Adult-FanFiction.org : Television / Streaming

Glee - Blackmailing The Gleeks	By : Perversity Category: G through L > Glee Views: 28903 -:- Recommendations : 1 -:- Currently Reading : 0
Disclaimer: I don't own nor do I make any money from this story or anything related to Glee.

Chapter List
- 1
- 2
- 3
Chapter Two - Sex With A Cheerleader
I have to say, it’s odd how much of a confidence boost I got from the act of controlling the beautiful blond. I barely got any sleep that night, the entire experience replaying in my head time and again until I had every moment, every sensation memorized. The knowledge that I would get even more the very next day didn’t help my normal amount of insomnia one bit.
However, it also made me very paranoid. What I’m doing is not only morally wrong, but also extremely illegal. I forced myself to act completely normal during breakfast the following morning, a ritual I rather enjoy having with my single mom and little sister. My dad was never in the picture, not because he abandoned us or anything but because not even my mom knows who he is. My mom was apparently quite the wild child, and that side of her never really went away.
Normal people might say that’s not a good thing, but she’s a loving mom. We’ve never been neglected and she raised us to have an open minded view of the world. She claims my sister and I were happy accidents, although I can tell it’s really tough on her sometimes. I help out wherever I can, but she insists that we focus on school. She’s a strong woman whom I really love and respect. She works as an assistant at an accounting firm. It pays well enough, so we’re never strapped for cash.
My little sister is sweet, but she’s right on the cusp of that age where she starts to hate everything. It annoys my mom to no end, but I think she’s hilarious. We’ve always been close, but she has her own mind, and her strong, independent nature is definitely a trait passed on from my mother. She’ll come to me when she really needs help or advice but handles everything else on her own.
Considering my rather normal life, it baffles me how I could spend the entire school day thinking of how I wanted to dominate and fuck my new…sex slave? Is that a proper name for what she is now? I guess I’ll use that for now until I can come up with something better. It’s just that so many TV shows and books have lead me to believe that if you do what I’m doing, then you have to be pretty screwed up with a broken home life and mommy issues.
Perhaps it’s merely a case of a geek getting to use a really hot cheerleader as his plaything. In my situation, what geek wouldn’t take this chance? I guess those on a moral high horse, but a majority of us would see what we could get away with. Or maybe I’m just trying to justify the fact that once this school day ends, I’m going to lose my virginity to a girl who has to do everything I say.
At the end of the day, I’m sitting in the cheerleader’s locker room, patiently waiting for her to arrive. Before sending her home the night before, I instructed her to meet me here at nine-o’clock sharp. At this time in the evening the school is completely empty, leaving only dark hallways and complete silence. It’s oddly amusing how creepy a high school is at night.
I turn toward the door when I hear it open, and in comes Brittany, wearing her cheerleading uniform just as I told her to. I know it may be a little cliché but it’s a fantasy, so sue me. Damn, I had forgotten how good she looks in her uniform. She has one of the best bodies in our school, and while the uniform is pretty modest, my eyes are often drawn to her strong looking legs. They look like they can wrap around you so tight you’ll never escape. But then again, who would want to?
She seems to grow more uncomfortable with each moment I just stare at her. She looks like a deer being stared down by a hungry predator. I suppose you can classify me as such.
“Hello again, Brittany, I half expected you not to show up, in some foolish attempt at disobedience. I guess I overestimated you a bit.”
The jab clearly stings her, as it was meant to, and I’m treated once again to the sight of her shame. I like seeing that more than I ever thought I would. For some reason it’s a lot of fun to make her feel like shit.
“If I don’t do as you say, you’ll hurt Santana.”
As if that’s reason enough, she doesn’t elaborate. I smile then close the distance between us and wrap my arms around her, pulling her body against mine. She tenses up, but even through her uniform her excellent body molds against mine and I can feel her firm breasts pressing against my chest.
“However, if you do as I say then I’m going to make you cheat on your boyfriend in every way imaginable.”
I slide my hands down her back and reach under her skirt, then cup her taut ass in my hands and squeeze the firm globes, pulling her closer so that she can feel the bulge in my pants. Nothing has really happened yet and I’m already hard for her. Hell, I’ve been hard as a rock for most of the day. Thank God none of the teachers asked me to stand up. That’s one high school cliché I never want to join the ranks of.
“And I’ll likely not hesitate to have my way with you before going to your Glee class every day. Tell me, can you look your boyfriend in the eye right after you fuck a different guy?”
Pressing against her as I am, I feel her entire body shiver as I force those images into her mind. I expected revulsion, but a shiver? That might make things even more interesting. I’ve always had my suspicions that she might have actually enjoyed all of her sexual encounters even if she didn’t like the reputation it gave her. From the things that I’ve heard about her, she’s very enthusiastic in bed. It could be typical guy-talk bullshit, or it could be the truth.
I lean forward and claim her lips with mine, forcefully drawing her into a passionate kiss that she has no choice but to respond to, while my hands continue to grope her firm ass and rub her against my clothed penis. The feeling is intoxicating, the way her slender form molds against mine, the feel of her ass in my hands, the way her lips respond to the kiss between small gasps of air. But with each grind against me, the pain of being constrained in my pants sobers me up pretty quick. It’s time to fix that.
I reluctantly pull away from the kiss, taking note of the somewhat distant look in her eyes, and slide my mouth down to lightly nibble on her neck.
“You know what I’m going to do with you right?”
I keep the question just above a whisper, and the feeling of her body shivering against mine as she no doubt pictures it gives me the answer I’m looking for before her words do.
“You’re going to have sex with me.”
I shake my head and move my hand around to her front, then slowly rub two of my fingers against the front of her panties. She bites her lower lip and is almost able to hide the gasp, but I still hear it loud and clear. With every passing moment she confirms my suspicion that she was a slave to her desires long before becoming a slave to me. I need to push a little harder to be absolutely certain though.
“No I’m not going to have sex with you, Brittany. I’m going to fuck you. I’m going to slide your panties off your body, press you against the nearest surface I can find, and I’m going to take you.”
Her teeth worry at her lower lip so hard I’m surprised she doesn’t draw blood. Her eyes close and I feel her pressing against my hand, whether she knows she is or not. I wonder if there is a masochist in her as well. I can’t decide what I like more. The idea of sexually dominating a helpless cheerleader, or making her come her brains out and then making her feel like a whore because of it. I guess I’ll continue and see where this leads.
“I can’t see you being completely satisfied by those idiots you fucked before. You always wanted more right? They would always finish far too soon and you’d be left with the feeling of wanting to be taken even harder. I can take you harder right now.”
I’m pretty much just making this stuff up as I go along, but I apparently hit the nail on the head because her body suddenly shakes just a bit, and I feel a light flood of her juices coat my fingers. Damn, apparently the visual was a little too much for her! She loses her balance and leans her head on my shoulder, slowly recovering from the orgasm I just gave her. Goddamn it’s one hell of a sight watching her release like that!
I wait until her breathing returns to normal then grab her hand and press it against the front of my pants, making her feel how hard I am. Seemingly working on automatic now, she lifts her head and looks me right in the eye when her hand suddenly rubs against me, gripping me as much as possible through my jeans. I gasp in response, half in pain and half in pleasure. I remember how good her hand feels around me all too keenly.
I’m glad she’s getting into this a lot more. Fucking a reluctant and/or crying girl isn’t my idea of a good time. If she’s far more willing and even participates, the experience will be a lot better for the both of us. Still, there’s a distant look in her eyes, as if every other thought is a million miles away and her desire has taken hold of her. I’m certain she’ll return to her normal state of mind when this is all over, but right now she’s an eager sex slave.
I feel her tugging at my pants, and let out a loud sigh of relief when her hand fishes out my cock, freeing it from its painful restraint. She gives my shaft a long, hard stroke from base to top and then back to the base again, making me groan and surge forward. It would seem that all of this anticipation and watching the blond come all over my hand has left me right on the edge. Damnit!
“You’re too close. I can take care of this if you want.”
Her grip tightens a little around my shaft as if to prove a point. I don’t trust my voice, so I merely nod at her and watch her drop to her knees. One thing I came to accept the night before is that I absolutely enjoy seeing her on her knees pleasuring me, and this time is no exception. No doubt knowing what she needs to do, I watch intently as her lips quickly suck the head of my cock inside her mouth and then swallow half of my shaft within just a few moments.
The pleasure rips out a most unmanly sound from me, and I wind my hands in her long hair again, even if only to have something to hold. Since the eager slut is doing great without any guidance from me, I don’t influence her movement in any way, just choosing to lean back against the nearest wall and enjoy. Her head bobs up and down swiftly on my cock, each time drawing me just a little deeper inside her throat until her nose finally presses against my pubic hair.
Her throat constricts around my cock and she raises a hand up to fondle my sensitive balls. That’s finally way too much for me to handle, and I release down her throat almost immediately. Still allowing her to control the pace, her head continues to bob and suck, her wicked little tongue slithering around my shaft and she somehow manages to swallow every drop I pump down her throat. It’s a glorious feeling when her mouth slides off my shaft and I bask in the aftermath of my release.
I’m still recovering when her face moves close to my shaft again and her tongue circles the head of my dick, lapping up what’s left of my semen and keeping me hard in the process. It’s not difficult to imagine why so many guys like fucking her. After a few minutes of her eager tongue bath, something I was in no real hurry to stop, she finally pulls away and stands back up.
I look her in the eyes again and see the same distant look, but there is also very strong arousal. I don’t need to be experienced to see that. Deciding it’s time to get underway, I cross the room and grab one of the chairs then place it right in front of Santana’s locker. I quickly remove all of my clothes before I sit down and motion for her to come to me. As she stands before me once again, she notices the name on the locker and her reluctance returns almost immediately.
I decide to ignore it and reach forward, then hook my thumbs inside her panties and pull them down her slender legs until they drop to the floor. Damn, she looks so hot standing before me with no panties on but still wearing her uniform. Seeing that gives me a dirty little thought, and I decide to mess with her head a bit.
“You can still stop this you know. You can pull your panties back up and leave this place right now. I will still leak the information about Santana and also reveal everything you and I have done so far, and she’d have a really tough time of things, but at least you wouldn’t have to cheat on your boyfriend and degrade yourself even further. From what I hear, your boyfriend is the first guy who has ever seen you as anything more than a good lay.”
I stroke myself as I taunt her, making it awfully clear what the next step is in all of this. I mean it though; if she wants to leave I won’t stop her. I feel like she needs to be the one to take the next step if I’m going to proceed to the one after that and get Santana involved.
“I suppose he saw something special in you. Maybe he thought you could change and become a young woman who is proud of herself. But you haven’t changed have you? You’re still the same eager slut as before, and the only thing special about you is how good you are at being one. I guess it all comes down to a very simple decision. Are you going to fuck me to protect the people you care about, or will you walk out and risk losing it all?”
It doesn’t take her as long to decide as I thought it would. She closes the distance between us and lowers herself onto my lap, poised right above my cock. I grasp her firm ass cheeks in my hands and squeeze them, making her lean forward so her chest is pressing against mine. I prod her wet opening with the head of my dick, teasing her.
“Are you a slut, Brittany?”
She looks down at me and slowly nods. I press against her opening again but rub against the sensitive hood of her clit. Her breathing hitches at the contact and I can’t help but smirk up at her.
“Don’t nod; tell me in your own voice! Are you a slut?”
“Yes…I’m a slut.”
I barely hear her, and saying the words aloud only seems to make her feel worse. After seeing how quickly she gave in to that lust before, I have no doubt that once we get started she’ll be very eager again. I’m doing this just for my own amusement.
“Your boyfriend deserves someone a lot better than a girl who is so easy to get into bed, doesn’t he?”
She nods again, and then suddenly gasps when I squeeze her ass and rub my cock against her clit again. Her shame and humiliation is warring with her desire. Her body wants what it wants, and she is still so used to obeying it over everything else. I want the slut in her to overcome the person she was trying to become, and I want her to know that it’s happening.
I draw her down into a kiss, making sure to give her mind something else to focus on. It’s only natural to run away from an uncomfortable feeling. People hide their pain all the time be seeking solace in sex, and she’s no different. She responds to the kiss and pulls me closer, pressing her body against mine to increase the contact.
I pull away when breathing becomes an issue and we just stare at each other for several moments. I nudge my cock against her wet opening again and she seems to come to a decision. She wraps her arms around my neck and shifts to a more comfortable position in the chair. Poised just above my thick shaft, she slowly lowers herself onto it. When the wet heat of her sex envelopes the head, I clench my teeth together and catalogue each new sensation as she takes more of me inside.
Surprisingly enough, she’s pretty gripping me very tightly. It could be because I have a big dick, or because she always takes really good care of her body. Either way, when she finally settles down against me with every inch buried inside her, I groan out the breath I didn’t know I was holding and take a few moments to admire the feeling and sight of the uniformed cheerleader on my lap.
Sometime during her descent, she had closed her eyes, and right now there’s an intense look on her face. I squeeze her firm ass again and she lets out a sexy little whimper and clamps down around me, sending little lightning bolts of energy throughout my body and melting every nerve ending I have. Her eyes open again and I’m almost floored by how intensely aroused she looks. Her body is calling the shots again, ignoring everything else but what she wants.
“Show me why most of the guys in this school can’t get enough of you, Brittany.”
In response, she does a sexy rolling thing with her hips that makes me groan and tilt my head back. She then slowly draws herself up until I’m halfway out of her and swiftly pushes back down. Our moans of pleasure start to mix together as she sets a steady, riding pace. Every time I grope and squeeze her ass, she tightens around me, causing an incredible messaging sensation along the length of my cock.
I don’t know when it happens, but I start raising my hips up to meet hers with every downward thrust, making her cry out in pleasure every time I enter her. In response, she speeds up her own thrusts. The slap of flesh against flesh becomes almost as loud as our moans. She’s quite vocal about her pleasure, and I’m enjoying seeing her this way. I kind of wish I hadn’t asked her to wear the uniform, but it’s definitely one hell of a sight.
Unfortunately, I’m not nearly used to this enough to control my release for very long. Every time I feel her take every inch of my cock inside of her and hear those sexy moans, I very nearly topple over the edge. It’s becoming damn near painful!
“I’m close!”
I warn her because if she doesn’t come as well, I’m going to be very disappointed. She suddenly slows down and leans back a bit, instead of leaning mostly against me like she has the entire time. She pulls up until only a little of shaft is out of her and then slams down hard. My sharp moan causes her to do it several more times before she makes me come. Just as I release inside of her, I feel her entire body convulse while she whimpers. She worries at her lower lip again with her teeth, and I enjoy the sight of her tensing up with every stream of semen I shoot inside of her.
When both of our orgasms finally stop, I lean back in the chair and try to catch my breath. Seeing that she doesn’t have anything else to rest against, I pull her against me until she finally surrenders and rests her head against my shoulder.
Oh, Brittany…you have so many things to teach me.
********************************************************
Hope you enjoyed this chapter. It took a while to write because I usually take a bit longer to get to the sex. However, this story is going to have more than one girl in it so I can't delay things too much without ruining the pace.
In this story I want to portray Brittany as a reluctant slut. The main target in this story is in fact Santana, who I'm definitely going to make fight back a little more. You won't have to wait much longer before she gets involved though.
Show that rating bar and review section some love. I need to know what people think so far. The next chapter should be up in about three or four days.
Oh, and I want to point out that Quinn and Rachel will eventually get caught up in this as well.
- 1
- 2
- 3
You need to be logged in to leave a review for this story.You need to be logged in to leave a review for this story.
Report Story

Glee - Blackmailing The Gleeks