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.