The Fantasy and the Masquerade

"Never have I ever had sex outdoors."

In near unison, every glass in the room was raised. Caleb smiled as he sipped his drink, recollecting several pleasant experiences.

"My turn!" Hannah exclaims.

Caleb watches his girlfriend replace her drink on the table and dive for the deck of cards.

At 5 feet 3 inches, Hannah was a real cutie of a 22-year-old. She had long, light-brown hair halfway down her back, bright brown eyes, and a button nose. Being your typical horse girl, her most prominent bodily features were her ass and thighs, often highlighted in tight pants and skirts. Her perky little B-cups, on the other hand, usually stayed anonymous beneath loose-fitting fabrics and only made an audience in more private settings.

"Never have I ever swallowed a load."

To some light giggling, all three women present sipped their drinks. Neither boyfriend seemed to have tried it, or at least wasn´t prepared to admit it publicly.

Next to read was Caleb himself.

He was 5 feet 9 inches, with dark blonde hair, hazel eyes, a short, precision-trimmed beard, and glasses. Being more of a homebody, he preferred gaming, reading, and cooking over sports and other outdoorsy activities. Though working in construction, hauling tools and building materials all day, he still had accumulated enough upper-body mass to get the looks.

"Never have I ever had anal sex."

Four out of six people took a swig, only Hannah´s sister and her boyfriend sat unmoving.

"Oh god, really?" Sophie gaped, raining judgment onto her fellow women. "Why would you let them do that?"

Sophie was 20 years old, and although not similar enough to be twins, you could identify their siblinghood even while rubbing pepper spray out of your eyes. The younger sibling had the same shin, lips, horse-girl body type, and identical colored eyes and hair as her big sister. The only things that set Sophie apart, were a quarter of an inch less in stature, shorter hair, a slightly thinner and more pointy nose, and a bunch of freckles.

"What?" Hannah shrugs at her sister. "It can feel awesome!"

Sophie wrinkles her nose in protest, "No way it can feel good having a dick in your butt."

"Have you ever tried it?" Asked Sarah. She was the tallest of the three women, with black hair and gorgeous onyx eyes.

"No, and I don't plan to!"

"Well, don't shit-talk it til' you've tried it," Sarah's boyfriend Stuart pitched in. It was unclear if it was an intentional pun. He was an inch or two shorter than Caleb, with sand-colored hair, blue-grayish eyes, and a mustache. He worked at a bank and fancied a proper getup even outside of work. Luckily, his personality and humor were much more relaxed than his attire.

"Come on, guys, let´s drop it", says Aaron, defending his girlfriend. He was 6 feet tall, with dark eyes, a man-bun, and a clean-shaven face.

"Okay, you read one then," says Hannah.

"Never have I ever choked someone or been choked sexually."

"Oh, no one better be drinking on this one," Sophie spits.

Caleb meets his girlfriend's eye before they both remain perfectly still.

"What now?" Sarah sighs.

"It's derogatory!?" Sophie says as if it was moronically obvious. "Being strangled... And like, spanked and slapped and stuff? It's fucked up!"

"A fuckton of people gets off on that shit," Sarah says, sounding annoyed. "You know BDSM is a very common kink, right? And that it's CONSENSUAL?"

"And that it's fairly common for the woman to be the dominant one too," Caleb pitches in.

"Exactly!" Sarah says. "This is not a feminist rights issue, Sophie, just let people fuck whatever way they like."

Sophie puckers up in defiance. "I refuse to believe you can get pleasure out of that stuff, you'd have to be a goddamn whore to get off on that!"

"Just drop it," Sarah says.

"Sounds like you HAVE done it?"

"Actually, no," Sarah says coldly, before turning to her boyfriend. "But you know what, babe? We should sneak off during the party, and record a Snapchat for miss kink shamer over here, where you choke me out while we fuck."

Another Friend-couple of theirs was hosting a masquerade party tonight, a grand housewarming celebration for their newly acquired home. The three couples had gathered for some pre-party shenanigans leading up to the big event.

"Oh, very mature," Sophie rolls her eyes. "Hannah, you're on my side, right?"

All eyes turn to Hannah, who has been sitting in absolute silence during the entire argument. Her face turns beet red at the attention and she avoids her sister's gaze. Then, in a completely silent but distinctive statement, she lifts her glass off the table and drains the remaining liquid.

Laughter fills the room and breaks the tension. Now it is Sophie's turn to sport some heated cheeks, realizing she had just called her big sister a whore.

"Guys, I think it's time to start getting dressed, so maybe we should just call it?" Aaron says.

The collective agrees, and the naughty deck of cards is stored away. The couples then kiss goodbye, before they sort the group by gender, and the men vacate Sarah and Stuart's apartment.

There had been a long-standing agreement for neither spouse to see their partner's costume before the party, and see who could identify their significant other first.

Or, at least that was what Hannah thought...

As the merry lads shimmy down the street en route to his and Hannah's apartment, Caleb smiles in nervous anticipation. He had carefully planned to surprise the woman he loved tonight and to use the ambiguity of the costumes to fulfill her deepest, dirtiest fantasy.

As they enter the gate and begin scaling the stairs to the apartment, Caleb recalls the conversation that had set it all in motion.

"Oh, baby that was amazing," Hannah had moaned hoarsely as he undid the fetters around her wrists. Her butt had been spanked red, her nipples twisted, her hair had been pulled, her face slapped, and her throat fucked and choked. She had still been trembling a little from an orgasm, having only just gotten off from a fat black dildo in her slippery wet pussy and her boyfriend's cock cumming and spasming deep in her asshole.

"Are you sure you don't hate me?" Caleb had asked, pulling the roughed-up woman into his arms for some thorough aftercare. Just like his partner, he got off on their BDSM play, but once he had drained his balls he always felt a little guilty.

"Are you kidding me?" Hannah had purred, having rested her head on his chest. "I love you so much for treating me like the little whore I am!"

"Well, now the little whore gets to be my pampered queen."

Hannah had giggled, "You don't HAVE to do the whole grand aftercare routine, you know? I wouldn't mind falling asleep feeling all dirty and used."

Still, she had luckily made no effort to escape his loving hugs, cuddles, and kisses.

"Oh, come on. The aftercare is important, you know that."

"Yeah, but..." Hannah had whispered, hesitating. "What if it's a fantasy of mine specifically to feel... used?"

"Isn't that what we just did?" Caleb had asked, confused.

"No, not like that, like..." Her voice had been trembling with nervosity. "L- like if you said you were going away for the weekend, and then at some point, you pretended to break in wearing like a ski mask or something and... a-and you know, held me down and had your way with me."

Caleb had been shocked, "You want to be raped?"

"No, babe," Hannah had quickly urged. "It's called consensual non-consensual. And yes, I know it's kind of fucked up, but it's almost the only fantasy I masturbate to anymore. I just want to be held down by someone stronger than me and be used. I want to beg for mercy and be mocked for it, and experience having no control over what is being done to my body."

Caleb feels his penis twitch, recalling Hannah shivering in his arm. Her voice had been trembling, both terrified of a bad reaction and excited to finally unearth her deepest, dirtiest secret. They'd had countless talks about it from there on, and although a portion of Caleb's mind was horrified, the way Hannah started dripping only talking about it had rubbed off on him.

So, they'd established a safeword, and his girlfriend had been adamant it'd be a total surprise when it happened, NO hints!

Unlocking the apartment and moving down the hall and into the bedroom, Caleb smiles. Not only would the costumes help with immersion, but Hannah would never ever expect him to dare attempt this in the middle of a buzzing party.

With his heart pounding in anticipation for the night, Caleb pulls his packaged costume from its hiding place in the wardrobe. He tears open the resealed cardboard, having opened it once before to confirm the size, and begins draping himself in the black fabric.

Soon, a budget Batman stood brooding before him in the mirror, though thankfully the costume did not look nearly as cheap as he had feared. The bigger part of his face was nicely covered, the general fit excellent, and the fact it was a two-piece made access to his junk super convenient.

Before he leaves the bedroom, Caleb pockets two items: A pair of sturdy handcuffs and a small bottle of lube.

Then, all finished, the caped crusader rendezvous at the pre-set meeting point in the living room. Here he finds, instead of his regular companions, Iron Man and Freddy Krueger. They laugh about each other's costumes and chat for a bit before they finally call an Uber in for an extraction and get on their merry way.

Cramming himself into the seat behind the driver, Caleb rests his backpack on his lap to make sure not to forget it. Not only did it contain extra alcohol, but also a spare costume. Having meticulously planned his strategy for the evening, Caleb aimed to switch after the deed was done and before revealing himself to Hannah, to help sell the illusion it had indeed been a random stranger.

More time than that was not allocated for his musing, for suddenly they were at the destination, greeted at the door by the resident scary clown couple, and then on to dancing and doing shots.

Among the milling guests, bobbing wigs, bad lightning, and thunderous music, it took Caleb a full 45 minutes to even locate his target for the first time. But finally, with a thrilling tingle vibrating throughout his body, he laid eyes on the costume he so intimately had studied out of his girlfriend's closet.

The blue and white Cinderella dress looked marvelous on her, with armless sleeves and long white gloves. A shimmering tiara sat perched atop a delicately braided top bun, and a pretty cream-colored ball mask covered her nose and the entire top half of her face. Sure, height, body size, and hair color were all accurate enough, but had Caleb not studied the costume repeatedly in advance, he might've struggled even to pin a hesitant guess for the fairy tale princess' identity.

Next to Cinderella lingered a pink Power Ranger in full body armor. Seeing as the costumed person was of nearly identical height and bodily proportions, it was a safe bet to assume that Sophie was the one wearing it.

Caleb smiles, wondering if the girls had made up since the quarrel at the pre-party. Then, a moment later the amusement fades as reality sets in, replaced with sudden disappointment.

How the hell was he ACTUALLY going to pull this off?

Hannah was right there, sure, ripe and ready to be plucked. But WHERE? There was a meandering queue to the bathroom, so no way to drag her in there. The house also lacked a basement, or maybe he could've lured her down there without suspicion.

Perhaps some isolated corner of the garden? Caleb frowns. Nah, Hannah had specifically said she wanted to struggle and beg, something way too risky to attempt out in the open.

So for the next hour, Caleb keeps his distance, observing his target. He participates casually in some drinking and dancing, intentionally steering his friends away from their girlfriends.

He was honestly on the verge of surrender and bitterly accept that his master plan was a flop.

Then he glanced almost unconsciously into the other room for the hundredth time, the pink Power Ranger being an easy beacon to align with, just in time to watch Cinderella separate herself from the little cluster.

With desperate hope, Caleb excuses himself and shadows her. But the excited spark is short-lived when she stops before the lingering line to the bathroom. He grunts with disappointment, about to return to his friends when the princess is afoot anew.

She laps the assortment of rooms aimlessly for a minute, before she trips into the kitchen, unknowingly just past Stuart and Aaron, and up to their female, scary-looking host.

Watching from afar, Caleb has no idea what is being said. He passively studies Cinderella as she says something, gesturing toward the crowded hallway by the bathroom. The Clown answers, points at the roof, and nods encouraging.

The pretty princess shows some gestures of quick gratitude towards her friend, then trips back out of the kitchen.

Caleb watches his prey strut past the queue, around the corner, and over to the stairs. The hosts had used a thick rope to seal the stairs off, VIP-style, to signal for their guests to remain on the bottom floor. The blue-clothed royalty, however, weaseled her way past the obstruction and vanished up the stairs.

The hopeful spark was now a wildfire, flourishing in Caleb's chest, scorching his every fiber with excitement. He was pretty sure what was going on now, and it was as if the very kinkiest Gods themselves had aided him in his quest.

Glancing around to make sure no one was paying attention, Caleb follows suit and clears both the rope and the stairs.

The top floor was a lot smaller and only contained two rooms. One had been purposed into a home office, and the other was the master bedroom. Caleb quickly sneaks inside and shuts the door tightly, muffling the thunderous music.

His pulse is drumming away in anticipation, both scared and aroused for the dirty act that was to follow. And as on point with his thesis, the bedroom is empty, with the en-suite bathroom door locked.

While he waits, breathing unnaturally fast, Caleb studies the impromptu canvas for the somewhat fucked-up piece of sticky art about to be created. It was perfect! It was an isolated spot where very few were likely to venture, the sound level would mask any and all noise, and both the large bed and the makeup desk were prime candidates to be incorporated into the action.

For what felt like an eternity Caleb lingered just outside the bathroom door, brooding in his Batman costume as if he was Bruce Wayne himself.

Then suddenly chimes the metallic scraping of a lock turning, and he stops breathing. Out into the bedroom walks Cinderella, making it about three full strides before she picks up on the unanticipated presence. She jumps straight up like a scared cat and yelps in distress, given no more time than that to react.

Caleb grabs the smaller woman in mid-air and shoves her roughly onto the twin bed.

"AAH!" Yells the fake-royalty. "WHAT THE HELL ARE YOU DOING?"

Caleb quickly folds himself over the flailing woman, trying to make his voice both condescending and taunting. "Oh, I'm just giving the cute little princess her prince charming."

"Oh no, oh God no," whimpers his warm, soft prey, realizing now what was happening. "Please, stop... Oh please no I don't want this!"

Cinderella panics and begins to struggle even harder, trying to wiggle, flail, and kick her way out. Caleb nearly loses his confidence in the entire role play, with how realistically his girlfriend acted out her terror.

Then her knee hit him in the groin, only a whisker away from his balls, and pain and annoyance refueled Caleb's commitment.

"Oh, I'll show you, you little slut!"

He uses more power, forcing the little bitch over on her stomach. He then uses his bodyweight to pin her down, wrestling her arms in behind her back.

"Please just let me go, my boyfriend is downstairs. please stop, PLEASE! I don't want this!" She pleads, breathing hard.

Taking no notion of the words he had been assured a thousand times were fake, Caleb instead produced the set of handcuffs from out of his pocket. Before the posh little brat had time to realize what was happening, her wrists were firmly secured behind her back.

"NO, WHAT ARE YOU DOING?" Cinderella cries, feeling the hard metal through her gloves.

"Making sure you don´t leave before I´m done with you," Caleb taunts.

He stands up, watching his sexy young prey lying helplessly on her belly. He caresses her back, making his way down to her round butt and thick thigh.

Grabbing the skirt Caleb folds it up over her ass, exposing the end of the white, thigh-high socks and a pair of black lace panties.

"NO STOP!" Screams the princess, kicking back into panic mode when she realizes that her pleading is on deaf ears. "HELP! I'M BEING RAPED! PLEASE HELP ME!"

Caleb understood that Hannah wanted the reenactment of her fantasy to be as realistic as could be, but was it necessary to bellow at absolute max capacity?

Likely was the music way too loud for anyone to hear the desperate call for aid anyway, but for safety's sake, Caleb acted swiftly. He grabs ahold of the black lace and pulls it mercilessly down the kicking legs. The second he had untangled the panties from the delicate high heels almost poking his eyes out, Caleb quickly bundled the small piece of fabric into a ball and shoved it into the wailing mouth.

"HELP! HE'S RAPING ME! SOMEBODY HEL- MMmffghh..."

"Aah, finally some peace and quiet," Caleb mocks. "And now we have all the time in the world to get to know each other."

He slaps Cinderella's naked bubble-butt and is rewarded with a pained whine. Laughing at his helpless victim's so innocently acted reaction, Caleb then bends down and forces his hand down the cleavage on the blue dress. Sliding inside the bra, his hand cups a naked breast, and he squeezes the warm, firm skin. Her perky B-cup almost felt a bit fuller than usual.

"Mm, such a hot little slut you are," Caleb sighs into the princess' ear. "I look forward to hearing you moan on my cock."

"MmFfghh..."

"What was that? You wanna be spanked some more?"

*Slap*

*Slap!*

*SLAP!*

The young woman yelps again through her gag, louder every time her dominator's hand hits her skin. She tries to wiggle away but is powerless to escape her captor's reach.

"Aaw, did it hurt?" Caleb says condescendingly. "Don't worry, baby girl. I'll make it all better."

He gently rubs the red spot on her ass cheek, before slowly sliding his fingers further south. He bends down and gently kisses the firm butt, all while exploring the crack of her ass, the inside of her thigh, and...

Cinderella yelps anew as her labia is being prodded, trying in vain to shut her legs. Caleb chuckles, the pretty, shaved little pussy still fully visible from behind, and he pushes his fingers deeper, past the puffy outer lips, the smaller inner lips, and into the slit.

"Hmm..." Caleb grunts, the slut's sexy little fuckhole was still dry. Not uncommon, of course, Hannah many times required a fair bit of warmup to get going. Caleb had only just assumed, with how she was always gushing only talking about this fantasy, that the faucet would've been instantly turned on.

No worries, he knew how to get her hot.

"Going to be a disobedient little slut, huh?" Caleb says with a relishing tone. "Well, more fun for me!"

*Slap!*

*Slap!*

*SLAP!*

Caleb is leaving red handprints on the round ass now, simultaneously rubbing away at the naked little kitty. He has a hard time getting a consistent go at the clit, however, the little menace moving around and wrestling his hand with her thighs.

Finally, with a frustrated grunt, Caleb has had enough of his bratty girlfriend going over the top with her performance. He forcefully turns her over, making her lay on her back atop her own hands, and pushes in close. He leans in over the annoying little princess, his hips a wedge between her knees to impede them from closing.