A Devil's Tale: Damien story
Steven Wilkerson
Copyright 2011 by Steven Wilkerson
Smashwords Edition
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Part 1: High School
I wonder what brought you to this place, to my care Damien. When was the first time you took advantage of others and how did you consolidate your power? Your first year of high school seems to be a good place to start.
You went to a public school in the wealthiest part of town but your parents were not wealthy but they were well-to-do. Your father worked in foreclosures taking people's homes away from them and your mother worked as a hairstylist. By no means were you poor but in comparison to the others in school you were street trash.
Damien looking through your memories I see how you coped. Your father gave you a job to take care of the properties that he foreclosed on making sure that everything was OK with the properties. This is what you used to make yourself indispensable to your fellow students. You knew when the properties were going to be auctioned off and had access to them. You use this knowledge so that your friends, no your customers needed a quiet place for them to engage in activities that their parents may not approve of.
Drugs were your bread-and-butter, you didn't supply them but you did, for price of course, point others to where they could acquire them. Not surprising you charge a fee for recommending certain dealers over others. You even kept a few pieces of furniture that were reclaimed from the houses so that your clients could be more comfortable.
This memory looks quite juicy. The week after the Spartans won state championship the captain of the football team wanted to have some fun.
****
"I'm looking for a place where we can be noisy and celebrate all the hard work we have done," Shane asks Damien.
Damien of course with a bright smile answers, "I have the perfect place. It's a little bit of a drive but you will be able to be as loud as you want. As usual amenities are extra."
"I'm not worried about the cost just the privacy," Shane said with a superior tone.
"That's what I like about you. You want the best," Damien responded.
As Shane takes his leave he tells Damien, "I will give you the list of what we will need."
That afternoon Damien immediately goes to work collecting the amenities and contacting individuals who he used to set up these parties. He loads up a large generator that Matthew will hook into the houses fuse box to provide power and also set up the hidden cameras. Damien knew that what was going to happen that Friday night was going to be hot and possibly useful later.
Of course he wasn't invited to the party but he knew that he wasn't going to miss any details. He positioned the furniture so that his cameras could catch it all. As you could suspect all the popular kids were there along with quite a few extra attractive girls that wanted to be popular. Megan was the captain of the cheerleaders who pressured everyone on the squad to show up. Several kegs of beer and many bottles of varying types of alcohol were set up on a table for easy access. The drugs were more carefully guarded. Music was blaring outside for those who would dare to shake it up for they had no worries because they were away from the city.
The free flow of alcohol quickly took away many inhibitions and the drugs took away the rest. By 10 o'clock Shane started a wet T-shirt contest. The cold weather just made it all the better for everyone of the girl’s tits were rock hard. There were five of them and all of them were not from the popular crowd. Megan and the other cheerleaders proceeded to help them out of their bras and a couple of the cheerleaders got a little frisky tweaking the girls tits in the process.
The contest really picked up steam as Megan poured the water on the first girl’s chest. She was a full figured girl with the breasts to match. The combination of the water in the cold wind made her jump up and down all the while shake all about which was incredible to watch those tits of hers. The crowd was already excited when Megan moved to the next girl which was a much smaller girl with disproportionate breasts which made her look fat but as soon as the water hit the shirt her true proportions came out. The boys were both shocked and very pleased with this unveil. The third one looked very average with an oversized shirt on covering up her figure but the water revealed the truth. Her waist was really quite nice which just made her perky breasts stand out even more. The last girl was an athlete with that strong sporty body making you want to test out her endurance.
The contest didn't really last that long but the small girl ended up winning but in the end they all ended up winning. Of course the girls ended up getting cold and their bras seem to have been misplaced which forced them to take off their freezing wet shirts and a few of them ended up taking off their pants.
11 o'clock hit and the first couples started finding quiet little corners for some fun. Ecstasy started to make its rounds making many of the girls quite a bit more adventurous. The girl with the big breasts started filling up one of the lineman who had no problem letting her get all touchy-feely with him. The kid grabbed both of her breasts squeezing them before sucked on her tits which made the girl happy. He proceeded to remove her panties putting her ass in clear view of everyone in the room. It was not too long before the kid had his limp dick out of his pants smacking her face with it before encouraging her to suck on it. As soon as it was nice and hard he took her ample bosom and started massaging it.
Another kid started preparing the girls pussy for some action. Within just a couple moments he got impatient plunging his dick into her pussy which just made her giggle.
It did not take long for Megan to assert her control over the circumstances having some of the players sitting down on the couch drop their pants. She critiqued each one of the men's penises before assigning one of the other cheerleaders to them. On her orders they all put their mouths over the player's dicks and started sucking on them. "Which one of you can hold out the longest," Megan said taunting the players. One after another released their loads into the mouth of the cheerleaders until only one remained which was became the one Megan was interested in.
I guess the cheerleaders were a little upset with Megan because they ended up swarming her removing her clothes and helping the victor out. They even prompted the other players to join in. She ended up with a dick in each hand, one in her mouth and another in her pussy. Seeing this Shane decided he wanted a piece of the action inserting his dick into her tight ass.
By one o'clock just about everyone was naked and the whole party had just turned into an orgy. The small girl who had won the wet T-shirt contest ended up being quite popular with both the boys and girls. Just about every guy had come on Megan and she was completely worn out falling asleep.
Damien had caught much of their antics on film and knew that he had enough materials to make many of the individuals involved do anything he wanted but he had to be careful. This was the first time he caught it all on film and that this would be only the first.
****
Your next cherished memory happens a few months later now. Isabella probably the most popular girl in school and a senior asked for a place where no one would recognize her. Of course you thought maybe she was meeting up with someone that would be cause some gossip, probably a woman. You once again used the cameras to catch all the action but you weren't quite ready for what you saw.
Isabella was with four boys and they were playing a tabletop game. This was something quite unexpected for it Isabella was sleeping with a girl that would cause scandal but this could ruin her entire reputation. It was clear that she was very comfortable around these geeks and probably more herself then with anyone else.
As the night passed away they continued rolling their dices and snacking. Around one o'clock the game started to wind down and the real fun started. Isabella first took off her shirt revealing her perfectly toned abs making the geeks quite anxious. "You're probably the closest friends I have and I'm sick of all the egos that I have to deal with," Isabella told them as she removed her bra revealing some incredible tits. "I've wanted to show you my appreciation for a very long time," she said gesturing to the others to follow suit.
Soon all five of them were completely naked. You could tell the geeks were quite focused on making her happy for each one of them used their mouths to make her happy. As she laid on the bed they worked tirelessly with one on each breast and keeping both sets of her lips busy.
You could tell that the geeks were just waiting for permission to do more for their cocks were rock hard. The one currently working her mouth she had turnaround and present her his dick which she happily started sucking on. As she sucked on it she pulled out a box of condoms and proceeded to opening one. She stopped sucking on the kids dick and placed the condom on it the entire time massaging his balls. "I'm ready if you are," Isabella told the boy. Of course this forced them all to change position. As the condom covered cock was inserted into Isabella glistening pussy another she started preparing with her other lips.
It didn't take long for the first one to come and Isabella stopped sucking on the current one to prepare it to enter her other mouth. They all continued bringing pleasure to one another until the last one came. Isabella had the boys set on the edge of the bed in a nice straight line and proceeded to remove the condom from each of the geek’s dicks. She began to work on making them nice and hard again constantly changing between the four of them using both her mouth and hands to make her work easier.
The first one that ended up getting nice and hard she proceeded to sheath it in side of fresh condom before asking him to lay on the ground. After impaling herself onto his cock she continued working on the others. Once again she continued to trade off until she had satisfied both herself and the geeks. They ended up falling asleep all in nice pile. Damien seeing this knew he could have so much fun with this information.
It took Damien a little while to figure out that Isabella was spending Wednesday nights across town at a gaming store playing her game with those geeks. He couldn't help himself for he had to know why. With a flimsy excuse he set out to confront her and find out why. He walked in the door and glanced around before catching Isabella and her gang of geeks throwing dice. He walked toward the board section of the store and was almost there when Isabella recognized him. You could tell that she was terrified and try to hide her face.
After Damien spend some time looking at the board games he picked one and proceeded toward the register and Isabella must have known she was caught. She excused herself from the table and quite rapidly approached Damien. "What are you doing here," she asked Damien.
With excuse in hand Damien replied, "My brothers birthday is coming up and he's wants this stupid game otherwise I wouldn't be caught dead here." Damien paused for a moment to pretend he was thinking before asking the same question, "What are you doing here?"
Isabella had no prepared answer and was fumbling about, "I'm just here doing, a research. I have a friend that…"
Damien interrupts her, "when I walked in here I saw you playing with those guys and you were fully involved. I can't believe it you play these stupid games."
"You won't tell anybody about this," Isabella said trying to sound threatening.
Damien came up with such a great response, "I wasn't but now I think I will." He started to walk away toward the register again when Isabella put her hand on his shoulder.
"If you tell anybody about this I will be ruined," she said appealing to Damien's nonexistent compassion.
Damien turned around and stared straight into her eyes, "I think it will be much more entertaining watching you burn."
Then came the next tactic to save Isabella's reputation, "how much do you want. If I have to pay I will."
Once again Damien turns her down. "This is worth so much more than just a few dollars," he tells her as he looks down at her body. He turns once more and walks toward the register.
Isabella stands there trying to figure out what she's going to do as the visions of all her friends and classmates ridiculing her start to flash before her eyes. She has played this game for years and as she got older and popular it had become her private oasis. She now faces what everyone will think of her and the loss of all those friends. Does she let this boy destroyed her revealing this deep secret or does she do what whatever it takes to keep it secret.
Damien finishes paying for his excuse and walks out the door followed by Isabella. "I've made up my mind," Damien says turning to face her. "I don't think there's anything you can do that will make me change my mind."
Isabella bites her lip and braces herself for what she's about to do. "I saw you check me out, I'm pretty sure I have something that can persuade you."
"I'm sick of playing these games with you," Damien once again says in begins to turn away.
Isabella moves quickly behind Damien pressing her breasts into his back and whispers into his ear, "I'll fuck you. Is that enough?"
Damien turns around to face Isabella. "That's quite the bride," Damien said pulling her chest tightened his. "I guess in that case I would have to say yes." You could tell that Isabella was not overly enthusiastic but she was desperate. After a few moments of silence Damien had a bright idea. "I think I will tell everyone Monday unless you can change my mind before then. I'm guessing that maybe you have a couple secret costumes that could go a long way to convincing me."
She was quite angry but in her mind she had no choice for she knew what would happen to her if everyone found out. "Friday night all change your mind," she said with a fake smile.
"See you Friday," he said walking toward his car.
She was true to her word for that Friday night Damien met up with her at one of his places. When she came to the door she had a nice long coat on covering up her outfit. She was dressed in mages robes which covered everything up but still my cameras got the complete look of the outfit and now he even had more material to get her on. Damien knew what he was therefore but he wanted more.
They retired to the bedroom where he had a nice bed set up. Isabella was very anxious and just wanted to get it over with. As she started to take the robes off but he stopped her, "I don't think that will make me happy if we just rush through this. Maybe you should give me a little bit of the show." She of course had no real choice and she began dancing giving me a little show. "Dancing needs music, don't you think," Damien asked her. She glared at me before she broke into song. She began singing some R&B song which did not quite fit with her outfit. "Why don't you put one of your little adventures to music, like a bard." She stopped singing for a moment to think about what she had to sing about. Her voice was nearly as beautiful as her body and his body was fully ready to explore hers.
As she removed her robes Damien saw that perfect tight teen body that it only seen before in the video. It was worth all the risk he had taken. Her undergarments were not accurate to her costume but that really didn't matter. He had a hidden camera catching every inch of her body for his collection.
As she sang about killing a red Dragon she popped off her bra those probably almost a C cup breasts barely moved showing how firm they actually were. Within a minute her panties were on the floor and she was very neatly groomed. "Now what," Isabella asked.
Damien knew what he wanted. He didn't want a girl to just do what he said but be creative and make him happy anyways this whole event was Isabella's idea. "You're the one here wanting to make me happy," Damien tells her.
Isabella takes a moment trying to figure out what she is going to do. She closes her eyes trying to figure out how to make him happy. She quickly realizes what she's about to do and makes a decision. If she's going to sleep with this man she might as well enjoy it at least a little bit. She opens her eyes and advances toward Damien. She reaches under his shirt and starts rubbing his body as she removes his shirt.
Damien is pleased with her enthusiasm as they begin to kiss. His hands moved to start exploring her body. As he moves down to start kissing her breasts she starts moving her hips rubbing her pussy against his body trying to get it ready. It didn't take long before she ends up rubbing her pussy against his still hidden crotch pressing his hard dick into his body make it quite uncomfortable.
Isabella proceeds to finishing undressing Damien revealing what she has been anxious. After Damien kisses her one last time on the lips he proceeds to direct her head toward his waiting cock. Damien does not want to waste this opportunity but he is mesmerized as she bops up and down on his dick. After a few minutes she looks up at him with those emerald green eyes and he knows what to do.
She nearly inhales his cock taking it completely down to the bottom of the shaft and then slowly comes up until the tip slips out between her lips. She proceeds to push Damien down onto the bed and then turn her body around placing her wet pussy above his head. "If you want any more you know what you have to do," Isabella says as she lowered her pussy closer and closer to his mouth and just to make her point she flicks his dick.
Damien knows he has to go all the way as he starts licking Isabella wet pussy. He was very happy with her grooming techniques keeping it nice and clear of any hair. He used his hands to spread apart the lips and began driving his tongue into her pussy. As he worked on preparing it for the finale that he was hoping for she shifted her body and stretched out her body so she could continue sucking on.
Only a couple minutes past before he couldn't take it anymore, he wanted to fill deep inside of her body and discover if that pretty and tight pussy would feel as good on his cock as it looked. Damien was ready and so was she. Once again she inhaled the cock but this time instead of just using her lips she bit down slightly scraping her teeth crossed the surface of the hard shaft. Damien nearly released his load but he maintained his focus. To get a little revenge he bit down gently on one of her pussy lips and tugged on it gently with his teeth.
Isabella wanted to maintain control so she did not even give Damien a chance to stand up. She sat down right on his dick not giving it a chance to go inside quite yet and rocked back and forth making Damien angry for he was ready to go. "There's one more thing we have to do," Isabella said as she reached inside her purse. Damien was on that verge and he wanted the release and was afraid that as she placed the condom on him he wouldn't be able to holdback anymore and she was trying blatantly to make him come.
"Now were ready," she said as she slid him inside her. Damien didn't know if it felt so good because she has a perfect pussy or if it was just because he was so ready to go. Isabella try to control the circumstance but Damien did everything in his power to speed up this process moving his hips as fast as he could as Isabella's body bounced. He didn't know what to look at for this moment she saw a beautiful innocent face that he enjoyed shoving his cock in. Not far below that face was a set of boobs that he wanted to do so many dirty things with. Her midriff was nice and toned creating that exquisite shape that make men just want to know more. Finally he knew how nice this girl’s ass was but more importantly he knew how incredible her pussy felt.
Isabella didn't care nearly as much about Damien's look, she really just wanted to get this over with and hopefully get a little bit of pleasure out of it. There wasn't anything truly special about Damien and unlike the geeks that she played games with she could tell he really didn't care about her. When she was having sex with her friends each one of them of course wanted to get a piece of her and release deep inside but they also wanted her to feel special. They did everything they could to make her happy.
Damien didn't last too long and Isabella try her best to get off but Damien really didn't care. He was done and that was all he cared about. Isabella was upset with Damien and started to get dressed but Damien interrupted her, "what about another song and dance before we call it a night." Isabella knew she had to do it.
Damien love staring at her body but only after a couple minutes he ended up falling asleep. Isabella left him on the bed and went home feeling unsatisfied but glad it was over, at least for now. Damien on the other hand was quite pleased with himself when he woke up. He knew he couldn't push her too hard but once every few months until she went off to college.
****
The next time he found himself in a situation where he could have this much fun didn't happen until the following year. He was sitting in chemistry after finishing the semester review test being quite bored. He looked around and saw Akane cheating on the test. He didn't know too much about her but he did know she was an over achiever and was having problems in class.
Luck was on his side for he had just come from his photography class and still had his camera on him. Almost everybody was still focused on the test so he turned off his camera flash and took an entire roll of pictures. He knew that Akane was a 4.0 student and wouldn't allow anything to disrupt that.
He spent the rest of the day asking his contacts around school about her. Everything was falling into place perfectly. She had already started applying for schools and scholarships. Her parents were quite strict and adamant that she succeeded in everything she did. After school Damien headed toward the photo lab to process the evidence. It was nice going to a school that had all the resources for took in less than an hour to get what he needed. Most of the shots were inadequate but there were enough to prove she was a cheat.
In the computer lab he printed up his blackmail letter. He knew he had to be careful because if she went to the authorities he could be in real trouble so we had to be patient. The note was short and straightforward,
"If you do not want everyone to find out you are a cheat and destroy your life,
personally delivered to the mailbox at 2194 Douglas Dr.
a collection of personal photographs in various states of dress
including a large quantity of completely naked ones showing every part of your body Saturday after 3:30 before six or else."
Damien was quite sure that she would do as she was instructed but he did wear gloves as he shoved the little envelope into her locker. He knew that if she did as instructed he could get her to do anything he wanted. Saturday was the perfect day because Sunday they didn't deliver mail and he could take his time retrieving his spoils just in case someone was watching.
Damien waited patiently watching Akane distracted in class and dreaming about what he was going to do to her. Saturday night he stopped by the property and inspected it just like he was supposed to completely ignoring the mailbox. Well inside he searched the street to see if anyone was waiting or out of place.
He went home and patiently waited until the next morning to retrieve his spoils. The pictures lacked any sort of artistic flare but Akane's body made up for that but there was one thing he did have an issue with that he was going to have to take care of. He now had even more material on her and he was going to continue to push her.
Damien waited a whole week before pushing the next part of his plan. Once again he used the school resources to produce his blackmail material. This time he included not just the photos of her cheating but also copies of her most exposed photos. This time he wanted more,
"If you do not want this information to go public,
you will go to 4329 Lois St.,
the door will be open and you will proceed to the top floor and entered the master bedroom. There you will find further instructions.
One last thing trim your bush so it looks nice for me."
He gathered the equipment you need to produce a live feed which was quite a bit more difficult back in those days. A nice camera and an encrypted radio signal would make sure that no one was following her.
Saturday came and Akane was a very good girl. She did as she was told. Upon arriving she went straight to the master bedroom and found the camera, a radio, a bed and her instructions,
"That's a good girl,
now turn on the music and do a striptease in front of the camera."
She did as she was instructed of course Damien sitting in his car watching her shake her body. You could tell that she was both nervous and not very well-versed in dance techniques. After a minute or so her blouse was off and it was easy to tell that she was not wearing a wire. Shortly came her skirt revealing that tiny ass of hers. Midway through the second song her bra came off. Akane's breasts were not very large but her tiny little body looked so good that Damien knew would he was going to have to go all the way. After she dropped her panties showing him her now neatly, nearly completely clean pussy Damien left the safety of his car and proceeded inside.
With the music still playing Damien was able to get even inside the room without Akane knowledge. He stealthily walked up behind her as she continued her naked dance routine and placed his hands on her shoulder. She immediately tried to turn around but Damien kept her from being able to adjust her body so that she only could turn her head and see him.
Akane was shocked by Damien's sudden appearance but at least she finally knew who was doing this to her. She also knew that sense he revealed himself he probably wanted more than just a videotape. Here she was standing completely naked in front of a man who could destroy her life. She knows if those photos ever get out no school will touch her so she has to let him touch her. "What are you to make me do now," Akane asks Damien.
Damien lets go of her shoulders just to reach down and grab her small breasts, "I wonder are you a virgin? Don't answer that I want to be a surprise. You're going to fuck me and you are at least going to pretend like you like it. If you think that you can hurt me and think nothing will happen to you I have left the material in capable hands to deliver it to everyone including your parents. Now it's time to fuck."
Akane does as she is instructed. She turns around and Damien immediately unbuttons his pants dropping them to the floor. "I'll give you the pleasure of unwrapping my package," Damien said forcing her to make the next move.
She pulls down Damien's underwear revealing his cock. "So now what you want me to do," Akane asks Damien.
Damien smiles as he instructs her, "you must be a virgin or at least very sheltered. You're going to take my dick and put it in your mouth." She reluctantly follows his instructions. "Now they're going to give me a nice blow job. You're going to suck on my dick, it is very simple with your lips firmly around the shaft you're going to move up and down and from the base all the way to the tip without ever letting it leave your little mouth. Just to make it interesting every time it falls out I'm going to spank you."
Akane does as she is told and sucks on Damien's dick slowly. Damien very quickly finds her enthusiasm lacking and ordered her to speed up. It's not long after she picks up the pace that it accidentally falls out and true to his word Damien bends her over and with quite a bit of force spanks her not once or twice but five times leaving her ass with nice red handprints on it. She goes about continuing her lesson in giving Damien a blow job.
"Time to teach you a little but more," Damien tells Akane. "As you suck my nice dick I want you with one hand gently to play with my balls." She does as he asks once again. He stares down at her working his shaft but of course she doesn't want to make eye contact. "I want to see those brown eyes of yours so look up at me as you work." Now it is perfect for Damien because he can see that she really doesn't want to be doing this but he has power over her.
A few minutes pass and Damien can tell he's about ready to come. "You have a choice now; first it continue sucking on my dick and swallow my cum or you can finish me off with your hand and I will squirted all over your face where you will have to massage it just like a moisturizer into your skin," Damien informs her.
She knows that neither of them are very pleasant for but at least if she swallows the cum it will be dealt with quicker. She continues her work until she feels his cock twitch and it squirts out into her mouth. She swallows the bitter tasting fluid and looks up at Damien as she pulls away for what she hopes is the last time. "It looks like I'm done can I go now," Akane asked Damien.
Damien moves his hips so that his dick rubbed across her face. "You're not done yet," Damien says pulling out a sport drink from his coat, "I need a few minutes to rest and recover. You know how to masturbate right. Lay down on the bed and show me how."
Akane wants to argue with him but she's smart enough to know she has to. As Damien drinks his drink she starts up. With her legs spread apart so that Damien can get a clear view she moves her right hand between them and starts working her pussy. It does not take long before her left hand starts to massage her breasts. She is much more proficient at masturbation then at giving blow jobs.
Damien sits down on the edge of the bed facing her with his dick still limp in clear view of Akane. "Just think about it as soon as I'm ready this thing goes right between your legs," Damien tells her. She knows exactly what's about ready to happen and this is not what she had in mind for first-time but she was at his mercy.
It takes almost 10 min. before Damien's dick gets hard again. He wasted no time placing the condom on it himself before approaching Akane. He takes her hand and removes it before lifting her hips up and shoving his cock into her. Akane screams as he begins to pump. With his hands on her hips guiding them as he fuck her.
Damien shortly gets bored with this position ordering Akane on all four so we can fuck her from behind. As he impels her he can't help but notice her nice ass but is patient because he knows there will be a next time.
After finally releasing his load he stops fucking her as his dick goes limp once again but his humiliation of her is not over yet. "There's one last task you need to do before we're finished," Damien informs her as he pulls the condom off his cock, "it's dirty so I need you to suck it clean again.
"This is a last time, right," Akane asked him.
"You're right this is the last thing for tonight, after you clean up your free to go," Damien tells her.
She knows that this isn't the last time that she can put up with it until she graduates and gets away from here. She once again puts her lips around his dick and sucks out the remaining cum. After she finishes up Damien tells her to open her mouth and proceeds to squeeze the contents of the condom into it.
As Akane get dressed and prepares to leave Damien informs her of which is going to have to do to keep her little secret, "until the end of the school year every week at least once you're going to have to get me off. That's not too high of a price to pay to keep your bright future now is it?"
As Damien was true to his word and the secret and she kept fucking him. He introduced her to all sorts of depravity making sure that she would be fully versed for the world. He taught her to fuck using her ass and also ended up wearing all sorts of costumes for his pleasure.
****
These are your most prized memories of high school now Damien. Would you actually learn? It seems like he spent a lot of time manipulating people to do what you wanted. Was what you learned that people’s fears of what might happen often outweigh the real consequences?
Part Two: College
High school seemed profitable for you so what did you do afterwards. I see you did get a college education and their too you found many opportunities. You just went to state because you didn't want to give up your side business. Continued working with your father and using your access to make extra money.
Before your first semester was even finished fates smiled upon you. There was an issue at one of the frats causing an explicit ban on gambling. One of your former high school clients came to you to deal with the issue and you started setting up off-campus locations.
By the time the spring semester came to an end you were just setting up little meeting places for a fraternity anymore you were running a roaming casino. You discovered that you enjoyed being the house because you always won. You were racking up quite the little nest egg but you wanted more and to have more fun.
Sam was the perfect target for she enjoyed the rush of gambling a little too much. She was a debutante that was burning away her allowance at the tables and starting to rack up a little bit of debt. It was a Saturday December when you made your move. She owed you $5000 and showed up at your casino asking for more.
"I'm really sorry but I can't allow you to play anymore until you start paying me back," Damien told her.
Sam was clearly an addict and began begging, "I'll be able to pay back next weekend for sure."
"Good then you can play next weekend," Damien said dismissively.
"You know I'm good for it," she said starting to try and seduce Damien.
Damien knew what he wanted from her, "there is no advantage in letting you play," Damien told her in a nice sly voice, "I'm not going to change my mind with words alone."
Sam could easily tell what Damien wanted. "I know way that you would change your mind," she said in a suggestive voice getting quite a bit closer to him.
She was hooked and Damien knew he had to take it nice and slow but she was his. He took her down to the basement and into a bedroom. "Let's see what you got," Damien told her. As she took off her clothes he couldn't help but think about how the wealthy can have such healthy diets and it produces exquisite bodies.
She moved closer toward him and pressed her bare body against his and began kissing him. All those expenses creams and lotions made her body nice and soft. He reached around and grabbed her bare ass and began massaging it. She slid down his body stopping at his waist and began unbuckling his dress pants.
As the pants dropped to the floor she pulled down his boxers and took a moment admiring his cock. "Looks like I'm going to have my work cut out for me," she said seductively as she began licking it. She sucked he ended up sliding up against the wall for support forcing her to lean forward giving him a nice view of her firm butt.
Damien wanted to last as long as possible so we focused on trying not to let it get hard but within just a couple minutes it no longer responded to his will and she started sucking on it. "I can't believe how good this feels," Damien squeaked out for she was quite active with her tongue.
Before too long he could feel it coming and released everything he could inside her mouth. Sam paused for a moment with Damien's dick still in her mouth to think for a moment before she began sucking on it again pulling every drop of cum out of it. Damien was quite pleased with her enthusiasm as she slowly released his cock from her beautiful lips. She stood up and looked Damien straight in the eyes then opened her mouth with that cum still in it showing it to him. "Yum," she said as she closed her mouth and swallowed it.
Damien knew this was going to be a very beneficial relationship even if Sam didn't understand yet. "I think you have proven to me you will make good on your debts," Damien told her as she began getting dressed. Before leaving she reapplies her lipstick in a very seductive manner. Before the end of the night Damien ends up extending another $5000 in credit toward her making it seem like he was doing it as a favor.
Over the next couple weeks Damien continues his work toward his business degree and with finals coming up all of his clients are focused on finals so business ends up being quite slow. He had over $100,000 cached away but he knew soon he would have to start finding a way to launder the money.
It was the weekend after finals that Damien picked up his manipulation Sam. She was still $8000 in debt to him and was ready for another hit. Once again she came to him to make it happen. "I can make it worth your while and I know you want it," she said to Damien.
"I can continue doing business like this forever," Damien told her.
She approached Damien and gently grabbed his hand moving it down toward her legs. "Just one more time and we can have so much fun together," she said pressing her breasts tightly against his chest before kissing him.
Damien appeared to fall for her charms and enthusiastically took her to the back bedroom where he had set up a nice bed and of course a few hidden cameras. She wasted no time taking off her clothes for this was just a toll to be paid. Damien's clothes were next and as soon as his dick was available she went right to work.
Sam knew she would have to go farther this time so she stopped only for a minute as she repositioned herself over Damien's naked body presenting him with her bald pussy. He was quite aggressive as he worked it for the massaged it with great intensity with both his hands and tongue. He tugged on the lips with his teeth on occasion making Sam squirm a little.
After a couple minutes Sam released Damien's dick but gently bit the tip before. "I'm ready, and I think you are to," she said looking down her body at Damien.
Damien was definitely ready for what was to come next as Sam spun around placing her moist pussy on Damien's throbbing cock. As she slowly inserted his dick he took full advantage of her exposed breasts massaging them as she began riding his bare shaft. He paid extra attention to tweaking her nipples making them nice and hard before placing his arms around her body and drawing them toward his mouth.
This position Sam could only rocked back and forth as Damien sucked on her nipples. Damien tried his hardest not to come too soon but Sam was also working her hardest to make him. The whole incident lasted no more than 20 min. when Damien released his cum deep inside her glistening pussy. Sam was a little winded as she lay down on Damien's chest with his dick still inside. She rubbed her breasts against his chest before finally standing up.
As she started gathering her clothes Damien spoke up, "I think you have left me a little dirty don't you think." She looked over at him focusing first on his face and then move down his body seeing a drop of cum starting to work its way down his cock.
"I guess you do deserve the full service," Sam says well walking back over to Damien. She licks up the remaining cum before putting her lips around the tip of his dick and giving it a quick suck. Afterwards she gets dressed and leaves Damien relaxing on the bed.
After recouping for a few minutes Damien set the next part of his plan in motion. He pulled aside one of his dealers and told him, "you know Sam, I want her to win a little bit today. Not too much but just enough to make her feel like things are turning around."
As the evening turned to night and the place started to wind down Sam found himself up $3000 for the night which of course made her excited. Over the next month she found herself on a nice roller coaster ride up one week down the next but never quite balancing out. Damien let her keep taking out more and more credit until the middle of summer when she was around 20,000 in debt to him.
"I'm not running a charity," Damien told Sam.
Of course Sam did what she had done before when Damien threatened to cut her off. "I'm pretty sure we can work something out," she said getting nice and close to Damien.
"That will cover the interest but I will need more," Damien told her with a very serious tone.
Sam took a moment to try to figure out what was happening, "would you mean you want more?"
"You owe me a lot of money and though you are nice to fuck you are not worth that much," he said to her affirm voice.
"What else do you want," Sam asks Damien.
Damien moves closer toward Sam and whispers into her ear, "you have a lot of friends that have money, right. You bring in business, particularly some of your sorority sisters and female friends that would be worth a lot."
Sam knew she really didn't have a choice. "Yes, I guess we have an arrangement," she says agreeing to his terms.
"I think we have a deal," he says with glee. He puts his arm around her waist, "now for that interest payment." He leads her back toward a bedroom and proceeds to strip her completely naked. This time she is not nearly as into it as before.
Damien wastes no time in pleasantries before putting Sam on all fours and inserting his hard dick into her unprepared pussy. After only a few minutes Damien pulls out and retrieves a condom from his pants pocket. Sam still with her ass in the air feels the pressure not against her pussy but against her ass hole as Damien inserts his shaft. For Sam this is not comfortable but Damien enjoys the tight squeeze and it is not too long until he releases his load inside her bowels. After he finishes he gives Sam condom with his cum in it for her to savor.
****
Over the next couple months Sam brings in many young attractive girls who and per Damien's instruction they do well at the tables. More than a couple of them become regulars and that's when their luck runs out. Damien make sure that their wins do not outweigh their losses.
Rose ends up being Damien's next target. She was a medical student and a sorority sister to Sam and he knew exactly what he wanted from them. Over the summer she actually had ended up winning a few thousand dollars when Damien was being generous which kept her coming back.
Around the holidays her luck disappeared and more and more of her money ended up in Damien's coffers. By the time finals were over with she was completely tapped out and Damien was there to help her through the tough times. She couldn't understand why things had turned so quickly against her and thought if only she kept at it she would balance out. It's very easy for someone to lose track of exactly how much money they owe when it's just a few round discs that they're losing at a time.
When the tuition was coming due she was completely broke and owed Damien almost $10,000 which was a complete shock when she tallied it up. She couldn't understand how she had gone to this place but if she didn't start paying Damien back she knew there could be consequences.
It was one Saturday night when she approached Damien knowing what she was about to have to do. As she approached Damien acknowledged her, "Rose, I hope you're bringing me some good news."
She stared at him for a moment gathering her courage before responding, "I do not have your money but I was hoping we could come to some sort of arrangement."
Damien took a moment and looked over her voluptuous body. "I can think of a couple things you can do to earn an extension and maybe if you work real hard earn a little off your debt."
Rose never thought that her entire life should ever be in this situation. She was a 3.8 student and a state champion debater. She is now faced with either fucking Damien and hope that her luck turns around or be afraid that someone is going to come and collect. "I can make you forget about your worries for a little while," she says pressing her ample bosom up against him.
Damien wastes no time in taking advantage of this young woman. He takes her to a basement bedroom where he proceeds to take off Rose's blouse. From behind her he reaches around putting his hands over her breasts and begins fondling them. Rose pretends to like it hoping to make a good impression. Damien proceeds to slide his hands underneath her bra taking full advantage of his position.
Within a minute or two the bra came off and Damien unbuttons her pants from behind, he didn't want to wait any longer so he slides his thumbs inside her panties and pulled them both down. He sees her nice round ass and between her legs a nice cunt which makes his cock twitch with excitement.
Damien moves out from behind Rose and sits down on the bed that he has gone so much action on and stares at her hourglass figure. "Normally I like to start out with you working on my cock with your pretty lips but I can't help but notice the big breasts of yours," Damien tells her. "I'm pretty sure you have some lotion in your purse what it would you oil them up for me."
"Whatever you like," she tells him trying to be perky. As she bent over to get into her purse her putting that nice ass of hers up in the air which makes Damien want to do so many things to her.
As she squirts the lotion onto her breasts Damien Help but reach down to reposition his now hard cock. As Rose massages the lotion into her breasts she tries her best to prepare herself for what's about to happen. She begins to zone out and pretend she's doing this for someone else and that this is her fantasy. Her breasts are much larger than her hands, which creates a very spectacular show especially when she begins focusing on her nipples making them nice and hard.
"I can't take this anymore," he tells her. "You need to get over here right away."
Rose tries her best to keep in her fantasy as she walks over to Damien. She unbuttons his pants but before sliding them down she rests her breasts on Damien's chest and then jiggles them to give him a nice show. "I guess I do have nice boobs," she says with a smile. As she pulls Damien's pants it is clear that underneath his boxers his dick is fully ready. She takes hold of his boxers and slowly pulled them down until her chin touches the tip of his dick. She looks down at it and kisses the tip leaving a little bit of lipstick. "It looks like you also have something to be proud of," she says to boost his ego.
"I might be proud of him but he is being a little impatient," Damien tells her.
Rose repositions herself and goes about setting his dick between her lubricated breasts. With both hands she presses them together and begins moving them up and down Damien's waiting shaft. She only stops to apply more lotion. As she moves up and down Damien concealed the pressure building inside, he reaches down and pinches roses hard tits rubbing them between his fingers trying to keep pace with her.
After a few minutes of watching his dick disappear and reappear between Rose's breasts he finally allows himself to come but of course gives Rose no warning. His semen ends up all over roses breasts and himself as it squirts out. Rose stops and begins cleaning up herself but of course Damien stops her, "look at the mess you caused, I think you should clean it up," Damien pauses for a moment, "with your tongue."
Rose wants to say something but instead she knows what answer he is looking for, "it would be my pleasure."
As Rose licks Damien clean he has what he says is good news, "I think you've earned a few extra weeks to pay me back."
She stops cleaning him for a moment. "I thought I did a lot better than that," she adds a little upset.
"It was quite incredible and if you want more than I think with a little time I could be ready for you to work a little off your debt," he says with a crooked smile.
Rose knows that she is already gone this far what's the problem with going any farther. "I don't think you could outlast me," she said to Damien as a challenge."
Damien reaches under the bed and pulls out a grocery bag with a sport drink and some wet naps. He tosses Rose the wet naps so she can finish cleaning up her breasts as he begins chugging the sports drink. As she cleans her breasts Damien can already feel himself starting to get a second wind.
Rose finishes cleaning and that is when Damien gives her his next instructions. "I'm still recovering so why don't you lay down and get yourself ready," he tells her rubbing his arm across the bed beside him.
She's never masturbated in front of anyone before and yet here she is about to expose herself. The bed really isn't that comfortable as she lays down on her back and spreads her legs. Damien sits up still drinking his drink to get a better view of her exposed body. Rose puts her left hand between her legs and begins massaging herself.
Damien is enjoying the show as Rose's body gently moves with her hand pressing harder and harder until her first finger slides between her pussy’s lips. She is staring at the ceiling pretending she is somewhere else making it a little easier. Damien's cock begins to awaken and he reaches down and begins to stroke it to get ready for the great prize but he has an idea.
"I shouldn't be doing this," he says out loud breaking Rose out of her trance. He repositions himself so that his crotch is near roses face. With his right hand he grabs her right breast and begins needing it. With his left hand he takes roses head and gently pulls it toward his slowly rising cock. "I think your lips have been ignored too much today."
Rose with a fake smile answers, "I think you're right." She lifts her chest up so she can reach Damien's still limp dick and puts her lips around the tip and sucks on it slowly inserting it into her mouth. Rose continues working to get herself ready because she knows that as soon as Damien is hard he's going to shove his shaft right between her legs and not stop until he is satisfied. Damien continues playing with Rose's breasts as she sucks on his cock and masturbates.
The position she's in is not very comfortable and she is almost glad when she feels Damien's dick begin to get hard again. He wastes no time once he is ready, he only pauses for a moment as he advances toward roses waiting cunt to suck on her tits.
As Damien slides his shaft deep inside Rose she responds, "it's what I've been waiting for all night." Damien starts off nice and slow but soon he can't help himself and picks up the pace. He enjoys seeing her boobs react with every thrust he makes. Rose gives into the physical pleasure pretending he's some superstar.
Damien quickly gets bored of missionary, he nearly slips out when he takes roses left leg and forces it above his head shifting roses hips to change the sensation. Eventually he brings the left leg down meeting the right one squeezing her pussy tightly against his throbbing cock. Soon he can tell that this will be over with shortly and pulled out of her moist glistening pussy.
"Let's get that ass of yours in the air," he says starting to manhandle roses body. As soon as she is in position he shoves his cock back in knowing that if he stops for too long it might be over with. With every stroke he can fill the tension build. He slowly looks down Rose's body admiring the beauty he sees until he reaches her nice ass. He so wants to pull out and shove his cock into her probably virgin ass hole without any warning but he knows he has to wait.
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