Little Whore

Author's Note: There is a fair amount of build-up to the "main event" of the story, so please bear that in mind when you begin reading this tale.

This is a spiritual successor, of sorts, to my most popular work, Two For Mom. Like with the aforementioned tale, this is a roller coaster of a story that is a lot more sex-forward, depraved & naughty than most of my usual works.

This warrants the following disclaimer: this story does contain strong themes of BDSM & Humiliation; along with Lesbian, Anal, Group & Rough Sex. So, if ANY of these don't appeal to you, now is the time hit that "Back" button and turn away.

Additionally, all participants in this story are

consenting adults

over the age of 18.

It's my sincerest hope that you enjoy what I consider to be my kinkiest story to date. Big thanks for Todger65 for his editing work!

- Alexandra

****A Simple Misunderstanding****

44-year-old Rebecca Kimball lay helpless and naked on the bed. Her arms and legs were bound to the bed posts of her queen-sized bed.

A black blindfold covered her blue eyes, and her brown hair was splayed on the white pillow on which her head lay upon. Her thighs had a small amount of flair to them and her bald pussy was soaking wet. Her large breasts with pinkish nipples and slightly rounded stomach, were gently heaving up and down as she breathed heavily through her nose and the red ball gag in her mouth.

Rebecca struggled lightly against her restraints and her pussy was already wet. She couldn't imagine a time when she had ever been this turned on and she needed relief.

Suddenly the loud cracking sound of a crop echoed out through the room as a skinner man with pale skin, short black hair and an erect cock walked to the side of the bed.

His name was Raymond. Rebecca and he connected with each other using a dating app and shared mutual interests. Mainly the kind that involves bondage.

It had been about ten years since Rebecca had divorced her ex-husband and it had been a long while since she had gotten laid. The absence of her husband meant that she had to work full-time while her two kids, Maddie & Carter, finished high school.

"You ready to get punished for being a horny little slut?" Raymond growled at Rebecca as she lay helplessly on the bed.

Rebecca felt a surge of excitement emanate from her stomach to her pussy. She nodded her head vigorously as her muffled response affirmed her choice.

"Good..." Raymond walked over to the bedroom door and locked it. "...because I'm really going to give it to you."

-

A red Ford Truck, driven by Carter, pulled into the driveway next to Rebecca's white Chevy SUV. Carter's sister, Madison, or Maddie as she liked to be called, sat in the passenger seat. They had just returned from their classes at the local community college, where 19-year old Maddie was a freshman studying IT, and 20-year-old Carter, a sophomore, was going for his Finance degree. There had been a water main break on campus, which meant the two had been let out early for the day.

They, of course, were also not aware of their mother's impromptu rendezvous with her hookup from Tinder.

Maddie had just taken her long brown hair out of her ponytail when she noticed the parked Silver BMW in front of their house.

"Whose car is that? You think mom has a client over for her real estate thing?" She turned to her older brother.

Their mother was a real estate agent and had been so for over 10 years. They knew very little about the industry, but Maddie knew that their mom never hosted meetings at their house.

Carter shrugged. "No idea. She usually does the meetups at the houses she's selling."

They got out of the car and went to the front door. As Carter pushed open the door, the two siblings were greeted with a series of muffled screams and loud smacks.

"Shh, do you hear that?" Carter whispered as he looked up the staircase.

Maddie nodded. "What the fuck is going on?"

That's when they heard Ray yell out. "I'm going to fuck you up, you stupid slut!"

A surge of anger ran through Carter as he balled his fists and immediately sprinted up the stairs, with Maddie following close behind him. He assumed that someone had broken into their house and was doing unspeakable things to their mom.

The sounds of the loud cracking noises got louder as Carter stood in front of the door to their mother's bedroom. He tried to turn the knob and pull, but he quickly realized that it was locked.

"Shit shit shit." He began to panic as Maddie stood behind him.

"Carter. Do something!" She pleaded with him.

He turned his head to her and took a few steps back. "Get your phone ready to call the cops. I'm going to give this asshole a thrashing."

With that, he charged at the door with his shoulder, which shattered the lock as it fell to the carpet below. As he stumbled into the bedroom, the world seemed to move in slow motion. As Carter looked up, he saw a naked man holding a medium-sized leather crop in one hand and his cock in the other. His gaze was then turned to his mother, who lay tied to the bed naked, blindfolded, and gagged.

"Who the fuck are you?!" Raymond pointed the crop at Carter as he got to his feet. Maddie looked on in horror from the doorway, ready to call the police at a moment's notice.

Carter had dabbled in boxing at the local gym for the past couple of years and was ready to put what he learned into practice. "Stay the fuck away from her, you son of a bitch!"

With that, Carter ran towards the man, drawing his arm back and throwing a punch. His fist connected with the man's right cheek as he went flying into the dresser next to the bed.

Meanwhile, Maddie let out a scream as she watched Carter get on top of the man, trying to strike him repeatedly.

"Get off of me, you fucking punk!" Ray tried to fight back, but he was quickly beaten.

"Maddie, untie mom, get her out of here, and call the cops!" Carter finally managed to pin Raymond to the ground using his knee and arms.

As Maddie ran to the bed, she noticed that Rebecca was shaking her head back and forth and trying to murmur something through her ball gag. She removed the blindfold and saw her mom didn't have a look of fear, but rather, one of anger.

"MPPHH ARRFFF FFOOO HOOUPHH!?" Rebecca's voice might've been muffled but it didn't take long for Maddie to realize that things might not be as they had seemed.

Still, she gazed upon her mom's body, her large breasts and inner thighs were covered with welts. Maddie felt her pulse race since she found herself getting almost mesmerized by Rebecca's naked body.

"Carter... it's mom. I think she..." Maddie called out to her brother, but he was too busy holding Raymond to the floor.

"Maddie, get her out of here and call the cops. NOW!" Carter barked at her as Raymond spat at him.

"If you know what's good for you, you'll unhand me right now, you fucking pissant."

Maddie reached behind Rebecca's head and undid the clasp that kept the ball gag in place. As it fell out of her mouth, their mother screamed out.

"WHAT THE FUCK ARE YOU TWO IDIOTS DOING?!?!"

The room went silent as Carter turned his head to his mother. "Maddie and I heard this guy going to town on you and came here to rescue you! What does it look like we're doing?"

Maddie looked down at her mom in disbelief. "Mom, what's going on here?"

Rebecca clinched her teeth together as a snarl came across her sweaty blushed face, trying her hardest not to curse out her kids. "I'm not being held captive; I'm having a little... me time with an acquaintance of mine." She turned to look at her son. "Carter, please let Raymond go..."

Carter reluctantly obeyed his mom and sprang to his feet.

With a quick huff, Raymond grabbed the crop he had been holding, placed it into his duffel bag and got dressed.

As Maddie undid the restraints that kept her mother tied, which were repurposed old t-shirts, Rebecca called out to her wannabe hook up.

"Ray. I'm sorry! Please come back."

Raymond shook his head as his left eye began to swell shut. "No. Fuck you, bitch. I'm outta here. Maybe let me know the next time you decide to have your dumbass kids jump me."

He stormed out of the room, down the stairs and slammed the front door shut as he left. By this point, Maddie had freed Rebecca from her confines and was now sitting upright; Her naked body now wrapped in a blanket.

"Mom, we are so sorry. We thought someone had broken into the house and me and Carter were worried..."

Rebecca interrupted her. "Just get out of here, both of you. I just can't with you two right now."

"C'mon Maddie, let's go grab something to eat." Carter told his sister.

The two siblings exited the room and, just as Maddie was closing the door, she briefly glanced back at her mother as an evil smirk came across her face. Rebecca looked up and met her gaze; biting her lower lip as a light look of desire formed in her eyes.

As the door shut, Rebecca let out a long sigh, grabbed a pillow, pushed it against her face and screamed into it.

She threw it to the ground and grunted in anger. After not having sex for close to 5 years, she finally had the chance to get fucked again and fulfill her fantasy of bondage. Her ex-husband had no desire to fulfill her needs, which was a contributing factor to their marriage falling apart.

Rebecca pounded her fist on the bed and cursed under her breath. "I was so fucking close, but Maddie and Carter had to go and fucking ruin it for me."

Worst of all, Rebecca was still horny. Sure, Raymond didn't have the most impressive cock she had ever seen, but his passion and desire to give her what she wanted was more than enough to satisfy her needs.

Rebecca ripped the cover off of her naked body and walked over to her nightstand. Opening the second drawer, she grabbed a large blue rubber dildo and lay back in her bed.

She heard the front door open and close, indicating that she was home alone.

With a thought, she eased the tip of the dildo into her sopping wet pussy as inch after inch of the rubber shaft slid inside of her.

"Ugh... fuck..." Rebecca groaned as she began to move her toy in and out of her with one hand while the other teased her clit.

She wasn't just masturbating to get herself off, but she was also angry at Maddie & Carter; Never mind the fact that they clearly had no idea what had been going on.

"Grrrrrr... fucking ruin everything for me... little FUCKERS!!" Rebecca hissed through her teeth as the dildo pummeled her depths at an increasing rate.

Her mind began to imagine what if. What if her kids had never walked in on her? What if Raymond ended up having his way with her?

In a brief flash, she imagined her daughter not releasing her from her bonds, and instead, leaving her at the whim of both her and Carter.

Carter was very attractive. He and his sister hit the gym every other day and both were in reasonably good shape. Carter's body had a fair amount of muscle to it and his undercut hairstyle looked very good on him. Maddie's body was toned and lean and had also inherited her mother's ample chest.

Rebecca pictured Maddie going to town on her breasts with the leather crop while Carter called her the worst names imaginable. Yes, the thoughts were taboo, but she felt a good amount of shame from it; She was too horny to even care.

Her eyes rolled back in her head as more and more taboo thoughts flooded her imagination. Maddie sitting on her face, while Carter ate her pussy. Her son stuffing his cock into the back of her throat. Her two kids taking turns fucking her while she lay helpless on the bed.

"Treat mommy like the slut she is, you miserable fuckers." Rebecca winced as she edged closer to an orgasmic release.

What finally did it for her was an image of her two children spit roasting her. Carter violently fucking her pussy, while Maddie, wearing a strap-on, was forcing her to take the rubber dick down her throat..

"Fuuuuuuuuuuuuuuck!"

She could take it no more. Rebecca let out a loud shrill as she came hard. Her back arched upwards as she plunged the rubber cock as deep as she could into her pussy.

After a moment, Rebecca's body melted into the bed as she breathed heavily, the large dildo still embedded in her pussy. Rebecca might've been able to get off, but she was still not satisfied. Empty, if you will.

Rebecca extracted the rubber cock from her cunt and set it upright on the nightstand; The long shaft slick with her wetness. She placed her hands on her flushed face and let out a deep sigh. The anger she felt towards her children for ruining her afternoon plans had subsided but still felt some shame over what she said to them.

"Oh my god, I can't believe they saw me like that." Rebecca had been tied naked to her bed and her children had literally busted the door to get to them. She couldn't recall a time she had ever been more embarrassed.

She got up off the bed and tidied up the room, making sure to place the dildo back in her nightstand, before she went to go shower. After everything that had happened, she needed it.

****A Decent Proposal****

The two siblings sat in the booth inside of the Mexican restaurant they had gone to. They had sat in silence for the most part while they waited for the food, both trying to process what they had seen.

Finally, the waiter delivered their food. As Carter dug into his chimichanga, his sister started to speak.

"So, on a scale from one to ten, how angry do you think mom is at us?"

He took a bit of his food, swallowed and exhaled. "Hard to say. I mean, we caught her in the worst position imaginable so, at the very least, I would figure that she's somewhat embarrassed about it."

Carter's mind flashed back to the image of his naked mother tied to the bed. He didn't get a good glimpse at her, but he knew she was a good-looking woman.

The same could be said for Maddie, who had got a better look at Rebecca. Her friends would often comment about how gorgeous her mother looked and knew for a fact that their mom was the envy of a lot of women in the neighborhood.

"No kidding. I mean, who knew mom was so kinky?" Maddie leaned forward in her chair and smiled.

Carter nearly spit out his water. "Jesus Maddie, that's our mom you're talking about!"

"Oh, stop being such a prude. Mom's a woman with needs too, you know?" Maddie scolded her brother as she took a bite of her enchilada.

"Besides, I think I know a way that we can make it up to her." Maddie finished her bite and placed her hands on the table.

This prompted laughter from her brother. "I'm sorry, but how exactly are we going to make it up to her? String up mom to a St. Andrew's Cross and go to town on her?" He said sarcastically.

Maddie, however, didn't react as she stared at her brother and smirked.

"Woah woah, you can't be serious about that!" Carter held his hands up in shock.

Maddie stared into his eyes. "I'm being dead serious. Besides, I've been wanting to do... things to her for a long time..."

Carter was left speechless at this revelation. His jaw dropped as he looked back at her.

Finally, he spoke. "Maddie, where the fuck did this come from? This is our mom you're talking about. There is no way in hell she'd agree to do this with you. I'm also pretty sure it's illegal."

"Nobody needs to know. I think she's smoking hot, and I know that she's starving for attention. I want to do something about it... and you're going to help." Maddie said with a straight face.

Carter shook his head and laughed. "The fuck I am. You want to try and make mom your bitch, that's all on you. I will have no part in doing so."

"I know you masturbate to her." Maddie said plainly as she folded her arms.

His eyes became wide at this revelation. "What? You... you don't know that!"

Without saying a word, Maddie grabbed her phone and pulled up a video. Checking over her shoulder to make sure no one was looking; she pressed play and handed her phone to Carter.

Carter let in a deep sigh as he watched the contents of the video.

The video, which was taken from the crack of his door, showed him standing next to the window in his room, jerking off his cock with his right hand. His breathing was heavy as his hand became a blur around his dick.

The camera then pulled back from the crack in the door, down the hall, into Maddie's room and finally out the window into their backyard.

Carter's hands began to shake as he continued to watch.

In the frame was their mother, Rebecca, lying on her stomach on a lounger, wearing nothing but a pink g-string bottom; The two small lines of cloth arching above her rounded butt before vanishing before converging and disappearing into the valley of her ass cheeks.

"It would appear that you REALLY enjoy watching mom sunbathe." Maddie teased her brother.

Carter shook his head. "Jesus Maddie. I wasn't looking at mom. I was looking at... Mrs. Goldstein. If you panned the camera out, you would've seen her."

Much to his horror, the video did zoom out and it showed that Goldstein's backyard was, in fact, empty. It was almost as if Maddie had been expecting him to come up with that excuse.

"I'm going to delete this video!" Carter tapped the phone, but Maddie quickly snatched her phone back from him.

"I've got this video saved on my cloud, so trying to get rid of it is pointless. Besides, there's really no excuse in lying to me now, Carter." Maddie grinned at him as she swiped her phone screen with her finger. "And I also know that you've been perving on me as well."

"Wh-what? No, I haven't! What's gotten into you, Maddie?!" Her brother was now in full-blown panic mode.

Maddie handed her phone back to Carter with a smile on her face. "More like, why have you gotten into my underwear drawer?"

The video was taken from a hidden camera inside of Maddie's bedroom, pointed at her drawer. From the left, Carter walked into her room and made a beeline for her drawer. Opening the top compartment, he pulled out a pair of her small blue lacy thong panties and put them to his nose. He then unzipped his pants, taking out his semi-erect cock, and began to stroke it. After a few moments, he wrapped his erect cock around the lacy undergarment and continued to masturbate.

"Those are my favorite pair, you know? And here you are getting your rocks off on them." She said matter-of-factly.

Carter planted the phone face down, buried his face in his hands and let out a long groan.

"Maddie, I am so sorry. If it'll make you feel better, I can find an apartment with my buddy Tyler. Just please don't tell mom about this."

His sister, however, looked quite pleased with herself. "I can't believe my big brother is perving on his little sister like that. If I didn't know better, I'd say you want both me and mom."

She had Carter dead to rights. He considered both his mom and sister to be extremely attractive. The fact they had similar body types, particularly in the breast department, made them jack-off fodder in his mind quite regularly.

"Oh, fuck me, this is bad." Carter's hands moved to his forehead.

"I promise I won't say anything... under two conditions." Maddie purred at him.

"Lemme guess, you want me to help you help mom live out these bondage fantasies. I know how you think, Maddie." He huffed as he stared down his sister.

Maddie nodded her head. "Yep, but there's the second condition that we need to discuss."

"Oh great, what else do you have planned?" Carter rolled his eyes.

Maddie leaned forward and licked her lips. "I wanna see it..."

"See what? My... wait, you don't mean...?" Carter's eyes became wide.

His sister giggled. "You may not realize it, but you've got an impressive looking dick. Any girl who finds themselves on the receiving end of that thing is very lucky."