Sapphire's Last Chance

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A desperate stripper is bribed for more than a dance.
5.1k words
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This story is entirely a work of fiction. All characters depicted are over 18.

This is also my very first story, and I hope you enjoy it! Happy reading!

~~~

Grace looked in the mirror, inspecting her freshly reapplied makeup in the vanity she'd ben assigned. It was lined with lights, pockets to put makeup and accessories, hooks to hang props, and whatever else a dancer might need. She took a deep breath as she looked herself over. Standing only 5'2", she was able to wear tall heels without towering over the men in the club, and they often appreciated a sexy set of pleasers. Her hair was a vibrant royal blue, with streaks of teal and lighter blues thrown in for a more natural textured look. She always made sure her makeup matched her hair somewhat, which tonight meant a vibrant purple lipstick, exaggerated eyeliner, and a powdered blue eyeshadow that accentuated her eyes.

As her decorated eyes moved further down, she made sure her outfit was fitting as expected. She had picked a simpler outfit today, just a simple black thong and matching lacy bra. Most men just assumed she was wearing lingerie, which worked in her favor. The bra was purposely a size too small - that way her 34DD breasts would be on full display, always on the verge of spilling out. The thong was hiked up over her hips, which helped draw attention to just how shapely her body was.

Grace was anything but skinny, and had grown used to rude customers telling her how much better she'd look if she just lost a few pounds. Her height meant that weight sat on her differently - she had thicker thighs, which led to wide hips and a fantastic ass. The truth was that she wouldn't be able to lose much weight even if she tried; a vast majority of her body mass was muscle. The parts that weren't were the parts she knew most customers loved - a bubble butt that looked amazing twerking, and a hefty set of breasts to tease guys with.

She hadn't planned on becoming a stripper, but the money was decent and at least she got to stay active. The biggest downside was that she simply didn't fit everyone's definition of sexy. Night after night she watched guys pass her up in favor of a skinny blonde, or a tanned brunette with a firm body. When she did find guys that liked her more colorful appearance, they tended to tip better than usual because of how rare strippers like her were.

This year, however, had not been kind to Grace. She was past due on her rent, and she'd burned the last of her good will with management when she filed her second request for extension. Luckily, she had been able to swap shifts with another dancer, giving her one last night to make the rest of her rent money. By her calculations, she needed about $600 to break even, but her time was running out fast.

The clock had just struck 2 in the morning, there were only two more hours to make the money she needed. Customers had been rude, dismissive, and uninterested as she'd walked the floor. In her last 4 hours she'd only made $100, while other girls were raking in at least triple that.

A deep sigh left Grace's lips, and she knew it was time to get back out there. With a deep breath, she pushed through the curtain, nodded to the bouncer standing watch, and walked out into the crowd.

A devious smirk on her face, she walked with purpose as she tried to find her next target. Many guys were already occupied, either watching the main stage or with other girls at the side booths. For a solid 40 minutes she strutted around, flirting with customers, trying her best to seem fun and exciting, but it just wasn't working.

Until, that is, she locked eyes with the customer in the corner booth. A smirk crossed his lips, almost as if he'd been waiting for Grace to find him for several minutes now. Seeing that he was alone, she had a feeling he'd already turned away other dancers; it would be stupid not to try your luck with anyone renting out more expensive real estate.

Grace confidently walked over, sizing him up as she did. He was a taller black gentlemen, probably around 6 feet if she was correct, and was dressed quite nicely. A simple black suit framed his body, and it only took a glance to realize that he was in great shape. As Grace stood next to his table, leaning forward to show off her cleavage, she smirked "Enjoying your evening Sir? I'm Sapphire, it's so great to have you here!"

The gentlemen returned her smile, clearly glad she had joined him. "Oh it's definitely better now... I'm Darren, by the way." His eyes wandered across her form, and Grace eagerly let him take his time.

"I noticed you were all by yourself, and figured you'd like some company!" She inched closer as she pushed out her legs, making sure he got a good look.

"I definitely needed some company... but it's so crowded out here." Darren slid closer to her, pulling out his wallet, "I know this club has VIP rooms, are any of those open?"

"They absolutely are Darren," Grace whispered, fighting her excitement. "Those run at $15 a song, but you get total privacy!" She did her best to emphasize just how alone they would be, it was the obvious selling point for guys like this.

There was a pause as Darren took another look up and down her body, she swore she could feel his eyes inspecting every detail. He finally looked her in the eyes, and curiously spent more time looking there than anywhere else. The silence, although filled with pounding club music, was deafening. Grace tried to stay cool and confident, but she could feel her heartbeat as the seconds ticked away.

"Sounds perfect. Shall we?" Darren stood up, grinning as he grabbed his suit jacket.

Grace's intuition had been correct, he was easily six feet tall, if not over. He politely gestured for her to lead the way, and soon they were strutting through the club to the back rooms. With a quick nod to a bouncer, to indicate that everything was good, she opened the door to the VIP suite.

The elegant hallway was dimly lit, and provided nothing more than a quiet space for dancers to lead customers to their respective VIP rooms. Each dancer had one, and even got limited input on how to decorate. The two of them stopped at the door marked for her - Sapphire.

Walking inside, the atmosphere immediately shifted. Music was quieter in these rooms, and the walls were heavily soundproofed to reduce noise from other dancers or the main stage. That soundproofing was made even more intense by Grace's requests for the room; deep blue curtains on all four walls. She knew her appeal as a dancer was her atypical body and her colorful decorations, and she leaned into it as hard as she could.

Darren walked across the room and took a seat in the middle of the luxurious couch against the back wall. He carefully folded his suit jacket and placed it on the small table next to the couch, but not before pulling out his wallet and placing it on top.

Closing the door, Grace breathed deep before turning to face him. Her eyes briefly darted to the wallet, she could tell Darren had brought an impressive amount of money with him tonight. Leaving the wallet out was admittedly risky for him, some dancers here liked to stretch their VIP time as much as possible when they knew the guy was loaded. By flaunting his wealth, he was either extremely foolish or extremely confident.

It would be in poor taste to stare at a customers money, however, and in an instant Grace's eyes were locked on Darren's again. She moved close, her hand tracing the pole in the middle of the room. Grabbing it, she proceeded to circle a few times, letting the music overtake her as she began her routine.

Her body swayed with the rhythm, and with each beat of the music she picked up the pace a little, soon grabbing the pole tight and pulling herself up. Her legs gripped high, and she let herself hang upside down as she once again locked eyes with her client.

Darren was clearly enjoying himself, though he was definitely a reserved man. A small smirk on his face, he let his eyes roam Grace's body. Her breasts were on full display as she hung upside down. With another flip, she was on the floor again, turned away from Darren pushing her ass out. Her heels accentuated her legs, which in turned supported her practically naked bottom.

Grace seductively moved her ass back and forth, knowing this was likely her best shot at winning him over. She knew guys loved her ass, and she knew how to shake it for them. The atmosphere in the room broke as Darren finally spoke up.

"I didn't want to be too forward out there, but your body is simply amazing." Darren said.

"Well, I'm glad you like what you see... I, for one, think you have excellent taste in women!" Grace responded, smirking as she continued to flatter him.

"That being said, I feel I could appreciate you more if you were closer. Much closer." He grabbed his wallet as he spoke.

"That's the best idea I've heard all night!"

With a few dramatic steps, Grace walked closer. Stepping up, she placed one knee on the couch, and proceeded to straddle him, sitting comfortable on his lap. She watched as he pulled his wallet close, encouraging her to look as he counted out the money.

"Now let's see. Fifteen for one song, and I'm going to need much more than that. It would also be rude to not tip extra for the... closer inspection. How about $100 for another four songs?"

Grace did her best to stay calm. He was clearly a big spender, but he was starting slow. She nodded, eagerly placing her hand on the money and pulling it closer. She tucked it into her thong before starting her lap dance in earnest.

"How kind of you Darren, I'll make sure you get your money's worth" Grace whispered, biting her purple lips. Lapdances were, in many ways, easier than performing on the pole. The guy paid extra to get her closer, and she only had to grind and tease a bit.

They stayed like this for the rest of the song, at which point Grace switched it up. She turned around slowly, now facing away from Darren as her lush booty pushed into his lap. This was when she began to notice how aroused he was. It was very common to feel erections during lapdances, and she'd gotten quite used to ignoring them. However, she couldn't help but notice that he seemed a little more endowed than her average customer. Her thoughts were interrupted as he spoke again.

"Now I've forgotten, does this club allow me to touch? I'd hate to break any rules..."

Another smirk crossed Darren's face, this one a little more devious. He knew very well that touching was not allowed, but he was curious how eager this dancer was.

Grace was glad to be looking away, her face grew concerned as the question was asked. Touching was not allowed, but she might be able to leverage more money out of Darren if she agreed.

Her eyes glanced up to the corner of the room - the club was supposed to have installed cameras, but budget restraints had pushed back that project. Grace cursed, mad at the club for cutting corners, but also upset that she knew she wouldn't be caught. Steeling her resolve, she turned to look at Darren again, smiling wide.

"I think I can allow that, as long as you keep being so... generous."

"I wouldn't have it any other way, Sapphire."

Darren grabbed his wallet again, pulling out a $50 bill. "Another fifty, and I get to touch during the dances I bought?"

"Just don't be too rough or I'll call the bouncers in here!" Grace teased. She grabbed the money, this time slipping it into her bra.

Without hesitation, Grace felt Darren's hands grab the outside of her thighs, slowly pulling back as they explored her legs. They traced the curves of her ass, moving up to her waist, where they stopped. He grabbed lightly, holding her as she continued to grind her ass against him.

As the dance continued, he did his best to not push his luck. He never reached under clothing, but that did mean her ass was fair game. After a full song of grinding, Grace stood up for the next. She starting twerking, her bubble butt bouncing as she expertly teased him. His hands, powerful and strong, grabbed both sides of her ass. A big smile crossed his face, he knew he could get more.

Grace, on the other hand, was crunching the numbers. At this rate, even if she let him grope her until the club closed, she wouldn't have enough money for rent. Would he throw in a bonus tip to close out the night? She tried to stay hopeful, looking back to focus on the strong hands exploring her bare ass.

"I think your five songs are almost up... I'd love to keep going handsome!" She looked back, smiling wide as she sat down again.

Darren met her smile as he grabbed his wallet, the pulsing music filling the silence as he pulled out bill after bill. Soon he was holding another $150, but before handing it over he paused.

"This would cover another five dances... but how would you like more?"

Grace's body tensed with nervous energy. It was like he knew how badly she needed this money, and was doing his best to push as far as he could.

"What... did you have in mind?" She whispered, her voice shaking.

She felt hands run up her side, over her shoulders, until one hand pulled her back while the other traced the side of her face. Her body was now leaning against his, their faces almost touching, as he moved his hand across her cheek.

"I've been looking at these purple lips of your all night..." Darren responded, his fingers tracing the entrance to Grace's mouth. "Do they do anything other than talk?"

The question hung in the air for what felt like hours. Grace couldn't believe what he was asking, and she wanted so badly to just leave here and have him banned from the club.

The pull of his wallet was too strong. She knew he could pay well, and probably would for taking such a risk. She fought against every moral urge in her body as she spoke again.

"...How much?"

"$150 for more time here." Darren placed the money on the couch. "And... let's start slow. $50 for you to get down on your knees."

Thousands of conflicting thoughts surged through Grace's head. Could she really be considering this?

A simple nod answered both of them. Standing up, she turned to Darren and slowly sank to her knees, his legs opening to give her a spot. As she looked up at him, another confident grin crossed his face, and he pulled out the $50, as promised.

"See? Not so hard. I'll put this $50 with the rest, and it's yours no matter what happens."

"T-thank you Darren..."

Her voice cracked as she spoke, but she wasn't lying. It seemed like he was honestly giving her a choice. Would that also mean she was to blame if this went further?

"Now, I've got another $50 here." Darren held up the bill, "And it's all yours... but you have to get it yourself." While he spoke, he folded the bill in half and slid it into the front of his pants.

Grace was glad she was wearing makeup, she could feel her face turning red as Darren spoke. With another small nod, her hands slowly moved up his legs, and started undoing his belt. Once loose, the button was next, then the zipper.

She could see his boxers now. They were very nice, form fitting, probably very expensive. In any other circumstance she might have liked what she was seeing. Her eyes locked onto Darren's again, and she pulled the bill from his pants as she placed it with the rest of the cash.

His hand then reached back to her, tracing the side of her face before his thumb came to rest on her lips. He pushed, ever so gently, but it was enough to part her mouth and get inside. Their eyes were locked as his thumb stroked her tongue, and then he pulled his hand back. Using that thumb, he pulled out more money and began counting.

"Now Sapphire, I have $100 in my hands. This money is optional, and if you don't take it, I won't be offended." Darren spoke strangely softly, given the circumstances. "If you take it, however, you'll be giving me permission to speak my mind. I love being polite, but there are times where it's not as fun. Understand?"

"Yes Darren I... I understand." Grace responded. She paused, but made up her mind fairly quickly. Another $100 just to hear him talk more? She'd be a fool to turn it down. She reached a hand up, over Darren's exposed underwear, and took the money, placing it with the rest.

"That's a good girl, I knew you'd make the right choice." A smile crossed his face. "Now, another $100. It's time to pull my boxers down Sapphire."

She couldn't help but notice that he didn't ask this time. Her eyes darted over to the money, she was exactly $100 short. If she didn't do this, she might not have a place to live next week. Then again, if she stopped once she had the money, she'd only be back at square one next month...

Grace's fingers hooked into Darren's underwear, and with a deep breath, she pulled them down slowly. Inch by inch, more of his body came into view. Then the base of his shaft, it was thicker than she'd imagined earlier, by quite a bit.

She kept pulling, inch after inch of his cock coming into view. She couldn't believe how big it was, and soon it was completely exposed. As it was freed, it sprung up towards her face, it's glistening tip obvious under the VIP room lights. Her eyes were wide with shock as she finally saw it.

"I love when girls see it for the first time." Darren chuckled, then put the money down. "All yours. Now, lean in and give it a kiss."

His voice was becoming more demanding with each sentence. It didn't even occur to Grace for a moment that he hadn't offered more money. She look up into his eyes, her head slightly tilted in confusion.

As he stared back, his dominant attitude washed over her, and her moment of resistance faded away. She leaned forward, wrapping both her hands around the base of his shaft, and licked her lips. She placed them on the head of his cock, kissing it softly before pulling back, Darren's precum now decorating her lips.

Darren let out a small moan, relaxing for a moment before grabbing his wallet. Looking Grace deep in the eyes, he spoke.

"Now, after all this money I've given you, I still have quite a bit left. I'd like to play a little game." He pulled out eight $100 bills, showing them to the dancer holding his cock. "For every inch of my cock that you fit in your mouth, I'll give you another $100. If you manage the whole thing, that's an easy $800... so what do you say?"

Grace's eyes were glued on the money. Was he really offering her an additional $800? Although, that was on the assumption she could fit the whole thing in her throat, and she'd never managed something like that before. Even if she couldn't, she could still make a lot of money...

Darren watched, ecstatic as he saw the conflict in her eyes. He had played his cards perfectly, making sure to let Sapphire choose to continue at every step. By now, he knew that she wasn't considering if it was right to sell her mouth, she was thinking about how much of his thick shaft she could fit down her sultry throat.

Finally, the standoff broke as Grace nodded slowly. "I-I'll do it..."

"I knew you would. I'm ready when you are Sapphire."

With a deep breath, her body shaking, Grace leaned forward again, placing another wet kiss on the tip of the hard cock in front of her. Pushing down, her purple lips opened, accepting the head of Darren's cock into her mouth.

A loud moan, and another $100 bill joined the rest.

Her tongue greeted the tip, the taste of precum greeting her as her head pushed down further.

Another $100.

She locked eyes with him, his eyes full of lust as he watched her lips open further.

Another $100.

Her mouth was opening wider than she had anticipated, but she kept going.

Another $100.

The room was dead quiet, only the pulsing beat of the club music swirling around them. That noise, however, broke as Grace tried to push further, a soft gag leaving her mouth as Darren's thick cockhead pushed against the entrance to her throat.

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