Stuck in a Window: Your boss

Previous Chapter

You shiver. For the rest of the night, you are unable to get any real sleep. Instead, you fade in and out of consciousness. Your mind slips away from reality, unable to truly comprehend the sensations coursing through your sensitive body. But the chill of morning air on your naked body, the acidic taste of your own panties, and the coursing pain from your ass all keep you from ever finding restful sleep. The zip ties around your wrists and ankles only dig into your skin more cruelly when you try to stretch your aching limbs. Trapped as you are by the window, the only part of your body that you really have any capacity to move is your head. But your neck is sore from being yanked around by several violent men.

Distantly, you become aware of the sun rising and early-morning traffic picking up on the streets below. You are a sorry sight for any potential passersby. From the bodily juices leaking down your legs, to the sweat soaking your hair, to the morning dew collecting on your breasts – you are damp all over. Your hair hangs down in messy strands, obscuring your face in shame. You try to disassociate. You try not to think about the wooden plunger imbedded in your tightest hole. You try not to think about the soiled panties pressed up against your tongue. But it’s no use. You can’t stop crying.

Somewhere in the haze of your mind, you imagine yourself waking up from a bad dream. You imagine returning home to your fiancé and cooking him a nice, normal dinner, as if none of this had ever happened. And then a loud car horn sounds from somewhere below, crashing you back to a painful reality. The car horn sounds again. And again. You let out a little whine from behind your duct tape gag, as if you had any power to stop the infuriating noise. Finally, your attention is drawn to the source. A man sitting in the hospital parking lot, pointing up at you. Your eyes widen as you recognize the car as Doctor Peters’, your boss.

Quickly, you avert your eyes and angle your face away, fervently hoping that Peters would somehow forget about the half-naked damsel hanging out of the third-story window of his hospital. Your eyes are drawn by a gaggle of girls wearing hospital blue scrubs walking into the building. You gulp. It’s only a matter of moments before your floor opens and someone finds you. You just hope to god that the person finding you is one of your kindly coworkers instead of your overbearing boss. The honking stops, and you comfort yourself with the idea that maybe Peters never actually saw you.

You hear the background hum of voices chattering and doors being unlocked. Your floor is opening up for the day. A pair of footsteps echoes loudly down the hall before the noise recedes, passing by your door. You shiver again. One way or another, this would all be over soon.

The door latch rattles. You hear the sound of metallic scraping. Desperately, you give one last valiant effort to remove the duct tape sealing your mouth shut. You only succeed in letting out a low moan. The door opens. Then the door closes. You crane your sore neck around, trying to see who is there and signal them with your eyes. But whoever it is stands directly behind you. Out of view.

“Is that you, Rose?” The low voice of Doctor Peters sounds from behind you, his tone that of disbelief.

You can’t help but let out a groan of frustration. This is just your luck. To have your boss of all people find you trussed up and stuffed like the sticky slut you are.

You scream through the panties in your mouth. Wiggling your hands and feet, trying to show that you’ve been zip tied and left there. You worry that all you are really accomplishing is wiggling your behind at your boss. The movement sends lightning bolts of pain up your body, emanating from the plunger stuck in your ass. But you don’t know what else to do. You are helpless.

“My, my…” The doctor intones, his voice deep and gravelly.

“MMMMmmmmmfffff! Mmmhmmmmmfffff!” You start screaming again, but your sounds of protests are deadened by the wadded up panties in your mouth.

“Ugh, how the hell did you get yourself into this mess?” There is a note of disgust in the doctor’s voice.

You blink tears out of your eyes. You know what you look like right now. There is a toilet plunger buried deep in your ass. A piece of duct tape covers your pussy but does not cover the deluge of dried semen and other fluids that have dribbled down your shapely legs. You must look like such a slut to him.

“First things first, let’s get you out of here.” You suddenly feel his arms above your back, lifting the window up. He heaves once, twice, and then finally you feel the pressure release against you.

You gasp as suddenly you have room to take deep breaths. With care, you shimmy yourself backwards on your tied ankles, taking small steps as you waddle, ass out, until you are fully clear of the window. You stand, eyes wide, messy with dried spit and mascara, staring at the put together Doctor Peters before you.

He has a hard face and dark features. Known for tolerating no nonsense and having a unfettered work ethic, his glare pierces you unforgivingly, taking in the sight of your bruised and sorry state.

You can’t help but bend over slightly, your ass still sticking out. With the plunger handled buried in your ass, it simply hurts way too much to stand fully upright.

Methodically, Peters reaches into his pants pocket and takes out his mobile phone. Is he calling for help? Does he think you need medical attention? Snap.

No. You begin to cry again as you realize what he’s really doing: taking pictures of you from every conceivable angle. He zooms in on your face and breasts as you begin to cry.

“I hope you understand I have to fire you for this.” He mutters nonchalantly as he gets closeup pictures of your brutalized ass.

You try to turn away, to get away from him, but he reaches forward and rips the duct tape off your chaffed pussy. You let out a muffled squeal as more tears spring to your eyes. Your pussy lips sting horribly as Peters takes more pictures of them.

Finally, he rips the duct tape off your mouth. This stings too, but not as badly as your pussy currently burns. You force your panties out of your mouth with your tongue, gagging horribly.

“Please, sir, Doctor Peters, sir,” You stammer out the words hoarsely. “Please don’t fire me. This wasn’t my fault. I was raped.”

Doctor Peters puts his phone away. He looks you up and down. Then, before you even realize what is happening, he grabs you roughly by the hair and pulls your head towards his crotch. You fall forwards onto your knees, unable to keep your balance with your ankles and hands tied behind you. Somehow, he had fished his engorged cock out of his pants, and in your shock, your open mouth perfectly engulfs his penis.

You are overwhelmed by a sea of emotions. First, disgust at the rancid taste of his semi-hard shaft. You’d have thought doctors would take better care of their personal hygiene. Then, the utter humiliation of being mouth-raped by your boss sets in. After everything you’ve been through, your boss using your mouth like a toy while ten inches of wood fucks your ass adds a whole new layer of humiliation. Finally, the physical pain of crashing to the ground, your head yanked forward cruelly, sets in. You aren’t sure how much more pain your body can take.

Peters threads both hands through your sticky hair, acquiring a vice-like grip on your head. You look up to see a faint smile dance across his features. He groans, loudly. His dick still expanding in your mouth, and it starts to poke against the entrance to your throat. You gargle and try to scream in protest. But your noises of protest are muffled as he shoves you down onto his hardening cock, pressing your nose against a bush of pubic hair. You realize that there is no part of your body that you have control over as Peters begins to fuck your mouth in earnest.

“GACK GACK GACK GACK GACK!” You guegle.

Peters groans, ramming your head back and forth, fucking his cock deeper and deeper into your throat. At full mast, his cock must be nine or ten inches at least. You gag and retch against the invading cock, your throat muscles pulsing around his rock-hard dick. But you are helpless. The only thing you can focus on is to try not to throw up as the rigid cock invades your throat over and over and over again.

Peters is relentless. He jackhammers his cock into your throat with increasing speed, evidently more than happy to use your throat as his own personal cock holster.

“GLK CHLK HFGGGGGGGG GACK GGGRFK!” You make involuntary gagging sounds as he presses your nose deep into his crotch, holding you there immobile. As your vision is obscured by blackness, despair overwhelms you. The pain in your asshole no longer competes with the wretched pain emanating from your stretched throat. You are starting to come to terms with your life now. You are an object. You were born for nothing other than to be used as a fuck toy. You are a cum dump. You are a slut. And you have no choice but to accept it.

“Hrrrrkkggggggg…” You keep gagging as you struggle for air. Peters forces you deeper onto his cock, his cock head pulsing within the deepest regions of your throat. Your face is a mess of precum and saliva. You can’t see. You can hardly breathe. You begin to feel lightheaded as the only sensation you can focus on is the tremendous girth of your boss’s cock rammed into your tight throat.

“HRUAGGHGHGHGH!” You suddenly gasp for air as Peters pulls your head back by the roots of your hair, unsheathing his dick and giving you room to breathe. You take greedy gulps of air and try to make out the blurry figure standing above you, but your vision is obscured by fluids. Then, you feel a warm splattering as Peters jacks his dick off onto your face. You remain still, allowing the warm flood of cum to coat your already destroyed face. He cums for a solid minute, spreading ejaculate all over your ruined face and pretty breasts.

“Mmmm. That was nice.” Peters zips up his cock and takes a rag from a nearby medical cabinet to mop up the stains of spit and precume that had made it onto his pants.

“Please don’t fire me,” you whimper.

“Fine.” Peters whips out his phone, taking a few more pictures of your cumslut face. “But there’s been a change of duties.” You nod. Anything. You just need to keep your life together.

“Every morning and evening before you clock in and out of your shift you are to come by my office. And every morning and evening I will fuck you like the slut you are.”

“Doctor Peters isn’t there… anything else…” You trail off, knowing that you have no power here.

“The alternative is that I can send these photos to everyone in your life. What would you prefer?” His voice is harsh and uncompromising.

Peters’ words are a slap in the face. This is not who you are. Is it? But you find yourself nodding glumly anyway. How can you deny it when you kneel before him covered in his cum? Besides, you need this job. You can’t rely on Rick for everything.

“Good. Have the rest of the day off. See you tomorrow Rose.” And with that, he leaves the room.

You stay there, stunned, for many more minutes. How has your life been so ruined in the space of a day? But you dare not stay long enough for someone else to find you in this state, and you move to action. Hobbling over to a medical cabinet, you fumble with a pair of shears until you successfully cut off the zipties holding you. Grimacing, you slowly pull the handle of the plunger out of your ass. It is an agonizing process, but you finally pull it out, your asshole still aching as if it never left. Finally you grab a rag to clean yourself up as best you can, and change into a spare set of hospital scrubs. You don’t look pretty, exactly, but you are presentable enough to get home. You toss your sundress in the trash. It is ruined.

When you get home, you are startled to see boxes of your own stuff piled outside the door. All of your belongings, stacked haphazardly and thrown into a pile without care. You barge into your house, prepared to give Rick a piece of your mind when you see him pantsless, sitting in front of the TV. He’s jacking himself off to porn! He looks at you and gives you a cocky grin. Rage bubbles up inside you. You’re about to let loose when your eye catches on what’s on the screen.

“Busty Babe begs to be Fucked in the Asshole while Stuck in Window.”

You gulp. Your face is on the screen. Your eyes are rolled back in a mixture of ecstasy and pain while Trevor brutalizes you from behind. Your heart sinks as you look at the view counter. 2.7 million views. How does it have that many views already?

“You’re a fucking pornstar, Rose.” Rick sneers. You note that his cock glistens with precum. He has been jacking off to your public rape. “Get out of my house.”

You are lost for words. “...w-what?”

“I’m not marrying a fucking pornstar slut.” Rick yells. “Now get out of my house before I show you how pornstar sluts should be treated!”

You have no willpower left in you to fight. You turn and walk out of the house, the image of your rape being watched by nearly 3 million people burned into your retinas. Rick slams the door behind you. You collapse among your meager pile of belongings.

It’s raining.

Bad Ending

Stuck in a Window: A late night janitor

Previous Chapter

You hang there, sandwiched between the window and the wall for hours. The streets are quiet below, save for the occasional honking of traffic. No one seems to recognize your sorry state in the dark. Your tummy churns with hunger. You never had a chance to eat dinner.

Every now and then you think you hear someone coming. But the sound always just turns out to be the creaks and groans of a closed hospital floor. You imagine Trevor bursting through the door, apologizing for the monstrous thing he’d done and ready to rescue you from your plight. But you wake up with a start, realizing that you’d only dozed off and dreamed the return of your rapist.

You cry off and on through the night. You can’t quite seem to shut off the waterworks for good. The tears only serve to further cake your face with runny mascara. You dread thinking of what you must look like to any onlooker. Worst of all, shooting pain from your brutalized asshole keeps you from finding deep sleep. Every time you shift slightly in an attempt to provide some relief or comfort to your aching body, the soreness in your ass intensifies, reminding you of the cocks that stretched it to the breaking point.

When the sky begins to turn pale gray, you hear footsteps and the rolling of a cart outside.

“Hello?? Can you please help me? I’m in here!!!” You shout over your shoulder, desperate to attract the attention of the person in the hallway without alerting anyone outside.

You almost worry that the person in the hall has moved on when you hear the door open. You twist your head around just enough to make out the silhouette of a man pulling a janitor’s cart, laden with mops, brooms, and various cleaning supplies.

“I’ve been stuck all night,” Your voice cracks. “The window is jammed.”

The janitor takes in the sight before him. You hang halfway out of the third story window, your pert ass angled upwards. All manner of sticky fluids drip from your private parts. A pair of torn panties lie discarded not far from your shapely legs.

“Well, well, well…” The man’s voice is scratchy with age. “Wha’ exactly do we have here?”

“Please… I’ve been raped.” A quiver of fear enters your voice. “Can you please help me?”

The janitor breathes heavily, drinking in the sight of your bare pussy.

“Yer made a mess.” The man grabs your torn panties off the floor and begins using them to mop up the mixture of cum, spit, and vaginal fluid on the floor beneath your feet.

“I-I’m so sorry.” You feel him breathing heavily against your legs as he kneels to clean up the mess on the floor. “Just, please, help me.”

He stands back up, bringing the sodden pair of peach panties to his face. He sniffs deeply, sighing.

“Ahhhhhh - that’s the fuckin’ stuff.” He heads back to his cart and begins rustling about with his supplies.

“W-wha- what’s fucking happening?” You’re scared. You don’t know how much more your body can take.

“Thar’s a slut in the winda’.” The old man chuckles. “I knows how ta deal with sluts.”

“P-please!!! You have to help me!” You start to scream. “I’ve already been raped twice! You can’t do this! You can’t fu– AHHHH!”

Your protests are cut short as your head is yanked back violently by the roots of your hair. You find yourself staring into the face of a mustached man with wrinkled skin. He smiles a crooked grin. Your mouth turns agape in surprise. Without hesitating, the janitor shoves your soiled panties in your mouth. You let out a muffled scream, but you are in no position to stop him from cramming the ball of dirty underwear down your throat. Before you can push it out with your tongue, he slaps a strip of duct tape across your mouth, sealing the panties inside.

You want to vomit. You are suddenly overcome by the taste of crusted semen, sweat, and your own juices. The taste is fucking awful - and the act of tasting your own panties is the most humiliating thing that has ever happened to you.

“Thar we go.” He slaps your ass. You try to scream, but only manage a muffled protest behind the balled up panties. “That be one mess taken care of.”

Despite everything, you feel a wetness returning to your pussy. The smell of your own sex has made you horny against your will. You hope he doesn’t notice the glisten around your pussy lips. You reach up to try and remove the duct tape on your face, but your arms are stopped by a steely grip. Before you know what is happening, your wrists are zip tied together just above your ass.

You try your hardest to peel off the duct tape with your mouth, but to no avail. The gag is sealed tight - trapping your soaked panties against your tongue.

You hear the janitor return to his cart, rustling around a bit. Tears spring back into your eyes. This could not possibly get any more humiliating.

“Now, yer got ter stop drippin’ all over the place.” You just scream. As best as you can through the panty gag, you scream and scream. But the sound is so muffled and the streets so deserted that no one heeds your call. “Let’s fix this, shall we, little lady?”

You feel a strange feeling against your crotch and kick out suddenly. The janitor nimbly dodges your attack. And a moment later, you feel your ankles grabbed and forced together by zip ties. You struggle, but the struggle only causes the ties to dig into your skin tighter.

“You nurses are so fucking uptight.” He slaps another piece of duct tape across your crotch, sealing your pussy lips together. “Let’s fuckin’ loosen up yer arsehole.”

Without further warning, the janitor slams the handle end of a plunger into your broken asshole. You don’t even have the energy to cry as you register the pain of several inches of unpolished wood penetrating your ass.

“Hrmmm. I think we can get a little deeper.” He leans against the business end of the plunger, shoving it six, seven, eight, nine, ten inches deep. You have never had anything penetrate you so deeply, not to mention something so rough and humiliating.

“Thar we go - youse’ll be mah new plunger holder.” He gives you another slap on the ass, sending rivers of pain extending from the plunger planted in your asshole up through your body. You can’t help but clench and unclench around the plunger, its rough handle scraping your insides painfully.

“Have a good night, sweet cheeks!” Slowly, the janitor rolls his cart out of the room, locking the door behind him.

You are utterly humiliated. Your soiled panties choke your screams. Your pussy is sealed up but unquestionably wet from the humiliation and abuse. Your asshole, which you already thought to be stretched beyond the breaking point, now squeezed around ten inches of hard wood. You could barely even move your limbs to provide a modicum of comfort. You are well and truly an object. You are a plunger holder and nothing more. You slut.

Who finds you in the morning?

Your boss

Stuck in a Window: Trevor punishes you

Previous Chapter

You hear a shuffling behind you, and breathe a sigh of relief as you hear Trevor collect himself from the floor.

“Oh thank god, I thought you left.” You strain your body against the window, attempting to alleviate some of the pain from the window ledge corner jutting into your tummy.

“Trevor?” You repeat, unnerved by the silence. In response, you hear the unzipping of his fly.

“Trevor, can you help me?” You whimper. A gang of teenagers has started to gather on the street below. They see your busty figure thrust out of the third-story window. They’re pointing and laughing.

“Do you want to torture me, Rose?” Trevor speaks in a low, serious voice.

“What? Please just help me out of here.” Your pleas grow desperate. “There are people out here.”

“You wanted me to see that, didn’t you?” Trevor’s voice grows harder.

“I don’t know what you mean-” You cut yourself off as you suddenly feel Trevor’s hardon rub against your ass. “Please, I just didn’t want him to catch you!” Your eyes start to water, partly from the humiliation and partly from the waves of pain emanating from your raw asshole.

“You wanted me to watch while he fucked your ass raw.” Trevor caresses a finger around your aching ass. “You gave me a taste and then forced me to watch him sodomize you!” There is an edge of anger to Trevor’s voice.

“Please, I didn’t want you to see that. Believe me!” Tears flow down your face. “I’m sorry!”

“I think I want a turn, you ass-slut.” Your eyes widen in terror.

“What?” You gasp as you feel the head of his 8-inch cock poke against your aching asshole. “Nononononono! PLEASE! Trevor, don’t do this. I’m sorry - I’m so - SORAIAIIII-AIIIIEEEE!!!”

Trevor forces four inches of his cock into your sore butthole, sending waves of pain up your body. He leans against your ass with his full body weight, pushing you a little further out the window and causing your torso to hang upside down. Sticky hair and tears obscure your vision as you feel your asshole clench around the unwelcome intrusion.

“You liked it when I fucked your pussy, slut.” Trevor says, ignoring your cries of pain. He thrusts forwards again, cramming another inch of veiny cock into your delicate ass.

“Aieee- FUCK! Pl-l-leaaaaaase!!” You can’t manage any coherent words as you feel your ass splitting in two, your insides not yet recovered from Rick’s invasion.

“Shut the fuck up, bitch!” Trevor slaps your ass, causing you to cry out even louder. “You let him fuck you in the ass. Now, it’s my turn.”

He pulls your ass cheeks further apart with his good hand, slowly inserting another inch of his fully hard cock into you. Your rectum clenches hard - unwilling to accept the remaining two inches of his dick.

“Take my fucking cock, you ass-slut!” You scream as Trevor forces the entirety of his cock into your asshole, filling you up even fuller than Rick had before. Your face is a blubbery mess as tears stream freely. You couldn’t imagine a worse pain than Rick fucking you in the ass. But now, with his cum lubricating Trevor’s even more massive entrance, your insides feel stretched beyond their limit.

“Mmmmm. God, you’re so tight.” Trevor stays lodged inside you, enjoying the feeling of your rectum’s vice-like grip around his cock.

You can’t stop crying. The physical pain is made worse by the perpetrator. Your childhood friend and crush. He is the sweetest boy in all the world - or so you thought. You cannot believe your best friend is anally raping you with such joy.

“You don’t know how many times I’ve imagined this,” Trevor moans. He begins to pull in and out of your stretched asshole, using Rick’s cum to lubricate his thrusting.

Your eyes roll back in your head as Trevor pumps in and out of you, burying his dick to the hilt each time, slamming you against the window sill. You have to plant your hands against the outside wall to prevent your head from slamming against the concrete. You hear the sounds of laughter get louder from the street below. You’re being filmed. People are filming your anal rape.

“P-please… stop… you’re raping me…” You whimper between unforgiving thrusts.

Trevor ignores you. If anything, his thrusts seem to speed up as your cries grow louder.

“Oh, fuuuuuck, yeah, Rose. You are such a dirty anal slut!” Trevor thrusts even harder, slapping your ass in time with each thrust, leaving deep purple marks on your butt as he plows you.

All you can do is quietly cry as your asshole feels like it is being turned inside-out. Your childhood best friend is raping you mercilessly. From below, you hear a shout:

“Yoooo, I’mma upload this to PornHub later!” A smattering of laughter follows.

Somehow, the pain from your rape pales in comparison to the thought of your rape being uploaded to one of the most visited porn sites in the world.

Trevor keeps slamming into you. He’s lasting longer this time, probably from having cum inside your pussy only a short time ago.

“P-p-please, ugh, Tre-AIII… I just… want it to FUCK- STOP!” Trevor slaps your ass in response. You let out a wail.

“You wanted me to fuck you for a long time, slut.” Trevor’s thrusts begin to slow - he’s getting close to cumming. “Tell me you want me to cum inside your ass.”

“Get it over with…” You mumble.

“What was that?” Trevor grabs your hair, yanking your head back and putting your chest on full display for the cameras.

“Get it over with, Trevor!”

“Tell me…” You hear the evil smile on Trevor’s face. “Or, I’ll leave you like this.”You gasp at the thought of being left like this, possibly overnight, to be gawked at as both Trevor and Rick’s cum slowly leaks out of you.

“Please… cum in my ass.” You whisper.

“Say it to the crowd,” Trevor chuckles.

“Cum in my ass.”

“Make sure they hear.” He whispers in your ear.

“CUM IN MY ASS!” There is applause from the group of teenagers below.

Trevor slams his cock into you one last time, pulling your hair so hard your not sure which end of you hurts more. You feel him pump inside you, his cock pulsing as he groans loudly in your ear. His cum enters the deepest part of you, mixing with Rick’s huge load from earlier.

“FUCK, Rose.” Trevor removes his cock, your asshole immediately shrinking - red and raw from abuse. “Maybe that’ll teach you not to ignore me for so many years.” He spits on your asshole, and it drips down your legs, joining the pool of semen, sweat, and squirt pooling on the floor beneath your legs.

“I-I’m… sorry.” You breathe between sobs.“Please let me out now.” Trevor zips up his pants.

“Hm…” Trevor taps his foot. “I think this floor is closing for the night.”

Without warning, he shoves two fingers into your pussy, wiggling them around. You gasp in shock, not expecting the sudden pleasure, and not realizing how wet your pussy had gotten.

“I think someone will find you in the morning, right?” With that, Trevor leaves the room.

The group on the street eventually loses interest. The sun sets, and the lights in the room turn off for the night. You are abandoned on the window sill. Juices leak from ass and pussy.

You are still just as stuck as ever.

Who finds you next?

A late night janitor

Stuck in a Window: Yes, you leave Rick for Trevor

Previous Chapter

The weeks that follow the hospital incident are among the best weeks of your life. After you cleaned yourself up and sneaked out of work in your scrubs, Trevor took you out on a romantic twilight picnic. You held each other and shared all the feelings that had bubbled up over the years but never quite came out. The stars twinkled down on you as you finally felt you were right where you belonged.

Later that night, you sent a breakup text to Rick. He raged and sulked as he always does. But he didn’t protest when Trevor came with you to help get your stuff from the house later that week. When you were loading the last box into Trevor’s truck, Rick approached, eyeing you with slanted eyes.

“You give me the best fuck of my life and then make off with my friend?” Rick spat in your direction. “Fucking slut.”

“I’m not your friend anymore, Rick.” Trevor said, stepping forward between you and Rick.

“It’s okay, Trevor.” You placed a reassuring hand on his chest. You would confront Rick yourself. You took a deep breath.

“You never satisfied me.” You said. Rick’s face collapsed. He turned away.

“Just go.” Your ex said.

“Come on Trevor.” You pulled Trevor’s arm towards the pickup.

Your fingernails dig into Trevor’s back as he enters you. You fill with a comforting warmth. Trevor’s eyes roll back as he buries his cock inside you. You love to see how he loses control with your pussy squeezing his manhood.

“Mmmmng, god.” Trevor moans. “Is this okay?”

You nod your head emphatically. You clench yourself, tightening your pussy around his cock playfully. He moans again, putty in your hands.

“Come deeper.” You grab his buttocks, squeezing him against you.

Trevor thrusts forward, burying the full length of his cock inside your wet pussy. You are sopping wet, drenching his cock in your juices. It feels so good. Your mind can’t help but go back to the day he first entered you - what a happy accident that was.

“Fuck me good, please.” You beg.

“I want you.” Trevor kisses up and down your neck. He thrusts deep and hard. You feel filled, and let out a gasp as he begins to give your tits some much needed attention.

“FUCK ME!” You scream, digging your hands into Trevor’s hair and pulling hard. He slams into you. You let out another squeal when he bites your perky nipple.

“Oh yeah, oh fuck, Rose!” Trevor slams into you again, this time leaving his cock lodged deep inside you. You feel a warmth explode inside you as a full-body orgasm overtakes you. You can’t help but clench hard around Trevor’s cock, squeezing out every last drop of cum. Your orgasm seems to last minutes on end, with Trevor’s cock throbbing and jerking inside you all that time.

You pull back to look Trevor in the face as euphoria descends. His deep brown eyes stare back at you, laugh lines crinkling the edges. This is what you want.

“I love you.” You gasp a little. You hadn’t meant to say it outloud. It just slipped out. Trevor smiles broadly back at you. You love how cute his freckles are.

“I love you, Rose.” Trevor says warmly.

“I’m really glad I got stuck in that window.”

Good Ending

Stuck in a Window: Trevor helps you

Previous Chapter

You endure a painful moment where you are sure that Trevor was gone and you were doomed to be found by a janitor or coworker.

“Yeah, I’m coming.” You breathe a sigh of relief as you hear some scuffling from behind you.

“Just get me out of this window, please.” You wipe some sticky hair off your face, averting your eyes from a gang of teenagers that has started pointing and laughing at you. You’re embarrassed to have to beg Trevor for help, but the other options are worse. You wonder how good of a view he had of Rick fucking you in the ass.

“Alright, can you help me push?” He says sweetly, putting a hand on your back to let you know that he’s there.

“Agh, yeah!” It takes some upper-body strength but you manage to twist yourself around to the point that you’ve got both hands on the window frame. Trevor joins you with his good hand, leaning over you with his brow furrowed in concentration.

“On three, okay?” He says, smiling down at you. Despite the aches and exhaustion running through your body right now, Trevor’s smile is calm and soothing.

“I’m ready.” You say meekly.

“One… Two… THREE!” You shove as hard as possible. Trevor grunts above you. And you feel the window move just a fraction of an inch. Immediately, you try to back out of the window. Unfortunately, your rumpled up sundress stops you in your tracks, sticking in the small window opening.

“Fuck this dress!” You swear in frustration.

“Uh, let’s try again?” You nod in response, bracing yourself against the window again.

“One, two… THREE!” You throw your entire body into the window. Trevor does the same. Heartbreakingly, the window doesn’t waver even a millimeter. It’s opened as much as it is going to.

“What the hell did I do to deserve this…” You feel tears welling up in your eyes as you resign yourself to being well and truly stuck. The pain from your anal fucking is starting grow as the post-orgasm euphoria begins to dissipate.

“Hey,” Trevor says, brushing your hair out of your eyes with his good hand. “I’m not leaving until we get you out of here.” His words bring a smile to your face, even as a few tear drops begin to roll.

“UGH. If this FUCKING sundress was on properly…” You trail off, suddenly realizing how you can escape.

“Go to the drawer beside the bed,” You direct Trevor. “There should be a pair of medical scissors in there.”

“Uh, Rose?” Trevor asks as he does what he’s told.

“I want you to cut my dress off.” You say sternly.

“Are you sure?” His voice wavers.

“It’s the only way. I have scrubs in my work bag.” You nod, trying to convince yourself as well as him.

“Alright. Right across here?” You feel the cool metal of the scissors just above your bubble butt.

“Straight up across my back, like that.” Agonizingly slowly, Trevor shreds your sundress into two pieces. With one last snip, the dress falls away from your body and drapes across the ledge. Trevor puts the scissors away.

You pull back, sure that your nudity will grant you enough space to move. You slide against the window frame, pulling back maybe a full inch as the wood scrapes against your skin.

“Ugh, I’m making progress. Can you help pull me?” You ask Trevor.

“Uh, yeah, how do you want me to…”

“Just grab my waist and pull!” Your patience is running thin. The sooner you stop flashing passersby on the street below, the better.

Trevor’s big strong arm wraps comfortingly around your naked waist, gripping onto the outside of your calf.

“On my count this time…” You close your eyes, preparing yourself for the pain of scraping yourself against the window.

“One… two… three!” You push yourself backwards, your skin slipping against the ledge. You’re moving! And then, suddenly - slip! Your breasts leave the window space behind, Trevor holding you by the waist as he lifts you back and up into the air.

You let out a playful giggle as he drops you on your feet - cleared of the window. You examine your side. There’s some mild scraping from the window, but nothing too painful.

Fuck. You feel dizzy. After hanging nearly upside down for so long, being upright again felt wrong. You take stock of your body, running your hands down the sides of your tummy and rubbing your sore butt. You grimace at the mixture of fluids running down the sides of your legs.

Trevor clears his throat. Shit, you forgot he was in the room. You make a grab at what is left of your sundress, using it to cover your intimates for a little bit of privacy.

“Trevor, I’m so sorry you had to watch-” You stop mid-sentence as you turn around to look at your rescuer, your eyes drawn to the undeniable bulge in his pants.

“I, uh, should probably go.” He says, clearly embarrassed. “Are you okay?” He glances towards your ass.

You imagine Trevor hunkered beneath the bed, forced to watch while Rick plowed your virgin asshole over and over. Did it turn him on? Was he leaving now to jack off? Would he imagine you helpless in the window again, your cunt leaking cum while your ass was destroyed by your uncaring fiancé. Would he imagine that he was doing the assfucking?

You feel a wetness return to your pussy. Now you were imagining Trevor assfucking you. You shook your head to dislodge the thought. Your asshole still felt raw.

“I’m okay now.” You stand there, still pinning the torn sundress to your breasts. “Thank you, Trevor.” He just smiles sheepishly.

“I’ll just forget this ever happened, yeah?” Trevor rubs the back of his head dolefully. You stare at his freckled face and his soft brown eyes. You imagine how life might have been different if you had ever taken the advice of your friends and confessed to him. Your eyes are drawn again to the bulge in his pants. Your pussy aches remembering the feeling of him filling you up.

“Wait, Trevor.” You drop the tattered sundress. It falls around your ankles, leaving you bare and glistening with sweat.

“Rose?” His jaw drops as he takes you in your entirety, from your smudged eyeliner to your engorged pussy lips.

“You liked what happened, didn’t you?” Daring, you take a step towards him, eyeing his erection.

“Uh, um…” Trevor stammers. “I mean, it was nice.” You get close enough to him that you can smell his cologne. He averts his eyes from your sensitive bits.

“You want me?” You cock your head at him, biting your lip.

“I…” Trevor takes a deep breath. “I’ve wanted you for a very long time, Rose.” He releases his breath, as if a big weight was just released from his shoulders.

“I think I should thank you,” You whisper. “For saving me.” You inch your hand to the tent in his pants, beginning to stroke the head of his cock through the fabric.

“Ohhh my god, Rose.” He eyes the door. “Should we…?” You shake your head as you get on your knees in front of Trevor. You unbuckle his pants, unsheathing his 8 inch long cock.

“Let me thank you.” His cock bulges forward in your grasp. Your hands are so petite against the size of it, but you dutifully begin to rub both hands up and down the length of the shaft.

“What about… oh god, urgh, your… fiance?” Trevor’s eyes roll back as you bring your tongue to the tip of cock, swirling it about as you lick the precum.

“Mmmm,” You moan as you take his cock head fully into your mouth. You pop it back out. “You already fucked me. What’s a quick thank you?”

He needs no further encouragement as he wraps his hand around your head, grabbing a fistful of your blonde hair. You redouble your efforts on his cock, using a combination of precum and spit to slide your hands up and down the length of his veiny dick. You smile up at him as you gently tap his cock head against your face, comparing the size of it to your own form. It seems longer than your entire head.

“Fuck, Rose…” Trevor’s cock throbs in your hands. You make an “O” shape with your mouth and begin to bob up and down on the head of his cock. “-fu-fufffffuck.”

Trevor’s grip tightens on the back of your head as he guides his cock deeper and deeper into your mouth. Your eyes widen as you realize you’re barely taking half the length of his cock and already your mouth feels impossibly full. But your determination redoubles when you look up to see Trevor’s eyes closed, a peaceful smile crossing his features.

Placing both hands on Trevor’s rear, you grip his ass. Hard. Then, with all your might, you push yourself forward onto Trevor’s cock.

GACK. You choke yourself on another two inches of Trevor’s cock as he invades your throat. Spit dribbles down your chin and tears well up in your eyes as your gag reflex kicks in. But you are determined. You want to take him all.

You push forward, gagging and choking as your vision blurs completely with tears. Your throat convulses violently around Trevor’s cock as he pushes past your throat barrier.

“OHHHHH FUCK ROSE!!!” Trevor is in ecstasy. “Holy FUCK, yeah throat my cock for me!”

“Ggggack, ggack, ggack gack gack.” You respond as you cough up drool around his cock. With one final push, you firmly lodge all of Trevor’s cock inside your throat. You feel is throbbing wildly inside you. Your nose presses up against his pubes as you struggle to breath.

“GWAahhhhhhhhhhhh.” You rear back, sliding him out of your throat and catching your breath at the head of his cock. He lets you go reluctantly. You examine his cock, now covered in your spit and lipstick. It throbs desperately for you.

You catch your breath. Grasping Trevor’s ass again, you force yourself back onto his cock with gusto.

GACK. GACK. GACK. GACK. GACK. GACK. You throat his cock up and down, forcing yourself to the base before bringing your lips back around his tip. Your throat rejects his cock, pulsating around his dick whenever it invades, coaxing it to cum. You feel Trevor’s grip in your hair grow tighter and tighter, his grunts becoming more desperate.

You don’t stop gagging yourself on Trevor’s cock even as your vision blurs completely and you feel spit, drool, and precum drenching your body. You gag yourself over and over and over and over.

“Fuck, Rose.” Trevor suddenly pulls your head into his crotch, locking you into a vice like grip. “Rose!”

He holsters his cock in your throat. You feel it pulse as he cums, surging cum directly down your throat-hole. His orgasm lasts for what feels like a full minute. When he’s done, his grip relaxes, and you slowly pull yourself off his cock, giving the head of his penis a little kiss.

You look up at Trevor, grinning. Your face is a wreck. Eyeliner and mascara runs down your face and lipstick is smeared in all the places it shouldn’t be. Traces of cum fall from your lips and down your breasts. Trevor looks down at you eyes wide.

“Holy fuck, are you o-” You stand up, bring your finger up to silence him.

“Thank you, Trevor.” Then, without thinking, you open your mouth for a kiss. He leans into you. You feel warmth from his tongue spread down your body, lighting a fire in your pussy.

You break. He stares at you, brow furrowed and pupils dilated.

“Rose…” He hesitates.

“What is it?” You say, your breasts pressing against his chest.

“Will you go out with me?”

Will you go out with him?

Yes, leave Rick for Trevor

Stuck in a Window: Seduce Rick

Previous Chapter

“Hey, baby!” You blurt out. “I’ve been waiting for you.” You wiggle your ass seductively, knowing he has a soft spot for your shapely butt. You have to keep his attention squarely on you. You swallow, uncomfortable with just how close your life is to completely falling apart. You try to take a deep breath. Just keep his eyes away from Trevor. That shouldn’t be too hard, you think, what with your dripping pussy nearly on full display.

“You, uh, have?” Rick throws his bundle of roses on the hospital bed, followed soon after by his jacket.

“Oh, yeah, baby.” You moan. “I want you so bad.”

“Hell, yeah.” Rick claps his hands together. “Get on the bed, babe.” He sweeps the flowers and jacket onto the floor. You panic. You swear Trevor just made a sound.

“No!” You squeak. “I want you to take me. Right here, right now.” You arch your back, sticking out your ass even more. Ouch. The windowsill digs even more painfully into your abdomen.

“Fuuuck.” Rick breathes. “You serious, baby?” You haven’t been sexual with Rick in many months, largely because he wouldn’t give you the time of day over his video games.

“My pussy is so wet thinking of your rock hard dick pumping inside it.” You gulp. Your wet pussy. Your wet pussy is currently full of Trevor’s hot cum. Rick could be unobservant at times, but you thought there was no way he wouldn’t notice another man’s cum leaking out of your cunt.

“Hell yeah, baby.” Rick digs his fingers into your ass, feeling you up. You wince. He’s even rougher than Trevor. “I’m gonna fuck that cunny so hard, baby.” He begins to slide your ruined panties down your legs.

“Wait!” You yelp. You feel semen sticking to your thigh.

“What now?” Rick says shortly.

“Fuck my ass.” You whimper.

“What?” Rick slides your panties down past your ass.

“Fuck my ass!” You repeat.

“Are you fucking for real, babe?” He slides your panties down a little lower. You feel a breeze on your pussy lips.

“Just fuck my ass, fuck my ass right now please!!” You plead, desperate for Rick not to look too hard at the juices currently leaking into your panties.

“Damn, babe.” Rick says. “I never knew you were such a fucking slut!”

You blush. Rick unbuckles his pants, his cock quickly growing to full mast. You gulp in anticipation as you feel the twitching head of his penis press against your asshole, meeting a firm resistance. You immediately regret your decision. You have never been fucked in the ass before. You’ve never had any desire to be fucked in the ass.

“Ahhhh- f-f-FUCK!!! Oh my god, RICK!” You scream in pain as Rick unceremoniously rams the first inch of his disk into your asshole completely dry. Trevor may have been longer, but Rick is much thicker. Even an inch of Rick’s cock feels like it is stretching your virgin asshole to the absolute limit.

“That f-fucking HURTS, Rick!” The thrust drives you forward too, causing you to hang further out the window.

“Givin’ me mixed signals, babe!” You know that tone of voice, he’s annoyed.

Mercifully, Rick removes his dick from your tight ass. An immense relief swells over you as you slump over the ledge. Your hair hangs down, concealing your face. Your breasts hang free.

But Rick isn’t done. He grabs your panties, and with one firm yank, tears them from your legs. You yelp in horror as you imagine the state of your ruined cunt, now visible to both Rick and Trevor.

“Oh yeah, baby, you’re so nice and wet for me.” Rick takes the cum-stained panties and wraps them around his cock, jacking off. His fuckstick gets slathered in a mix of yours and Trevor’s juices.

“Rick, what are you doing??” Your eyes catch on two passersby below, a man and a woman, who have stopped across the street and are currently conversing with each other intently. Please don’t look up here.

“Oiling myself up, babe.” He presses against you again. You feel an intense pressure mounting against your delicate rosebud. “Rick- I said- fuck-fuck-fuck-fuck-fuck-FUCK-FUUUUCK!!” You can’t help but scream as Rick slowly forces his rock-hard cock back into your virgin ass, this time aided by a mixture of your pussy juices and Trevor’s cum. The man on the street suddenly looks up, his eyes widening at your undressed state.

“Oh my fucking god, you BITCH! You have such a TIGHT little ass!” Rick leans against you, using his full body weight to force more and more of dick inside your impossibly tight little hole.

“Oh GOD. RIiiii-iii-iiiiiiiiCKK!!!!” Your voice tapers off to a high pitched scream. You’re aware of the couple below both staring at you now, mesmerized by your sweaty, undressed state.

“Yeah, you’re gonna take it, you fucking bitch. Take ALL of it.” Rick rams forward with all his might, planting all 7 inches of his cock deep inside your asshole. You feel a strange mix of unbearable pain and intense pleasure as his dick throbs deep inside you. A mixture of Rick’s precum, Trevor’s cum, and your own cum spread around your hole.

“OHMYFUCKINGGOD YOU’RE SO BIG!” You scream, feeling like your ass is literally splitting open. You can’t think. The pain and pleasure is so intense.

Rick slowly rocks in and out of you, your asshole gripping onto his cock for dear life. “Ohhhh fuck, babe.” He moans as he enjoys the feeling of your sphincter tightening around his manhood.

All you can muster is a whimper. Across the street, a couple more passersby have joined the couple. They are talking and clearly pointing at you now. You can only imagine how you must look. Your hair matted with sweat and your pale skin glistening, your breasts dripping with all manner of juices. You just hope none of them recognize you. Rick forces his way forward again. He moans, and you scream.

“FUCK. IT’S SO BIIIIG!” Despite the pain, you find yourself not wanting the throbbing inside you to stop. As Rick fills you up, you also feel a deeper pleasure than you have ever felt before. And it is beginning to overtake the pain.

Rick picks up the pace now. He withdraws again so that just the tip of his dick is inside you, and then slammed every inch of himself back inside. The mix of lubrication is helping, and now the sensation turns into a dull burning - but the burning feels good. Rick doesn’t stop there. He continues to speed up, enjoying the feeling of your asshole squeezing his cock in its vice like grip as he pumps in and out. He plows you mercilessly. He bounces you against the window ledge, forcing you to lean further out the window as your boobs bounce freely.

“FUCK! FUCK! FUCKKKKKK! aie-ee-e-e-e-e-e-e-e!!!” Your screams turn to gibberish as Rick plows you. His hips slap against your ass at an unbelievably fast pace. Your matted hair sticks to your face and breasts. Your breasts begin to ache as they continue to bounce against your chest.

“You squeeze my cock so good, you fucking bitch.” Rick spanks your ass. Hard. Trevor had been gentle in comparison. Rick smacks your ass like you deserved to be punished. “PLEASE BE GEN- FUCK!” You swear as Rick slams all 7 inches of his cock into your asshole again. Your virgin hole feeling split open.

“Nah, you’re a fucking slut, you know that??” Rick breathes as he continues to fuck you mercilessly. “Here I thought you wanted fancy dinners and romance and all that shit.” He grunts as his thrusts slow and deepen.

“I-I-I, oh FUCK, I do-FUCK MY ASS!” You try to protest, but you can’t focus with his huge cock lodged deep in your ass. You feel a similar warmth as you had felt when Trevor was fucking you begin to spread from your core again, but somehow ten times more intense.

“But now I know you’re just a dirty fucking slut…” Rick’s thrusts slow down even more. He pulls himself entirely out of you, before slowly forcing his full length back inside you. Your asshole is red and raw but he keeps fucking you. You want him to keep fucking you.

You gasp in horror as you see a small crowd has gathered across the street, where the passersby have stopped. Some of them have taken out phones and cameras. They are recording you!

You open your mouth to protest when Rick plows into you with more force than ever before, cramming every last bit of his cock deep inside you. You are thrown forward, and you just barely catch yourself against the building as you hang practically upside down.

“Ohhhhhhhhhhh yeah, baby, take my seed.” There is a throbbing deep inside of you as Rick cums. Blood rushes to your head. Your body is on fire all over - an intense mixture of sensations.

Rick slowly pulls out of your asshole, your ass squeezing around his dick as he does. He slaps your ass again. And you can’t help it. You cum. He slaps your pussy, roughly rubbing his hand around in your juices. You keep cumming. A primal pleasure from deep within you is spreading to all parts of your body.

You picture your ruined asshole, raw and ruined as a mixture of Rick’s cum, Trevor’s cum, and your cum leaks out, dribbling down your pussy and down your legs. That image alone is enough to send orgasmic aftershocks shuddering through your entire body. More pictures snap from across the street. You are a limp doll hanging in the window. Both of your holes have been thoroughly used and ruined. You cum again. A second, deeper orgasm overtaking the first. You moan so loudly. You don’t care who hears you or sees you. You are lost in the intense pleasure of your first ever assfucking.

“Happy Anniversary, babe!” He slaps your ass one last time. You shudder as aftershocks of your second orgasm continue to run through you. Your body goes limp - spent.

“I gotta raid to get back to,” Rick continues. “See you at home!” A few seconds later, you hear the door slam shut behind you. Tears well up in your eyes. Not just from the burning pain, but from the intense burning pleasure and other sensations that overwhelm your body. You raise your head, seeing the small crowd across the street mostly losing interest now that you are no longer being plowed from behind.

You sigh. You are starting to get dizzy from practically hanging upside down in the window. The ground spins beneath you. “Trevor…” You whimper. “Are you still there?” Silence.

“Please,” you repeat. “Can you help me?”

Is there anyone there?

Trevor helps you

Trevor punishes you

Stuck in a Window: Your fiancé, Rick

Previous Chapter

Dressed in a sharp blazer, black dress shoes, and carrying a bundle of roses, your fiancé, Rick, looks up at you from the sidewalk below. His hand is at his forehead, protecting his eyes from the sun. You stifle a squeal as Trevor rams deep inside you again.

“Babe!” Rick shouts, waving the bundle of flowers like it’s a trophy. “I was comin’ to surprise you!”

A wave of guilty cascades over you. But it is soon replaced by a wave of pleasure as Trevor slows his thrusts down to a gentler pace and brings his good hand down to caress your clit. You’re trying to keep your focus but Trevor begins to rub your clitoris in circular motions as he slowly rocks in and out of your vagina. Fuck, why does he feel so good? Fuck!! It is your fucking anniversary!

You smile at Rick, desperately trying to pin up the edge of your dress with crossed arms so that he, or any other potential onlookers, wouldn’t realize you were virtually topless. He smiles back at you, blissfully unaware that you are currently getting fucked by his best friend in the world.

“H-hey babe! I’m- fuck, just, oh- finishing up at work!” You spit this pathetic excuse out between primal thrusts from Trevor, who has abandoned your clit and begun to pick up his pace again. Your knuckles go white as they grip the window frame. Rick couldn’t see behind you from that angle, could he?

“I’m comin’ up!” Rick waves his flowers again. Roses – your favorite. “I got you flowers!” Rick hadn’t been attentive to your needs or wants in years. Even if he only bought them to convince you to have sex with him, it was still a nice gesture. Why did he have to choose tonight of all nights to be sweet?

“No!” You wave your leg around in a half-hearted attempt to get Trevor to leave, but he slaps your ass and keeps fucking you. His dick slides in and out of your pussy over and over in pleasurable rhythmic beats. You feel a warmth building inside your core.

“What babe?” Rick asks, puzzled.

“I mean, uh… oh fuck, I’m gonna be done soon! I’ll c-come down to you!” Your eyes roll back in your head as Trevor slaps your ass two more times. His dick seems to grow even harder.

“You okay, babe?” Rick squints. He can’t see you clearly, for which you are thankful for.

“Fine!” You squeak.

“I’ll come keep you company!” Trevor chooses this moment to redouble his thrusts, jackhammering in and out of your lubricated pussy. His grunts becoming more and more desperate. He pulls even harder on your dress. You lose your grip completely. You are topless. Your large breasts bounce freely to the entire world.

In a moment of panic, you scan the sidewalk for Rick, but he is already gone.

“FUCK! Trevorrrrrr! I c-c-can- oh, OH MY GOD!” His cock pistons into your soaked pussy over and over. You have never been fucked so hard before, nor felt a dick this deep inside of you. You have never felt so full.

“I’m gonna fucking cum inside you bitch.” His cool demeanor makes you quiver. Suddenly, you feel his fist in your hair as he grabs and pulls back.

You can’t help but scream out in pleasure as your head is yanked back and he pounds into you faster and faster. His thrusts getting ever more animalistic.

You don’t know how many onlookers might have been attracted to your screams. You don’t know how many people, at this very moment, can see you arched backwards, your milky-white breasts bouncing up and down, your old crush fucking you ruthlessly from behind. You don’t care. You don’t care that you’re exposed to all of downtown. And you don’t even care that your fiancé is almost certainly coming up to see you this very minute.

Trevor slams into you with a grunt that almost sounds like a growl. You feel his cock twitching and throbbing inside you. Seconds later, a warm sticky feeling begins to drip down your thigh.

You can’t help it. The sensation of his cum leaking out of your well-fucked pussy pushes you over the edge. You cum. Hard. Your pelvic region convulses and clenches. Then the rest of your body. Every muscle tenses up as you squeeze around his still rock-hard cock. You close your eyes, losing yourself in the rolling waves of intense pleasure. A happy warmth spreads from your core to every inch of your body. You have never orgasmed so good.

Trevor removes his dick, giving you one last smack across the ass for good measure.

“I never knew you wanted it that badly.” Trevor says, his voice deep and sultry.

“Oh, Trevor. What have we…“ You are interrupted as you hear footsteps in the hall and a familiar voice.

“She’s right in there!” Kathi chirps.

“Thanks, girl.” The muffled voice of Rick echoes from the hall.

“Oh shit.” Trevor breathes. As quick as he can with one arm, he pulls your dirty panties back up your legs, trapping his warm semen in your pussy. You hear the door begin to open and Trevor diving behind the bed, flattening himself to the ground so as not to be seen.

“Babe?” Rick shuts the door behind him. “What-” He stands there, frozen, taking in the sight. You, draped over the windowsill like a discarded doll, your ass sticking up, dress scrunched up, panties thoroughly soaked.

“What the fuck babe?” He says in genuine confusion.

You crane your neck to try to turn around, but the angle makes it impossible to see him. Your stuck position is starting to get uncomfortable. The hard edge of the windowsill digs into your midriff painfully. You need to fucking get out of here. You also can’t think of anything worse than having your cheating transgressions discovered by your fiancé.

Trevor is breathing heavily behind the bed. You mentally tell him to shut up, relieved that Rich hasn’t spotted him yet. You need to keep Rick’s attention at all costs and somehow be distracting enough that he won’t notice Trevor escape out the door.

How on earth do you explain your state of undress and obvious arousal? And you’re still helplessly stuck in the window!

“Babe?” Rick repeats. “What the fuck is going on?”

What do you do?

Seduce Rick

Stuck in a Window: Ask Trevor for help with the window

Previous Chapter

“Hey, uh… Trevor?” You squeak, the wind snatching your voice away.

“…what’s going on?” He sounds distracted. Get your mind out of the gutter, Trevor!

“The window is kinda stuck. Can you help me open it?” You feel humiliated, having to beg for help with your ass pointing up in the air.

“Oh shit, yeah, of course!” You hear some scuffling behind you. At least Trevor has always been a gentleman.

“Uh, let’s see…” He mumbles. You realize he’s currently incapacitated with the sling around one shoulder. He leans over you, and you feel him press against you as his left arm reaches over and grips the window.

You hear some grunting as he strains against the window, and you’re ashamed to admit that the sound makes you feel a little tingly down below.

“Damn. It’s really stuck in there. Hold on.” Trevor leans in closer to get more leverage. You try to adjust to give him more space but just end up wiggling your ass back and forth. Suddenly, you feel a hardness press against your thigh. It grows larger. You gasp as you realize Trevor is getting a hard-on.

Trevor steps back, and the hardness with him. “Um. That’s really stuck in there. Should I go get someone?” He sounds embarrassed. He’s probably panicking, hoping you didn’t notice his raging erection.

“No!” The thought of a janitor or maintenance person seeing you this exposed feels even more mortifying than what has transpired thus far. “Can you try again? Please?”

Trevor takes a step forward, hesitantly. “I don’t know if I can…” he says.

‘It’s okay! You can get close me, I just need a couple inches to squeeze out.” You bite your lip as you think about how many inches Trevor’s cock might be. You shake your head, trying to dissipate that thought from your mind. You just need to get out of this position.

Trevor presses himself against you again. You feel a light poking against your nether regions. You can’t help but let out another gasp. Quickly, you clap your hands over your mouth, hoping Trevor hadn’t noticed that. He leans over you again, his good arm resting against your back, straining against the stuck windowpane. You feel a fire begin to burn between your legs.

“Hey, Trevor?” You say meekly.

“Shit, I’m sorry. If I had both arms-“

“Don’t apologize! This isn’t your fault. Just keep trying.” You say. “You can get closer.” Trevor seems to hesitate behind you.

“Please.” You add.

Without another word, Trevor pushes himself entirely against you, almost leaning out the window with you to give his arm the best leverage. The bulge in his pants has now grown into a mountain. It pokes tantalizingly against your ass. He begins to struggle with the windowpane, jostling it back and forth in an attempt to get it unstuck. In the process, he begins to rub back and forth against your ass.

“Mmmm.” The sound escapes you before you can stop yourself.

“What?” Trevor stops moving suddenly.

“Uh, nothing! Keep trying, I think it’s getting looser!” You pull yourself backwards as much as you can, half trying to get unstuck and half straining desperately to feel more of his dick against your ass. You gasp as the tent in his pants suddenly slips beneath your crotch, sliding against your soaking underwear.

“Fuck.” Trevor’s deep voice lets out a groan behind you. Your pussy aches in response.

“Don’t stop - I think it’s working, Trevor!” You say. “Keep going.” On the street below, the siren of an ambulance blares by. You feel so slutty right now, exposed to the world as your fiancé’s best friend grinds against you.

You feel the warmth and pressure at your crotch disappear as Trevor steps away. You think about calling out to him, simultaneously feeling guilty and disappointed about his absence. In the background, you hear the unzipping of a fly. You’re about to ask what’s going on when you feel him forcefully grab your ass with his good hand, pulling himself back up against you.

“Ohmyfuckinggod!” You can’t help but scream into the air as you feel Trevor’s naked cock head rub against your pussy lips through your drenched underwear.

“Do you think this is helping?” Trevor asks.

“Fuck yes, please!” Your reservations have been depleted. You need something to fill your sopping wet pussy. A primal animalistic urge fills you that you haven’t felt since you first started dating Rick.

Trevor’s big hands slip down the sides of your ass, and slowly pull your underwear down to your ankles. You feel the head of his cock tease your slit, hesitant to enter. You wiggle your ass, trying to force yourself backwards onto his cock. But the window remains tightly stuck, securing everything from the breasts up outside the building.

Wham! In one sudden movement, you are thrust forward, such that you yelp and your hands snatch at the window to catch yourself. He sheaths his cock fully inside your vagina, filling you up completely. His is definitely a little bigger than Rick’s dick. And, oh my god, it feels so fucking good!

He holds his cock there for a while, enjoying the feeling of you enveloping him.

“Please fuck me.” You whimper.

“What was that?” Trevor says, a hardness to his voice.

“I said please fuck me.” You repeat.

“I’m sorry, I didn’t quite catch that.” You can hear the smile on Trevor’s face. He is getting revenge on you for teasing him earlier.

“Please fuck me!” You say a little louder.

“LOUDER!” His voice shocks you. You’ve never heard him be anything but softspoken.

“PLEASE FUCK ME! PLEASE FUCK ME NOW!!!” You scream.

He begins to rock his hips back and forth, slowly at first. Drawing back until just the tip of his cock is inside of you, and then slamming forward with such roughness that you have to brace yourself against the side of the building.

He builds up momentum quickly, fucking you against the windowsill. It feels so fucking good – his hardness penetrating you deep, filling you up, making you squirm.

He slams against you harder and harder, faster and faster. He slaps your ass. Then grabs it and uses it to fuck you harder. He pulls on your dress. You can’t help but let out a moan of satisfaction.

You suddenly feel your dress slipping as he pulls on it, using it to draw your ass and pussy closer and fuck you even deeper. It doesn’t take much pulling for the dress to slip and for your boobs to pop out the top, exposing you to anyone who dared to look up.

“Trevor! I- f-ff-fffuckkkkkk.” He just picks up the pace as you say his name, fucking you harder. Your protests get lost in the city air.

You hear sounds from down below. People on the sidewalk. What if someone sees you?? Panicked, you grab the top of your sundress and pull it up as far as it will go. Unable to get your boobs back inside, you hold up the fabric of the dress and cross your arms, using your arms to cover your nipples. To an onlooker, it just looks like you’re wearing a provocative crop top.

“Rose!” You hear a yell from below. “Is that you?”

Who has noticed you?

Your fiancé, Rick

Stuck in a Window: “Rose, 25-year-old nurse”

Author’s Note: A reupload of my “Stuck in a Wall” story from CHYOA.

You finish up for the day by changing out of your blue scrubs and into a flowing yellow sundress that barely contains your ample breasts. Stepping out of the bathroom stall, you examine yourself in the clinically clean hospital mirror.

The change of clothes barely conceals the fact that you just finished a grueling 10-hour shift that had you running from end to end of the building, cleaning up bodily fluids, changing IVs, and performing thankless manual labor. Your blonde hair frizzes at unattractive angles, and the dark circles under your eyes make your face look paler than usual. Still, the exhaustion clear on your face doesn’t stop elderly men from slapping your ass or groping your breasts when you lean over to change their bedding or IV. The daily sexual harassment is something you’ve learned to live with as a nurse, especially a nurse as busty as yourself.

You sigh. And you begin the work of applying bright red lipstick, concealer, and a little eyeliner to make your big brown eyes look a little less sad. Normally, you wouldn’t do all this while still at work, but today is your 8th anniversary with your fiancé Rick, and he likes it when you came home from work looking a little less like an electrocuted squirrel. You brush out your hair – starting to feel a little more confident the longer you stare at yourself in the mirror. It has been a long time since you really dressed up, longer still since you’ve had sex. You hope all this effort would not go to waste with your fiancé tonight.

Putting away your makeup bag, you sling your workbag across your chest, the strap enveloped by your cleavage. You smile, your hands wandering down your curves as you caress the sides of your breasts. They seem to barely be contained by the tiny yellow dress, and your touch causes your nipples to protrude through the fabric. You suddenly become embarrassed. What if someone walked in right now? Besides, you’re supposed to save such touches for your fiancé.

You hear a buzz from within your purse, and pull out your phone to see a text that makes your eyebrows raise.

Trevor: hey. got in an accident. im at lilyworth hospital, don’t suppose ur still on duty?

You frown. A million questions racing through your brain. You haven’t talked to Trevor in forever. But he had been one of your best friends from high school that you’d flirted with off and on back in the day. Now, he’s one of Rick’s best friends. You want to text back immediately, to call him and make sure everything is okay. But the tone of the text seems more casual than that. Still, you’d kick yourself if it was serious and you didn’t even bother to check on him. Plus, he’d specifically requested you.

You glance at the time. You’re not on duty anymore, but you could visit as a friend. Besides, Rick is probably still playing video games, and likely will be for the next several hours.

It doesn’t take long for you to access the hospital’s computer system and use your credentials to look up Trevor’s name. You note the room number and make your way to the third floor, fully aware that your yellow sundress, red heels, and face of makeup make you stand out in this clinical environment.

You find him in a corner room. A fellow nurse, Kathi, is just finishing up taking his vitals.

“Everything seems okay! But we’re still going to ask you to stick around for a little while, just so we can make sure you didn’t get a concussion.” Kathi says in her all-too-perky voice.

“Thanks! I’ll try not to walk into any more traffic.” The boy slouched on the bed wearing an arm-cast is a few years younger than Rose, his brown hair swept over a smiling freckled face. His eyes seem to light up as you walk into the room.

“Rose! Damn. You sure that’s dress code appropriate?” He gives you an appreciative nod, trying to be respectful. You note that he can’t seem to keep his eyes away from your cleavage.

“I’m off work, doofus. I was just about to head home when I got your text. What happened?” You demand. You try not to sound worried. But its hard to hide your soft spot for Trevor.

“Unlike you, I’m just starting my shift. I’ll leave you two to it!” Kathi practically skips out of the room, the door shutting behind her. You roll your eyes. Trevor chuckles.

“Uh, yeah. I walked into an oncoming car.” Trevor makes a face like he knows he’s about to get yelled at. You just shake your head.

“How on earth did that happen? How did you only walk away with a broken arm?” You cross your arms under your breasts, pushing them together.

“I- uh…” Trevor trails off, his attention grabbed by something.

“What?” You’re having fun teasing him, it’s all fun and games, anyway. There had never been anything romantic between you and Trevor, although all your friends had guessed there would be. It is simply fun to have someone look at you like that.

“Sorry, there’s just a bunch of noise outside. Could you see what it is?” Trevor asks. You contain your eyeroll this time. He is not fooling you. Still, you decide to go along with it. You don’t want to embarrass him too badly after all.

You put your workbag down as you stroll over to the third story window. Trevor isn’t lying, it does sound like there’s a lot of noise coming from the street. Unfortunately, the angle offered by this window wasn’t the best.

Curiosity getting the best of you, you crack the window open and stick your head out. You can just make out the edge of a crowd of people from this angle, but not what they are congregating for. You shove the window a little further to the right, it’s sticky, and doesn’t seem to want to open further. Getting it as wide open as you can, you force your top half through the window, bending over the ledge to get a good look at the street below.

A couple police cars are parked in the middle of an intersection, and traffic has piled up. A large semi-truck has crashed into not one, but several other cars. The street is a mess and it is attracting onlookers.

“Looks like an accident. A real bad one at that. Did you have anything to do with it, Trevor?”

Curiosity satisfied, you attempt to pull yourself back from the ledge. But as you attempt to squeeze yourself back through the window, you find yourself stuck at the midriff.

“Oh, come on!” You attempt to push the window open further, but it seems well and truly stuck, some sort of sticky residue jamming up the sliding mechanism. You pull back even harder, but all you succeed in doing is putting yourself in a tighter spot, squeezing your boobs against the outside of the building. You hang there, belly over the window ledge, your breasts and top half hanging out of a third story window for the world to see, your back half still draped over the window sill in the hospital.

You suddenly realize that Trevor is in the prime position to see straight up your dress, and your pair of peach cotton underwear. Your face turns a similar shade as your underwear. This is mortifying.

Do you tell Trevor you’re stuck?

Ask him for help with the window