’t paying attention to my phone I guess. I could go for some food though!” Olivia said through the foggy glass, scrubbing the remnants of Matt from her skin and nervously wondering if Daniel was at all suspicious of her behavior. She could still smell the musky cum coming off of her as it was rinsed away and swept down the drain, and prayed that the stench wasn’t also apparent in her bedroom where she’d just spent over an hour basking in it. To her relief, he made no further comments, and she rejoined him feeling refreshed, at least on the outside. “Maybe later…” She smirked at her boyfriend who was gawking at her nude body suggestively as she selected a clean outfit for the day and dressed herself openly for his viewing pleasure.
Opting for a fast-casual restaurant nearby, the young couple hungrily devoured their meals while discussing the hectic week that was now behind them. Olivia’s phone vibrated a few times during the course of the conversation, and she checked it nonchalantly when Daniel had left to use the bathroom. “Great…” She muttered sarcastically at noticing the texts were from Matt’s number, the digits burned into her brain even though he was still not saved as a contact. She felt an anxious excitement in her gut, and opened the messages after reaffirming she was alone.
I need you again. It’s really bad. Look.
The message was followed with a new obscene image of his cock, the camera angled beneath it in such a way that it pointed towards and just above the camera. The perspective reminded her of when he stood and faced her that morning, just before exploding. There was also a thick, silvery string of precum hanging from the tip all the way down to the bottom of the frame. He was clearly very worked up, and the sight of his big dick literally drooling for her was turning her on.
Don’t text me! I’m with my boyfriend, you creep. She replied against her better judgement, checking again that Daniel was still in the bathroom.
I bet you wish he was even half my size.
Olivia audibly growled in frustration. Matt was so excruciatingly cocky and direct with her when behind the protective layer of their devices. He somehow knew how to push her buttons, and probably understood by now that there was a part of her that liked it.
Gross, I would never wish that. His is perfect the way it is.
Lol. Sure it is. Cmon, ditch him and come play with me instead.
Pfft. You think I would ever actually do that? She could hardly believe her problematic pupil’s audacity.
I think you secretly want to. I’ve got a fresh batch here for those lovely fat tits of yours… Or do you want it somewhere else? If you’re good, maybe I’ll give you another taste.
Olivia spotted her boyfriend returning as she read the last explicit message. She straightened her composure, suddenly aware that she was hunching toward her screen and squeezing her moistening inner thighs together. She took the last couple of seconds to tap her final response.
You’re on your own tonight.
She casually placed her phone back onto the table and smiled at Daniel. “Everything good?”
“Yeah,” he answered.
“Good, because–” She leaned forward to whisper, “–I need your cock.”
He grinned back at her with excitement. She looked flustered, as if she’d been sitting there fantasizing about getting into bed with him while he was away. “Let’s get out of here then.”
They giddily left the restaurant, and as she rounded Daniel’s car to get into the passenger’s seat, Olivia took another quick peek at her messages to see if Matt replied.
Fine, then I guess I’ll just blow this fat load onto another picture of you for now. Have fun with tiny dick.
She switched off her display with a frown, determined to prove him wrong and enjoy the night despite his negative comments. Daniel was the catch, and his little brother was obviously just jealous. His penis isn’t even that small, she told herself, It’s just not freakishly big.
Upon returning to her studio, Olivia tackled her man ferociously, sucking his cock and riding him wildly. The reasons for her unbridled enthusiasm were lost on him. The attempt to mop up her forbidden desires with their sanctioned love making was her own dirty little secret. Daniel busted far earlier than he would’ve liked to, filling his condom that was still buried inside of her as she grinded her pelvis into him. The sight of his sexy girlfriend gyrating around on him and moaning for more was too much to handle, and the sensations were quite unlike their usual more vanilla routine. He worried the spent rubber would leak as he softened, and lifted her off of his hips. He could tell the sudden withdrawal disappointed her, her flat tummy creasing as she bucked her hips above him. “Want me to finish you?” He asked.
“Please,” she answered, eyebrows furrowed in frustration. Daniel placed her gently on her back and moved down her body until she could feel his breath on her pussy. He kissed her damp pinkness and began dragging his tongue across her slit, bottom to top. It felt nice, but after a short while his movements seemed almost robotic. She wanted him to ravish her rather than the gentle stimulation she was receiving. “Can you… Finger me… While you do that?” Openly instructing her partner during sex was new to her, but she was finding it less awkward than ever before.
“Sure, babe,” he complied, slowly inserting a digit into her slippery tightness.
“Mmm… Yes…” Olivia cooed, squeezing her tits and thrusting her lower half to accept him. His fingers were much thicker than hers, but she still found herself wanting. “One more, please?”
“Uh, yeah, okay.” Daniel began slipping another finger past her creamy entrance, this one requiring more force as she stretched to accept it.
“Ohhh, that’s good… Now… Fuck me with them while you… Lick my clit. Please…”
He followed her guidance, a bit surprised at her boldness to request such a thing, and taking care not to push her too hard. He was pretty sure that his two broad fingers were taking up more space than his cock would, and could feel her muscles clamping around them tightly as he sunk deeper. She moaned deeply as her pussy swallowed the full length, and he resumed prodding at her swollen little clit.
“Oh God. Fuck baby… Yeah… Just like that…” Olivia’s head was buzzing from the increased pressure. She felt full, and the satisfaction of it confirmed her instincts to ask for the service. She squirmed against her boyfriend as he slowly finger fucked her, the pleasure within her quickly building. The thought that the new volume inside of her would be more closely resembling a huge cock like Matt’s whisked part of her attention away from the present.
Each time Daniel pulled his fingers from her, they were absolutely coated in her viscous feminine fluids, and he did his best to lap up the sweet juices as they escaped her depths. He was greatly enjoying this new version of Olivia, the one that dared to tell him what she wanted and whose body was strongly reactive to his advances. He’d had a number of sexual partners before her, but the act had always seemed clumsy and transactional, like the girl was just quietly allowing him to penetrate her because it was expected that the star athlete would want to.
“Harder! Nnngh. Fuck me!” She was getting close, the filthy imagery of Matt ravaging her with his overwhelming size running rampant in her mind. The thrusting inside of her grew more forceful, coaxing her orgasm nearer. “Yes! Oh fuck! Harderrr!” All she could see behind her eyelids were visions of that fat, juicy cock recklessly spewing its thick precum everywhere as it punished her depths. Her pussy squelched loudly as the intensity was turned up yet again, and she felt the balloon of ecstasy in her gut burst open. She groaned and twitched violently, clamping Daniel’s face between her thighs while she rode his stubble through the pleasure-filled rollercoaster.
Daniel grunted into his girlfriend’s gushing pussy, her creamy ejaculate flowing even more freely than before and smothering him. The sweet nectar flooded out around his fingers and was smeared all over his face as she thrashed against him. He was enthralled, having never seen a woman orgasm with such intensity, let alone his sweet innocent Olivia. As her extreme climax faded, her firm hold on Daniel weakened, and he crawled beside her to cuddle, noticing the shockingly large wet spot soaking the sheets where he’d been.
Olivia accepted her boyfriend’s loving embrace, sighing with deep satisfaction, and burying the troubling feelings deep. Her mind had betrayed her once again, straying into the dark realm of her forbidden fantasies. Though her body had stayed right where it belonged, her thoughts had taken Matt’s suggestion and fled the scene to be with his big cock instead.
“Wow, that was so hot. You’ve been on one lately, eh?” Daniel murmured, wiping his jaw.
“Have I?” She asked sweetly, feigning innocence, and curious if her recent libido changes had raised any suspicions.
“Uhhh, yeah! I’ve never seen you like this.”
“Hmmm, I guess I have been pretty turned on lately. Probably just really taking advantage of how stress relieving it is when I’m finally not drowning in school work…” The conversation was interrupted by Olivia’s phone, which started buzzing incessantly. A pit in her stomach warned her that Matt might be overstepping again, and she picked up the device anxiously, peeling herself from Daniel’s chest. It was a call from Mrs. Taylor. “It’s your mom,” she stated, giving her nerves an extra second to relax before answering. “Hi, Mrs. Taylor… Oh right, Kate,” she forced a giggle. “Uh huh… Oh, well thanks… Hm, I see. Yeah, I think I could make that work. Sure. I’ll text you my availability. Okay. Alright, bye!”
Daniel waited for the explanation with a raised eyebrow. “I guess Matt has another big test coming up, and she wants to up the sessions to be daily now, since they are seeing such great results,” she clarified.
“Every day? Doesn’t that seem kinda excessive?”
“Maybe. I dunno. There is a lot of material to get through, and the time goes by really fast.”
“Especially when you’re dumb as a doorknob,” Daniel mumbled.
“Hey! Don’t be mean! He’s making really great progress, you know.” Olivia caught herself, feeling apprehensive to defend the younger brother too passionately, given the seedy nature of their relationship. “I’m not gonna lie, the pay is pretty hard to ignore as well. At this rate, I’ll be able to afford to finally ditch my P.O.S car…”
“Is he still talking shit and being a weirdo?” Daniel asked accusingly.
“He’s… still his strange old self, but I think I’m helping him come out of his shell,” Olivia knew she was treading on unstable ground, and tried to keep her comments generic despite hating herself for having to harbor the true ugly mess she was currently in.
“Out of his shell? I don’t understand why you’re doing anything other than helping him with school…”
Olivia felt dread at his last remark. She felt the inclination to argue from a place of her compassionate intentions; to explain that his brother was a nuanced person in need of guidance, and that if she could assist him in ways that went beyond the scope of his academic education, then she was going to do just that. On the other hand, the disturbing reality was that she had strayed so far from that original role, and though she still had those convictions, it was difficult to justify anything given the things they’d done to each other. Bathed in the glare of her boyfriend’s incriminating stare, Olivia felt resentment take root—anger at Daniel for his cold lack of sympathy, and inward contempt for her deficient self-control which allowed Matt to take advantage of her kindness.
“I’m just trying to help… Can we talk about something else?” The feelings bubbling up were volatile, and Olivia wanted the conversation to end, even though she knew she was being cowardly. Daniel agreed to drop the subject, though he was clearly unsatisfied with her answer. There was a faint tension in the air for the rest of the evening as they watched a TV show before calling it a night.
******
Olivia felt reinvigorated leading up to her next session. Though she’d fucked up multiple times now, she had the opportunity to steer back onto the right path. She thought back to her conversation with Daniel, and was ready to prove to herself that she was in fact still helping the young man. If she could help him become a more educated, socialized, and self-sufficient adult, then perhaps that would somehow make up for the inappropriate things that had occurred between them. She paused at the doorway, anticipating Matt’s inevitable touchy greeting, and his lack of movement left her awkwardly unsure of how to proceed for a moment. He acknowledged her with a casual raising of his chin, but made no attempts to mildly assault her with an inappropriate welcome as had become customary.
Matt’s intuition instructed him to approach with caution, supported by her body language and the fact that she’d cut the texting short the previous night. He resisted the urge to physically greet her, and remained seated, which seemed to surprise the woman. As he observed her approach, it was clear her guard was up, and he doubled down on his efforts to remain docile for the time being. He felt he needed to balance out the recent aggression he’d been showing towards her.
“So you got some big tests around the corner?”
“Yeah.”
“Alright, well, let’s get into it!” It was obvious that something was off, but Olivia decided not to be the one that was distracted during this rare opportunity in which he was completely mellow. They tackled Chemistry, the subject of his first upcoming exam, and one that he struggled with. After making some significant progress reviewing all of the material his class had covered thus far, Olivia couldn’t stop herself from prying a little. “Everything okay?” Matt shrugged. She hadn’t seen him like this since their first sessions together. “What’s going on? You can tell me.”
“It just sucks that my brother gets to be with you whenever he wants, and I’m stuck here alone…”
Olivia wasn’t sure how to respond. Were his expectations of her really that far gone? Was he actually sad, or just trying to manipulate her? Is this just a pathetic reaction to her choosing not to participate in last night’s dirty texts? “Uhhh, well… He and I are dating. So… That’s kind of how that works…”
Matt let out a long, painful sigh before speaking again. “I feel like I finally got a taste of the good life, and then to be reminded that it’s not actually for me… That fucking hurts…” His words surprised him as they left his lips. His original intention was to throw his tutor a curveball, and try to work a different angle; but he found himself suddenly disclosing a truth to her.
Olivia felt his sincerity, and was reminded of her own difficult past in dealing with rejection and feeling undesired. How can I still pity this man that has caused me so much trouble? “Look, I get it. I’ve been there,” she said compassionately, placing a hand on his thigh. “I’m going to help you. I personally am not available, but we’re gonna find someone who is, okay?”
“Okay.”
“What about that girl you told me about? The one you were working up the courage to talk to.”
“I made her up. I was talking about you.”
“Oh… I probably should’ve figured that…”
Matt laughed, which in turn made her giggle. It was a welcome break from the uneasiness of the conversation. Olivia felt something nudging against her fingers, and looked down to see that a bulge had grown down his leg. She left her hand in place and gazed into his eyes. “I should go.”
“Please,” he muttered simply.
“We can’t keep doing this.”
“You have to find me a girlfriend first,” he argued, grinning mischievously.
Olivia smiled back at the absurdity of the joke, and felt his erection grow to its full size beneath her palm. She couldn’t hide from the fact that she wanted to play with his big dick again, and somehow the new agreement that it would be a temporary service enabled her to rationalize the behavior. Matt must have sensed her faltering, because he took her wrist, shuffled out of his shorts, and placed her fingers on his bare cock. She squeezed the warm hardness on instinct, feeling aroused by how he had basically forced it into her hand again. She was continuing to learn that being dominated a little was a major turn on for her.
Matt moaned deeply and sank into his chair as she started sliding her fingers along the length of his shaft. He patiently admired her beauty while she reacquainted herself with the vast surface area of his manhood. He was tasting victory again, and the flavor was extraordinarily sweet. Manipulating the alluring woman until she crumbled had quickly become his favorite pastime. He wanted her for himself, and felt so strongly about it that he paid little mind to the potential consequences. He moaned again as her soft hand began working more vigorously. What she did next nearly made him cum on the spot.
Olivia was transfixed on her pupil’s throbbing cock, her previous protests now drowned out by her lustful desire to make it explode. She was literally salivating at the image of it, and without thinking, leaned forward and drooled the contents of her mouth onto the swollen head to lubricate him, mimicking what he’d done last session to prepare. She was immediately embarrassed by Matt’s strong reaction, but at the same time the naughty act had felt devilishly good. The giant dick was soon slick with her spit, and she ramped up her efforts, finding a nice rhythm that she’d learned was effective on him last time. Her dainty forearm rotated up and down again and again, the little muscle that was present showing itself as a testament of her exertion.
“Ohhh my fucking God, yes…” Matt’s eyes had rolled back as he relaxed every fiber of his being, solely concentrated on the pleasure she was pumping into him. “You’re so good at this…”
“Shhh…” She had to suppress a grin as he shuddered. It did feel nice to wield so much control over him, and the risk of jerking him off openly in the study was quite a thrill. She took great care in handling him, alternating techniques and building on her knowledge from the previous session. There was something rewarding about taming his big fat python, and she was eager to succeed. Olivia knew she was making progress when the clear, sticky precum began flowing from his tip, coating her fingers and adding its unique viscosity to her saliva. “Mmmpf…” A girlish whimper escaped her lips, partially a sign of the physical workout she was putting her body through, but also a subtle indication that she was enjoying it.
Matt’s eyes snapped open and he looked at her smugly. “You like stroking my big cock, don’t you?”
Olivia was already full of shame, but forced herself to look him in the eyes. “Not as much as you do,” she replied defiantly, though it wasn’t lost on either of them that she didn’t outright deny it.
“Time to take your top off,” Matt commanded.
“Or else, what?” She shot back playfully, her slimy hands working together in a twisting motion near the base of his crown.
“Or else you go home with a ruined shirt.”
“Can’t you just not make a mess today?”
“You know that’s not how I like to tribute.”
“What if someone comes in here?”
“We still have like twenty minutes. Tits out, now.”
Olivia squirmed in her seat at his indecent order. She was already exceedingly wet, and being bossed around by him made her pussy that much harder to ignore. “Brat…” She muttered, wiping her slippery palms on her thighs before pulling her shirt up and off of her torso. Matt’s cock jumped as the top portions of her round, creamy breasts came into view, threatening to spill out of the ill-fitted green bra. She reached behind to remove it, and experienced a brief moment of realization. I can’t believe I’m willingly taking my clothes off now for this little creep…
She unclasped her bra, and placed it on the table beside her, resisting the urge to do it “sexily” for him. Her heart pounded as she sat there, her naked chest and hard nipples exposed for her predatory tutee and anyone else who might happen to waltz in.
Matt stood and closed the distance between them, his knees knocking into hers, and his diamond hard cock pointing straight at her. “Well, get back to work.”
Olivia obeyed, and took his veiny shaft in her hands again, wincing slightly as his own long fingers reached down to claim his prize. He groped her tits greedily as she resumed the handjob, working his slick manhood with her arms raised and elbows bent at ninety degree angles. It was probably the most humiliating position she had ever been in, and it only made her soak her panties further. Matt grunted and groaned like an animal as he had his way with her ample chest, and she focused her efforts on finishing him off before it was too late. His cock hole was oozing precum and staring at her menacingly, inches from her face and threatening to spray her with seed. She wanted every bit of it, milking him with enthusiasm and anticipating the wicked delight of being splattered again with his copious load.
After minutes of invigorating pumping, Olivia was practically grinding her pelvic floor into her seat, unable to stop herself from chasing some relief for her aching pussy. She needed him to finish promptly, the anticipatory panic of being walked in on becoming hard to ignore, and her drooling sex begging for attention. “Please finish…” She murmured.
“Mmm… I’m close. C’mon, you know what I like to hear…”
Olivia let out an exasperated sigh. Surely he wanted her to talk dirty, to admit the things she didn’t want to speak aloud. “Cum for me…”
“Ngh, yeah. Where?”
“...On me…”
“You can do better than that.”
“Please cum all over my… Tits…”
“Yeah?”
“Yeah.”
“You want my big cock to cover your sexy tits again?”
“Ugh. Yes, please do it. Cover me with your big load…” She was humiliated at hearing the obscene words come out of her own mouth, but the act of openly admitting what she wanted from him felt right in the heat of the moment.
“Ohhfff… Here it comes…” Matt groaned, giving her breasts one last firm squeeze before letting his arms fall to his sides and submitting the grand finale to his sweet tutor’s control.
Olivia angled the tip of his erection downward just in time for the first gooey release to spurt out and splash against her bare chest, her neck unspared from the violent impact. She revelled in the sensation as every thick, creamy rope that followed coated her smooth skin further and further. As she continued jerking him just below the sticky, swollen head of his dick, she felt each distinct pulse pass through the shaft before it launched toward her and added to the viscous smattering of seed. She wanted to touch herself so desperately, to cum along with him as the filthy experience of being debased by the horny young man’s semen overwhelmed her senses. It was every bit as erotic as the previous session, if not more so, and though she didn’t have a clue why the taboo degradation was so arousing, she relished every second of it.
As the torrential release came to an end, the pair were left panting, giving themselves a moment for their heads to stop spinning. Olivia glanced down to witness the absolute mess that covered her upper body. She was once again plastered in her boyfriend’s brother’s ejaculate, naked from the waist up, and more turned on than she’d ever been, with the drenched underwear to prove it. The copious globs of seed were spreading down her midriff, and dripping from her tits to her unclothed thighs. She squeezed her legs together and could feel the slimy cum pressed between them.
“Fuuuck yes…” Matt cooed. “God you look amazing covered in my jizz…”
“Got it out of your system?” She asked, a streak of defiance returning.
“Mhm. For now,” he answered lazily.
“Good, then help me clean up,” she ordered. As Matt turned to retrieve the roll of towels, Olivia absent-mindedly inserted one of her saturated fingers into her mouth and sucked the cum off of it. The flavor was deliciously intoxicating and she quickly sucked another digit dry before he could witness it. She had never been a fan of the taste, the few times she’d tried it, but something about the entire experience leading up to Matt’s semen gracing her tongue made it desirable. The small sample she’d received the previous day had left her wanting more.
After finishing a hasty clean up, she put her clothes back on and tried to straighten herself out. She’d secretly done a less than thorough job removing all of Matt’s genetic material from her skin, as it would play a role in enhancing her upcoming frenzied masturbation session. Before leaving, she gave in to a request for a hug. He embraced her snugly, running his fingers along her back.
“See you tomorrow,” he stated, before sliding his hand down to her ass and giving it a firm squeeze. She twitched a little, but he released her before pressing his luck further.
“See ya,” Olivia answered, walking out of the study in a daze. It was finally time for her to get off.
******
To be continued…
Comments
claricemjensen
Based on the pace, I'm thinking we'll have more chapters for this series compared to The Rent Agreement and holy shit, I am ALL for it! Keep it up, Lapis!
CodeLife
Amazing story! These are the absolute best adult series on the internet. Can't wait to read more!
