Fucking My High School Bully [Str8] [m/f] [prost] [Mdom] [reluc]

Blurb: *After years of torture at highschool, James or ‘Little-Dick-Jimmy’ gets his chance to make all of that time worth it by hatefucking his former bully.*

**Author’s Note:** *This is a story of rough sex and ‘hatefucking’. It is in no way a non-consensual story. I wanted to clarify this because I realise there are certain parts may seem like they’re hinting at a rape scenario, but that’s not the case at all. If rough sex, dirty talk, mild violence or hate-sex disturbs you, please do not read on. Otherwise, enjoy.*

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I wasn’t a popular guy in school. I was never any good at sports, I froze up when talking to most people, especially girls and I much preferred keeping to myself. It didn’t help that I was your fairly stereotypical-looking, geek kid. I had to wear braces throughout most of school, I was slim and fragile, and my bright Orange hair was fairly long and very curly, so I definitely stood out in a crowd. But hey, I didn’t have bad acne, so, I guess that was something.

I definitely wasn’t bullied as bad as a lot of other kids at the place, and if it wasn’t for this one girl, I probably would have been more or less okay. Not amazing, but if weren’t for her then I don’t think my life would have been hell for all those years. Not only did she constantly single me out for her own entertainment, but most of the other kids didn’t seem to bother picking on me until she brought me to their attention. She had all of the guys at her mercy and would order them to humiliate me in some new way, on a daily basis, not to mention the countless things she did herself, like making up lies and rumors about me. Once she even spilled water over her classwork but blamed it on me and of course, the male teacher believed her without question after one look into her huge, innocent-looking eyes. This girl’s name is Ellie and I HATED her. She was one of the most popular girl’s in school who was friends with everybody (except for nerds like me of course) and she was sought after by every boy courageous enough to pursue her, and was most definitely a fantasy for the rest of us. As much as I hated her and it killed me to admit it, there was no denying that she was unfathomably gorgeous though.

Ellie was the kind of girl that you could just do nothing but stare at all day, and wouldn’t get bored, ever. She was exceptionally petite of course, falling a few inches lower in height than the average girl at our school and looking like she weighed as light as air. Her long, caramel, blonde hair was slightly wavy and fell to her shoulders. Her eyes, were impossibly green and looked like little Emeralds that sat alluringly above her cute, little nose and plump, pink, lips, all of which highlighted her beautifully tanned complexion. She never had the biggest boobs or the roundest butt, but nobody cared for she was knuckle-bitingly perky and her beauty was so eloquent that her proportions didn’t matter. She even had braces herself but she pulled them off so much that they somehow made her cuter; it wasn’t fair.

It was no wonder how she left school with acceptable grades despite hardly studying. She probably convinced one of the smarter kids to do her homework and it wouldn’t surprise me if she just fluttered those long eyelashes at some of the male teachers to twist his hand a little bit, too.

Toward the end of high school, I decided to work on the things about myself I wasn’t happy with and have maintained that to this day. My hair is short and slick now and I’ve grown out of my braces, plus my abs are visible so I have a little bit of muscle to me now. Considering how little it’s been since school, I’m also doing pretty well for myself, financially but I won’t bore you with the details. Despite what Ellie and her gang of disciples used to say about me, I won’t die a virgin. Admittedly I may have used an escort service to help me there, but I don’t care for romantic relationships and since money’s not an issue, it’s easy sex. So imagine my surprise when one day I’m browsing a site full of stunning ladies, when I find her there.

Her name.

Her pics.

It was definitely, her.

It seemed to good to be true. The excitement I felt was unreal but it didn’t take me long to know that I wanted her. This would be my chance for revenge for everything she did to me. So, I arranged a meetup, (without letting her know it’s me, of course) prepaid through the website’s service which I only trusted as I had used it so many times before, and waited patiently.

*Knock, Knock.*

“Who is it?” I demanded, expecting only one person but wanting to be sure.

“It’s Ellie,” a sweet voice returned from the other side of my hotel room door, “Your *date* for the evening.”

I could feel my heart thumping into my chest as I reached for the handle. The adrenaline that filled me was pure excitement, the kind of nerves she gave me in high school all gone now, but this thrill was enough to make me sweat all the same.

I pulled open the door and there she was. Looking as extraordinary as ever, the only minor changes was that she seemed somehow skinnier and she had lost a braces, which was a bit of a shame. I had to bite my lip as I hungrily eyed her from head to toe. To add more to the humiliation I intended to bring her, I requested that she wear a schoolgirl outfit and much to my joy, she came wearing her real one that she fitted into effortlessly. It was your normal schoolgirl’s uniform here in England, a white shirt that pressed right up against her perky, chest peaches, a black tie falling over them. As well as a short black skirt that she ensure only just covered her thighs and finally a pair of black shoes. She left the blazer, but that was fine by me as she never used to wear it anyway. Of course she wore a large jacket to hide this fact on the way over, but quickly unzipped it as I invited her into the room.

“So,” she began as she laid her jacket cooly on my bed and sat next to it, “Would you rather me be a bratty, naughty schoolgirl for you to punish, or a sweet, innocent girl for you to teach?” She nonchalantly leaned back ever so slightly just so she could spread her legs enough for me to glimpse at her soft, cotton white panties that hid the subject of my best fantasies for years.

It occurred to me though, that she was treating me like every other escort. I knew I had changed more than she had since school, but did she really not realize who I was? Perhaps she just preferred acting like she didn’t know, but either way I was going to make sure that by the end of the night, she’d never forget me.

“Ellie?” I asked uncertainly. “It’s me, James?” I could see that there were no bells ringing in her head so I unfortunately resorted to a name she’d be more used to. “Lil-dick-Jimmy.” I added, trying to sound casual but the irritation behind my words were clear.

Luckily, they did the trick though as she quickly hopped up from the bed, wide eyed and now ripe with embarrassment. “Oh my god, J-Jimmy?” She repeated, her face now a beautiful, bright pink. “Wh-You? Um, y-you…” She stumbled on a little more so I decided to help her out.

“I hired you here.”
“W-why?”
“…Because I’m going to fuck you.”

She looked so confused and bewildered but most enjoyably of all, she looked unhappy. I continued to eye her eagerly, letting her know how serious I was about plunging my cock inside of her like I had jerked off pretending I was doing for many years.

“Look,” she finally spoke, “I don’t get what’s going on here or why you chose me, but I’m really not comfortable with this, so I’m going to leave.”

“Sure,” I said casually, gesturing towards the door, “But remember, I have already paid…A LOT.” I reminder her. “And since I’m not getting what I paid for, the agency will have to find your replacement, for a discount with a refund, and I don’t think they’re going to be too happy with you for that. So feel free to go, or stop being a little, whiney bitch about things and make yourself a healthy sum of money for one night’s work.”

I could see in her eyes how easily I had changed her mind, but she didn’t look anymore comfortable with the idea.

“Okay.” She muttered quietly, sitting back down on the bed. “So, how’s this going to work? What is it you want?”

I smiled a crooked smile and slowly walked over to sit beside her.

“First, I want to talk. I want to know somethings about you. Tell me about your situation, more specifically, why you’re doing this.”

She nodded and directed her eyes to meet my stare. “Life doesn’t always work out how you hope. I was stupid and naive enough to think that life after high school would be just as easy as before but obviously it isn’t…” She sighed, knowing I wanted more as I continued to peer at her. “My parents kicked me out, all of my friends moved on with their lives and left me behind, and I had no job, no money, nowhere to turn. So after hearing about all of these girls who sign up to these agencies and make good money, I gave it a try myself.”

I found myself getting lost into her sparking, green eyes and if it wasn’t for the vivid memories of how much I used to hate my life because of her, then tonight could go so differently. She seemed so fragile and breakable herself, if I didn’t know her, I would have wanted to be so caring and gentle with her and if anything, maybe see if there was anything I could to help with her situation, even offer her to stay with me. That’s how beautiful she was, she could melt your heart and your mind with that gaze of hers and almost make you forget the wealth of hatred you hold for her. But I wasn’t to be deterred, I knew what she did to me, and I was going to get my revenge.

“Do you like doing this?” I asked, genuinely curious at her response.

She shrugged her shoulders. “I mean, *I don’t hate it.” I make good money and all…it’s just that…I don’t know, I guess I should expect it but the way some of the guys you have to meet with talk to you and act, it can get a little hard to deal with sometimes.”

I nodded, listening intently. *’This poor girl’*, I thought to myself. “How old are you now?”

“Actually…today is my 19th birthday.” She said, seeming ashamed of the fact. She saw my surprised gaze and nodded her head slowly. “Well it’s not like I had anyone to spend it with and when a high paying customer like you makes a request, the agency are pretty enthusiastic to see it through.”

I slowly reached out and took her hands in mine. They were so velvety soft, just as I had always imagined. “Are you okay?” I asked, my voice now a whisper.

She didn’t say a word at first but nodded once more as we gazed into each other’s eyes. We slowly leaned into one another, her eyes now closing as our lips were about to meet, her intoxicating scent filling my nostrils as our faces become only centimeters away. I suddenly feel her warm breath on my flushed skin as she whispers back, “Maybe today won’t be such an awful birthday after all.”

Now.

The timing is too perfect.

I rapidly rose, standing on my feet as I roughly grasped a ball of her beautiful, silky, blonde hair in my hand and forced her onto her knees in front of me. “Listen to me, you little slut. You made my life a living hell, so tonight you’re going to make it up to me and you can start by sucking my dick.” I demanded with more authority in my voice than I’ve ever had before.

She was clearly shocked by the rapid change of circumstance and seemingly upset too. But luckily she didn’t forget the real reason she was here and followed my instructions obediently. She reached up, and slowly pulled down the zipper on my black, suit-trousers. She cautiously wrapped her heavenly fingers around my rigid, already rock-hard cock and freed it from the clothing it hid beneath, so it now stood at attention, my purple-helmet soldier staring her in the face.

*Lil Jimmy my arse.* I thought to myself. Okay, six and a half inches wasn’t huge, but it wasn’t little either. And it was certainly thicker than average, so I looked forward to seeing if she takes this with ease or not.

Eliie began slowly stroking my hard, firm cock, her petite hand gently wrapped around it just enough for her soft finger to trail up and down my shaft before she took a more firm grip on it and guided the tip of my dick to her lips.

“Look at me!” I barked.

Her gaze changed from the throbbing member in her hands to my hungry glare. Keeping her beautiful Emeralds fixed on my eyes, she parted her soft, pink lips and wrapped them around the entire head of my cock.

“Oooh, fuck, Ellie!” I groaned as my the top of my cock rested snugly between her plump lips, my mushroom head sitting joyfully on her tender, wet tongue. The feeling was something else. The electric pulses that were shooting from the tip of my cock already felt better than any sensation I had ever felt before and I was scared that I’d blow my load sooner than I hoped.

“Show me how deep you can take it.” I ordered with a grunt.

Slowly but surely, she invited the entire length of my cock into her hot, wet mouth and down her throat until my fat prick had stretched her lips out and her nose was firmly nestled in my pubes. With her silky hair still firmly in my grasp, I quickly yanked her off my dick, fearing that I would emptied my hot goo inside her there and then. I took a deep breath, composing myself as I could feel my tense body begin to relax a little more as the threat of my impending orgasm slowly drifted away. I glanced down at her to see that she was still gasping for breath; perhaps she didn’t swallow the entirety of my cock as easily as she had seemed to. She looked so sexy, kneeling there on the floor, panting away, her usual neat hair now messy and going frizzy. I quickly unbuckled my belt and let my trousers and underwear fall to my ankles before stepping out of them. I began pumping away at my cock with one had as I used the other to grab a fistful of her hair and yank her toward the bed. I took off my shirt and laid down, completely naked before her.

“Make me feel good.” I ordered.

Ellie crept up onto the bed and laid herself between my legs where my engorged prick stood. She began gently massaging my balls with one hand and gripped the top of my dick with the other. In short but rapid strokes she began jerking me off, sending more unbelievable waves of pleasure throughout me. I closed my eyes and just laid back, trying to control my breathing so I don’t cum to quickly as this little slut works her magic. Suddenly I feel new sparks of electricity surge through my cock as I look up to find Ellie, slowly dragging her little, wet tongue up the length of my cock. She’d start right down on my balls, then move up to the bottom of my shaft and keep her tender, heavenly tongue pressed against my cock until she’d reach the very top, only to stop and gently suckle on the very tip of my swollen member before she’d then drag it all the way back down, only stopping when she’d engulf my balls into her mouth and lightly suck them before she’d repeat the whole process again.

“OH FUCK!” I cried out, quickly sitting up and pushing her away from me, causing her to roll of the bed.

She quickly got up and watched me with concern, “What? What’s wrong?”

I sat, frozen still, tensely gripping the bed sheets as I do everything in my power to not let a drop of cum escape my cock. My whole body was incredibly tense, craving a release and good lord, if I came then I don’t know I would have stopped. My cock felt like it was going to explode but I wasn’t prepared to bust yet. As soon as I felt myself begin to ease up, I sighed and looked up at her.

“I’m fine.” I told her sharply.

I was beginning to get even angrier now. I invited her here for revenge and she was beating me at my own game. Well, no more.

I stood up from the bed and with one swift movement gave her a harsh slap to the face. It was an impulse and I hit far harder than I usually would; so hard that she was no longer on her feet but now on her arse holding her cheek.

I didn’t think about doing it, but luckily I included rough sex in my request, including slapping among other things, so it’s not like this was out of bounds, but even I was shocked with the force of my action. I was still mad though, the thrill of slapping her filling me with some sort of excited rage.

“You’re such a little fucking slut. I bet you do this because you can’t live without dick and you know that you’re good for nothing else.”

She didn’t respond. She still seemed dazed after feeling the wrath of my hand across her face as she sat on the floor gently rubbing her cheek which had now turned a deep, shade of red. Impatiently, I reached down and grabbed her tie, causing her to yelp as I use it to yank her to her feet before I pushed her onto the bed so she’s laying on her stomach.

“Put your arse in the air.” I ordered and she complied obediently, keeping her face pushed into the bed. Her skirt fell so that her little backside was on display and I was stunned. The sight of her pnaty-clad, perky rear mouthwatering. The fabric of her cotton, white panties had ridden up into her little, teen fuckholes. I grabbed the soft fabric of her knickers and yanked them halfway down her delicate, dainty legs, inadvertently growling as I did so.

I slowly ran my finger across her tight buns before stopping and squeezing it with all my might. She may have had the tightest, most perky arse I’d ever seen. I slapped it, causing her to squeal as I stood by, watching with satisfaction as the tiny bit of meat this little slut did have anywhere on her body wobbled slightly from the impact of my hand.

I couldn’t help my self, her butt was so indescribably alluring the without hesitation, I bent over and buried my face in her arse cheeks before running my tongue lightly around her arsehole then trailed off to the side and enjoyed the taste of her flesh before suddenly, I sank my teeth into her skin. She jolted as she cried out, but I was being overtaken by my primal instincts. I grabbed her hips and positioned her infront of me. I rubbed my the tip of my swollen prick up against the velvety gate of her tiny, pink pussy, groaning with pleasure as even the sensations of that act was near unbearable. I didn’t care what happened after this point, as long as I was inside of Ellie I’d be happy.

I thrust forward, plunging half of my thick dick inside of her little fuckslot. “Ooooooh, fuuuuck, Ellie!” I groaned out, bending over her as her pretty, little cunt engulfs my cock. I could feel this divine pleasure emitting from the tip of my dick and spread throughout my body. My knees buckled and I collapsed on top of her, every inch of my dick plummeting inside of her teeny hole. I knew I wasn’t going to last much longer, but I was going to make every second count. I reached under her and grabbed her school shirt, I pulled it apart and tossed the pieces aside. I held her close to me as I began to mercilessly pound away at her tiny, wet cunt. Our sweaty, naked flesh grinding together as our boiling bodies writhed against one another.

I pressed my lips against her sweaty neck and sucked on it for a few seconds before I dragged my tongue up to her ear and nibbled on it.

“Who’s my little slut?” I growled.

She didn’t answer but her breathing was sharp and rapid as I continued to thrust my cock in and out of her little fuckhole.

“You’re just a little cumslut to me.” I whispered, hoping to elicit some sort of response but all I got back was this sort of, zombie-like groan.

I continued to pound her pussy into oblivion like a little fucktoy and suddenly, I felt a euphoric tingling sensation in my balls. “OH MY FUCKING GOD!” I yelled so loudly they probably heard me down at the reception desk. With one final thrust I kept my dick lodged firmly in her absurdly tight cunt as waves of ecstasy rushed my body and filled me with immeasurable pleasure. My dick violently spasmed inside of her, unleashing unholy amounts of my baby-making cream into her barely nineteen year old womb. After what felt like an eternity of cumming, I collapsed on top of her sweaty, sticky body, certain that I had completely emptied my entire sac of baby batter. Her musky scent filled my nostrils as I felt my waves of ecstatic joy release my body and I was soon filled with exhaustion instead. I lay still for a sec, Ellie’s petite figure buried beneath me as my ears stopped ringing and I composed myself. I rolled off her, pulling my deflating dick from her pink entrance and laid on my back, trying to gather myself. I eyed her limp body, joyous at the thought that I still had the rest of the night to play with her and use every and any bit of her body that I so desired.

I closed my eyes, wondering if I’ll ever have my strength back when suddenly, I felt a pair of tender finger tips rest against my chest. I open my eyes to find Ellie snuggling up to me, holding her little body close to me.

“That-Was-Amazing.” She whispers between breaths.

I was shocked; absolutely flabbergasted. She wrapped her petite arms around me and nestled up close. “Please, don’t go.” She begged, desperation ripe in her voice.

“What?” I asked slowly and dryly, my voice hoarse.

“That was incredible.” She told me urgently. “Better then incredible – indescribable. What if I could be your girlfriend? I swear, I’ll spend the rest of my life making it up for what I did to you. Please.” She whispered.

Holy fuck. I made this chick obsessed with me.

*Ellie was overwhelmed with emotions. The boy she treated so poorly for so many years had become a handsome, wealthy, responsible man with a godlike talent for sex. And her life was just a mess. But in his arms she felt safe, in his presence she felt better and maybe, if he was willing to forgive her, she still had a chance to live a happy life.*

So I was faced with a choice.

I could forgive her. I could spend my life with the most impossibly attractive girl anyone has ever seen and give her a safe, secure and happy, fulfilling life. Because after all, now we’d grown, she didn’t seem so bad and maybe, I could actually grow to care for her, I mean, I would have if it wasn’t for my grudge.

Or I could do what I had came here to do. I could get up, get dressed and just leave. Leave her laying a sweaty, used, mess on my bed and send her back to the life she now seems desperate to move on from. I could truly hurt her by walking away satisfied that I fulfilled my agenda and got my revenge.

I felt more torn than ever in my life. As I looked down at her I could easily see my future wife; I wanted to look after her and tell her that I won’t let her be hurt again. But as soon as I remember what she did to me, it all changes and suddenly I’m not looking at the same person anymore. I’m looking at the worst person in the world and I want nothing more than to hurt her myself.

*What would you have done?*

[**Thank you for reading this story. This was my first time writing a sex story and one of my first times really trying to write anything at all. I know that it’s far from perfect but I really hope you enjoyed it. Any and all feedback is much appreciated.**]

Source: reddit.com/r/sexystories/comments/7tvog9/fucking_my_high_school_bully_str8_mf_prost_mdom