She Shouldn't Have Asked

Description: On a whim Jade had posted a request for help fulfilling a fantasy in her profile on an adult dating site. Lately she's been playing with younger men and while utterly delightful she's been finding the encounters lacking something.

Alex had been one of the many responses she'd received. One of the very few she'd agreed to meet. He's a couple years older than Jade, tall, muscular, sinfully good looking and most importantly unattached and available. Over several coffee dates they'd concocted a plan. They had to be careful about sharing personal details, attempting to remain strangers to one another, well as much as they could be under the circumstances.

Finally after agreeing to several hard limits she gave him her schedule for the following week. She wouldn't know when he planned to strike, only that it would happen on or before Friday night.

*****

So it starts. He's waiting for her, there in the darkness. Limits, boundaries, negotiations, preparations all discussed and agreed upon. It had to be tonight, he'd be waiting for her.

Her steps slow as she reaches the stairs leading up to her doorway, keys in hand, she marches herself up the stairs slowly. She knows what awaits her there. Fear coils in her stomach ready to spring up and drown her. Her breath comes quick and shallow. "I must be crazy" one part of her argues.

"Oh but just think of the excitement." The other half of her argues back. Another deep breathe and she's at the door.

"Put the key in. Let's get this started" the excited part of her screams at her.

"Turn around and get the hell out of here" the sane part of her yells back.

She hesitates, her hand raised up ready to put the key in. "Fuck." She mutters. "If I don't show up he'll think I'm a tease. Fuck." The key slides into the lock, one last deep breath and then she turns the key. Now she's committed. She tries to brace herself for what's coming as the door swings open but there's no real way to prepare for this kind of violation.

She steps into the entryway turning to close the door, as she turns the deadbolt she hears him take a breath. That's all the warning she's allowed before strong hands have a hold of her arms. He pulls her back against his chest and then turning them forces her against the wall. She's breathing hard, fighting back a scream as his lips brush her ear. "Hello whore." He growls, "You're late tonight. Were you out with one of your little boy toys bitch?" When she doesn't answer he flattens her against the wall harder. "Well?"

She tries to shake her head but she can barely move. "Lying bitch." He murmurs, "I'll have to punish you for that." Her heart hammers in her chest as the bulge in his pants presses against her ass.

She's squashed so tightly to the wall her "Who are you?" is barely a whisper.

"Oh I've been watching you, haven't you noticed? Or are you too busy rushing off to see your little fuck buddies to see me?" He growls in her ears. "It doesn't matter. Your inattention gave me a little extra time to prepare for your arrival." He punctuates this by grinding himself against her then rips her from the wall. "Move." He barks as he marches her straight to the bedroom.

He leaves the light off when they enter but she notices he's turned on the light in the ensuite. The pale light barely spills into the room leaving it mostly dark. He releases her hands and pushes her towards the bed. She spins around to face him.

"Scream and I'll kill you." He says pulling a wicked looking knife from the inside pocket of his jacket. Her mouth slams shut cutting of the budding scream for help in her throat. She feels her knees wobble and sinks down onto the bed when he smiles at her.

"Oh I'm going to enjoy this. First things first though. Let's make sure you keep quiet." He pulls a ball gag from his other pocket and moves toward her. She turns to scramble across the bed but he catches her shoulder pulling her back. A little cry escapes her as she turns her head away from him.

"No you don't." He growls. " You're going to put this in your mouth like a good little bitch. We wouldn't want anyone to overhear our fun now would we?" The cold steel of the knife caresses her cheek. "Would we bitch?"

She looks up into his eyes as tears slip down her cheeks and whispers "No."

"Mmmm good." He drops the knife on the bed, slips the ball between her lips and tightens the strap around her head. Then he picks up the knife as he backs away from her. "Stand up" he demands, "turn around." She feels him move away briefly before her hands are pulled behind her and she feels a rope being pulled tight around her wrists. Her head falls forward as, finished binding her hands, his hands move down cupping her ass and squeezing hard. She whimpers behind the gag.

"Mmmm yes, cry for me little whore." He murmurs rubbing himself on her hands behind her back. She jumps a little when she feels the size of the bulge being rubbed across her cupped hands. She hears him laugh softly "Ever had one this big? I doubt it." Another laugh and then a sharp indrawn breath "I'm going to enjoy stretching that pussy out." A few more passes of the frightfully large bulge before he turns her. "Sit."

She eases herself onto the edge of the bed. He moves away for a moment then he's back pushing himself between her knees. Her skirt rides up as her legs move apart to accommodate him. He pushes her back before taking the hem of her shirt in his hand, she cries out as the knife slips under the hem cutting upward. Once he's done with the shirt he grabs her bra pulling it away from her to cut it off as well.

She turns her head away as the knife traces first one nipple then the other. They tighten as the metal moves over her. "Little slut, I think you like it." She shakes her head no. "Lying again. You shouldn't do that bitch." His head moves lower over her breasts, his tongue snakes out moving around her nipple before pulling it into his mouth with a hard suck.

Her head falls back as pleasure lances through her. He sucks harder pulling his head back, stretching her as he moves til finally it slips from his mouth. She's breathing heavier now. "Did he do that for you tonight? Suck those pretty nipples before moving on to that juicy little cunt?" She nods slightly.

Standing he unbuttons his shirt, when his hands move to his belt pulling it free from the loops she whimpers. He laughs softly. "Oh yes I'm definitely going to use this tonight." She moans softly. "After tonight maybe you'll think twice about who spread your legs for." He growls in her face bending over her. She looks up at him, defiance shining in her eyes. Who the hell is he to tell her who she can fuck.

Reaching down he gives her skirt a yank pulling her panties with it. Grabbing her legs he pulls it off and tosses it behind him. Turning back to her he pushes her legs wide as a hand moves between her legs. Without warning he shoves two fingers inside her, she cries out in pain. "Are you always so wet?" She shakes her head. "I'll bet you are. Just ready to be fucked at the drop of a hat. Fucking whore." Stroking his fingers into her roughly he leans over her bracing his other hand on the bed next to her head. "By the time I'm done with you there'll be no doubt who this pussy belongs to."

Tears slide down her cheeks as her hips start to buck beneath him. "Like that little whore?" He asks shoving his fingers in hard. She shakes her head. He laughs, "Liar." When his thumb presses on her clit it tears a moan from her throat. He holds it there pressing hard. She's surprised when her pussy contracts around his fingers trying to draw them in again. He laughs softly looking down into her shocked gaze.

"Oh Jade you're going to beg for me before I let you go." Her eyes fall closed, unable to withstand the mocking look in his eyes. His fingers disappear from her pussy moving up to grab her breasts roughly, squeezing hard. "Mmmmmm I'm going to cum all over these, that pretty face, in that lovely mouth. You'll plead for my cum Jade."

Her head shake has less enthusiasm than the last. He smiles down at her as his fingers find her nipples, pinching, then twisting. Her back arches as she screams behind the gag. His head moves down, his lips replacing his fingers sucking it between his teeth. Scraping her delicate flesh adding the tiniest flutter of his tongue. She takes a deep breath only to scream again as he bites down. He gives the other nipple the same treatment before standing up.

She looks up at him through tears, breathing hard. He moves away for a moment returning with a rope in his hands. "Roll over." He says. When she doesn't move he grabs her pulling her to her feet and spinning her around. "Get on the bed. Now." And shoves her forward.

She lands awkwardly, but somehow manages to pull her knees up onto the edge of the bed. He grabs her hips. "Far enough." She's mortified, unable to balance herself with her hands her ass up. She feels the rope slip around one knee, she tries to resist as he pulls it but she no match for him. As he ties it to the bedpost she shifts over trying to keep her legs closed.

His laugh is darker as he ties the rope around the other knee, pulls them back apart and ties it off on the other post. He gives her ass a quick swat before moving away. When she hears his zipper she struggles against the ropes, trying to pull herself forward. All she manages to do is move her upper body forward. Her legs are still spread painfully wide, feet hanging off the bed.

He lets her struggle for a few minutes before coming back to the bed. She stops when she feels the belt gliding over her ass. Her entire lower body tenses when it disappears. When the blow doesn't come she starts to relax a bit. What is he doing back there, she wonders.

His hands on her hips pulling her back towards the edge of the bed starts another struggle. He laughs as he hauls back, holding her in place as she tries to buck him off of her. That's when she feels it, the heavy weight of his cock on her ass. "That can't be real," she thinks, "oh god please don't let that be real."

As her struggles still he rubs himself on her, running his hands up her back then all the way down to her inner thighs. His hands slide under her as he rubs, pulling her pussy open. "You have no idea how much I've been thinking about fucking this tight little hole." He groans. "Watching you go off to fuck those little boys. You need a real man Jade. A real man to give it to you properly."

Still holding her wide open he pulls his hips back letting the tip slide down to her opening. He starts to press forward, she screams as the head invades her. It melts into a sob as he continues to inch forward. His hands move back to her hips holding her in place as he draws back slightly and then drives forward. He can almost make out her no's behind the gag, almost.

Cock buried in her he stops, violating every little bit of softness inside her, stretching her beyond anything she's ever experienced. Leaning forward, wrapping an arm around her waist and bracing the other next to her he swivels his hips slightly drawing back. "You have a long night ahead of you." He growls pumping into her.

Pressing the side of her face into the comforter she struggles to breathe but manages to pull forward a few inches. He yanks her right back driving his cock back into her. She tries again and again before realizing he's toying with her. Letting her pull herself forward on his cock. Breathing heavy she stops. Tears falling she moans as he pumps into her again. "Are you done?" She nods slightly. "Good girl." She cringes at his praise.

"I want to hear you beg." He murmurs rubbing his stubbly chin over the soft skin between her shoulder blades. "Are you going to scream if I take the gag off?" She shakes her head. "If you do I'll use the belt on those pretty nipples." He whispers releasing his hold on her waist. He unsnaps the gag and pulls it from her mouth.

"Please stop." She croaks, wetting her lips. He drops the gag on the bed, to have close by in case she starts making noise.

"Please stop what?" He groans pumping into her again.

"Please stop hurting me." She moans.

"Oh I would but I'm not done with you yet." He says quietly stroking deep.

"It's too big." She breathes.

He stands up again, grasping her hips."Don't you like big cocks? That's what it says on your profile." He draws back til he's almost completely withdrawn.

"Please don't." She begs.

Ignoring her he drives forward burying his cock. She sobs as he does it again and again. Inexplicably pleasure blooms to life inside her. She turns her face down into the comforter as the tone of her sobs change. Her hips tilt of their own volition inviting his invasion.

"That's a good little whore." He grates as his hands move down her back to grip her shoulders, pulling her back into each thrust. Several long, hard strokes later he slows and his hands move to the rope binding her wrists.

He loosens the rope, she eases her hands free. The rope and her tattered clothes are jostled from her back by his hard thrusts. Her hands move to either side of her head gripping the comforter tightly.

A sharp slap on her left butt cheek accompanies his growl." You like that big cock don't you."

Her nod is barely perceptible. Another slap. "Say it."

"Yes." She moans. She's always loved to be spanked, the sharp stinging pain that melts into pleasure.

"Good girl." Another slap. Her hips push back seeking another blow. His movements slow, she groans in dismay trying push back. He laughs as he withdraws completely. "Oh don't worry you'll get more." He murmurs. "A lot more."

He moves away briefly, when he comes back she feels the business end of a riding crop graze her arched spine. Leaning over her he grabs her hands bringing them down to her butt cheeks. "Now spread yourself nice and wide for me." When she hesitates he growls "Do it or I'll shove my cock in your ass." The threat of that huge organ violating her ass is enough to spur her into action, she pulls herself open, his hand on the small of her back pushes down exposing her slick folds to his gaze.

"Now Jade I'm going to have to punish you." He murmurs "Good girls shouldn't like big cocks. They shouldn't fuck the way you do. They shouldn't be such whores." The first crack of the crop catches her tender folds. Her hands move to cover the area from further assault. "Move your hands." She makes no move to comply.

"Please no." She begs, "Don't hurt me." Her pleas are heartfelt and genuine, no one has ever used a crop on her. The pain is so much bigger than she was expecting.

"Move them or I'll fuck your ass til it bleeds." Her hands tremble as they slide back, pulling her pussy open again. Sliding the crop over her pussy "Thats better." The next blow catches the soft skin between her hole and rosebud, she screams into the comforter. "Oh that's going to cost you." Striking her clit. She howls in pain. "You're just going to make it worse on yourself." She sobs loudly as he continues to rain blows down on her sensitive skin.

His hands on her hips yank her back further so her ass is past the edge of the bed giving him more room to strike from beneath her. She can barely breath through the pain as he takes aim at her clit and strikes several times with increasing intensity. It takes everything she has to keep her hands where they are.

His deep voice next to her ear barely penetrates the red haze of pain enveloping her. "Beg for my cock Jade."

Seeing a possible escape from the current torture she takes a shaking breath and whispers "Please fuck me."

The crop snaps against her clit harder than before. "I don't believe you. Try harder."

A little louder. "I need your cock. Please fuck me."

"I think you can do better." Another blow.

Taking a deep breath she screams. "Fuck me." Another breath. "I need that big cock."

"That's better." He says dropping the crop next to her, taking hold of his cock he shoves into her in one stroke. She gasps from the pain, it turns into a deep moan as she's completely filled. When she tries to move her hands he grabs her wrists. "Keep them there."

His hands move to her hips pulling her back into him and then pushing her forward. She takes the hint and rocks herself back and forth on him. Her pace increases as the pleasure builds in her. "Oh god." She breathes.

"That's it. Fuck that cock you whore." He grates.

"Yes, oh god yes." She moans pushing back into him hard. Waves of pleasure wash over her, she moans loudly as she feels a massive orgasm building in her. He grips her hips pulling her back hard, pounding her soft flesh. She screams as she explodes. He groans in response, slowing his thrusts.

Through her pleasure induced stupor she can't help but be amazed at his control. Any other man she knows would have cum shortly after her. They can't help it, she gets so nice and tight after an orgasm.

When he stops completely her hands fall limply from her ass. She's filled with relief when he pulls out. Still catching her breath it barely registers when the rope around her knees is removed.

Suddenly she realizes she's free. She flips over quickly and hops off the bed intending to run to the door. Turning back from dropping the rope on the dresser he catches her on her second step. Hooking her around the waist with one strong arm he hauls her back to the bed and throws her on it. He follows her smothering her with his big body, using his weight to push between her legs.

Grabbing her flailing hands he stretches her arms over her head and grinds his hips against her.

"That's it Jade fight me. It's so much better when you fight." His tone is dark. She bucks against him in response.

"Get off of me." She gasps, not able to draw a full breath with his weight pressing down on her.

"Oh no honey. I'm going to get off on you and definitely in you but no I'm not getting off of you." His hips swivel painfully against her. His head dips and he captures her lips kissing her hard. Taking both her wrists in one hand his other slips between them guiding his cock.

She screams against his lips, her hips rock from side to side trying to dislodge him. It's no use, he's too heavy, too strong to move. Once he finds her entrance he pushes in with some difficulty. Her scream turns into a sob as he forces his cock back in.

Once he's buried in her she stills, eyes closed in defeat. "It is amazing how tight you are considering." He groans against her lips. Her eyes pop open glaring up at him.

Turning her head to pull her lips from his she whispers. "Go to hell."

Pumping deeply he moans "Been there all week doll." Another stroke, "Waiting for my chance to get you." Harder this time. "You have no idea what I've been through watching you with them."

"You saw me?" She gasps.

"Oh yes. I saw you on your knees for them, on your back spreading your legs for them." Another stroke. "The roommates was the worst." Stroking deep he catches her lips again, crushing them as he kisses her hard.

She moans as he grinds against her. She tries desperately to ignore the pleasure springing to life inside her. Planting her feet on the bed she pushes her hips up trying in vain to push him from her body. Her struggles do nothing to stop his relentless thrusts.

"Oh god please stop." She gasps.

"Not til I've filled you with cum." He murmurs then sucks her bottom lip. As he pumps into her for the next few minutes she starts to forget that he's forcing himself on her. She begins to kiss him back. When he releases her wrists her hands find their way to his shoulders and slide over his skin coming to rest on the back of his neck.

Pulling his lips from hers he murmurs "You just can't help yourself can you?" Her hands fall away from his neck as he lifts himself from her moving to sit back on his knees. There's confusion in her gaze as she watches him.