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Chapter 8
by QueerKestrel
Is Jessica going to share her toy?
The more the merrier
Three boys stroll in, laughing and joking, an edge of transgressive nervousness in their voices as they breach the forbidden sanctum of the girls locker room. Their banter peters out as they take in the scene before them, all of their eyes bouncing from one naked cheerleader to the next before locking onto you, the little purple haired toy on her knees next to Jessica.
The tall one with messy black hair and a basketball uniform whistles. "Shiiiiiit Anna, what have you been up to? Who's this?"
"Good question, James." The stocky boy in a baseball jersey can't keep his eyes still as they roam over your body. "Jesus, Stacey, I can't leave you with your amigas for two minutes, you always gettin in some kinda trouble."
You recognize the blonde hunk leading the group as Jessica's boyfriend Miles. "Well that's why us guys are here, Felix. When trouble calls..." His pale blue eyes drink in your trembling form before looking up at his girlfriend standing above you. "I take it this is what you texted me about, babe?"
Jessica strokes your hair, and you can feel just a hint of impatience in her touch. "Sorry to be so cryptic, my dear, but I didn't want to spoil the surprise. Do you like my new toy?"
Felix rubs his hands together. "Oh she's a nice one Jessy nice and slutty just like I like em."
Miles nods in agreement. "Yeah, babe, she's real nice. You always manage to find the sluttiest girls for me."
Jessica giggles. "Well my poor little pussy can only handle so much of you, darling. I need to find insatiable sluts like this to keep you satisfied."
A strange feeling is twisting inside you. Being below Jessica, having her... present you as a toy to be shared, feels so nice. So right. But the way these boys are looking at you, the way they're calling you slutty... It's not like you care about that word, you're not ashamed of your sexual appetites. But the sound of it coming from them conjures an image in your mind that doesn't fit. The fact that right now you look exactly like that image just makes that twisting feeling even worse.
"Jess, come on, what is this?" Lu steps forward, between you and the leering group of boys. "RC... the toy... is ours. We broke her in. Do you... do you really wanna share this sweet pussy with these dudes?"
"Lu!" Jessica's smooth purring voice finally slips into harsh impatience. "I have had quite enough out of you today. If I say I want to share my toy's pussy, then I... actually..." she looks down at you, and you shiver at the icy calculation in her eyes. "You've given me a fantastic idea, Lu. Up on the bench, toy. Lean back and spread those legs nice and wide."
Still unable to stop yourself from shaking, you obey Jessica. The too-small skirt bunches up around your waist as you use your hands to spread your long legs. Once you're settled, you look up at Jessica, waiting for another command.
Your Mistress smiles at you. "Oh how delightfully obedient you are. Now, Lu has a point. I don't want to share your sweet pussy, because I don't think you deserve to have your pussy plowed by my boyfriend's dick. In fact, I'm still a little irked by your whole pretending-to-be-a-boy game."
"The fuck does that mean, babe?" Miles looks perplexed as he eyes your dripping pussy.
"Don't worry about it, dear. Now, where was I? Oh, yes. My little toy doesn't appreciate her girlhood. If she wants to be a boy so bad, I'll give her what she wants. Sweetheart, you know how I won't ever let you fuck my little asshole, no matter how nicely you ask?"
Miles furrows his brow. "Yeah babe?"
"Well I've got a nice, tight asshole for you to fuck right here." She reaches down and toys with your puckered entrance, making you gasp. "Lu, I need you to come over here and make up for your little outburst from earlier. Get my toy's asshole ready for my boyfriend's big hard cock."
You watch Lu's face as she looks between Jessica, Miles, and your spread legs. She seems to be making a calculation, weighing her options, and as she looks at your exposed holes she lets out a little sigh and the tension in her body deflates. "Alright, Jess. Whatever you say."
Once again you feel that strange rush as the power dynamic in the room shifts around you. There's a part of you that will always think of Lu as Dom, will always be grateful to her for teaching you these secrets about yourself. You want to be a good sub for her, serve her, obey her. Watching her obey someone else, especially Jessica, makes you almost giddy with euphoria. Jessica, the terrifying beauty who **** surrender after surrender from you, can command even someone as strong as Lu.
I'm so happy I get to be her toy.
Lu leans over and brings her face close to yours. "Do you trust me, sub?"
All you can manage is a trembling whisper. "Yes, Dom. Always."
She gives you a sad smile. "I'm gonna do what I can to get you ready, but this is still gonna be a lot. You ever taken a dick in your ass before?"
Part of you twinges as you remember Tony trying and failing to **** himself into your rear. "N-no, Dom. Not really."
"OK. You can do this, but you're gonna need to relax. I've seen his cock, and it's gonna feel like too much at first. But trust your body, trust me, and when you feel like you can't take anymore..." She puts her nose right against yours and says the last part as a breathy whisper. "...let go."
You close your eyes and take a deep, trembling breath. Opening them again, you let the strength in Lu's eyes pour into you. "Yes, Dom."
Her only response is to press her lips against yours. Not one of those overpowering kisses you've come to crave, just a gentle touch. She moves her head down, repeating the gesture on your chin, your neck, between your breasts, on your stomach, just over your mound. She moves down, past your pussy, and you sense just a moment's hesitation from her, like she wanted to kiss you there but didn't dare to violate Jessica's implied directive that your pussy is off-limits. You expect another soft kiss on your asshole, but instead she does something that takes your breath away.
Her thick, wet tongue presses into your entrance, and keeps pressing. Your body starts to go stiff as you suck in a sharp breath, but then you remember her instruction to relax. You slowly exhale and release the tension in your muscles, allowing Lu to press her tongue farther into your rear. Just when you think it's as far as it can go, you feel her hands grasp the flesh of your ass, her thumbs pressing into the edge of your sphincter and stretching. Pulling you open and letting her press even farther until you feel as if her entire tongue must be inside you by now. You pull in a deep, trembling breath, trying not to let this strange new sensation overwhelm you. Then, she starts to move.
"HaaaaaaaaaAAAANH!" You can't hold back your voice as your eyes screw shut. You barely even notice the other cheerleaders and their boyfriends laughing at your reaction. All you can focus on is what Lu is doing inside you. Nothing has ever come close to feeling like this. It's more than just her opening up and pressing into this untouched part of you. It's like her tongue is reshaping all of you from the inside out. She keeps stretching you wider and wider, pressing deeper and deeper, every nerve she touches catching fire and burning hot, hot, hotter than you ever thought you could bear.
"Alright, Lu. I think she's ready. Miles certainly is." Jessica's velvety voice penetrates your mind, and you open your eyes to take in the scene around you. The curvy brunette is leaning her head against her boyfriend's muscled shoulder, one hand stroking his thick cock. Is that... is that really going in my ass? Glancing to the side, you see Anna wrapped around James like she's climbing a tree, grinding against his torso as she bites at his neck. Felix is sucking on Stacey's tits and fingering her pussy as she coos and rubs her hands over his buzzcut. All the boys have their pants off at this point, and the sight of their hard cocks gives you a strange feeling of jealousy. Not of the girls touching them, but of the boys themselves. Huh?
Lu reluctantly pulls her tongue from your ass and stands, moving around behind you. Jessica leads her boyfriend by the cock over between your spread legs. She stops stroking him just long enough to spit into her hand and then resumes, making the throbbing meat glisten. "It's nice, isn't it toy?" She smiles at you, that wide cruel smile that fills you with exhilarating terror. "I'm being awfully generous sharing it with you. So, beg for it. Beg for my boyfriend's cock in your asshole."
Something twists inside you. The part of you that surrendered to Jessica makes you say "p-please... please put your cock in my asshole." But something else holds back, makes your voice weak, hesitant. You don't understand. I... I like to be fucked. I like... I like cocks. And Jessica... Mistress... she wants me to take it. Why am I...?
"Oh come now, toy!" The harshness of Jessica's voice makes you flinch. "You can certainly do better than that. Beg my boyfriend to fuck your ass, and mean it!"
You look Miles in the eyes, the smug grin on his face intensifying that strange hesitation inside. He's so... masculine. Wait, isn't that... isn't that what Lu showed me? When I feel this way, when I feel... masculine myself, I... I don't... I don't want someone like him. He's too muscular, his arms too hairy, his face too handsome. The way you're feeling deep inside – the way these girls made you feel and then Lu helped you understand – wants nothing to do with a boy like him. Doesn't want his cock anywhere near you. You want to touch something soft and feminine, penetrate it, not have something so hard and aggressive penetrate you.
But it doesn't matter what I want. Lu taught me that, too.
You take a deep breath and spread your legs just a little wider. "Please, Miles. Please fuck my tight asshole. I want... I want your cock inside me. Stretch me out, fill me up, take me, fuck me. Fuck my ass! Please!" The longer you beg, the more you get into it, until by the final please you're practically shrieking. It feels good to beg for something you don't want, because Jessica told you to. The feeling of aversion deep inside becomes thrilling when you understand Mistress is making you feel that way. I'll do anything for you, just let me be your toy.
Miles steps forward. "Well shit, if you're that **** how can I say no?" His grin widening, he presses his slick cockhead against your entrance and pushes.
It hurts. It feels wider than it looks. You know Lu's preparation is the only reason it's going in at all, and it's still agony. Delicious agony. You try to focus on the sensation of pain, hold onto that realization that pain is something you want, something you love. Miles grabs at the back of your legs, stretching them wider and letting out a rumbling sigh of satisfaction as he bottoms out in you.
You can barely breathe. Miles begins to pull out, and you know if he really starts to fuck you there's no way you'll be able to take it. You feel strong hands on your shoulders, sliding down your arms to take your hands, pulling them back so your arms are above your head. You look up to see Lu, that same sad smile on her face. Just as Miles pulls out enough that only his cockhead remains in your rear, she mouths the words let go, and you obey your Dom.
Miles doesn't seem to care about your comfort. Once he gets going he closes his eyes and lets out a groan of contentment, slamming into you harder and harder with each thrust. Thanks to Lu's preparation and guidance, your body is able to take the intense assfucking, and you start to sink into the glorious sensation of pain. Below the physical feeling remains that deep aversion to having him fucking you at all. Looking away from Lu, past the football player pounding your ass, you see Jessica watching the scene with a serene smile on her face. You smile back, wrapping your heart in the knowledge that this is only happening because of your submission to her.
That warm feeling settles over you like a blanket. That warmth sinks into you, into the space opened by the cock stretching this untouched part of you. Lu's hands squeeze yours, steadying you, allowing you to focus on the pain and the awakening joy. Before you can really begin to enjoy it, though, you hear a choked grunt and let out a small cry as Miles slams into you one last time. His fingers dig into the flesh of your legs painfully as you feel his cock spasm in your depths. He finally finishes and pulls out, and you almost giggle at the sight of his face, drained and defeated. My ass is that good, huh?
"What the fuck, Miles? You never finish that fast when you're fucking my pussy! What, you like assholes better? You some kinda fruit?" Jessica sounds more upset than you've ever heard her, an edge of anger taking over her smooth voice.
Miles blinks and shakes his head, coming back from the stupor your ass put him in. "Babe, shit, I... it was just really tight... and that slutty outfit she's in..."
"Stop talking about her!" She leans over your face, pushing Lu out of the way, and grabs your cheeks with one hand, squeezing hard. "Don't get any ideas toy he is mine." She growls out that last word, her icy blue eyes flashing with rage.
Part of you wants to defy her right then, just to see how completely she would destroy you. Pushing past that sickening thrill, you instead nod and meekly say "y-yes Mistress."
"Good!" With that Jessica stands up and gives your pussy a sharp smack, forcing a yelp from your throat. Grabbing her boyfriend by the arm, she drags him to the far side of the locker room, berating him the whole way.
Before you can process what just happened you feel small, soft hands dragging you off the bench. You get your feet under you just in time to avoid tumbling onto the floor, and you stumble as Anna and Stacey pull you toward their boyfriends. Felix is lying on the floor, one hand behind his head in a relaxed pose, the other holding his stiff blunt cock. James is standing next to him, stroking the longest dick you've ever seen and smirking at you.
"We wanna see just what a little slut you can be." Stacey's voice is bubbling with excitement.
"C'mon, bitch, give us a show!" Anna smacks your ass and gives you a shove toward the boys.
You know what you need to do. You don't want to, but the part of you that's repulsed by these boys is buried under the still novel thrill of being told what to do. You put one leg on either side of Felix and squat down, taking his cock from his hand and holding it steady as you sink down onto it. He's thicker than Miles, but Lu's saliva combined with the cum coating your inner walls allows him to slide into your ass. Before you can start to ride him, you feel James poke his cockhead against your cheek, smearing his precum against your makeup-coated skin. Without thinking, you part your lips and turn your head to take him in your mouth.
"Fuck yeah you little cocksucking slut!" Anna shouts and pumps her fist. "Take my boyfriend's dick! Bet you can't take all of it!"
Stacey's eyes are glued to where Felix's meat disappears into your stretched and aching asshole. "That's it, slut! Grind on that dick! Move your hips, just like that, work it, work it, go!" Her voice gets louder as her cheerleading instincts start to kick in.
Meanwhile, her boyfriend is panting under you. "Oh my fucking shit this is a tight culo!" He runs his callused hands over your torso, pushing your top up to grab at your breasts.
James grabs at your short hair, moaning as you suck and lick at his cockhead. "Aaaaa fuck this slut can suck dick. Ohhhhhh my god." He starts to push farther in, poking at the entrance to your throat, making you gag. You can tell he wants to push all the way inside your mouth, and you feel a moment of fear, not having ever taken a cock all the way in your throat before. RC can't, but a slutty little toy can.
Let go.
The next time he pushes against your throat, you push your head back against him, and he slips his long cock into you. You barely even feel any discomfort, you're too focused on putting on a show for the girls, showing them what a good slut you are. You're bouncing on Felix now, one hand back against his chest and your other grabbing at James's hip for balance as he fucks into your willing throat. As the girls cheer you on, you get more and more into the act of being a little fuckslut. At the same time, that part of you deep inside that Lu helped you connect with feels more and more that this is wrong.
But even that feels good, because it doesn't matter what you feel. It only matters that you do as you're told.
Even though no one is touching your pussy, you start to feel more and more pleasure from the feeling of the thick cock painfully stretching your asshole, from the long dick reaching new places inside your throat. Before you can start to let that pleasure work its way to your core, you notice something that makes your blood run cold. Stacey and Anna both have their phones out, cameras pointed right at you.
Stacey has a wide smile on her face. "This is gonna be the viral video of the year!"
"C'mon bitch, smile around my boyfriend's cock! Smile for the camera!" Anna's eyes flash with cruel intensity.
No, no no no what the fuck? No one else can see this. Holy shit what if my friends see this?
What if Emily sees what a pathetic slut I am?
The boys certainly don't seem to mind being on camera. They just start to go even harder into you. The increased intensity almost makes you forget you're being filmed, maybe even being streamed. You feel your cheeks start to burn under the heavy makeup, but somehow that intense humiliation just feeds into the growing pleasure inside. No, why? Do I... do I want people to see me like this? Do I want them to know I'm just a little fuckslut?
James pulls your face against him, interrupting your thoughts and pouring his cum directly into your stomach. Felix grabs your hips to slam you down onto him, harder and harder. Moments later he joins the tall basketball player in pumping his cum into your gut. They reluctantly pull their slowly softening cocks from your abused holes, leaving a feeling of emptiness in you even as you feel their loads sloshing around inside.
Before you can collect your thoughts, more boys come into the locker room, more than you can count. Most of them wearing their athletic gear but some of them just in street clothes. Your gut tightens as you recognize some of them, and you barely process the sound of the girls welcoming them all to the party. Didn't take long for that video to go viral. I must have put on a hell of a show.
Felix pushes you off of him and you kneel on the floor, head spinning, not knowing what to do, not knowing what to think, how to feel. This is all too much. People are talking, but you're too overwhelmed to understand what they're saying. The girls instruct the boys to make a circle around you, and before you know it you're sucking a dozen different cocks, head bobbing from one meatstick to another as the boys madly stroke themselves whenever your mouth isn't on them.
"Holy shit, who is this slut?"
"Fuck, Drew, isn't this that grunge chick from your math class?"
"You're right! I never seen her in so much makeup, but I'd recognize that hair anywhere."
"Always knew she was a freak. Look at her swallow that dick!"
"Oh shit I'm gonna come!"
One boy comes on your cheek while you're sucking someone else, then another comes over your hair. The boy in your mouth comes over your tongue and you nearly gag at the taste. You pull away, leaning your head back, closing your eyes and opening your mouth to take them as more and more of them start unleashing their loads over you. You feel the jizz messing up your makeup. The slimy warmth starts to cover you, and you let the cum shower bury you. Bury your feelings. Bury your confusion. You don't need to think or feel anything, you can just surrender. Sink into oblivion. Disappear.
You discovered you need to surrender. So do it. Surrender yourself to this feeling. You don't need to fight back, you don't need to struggle with these questions of who or what you are. Just let go.
You're so much more than that, Charlie. I see it in you.
Yes. Yes. Emily I know I am. Opening your eyes, ungluing them from the cum covering your face, you see Lu watching you. Her strength enters you, meeting the inner warmth that Emily ignited in you, and begins to push past the cold darkness of the oblivion you almost gave yourself to. I do want to surrender, I do want to submit, that's who I am. But I'm more than that. I'm a girl who's also a boy. I can be both and I can be Jessica's toy and Lu's sub and a little fuckslut cumrag viral sensation. I am so much. I am me.
I am me.
"You're pathetic, RC."
That voice. No. No, not him. Not now. Why?
"You're late. I told you not to be late."
How can you face Tony like this?
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Secret Masochist
A psychosexual journey
A high school senior has self-discovery upon her
Updated on Jun 4, 2025
by QueerKestrel
Created on Jan 21, 2019
by QueerKestrel
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