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Click hereNote: This story features degrading and perverse sex. You have been warned.
Brittany Berkshire was a thirty-two-year-old physical education teacher in the New York City Public Schools system. Having been at the same school for the past 10 years, she was well known by the school community and had established a reputation for herself. Brittany had been raised in a strict, Catholic household, and was a devout, God-fearing Christian to the present day. Her religious beliefs were reflected in her instruction. She was a no-nonsense teacher who expected students to follow the rules and demanded that they be on their best behavior. Running laps and doing push-ups was common in her class, and the students were usually sore and exhausted when the 60-minute period finally ended. Most of the girls at the school hated her, and some of the female faculty did as well. But not the boys, nor the male teachers. And that was because they all wanted to fuck her.
Brittany was very pretty, with long, dark brown hair that she tied back into a ponytail. Her big, brown eyes were captivating, and her button nose sat perfectly formed just above her thin lips and bright, white teeth. Light freckling scattered across her pale skin. But truthfully, as appealing as her face was, it wasn't the main reason all the males at the school wanted to get between her legs.
Brittany had a body that could aptly be described as thicc. She was not fat. Not at all. In fact, being someone who valued physical fitness, she worked out every day and was in great shape, with toned but not overly large muscles. But her body type was simply one that had a bit more meat on the bones. And for Brittany, that meat resulted in big, fat tits and a plump, juicy ass.
Brittany's tits were a common topic of discussion amongst the high school boys she taught. They would guess how big they were ("So do you think those knockers are double-Ds? Or are they even bigger?"). They would talk about what they'd do to them ("I'd stick my cock in between those jugs and fuck 'em until I nut on her face"). They would even make ridiculous attempts to get a better look at them ("Ms. Berkshire, I forgot how to tie my shoes. Can you please do it for me?"). Ms. Berkshire sometimes overheard these comments and knew what the boys were up to, but she simply ignored them.
What was more difficult was the constant leering and inappropriate conduct from her male colleagues. Just like the boys, they loved her colossal rack, but they tended to focus more on her ass. When she entered the teacher's lounge, she would often overhear a group of them sitting at a table, talking about pulling down her yoga pants and bending her over a desk. Sometimes, at the watercooler, one of them would sidle up to her, say hello, and grab her butt. Brittany would brush them off and walk away, but she never filed an H.R. complaint.
The reason she never filed an H.R. complaint is because despite her devotion to God, and despite her strict bearing as a teacher, Brittany was a complete slut.
Unbeknownst to the boys she taught and the men she worked with, who desired her body but also viewed her as an ice queen, Brittany craved sex. She craved cock. And she couldn't get enough of it.
In order to procure this cock, and satisfy her needs, Brittany was a frequent user of the UNBLND app, which organized social functions around the city that all UNBLND users were welcome to attend. These functions might be softball games, trivia nights, or bar crawls. For Brittany, the particulars of the event were unimportant. All that mattered was that men were present, and in the five years she'd been using the app, she'd come to realize the proportion of men at these events was much higher than the women. Brittany wasn't there to meet women, who had never particularly liked her anyway. No --- all she needed was the men.
At her last Meet Up, a trivia night at a bar in Tribeca, she'd gone home with a man named Chad. Chad was a lunkhead, but he'd had a big cock and treated her how she liked to be treated. Two days later, he'd called her up and said he wanted to see her again, but not alone. He had a couple of friends coming into town this weekend, and they wanted to have some fun. Brittany said yes.
Now it was Sunday night, and Brittany was in the middle of carefully applying a thick layer of mascara to her eyelashes. She had already covered her lips in bright, red lipstick. A light coating of pink blush covered her cheeks, along with a faint dusting of glitter. Smoky, blue eyeshadow sat beneath her big, brown eyes.
Brittany finished putting on the mascara and set it down on her vanity. She looked into the mirror and admired herself. Her face looked pretty in a way that would be frowned upon at PTA meetings, which pleased her. And her body, as usual, looked spectacular. She was wearing a tight, low-cut sequined black dress which hugged every one of her curves. The upper half of her tits were spilling out the top, and the spaghetti straps holding them back appeared as if they might snap at any moment. The dress tapered down her torso, back, and abs, hugging them tightly. And then boom! There was that fat, juicy ass, popping out, begging to be groped and grabbed. The dress only just contained it, cutting off at her upper thighs. Brittany had decided underwear was pointless for this particular rendezvous, so she was wearing none. If any seated man had eyed her long, toned legs up to her crotch, they would have been able to see her tight, shaved twat.
Brittany gave her tits a quick lift, smiled at herself in the mirror, and then gave one last pop of her lips to make sure her lipstick looked just right. Then she ordered an Uber.
Ten minutes later, she was headed south on the Hudson River Greenway toward the financial district to the Four Seasons Hotel, where Chad had rented a suite with his two friends. Brittany could see the Uber driver checking her out in the rearview mirror, and, feeling frisky, she decided to reward him by shifting into the middle seat and spreading her legs open just a bit. The Uber driver took the hint and angled his mirror downward. For the remainder of the ride, he did his best to keep his eyes on the road and not just stare at her pussy the whole time.
The car pulled up to The Four Seasons' front entrance and Brittany hopped out. 1503 was the room number Chad had given her, and since this was not Brittany's first time visiting The Four Seasons, she promptly made her way to the elevator bank and hit the Up button.
An elevator arrived, and Brittany entered. Some older men, probably in their 70s, entered with her. As the elevator ascended, the men leered at Brittany openly, not hiding their lust.
"You like what you see, boys," said Brittany, squeezing her tits together with her hands. The men were speechless. "Ha!" she giggled. "Maybe next time." The elevator door opened to the fifteenth floor, and Brittany stepped out.
She found room 1503 and knocked. Ten seconds later, the door opened.
"Brittany!" said Chad with excitement. "I'm so glad you made it. Come on in."
Brittany stepped inside, her high heels echoing slightly against the white marble floor. This was a nice hotel room, with a large sitting area overlooking both the financial district and the Hudson. The bedroom sat off to the right, and to the left was a small wet bar stocked full of alcohol. Hip hop music played over the surround-sound speakers.
Chad motioned to the two men sitting on the couch. "Brittany, these are my two friends, Brad and Todd." The men stood, eying Brittany with hungry looks, but maintaining formality for the moment.
"Hey Brittany, it's great to meet you," said Brad, reaching out to shake her hand.
"It's a pleasure," echoed Todd, giving her a slight wave.
Brittany returned their pleasantries, then glanced over at the wet bar. She did not require alcohol to do what she was about to do here tonight. She simply thought it would make things more fun.
Chad, reading her mind, said, "How about a glass of champagne."
"That sounds terrific," Brittany replied. "But you better bring a shot of tequila as well."
"Haha!" Chad gave a big bear laugh. "Thattagirl."
Brad and Todd raised the Old Fashioneds they'd already been drinking. "Cheers to that," said Brad.
Chad returned from the wet bar a minute later, with a glass of champagne for Brittany, and shots of Don Fulano for the four of them.
They all stood together in a circle and raised their shots.
"To friendship!" Chad exclaimed, and Brittany had to chuckle inwardly. As if friendship was the reason they were gathered here tonight.
"To friendship!" responded Brad, Todd, and Brittany, just before downing their shots. Immediately, Brittany could feel the intoxicating burn of the tequila make its way through her body, putting her off balance mentally and physically. The pleasure sensors in her brain, anticipating the events to come and amplified by the alcohol, were suddenly at a fever pitch. She put her arms around Chad and Brad and leaned into the circle. "I'm ready when you are, boys."
"Oh, fuck yeah," Chad answered moving his hand down to her ass and grabbing a nice, meaty hunk. "We're ready too, babe. But first we need you to do something for us." The three men sat back down at the couch, leaving Brittany standing in front of them.
"That's a very sexy dress you have on, Brittany, but it's time to take it off. Strip."
Brittany smiled, then wasted no time. Moving with the bass of the music, she gently gyrated her hips, caressing her own body in the process. She played with her tits, pushing them up and about. She grabbed the hem of her dress, sliding it upwards, revealing her lack of panties. The men purred and approved. Finally, she released the spaghetti straps that had been holding back her giant, heavy tits, and her dress fell to the floor. Brittany stood naked in front of the men, with her high heels the only remaining garment.
Brittany bit her lip and began to rub her pussy with her right hand. She could see the men's erections in their pants. She closed her eyes and moaned. "My God, I'm ready, boys. I'm so ready."
"That's good, baby," said Chad. "That's real good. But we still need you to do one more thing."
Brittany opened her eyes and stopped touching herself. Her big tits and her fat ass were out and on display. Her pussy was wet and open for business. She was here to get fucked and she was tired of waiting. But she kept her composure.
"And what's that?" she asked, as nicely as she could.
"Go to the bathroom," said Brad. "You'll see what to do."
Brittany did as directed, following the corridor down toward the bathroom. She entered and her task became clear. Sitting on the large, marble vanity was a chest with a handle, resembling a briefcase. It was built of metal and covered with a red velvet lining. Affixed to the chest was a post-it note with the message "Bring Me."
Okay, Brittany thought to herself. That's simple enough. She then looked over to the toilet seat and spotted a small, neatly folded pile of clothes. Sitting atop them was another note: "Wear Me."
Brittany stepped over to the toilet and reached for the clothing. The first item was a pair of ridiculously high-heeled, bright pink pumps. Brittany wasn't entirely sure she could balance in them, especially with the tequila swimming around her brain, but she was willing to try.
The second item was a pair of lacy, crotchless panties the same color as the pumps.
Finally, there was a white spandex tube top that looked meant for a woman with small breasts, not a set of double-E's like Brittany had. Written across its front in a garish pink font were the words FUCK DOLL.
Brittany smiled at the little outfit the men had put together for her and began to put it on. The aggravation she'd felt over not getting fucked sooner melted away as she realized what was in store for her tonight. These boys meant business, and she was ready.
A few minutes later, Brittany tottered out of the bathroom in the pumps, panties and tube top and approached the men in the sitting room.
"Jesus!" said Chad.
"Wow," said Brad.
'Nice," uttered Todd, as he rubbed his crotch through his jeans.
Brittany stood before them with the little, red briefcase in hand. Chad ordered her to slowly turn around.
Starting at the bottom, the men admired Brittany's sultry, wanton body. The pink pumps made it hard for her to balance, but her long, smooth legs looked amazing as they traveled up toward her crotch. Her pussy, very wet and now visibly dripping, was framed perfectly by the cut-out of the crotchless panties. Her ass, forced outward by the ridiculously high heels, looked more supple and meaty than ever. Her midriff looked cut and toned, featuring a slight six-pack hard-earned by Brittany's many hours at the gym.
And then there were her massive tits, literally ripping at the seams of the comically tight, nylon tube top, emblazoned in bright pink letters with the words FUCK DOLL, announcing to the men what she was tonight.
"Okay, boys," said Brittany in a sultry, smoky voice. "No more waiting. I'm your little fuck doll, just like you wanted. Now do your worst."
"You don't have to ask me twice," said Chad, as he stood up from the couch and approached Brittany. Brad and Todd followed suit.
The three men surrounded her, Brittany holding her arms up high above her head, offering herself to them.
Chad came around behind her, rubbing his groin up against her thick, bulbous ass. He reached around to her front and cupped her tits, still trying to escape the tube top, with his big, strong hands.
Brad knelt down in front of her, then looked up. "Spread 'em," he ordered. Brittany immediately complied, stepping out to her sides just a bit, allowing her pussy lips to open ever so slightly. Brad went to work, grabbing her hip with his left hand, while fingering her slit with his right.
With Brittany's ass, tits and cunt already being taken care of, Todd was left to get a bit more creative. He walked up to Brittany and gently cupped her face with his hands. He leaned in and gave her a deep, sensuous kiss, which she accepted readily. Then he pulled his face away, but not his hands. Instead, he lowered them from her face and placed them around her neck. And then he began to squeeze. Gently, at first. But then harder. And harder.
Brittany writhed in ecstasy. The feeling of Chad's big cock up against her ass, and his beefy paws groping her tits, was exquisite. Brad's increasingly vigorous probing of her sopping cunt felt even better. And now here was Todd, a man she'd met 15 minutes ago, putting his hands around her throat, squeezing harder and harder, cutting off her supply of oxygen.
She fucking loved it.
Chad's groping of her tits became rougher. He began to knead them like dough, testing their resilience.
"Spread wider," ordered Brad, and Brittany did so. He shoved two, and then three fingers up her snatch, sawing in and out as her juices flowed. She raised her leg and placed it over Brad's left shoulder, allowing him deeper access.
And Todd just kept squeezing, harder and harder. Brittany began to feel lightheaded. Between the heels and the lack of air, she was about to fall over. She lowered her hands to Todd's shoulders and tapped, asking for release, which he granted.
"Oh, Brittany, was that too much?" he asked mockingly, still keeping his hands about her throat without applying any force.
"For now," Brittany managed, as she could feel Brad's fingers bringing her to a climax. "For now it is.....Ohhhhh Goooooddddd!!!"
Brittany began to cum, and as she did so she let loose a torrent of squirt, covering Brad's hand, his shirt, and the rug beneath them.
"Fuck," Brad said, removing his hand. 'This bitch is a squirter, boys. We're in for a messy night.
Finally, Brittany's cunt stopped gushing and her legs went slack. Only Chad's firm hold of her tits kept her from falling over as she leaned back into him.
"Damn, she really did make a mess. Look at your shirt, Brad."
Brad looked down at his black button-down, covered in Brittany's juices. He looked up at her. "Look at what you did, slut? Look at what you did?"
"I'm sorry," said Brittany, putting her face into a little pout. "How can I make it up to you?"
CRACK!!
Todd's palm came across Brittany's face without warning, and it came hard. She absorbed the blow as best she could, but it still knocked her face sideways good. Disoriented, with her vision blurry, she looked back at him.
"Down to your knees, bitch. Now."
Chad released his hands from her tits, and Brittany fell on all fours to the floor. As she stared down at the carpet, spent and humiliated, she could hear the sounds of belt buckles unclasping and pants dropping to the ground.
"We're gonna put that pretty little mouth to work soon, fuck doll, but for now just stay where you are. Hands on the floor, tits to the ground, ass to the air."
Brittany did as directed. At the same time, Todd grabbed the back of her panties and pulled them so they were wedged between her ass cheeks. Then he fished a key out of his front shirt pocket and reached for the metal chest. He unclasped the lock. Amongst a collection of various toys, Todd found the tool he was looking for: a wooden paddle with the word WHORE etched into its face. He felt the heft of it in his hand. Firm. Solid. Hard.
"Ever been paddled before, slut?"
Brittany looked up as she began to answer.
"Woah, woah, keep looking down. Arms stretched in front of you. Forehead to the floor. Keep that ass up high."
Brittany did as requested, then answered. "No, I've never been paddled before."
"You've never been paddled before, sir," corrected Todd.
"I've never been paddled before, sir," Brittany repeated.
"That's better. Sir is what you will call all of us from now on."
"Yes, sir," said Brittany. She could feel herself getting wet again.
"Well, I won't lie you to you, fuck doll. It's pretty painful. I still remember what it was like from Hell Week.
Chad and Brad laughed knowingly.
"Fortunately for you, it's quite simple. You simply stay where you are, like the fuck doll you are, and we take care of the rest. Do you think your little fuck doll brain can understand that?"
"Yes, sir," Brittany answered, enjoying the degrading language she was receiving.
"Good. Unfortunately for you, this is going to hurt a whole lot."
With that, Todd stood behind her, raised the paddle up high, and brought it down swiftly against the exposed skin of her fat ass.
For a half a moment, Brittany felt nothing. There was almost an absence of feeling. But then the pain rushed in, and it rushed in hard. Her skin screamed in pain as the reverberations of the impact coursed through it. She could almost feel her ass reddening as the blood vessels beneath the surface broke open. Tears came to her eyes.
"Fuuuuuuuuuuccccckkkkkk," she screamed, writhing in pain while trying to maintain her position. "Fuck, fuck, fuck."
The men looked down at their doll, down at its ass. It took no time at all for Brittany's left ass cheek to turn a shade of bright red. Amongst that redness some letters began to form: W-H-O-R-E.
Brittany continued to moan as Todd handed the paddle off to Brad. "Your turn, sir."
Brad smiled. "My pleasure." He stood behind her and raised the paddle. "Assume the position, slut."
Brittany stopped writhing and did as she was told.
SMACK!!!
Oh God, Brittany thought to herself as the pain screamed in. Oh, fuck yes.
Brad had opted for the right cheek, and now Brittany was announcing to the world that she was a WHORE with both sides of her ass.