An Email To Jennifer - Cover

An Email To Jennifer

Copyright© 2005 by dawn1958

Chapter 1

Erotica Sex Story: Chapter 1 - Jennifer and Mark were university students who were 21 years old and lived together. Mark was like any other horny young man, always pestering Jenn for sex. Jenn worked the summer months at the YMCA, counseling troubled youth and dreamed of one day working as a counselor. Mark loved taking pictures of the two, especially during erotic times and got the brain wave to send Jenny an email with some of pictures while she was working at the YMCA.

Caution: This Erotica Sex Story contains strong sexual content, including mt/Fa   NonConsensual   Reluctant   Blackmail   Mind Control   BiSexual   Fiction   Slut Wife   Interracial  

The young couple was much in love and seemed to fondle each other whenever the chance arose. Even when the opportunity didn't present itself, they would find ways to touch or caress each other. Some of the public places they choose did compromise their secrecy and it was inevitable that some trouble would surface one day.

Mark and Jenn, short for Jennifer, were university students and both attended the same school. Mark adored his girlfriend and did consider her his spouse even though they weren't married. They decided long ago to live together and dispense with a costly wedding.

Jenny was 5'8" with the prettiest face and one that didn't require any makeup to beautify. She had a sort of baby face, which would allow her to always look younger than she really was. Many times she would be asked for ID when going into a pub and even had young teenage boys mistake her for their own age. She was very intelligent and if she had a fault, it was that she trusted everyone.

Mark was studying business and with luck would be finished his degree in two years. They both realized these were cherished years as once they were finished school, it would be time to settle down into the working rat race. Mark was well built with a muscular 6'1" frame and he was like any young man, always interested in sex. Mark and Jenn had a great sex life and although she never initiated it, was never one to refuse his boyish appetite.

Jenn would always have to caution him to stop pestering her in public and not to get too risqué. Mark was always sending her emails with raunchy erotic scenes or stories and Jenn had to scold him on numerous occasions. Luckily they used hotmail most of the time but he would sometimes send emails to her at the university. They would be suggestive but not explicit enough to get her in any serious trouble. His favorite thing was sending pictures of themselves in different compromising poses. He considered himself a digital camera nut and took many nude pictures of them both.

Like most virile young men, he let his aroused mind take over his logical thinking and at times he did things, which embarrassed Jennifer to the utmost. Even with her constant reminders not to send naked pictures to her at school, he did it every once in awhile. Since it had been going on for over a year, Jenn did sort of get used to it and accepted it because he was not easy to change. She was always extremely careful when checking emails, as she never knew what she would find. Luckily the university system was fairly secure and everyone seemed to let everyone have his or her space.

Jennifer worked during the summer at the YMCA and thoroughly enjoyed working with younger kids, especially conducting classes and counseling on a daily basis. This was her second summer and the staff at the center greatly appreciated her hard work and dedication. Her ambition when finished university was to specialize in helping young offenders, as she wanted to make a difference in a trouble youth's life.

The younger offenders at the YMCA liked having Jenny for a counselor but that was mainly because many of them were boys and they treasured her womanly charms. At times she did dress provocatively and they did love to see her low cut shirts, which did reveal more cleavage than most young boys could endure. Mark always liked it when she dressed this way and made sure that most of her clothes suited his adventurous trend.

One quiet afternoon at the center was particularly eventful for Jenny and she found out just how smart and conniving young boys could be. She was in the office and when she checked her email, there was a note from Mark and it had an attachment. Knowing what that could mean, she hesitated opening it but curiosity finally got the better of her. When she opened it, there she was in full living color, naked as a jaybird. She mumbled softly under her breath and swore that she would chastise Mark for doing this after she had warned him not to so many times.

There were three pictures and they left nothing to the imagination. The first showed her kneeling in front of Mark and she was sucking his rock, hard cock. You could see the dark veins running along the lengthy penis and her eyes were cast upward as if looking to him for approval. Her dainty fingers were wrapped around the long, narrow shaft and there were still three or four inches of steel left for her hungry mouth. It sent a shiver down her spine as she remembered the blowjob she had given Mark last night and how much he enjoyed blasting his load of hot cum down her throat.

The camera angle was perfect and showed the obvious, Jenn was naked. Looking past her pretty face, which was full of hard cock, a person could see her pointy breasts. They were slightly out of focus but that didn't take away from their splendor. The swollen nipples were obvious, standing out from her cone shaped boobs and the picture was enough to make any man's mouth water with desire.

Why did Mark insist on taking pictures and Jenn felt betrayed by the fact she insisted he not show her face. The pictures showing her nudity and displaying her terrific womanly shape were nice to see but Jenn didn't want them seen by strangers. It was when Mark got her face in the picture that upset her the most. Being bold and adventurous was exciting and Jenny had to admit that it did get her aroused. She could just do without the pictures showing her face.

Skipping to the second picture, she gave a quick gasp at the brazen display of nakedness. It showed her firm breasts and one of the hard nipples was between Mark's teeth. He nibbled on the extended bud and it showed him pulling it out from her body, stretching it beyond tolerable limits. Her other nipple was left exposed beside his rugged face and it stood out prominently from her cone shaped tit. Her memory skipped back to last night and how Mark had taken great measures to be able to take the time lapse shot. If she realized that he planned on showing the pictures, she would never have relented to his requests.

Her nipples were pinkish in color and although her areoles were tiny, her nipple was the shape and size of a normal thimble. Again she swore at Mark and promised to give him a thorough scolding as her face was shown in this picture as well. You could see desire written all over her pretty features and it was obvious his caresses were having an affect on her emotions.

The third picture was even more degrading as it showed her on her back and Mark was between her legs. Jenn shivered with the image of her legs spread wide, so wide that her most feminine treasures were exposed to the world. Anyone seeing this picture would know she was shaved and her rosy pussy lips were long, narrow and puffy. Mark's middle finger penetrated her wetness and the camera aperture was clicked just as his second knuckle split her pussy lips. It showed him holding her labia apart so that his long finger was buried inside her womanhood.

The worst part was seeing the clean-shaven flesh and just below the sharp curve of her pelvis, you could see the tiny tip of her clitoris peeking out of its hood. Far above the obscene pornographic segment, the out of focus naked body added a wonderful picturesque beauty to the shot. The upper body and face were not recognizable but it was more than obvious that the woman had a sexy body.

Although Jenn felt aroused and excited from seeing herself in such erotic poses, she did feel uncomfortable with the fact that the pictures were in such a public forum. She was a shy, reserved person by nature but did feel that fluttering inside her tummy whenever she enticed or teased men. Mark was overly excitable and always wanted her to be more adventurous. He encouraged her to dress in a more provocative manner and to show more skin, especially cleavage. Jenn did get a thrill from watching the reaction of men to her bold display of tantalizing flesh but she always tried to keep it to a minimum.

Jenny heard a noise at the door and quickly signed out of hotmail, then hitting the 'X' to get off the net. At work, it was accepted to research Internet sites for information regarding the programs offered at the center and to use hotmail for email. Jenn normally checked her hotmail at the 'Y' but that was the extent of any Internet business. Most of her classes conducted at the center gave her hotmail address for contact purposes so it was imperative to check the mail regularly.

The monitor flashed to the standby screen just as Justin entered the office. He was a young student helper hired for the summer as the YMCA used troubled youth for extra staffing. These teenagers usually did the cleaning and kept the building in superb condition by looking after the small details which none of the regular staff wanted to do. Justin was only thirteen but way more mature than his years. He was extremely knowledgeable with computers and already was used by many of the staff to perform tasks they themselves found time consuming.

He entered the room and smiled at Jenny as she moved quickly to exit whatever she was doing on the computer. Unknown to Jenn, Justin had made a special note of her normal routine and knew she checked her email during the break between sessions. It was almost time for her next appointment and he wanted to surprise her when entering the office so she would not have time to double check what she did. He knew Jenn would quickly exit whatever she was doing and wouldn't notice that certain settings had been changed.

Justin made the excuse that he had to makeup a spreadsheet for one of the other instructors and needed to use the computer. "Sorry to interrupt you but I need to make a spreadsheet for Barb. She wants her students information and their progress put on a chart so she can design her classes to suit their needs," he said.

"No problem," Jenny said. "I am just finished and you can use the computer now. I have the next class anyway so I better get ready," she told Justin and moved away from the desk. There was a bit of chitchatting between the two, like how are you and it is a nice day, before Jenn left for the change room.

Justin had the most evil grin as he sat at the computer. He had set up the machine to do exactly what he wanted and anticipated to reap rewards if he was successful. The daily routine for Jenny was one he watched all the time, as he could never get enough of such a sexy looking woman. He was determined to satisfy his male urges and masturbating every day was not doing that.

His stomach was full of butterflies as he hit the Internet icon and it flashed up on the screen. Going directly to the hotmail sign-in tab on bookmarks brought a loud moan of satisfaction as the screen went directly to the last person's email location. Justin had preset the windows defaults so that no user name or password was needed, as windows would remember them. Although this function made signing in to programs much easier, it was designed for use in computers that were not used by more than one person. On community systems, it was imperative to not have windows remember your user name or password.

He knew that Jenn didn't have time to erase or delete anything she was doing on hotmail so he was thoroughly excited by logging into her hotmail account. Slowly and with much anticipation, he moved the pointer to 'inbox' and clicked the left button to enter Jenn's mail. His breathing quickened drastically when he noticed the last message. "For UR eyes Only" was in the subject line and Justin clicked on the message. The email came up on the screen and had three attachments.

"Jennifer. I know you told me not to, but these pictures last night gave me the biggest hardon of my life," was written. "Hope you enjoy them as much as I did and please delete them after you are done," the note said and it was signed by Mark.

The urge to see the pictures got the best of Justin and he selected the first picture. When the sight of Jenn sucking a hard prick flashed on the screen, it took his breath away for a few seconds. He never really anticipated anything so gratifying or so rewarding, and he just stared at the beautiful sight. Justin tried to envision his cock being sucked by Jenn and knew that is exactly what had to happen if he was going to be satisfied.

Quickly, he went to the second picture and saw the erotic image of Jenn's breasts and how they stood up proudly, almost inviting someone to caress them. He couldn't wait for the third and swiftly moved the mouse to select the last attachment. When Jenn came on the monitor and she was laying on her back, being finger fucked by her boyfriend, Justin had to resist touching his now throbbing cock. Gawd, he would give almost anything in the world for a chance to feel, kiss and caress such a gorgeous female body. The image burnt into his brain and he was now more determined to get the upper hand over this young woman.

At thirteen, he was considered a nerd or geek by most as he was kind of short, only 5'6" or 7" and he was skinny as a rail. Like many boys his age, his face had blemishes and pimples but if one looked closely, he was kind of good looking. Most of the staff around the center ignored him and left him alone so he could do his job without any interruptions. About the only time any of the good-looking girls approached him was when they needed his assistance with computers. He was only too happy to oblige as it did give him the opportunity to get closer to his dreams. How many times had he fantasized about being alone with Jenn, Barb, or any of the other young women staff members?

Thank gawd for the newer windows program features, as this would not have been possible with earlier versions, Justin thought. He quickly sent the email to his own address and was in a hurry to go home so he could take his time viewing the sexy woman of his dreams. Now he had to come up with a plan to fulfill his most perverted fantasies.

He exited the program and made sure to reset the settings back to the original. No one would be the wiser and his ultimate covert actions should never be discovered. Well that was by anyone other than Jennifer as she was sure to realize someone with advanced skills had duped her. Justin rushed out of the office and back to his regular duties. He had another hour to put in before he could run home and view his masterpiece.

The afternoon progressed much slower than any other and it seemed like many hours had passed while it was merely one plus a few minutes. Eventually Justin left work and was met by two of his buddies. They hung out together and he could hardly wait to fill them in on what had transpired. "You have to come with me and I will show you something that will surprise you. I have pictures of that woman I told you about, you know the one with the perky tits and most gorgeous ass," he whispered to his friends. Eagerly, the three boys went to Justin's and the first thing they did was head into the library where the computer was set up.

The bootup took forever and the boys found it frustrating waiting for the machine to start up. Finally, all programs were loaded and Justin logged onto hotmail so he could check his messages. The one he was looking for was there and he quickly clicked on it.

When the email came up, all the boys held their breath in anticipation. The three attachments showed in the box and the boys ignored the written words. Justin clicked the first picture and there was a loud gasp of surprise when the erotic image flashed on the screen. Seeing a woman suck a long, skinny cock was thoroughly arousing to the young boys, as they had never seen anyone they knew in such a compromising position. The breathing got very rapid and loud in the room and all eyes were glued to the LCD monitor.

"Geez, what luscious tits and I wish I could get my hands on those beauties," Todd whispered and all agreed with his assessment. "Gawd if she sucked my cock like that, I would blow my load down her fucking throat so fast she would choke," Justin said and it brought giggles of excitement to all. Not to be left out, Ray added, "Wow, do you see those hard tits, I bet those would taste good." All the young boys stared at the two lovers and dreamed of things to come. The thought of actually seeing and touching a real woman was enticing and overly arousing to their lust filled, young minds.

Justin switched the pictures and selected the second one, which again brought ooohs and aaahs. "Man, those are some sexy tits and I can hardly wait to get my lips on those nipples," he whispered to no one in particular. His two friends felt a twinge of optimism, as they knew Justin was good at getting what he wanted. Ray could not wait so he asked, "How the hell are you going to get her to let you suck her titties?"

Ignoring Ray's question, Justin simply switched attachments again and brought up number three. This again brought sighs from all the boys as Jenn lay exposed in splendid glory, finger fucked by her unwitting boyfriend. "Look at the bald pussy. Have you ever seen one so fucking lovely and I sure wish it was my finger she was feeling," Todd said and breathed a big, long sigh.

"Look guys, I think I can blackmail her with these pictures and get her to fucking do anything we want," Justin whispered to his startled buddies. "You guys just have to go along with anything I say or do, can you do that?" he asked. Both friends nodded in agreement and vowed to go along with anything he came up with. A chance at fucking a woman so gorgeous and so sexy was worth any price a young boy had to pay.

Each boy secretly stroked his hard cock, which was hidden in his jeans and dreamed of what they had just seen. They had viewed many Internet sites with porno pictures but these three pics were much more enticing. They were of a woman they knew and one they had talked about during the summer. The many playboy magazine shots they saw every month were done with classy babes and with setup conditions. These pics of Jenn were real with no staged production.

It would be another hour before either of Justin's parents would be home so the boys switched back and forth between Jenny's pictures, enjoying every pixel to the nth degree. Now that Justin had enough incriminating evidence against Jenny, his mind started scheming for a way to use this to gain the controlling hand over her.

The one sure thing was that Jenn would not want any of these pics to be seen by the YMCA or any of her family. It would bring sure ruin to her ambition of being a youth counselor or getting any future reputable job in the city. He was absolutely positive she would do anything to get him to destroy the evidence and that would be her downfall. The boys passed ideas and thoughts back and forth for the next hour and finally the sound of Justin's mother disrupted their planning.

Todd and Ray reluctantly left Justin's and were fully enthralled by the anticipated opportunity of being with Jenny. Nothing like this had ever happened to them and it was certainly a dream of any young boy to make love to an older, sexy woman. During the long, boring evening, Justin worked feverishly on his plan and it wasn't until early morning that he was thoroughly satisfied with his chances of success.

His first stage was to email Jenny with his proposal and threaten her with what would happen if she refused his offer. He would destroy all the pictures if she fully cooperated with him but if she did not agree immediately, he would distribute the three pieces of evidence to all board members of the YMCA and to her parents. Along with that, he said he would post copies on various porno web sites and he named a couple to add credence to what he said.

Hitting the send button, he smiled and felt satisfied that he would have Jenny under his control within hours. He knew she would be reluctant and would not cooperate willingly, but the threats would frighten her enough to submit. Once the board members of the upstanding, YMCA center got wind of this evidence, Jenny's future would be ruined. No, she could not afford for these pictures to be distributed around the city and it gave him confidence to know this.

Jenny showed up for work dressed in a most revealing top and tight blue jeans. Justin's heart rate jumped a few beats after seeing the cleavage and he knew what the rest of her breasts looked like. The denim gave her hips and legs a most enticing appearance and he had to admit that she did possess a most shapely figure. Her butt rivaled any shown in those smut magazines and his breathing quickened from the thought of gaining control over her.

Justin truly admired the fact Jenn was slightly taller than he was and she was so much more mature. Knowing she was shaved and her pussy was so bald made his heart flutter. It was all he could do to manage his emotions and wait until she was his slave.

It would be into the afternoon before Jenny would check her email and the day seemed to drag for Justin. He knew when she would slip away and go to the office so he watched closely until she finally did this. The only regrettable thing was he would not be able to see her reaction to his email and not be present to punctuate her demise. He was determined to carry this through to the end and just hoped that it would work out as he planned.

The shock of seeing an email from Justin sort of surprised Jenny but she decided to open it. The subject line said, "Jenny, 4URI's ONLY" and she wondered why he would be sending her an email. She opened it and read the first couple of lines before she realized that trouble was imminent. There was an attachment and she quickly clicked on it. The picture of her sucking Mark's cock flashed on the screen and the first thing she thought was how the hell did he get this?

Jenn selected the two other pictures and realized that Justin had copies of all three of Mark's pictures. Her heart was racing a mile a minute and her head was swimming in a sea of confusion. How could this possibly have happened, she wondered and swiftly moved the mouse back to select the printed message.

"As you can see, I have the most incriminating pictures of you and it all depends on what you do from now on," she read and felt more depressed with each line. "I will destroy the pictures if you do one thing for me," Justin wrote and knew the mention of 'one thing' would give Jenn a slight bit of hope. "It will be simple. I will replace your boyfriend in the pictures and you will perform the exact rituals with me that are in the pictures," Jenn read the lines with utter fear. "We will do everything in sequence as in the three pictures and if you cooperate, I will guarantee to get rid of all the pictures," he wrote but without any assurance he would do as he said.

Jenny's head started to swim in circles and she really didn't know what to do. At first she got mad at Mark for being so obstinate. How many times had she asked him to refrain from taking pictures of her and to not send them to her at work? Then she realized that was the least of her troubles. This young boy Justin was the dilemma and she must find a way to overcome his youthful exuberance.

Justin pretty much had her figured out and knew what she would be thinking at every moment. He would give her a chance to vent, then he would take complete control over her. Then she would be his slave and bound to do whatever he requested for fear of him revealing the most expressive pictures. No woman wanted to be seen in such erotic poses by strangers, but most of all, not seen by people she worked with.

The key at the door startled Jenny at first but once she realized it was her adversary; she welcomed the chance to fight back. Justin slowly entered the office and closed the door behind him, knowing Jenn would get aggressive right away. His evil grin greeted her and Jenn flew into a rage, which was uncommon for her. Normally she was quite, shy and reserved but this made her act with uncharacteristic behavior.

"What the fuck do you think you are doing asshole?" she shouted then lowered her voice so that their conversation could be kept secret. "You don't think for a second that I'll do what you asked? You are only a boy, fucking thirteen for gawd sake. You can't be serious?" Jenn argued with the boy in an attempt to persuade him to reconsider. She gave valid reasons for him to re-evaluate his requests and to get rid of any pictures. It took a few minutes before she vented enough so that he felt confident that it was time to make the bitch submit.

"So you think you are so fucking smart, so fucking good that you are better than me?" he asked her. He nonchalantly tossed a copy of the three pictures on the desk in front of her as a reminder of what evidence he held. Jenn glanced down at the pics and her heart skipped a beat at the sight of her sucking Mark's pecker. Suddenly some doubts crept into her mind and she waited for Justin to speak.

"If that is the way you want it, fine. I will just take my pictures and make sure that Mr. Eddy, Mr. Short, Mrs. Miller and all the board members get a beautiful color copy of the pictures so they know what their precious Jennifer really looks like after work," he whispered in a calm, sure voice. He paused for a few seconds before continuing.

"And I think your parents might be interested in knowing their daughter allows such immoral pictures of herself to be posted on the Internet for everyone in the world to see," he added which punctuated his demands. Jenn felt her temperature rising to degrees, which made her very uncomfortable. With eyes so wide and pleading, she looked at Justin in hopes he would not force her to do what his email stated.

No words were spoken for several seconds and time seemed to stand still for both Jenn and Justin. She just didn't know how to proceed and felt totally overcome by his strong nature. Funny how someone so young could make her feel so little and overpowered.

Justin merely paused for effect, as he knew she was over the hump and would easily succumb to his demands. Her strong will to triumph had run its course and now she was merely in a survival mode. She finally realized the imminent peril she would suffer if these images were distributed and felt she could convince Justin to surrender the evidence if she fulfilled his blackmail demands.

It would be Jennifer's most heart wrenching and humiliating decision of her life when she conceded defeat to such a young boy. He had no intentions of complying with his pledges and would hold her hostage for a long time. After all, he was a boy and had promised his buddies that they too would be able to ravish his woman. Within the next couple of hours, Jenn would be a slave to Justin's wishes and be unable to understand how a woman could surrender her soul to the devil. Once she agreed to fall into his trap, Jenn would become a 21 year old woman in the clutches of three young boys who had desires to make her the most humiliated woman of all time. Once a person started down a slippery slope, it was next to impossible to reverse the trend and Jenny was about to find that out.

"You will come to this address right after work, at three o'clock and don't be late," Justin ordered the suddenly quiet woman. He handed her a small piece of paper with his home address and she grabbed it with her shaking fingers. "Be there right on time and then we will re-enact your stage performance from the other night. If I hear any protests or complaining, I will stop the affair and show the pictures," he whispered and boldly grabbed the three pics from the desk. He allowed her to view them for a quick second or two before folding them away in his pocket. The sight of them added to her despair and Jenn quivered, as she felt so beaten.

Justin left work early that day as he wanted to make sure his rec room was set up for the upcoming rendezvous. He placed two small cameras in the room and attached the cables to his computer. These would culminate his search for blackmail evidence and they would show the beautiful woman having sex with a mere boy. No one would understand or forgive a grown woman for doing such an immoral thing.

Happy with the placement of the web cams, he remodeled the room to suit his taste. At exactly 2:30, his buddies Todd and Ray showed up and he told them the plan. They were to wait out of sight and let him coheres the gorgeous counselor into succumbing to his demands. Once that was accomplished, they were welcome to join him but that would have to wait for another day as he only had two and a half hours with Jenn. His parents were scheduled home at six and he didn't want to keep Jenn after 5:30 just in case his parents came home a little early. He told Ray and Todd that they could stay in the adjourning room and listen to what happened. They were thoroughly satisfied with that and vowed to keep out of the way.

With still a half hour to go before the deadly meeting, Jenn fretted at what she had agreed to. Maybe she could reason with him and make him reconsider, she thought. Then she remembered his confident manner and how sure he seemed when he gave her the orders. Yes, she reasoned, he did seem extremely sure of himself.

It soon was time to leave the center and it was on shaky legs that Jenn went to her car. Driving to the address on the piece of paper was a blur and she was at Justin's house before she knew it. She looked at the numbers on the sign and wondered if this was such a smart idea. No, she thought, it was not but then she rationalized that she really didn't have a choice. There would be no future for her anywhere in the city, and maybe the country if the pictures got out so she must stop that if at all possible. She was sure that one or two hours with Justin and she would be able to overcome his persistence. After all, she was much older than he was and much more mature in the ways of the world.

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