24 Aggressive & Filthy Stories 2

by Heather Monroe

  Roxi knows exactly what she’s getting into tonight. Evan made that quite clear to her on the phone. And she’s fine with it. Looking forward to it, actually. Or so she says, which is good enough for Evan.

  He opens the door and lets Roxi in and closes the door behind her.

  “I wasn’t expecting to hear from you again,” Roxi says as she crosses the room towards the table with the bottle of wine sitting on it. “I figured you’d give Jasmine a call whenever you wanted a night like this.”

  “Normally I would,” Evan says. “But I was in the mood for something different tonight.”

  “Don’t get me wrong,” Roxi says, “It’s fine with me. I was just surprised, that’s all.” She picks up the bottle of wine. “Do you mind if I have some?”

  “Be my guest. I’ll get you a glass.”

  “Don’t bother,” Roxi says. “I don’t need one.”

  She proceeds to take a long swig straight from the bottle before pulling it from her lips and holding it out towards Evan.

  Smiling, he grabs the bottle from her. “That wasn’t a very polite thing to do,” he says before proceeding to do the exact same thing.

  “Nobody’s ever accused me of being polite before,” Jasmine replies, matching his grin.

  “Which is exactly why you’re here tonight instead of Jasmine,” Evan says.

  “Fair enough,” Roxi says. “She says hi, by the way.”

  “Who? Jasmine?”

  Roxi nods.

  “You told her you were coming to see me?” Evan asks.

  “Of course,” Roxi says. “We talk all the time.”

  “Is she upset?” Evan asks.

  Roxi laughs and shakes her head. “No. Not at all. She understands.”

  “Really?”

  “Yep. She’s flattered, even.”

  “Is that right?”

  “It sure is,” Roxi says. “Personally, I think it’s kind of pathetic, but that’s just me.”

  “Pathetic, huh?” Evan says, smiling ruefully. He’s not sure if Roxi means what she’s saying or just playing a role, and he doesn’t really care. Either way she’s helping him get in the right mood for the evening.

  “Yeah. I mean, we are escorts, in case you didn’t remember,” Roxi continues. “It’s not like she’s your girlfriend or something.”

  “Maybe not,” Evan says, undoing his belt and slipping it off his waist. He grips the buckle in his fist and rolls the belt over his hand until only six inches are still sticking out. “But I do have feelings for her. Which means I’d probably subconsciously take it easy on her. But you I hardly even know. So I won’t have those same issues.”

  He slaps the belt on the palm of his hand. The sound fills the room like a gunshot but Roxi doesn’t even flinch. Apparently she’s used to this sort of thing. Evan smiles, his excitement overflowing already.

  “Are you ready to get started?” Evan asks, slapping the belt against his hand again, hard enough to leave a red mark this time.

  “Whenever you are,” Roxi replies.

  In lieu of a reply Evan smacks her across the ass with his belt.

  Roxi yelps in surprise and takes a small step forward to maintain her balance. She flashes him a dirty look.

  “Surprised you a bit there, didn’t I?” Evan says, his mouth turned up in a wicked smile.

  “A little,” she says.

  He smacks her across the ass again, a little more forcefully. But Roxi was expecting it and bites down on her bottom lip instead of making any sound. She glares at him with defiance in her eyes.

  “You’ve got a little bit of an edge to you, don’t you?” Evan says, laughing softly. He’s thoroughly enjoying this.

  Roxi doesn’t bother with a response. She just continues glaring at him.

  “That’s good,” he says. “It’ll make it more gratifying when I break you.”

  Roxi scoffs. “Break me? You?” She shakes her head. “It’s never going to happen.”

  “We’ll see,” Evan says. He smacks her ass again, even harder.

  A flash of pain crosses Roxi’s features for a moment and she makes a little gasping sound. Fortunately her breath is quickening and her face is starting to flush too, which means that the pain brings her some pleasure along with it. Which is exactly what Evan is shooting for.

  “That one stung a bit, didn’t it?” he says.

  “Nothing I haven’t felt before,” she replies, her mouth turned up in a sneer.

  “So it’s not too much for you?”

  “Not even close.”

  “That’s what I like to hear,” Evan says. “Because we’ve got a lot further to go.”

  “Bring it on,” Roxi says.

  “Oh, I intend to,” he says.

  He unrolls the belt from his fist and runs the tail through the buckle, creating a loop. Standing face-to-face with her, he slips the loop over Roxi’s neck and tightens it. Not so much that it’s choking her but not loosely either.

  “Take your jacket off,” Evan says.

  Roxi does as she’s told. If she’s at all alarmed by the belt around her neck she isn’t showing it.

  “Now your bra,” he says.

  She slips it off, revealing her huge tits. Firm but not overly so, floppy but not droopy, they are glorious and just begging to be played with. He can’t resist.

  Using the belt as a leash, Evan leads her over to the nearest wall. Once there, he pushes her up against it, back first.

  “Open your mouth,” Evan says.

  She does.

  Evan puts the tail of the belt between her teeth, lengthwise, the flat side parallel to the ground.

  “Bite down,” he says.

  Roxi bites down on the leather.

  “Don’t drop that belt, no matter what,” Evan says. “Understand?”

  Roxi nods.

  “Good,” Evan says. Then he starts working her tits with his hands, groping and cupping and squeezing them before starting in on her nipples, rubbing and playing with her them until they’re hard.

  Once they are both sticking out he grabs them between his forefinger and thumb, one nipple for each hand. He starts off by rubbing them between his fingers, gently at first but gradually increasing the pressure and intensity.

  Roxi is moaning lightly behind the belt and her breath is growing ever more rapid. So far, so good.

  He rubs her nipples between his fingers for another couple of seconds, then gives them both a hard pinch, eliciting a gasp from Roxi but not a big enough one to force her to drop the belt.

  “Not bad,” he says. “Not bad at all.”

  Despite the compliment, Evan doesn’t let up. In fact, he squeezes even harder, twisting both hands at the same time, tweaking her nipples, pulling on them, stretching them out.

  Roxi is moaning loudly and her body is starting to quiver but still she doesn’t let go of the belt.

  Likewise, Evan doesn’t let go of her nipples, pinching them between his fingers and turning them nearly 360 degrees before finally releasing them.

  Roxi gasps at the sudden absence of pain, this time nearly dropping the belt from her mouth.

  He barely gives her a chance to recover before slapping down on one of her tits with and open hand. She grunts behind the belt. He slaps the other tit, eliciting another grunt.

  For the next minute or so he smacks the hell out of her tits, trading off, one and then the other, giving her just enough time to recover in between slaps that she feels the full force of every single blow.

  By the end of the session Roxi’s tits are bright red and her chest is heaving. Tears are leaking from her eyes, making her mascara run down her face. But based on the tight set of her jaw and her defiant eyes, she’s far from defeated.

  “That was pretty impressive,” Evan says, pulling the belt from her mouth. “You’re tougher than you look.”

  “That was nothing,” she says. “I deal with worse every day.”

  “I’m sure you do,” Evan says. He spins the belt so his hand holdin
g it is behind her head, the buckle pressing up against the skin on the back of her neck. Then he raises his hand holding the belt over her head, pulling it tight around her neck, choking her. “And rest assured, you’ll be dealing with worse tonight. This is only the beginning.”

  “I can’t wait,” she manages to croak out even though she can barely breathe.

  Laughing, Evan lets his hand drop.

  Before Roxi can catch her breath, Evan spins her around and pushes her face-first against the wall.

  Without saying a thing, he undoes the belt, releases it from her neck, sticks the tail in his mouth and bites down on it. He grabs one of her arms and pulls it behind her back. Then does the same for her other arm, crossing one of her wrists over the other.

  Holding her arms together with one hand, Evan reaches for the belt with his free hand. He wraps the belt around her wrists a couple of times in a figure-eight pattern, then once again slips the tail of the belt into the buckle and sticks the prong into one of the holes, effectively handcuffing her.

  Once Roxi’s arms are incapacitated, Evan squats down. Reaching around her waist, he undoes the button and zipper on her jeans and pulls them down, panties and all. He doesn’t take them completely off, however, instead stopping once the waistband is just below her ass.

  Now her legs are trapped, along with her arms, rendering her essentially helpless. Time to turn up the heat.

  Evan stands up and presses against her, his groin pushing against the top part of her ass, his cock pressing painfully against his pants. With his chin over her shoulder he slides his hand down the front of her body, stopping for a moment to grope her tits some more before proceeding down her stomach until his hand is between her legs.

  He’s planning on rubbing the outside of her shaved snatch to get her warmed up but she’s already soaking wet down there—apparently getting smacked around turns Roxi on quite a bit—so he decides to get right down to business. He slips two fingers into her pussy and slams them up into her with as much force as he can muster.

  Even in her 3-inch heels, Roxi is quite a few inches shorter than Evan, forcing him to lower his body by spreading his legs wider in order to get any leverage in their current position. The upside to this is his groin is now pressing directly against her ass. Unfortunately his cock is still in his pants. He’s tempted to pull it out but is afraid he won’t be able to keep himself from sticking it into Roxi, something he’s trying to hold off on for the time being.

  Trying to take his mind off his cock, he slides a third finger inside Roxi’s pussy, causing her to gasp audibly. Moving his hand back and forth quickly, his fingers filling up her pussy, Evan fingerfucks her without mercy while she moans and squirms beneath him.

  Every sound Roxi makes entices him to bang her with more force; every time she cries out he pushes his fingers further inside her, every increase in her breath rate just inspires him to slam her with more aggression.

  Once he thinks she’s getting comfortable, he forces his pinky inside her pussy, making it four fingers altogether.

  Roxi reacts to this with a high-pitched whimper. But Evan doesn’t want to hear it. He covers her mouth with his free hand and continues slamming her pussy with everything he has.

  As soon as she’s used to this new development, Evan switches it up again, this time pulling his hand from over her mouth and gripping her around the throat.

  He proceeds to choke Roxi while he bangs her with his fingers, tightening his grip with every passing second without letting up at all on her pussy.

  Unable to breathe, Roxi starts to fade quickly. Her face is growing red and her legs are starting to weaken. Her mouth is slightly open and her lips are moving but just barely. Her eyelids are fluttering. But still her body reacts to his fingers: Her pussy is wetter than ever.

  It isn’t until Roxi’s eyes fall closed and her head starts to slump that Evan releases his hold on her throat.

  Her chest heaves as her body once again draws air. Her face regains its color and her eyes reopen, wider—and filled with more excitement—than ever.

  This brush with unconsciousness seems to stimulate Roxi even more. She lets out a scream of pleasure as an orgasm overwhelms her body. Her pussy gushes juices, soaking Evan’s hand and dripping onto the carpet. Her return to the conscious world also appears to have heightened her sensitivity, as she suddenly tries to squirm out of Evan’s grip, twisting her lower body in an attempt to pull away from his fingers.

  “Where do you think you’re going?” Evan says, his smile widening as he shifts his body along with hers. He doesn’t have any trouble keeping her under control due to the constraints on her legs and arms.

  Roxi does manage to turn herself around, so that her back is now against the wall, but it doesn’t do her any good. Evan keeps his fingers planted firmly inside her pussy, even managing to continue banging her as she tries to escape.

  Roxi drops to the floor, her butt on the ground, but Evan moves along with her, finger-fucking her more aggressively now due to the increase in leverage he has over her.

  Tears are streaming down Roxi’s face as she begs him to stop. But her face paints a different picture than her words; it’s fixed in a mask of pleasure, ecstasy even, and the cries coming from her mouth are ones of enjoyment, not pain.

  “Please stop,” she says between deep breaths. “Please. I need . . . a break. Please!”

  “I thought you said you could handle anything,” Evan says, still not letting up in the least even though his forearm is starting to burn with the effort.

  “Not this,” Roxi says, her chest still heaving uncontrollably. It’s a wonder she can even form words. “Not this. It feels . . . too good.”

  “Too good? I didn’t even know that was possible.”

  “Neither did I,” Roxi says. “But it does.” She groans and shudders again as another orgasm passes through. “Please. I’ll do anything you want. Just please . . . I need a break. I’m begging you.”

  “You’ll do anything?”

  With her eyes opened wide with hope, Roxi nods her head vigorously. “Anything. Without complaint.”

  Evan stops banging her but keeps his fingers planted firmly inside her pussy as he pretends to think about her offer. In reality he’s thinking about how curious it is that pleasure can works just as well as pain—if not better, in Roxi’s case—when it comes to breaking someone. It’s something he’s never considered before. But it’s definitely something he’ll keep in mind for the future.

  For now, however, there are more important issues at hand. Like continuing to impart his will upon Roxi, for example.

  With their faces mere inches away, Evan offers a wicked smile, and says, “Sorry, but I’m having too much fun right now,” then goes back to slamming his four fingers inside her pussy.

  Roxi’s eyes roll back in her head and she lets out a low, long, visceral moan.

  Laughing softly, loving the power he has over her, Evan bangs her for another thirty seconds or so before taking mercy on her and letting his fingers slide out of her pussy.

  Evan barely gives her a chance to recover, however, before he’s back on his feet. Standing over Roxi, he grabs her by the hair, lifting her up until she’s on her knees with her head directly in front of his groin. He unbuttons his waistband, drops his pants, grabs ahold of his rock-hard cock, and sticks it in her mouth.

  Even with her hands tied between her back Roxi has great oral skills. She swallows his cock greedily, going after it with vigor, moving her head forward and back quickly, her hair flying everywhere.

  Evan lets her do all the work for a little while before taking control.

  Grasping two handfuls of her hair he guides Roxi’s head, giving her his cock in long, slow strokes, holding it in her throat for a couple of seconds at the end of each thrust before gradually drawing it back out.

  After it clears her mouth he only gives her a moment to catch her breath before pushing his cock back in and going through the whole process again.


  Roxi seems to have no problem handling his cock, so he leaves it in her throat for progressively longer periods of time, until finally he decides to see just how much she can handle.

  Still gripping two handfuls of her hair, Evan slides his cock out of Roxi’s mouth. This time he gives her a chance to fully recover before slipping it back in. He puts his hands on the back of Roxi’s head and pushes on it until his cock disappears completely inside her mouth.

  Once Roxi is deepthroating him, Evan holds her head in place, not letting her move, her nose pressing against his stomach. There he holds her, his cock planted as deep in her throat as possible.

  Ten seconds in, Roxi gags and tries to pull away.

  “Where do you think you’re going?” Evan says, not letting up one bit. Her body doesn’t believe it right now, but she’s not in any danger. She’s still has way too much energy to burn.

  In fact, to show her that they’re not even close to being finished, he presses even harder on the back of her head, forcing his cock further down her throat.

  Roxi struggles some more, trying desperately to get some air into her lungs. But still Evan holds her head in place. She gags again, followed by a deep, resonant cough that Evan can feel in his cock.

  Roxi is panicking now, her head shaking from side to side, her body shucking and jiving, her arms and legs straining, but because of her bonds she simply doesn’t have the leverage or the mobility to get away from Evan.

  It isn’t until Roxi’s protestations become weaker that Evan finally eases up on the pressure and lets go of her hair.

  Her head snaps back and she gasps for breath, her chest heaving. Saliva is dripping down her face, covering her tits, pooling on the carpet. Tears are streaming down her face, making a mess of her makeup. She coughs and hacks and lets her head hang down, her body slumped over, exhausted from the exertion.

  But Evan doesn’t slow down one bit.

  With his cock raging as hard as ever, he circles around Roxi until he’s behind her, then forces her head down onto the carpet. He drops to his knees and nestles in behind her, then reaches under her hips and lifts them up so her body is like an upside-down V, with her ass as the highest point.