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The Tutor's Descent Ch. 05 - Preview 5
🕑 Added 2025-06-13 19:29:52 +0000 UTCHey patrons! Hope everyone's week has gone well. I have another preview to share with you. I'm just going to keep this chapter going, and it will be as long as it needs to be.
Oh, and I'd appreciate if you'd show some love for chapter 4 on Lit if it's not too much trouble.
You all are the best. Enjoy the preview!
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Turning her attention back to her plus ones, she approached the intimate group with curiosity. “Hey, so what are you two up to?” She asked with a teasing, suggestive tone, referencing the fact that they had clearly warmed up to each other since she’d left them alone.
“Just playing this fun little game…” Hannah replied, reciprocating her friend’s knowing look as if to say things were going quite well. Matt grinned and gave her a slight nod, looking quite pleased to have the tanned woman’s soft skin pressed up against him.
“Interesting,” Olivia said, stepping over a few strangers and taking one of the few open spots, which happened to be next to Matt. Besides an occupied couch and a couple of chairs, most of the people were sprawled out on the floor around a coffee table that was littered with various bottles and glasses, and she plopped down on the soft rug to join the circle. “Well I’m in, what’re we playing?”
“It’s one of those drinking games where we do whatever the app tells us to do,” one of the men on the couch answered. He was shirtless, and the newcomer noticed that a few people were missing articles of clothing as well. She didn’t think much of it, as It was that kind of party. “What’s your name so I can add you?”
“Olivia,” she announced, gaining the sudden awareness yet again of all the prolonged looks she was getting. Between the alcohol pumping through her veins and her agitated libido, she rolled with it, even pretending to ignore the unknown guy on her right as he gazed longingly down her top.
“Alright, welcome Olivia. Next instructions are… Drink if you’re wearing red…”
“Ooh, they got you right away,” Matt teased, knocking into her playfully with his shoulder.
“Lame one,” a girl muttered. Olivia and a few others took a swig, while a guy argued with his buddy about whether or not his “maroon” sash counted.
“Next up… Eric, spank Natalie’s ass.”
Olivia peered over at Matt and Hannah with slight concern, realizing she should’ve figured this game was going to be spicy. Everyone seemed unphased, laughing and watching intently as Natalie, a thin blonde in a leather corset and nothing but a black thong below the waist, presented her bare, heart shaped bottom to Eric. He inspected her for a moment, then gave her cheek a firm smack, going so far as to add an additional squeeze and jiggle.
“Okay! That’s more than you deserved, mister!” Natalie yelped, clearly enjoying the attention.
Olivia looked at Matt again, asking, “What have you two had to do so far?” He returned a playful look, but the show runner spoke again before he could answer.
“This one’s a group vote. It says ‘worst dressed’, so let’s go with whoever has the worst costume in the room, they have to remove it.” The circle quickly grew silent as everyone considered the instructions. Eyes wandered around, no one safe from judgment, and answers began being blurted.
“Batman!”
“Natalie!”
“Riding hood!”
“Matt!” Hannah shouted, giggling.
“Okay, okay, obviously we need some order here. Let’s go around the room. You first, Brian.”
“Her,” the man beside Olivia said, pointing straight at her chest. “Riding hood.” A couple of women groaned, one accusing him of being a perv and not actually following the prompt. One by one, individuals cast their vote, Olivia and a couple other women earning a few more along the way. By the time Hannah repeated her answer, it was clear that Matt’s low effort outfit had earned him the win by a longshot. Olivia watched his expression shift into one of sheer embarrassment as he came to terms with the fact that he had to strip in front of the entire group.
“Matt! Matt! Matt…” Hannah started a chant, and a few others joined her, though with less enthusiasm. He rose to his feet, and slowly removed his emblem emblazoned shirt.
“Well, that’s pretty much the whole costume,” he mumbled, a smirk forming as he realized the same reason he’d been voted for was going to spare him having to show any more skin.
The audience booed, and a different chant emerged. “Lose the pants! Lose the pants!” Matt shrugged, raising his open palms in front of him as if to say “Why would I do that?” The crowd was not satisfied though, and the demand only grew louder, Hannah participating and Olivia observing in silence. Finally, he caved, and pulled the slim black pants down from his waist, then each of his legs. The onlookers roared in applause, though the cheers began giving way to gasps, chuckles, and whispering as people noticed what he’d revealed. Matt was wearing nothing but a pair of light-gray boxer briefs, and the unmistakable bulge of his massive cock was impossible to miss.
“Stuffed your shit a little much there, eh big guy?” One guy yelled, laughing hysterically.
“Obviously stuffed. At least make it believable,” another said, agreeing with the proposed hypothesis that Matt had clearly prepared his underwear to artificially enhance the appearance of his package. Olivia realized she was the only one in the room that knew for a fact that there was no illusion at play. Matt wasn’t even fully erect, though the tightly constrained snake that ran down his thigh was definitely swollen to a degree, suggesting he’d recently been hard. Hannah was blushing, clearly confused, and unsure of what to do next.
“Alright. Emergency game rule!” Natalie announced, jumping out of her seat and extending a hand towards the man in the spotlight. “I’ll get to the bottom of this. The next phone thing says me and Batman have to go into that closet over there, right?”
“Uhh, sure. Yeah,” the gamemaster agreed, just as curious to know the truth as everyone else was. The eager blonde attempted to drag Matt away, but he hesitated, looking back and forth between the familiar girls on either side of him.
Hannah stood suddenly, her face red and twisted in conflict. “Wait! It should be me!”
Natalie paused, looking slightly disappointed for a brief second, but composing herself. “You got a thing for him, huh? Alright… But you better be honest about what’s going on down there.
“Have fun you two,” another woman called out.
Matt waited quietly while the decision was made for him. He’d never dreamed two hot older women would be competing for the chance to get him alone for a cock inspection. Though Natalie was quite stunning, she was a little intimidating, and his attraction towards the more reserved Hannah had been growing steadily throughout the night. If he had his way, he’d take Olivia into the closet and drain his balls all over her sexy tits and face, but that option was off the table for now. He took Hannah’s feminine hand and walked with her towards the tiny storage room across the way, noticing the subtle expression of concern on his tutor’s face before shutting the door behind him.
Darkness enveloped the pair in the cramped space, and the constant sounds of the party dulled to a series of dampened thuds and muffled voices. “So… We don’t actually have to do anything… If you don’t want to… I…” Hannah started to explain that she had stepped in to protect him from embarrassment, and whatever it was the forward blonde had in mind for him. The unspoken truth was that she’d felt a sting of jealousy as her first potential love interest was about to be dragged away from her. She was cut off though as Matt pushed into her, flattening her back against the wall as his bare chest squished her breasts. “Ohhh…” She moaned enthusiastically as he took control.
“Do you want to?” He asked breathily, lightly grinding his pelvis into her pinned frame. He couldn’t see a thing, but he could feel her womanly curves, smell her sweet aroma, and hear her soft whimpers as her body responded to his aggression. He’d been lusting after her for over an hour, wondering how to make a move. Now she was in the perfect spot, and his pent up desire began spilling out. It wasn’t part of his long term plan. She wasn’t Olivia, but she was a willing, attractive girl, and he wasn’t going to scorn the rare opportunity.
“Yes…” Hannah cooed, her hands finding his back and pulling him against her to further encourage his invasion of her personal space. She felt his hand clasp her jaw, and his lips press into hers. She kissed him back, reciprocating the force at which he attacked her. She’d only kissed one boy before, a brief fling in the dorms her freshman year, but it was nothing like this. Matt’s tongue entered her mouth and wrestled with hers, and she fought back. It was difficult to know exactly what was happening as their bodies clashed in the pitch-black closet, but she felt a warm hardness throbbing against her exposed belly. Was that ridiculous bulge she’d seen actually his manhood? Was it rock hard because of her at that very moment? She had to know.
Matt’s lips attacked Hannah’s wildly, acting on pure instinct. It was his very first kiss ever, and the liquid courage he’d consumed allowed him to push aside the inhibitive doubts that he was doing it correctly. He had little idea of her experience level, but she seemed to be matching his enthusiasm, and soon they found a rhythm that felt right. Her plump lips felt more luscious than he could’ve imagined, and the feeling of her tongue swirling around his was foreign but incredible. He was horny beyond belief, thrusting his aching hard cock against her. Hannah broke the kiss suddenly, turning her head to catch her breath while his lost tongue lashed at her ear. He didn’t stop; he couldn’t stop, and his mouth worked its way down her neck until his lips were sampling her slender collar bone.
“Oh God…” Hannah moaned as her fingers tousled his hair. She threw her head back as his hands slid up her torso and cupped her breasts, lifting and squeezing them gently to meet his mouth as it wandered further South. The man had gotten the opportunity earlier in the game to grope them over her top in front of everyone, and it was as thrilling as it was embarrassing. He’d seemed enthralled to test them, and quite frustrated when told his time was up. Now they were in his grasp again, and she wasn’t about to stop him. Hannah moaned again, digging her fingernails into his scalp as he tugged her top down and sucked an exposed nipple into his mouth. He feasted on her with hunger, his face buried in her chest while his burning erection prodded her lower half. She’d never experienced such an animalistic assault on her assets before, and her sex was wetter than it had ever been. Her eyes had adjusted to the darkness just enough to make out the light waistband of his underwear, and the fact that it was stretched outward from his skin, creating a tent with a gaping opening. She reached straight down the slot and grabbed at whatever it was waiting within the clothed cavern. The unyielding thick slab of meat that suddenly filled every inch of her palm made her gasp. “No way…”
Still out in the cozy living room, Olivia was finding it challenging to focus on the game, her attention periodically drifting toward the sealed door to the closet. It had been several minutes, and her mind was spinning with all of the potential scenarios that might be taking place on the other side of it. How far would the two of them go? Innocent Hannah likely hadn’t the slightest clue what she was getting herself into when she volunteered to verify the mass between Matt’s legs. She hoped he was at least being respectful of the woman’s boundaries, whatever those might be. But it was Matt, and Olivia knew that if she was trapped in there with him instead of her friend, there would be little to no regard for respect. She might even have a mouth full of that big, juicy cock at that very moment. The thought made her clench her thighs together involuntarily. Is that you want? To be there in Hannah’s place so he could be subjecting you to that cock instead? No. It’s better this way… I need to stop having these thoughts. She did her best to bury the burgeoning feelings of jealousy and arousal while she stared absently at the door.
The circle around Olivia erupted in laughter suddenly, breaking her out of her trance. Each and every person had their index finger on the tip of their nose and was gawking at her. “Shoot, what did I miss?”
“You gotta take your top off, baby,” Brian said through a wide smile.
“That’s what you get for not paying attention,” Eric teased, looking equally interested and leaning forward in his seat.
“What? I didn’t hear… Can I skip?” Olivia pleaded, blushing as half of the room was already undressing her with their eyes.
“Rules are rules…” The guy running the game stated smugly.
The tutor’s heart was racing, the pressure from the crowd ramping up with each passing moment. She could refuse and leave the game. It’s not like they could actually force her. On the other hand, she was wearing a bra, so it’s not like she’d be getting naked. She didn’t want to be a sore loser, and secretly she had been enjoying the attention her already minimal costume had been drawing. The naughtiness of the party was like a powerful current sweeping her away. “Uh…” She stammered in indecision.
“Take it off… Take it off…” The chants had returned, the peer pressure palpable. It was just a silly game and it wasn’t as if she would be the only one missing clothing. Hopefully Daniel would understand. She couldn’t refuse any longer, and decided to stop overthinking it.
“Okay. I’ll do it. You guys are bad…” She allowed herself to smirk as she dexterously undid the little knot holding her flimsy blouse together. The material slid from her shoulders and dropped to the base of her upper arms and lap, earning a series of cheers and hollers from the group. Her bright red bra, at least a size too small, was all that was left covering her creamy breasts, which were threatening to spill out at the slightest bit of interference. She took a large celebratory gulp from her drink, bolstering her bravery and giving her something to do while the others ogled her without an ounce of shame.
“I better check on bat boy and cat slut,” Natalie announced suddenly, probably eager to disrupt the unrivaled attention Olivia’s billowing chest had commanded. She hopped across the room towards the closet, her uncovered ass cheeks bouncing with each dramatic step. Olivia watched eagerly as she knocked. “Hey, hey! Time’s up, you two! Make yourselves decent… Or don’t…” She waited a few seconds at most before swinging the door open. Hannah stumbled out first, squinting at the jarring brightness and gaining her footing. Her hair was in disarray, and her top was all crooked and out of alignment. What caught Olivia’s eye the most though, was the unique blend of expressions on her face. At first, she couldn’t tell if the girl was pleased, horrified, or confused, but she was soon grinning as she composed herself and reclaimed her spot on the carpet.
Matt emerged next, after some delay, and it was immediately apparent that he was still somewhat hard. His bulge had only gotten larger, rippling down his thigh, and he stepped back to his place in the circle with an odd gait. If his briefs had been any shorter, or looser, there would be no containing the ludicrous package. He plopped back down between Olivia and Hannah before indulging in more of the drink he’d left behind.
“Well?” Natalie inquired impatiently.
Hannah giggled, still adjusting her top. She looked towards Matt for approval, and he nodded. “It’s real alright.”
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To be continued…
Comments
PrinceofSpace
I had a feeling Olivia would get jealous of Hannah if she set those two up, no way is she letting her be Matt’s first 😈
