by Chloe Maddox
Then she felt his hand on the sole of her foot. Sasha did not dare look back and simply shut her eyes to revel in the moment as his fingertips danced on her skin.as he began to rise, gently teasing and tickling her. She felt his fingers press and tap her leg as they continued up and eventually he came to her plump, little ass.
Smack! Sasha jolted when he suddenly slapped her ass, her whole body shaking in the aftermath of the impact.
“Mmm,” was all she could muster with the gag ball in her mouth.
Smack! He did it again and this time a little harder. It sent a chill down her spine and she shuddered as the sensation vibrated through her body. Oddly, it was not just pain but also a sense of elation and pleasure. Damian grabbed her ass and shook it before he again smacked it with a slap.
Smack!
“Oommph!” Sasha mumbled through the gag ball. Her vision went white as he slapped again and then again.
Yet at that moment Sasha started to feel something she did not expect from: she felt a warmth between her legs and she knew she was getting moist, despite the fact that he didn’t even fondle her or flirt with her in any means.
Damian grabbed the cheek of her ass and squeezed, this time a little tighter, and she felt him grope her ass softly as his hand began to roam around her behind. She felt his fingers spread and trail over her panties like spiders but they began to head in a direction she felt a little nervous about.
His index finger pushed between her legs and found its way to the mound of her pussy. To her surprise, he did not try to slide his fingers underneath the fabric of her underwear and simply settled with rubbing his fingertips against the fabric and her pussy in slow, clockwise motions.
It was like a drug and Sasha was beginning to get a taste for it. She shut her eyes and moaned as he continued to toy with her womanhood. Before she knew it, she was beginning to squirm in his bed as she tried to find the best point of pleasure.
“Mmm,” Sasha moaned out. With her mouth forced open all she could do was drool and moan as Damian continued to tease her, toying with her pussy without actually sliding his finger through her flesh.
“There you go.” Damian told her. She barely noticed his voice was a little softer, a little lower and deeper than usual. In the back of her brain, however, it was working wonders. The mere sound of his voice was sending a chill down her spine and she could feel the lust exploding inside her gut.
“Just relax,” he continued on as he pushed down, rubbing his thumb against her clit. It sent a shocking jolt through her body that made her shake in surprise and ecstasy. “Let it all go and surrender yourself.”
Surrender? The thought was deep in Sasha’s mind. She wanted to let go of her inhibitions and being tied down and fondled by this extremely handsome and devilish rich boy was exactly the kind of situation she figured it would be appropriate to do just that.
“Mmm,” Sasha mumbled as she tried to tell him something. The gag ball was making it very difficult for her to get thoughts across.
Smack!
Her eyes shot wide open and she drooled when he suddenly slapped her ass.
“Louder,” he instructed right before he went back to rubbing her pussy with her own panties.
“Mmrrr,” she mumbled out as she tried to fight the urge to just moan and squirm. The sensation in and around her pussy was getting so strong she could feel her panties beginning to soak in her juices. “M-more!”
Damian suddenly stopped rubbing. Sasha froze, with eyes wide open, as she tried to anticipate what he would do next. She waited and fortunately was rewarded when he slid his hand underneath her panties.
“More, you say,” Damian told her as he began sliding her panties down and exposing her wet and dripping pussy. When he reached her knees the panties would go down no further and Damian did what she did not expect him to: he took out a pair of scissors from the drawers and cut her underwear in pieces. “I will give you so much more.”
Sasha’s eyes began to dart left and right as she waited for his next move. Would he thrust his finger through her flesh? Would he lie down on top of her and fuck her from behind? Unable to turn around and check, Sasha simply waited with her eyes shut.
It was in this moment of respite that she realized she was hoping for him to ravage her, to toy with her and fuck her like a wild beast. Sasha was troubled by the thoughts pervading her mind; she had always been a little slutty and slept with the rich men she dated but this was pleasing her beyond belief. She only slept with them with the goal of making them pay her rent but this was really beginning to turn her on.
Damian then returned and he brought a surprise. Sasha kept her eyes closed, praying and hoping he had something delicious in mind, but even that could not hold down the shock she received when he took a dildo and began rubbing it against her flesh.
“Ffff,” she muttered through the gag ball. “F-fuck!”
He didn’t penetrate through her walls and simply slid the entire length of the device between the lips of her pussy, getting it wet and well lubricated. By the way it slid through her Sasha estimated it must have been at least seven inches long and unlike a real man’s cock it had a rough texture that tickled her flesh.
“I can’t hear you,” Damian told her as he used his other hand to slap her ass once more. This time, without the protection of her panties, the sound of his smack echoed a little in the room.
“F-fuck mmmme!” she had to say with all her might. As soon as she did she rested her head down, closed her eyes and simply moaned in ecstasy as the dildo pressed even harder against her pussy. It was elating and she simply wanted to revel in the moment.
Damian turned the dildo vertically and without warning he began to push it through her pussy lips.
“Oh mmmmy god,” Sasha mumbled and moaned as she felt its thick girth penetrate through her walls. She even raised her hips a little to give Damian better leeway and he took full advantage of it, gently sliding the toy into her flesh and tearing through her inner walls. Sasha’s mind exploded with each passing moment and she felt her pussy juices flowing down her legs and over his hand.
At first he was pushing and pulling it through her flesh in a slow and casual manner, allowing Sasha to soak in the feeling of pleasure like a man making romantic foreplay with his woman. She felt like she was loved as Damian was soft and gentle in his approach.
Yet only a few minutes after he began thrusting it in her he suddenly stopped, right as he managed to push the toy almost all the way inside of her.
“Mmm you shtp?” she mumbled. She was trying to ask why he had stopped but the words were devoured by the gag ball and her own slur after losing herself to the moment.
Damian did not reply. Again, he was toying with her, plotting some scheme that would end with her only curious and moaning for more. She pondered and wondered what kind of twist he had in mind and hoped-
“Fuck!” Sasha shouted out loud when the dildo suddenly began to vibrate. She squirmed and shifted but she was captive in that position and the vibrating did not stop. In fact, she felt it begin to get a little stronger.
It was at this point that Damian walked over to the other side of the bed, in front of her, and for the first time she saw his naked form. She tried to keep her eyes open to marvel at the way his muscles rippled across his lean body and how his cock throbbed in his hand. It was as big - or even bigger - than the toy that was pulsating and vibrating inside of her and by the looks of it was hungry to plow through her.
“How is it?” he asked. Damian stroked his cock with his hand as he walked back behind her and continued on, “Was it so surprising, to feel it suddenly move inside of you? Are you squirming in pleasure?”
Sasha could only nod. All her strength was being wasted away as she tried to keep her mind awake. If she lost all consciousness she could completely lose her mind in the moment. It did happen before and she ended up fucking over four men in a single night, simultaneously.
“Good,” D
amian exclaimed as he took a hold of the toy and swirled it inside her, allowing the vibrator to rub against her inner flesh. As it thrived against her walls Sasha could only moan out even louder and she felt like she was on the verge of passing out from the sheer amount of ecstasy flooding her senses.
He then pushed it in even further and began to slide it in and out of her while it was actively vibrating. The sensation drove her insane.
“Oh mmmy god!” Sasha began to shout repeatedly as she knew was going to orgasm all over the bed. “Don’t shtp!”
Sasha began to beg as her eyes rolled and she was going to squirt her juices all over. There was no stopping her now as she continued to move her hips entirely on her own, trying to get the vibrator to rub against all the right places of her flesh in the hopes of cumming and releasing all the pleasure and pressure built up inside her.
But then he suddenly pulled it out, just a moment before she could cum.
Chapter Five
Tears welled in Sasha’s eyes as she longed for Damian to shove it back in. She was on the very edge of cumming and yet he denied her the pleasure of releasing herself. Moaning as loudly as she could she begged and hoped it would bring the sensation back.
Damian then walked in front of the bed and she watched as he gripped his angry, throbbing manhood in his hand.
“Please,” she begged through the gag ball. “Leh me cu-”
“Let you cum?” Damian finished her sentence. He let out a cruel laugh then said, “You don’t deserve to cum, not yet. You want to cum, you need to work for it.”
Sasha’s mind imploded when she heard this. The pressure between her legs and in her guts was beginning to overwhelm her sense of logic and reasoning. All she wanted was to cum and she’d do anything to achieve that singular goal.
“Oh, look at you,” Damian said as he inched in closer. He then undid the gag ball and threw it to one side of the bed. Sasha immediately moved her jaw around and tried to wear off the exhaustion.
“You want to cum?” Damian asked her.
Sasha looked at his cock and then up towards his face, “Yes, please.”
“Beg for it like you mean it,” he instructed her.
“Please! I want to cum, please let me cum!” Sasha begged. She begged so hard tears were welling in her eyes and she squirmed in her position, hoping for any means of feeling pleasure between her legs.
Damian inched even closer. His cock was now just two inches away from her face. He reached down and stroked her cheeks, softly and gently like a lover would. Sasha could only look up and ponder what he would do next.
“Work for it,” he told her and he let go of her face. She watched as he took a hold of his cock, keeping it steady in front of her. She knew what she had to do.
Sasha forced herself to move up yet the cord holding her down was making it difficult to move forward even by just a few centimeters. She struggled and wiggled her way forward. With each successful momentum forward she felt invigorated and before she knew it her mouth was open wide.
Slam!
Damian took one step forward and shoved his cock deep into her mouth. The enormity of his manhood took her by surprise and she did not anticipate how it could go so far deep into her that she nearly gagged when it thrust it into her throat.
“Take it,” Damian told her. “Take it and love it.”
Sasha did love it. With every thrust she fell more in love with the sensation of her mouth - no, her every hole - being used and owned by this stranger. She was helpless and bound but at the same time she felt wildly euphoric, a weird situation to be in given the circumstances.
Gladly she took his cock in and soon he held her head down with both hands and began to fuck her mouth like there was no tomorrow. His thrusts came in quick and sudden, pounding into her like her mouth was a woman’s pussy.
He was going in deeper and faster with every passing second and Sasha was already starting to find it difficult to breath. However, this only seemed to turn Damian on even more as her throat constricted and made it tighter. Every man loves a tight hole and Sasha realized this was what Damian was going for.
Then he exploded.
She felt his cock suddenly pulsate as it blew a hot load of cum deep in her mouth and down her throat. He then pulled out, finally letting her catch her breath, and as she opened her mouth wide to catch some air he guided his cock so that the rest of his cum would shoot all over her face and into her mouth.
When he finally emptied, he brushed her hair with his hand and smiled down at her. Sasha could only smile back.
“Good little girl,” he told her. He then began to walk around the bed and back to the other side where she could not see him. “For that, I will reward you. I will let you cum. You still don’t deserve to be fucked by my cock but this night you will get to please yourself with my toy.”
“Thank you, sir,” Sasha managed to say, weakly and exhausted.
He patted her ass and turned the vibrator on. As soon as it came to life Sasha opened her mouth and began to moan as loudly as she ever had in her life.
“F-fuck oh my god,” she muttered. The rest of her words blurred into utter nonsense. She could only moan and squirm as he toyed with her, breaking her will into submission, until she finally let go and her cum flowed down her pussy and legs.
***
When Sasha awoke, she was alone in a large bedroom. It was not the same bedroom as last night. This had beautiful white walls and porcelain displays. The bed itself was a tad bit smaller but it had the most elaborate silk curtains. On the bedside table she found a note.
“I had to head out for a business meeting,” the note read. “Inside the table you’ll find a signed cheque for four thousand dollars. I know that is a lot more than you were expecting but that is just a taste of things to come. Go pay your rent, your bills or just spend the money on a nice dress and a fun night out with friends. Enjoy it, you’ve earned it. I have your number, I will contact you when you will service me again.”
Chapter Six
For the next few days Sasha returned to her normal routine with Jane, pouring over men’s profiles on different dating sites hoping they’d find someone they could flirty with and then financially take advantage of. Jane was lucky in this aspect - in just a week she went out with two guys and one of them agreed to give her a monthly allowance as long as she slept with him every now and then.
Sasha wasn’t as fortunate. She tried going out once with a nice lawyer but her time with Damian had tainted everything now. The lawyer, Gavin, was handsome, rich and friendly and he did offer her some cash in exchange for a good night but Sasha just didn’t feel for it anymore. All she could think of was the thrill and the rush that Damian brought to the table.
Gavin was just another guy. He was boring, he was ordinary and he just didn’t stand out the way Damian did. Damian was unlike any other. He didn’t promise to give her a life free from fucking rich old men for cash, he didn’t promise to marry her and he didn’t try to change her ways. He merely presented to her a new kind of adventure, one he was willing to pay her for just to try out, and she found it exhilarating.
Two weeks after Damian still did not contact her. She was getting worried. At this point she already spent the four thousand dollars for bills, groceries, some lingerie and her own little vibrator. However, she didn’t get the same level of satisfaction using it on her own. By the next Friday she took Jane out and they decided to just spend the day eating junk at the mall.
“So, you want to watch a movie or just get fat on ice cream?” Jane asked as they walked into the mall. It was the smallest one they knew but it was also the closest mall to their apartment compound. “I’m going to drop by Cor’s later and get a new set of lingerie.”
“For Mark?” Sasha asked as they walked through the first floor, passing stores and people shopping. “He didn’t like the red one you got from my closet?”
Jane shrugged, “He liked it but y’know, I have
to change things up or he’ll get bored and leave for a more exciting bitch.”
”Damn,” Sasha replied. She grabbed Jane’s arm and redirected her towards the wing of the mall where the ATM was. “I actually understand how he feels.”
Jane scoffed then looked at her friend, “You jerk.”
“I do, I mean it,” Sasha tried to defend herself. “I mean, Damian did something and now nobody I date feels that exciting.”
Jane rolled her eyes, “He didn’t even fuck you.”
“That’s the thing,” Sasha exclaimed. “I got off with him just pounding my mouth and using a fucking toy. Can you imagine what happens if he fucks me?”
Her friend nodded and said, “Yeah, your pussy, mouth and ass gape open ‘cause some dude shoves his cock in every tight hole possible. It’s the same thing that happens no matter who fucks you, girl.”
Sasha nodded, “You’re missing the point, asshole. What I mean is, if he can turn me with just a few spanks and a vibrator you have to imagine what he could do with his actual cock. I mean, I tasted it and it was fucking huge.”
Jane nudged her friend with her elbow, “Hey, don’t tease me like that, you’ll make me want to go out with him. I need to see what this damn hobby of his is like.”
“Idiot,” Sasha stated. They were rounding the corner, getting closer to one of the ATMs. “Hey, how ‘bout we watch a movie before heading home? You dating anyone later?”
“I’m free all night,” Jane answered. “Mark’s out of town and Bernard has a thing with his officemates.”
Sasha laughed and took out her wallet. Jane stepped aside and waited as Sasha moved to the ATM and checked her current balance. As she punched in her PIN and waited for the machine, her thoughts once again drifted to her night in Damian’s basement.
She thought of how his palm smacked against her ass, how his cock rushed in and out of her mouth, how his cum tasted when it exploded inside her and how the toy electrified her every muscle whenever it brushed against her inner flesh. Every sensation was like a new experience and that was something she never thought she’d get at her age. Madonna’s “Like a Virgin” came ringing in her head and she finally started to understand the meaning of the song.
