Chapter 1 - Hedge Fund Fuckboy (Castle)

Kate Beckett stared steadily into the eyes of the insolent teenager as they stood across each other in the park, the orange glare of the streetlights illuminating the otherwise dark park. She had been questioning him fruitlessly for around 20 minutes while he easily dodged her most pointed questions. The teen, (Kate remembered his name as Brandon) leaned casually against the trunk of an oak tree as he faced her, his face dappled with shadows. It felt weird questioning a witness without Richard at her side, but Kate was confident she could wring the truth from him on her own.

However, his pretentious rich-boy attitude was seriously beginning to piss her off. It was too late for this crap.

“Why would you take the video if you’d played Russian Roulette so many times before?” asked Kate quietly, her arms folded underneath her breasts. Brandon’s arrogant stare was really starting to get on her nerves. “That strikes me as suspicious.”

The teen leaned back casually and chuckled, his smirk undiminished. “Does it matter? All it shows is Max shooting Donny. It’s pretty obvious that he shot himself. Just because we shot a video of it means we knew something was going to happen.”

“We, Brandon?” Kate said through clenched teeth. She brushed a bit of her long brown hair from her eyes, annoyed. “We’re talking about you. I think you set up Max to kill Donny and then killed Max to hide your tracks. Your friends covering you doesn’t change that.”

Brandon laughed outright at this, his eyes crinkled in contemptuous mirth. “Look, detective,” he chuckled, fixing Kate with his piercing gray eyes. “You’re hot and all-” his eyes drifted to her small, firm tits, pressing out from under her leather jacket. “- but if you had any real evidence you would have arrested me already.”

Kate flushed as the teenager’s gaze settled on her moderately sized breasts, but she refrained from instinctively crossing her arms over her tits. “Is that so,” she said quietly, trying to hide her unease from the lecherous teen in front of her. “Well, I guess we have nothing more to say to each other. Good night.”

Kate turned and walked away without waiting to hear his response. As she stepped onto the park sidewalk, her path lit by the patchy illumination the streetlights offered, Kate cursed herself for letting herself get unnerved so easily by one overly sexual remark. Sure, it was 10 pm, but the way he’d slipped and ducked her questions was annoying… and impressive. Kate felt sure that the teen had something to hide, and tomorrow morning, she was going to get it out of him.

Suddenly, something smashed into the back of Kate’s legs, driving her to her knees. As Kate tried to get up to turn around and face her assailant, a wet rag was whipped around her nose and mouth, and a knee planted into her back. Kate let out a muffled scream as she felt the chemicals in the rag seep into her nostrils and mouth, and her attempts to struggle free of her assailant quickly grew sluggish as the chemicals entered her lungs. Choroform, she thought weakly, before she passed out.

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Kate awoke completely naked.

The first thing she realized as she groggily awoke was that she couldn’t move. As Kate blearily looked around her, she realized she was lying spreadeagled on a bed, her wrists tied to the bedstand with multiple wraps of gray duct tape. Her mouth was taped shut with more of the stuff, and her long, shapely legs were held apart by even more duct tape around her ankles, keeping her legs spread wide. As Kate looked around her even more, she realized she was in a concrete room, lit dimly by a single fluorescent light bulb. But as she craned her neck to look to her right, she let out a muffled scream into the duct tape gag- someone was waiting right next to the bed.

“Oh look, you’re awake.” The voice was smooth, mellifluous, and a bit snarky- easily recognizable as Brandon’s voice. “You’re probably pretty confused, right Detective?”

Kate looked away from the leering teen sitting by the bed as she tried to work her wrists and ankles out of the duct tape that held them to the corners of the bed, but her struggling was fruitless- all she could do was writhe helplessly on the bed, her limbs pinioned in an X. She let out a muffled growl as Brandon got up from the small stool, walking around to the bottom of the bed and gazing appreciatively between her long, slender legs.

“Fuck, you have a nice pussy,” smirked Brandon as his gaze rested on her shaved cunt. Kate flushed at his obvious desire, and her eyes widened in fear as she realized exactly what he planned to do to her. The inside of her thighs flexed as she tried to close her legs, but the duct tape easily kept her legs spread wide open. Brandon laughed as he saw her discomfort.

“Not so cocky now, are you bitch?” laughed Brandon, his grey eyes dancing with sadistic mirth. He reached in between Kate’s legs and rubbed at her clit a little, barely dipping his fingertips into her tight folds. Kate couldn’t help letting out a tiny moan as a little zap of pleasure shot through her cunt from his touch, even as she jerked her hips to try and avoid his touch. Brandon laughed again as he heard her moan through her gag. “Like that, you fucking slut?  Look, you’re wet already.” He held his glistening fingertips to his mouth and sucked her juices off of them, holding her gaze as he did so. “Fuck, you taste good,” Brandon smirked as he slowly walked around the side of the bed.

Kate tried not to let her fear show on her face as Brandon stood nauseatingly close to her, the large bulge in his pants directly by her face. “I was right about you being hot. Just look at these pretty little tits-” Brandon reached over and flicked one of her nipples, causing it to instantly harden and coaxing a muffled whimper from behind Kate’s gag. “Bet you liked that too, huh? Fucking slut.” 

Brandon smoothly stripped off his shirt, revealing a lean, toned body that rippled with muscles. Kate’s eyes widened in fear as he unbuckled his belt, pulling down his jeans and boxers to reveal his already throbbing cock. It was by no means small- at least six inches- but the thought of him putting it anywhere near her made Kate’s flesh crawl with goosebumps.

“Right, let’s get started. This is a room in the basement level of an abandoned apartment complex, by the way. So don’t worry about anybody hearing us.” Brandon laughed as Kate’s eyes widened in fear and dismay. “That’s right, bitch. I’ve got you all to myself, for as long as I want.” He reached over and pinched one of her rock-hard nipples, hard enough to make her moan through the duct tape gag- the sound made Brandon smirk. “And you sure sound like you want it.” 

Kate let out a muffled expletive into her gag, her lovely face twisted with rage and fear, but Brandon ignored her as he clambered over her immobilized body, bringing his head down over one of her small, firm breasts. Kate let out a desperate moan as she felt his lips close around her nipple, her other breast being groped and squeezed by his surprisingly strong hand. Brandon took his time lavishing attention on her tits, squeezing one hardened nipple in between his fingers while he swirled the tip of his tongue around the other one. Kate tried to stifle the whimpers of pleasure leaking from her throat as he played with her nipples, despite the fact that her cunt was getting more wet by the second as Brandon continued to toy with her tits. Suddenly, Kate let out a shriek of pleasure and pain as she felt Brandon gently bite down on her nipple, though the noise was muffled behind her gag. The teen licked and sucked at her breast until the pain from his bite to her rock-hard nipple had faded, then suddenly moved his mouth to her other breast and bit down again, drawing out another scream of mixed pain and pleasure. Then Brandon drew his lips away from Kate’s tits, smirking at her obvious arousal. “Sounded like you liked that, detective,” he laughed maliciously, giving her tits one last hard squeeze before getting off the bed and walking slowly to the bottom of the bed, where Kate’s exposed cunt was already dripping with her arousal. Brandon slowly dragged the tips of his fingers through Kate’s tight folds, drawing a desperate moan of pleasure from his prisoner. “Sounds like you want to be fucked. Am I right?” Brandon laughed as he saw Kate frantically shake her head, a muffled noise of protest coming from behind the duct tape around her mouth. “Yes? Well, I can’t say I’m complaining.” The teen smirked, took his cock in his hand, positioned the tip right in front of her folds, then thrust into her as hard as he could, the slap of his hips against her inner thighs attesting to the force with which he had fucked her.

Kate let out a scream of agonized pleasure, the sound so loud it was barely muffled by the gag. Tears sprang to her eyes as she felt his dick tear through her tight folds with agonizing force, though her pussy’s fluids did make the pain a bit more bearable. Brandon laughed, obviously enjoying the feeling of her tight, wet cunt around his cock. “Fucking liked that, didn’t you?” he gloated, ramming into her tight folds as hard as he could. Kate moaned in agonized pleasure as Brandon ravaged her cunt, the pain of being fucked so roughly soon fading under the building orgasm in Kate’s body. Despite the pleasure, Kate struggled hard to escape the brutal fucking, her toned, curved body writhing as she tried to wriggle out of the duct tape holding her immobilized. However, her escape attempt was quickly cut off as Brandon reached out to slap her bouncing tits, the pain coaxing a surprised shriek out of the helpless police detective.

“Fucking hold still,” growled Brandon as he grabbed her legs to steady himself, the speed of his thrusts increasing. Kate’s small, firm tits jiggled every time he rammed into her cunt, and her desperate moans were muffled behind the duct tape over her mouth. Kate’s pleaded with her tear-filled eyes to try and get Brandon to stop, but the teen only sped up, his primal grunts of pleasure coinciding with every savage thrust into her tight pussy. Kate moaned underneath him, every noise she made muffled by her gag, the pain of the rough fucking overwhelmed by the intense pleasure she got from every thrust. Kate was on the verge of cumming when Brandon suddenly leaned over and pinched her hardened nipples with enough pressure to hurt.

Kate screamed into her gag as she was forced to orgasm, the rough stimulation to her nipples pushing her over the edge. Sheer ecstasy overwhelmed every thought in her mind as her cunt spasmed and tightened around Brandon’s cock, her pussy spattering her juices over his stomach and hips. Brandon came too, the rapid tightening of Kate’s cunt around his cock as she orgasmed setting him off, and Kate let out another muffled shriek of agonized pleasure as she felt Brandon pump his cum directly into her pussy, his hot seed filling her all the way to the womb, as well as spurting out of her overfilled cunt to mix with her own juices. The feeling of having Brandon cum inside of her tight pussy only made her forced orgasm more intense, and Kate’s desperate muffled  screams of pleasure soon petered off into whimpering moans as Brandon finished inside of her.

Kate let out a broken moan into the duct tape gag as Brandon withdrew his cock from her violated cunt, which oozed both her and his fluids in equal amounts. The teen let out a satisfied sigh as he gazed over his handiwork, his new fucktoy whimpering in the aftershock of her forced orgasm. 

“If it makes you feel better, detective, you were right,” laughed Brandon as he watched cum leak out of her ravaged pussy, as well as the red bite marks on both her nipples. “But I don’t really think that matters now.” The teen casually dressed himself again, then reached out and flicked Kate’s swollen, hypersensitive clit. His new fucktoy let out a muffled moan of pleasure through her gag, and Brandon laughed as he walked to the door. “I’ll be back soon, Detective,” he said quietly, his silver eyes dancing with sadistic cheer. “Be a good girl while I’m gone, will you?” Brandon paused, then turned around to the violated woman behind him. “Oh, and I’ll bring my friends for you the next time around.”

Brandon laughed at Kate’s weak noise of protest as the door clicked shut behind him. He still had plenty in store for her… and he intended to give her everything he had.