Chapter Tags: teasing, flirting, inappropriate relationship, talk of bribing
Chapter WC: 1950
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Your POV
“Y/N Padalecki? Principal Ackles would like to see you in his office at the end of class.”
You can’t help but bite your lip at your teacher’s comment, feeling the excitement building. You haven’t really seen him at all since Monday. He gave the school a welcome back talk at assembly that Monday morning, but the rest of the week he’d been scarce. You’d tried wearing your uniform a little sluttier again, just to see if that would steal his attention, but even the teachers hadn’t seemed to notice. What they had noticed was the fact that you’d failed most of your tests before Christmas. That seems to be their priority, and you wonder if that will be Jensen’s too. At least it’s a Friday, which means you have the weekend coming up, and hopefully Jensen will be less busy with work and will actually be able to give you some more attention.
The last time you were alone together, things hadn’t been awkward, even after sex. Not like the first time, at least. He didn’t seem like he was pushing you away or ignoring you, and he didn’t seem to regret it either; if anything he had kept looking over at you and smirking softly, like he was only thinking about doing it all again. You certainly have been.
You’ve never fucked a guy like Jensen. Sure, the bad guys who clearly only wanna get off can be fun, but not many guys have ever seemed to care about making you feel good in return. Jeff had been one, but given the fact that he barely looks at you, you know that a repeat of your night together is the last thing on his mind. Besides, as fun as your night with Jeff was, there’s just something about Jensen that you’re more attracted to. Something you’ve never found in another guy, you just can’t put your finger on what yet.
As soon as the bell rings you head towards Jensen’s office, smiling at Michaela who seems a little intimidated by your presence. You take a seat before she can tell you to, knowing the drill by now, and cross one leg over the other as you wait. After a moment, Michaela clears her throat delicately and heads to Jensen’s door, knocking softly and sticking her head in to let him know that you’re here. You watch as she takes her place back behind her desk, and after a moment or two, her phone rings and she answers it.
“Principal Ackles will see you now,” she tells you quietly.
You stand, making your way to the door, and you open it to see Jensen sitting behind his desk. You close the door behind you and smile sweetly.
“Hey.”
“Take a seat,” he commands, nodding to the armchair in front of him.
You glance behind you and smooth the back of your skirt against your thighs as you sit, crossing your legs once more, only this time much more slowly, to give Jensen a chance of noticing your panties as you do so. Jensen’s face remains stoic, which you think is even hotter, and you keep a gentle smirk on your lips as you wait for him to talk.
“We need to do something about your grades,” is all he says.
There’s a glint in his eyes – at least, you think there might be – and you purse your lips as you consider his words.
“I wonder if there’s something I could do about that?” you ask teasingly. “If there’s some way I could convince you to up my grades,” you add.
Jensen scoffs at your very implication and narrows his eyes a little. “Or you could just work harder,” he counters, “get the grades I know you’re capable of by studying and getting your head down.”
“I’ll get my head down if you want me to.”
“Put the work in like all your classmates,” he goes on, like he can’t hear you.
“You know how much work I can put in,” you continue.
“Not that work.”
Jensen cocks an eyebrow like he’s not in a playful mood, and you roll your eyes.
“Sounds boring,” you sigh, crossing your arms over your chest. “What do I get out of it?”
“An education, graduation, a decent job with a decent pay.”
“I’m just gonna live off Daddy’s money until I marry a rich guy, I won’t need a job then,” you insist.
Jensen’s eyes darken and his jaw clenches, and you smirk at the look that can only be described as pure jealousy flashing over his face. But you don’t back down, you just wait until he sighs. He glances towards his office door and then reaches for his phone.
“Hey, you can go, thanks for today.”
He puts the phone down and he waits a minute or two, letting the silence grow between you as the butterflies start to dance in your stomach. If he’s sending Michaela home, does that mean that he’s about to say – or do – something he doesn’t want her to hear?
The sound of Michaela’s heels on the floor outside fade, and Jensen looks back at you, linking his fingers in front of him as he sighs again.
“I guess me and you need to find a way that satisfies us both to improve your grades,” Jensen suggests, his voice a little more gritty than before. It sends a pulse straight to your core, and you clench your thighs together for a moment, before swallowing hard.
“I think I know a few ways,” you smirk, uncrossing your legs and rising to your feet. You slowly approach him, rounding his desk. “See I watched some videos recently, and this girl knew exactly how to make her teacher give her an A.”
Jensen turns in his chair to face you, looking up at you with a slightly amused expression.
“I can’t be bribed, baby girl,” he chuckles softly. “But you can.”
You scoff at his insinuation, almost a little insulted he’d think that he could bribe you to do anything you don’t want to do. “My Dad has been trying that for years and it’s never worked.”
“Your father has never offered you what I’m about to.”
Jensen slowly sits forward, reaching out for the hem of your skirt. Goosebumps rise over every inch of your body in anticipation, but he only tugs the material a little further down your legs.
“I know what you want, I know what you like…” he reminds you with a low voice, “and I like to reward good behaviour and good grades.”
“I’m a little old for sticker charts, don’t you think?” you try to sass, but it comes out breathily, exposing how very little composure you’ve actually got left.
You’ve gotten pretty good at acting flustered and nervous and speechless around men, but Jensen is one of the very few who can actually make you like this for real. He’s one of the few men that makes your heartbeat pound in your chest, that makes your mouth dry and your legs weak. What the hell is he doing to you?
“Oh, I know you’re a big girl now,” he agrees, his fingers moving from the hem of your skirt, seeking out your thigh underneath it. “And big girls get big girl rewards.” His fingers trail lightly up your thigh, stopping just before he can touch between your legs, despite your automatic reaction of widening your stance. “What d’you say?”
You let out a shaky breath, feeling his touch right there, but not close enough, and you swallow hard, knowing you’re not going to sound even a little composed anymore. Fuck him.
“I say the prize better be worth it if I’m gonna be working that hard.”
Instantly Jensen smirks, his fingertips brushing over the front of your panties, that are no doubt soaked thanks to him. It’s only one stroke, and it’s barely there, but it still makes you whimper pathetically. Fuck.
“You know it is.”
“O-okay,” you agree desperately, nodding your head.
Jensen drops his hand, smiling triumphantly.
“Great, pass your re-tests, and you can come back and see me again.”
“Wait… Jensen, I… you…”
You’re speechless, your mind spinning that he’s not following through with this. When has a guy ever touched you and not wanted more?! You’re desperate, rubbing your thighs together noticeably just for some relief from the teasing, but Jensen certainly doesn’t look like he’s ready to jump back into action and rescue you at all.
“Okay, that’s all, you’re dismissed.”
“Can I see you this weekend?” you find yourself asking. You don’t even care that you sound needy and desperate.
“Have you got homework?” he checks. You swallow and nod your head. “If you finish that, then I guess you can visit me.” He flashes you a smile and then turns back to his computer, beginning to type up an email. “Have a good weekend, Y/N.”
You’re still a mess when you arrive back at your dorm, having missed dinner in the hall. You’re on edge, anxious to get a moment alone so that you can fix the problem Jensen’s created, but Holly is sitting at her desk, doing the homework you no doubt need to be doing too. She looks up at you and smiles softly.
“You’re back late, Principal Ackles went hard on you, huh?” she giggles.
“I wish,” you mutter to yourself, thinking about how much more satisfied you’d be right now if Jensen had gotten hard and needed to do something about it. Holly frowns a little at your comment, so you quickly try to shift the focus. “How was your first ever week of detention?”
“It was fine, it gave me time to work on one of my extra credit projects,” she tells you, shrugging softly.
You scoff, shaking your head. Why are you even surprised?
“I’m sorry, I guess, that I dragged you into that.”
“Hey, it’s fine, I asked for it. I mean… I still wanna learn how to be a slut,” she smirks softly, a deep pink staining her cheeks. “Just maybe, for guys my own age.”
“That’s fair, I guess.” You slump down on your bed and remember what Jensen had said about good grades and good behaviour leading to rewards. “So urm, what if we trade? You help me with my homework and tests and stuff, and I help you with boys?”
Holly looks over at you and considers it. “I guess… So does that mean you’re gonna try and actually graduate?”
“Yeah, guess I should, I don’t wanna retake senior year again,” you roll your eyes.
“Again?” Holly presses, frowning slightly.
You’d forgotten that she didn’t know this was a retake for you, and you sigh. “Yeah, I was held back, not a big deal.”
“So is that why Principal Ackles seems to give you special treatment?”
“Special treatment?” You choke, wondering if she somehow knows.
“Yeah, like personally introducing you to me, calling you into his office all the time, holding you back the other night when he took us home…”
“Oh,” you clear your throat, shaking your head. “Urm, thing is, Jensen… I mean, Principal Ackles, is actually a family friend… like an uncle,” you explain awkwardly, trying to be vague on the complicated details.
“Oh, that makes a lot of sense,” Holly giggles, shaking her head. “I thought there was something really weird going on between you, especially because of the way you are with older guys… I mean, no offence. But then, I knew Principal Ackles wouldn’t do something like that,” she starts to ramble.
You laugh extra hard to overcompensate, shaking your head. “Ew gross, no, I could never want to fuck Jensen,” you lie, the throb between your thighs just thinking about it proving otherwise.
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