Work Text:
“Hey, Mister Hollister?”
Slowly, Lon dragged his gaze up from the screen of his laptop, and peered with extreme disinterest at the lone inmate of Saturday detention. “What is it, Janice?”
Wide blue eyes fluttered hopefully at him, shoulders shifting just enough to make her seem a tad younger and softer. “I don’t suppose, since we’re the only ones here-”
“I’m not letting you out early, young lady.”
A flicker of disappointment, before the sixteen year old delinquent tried a different track. “No sir, I know, it’s just- I’m sitting way over here by myself, and you’re sitting up there by yourself, so, maybe I could come sit with you? Just the two of us?”
Clearly, the girl wanted to try something, and normally Lon would shut her down quicker than assigning extra homework - but Janice Keller was the only student in detention thanks to a flu epidemic sweeping the school’s population, and he felt a little more bored than usual without a crowd of teens to keep quiet. So, Lon tipped his head in assent, and Janice hopped to her feet.
She didn’t grab her chair, though, or any others from the tables scattered throughout the study hall as she approached his front desk. Lon didn’t move, still leaning back in his seat, turned sideways for his feet to stretch out on a low stool. Janice, bold as brass, came straight up to him, and primly perched herself on Lon’s lap.
He raised a single eyebrow. She smiled back, far too sweetly to be genuine. And then squirmed, ever so slightly.
Lon could feel his cock begin to stir, interested in spite of his higher brain functions. “Are you quite sure this is a game you want to play, Janice?”
“Game, sir? I’m just- making myself comfortable. Aren’t you comfortable, Mister Hollister?”
His second eyebrow rose to join the first, but otherwise Lon kept his expression staunchly placid. Evidently he managed to convey ‘unimpressed’ well enough for Janice to escalate; she giggled, squirming again to grind her skirted ass against his groin, and leaned forward as if unsteady. One manicured hand with pale blue nail polish splayed against his broad chest, thumb catching against a shirt button.
“I know you said we can’t leave early,” Janice murmured, gaze tracing over his shoulders and thick arms, “But- maybe we could, have a bit of fun? Instead of just sitting around bored?”
Part of coming to detention meant leaving one’s phone in a box at the door, and bringing either homework or reading material for the duration of detention. Janice, of course, didn’t arrive with anything of the sort; in the past, she usually chatted quietly with other friends, tittering at inane humor and pretending to quiet down whenever Lon glanced in their direction. Without anybody else to talk to, she’d caved in the first thirty minutes, just over two and a half hours to go.
No other teachers came to the school on Saturdays. Usually, Lon got a couple hall monitors as back-up, but the flu had spread amongst their ranks too. Any janitors present wouldn’t be coming anywhere near the study hall used for detentions until after all students departed.
Lon wondered just how far Janice felt willing to go with her coy little act.
“Perhaps,” he said, one hand shifting to close his laptop. The other settled on Janice’s bare knee, thumb rubbing back and forth across her sun-tanned skin. “What did you have in mind?”
The girl positively beamed, clearly delighted to be getting her way. “We~ell, I was thinking, maybe, a little bit of exploring? I’ve been so curious about you, after all, Mister Hollister...”
He hummed, and didn’t do anything to stop her hands from drifting lower, to the buckle of his belt. Clearly, Janice knew what she was doing - the girl moved slowly, but that seemed to be more the product of her attempt at seduction rather then inexperienced hesitation. Soon enough she slid off his lap and onto the floor; Lon obliged by moving his legs to give her room to kneel between them, manicured hands replaced by soft lips, and then a warm, wet tongue. He didn’t let himself lose all sense and moan, as she proceeded to work his cock to full erection, but a few pleased rumbles came out of their own accord.
Janice kept smiling the entire time, so very painfully obvious in her glee. After all, how many girls in her friend group could say they’d gotten into the pants of the biggest hardass teacher at their high school? Lon knew very well the reputation he held among the student population; he’d spent years establishing it, the better to intimidate good behavior out of his classes right from the start of each new semester.
Let the little delinquent think she’d gotten the better of him - Lon would set her straight soon enough.
When Janice finally took his length fully into her mouth, fingers wrapped around the base to give herself less to work with, Lon made his move. The girl’s thick, wavy-styled hair provided a good grip when he sank his hand into it. She tried to only bob up and down half of his cock; instead, Lon easily pried her fingers loose, and tugged. Janice made a choked noise, dragged to the point her nose nestled in his dark pubic hairs. Manicured hands pushed, slapped, no force at all behind the hits. After a long beat, Lon eased off, giving the girl a chance to pull back and inhale through her nose.
Then he pulled her right back down again.
Rinse.
And repeat.
The utter control, more than anything, brought him to orgasm. Janice glared hotly as she drank down his cum, not a single drop escaping the sharp jerks Lon made inside her mouth; experienced indeed. Afterward, he let go of her hair, and the girl scrambled backwards before rising to her feet. “What the hell-”
“Language,” Lon chided in a mild tone. Janice’s face turned an even brighter shade of red than when she’d struggled for air. “Was that not comfortable for you, girl?”
“No!”
Faster than most people thought a man his size could move, Lon got up and loomed. “Well, that’s too bad. You probably aren’t going to enjoy the rest of your detention, either.”
Indignant red instantly paled to chalk-white fear. Janice didn’t get a chance to run, though, or do much of anything before he grabbed and pinned her face-down onto his desk. Thankfully, all he needed to do was scoot his laptop over to one side, leaving a wide, empty swath of space. “Get off, let go of me!”
“What happened to wanting to do a bit of exploring, Janice?” Lon asked, letting a hint of amusement creep into his voice. If nothing else, it positively infuriated his captive, causing her to try wriggling out from under him. Lon hummed. He pressed closer, fitting his crotch to the curve of her ass, letting the girl feel just how hard his cock remained.
She hissed at him, spitting mad just like a cat. “Don’t you dare, a blowjob is one thing, but I will tell-”
“And say what, you little slut? That you tried seducing a teacher to get out of detention? That you sat in my lap and did your teasing act, before dropping to your knees for me? Who do you think they’ll listen to - the no-nonsense hardass without a single blemish to his name, or the party-girl constantly in and out of trouble, caught multiple times with older boys in locker rooms and storage closets?” Janice fell silent, practically shaking with rage. Lon hummed again, and nuzzled the back of her neck. “How about this - you cooperate, and I’ll avoid the risk of putting a baby in your belly, hm?”
Already taut muscles stiffened further underneath him, and Lon smiled even before Janice gave him a short, jerking nod.
He didn’t waste any more time getting his hands underneath her skirt, delicate panties pulled free to drop past Janice’s ankles. Lon started by fucking her thighs, sliding his cock back and forth at just the right height to brush her clit with each pass. A different sort of shivering started up, and when Lon reached down to tease her with his finger, too, Janice genuinely whimpered.
The finger slipped properly inside of her, and the girl mewled.
Lon hitched her a little further up onto his desk, adjusting to slide two fingers into her folds and begin scissoring, spreading the soft walls a little further and a little farther. Janice moved her hands to grip the edge of the desk frame by her head, face pressed to the wood and panting at the deepening intrusions.
He didn’t bother with three fingers. Instead, Lon lined himself up, and pushed into her heat. Going slowly felt delicious, Janice’s walls fluttering around his cock with every little nudge, sucking him deeper. Her squirming took on a frantic edge, rather than the earlier, deliberate twitches, but Lon kept going until he fully seated himself. Janice continued to gasp, knuckles white.
Lon bent forward to whisper in her ear. “Big, aren’t I?”
“Y- yes-”
“Biggest you’ve ever had?”
Janice whined. “Y-esss-!”
“Want me to keep going slowly, sweetheart? I can drag it out, keep you burning right on the edge of release, all the way until the end of detention. You want that?”
She shook her head with another shudder. “No, please, I can’t- come on, just- just do it, do me-”
“If you insist.” Lon couldn’t resist messing with her just a bit further, though, using the same agonizingly cautious pace in pulling out, until just the tip of his cock remained nestled in her folds. Janice sobbed, once, desperate. Then Lon rammed himself back inside, hard enough to rock the girl’s entire body. Her cry turned into a wail, which just kept on going as Lon set a truly brutal pace, pistoning in and out and shaking the desk beneath them.
He maintained the harsh pounding up until the last second, pulling completely clear just as his balls began to tighten. Janice went limp with relief-
-and Lon shoved his cock into her asshole, no warning, no prep. Something definitely tore, going by how Janice howled bloody murder, clawing at the desk as if she could haul herself back off his shaft. Too late, though; Lon’s cum filled her up and leaked back out, traces of red in the white smears. He waited until some of the hardness eased before stepping back, at which point Janice tried to stand, and instead toppled over. Lon graciously caught her, twisting the girl to pin her against his chest.
“You fucker,” she cursed, shaking from head to toe. “You bastard, that hurt, you said- you said you wouldn’t come inside me!”
“No,” Lon contradicted, “I said I wouldn’t risk a baby. You can’t get pregnant from sperm in your ass, Janice.
“Fuck you!” She kept up the profanity, especially as Lon walked her back and pressed the girl down upon the desk once more, this time lying face-up. Words mixed with unhappy little sobs, though Janice tellingly didn’t resist as he pulled up her shirt and bra. Perky tits barely filled his hands, but Lon supposed they would do. First, however...
From one of the desk’s top drawers, he snagged a couple of granola bars, some wholesome sounding brand name printed on dark green labels. Both went into Janice’s cunt, not wedged too deeply, but just enough to apply some pressure. The girl’s tirade cut off with a breathy gasp. “Don’t let those fall out,” Lon warned her, “You won’t like what happens if they do.”
He got up onto the desk himself, causing the whole thing to creak somewhat alarmingly. Janice stared, blue eyes wide and wet, as he pressed her tits together around his cock. Lon fucked them same as he had the girl’s thighs, smearing cum and blood in a lurid, pinkish mess. Pinching and twisting a nipple caused Janice to jolt, and her tears finally made an escape.
“I don’t know why you’re so upset,” Lon said offhand, eyes half-closed as he used yet another part of the little delinquent. “This was your idea, after all.”
Her cheeks visibly heated, but nowhere near the same bright, enraged color from before. Lon smiled indulgently, and tweaked the other nipple. He didn’t really have a clear plan with the tit-fucking, besides making himself hard for another round-
-and waiting to see if either of the granola bars fell to the floor. A telling plap made his smile grow, and Janice turned pale yet again. “Thought I warned you, whore. Ah well; we still have two hours of detention left, don’t we? Let’s see what else I’ve got in these drawers...”
By the end, Lon put to use a third granola bar, a pair of rulers, an empty stapler, and a handful of pens secured together with a rubber band. Janice could hardly stand; she needed his help to get re-dressed, flinching at every touch. They remained silent as Lon handed over her phone and held the door for the girl to stagger out; she didn’t need any further threats to keep silent. Who would believe the slut, anyway? Maybe a story of some inappropriate touching would prove plausible, but to say straight-laced Mr. Hollister raped her multiple times, putting his cock in all three holes plus assorted school supplies? Ha.
Lon gave her ten minutes before picking up his bag and heading for the faculty parking lot, nodding amiably to a janitor he passed along the way. Nothing remained to be found in the study hall; what Janice didn’t lick up off the floor and desk, Lon took care of with some sanitary wipes.
He reached his car. Started the engine. Pulled out to the side entrance, and turned right instead of the usual left. Sure enough, a wobbly figure soon came into view, barely ten yards from the school grounds and not making much progress down the sidewalk.
It would be the height of irresponsibility to leave a clearly unwell student to walk home alone, wouldn’t it? Lon pulled over to the curb and parked.
Janice didn’t look up as he approached on foot. The girl remained in the same dazed state she’d entered nearly an hour before, with the stapler shoved up her ass and Lon’s cock in her cunt and three granola bars in their wrappers holding her mouth open until slobber dripped down her chin and tits. She didn’t resist his gentle grip guiding her over to his car, or down into the trunk, or when Lon couldn’t resist flipping up her skirt to wiggle the tire iron between her legs. No panties to fool with; they remained safely tucked away in Lon’s bag as a souvenir. Janice made a single faint noise as the cold metal slid inside her, but otherwise her face remained slack, eyes glazed over.
Lon smiled, patted the little delinquent on her ass, and closed the trunk. She could finish serving Saturday detention at his house; and perhaps a Sunday detention as well.