She also got some cash from a couple guys at the local gym. They had a very unique kink. One guy would hold her up while the other guy would jerk off until he was ready to cum and then push it into her pussy. It was messy and a bit awkward...but they paid well 💲💲💲

 



 



 



 

She hooked up with another guy, Curtis Jones. He was a really nice guy and, in addition to some very fun sex, he was very supportive of her dream of opening an eatery in town. His dad had been a cook and he knew about the desire to feed people good food. He said he'd definitely visit her when she opened her place, not if. That meant so much to Holly that she gave him an extra for no money. Besides, he really did have a great cock. 

 



 



 



 



 

Finally, she hooked up with a rich kid who picked up Holly while cruising in his Porsche. He paid for a double and got his cock sucked and fucked her doggy style in his car. He tipped VERY well.

 



 



 



 



 



 

Holly was feeling flush by the end of her week, she had quite a bit saved, and her dream felt closer than it ever had before. 

And, she had some ideas about how to approach Maximus when they finally had their planned meeting from their incidental meeting a week ago.  She was really going to do this thing! Holly definitely had some struggles working her way out of poverty, but she was proud of herself for the progress she'd made. Plus, she had gotten a chance to explore her sexuality and her true love for sex. She was having much more fun now that she'd embraced being a slut without the judgment. She didn't think there was any problem at all with accepting that you like to have sex. Lots of sex. Only outdated puritanical beliefs villainized it and she was done with feeling ashamed for what came so naturally. Fuck the puritans, anyway. Fucking bunch of prudes. 

Holly could almost feel the page being turned as a new chapter in her life approached. For the first time in a long time, she had hope. Hope didn't pay the bills but it sure did help a person feel like it was at least worth it to try. 

 

 

 


 

As they were getting started, it became apparent to Luna that she was going to claim Maximus, at least for starters. Luna looked at the older man, Tom, and started with sucking his cock. That's always a good opener. She was kinda' hoping to get him to cum really fast so she could have a turn with Max. He was hot and had a gigantic cock. She knew this because most of it was currently in Bruna's mouth. 

Luna sat Tom down on the edge of the bed, got down on her knees, and started sucking. Tom had a surprisingly nice cock and a better body than she had expected. She was almost enjoying herself. 





Soon it became apparent that Tom wanted to fuck her and so she went with it. At least she was going to get the dicking her body craved. Tom entered her tight, wet pussy with a deep chested groan, sinking himself slowly into her until buried to the hilt. It felt heavenly. 

 

Maximus, meanwhile, had been leaning back while Bruna rode his cock reverse cowgirl style on the edge of the bed. They both seemed to be enjoying themselves tremendously, with lots of gasps and moans.  

Max suggested a new position to try. He had literally written several books about sex both fiction and non-fiction, and had quite the imagination for such things. They re-assembled and continued to enjoy each other's bodies. Max was enjoying watching his cock move in and out of Bruna's pussy, each thrust stretching her lips apart and feeling like his cock was being enveloped in warm, wet silk.





Meanwhile, Tom was standing behind Luna, plowing her in bent over doggy style and uttering a string of phrases, barely audible between approving grunts and moans, like, "Fuck yeah. That's my pussy, bitch," and "Take it, you little slut, take it all." He seemed to be enjoying himself. A lot. 

They switched again with Bruna riding Maximus's cock in cowgirl style. Bruna, Max noticed, moved as he had expected; like the ocean during a storm. Her pussy was wonderfully snug, and she had impressive muscle control. He guessed she did Kegel's or something. He was already laying plans to make sure this happened regularly. Amazing pussy like this was to be respected. To not fuck it would be a terrible sin. 






After a few more minutes, everybody started making those sounds and making those movements indicating a finale, a climax as they say in fiction writing. Fast breathing, moans, and sighs could be heard from everyone. 

Both Luna and Bruna had reached orgasm several times. Luna still wasn't completely happy with getting stuck with Tom, obviously a wing-man, but he knew how to use his cock. She'd come twice already when Tom arched his back, groaning loudly, and started pounding her pussy as hard and fast as he could. Luna realized he was going to cum. She decided to let him finish inside her so she could feel the pulsations of his cock. Not that he had asked ahead of time, which would have been more appropriate. 

He uttered one final, triumphant groan that came from deep in his chest, buried himself to the hilt, and Luna felt a gush of cum surge from his cock and coat her insides with warm semen. He pulled out and thrust back in again, more cum filling up her pussy. She could feel his cock pulsing and with each pulse, the warm liquid entered her and started spilling out around his still hard cock. 










 

Bruna, meanwhile, had come three times and reached a third as Max groaned, "Oh...oh, fuck, yes...Oh, fucking hell this pussy is tight...FUCK, I'm going to cum-" Bruna rode him as hard as she could, her own climax causing waves of pleasure throughout her. It felt like an electrical charge, causing her thighs to tremble and her pussy to tighten on Max's shaft even harder than it already was. 

Max groaned, raised his hips hard, plunging his entire length inside her all at once, and letting loose with what felt like a huge load. Her hungry pussy milked every drop as she rose and fell a few more times, making sure she didn't stop until Max finally took a deep breath and withdrew his still hard cock from her pussy's embrace. His cum started flowing out of her and she enjoyed the warm wetness of it, reaching between her legs and gathering some to taste it on her tongue. 







She looked over at her new friend Luna and saw a beautiful sight. The pale girl's pussy was leaking cum and there was still lots inside her lovely, pink pussy. Bruna reached down between Luna's legs and fingered her pussy, gathering some cum on her fingers, and again bringing it to her lips to taste some of Tom's offering. 

Max stood at the edge of the bed and started stroking his erection rapidly, wet with mixed juices of his own semen and Bruna's wetness. Bruna watched, Tom watched, and Luna opened her mouth expectantly. Max came again, his cum exploding from his cock and covering her face and lips. A good bit of it went into her mouth and she swallowed it all, pleased to be chosen to receive such a delightful gift. Bruna leaned in and her face was covered in warm semen as well. She enjoyed the feeling of it and licked her lips, savoring his taste on her tongue. 



















They all showered, got dressed, and shared a bowl of good smoke. It was late by then and Tom bid his fond farewell, telling Luna she was the best pussy he'd had in he didn't know how long. He added he hoped they could do it again. Soon. 

Luna smiled and wished him a good evening and pleasant dreams, hoping next time she would get a chance to get fucked by Max. 

Max left soon after, telling both girls that they were beautiful, smart, sexy ladies and that they were welcome at his home anytime. Together or otherwise. He grinned his usual grin and walked out, having done his duty. 
 

 

The guy looked at her, then at the book case, and then walked over and picked up a book and sat down to read. Not a word. Holly was flustered, sure her cheeks were red…and then she thought of a solution. She may be able to relieve her tension and take care of another practical concern.

Holly gave her sluttiest look and wave to the weird guy. He smiled really big and looked truly surprised. His eyes even got wide. Hooked. Now, she had to make sure he had money.



“Hey there, stud. Can I ask you a question? My last boyfriend said I wasn’t pretty. What do you think?” Holly sat down next to him and smiled.

“I think you’re about the prettiest girl I’ve ever seen up close. Your boyfriend-“

“Ex boyfriend”, she corrected. “I’m single” she gave him her best fuck-me smile.

“Would you go on a date with me?” Holly asked.

“Oh my gosh! I sure would. I mean, if you asked…were you asking. I didn’t mean-“.

Holly looked as happy as she could and leaned over to kiss him on the lips. Just a peck but enough to get some attention.

“So, if we were to go on a date, how much would you spend on dinner?” He smiled and said he’d take her anywhere she wanted to go.

“What if it cost, say, three hundred dollars? Would you spend that much on a dinner with me?” She asked.

“Sure! I’d love to go on a date with a pretty girl like you. Three hundred dollars is nothing.” There it was. Money Talk. Ka-ching.

He looked unsure all of a sudden. “Are you messing with me? Because that’s just mean, if you are. You shouldn’t-“
 

“Would you give three hundred dollars to fuck me right now?” Holly was pretty sure the guy’s head was going to explode. The combination of looks that went across his face in the next three seconds was almost enough to make Holly laugh out loud. Instead, she leaned in close and whispered, “Would you like to lick my pussy?” Holly pulled her top off and wriggled out of her mini-skirt. She then sat on the edge of the coffee table and spread her legs wide.



 



 

The guy wasted no time in kneeling down and pushing his tongue between her lips and into her pussy. Holly had her pussy shaved and was very fastidious about her hygiene. She may be homeless but she didn’t have to be dirty. She knew she was pretty down there and was proud of it. She was also currently very happy about the amount of attention her pussy was getting from this guy she’d just met. What he lacked in technique he made up for in enthusiasm. He was really going at it. But Holly wanted more.
 

She pushed the guy’s head away from her and told him to take off his pants and lay down. He quickly did exactly that, practically falling over trying to get his pants off as fast as possible. Holly was already wet from reading the erotic romance. The guy’s cock was hard as steel. Holly reached behind her, raised up, and then lowered herself onto his cock, one inch at a time until he was buried inside her. He actually had a nice cock. Big enough to stretch her pussy in a good way but not so big that it hurt like hell.



 



 



 



 

Holly started riding him, slowly at first, then a little faster, her pussy lips gliding up and down along his shaft, stopping at the top just to the point where his head was still inside. With each downward movement, she felt him fill her. It was heavenly.

It was right about then that Maximus King walked in. Maximus was a local character, commonly seen out and about at night clubs and such. It was known that he was at least two things. One, a Player. And two, rich as hell.



 


He walked in, saw Holly and this guy fucking on the floor. And smiled. He sat down and gave them the thumbs-up to keep going. He never took his eyes off them. Holly got so turned on at being watched by this local legend that she doubled down and started riding her guy with true enthusiasm. All the while she was fucking him, every time she’d look Max was looking right at them. Another person, a pretty woman in her mid thirties, walked in a minute later. Jeez! Where were they all coming from?! 



 



 

After a couple more minutes, Holly could feel the guy tensing up beneath her. His breath was getting ragged and he had that look on his face that he wasn’t going to last much longer. Holly was pretty close to orgasm herself. She could feel it rolling up on her like a huge wave, ready to pitch her into that sweet place where time loses meaning and pleasure is everything.

Holly knew she should stop and finish the guy with her mouth or hand. She knew it. But she was really turned on by his bashfulness and…she kind of wanted to give him the full experience. She had recently realized that she liked the feeling of men cumming inside her. It was so dirty and so wrong and made her almost cum just thinking about it.




 



 



 



 

“Cum in my pussy for me,” she said while looking into his eyes. “Come on, stud, fill me up. I want to feel it shoot into me.” And that did it. The man groaned, LOUD, and lifting his hips, shoved his cock deep into her. Holly felt his cock start to throb and the guy’s moans got even louder. If a person didn’t know any better, you may have thought he was grievously injured. Maybe a terrible leg cramp.



 

But it wasn't a leg cramp. It was the breaking point of a huge orgasm. His hips bucked upward, his cock slamming in to the hilt, and she could feel him shooting what seemed like a pint of cum into her pussy. She could feel jet after jet of it, hot and wet, filling her completely. Holly continued to ride him through every wave of it, milking the last vestiges of semen from his cock. She was so full of cum that it started spilling down around the head of his cock, still buried inside her, and onto his shaft. The woman who had been watching seemed so shocked by it all that she stood up and fled the club-house. Nothing a few years of therapy wouldn’t fix.


 



 



At the same time this guy was in climax, Holly also came. Something about the situation was so hot that as soon as she felt his cum start to pump into her, that wave broke and she had cum and cum hard. Her legs trembled, her cheeks flushed and she cried out, riding the waves of her orgasm as the last of his semen was shooting inside her. She realized she’d been holding her breath. Letting it out, perhaps a bit shakily, she took another deep breath and enjoyed the last moments. Now that she’d had the rockstar orgasm, she felt a bit more self-conscious and there was still the matter of getting paid.

Holly helped the guy to his feet then kneeled down and sucked his cock clean. She had found that guys tip really well when you did that. Guys were simple. The same trick worked for just about every one of them. She used her tongue to lick the mingled juices of their climax from his shaft and then sucked the last bit of cum from his cock. She then stood up and quickly put on her top and skirt.


 



Maximus was still smiling that wicked smile and was sitting back and looking at her with what looked like admiration. He actually clapped. Three times. Slowly.

“That was impressive,” Max nodded, “Very impressive.” He looked her over again, obviously checking her out with new perception. Like not realizing just how good a meal was until you’d had your first taste.

Holly turned her attention back to her guy. “Hey, um…could I get that three hundred?”

“Oh, oh right. I’m still not thinking right. That was…well. That sure was something. My gawd.” He did his best putting his pants back on as he fumbled his wallet out of his pocket and counted a few bills. “Here’s four hundred, maam. You were worth it.”
 

Maam? She was 18, he was, like, fifty or something, and he called her maam?
 

“Thank you. I had fun on our date.” Holly waved as he walked out the door, causing him to bump into the door jam while waving back. He recovered, grinned, and wandered off. His cum was still dripping down her leg as she turned her attention to Maximus.

“Did you know him?” he asked.

Holly knew she was blushing and she also realized how fucking ridiculous it was for her to be blushing. For gawd’s sake, he’d just seen her have sex and she’s getting all modest about the fact that the guy had been a complete stranger? She realized she never even got his name.

“No…I didn’t. We were both here and…I was…”

“So you let a complete stranger fuck you and cum inside you for three hundred bucks?” Why did he have to look at her like he as assessing her soul.

“Um…I guess…yes. Yes, I did”. Stop blushing!
 

“In that case, I’ve got a proposition for you. Here’s my contact information. Give me a call in a week. Next Sunday, anytime after…say, ten a.m.?

Holly had no idea what to say. It was rare that she couldn’t think of something to say but this guy made her really nervous. Those eyes. Those haunting eyes. Fuck!
 

She realized he had said something to her and she had completely missed it.


 



 



 



“Here’s an extra hundred for letting me watch.” He handed her a crisp hundred dollar bill.

“When I walked in,” he continued, “you started fucking that guy like a rock star. You like being watched, don’t you? Yeah, I can tell by that adorable blush. Fuck, you’re cute.”

He looked her over, his eyes again taking in the cum still running down her leg. He smiled. With that smile.

“Fuck yeah. I hope you call me,” Max said, “What’s your name?”

“Holly,” she answered. Was she really being propositioned by fucking Maximus King? She was. She started to pocket the card, remembered she was wearing a mini-skirt, and committed the number to memory. She was smart like that and, although her mind was reeling, she could see an opportunity when it showed up on her doorstep. Or…when it walked in on her while she was fucking somebody…

Maximus then walked out the door. Holly, still a little stunned, watched him go.

One week. One phone call. Holly smiled, looked at the five hundred dollars—five hundred! and decided she deserved a hotel room. She grabbed the book she’d been reading—you see what you made me do? She chastised it—and headed out the door. Later on she masturbated using the cum still in her pussy as lubricant. It was the best day she had had in a long time. Holly was a happy girl.

She went to sleep smiling and dreamed of delicious, delightful things.

 



Holly had walked to The Hot Spot, the local bar in Oasis Springs, in hopes of getting some rich guy to give her some money. She was saving up to build a house on the empty lot she had inherited and had no luck with standard employment. She just couldn't keep her mind on task when the tasks were so, well...lame. I mean, flipping burgers? Sitting on a chair staring at a computer monitor all day? Ugh...Not for her. She did like to cook, had even considered opening a restaurant, but all the restaurants wanted to hire her as a waitress, not a cook. She had no job experience and it was almost impossible to get a job doing anything she remotely liked. 


However, a girl's gotta' eat. And that meant money. She was also mostly homeless and was so very tired of sleeping in the open. You just couldn't get a good night's rest when you had no protection, no security. Plus, there was the cops. Damn them. Holly didn't mind sex, she had limited experience in that regard but what she had done had been enjoyable. Prostituting herself was simply the only way she could think of to get enough money in a hurry. Why was sucking a guy off or whatever illegal? It seemed ridiculous to her. You could fuck a guy. No problem. You could accept money from a guy as a gift. Again, no problem. Oh, but when you wanted to fuck a guy for money, all of a sudden it was wrong. Such bullshit. 


So, Holly was giving it her best when one of the cops with which she'd had trouble with came into the bar. She tried to hide in the side room but the bastard saw her and headed straight for her. FUCK! Officer Manuel Pride approached with his usual disappointed look. 

 




"And what do you think you're doing here, Ms. Rizzo? Last I remember you're not old enough to be in this establishment. I've told you about this before and you keep ignoring me. Well, this time you're in trouble. You're going to get a big, nasty fine for your attitude and for being in a bar under-age." 


Holly panicked. She barely had enough money to eat, let alone pay a fine. And if she couldn't pay the fine, this bastard would take her to jail. He was just that sort of prick. Fucking cops, anyway. 


"I'll leave, I promise! I won't come back. You'll see, I'll be good from now on. I'm just in a bad situ-" Officer Pride cut her off. 

"That's what you said last time, Ms. Rizzo. Nope, you're not going to walk away this time. It's time for you to learn about accountability."

"Please, Officer Pride, please!? I can't pay a fine, I'm barely surviving as it is. Please, I'm begging you!?"


Officer Pride got a look in his eyes that made Holly nervous. He went from being an old prick of a cop to looking downright predatory in a moment. 


"Look, Ms. Rizzo, we both know what's going on here. You're just a little street whore trying to milk some guy's wallet while milking his cock. So, how 'bout you show me just how willing you are to keep from going to jail tonight."


With that, Officer Pride went to the bar and spoke with the bartender. The bartender looked over towards the side room where Holly was sitting, nodded, and passed the officer something. The cop then came back over, shut the door, and locked it with the key the bartender had just given him. This...looked bad. 


"What...um, what are you doing?" Holly asked as Officer Pride walked over, still with that predatory look on his face. As he approached, he undid his belt and the button on his uniform pants and pulled his erect cock out. Oh, fuck. This was something she had not anticipated. 
 
Officer Pride sat down beside her, looked at her and said, "This cock isn't going to suck itself. Get to work." With that said, he leaned back, his cock twitched a bit and Holly realized she really had no choice. She licked her lips, leaned over, took a deep breath, and lowered her mouth to his cock, taking the length of it into her mouth. 

 



 



 



 



 



 


"Mmmm...ah, hell yeah. You're a born cock-sucker, Ms. Rizzo" He started moving his hips in a rhythm while he got a fistful of her hair and moved her head up and down. Holly had gone down this road before and so knew just what to do. She made use of her tongue and increased suction while she moved her head up and down on his cock. Predictably, within a couple more minutes she heard his breathing start to get faster and he started moaning deep in his chest. 


"Mmm. Fuck, girl, you are fuckin' good. Now, here's what's going to happen. I'm going to cum and you're going to swallow what I give you. You hear me? Now, lay back and open your mouth. Now that I think of it, take off your clothes. If we're going to get to know each other, I want to see what I'm dealing with. Besides, I have to make sure you don't have any weapons." He snickered. Holly sneered a little bit but wanted to get this over with. If the old perv wanted to see her naked, so be it. 


Holly took off her top and her skirt, laid back and opened her mouth. The cop positioned himself with the head of his cock against her lower lip. He started to jerk off and after about a minute he groaned loudly and Holly felt his cum hit the back of her throat. Then it just kept on going. Officer Pride shot so much cum into her mouth Holly had to swallow several times before, finally, he wiped the last bit of cum from the tip of his dick onto Holly's lip. Even after swallowing, Holly could taste his cum in her mouth and wished she had a drink to wash it away. For his part, he sat back looking as though he'd run a marathon. 

 



 



 



 



 



 



 



 



 



 



 




As he pulled his pants up and got back to his feet, Officer Pride fished a ten dollar bill out of his wallet, tossed it onto the couch, and said, "Here you go, Ms. Rizzo. You're a damn good whore. Worth every penny," he walked to the door, unlocked it, and left Holly to herself. As she got dressed, Holly kept looking at the money. Finally, she took a deep breath and picked it up. She knew he gave it to her in pure spite, just to be an authoritarian prick, and she wanted to leave it as an act of defiance.

 

But, Holly had always been a practical person. Money's money. And a girl's gotta' eat.