by Ruby Forrest
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.
All her thoughts quickly dissipated, however, when she saw how much money was in her account. Sasha stood there, dumbfounded, unsure of what she should do next.
Apparently Jane noticed too and stepped up beside her, “What the fuck? Where’d you get ten thousand dollars from?”
Even Sasha wasn’t sure. She had an inkling it might be Damian but there was always the possibility of it coming from one of her past dates. They all promised her good things and she did her best to please them, after all. It could have come from anyone.
“Well, what the heck,” she said and decided to withdraw all of it in cash. “I’ll take it all before the sender decides to take it back.”
Jane’s eyes grew wide when she saw all the cash in Sasha’s hands. They quickly helped each other to neatly fit it all into Sasha’s hand purse before anyone got suspicious of all that money.
Ring!
Sasha quickly fumbled to pick up her phone and answer the call. When she looked at the caller it was from an unknown number.
“Uhm, hello?” she greeted.
“I see you’ve taken the allowance I sent you,” Damian said on the other end of the line.
Sasha frowned and felt both confusion and fear. How did he know she took the money out of her account? “How did you know?”
“You think I’d send money without being able to track it?” Damian responded. “You took the bait, though, and now I’m coming to reel you in. Get dressed for later, I’ll pick you up by ten in the evening.”
“Tonight?”
“You heard me, tonight,” he clarified. “Wear something alluring.”
Click. Damian had ended the call before she could even protest or say anything in return. She didn’t know where to meet him or what kind of alluring dress he wanted her to put on.
“You got to be kidding me, right?” Jane remarked as soon as Sasha placed her phone back in the hand purse. “He knows you withdrew the cash?”
Sasha nodded, dumbfounded, “Yeah and he wants to meet me tonight.”
Jane laughed then said, “Well, you’ve been waiting your tits off for this. Let’s ditch buying me new lingerie, let’s go get you some. You got to wear something slutty tonight.”
“Shut up,” Sasha commented.
“I mean it,” Jane said and pulled Sasha off to a corner, near a bookstore. “You keep saying all other men pale in comparison to him, right? Well, the worst thing that could happen is if he starts getting bored with you so let’s try to avoid that. I mean, c’mon, he just sent you ten freaking grand!”
Sasha thought it over and she realized Jane was right. If it was like any other date, she would indeed be dressing up and trying to look hot to take advantage of men’s desires. It shouldn’t be any different with Damian. She wanted to impress him that way she’d keep all the benefits… and the amazing sex.
Chapter Seven
Sasha waited in her living room as her set date with Damian drew near. She had spent the rest of her afternoon looking for something to wear and fortunately Jane found the perfect item specifically for this occasion: a piece of black, lacey lingerie that had removable portions. Damian could remove the fabric covering her breasts and pussy without having to ruin her clothes.
On top of her naughty little outfit she wore a tight sleeveless top, a red mini-skirt and high heels. She wanted to really get his attention and decided to press her hair so it would be shiny and straight and then wore a pair of large earring loops. Topping off her look she went with red lipstick and a faint green eye shadow.
While waiting, she sat in her living room and browsed through the profiles of the previous men she dated. Thinking back, she figured she wouldn’t have been happy marrying any of them, even though some of them were well established lawyers and doctors. All of them were sweet, all of them promised to financially support her and all of them were honestly good-looking. However, none of them had that devilish flare that Damian had in his eyes. He was wicked deep inside and it was that fire Sasha wanted to harness.
There were times in her life where she wondered what would have happened if she decided to just stick with one of them. Maybe by this time she could have enjoyed a nice life in the Bahamas while her husband worked in a hospital. Despite this, she was happy because she knew she had found someone that sparked her interests and woke the beast inside her.
Ring!
“Hello?” Sasha greeted as she picked up her phone and answered the call. “Damian?”
“Sir Damian,” he corrected her. “Always address me as such and we won’t run into problems. I’m here, right outside your apartment. Don’t bring anything but your keys. You can leave anything and everything behind.”
That was a strange series of commands. Sasha stood in place, holding her phone up to her face, thinking about whether or not she should push through with this. He was beginning to take over her life and it was becoming an obsession.
“Yes sir,” she finally replied, having made a decision. “I’ll be out there in a second.”
She then ended the call and threw her phone across the living room and into the bedroom, where it landed on top of her pillows. She then took a look at her hand purse, picked it up, and then placed it back close to the bathroom. He didn’t tell her to bring her wallet so she didn’t and simply took her apartment keys before walking out the door.
Waiting outside was a surprise even she did not expect. Instead of finding Damian waiting in his car she saw a large limousine. He was standing outside, leaning on the car, smoking a cigarette. She saw there was also a driver who was busy talking to someone on his phone.
“Hurry up,” Damian called out. She quickly made her way down the stairs and towards the limo.
“Where are we going, sir?” she asked.
He smiled upon hearing her address him properly. “Just around town,” he answered and then pointed to the driver. “Meet Jason, he’s my usual driver when I’m not the one behind the wheels. He’ll always address you as ma’am or madam, you can call him whatever the fuck you feel like. The second best reason why I hired him is because he knows his place.”
Sasha couldn’t help but smile and cock her head and ask, “Well, what’s the number one reason you hired him, sir?”
Damian opened the limousine door and motioned for her to enter. “You’ll find out soon enough. Step inside.”
Knowing it was too late to turn back and her curiosity was getting a good hold of her, Sasha stepped into the car. She expected to see luxurious seats, a television and wine but what she got was an entirely new level of strange and intriguing.
All of the seats but one were gone. There were no wine glasses, no television screen or anyt
hing else fancy and cool. Instead, the whole floor was covered in upholstery and fine leather, as if it was designed for passengers to sit on the limousine’s floor and not in a chair.
“Go on, keep going in,” Damian said and gave her ass a soft pat. Sasha didn’t look around much longer and got inside. She didn’t know where to sit but she knew the lone seat was not for her. She settled with kneeling on the car floor.
Damian removed his shoes, got in, and locked the door. As soon he got in a black glass window began to pull up between the passenger area and the driver section. It was pure tinted glass and Sasha knew that Jason could not see anything going on inside.
This conjured images in her head and she knew where this was going. It was a wicked idea and it brought a smile to her face. Of course Damian wouldn’t ask her out for a simple dinner date - he’d always have something kinky in mind.
As the car began to move and total privacy was secured inside the limousine, Sasha looked up at Damian who was on the only seat available. He had unbuttoned his shirt and had completely removed his pants, letting his massive cock dangle in the open.
“Wow,” Sasha exclaimed upon seeing what he had out. She swayed a little as the car took a left turn. She noticed they were driving into the downtown area but even then Damian sat there in confidence with his dick out.
He could only smile at her reaction. He then pointed at her skirt and Sasha willingly took it off, showcasing the bottom half of her lingerie. The smile on his face told her she had chosen wisely and she was getting excited to show him the rest of her outfit.
Fortunately he could not wait either and she smiled with joy when he pointed at her top, silently instructing her to remove it as well. She quickly did and now he had a full view of her body in the brand new outfit she purchased with Jane.
“Delicious,” he told her. “You did not disappoint.”
“Thank you sir,” she replied. “I was really looking forward to this and so I did my best, sir.”
