Eagar To Please (Closed)

[LoneTraveler]

A cold silence filled the doctor’s office as there stood Michael, completely at a loss for words as the doctor told Michael that he was dying. After that, it was white noise to him. At 32 years of age, Michael Young was born into a wealthy family of real estate investors. No doors were closed to him, any career he sought for could be his. But when his father passed and he received his inheritance, instead of working to gain more wealth, he spent his time helping others.

Years, he would spend helping various charities, finically aiding in medical operations for underfunded individuals; Michael had spend so long helping others that his personal life was almost not existent. No wife, no children, he was basically alone. Now after passing out at after visiting a patient at the hospital, Michael came to learn that he was sick.

“…. I’d would say you have less than 2 years….”

The words scraped in Michael’s brain as he sat in his home. All these years he spent helping other putting the need of so many people in front his own personal life and this was his reward. For days, Michael kept to himself, not speaking a word to anyone as he sat alone in his house. His fingers constantly running through his jet black hair as he was mixture of anger and heartache as he came to realization that he was alone.

There was so much more he wanted to do, and he was out of time. Maybe that why he was doing this what he was now. Michael looked out the widow at the street dressed in one of his nicer suits as he waited. Never in his life had he ever considered calling for an escort like so many silver spooned individuals, but with so little time he wanted the one thing he never had; even if it wasn’t truly real.

 

[charitybimbo]

Diamond kissed whatever-his-name-was sensually and sweetly.

“Wow,” she whispered. “That was incredible.”

He grinned at her, caressing her naked body as she sat up slowly and stretched.

“You want to hang out? Maybe we can grab some breakfast?”

“I wish I could.” She slid her feet through the legs of her thong and stood as she pulled it up. She turned to him, pouting, as if she wanted to stay. “Visiting hours are in a couple of hours, and I need my beauty sleep.”

She pulled her dress on, and smoothed it down over her voluptuous figure. Her brother wasn’t really in the hospital fighting cancer, but guys who were paying a couple grand to spend the night with her wanted more than just to fuck a beautiful girl. They wanted to know why a nice girl like her was turning tricks off a website. So she gave them a story. She gave them the big puppy-dog eyes and told them they were saving her brother's life. She could even squeeze out a tear when she told them how grateful she was. And if they gave out awards for faking orgasms, she’d have a whole shelf full. When they fucked her, she squealed and moaned and screamed like she had never felt anything like this before…. Because they didn’t just want to get laid, they wanted to feel like gods.

She grabbed her heels and her purse, and met him at the door for another kiss.

“Maybe we can hang out after visiting hours,” he said, squeezing her ass.

“I hope so,” she chirped, eagerly. He grinned. “You know how to book me, right?”

His grin stalled, and he nodded. He had been hoping for a date based on his charm and sexual prowess, both of which were largely in his imagination. She cupped his dick.

“I really do want to see you,” she said, and sighed sadly. “But his insurance doesn’t cover this kind of treatment.”

He nodded, smiling as she massaged his pride and his cock. It wouldn’t be bad if he did book her again, she thought. He was a spoiled, entitled doofus, not exactly someone she wanted to spend time with. But he wasn’t a psycho, he didn’t have any weird kinks, and his payments cleared. If only there was something about him that she liked.

It was late in the afternoon when she woke up. She was in her tiny apartment. She worked out, showered, and then ate a light meal. She looked at her account. The money from last night was still there. He hadn't booked her again for tonight. She sighed. Not that she really wanted to see him again. It was too soon, he might really start to catch feelings and she knew how that ended.

 

[LoneTraveler]

The day before, Michael sat at his desk looking at his computers. Normally his mornings started with workout in his personal gym, followed by breakfast. But since the news of his illness, all he would do was walk around his home looking on at his property. The room with the indoor pool, that was almost never used, the open backyard that he had hoped to use to spend romantic evenings with that special someone, just a neglected. Despite any good he may had done with the various charities he worked with, he still felt he wasted his life. When he would come every night after a fundraiser or charity event, it was to no one. Maybe that’s why he was on this emailing this Diamond woman.

Michael had gotten her contact months ago from Travis Levy, a spoiled rich kid that Michael knew from college. He had slipped a piece of paper with the address to Michael while at a charity auction, boasting how this woman was the best he fuck ever had, how he made her scream for hours on end. Michael rolled his eyes at the thought. He may have been alone even lonely but he wasn’t desperate. He put the paper in his pocket and forgot all about it. Until today that is.

Upon looking her up, it went without saying that she was quite beautiful. It went without saying the Michael was indeed attracted to her. Writing her was difficult, unsure how to start. He was hesitant to say how he got her information as she either didn’t remember Travis or knew who exactly who he was and had as low of an opinion on him than he did.

In the end, he decided to be formal. He stated he had gotten her information from an associate and wished for her to spend time with him. For almost half an hour, his mouse cursor hovered the send button. He was nervous it was almost obvious he had never done this before. Hiring a escort was something reserved for sleaziest of wealthy men, something Michael never wanted to be. This was different though, this was something more. And with a deep breath, Michael pressed send.

And now there sat Michael on his couch. The light dimmed as his heart raced wondering if having this woman, Diamond come over was a good idea. Just then he heard the doorbell and jumped up and walked to the door. There was no turning back.

 

[charitybimbo]

The email was oddly formal, which made her curious. It was also vague about how the sender got her info and what exactly he was looking for. Normally, that would make her suspicious, but he was asking her to come to a house. In a minute, using the address, she had found the homeowner’s name. She looked him up on various social media and finally found his connection to Travis. She had been with him a few times when she was just starting out. She had tried a little too hard to make him think she was loving it, and he’d been a little obsessed with her for a while.

She knew how Michael knew about her now, and she sent a reply, saying she was available. While she waited for the transaction to process, she looked up the address on different real estate websites.

There weren’t many pictures, as it hadn’t been on the market, ever, as far as she could tell, but there was an aerial view and some pics from the street. It looked like a freaking palace. She took several deep breaths.

Every escort she knew secretly (or not secretly) dreamed of the superrich guy who would come along and become their steady client. Judging from the house this guy lived in, he could be it. But he had hired her for tonight. That was all it was. If she played her cards right, he might want more, but that was all maybe.

She took a cue from the formal, businesslike style of his email. She put on a little black sheath dress that was sexy, but far from the outrageously slutty stuff she wore on most of her dates. She wore stiletto heels with thigh-high stockings and a lacy black g-string under, because at the end of the day, a guy is a guy. She fixed her makeup, striking, but not sleazy, and let her blonde hair fall loose down her back.

She checked the account - the money was there, and she called an Uber to take her to him.

An hour and a half after he sent that first email, she pushed the doorbell on the biggest house she had ever seen. She straightened her dress, fluffed her tits up for maximum cleavage, and then held her hands behind her back and crossed her fingers. She tried to just hope that he was a simple guy with simple needs, and maybe one who tipped well. Still, as she looked around her at the front of the mansion and the grounds, she felt like this was one of those TV show about the struggles of the impossibly rich. She tried not to think about the minute chance that Michael might want to put her on some kind of permanent payroll.

When the door handle turned, she plastered a friendly, ditzy smile on her face.

 

[LoneTraveler]

When Michael opened the door and saw Diamond standing there, he was taken back a bit. To say she was attractive would have been an understand. She was absolutely ravishing. Her outfit showing off her lovely figure along with flattering her breast. But his eye mostly focused on her’s, lost in what he could only characterize as blue, even if that didn’t seem completely correct. He smile was sweet, but he felt that with her profession it was simply for show.

“Diamond, correct” Michael asked rhetorically. He was a bit unsure how to go about all this. Hugging her seemed a bit overly friendly while a handshake seemed way too formal for something like this. “Please come in.” he said moving aside allowing Diamond to enter his home.

Michael’s house was given to him upon his father’s death. It was bought long before he was born, renovated and never put on market. It had multiple rooms most of which were for guest, though one he made into a gym and another into a pool. It was a large estate, but with Michael being the only one there, it did get rather lonely.

He guided Diamond to the living room motioning her to take a seat. For a moment there an awkward silence between the two. Michael eyes darting away from Diamonds and to the bottle of champagne chilling on the table. He was nervous, and he knew Diamond could smell it like blood to a shark. Michael sighed “I’m really” he said to her “I’ve never done this before… and to be honest I don’t know how I’d go about this.”

 

[charitybimbo]

More than anything, Diamond’s profession had taught her how to read situations, but Michael was a puzzle to her. He answered the door wearing a suit, and he stood for an awkward moment in the door before he stepped back and invited her inside. There didn’t seem to be anybody else there, and she had already learned that he owned the house, so why the suit? Was it for her?

It fit with his formal invitation and the email he had sent. It fit with the way he quickly pulled his eyes away from her cleavage. She nodded her head, and tried not to gawk at the interior of his house. Her whole apartment would have easily fit in the front hall.

“Yes, Diamond,” she confirmed. “And you’re Michael.” It was less a question than a convention. She put her focus back on him. The house was a house. It was big, but that wasn’t what she needed to think about. She needed to understand Michael. She needed to find the right buttons to push.

He led her into the living room, and she clocked the champagne. She smiled. Either he drank champagne every day and wore suits around the house, or he was trying to impress her. Then he sighed. He steeled himself. He confessed that he had never done this, as if he was expecting her to chop his head off.

“That’s cool,” she said, treating it as no big deal, because it really wasn’t. Then it was her turn to sigh. She wanted to handle this just right. She stepped close, and reached up. She loosened his tie, and opened the top button on his shirt. It was intimate, without being overtly sexual. She stepped back, smiling.

“All of this…” her eyes swept around the room, taking in the champagne, the music, the lighting. “... is lovely. If you want to charm me, you’re off to a really good start. But you don’t have to. You’ve obviously got some money, and you’re handsome and nice, so I am sure you could be spending the night with any number of women. My guess is that with most women, it gets complicated quickly. So, I’m going to be really simple. I’m here to make you happy. So if there’s anything you want me to do, tell me, and I will. OK?”

“Do you want to open the champagne and we can have a drink and chill?” she said. “Or do you want me to take care of you first?”

 

[LoneTraveler]

Michael’s could feel his heart ready to jump out of his mouth as Diamond come closer to him. Her sweet scent sending a shiver down his spine as she began to loosen his tie, he soft hand unbuttoning the top of his shirt. In those moments everything around him was a blur as she became his focus.

She assured him that this being his first time was no issue. In some way he knew she wouldn’t have seen it as a problem, lord knows how many men she had been with that also never been with an escort before. To her, this was just another job.

Diamond was very sweet to Michael. Her words were sweet honey to his ears as she complimented him on his look, on how he could be with anyone. She was right in many ways. Michael was quite handsome, many of colleagues pointing out when certain woman would look at him, but Michael never paid them any mind. As Diamond said, with his mind on his work having someone at the time would only have complicated things.

But here stood Diamond, her soft body against his. She made it very clear that she was here for him; to make him happy. Michael nodded, knew this wasn’t real that to her this only a job. He didn’t care. Michael was dying. So even if this was fake, he wanted nothing more than to drown in Diamond sweet illusion.

Michael looked upon Diamond, his fingers softly tugging at a strand of her hair as he began to speak “How about… we start off with something simple” he said softly as he leaned to kiss her, his hand moving away from her hair down to her waist, pulling her a bit further toward him as began to lean back on the couch. He was ready to have her give him everything he desired.

 

[charitybimbo]

Diamond watched Michael closely, trying to gauge how he was reacting. The last thing she wanted was to push him away. He was a bit of a stiff, with his suit and the formal tone, but she wasn’t sure that was him, or just his circumstances. He was young to be so serious, still in his 30s she guessed, but if he had grown up in this house, who knows what kind of pressures he had felt.

Enough that he didn’t seem to have much experience with girls at all, never mind pros.

So it had been a risk. He wasn’t drunk or high, he seemed smart. She wasn’t going to trick him into thinking she was in love, so she took a chance on just being straight ahead. He knew she was there for the money, so why not own it? And it seemed like it worked. He seemed to let his guard down a bit. He reached out to play with her hair, and she grinned. Then he said he wanted to start with something simple.

He pulled her close and kissed her. He leaned back on the couch, pulling her down with him.

She kept it simple at first, just her lips massaging his. But when he pulled her down, she had to decide. Most times, the smart move was to let the guy make the moves, but she thought Michael might need her to be a little more assertive.

She put her knees on either side of his hips, straddling him. Her tongue slipped into his mouth as she pressed her body down and felt just how much he wanted this. She moaned into his mouth and pressed her body against him for a moment. Then she pulled back, grinning at him, her eyes half-closed.

“Do you want me to get you off right now? It might help you relax.”

 

[LoneTraveler]

As soon as Diamond began to straddle Michael, his arousal only rose higher. Her tongue slipping between his lips as his began to welcome her’s. Both hands moved lower, resting upon her ass. His fingertips dancing between the bottom of her skirt and her bare skin. The temptation of lifting it up, making him harder with second his fingers touched her soft body.

He exhaled as Diamond broke their embrace. Her sweet smile giving him a sort of reassurance that he was doing anything wrong. He listened as she asked about getting him off. He couldn’t help but give a little smile. Michael wasn’t sure if she was simply wanting to end this sooner or perhaps wanted to show him that was well worth the money, he spent. Perhaps she was so eager to be everything he wanted in a lover.

Michael nodded his head before giving her another passionate embrace. His mind was already set on taking her for the rest of the night.

 

[charitybimbo]

Diamond murred softly in his mouth as she felt his hand exploring, tentatively caressing her ass. He seemed shy, as if he was uncertain about what was happening, but his cock seemed to have no questions. She had seen this before, guys who were so used to sex being a convoluted mess of uncertainty and disappointment that they couldn’t quite grasp that, within reasonable limits, she would simply do what they asked her to, or let them do what they wanted to her, without any mindgames. As far as she was concerned, their negotiations had ended when his payment cleared.

So she reached down and pulled her dress up, over her head. She giggled playfully, and draped it over his face. She was topless now, her firm, full breasts bouncing in front of his face. Below, she wore nothing but a lacy black g string and thigh highs.

She slid down, straddling his thighs, and started to unbuckle his belt with one hand while the other slid his zipper down.

“What do you say you sit back, relax and get your cock sucked?” she said, as she got his pants open. She slid off his lap to kneel at his feet as she started to slowly pull his pants down. “And then maybe we open that champagne.”

 

[LoneTraveler]

Michael’s heart skipped a beat as Diamond’s dress was over his head, Her laugh giving him a shiver as he began to remove it from his view and gazing upon Diamond topless form. Her perfect breast right there for his viewing pleasure. He didn’t feel any guilt or embarrassment for looking as it was clear Diamond wanted him to see.

For a moment, Michael’s mind was a bit scramble. His primal desires wanting feel and play with every inch of Diamond nude form, ravishing her to his heart’s content. However, as Diamond slid down, his mind calmed a bit. In retrospect, it was for the best as they had the whole night for him to take her as he pleased.

He would allow Diamond to do what she was good at and he would allow himself to enjoy himself. After she spoke, Michael leaned forward giving Diamond another passionate kiss, his one hand gently fondling one her breast before answering her. “Sounds like a plan” he said as he began to help her in removing his pants along with his boxers, tossing them aside next to her dress. His cock almost seeming to spring forward as it became free from the confines of Michaels clothes waiting for Diamond to show her wonderous skills.

 

[charitybimbo]

Michael had a pretty good poker face. He definitely showed an interest in her mostly naked body, but he was cool. When he agreed to her suggestion, he sounded almost flippant about getting his cock sucked. She was almost insulted, but then he kissed her. And hurried to get his pants off. His cock told a very different story than his demeanor, and she grinned as it popped up. She looked up at him thoughtfully.

Poor guy probably has people trying to work him every waking minute, she thought, as her fingers wrapped around his shaft. She leaned down and started to lick his balls, letting the pad of her tongue glide over them. She sucked them gently into her mouth, one by one, and lavished them with attention.

She took her time, not wanting to rush him, not wanting to drag it out, either. She slid her tongue up his shaft and then took him in her mouth. In and out three times, and then she slid his whole cock in, her throat taking him with the ease of much practice. She started sucking him in an easy rhythm, 1 2 3 and then deep, hold 2 3 and then back off to breathe and use her mouth. She watched his face for cues, for hints at what he liked, what he wanted.

 

[LoneTraveler]

For all Michael knew, his silly attempt at flirting fell on deaf ears. Perhaps Diamonds seductive attitude was that convincing as if it seemed to make Michael feel that this was more than just tryst with an escort. Perhaps it was convincing enough to allow him to let himself go and act as if they were more than an escort and client.

As Diamond began to tend to his ball, Michael began to let out soft gasp followed a light moan. He knew Diamond was very much a professional in her field, but to feel her tend to them in such a way that almost seemed loving was something he couldn’t have ever anticipated.

His eyes became half closed as he watched Diamond suck on his cock. His chest lifting as every so often a moan would slipped out of his mouth. His hand clinging to the couch as his gaze met hers, almost captivating by her eyes when they would flutter as she expertly took his cock. The soft warm feel of her mouth taking his cock so deep was getting him closer to the edge. The urge to cum inside her mouth growing until he could no longer take it.

Michael’s hips tensed as he began to erupt inside Diamond’s mouth. It seemed to almost last forever as his hot sticky seed almost didn’t seem to stop. Michael leaned his head back as he closed his eyes. His breath heavy for the wonderous sensation.

 

[charitybimbo]

“So,” she said, before the silence started to get awkward. “When was the last time you drank champagne off a girl’s body?”Diamond kept her mouth gliding up and down his cock until his cum stopped flowing. She moaned encouragingly, gulped down his load, and teased with her tongue until he had finished. Then she sat back on her heels and smiled up at him.

“You taste good,” she said, and giggled. It was true, not that she would have had a problem lying about it if it wasn’t. She felt strangely at ease. He was, to all appearances, a nice, normal guy. He’d gotten a blowjob without doing anything sketchy, and he was breathing hard, as if it had taken him by surprise. She still held him in her hand, feeling the pulse of his head beat. When a few last drops welled up, she leaned down to lick them up.

After a while, when his cock had mostly softened and she was pretty sure there was no more cum coming, she stood up. She let him look over her nearly naked body without trying to hide, or particularly trying to show off. Let him see her, let him see she was available. Let him feel like there was no pressure. She looked around, curiously, taking in the room, which was far grander than anything she’d ever seen outside of television.

 

[LoneTraveler]

Michael never really spent all that much time looking at his living room. Most of the furniture had come with the house and with his constant traveling to various places for his charities, he almost never spend time in it. Truth be told, this was probably the most Michael had ever spent here.

Michael smiled as he looked over Diamond’s body. There was no hiding that she very much wanted him to gaze upon sexy figure with only her thong and thigh highs covering her. He gave a small chuckle at Diamond question of whether he had ever drank champagne of a girl “I can’t say that I have” he replied with a soft smile. There was no hiding Michael’s lack of sexual escapades, he knew Diamond had figured that out long ago. In a way it was liberating as it allowed him to be himself.

Michael began to pull up his pants, removing the belt before rebuttoning them. He then began to reach for the champagne, taking his time to remove the cork as he poured a glass for Diamond and himself. As he gave the glass to Diamond, he began to lead her back to the couch; position her to sit between his leg. His free hand resting along her soft stomach, taking a small sip from his glass before kissing the nape of her neck as he enjoyed the feel of her body against his.

 

[charitybimbo]

Diamond smiled when Michael answered her. He was such an innocent in so many ways. She bit her lip, thinking how easily she could wrap him around her little finger. All she needed was to getting him hooked on her. But then he poured champagne, and started kissing her neck. It was such a tender, uncalculated gesture that she felt herself softening.

She looked back at him, snuggled herself closer against him, and smiled.

“Are you going to show me the rest of the house?” she asked. “Or is there something you’ve always wanted to do with a girl but have never had the chance to? I don’t usually say no. Just in case you were wondering.”

 

[LoneTraveler]

Michael closed his eyes as he held Diamond in his arms. His head lean forward just a bit as he took in her sweet scent. It was more than enough to make him hard once more, but Michael ignored his primal urges. He was almost completely enamored by how Diamond felt. His fingers circling her belly button Michael being more affectionate to her than provocative.

He opened his eyes as Diamond spoke. Giving her smile as he pressed his lips softly to her’s already treating her as if they were a couple. “I think we both know there’s a lot of things I’ve always wanted to do with a woman.” He said casually admitting what they both knew regarding his experience. “For tonight though, let’s keep things simple.”

Michael was unaware of his own words “For tonight” indicating this would not be his and Diamond’s only meet up. For all he knew, Diamond would have very much wanted him as a regular. But for Michael, he a had slightly different idea.

For now, he wanted to focus on tonight. “How about I show you some of the rooms on the way to the bedroom” he asked standing himself up along with Diamond. “Maybe in the morning, I could show you the rest of the house. Afterall, I think we’ll have somethings to talk about.” He smiled, his eyes looking up and down her partly naked form. “Should I take off my clothes as well?” he asked with his hands resting upon her hips. “Seems kind of unfair for only you to be with barely any clothes one.”

 

[charitybimbo]

Diamond felt Michael starting to stiffen as he held her, and she couldn’t help smiling. It was clear that he liked what he was holding, and the caresses were surprisingly tender from a man who had paid for a woman. She kept her own body in motion, subtly shifting so that the press of her against him was never quite still. She made soft murring sounds as he inhaled her.

When he kissed her, and again referred to his inexperience, she shrugged.

“Nothing wrong with keeping it simple,” she said softly, brushing her lips against his. “For tonight.”

Not that there was any guarantee that there was going to be any other night, but if he was thinking about it already, she was doing something right. She turned in his embrace to kiss him again, with less craning and twisting this time. Then he suggested a tour of some of the rooms, on the way to the bedroom. And he talked about the next morning.

She kissed him again. The next morning meant something to her. It meant that he was starting to think of her as more than just a night’s entertainment. Or several nights. It meant he wanted her there. Normally, she discouraged that kind of thing. Whatever romantic feelings a client might have, they usually ended when they started talking money. Michael seemed like he had plenty of money to spare. And the fact that he seemed into her was unexpected. He was obviously wealthy, refined, educated, sophisticated. All things that she was not.

When they stood, he asked if he should take his clothes off. She giggled and put her arms around his neck, kissing him again.

“Whatever you’re comfortable with,” she said. “It’s your party. I don’t mind being naked while you’re dressed. It’s kind of hot, but I figured we’d end up getting you naked pretty soon, one way or another ”

 

[LoneTraveler]

Michael put his arm around Diamond bare waist and lead her around part of the house. He opted to keep his clothes, agreeing with Diamond that sooner or later they would both be naked. The first room he showed was his office. Truth be told the wasn’t much there. A mahogany desk where a computer rested with shelves of book that surround the room, all of which Michael was certain came with the house as he never once read any of them. “There’s not much here” Michael confessed “This is just where I do my work” he was vague on what he did. He never liked talking about his charity work as it always seemed arrogant and pretentious. Michael was never one of those rich type to brag about how he cared for the needy and whatnot. In all honesty, if no one ever knew of the money he raised and spent to hire lawyers to deal with slum lords, buy clothes and food the poor and pay for surgeries for people who couldn’t afford it, he’d be okay with that.

The next room was the gym, one of the few rooms Michael set up himself. “This is my gym.” he said. Michael didn’t say much after that. He was tempted to offer Diamond to use the gym if she wanted, but he didn’t want to get ahead of himself. Though he did like the thought of her in workout clothes, taking her as the bodies glisten with sweat. Perhaps in time that fantasy could be a reality.

Next was the indoor pool. Michael admitted that he didn’t use it much what with work and all but enjoyed laying poolside as the water gave off such lovely lighting at night.

Soon Michael led Diamond upstairs. Sadly many of the rooms were mostly the same as they were meant to be for guest. He skipped the rooms and led her to his bedroom. “Here’s my room” he said looking away a bit in embarrassed as his bed was a bit unkept today, completely forgetting about it what with everything going on. He showed Diamond the view of the backyard from his window as he wrapped his arm around her. The backyard was lovely show of nature. A long fountain placed in the middle of the well-kept grassy field. In the distance a lone tree rested, perfect for resting on a sunny day.

Michael one day hoped to take the special someone out there, holding them close as they both let the day fly by. While Diamond was probably far from that ideal person, perhaps in time she would willing to play that role even if it was for show.

Michael began to kiss Diamond’s neck as his hand began to move upward to her breast. His finger running along her nipples as his other hand began to tug at her g-string. He didn’t bother telling how wonderful or beautiful she was. He knew she’s had heard from tons of her clients. He wanted her to make him to forget he was dying, to make him feel good.

 

[charitybimbo]

Diamond smiled as he started to lead her through the house. She was pleased that he kept his clothes on. Being naked was her edge, after all. He had money, yes, and lots of it. He had brains, sophistication, probably a degree from Harvard or someplace like it. He had everything, and she had tits and ass. Somehow, that made them equals for tonight.

Each room he showed her was more beautiful than the next. Each one made her imagine scenes. She could dress up as a secretary in his office, and let the boss have his way. She could be his trainer in the gym, rewarding him for one more set. She could be his pool bunny.

She was actually enjoying these little fantasies, and had to remind herself that she was here for tonight. That was all. He had suggested something more, but she knew men. He would talk about the future and make plans and spin dreams while there was a hottie in front of him, but tomorrow, he'd see the bill. She had some regulars, guys who budgeted her in as a weekly or monthly indulgence. She had no doubt Michael could afford her, but there was really no telling.

She smiled as she saw the bedroom. It was beautiful, luxurious, and unlike the rest of the house, it looked like somebody lived here. He led her through quickly to a window that overlooked the back of the house. In the moonlight, she could see a tree off in the distance, and a fountain lit much closer. Whole neighborhoods could fit in the backyard, and she let out a wistful sigh, betraying herself.

She turned to look, to see if he had noticed, but he was reaching for her tits. She felt him tug at her g string and she giggled.

"Am I overdressed?" she said, and slid it down, bending at the waist, leaning her ass back against him as she stepped out. She straightened up and handed him the skimpy garment.

"This whole place is amazing," she said, and for once, she wasn't just bullshitting her client. It truly was amazing. "Thank you for having me here."

As he kissed her neck and caressed her body, she leaned into him, gently, letting her body press against his, shifting. There was something going on here, she thought. He was holding back. Not that she expected any different. Most guys met her at hotels so she wouldn't know where they lived, so he was way ahead as far as truth was concerned, but there was something. It was big, and she wouldn't really know what he wanted until she knew what it was.

It wasn't wise to push, though, so she focused on what she could do.

"Close your eyes," she said. "Which room do you want to fuck me in most?"

 

[LoneTraveler]

Thank you for having me here.

Michael smiled at Diamonds sincerity. If she was trying to act impressed, she was making for a good performance. Michael could only imagine what lavish places her clients had exposed her to. “I should be thanking you for coming here” he said. Granted he did pay her, but he figured that having a random man hire her to come to his house instead of some disclosed location might have set off some red flags.

It didn’t matter now. There Diamond stood fully naked. Her breast pressing against his chest as his hands rested upon her perfect ass. His pants getting tighter as his cock ached to be free from their confine.

Close your eyes,

He followed Diamond’s order and began to listen further. He pressed himself a bit closer to her, Michael’s lips inches from her. “That’s probably the most difficult decision I’ve ever had to make” he teased, kissing her once more “And since we don’t enough time for every room, how about we start here?”

He returned his lips to Diamond’s once more, his tongue slipping between her lips as he began to undress himself. Pausing his embrace as each article of clothing’s removal as he allowed to fall to the floor where he let Diamond’s g-sting to fall.

Michael moved to his bed, pulling Diamond to his lap. “I want you here tonight” he said quietly “Straddling me as if we’ve been apart for years, making up for lost time.” It a peculiar request, but this is what he desired. The desire to feel he had found that special someone.

 

[charitybimbo]

Michael was already getting hard again, which was interesting. He wasn't old, but he was no kid, either. He hadn't really answered Diamond when she tried to ask about his past - unless he really meant that he had had noone. It seemed so impossible, but it wasn't important. What was important was that she was here now, and he seemed to be enjoying himself. He was even saying he should be thanking her, which made her laugh a little.

Then she asked him where he wanted to fuck her, and he said it was a hard choice. He kissed her, and she responded, slipping her tongue out, stoking whatever fire was burning in him. His hands were gripping her, but then he let go, starting to undress. She watched him, studying his body as he revealed it to her. He was in decent shape, well cared for. It was amazing that some socialite hadn't snapped him up.

Then he told her what he wanted, and her eyes widened.

He was a romantic. She bit her lip, hesitating, and then she crossed to him in a rush. She kissed him hungrily, grabbing his cock as her tongue assaulted his mouth.

"Oh Michael," she moaned as she climbed onto his lap, straddling him. She guided his cock towards her pussy. "I can't wait any longer. I need you, now, my love."

She sank down onto his cock and let out a groan. She started to fuck him, not fast, but deep, her whole body writhing with each stroke. As if she couldn't help herself, as if she was some thirsty, desperate lover who had been waiting for him. She used all her art to seem artless, and soon she almost believed it herself.

"I missed your cock, baby," she growled in his ear, clutching him in her arms.

 

[LoneTraveler]

Diamond was giving an Oscar worthy performance. She acted as if she couldn’t retrain her attraction to Michael. The passionate embrace of their tongues wrestling for dominance combined with his cock finally being inside her.

The waves of pleasure were crashing onto Michael and Diamond was pulling him down with her masterful illusion. Her sensual moans and honeyed words made him numb to the world. Michael was drowning, but he didn’t care.

Michael didn’t say much, for there was nothing to say. This whole tryst wasn’t like with her other clients. She wasn’t giving him the idea that he was some god in the sack. She was giving Michael the fantasy that someone cared about him in a romantic and truly intimate way.

Michael leaned back to the bed. His hands resting on Diamond’s ass, squeezing each cheek as his hips began to thrust in and out of her. He was taking his time, enjoying the feel of his cock being grasp upon Diamond’s pussy. His lips moving lower to her chest before he began to suckle upon one of her breasts. His tongue running along her nipple as he began to let his primal urges take over.