The Tutor's Descent Ch. 05 - Preview 1

Happy Friday patrons! Chapter 5 is underway, and here is the first little sneak peak. I have plans for this chapter to really heat up, and I'm excited to write more of it.

Also, if it's not too much trouble, chapter 3 was just released on Literotica, and I'd greatly appreciate it if you could rate and favorite it over there. Thank you!

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A lascivious pattern had emerged in which Olivia would be coerced into pleasuring Matt towards the end of every one of their sessions. The hot-blooded tutee had become practiced at maintaining the delicate balance between passive cooperation and aggressive pushiness. As long as he played nice and diligently participated in his studies, he’d manage to convince her to jerk him off to completion. The taboo service was a bit more clinical than he would’ve liked, but it was hard to complain when he was enjoying the privilege of dousing her luscious, full tits with his semen every day of the week. The young man forced himself to be patient, carefully studying her crumbling reservations and waiting for the right time to push the relationship further. 

Matt witnessed the signs of her eagerness and arousal on many occasions. Olivia’s face would become deeply flushed when he’d free his full, veiny erection and start uttering dirty suggestions at her. Her pale, pink nipples would become pointed and rigid the minute their exchanges became sexual. Her scrumptious thighs would restlessly squirm as she stroked his cock, and when her shorts were the right color, a dark patch of wetness on her crotch would signal the wakeful activity that was growing underneath. He wanted nothing more than to peel apart the rest of her clothing and explore her juicy forbidden fruit that was calling out to be touched.

Olivia continued to tell herself each and every lesson that she was going to put her foot down and end the obscene routine, but her insatiable lust always tipped the scales when in the heat of the moment. She’d often promise herself that it was just a temporary arrangement to ease Matt’s struggles, and that once she’d helped build his confidence up enough, they would be able to find him a proper girlfriend. For three long weeks, that moment never came, and she would return home from tutoring with the remnants of a fresh, sticky batch of his cum smeared all over her. At least the intense masturbation that followed in her apartment remained private, she told herself, clinging to any positive thought to mask the guilt.

It was true that she was trying to help the man in other ways. The instructions in Math and Science were interwoven with tips on how to carry himself, hold a conversation in a first date scenario, and other areas of social adequacy where he was lacking. She felt he was making great progress, despite the fact that he would always eventually fall back into his “sex-starved creep” persona, stopping at nothing until her hands were around his cock.

“Maybe I can get a special reward if I ace this next huge test?” Matt asked one afternoon in late October as he offered the newly glazed woman a roll of paper towels. 

Olivia was dripping with cum and in the midst of peak arousal, having just milked a thick load from his swollen manhood. “Uhh, what did you have in mind?”

“I was thinking it would be nice to see what a blowjob feels like.. You know, so I’m prepared for it?”

Olivia was no stranger to sampling his forbidden seed on her tongue privately, and would be lying to herself if she said she hadn’t fantasized about what it would be like to take his alluring big cock into her mouth. The thought of his heavy, throbbing meat against her tongue, spewing batter down her throat had brought her to orgasm many times. It seemed like a step too far though, as if it would shatter her already frail management of her morales and sense of wrongdoing. Still, she was incredibly horny, and offered up an ambiguous answer. “I dunno about that… I’ll think about it. Maybe just a small… Little… Try… To see what it feels like… But I don’t think we can do that.”

Matt was beaming. That was enough for him. Besides the shallowest prodding one time in the past, he’d resisted thrusting his dick between her sweet lips, and the wait was agonizing. He could only imagine the heightened pleasure her inviting wet mouth would bring him. “Deal.”

“I didn’t agree to anything yet!” Olivia stated firmly as she wiped the last glob of pearly spunk from her thigh. “Okay, gotta go.” She rose from her seat and turned to leave, but Matt pulled her into his arms. “Ungh… It’s late, I really need to get out of here,” she pleaded, as if she didn’t know it was coming.

“Thanks for all the help. Really… I don’t know what I’d do without you,” Matt said sincerely, nuzzling into her ear while his hands roamed her backside.

“Matt, you know you’re not supposed to touch me like that…” Her weak protest was part of the depraved cycle they regularly played through, but she secretly enjoyed the last minute thrill of him groping her ass while he wantonly pressed his body into hers. “Get a good night’s sleep, and remember the steps I taught you. You got this,” she added, referring to his big test.

“I do. And then you’ll be on your knees sucking your own reward out of me for being such a good teacher.”

“Matt…” Olivia murmured disapprovingly. The thin fabric of her panties was soaked through, and she feared if she stayed any longer her shameful lubricant would breach the rest of her clothing. He released her, and she made for the exit light headed and weak in the knees. Upon opening the door, she nearly shrieked as Jack Taylor happened to be walking through the foyer.

“Oh, hey Olivia! Long time no see,” the older man greeted warmly, approaching her with a wide smile. 

“H-Hi Mr. Taylor,” Olivia answered shakily. She was on the brink of a full blown panic attack as the father opened his arms for a hug. She knew she had to look disheveled, and undoubtedly smelled like male ejaculate. The unexpected encounter was her worst nightmare coming true right before her eyes. She accepted the embrace, his strong arms pulling her into his muscled chest. Luckily the gesture ended quickly.

“How’s Matt doing? I hear it’s been a night and day difference at school since you started coming around.”

She thought she could feel his eyes inspecting her. Was her chest shiny? Was she imagining that he was scrutinizing her? She nearly choked on her nerves before replying. “Yeah, he’s doing great! Got a big one–Uh exam coming up, and I think he’s gonna kill it.”

“I’m sure he will with such a capable young woman like yourself guiding him!” His eyes were clearly scanning her figure now.

Olivia giggled nervously. He was laying it on thick, and she had to escape, but didn’t want to arouse any extra suspicion. “Thanks! He has a lot of potential. Anyway, I gotta get going…”

“Have a good one,” Jack called out as she opened the front door. “And tell Daniel I said Hi,” he added.

“Thanks, I will!”. She closed the heavy wooden slab behind her and was finally safe again, but her anxious thoughts plagued her. It was hard to determine if his expression had suggested legitimate skepticism, or if she was simply projecting it. At any rate, she’d come way too close to being discovered, and it served as a wake-up call.

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To be continued...