Part 1

Chapter 1

Before Sandy passed away, Jay was really pushing her outside of her comfort zone and stretching her boundaries. She knew he loved her and that he would never let her get hurt in any way. She also knew that he had always been right about what she would enjoy sexually, even when she thought he was crazy for suggesting some of the things he did. But this time, Sandy thought Jay’s request had gone too far.

She knew how close Jay was to his two best friends. They played football together in high school and college where they became inseparable. The three guys shared everything with each other, and they had a bond that was stronger than most friends have.

When Jay first suggested to Sandy that they bring Mike and Andre into the bedroom, she immediately said that was going too far. Jay continued to bring the topic up every so often, usually in a fun, light hearted way. To say that she warmed up to it would be an overstatement, but her protests had progressed from “no way in hell” to “I’m not sure I could go through with it.” She seemed to have the most chemistry with Andre, so Jay started focusing on warming her up to taking baby steps with him first. The fact that she had shared with Jay in the past that she had an attraction for some black guys made him think that he had a chance to eventually get her on board with his plan.

Andre was still in super shape. His athletic build and outgoing personality had always made him very popular with girls of all types. He was also the consummate gentleman and was always very respectful and considerate.

Sandy came home on Sunday afternoon when Andre was over watching a football game. Jay thought this was the perfect opportunity for Sandy to take another step. After putting her things away, Sandy plopped down on the couch and they all chatted as normal. Sandy always dressed sexy around the house, especially when they had friends over......a practice that was once outside her boundaries, but now one she embraced.

They’d had enough alcohol to all be a little flirty. Jay could tell that Sandy was genuinely giving it a try to see if she could actually go through with exploring a little sexual playtime with Andre to please Jay. But as the evening progressed, Jay could sense that she wasn’t quite there.

After Andre left, Jay asked her if she was warming up to his idea. She said she was trying to, but she still didn’t think she could go through with it. That was the last time the three of them were together before Sandy’s accident.

Jay hadn’t given any more thought to his little project with Sandy until her friend, Jess, started stopping by to check on him. Over time, he started to realize how much she and Sandy were alike. It was easy to see how they had become such good friends.

One day, she told Jay that Sandy had shared how close she was with him and how much she loved him—that the two of them had become so close and intimate Sandy would do anything for him, and she knew Jay would do anything for her.

The way Jess spoke to Jay about it, and the way she looked in his eyes, gave Jay the impression that she was trying to send him a message. He knew she wouldn’t seek out an affair......just like Sandy would never initiate pushing past her boundaries. Jay began to think that maybe, just maybe, he could push Jess past her boundaries, too. He knew that this always gave Sandy more sexual satisfaction than she ever believed she could have. Jay was addicted to doing this. He suddenly felt that addiction beginning to grow deep inside him. He had to find out if he could coerce Jess to push past her boundaries. The only way to find out was to see if he could seduce her into having sex with him. If he could, then he could pick up with Jess where he and Sandy left off.

He started thinking about all the things he wanted Sandy to do for him but could never convince her to do. On top of the list was getting her to have sex with Andre. And then having sex with both Andre and Mike. If he could get Jess to do that for him, then he could get her to do anything for him. But he had to seduce her for himself first.

Jay now had a new purpose in life.......and he would start working on it the next time Jess stopped by.

Chapter 2

About a year before Sandy’s tragic accident, she and Jess had become close enough that they began sharing secrets with each other. Secrets that each knew could never be divulged to anyone. This created a very close bond that they shared with no one else. “You won’t believe what Jay has me doing now,” Sandy would say. She confided to Jess how Jay had pushed her sexual boundaries further than she ever thought possible and how exhilarating it was. “I can’t explain the feeling I get after doing something that I used to think was taboo. The pleasure and intensity is off the charts!” She said it also brought her and Jay closer to each other than she ever dreamed and built a level of trust that was stronger than ever. “I literally trust Jay with my life and would do anything for him” she would say. Jess was mesmerized by her friend’s confessions. She was envious of her friend’s marriage and sexual discoveries, but she was mostly happy for her.

Once Sandy began opening up, Jess became comfortable enough to share her secret about having become active on sex chat websites.  It was all pretty harmless, but Jess explained that it helped her explore some of her sexual fantasies and push her boundaries, even if it was just in a make-believe cyber world.

Jess explained to Sandy that her sex life with her husband, Randall, had dried up. “I don’t want to cheat on Randall,” Jess told Sandy, “but I had to find a sexual outlet somewhere. That’s when I started flirting with men online.” Jess said she never imagined it would be so much fun, but it was easy to lose her inhibitions on line with an alias identity. “Before long I was exploring all my sexual fantasies and having the best sex of my life!” she told Sandy as the two of them burst out in laughter.

Both women had no idea that Jay had installed hidden security cameras all over the house, and he would often listen to the details of their conversations. Originally, Jay’s focus was on his wife, Sandy, as he discovered ways to push her limits in ways that made her feel like he was able to read her mind. It was a bit deceitful, but Jay rationalized to himself that it was all ok because it helped the two of them become closer and closer.

Jay decided to create a profile on the website Jess told Sandy about. She even told Jess the name she had created for her online identity. Jay came up with the idea of connecting with Jess online and trying to lure her into his world of sexual manipulation and coercion. He made it his goal to push his wife into a sexual experimentation with Jess. Jay envisioned that this would open a whole new frontier for him and Sandy to explore together.

It took a little creativity on Jay’s part, but he soon had an alias identity of his own that Jess began to engage with. Before long, Jess and Jay’s chats progressed from being flirty to being filled with sexual innuendo. Jay was able to use what he learned from listening to the two women’s conversations to build sexual tension and chemistry with Jess. She was taking the bait and started sharing provocative pictures, while having no idea who she was really chatting with.

Over time, the pics Jess shared showed more and more skin. Jay was quite adept at chatting with Jess. He knew how to exude sexual confidence and prowess that became irresistible to her. The more sensual and suggestive Jay became, the more Jess showed of her body. Jay couldn’t believe how good of shape Jess was in and how physically attractive she was. Before long, they began sharing some very naughty fantasies.

Things were progressing very well until Sandy’s tragic accident. Everything stopped for many months as both Jay and Jess dealt with the loss. Over time Jess made her way back to the chat site but her favorite chat partner was nowhere to be found. But Jess wasn’t concerned, she was spending more time looking out for and helping Jay deal with his loss.

After several months, Jay began to feel better, and Jess started catching Jay eyeing her body when she wore some of her more alluring outfits over to his house.  Jess didn’t think anything of it since she knew Jay was “happily” married, and she saw it as a positive sign for him and was even a little flattered. She began enjoying coming by to see him.

About that same time Jay’s friends Andre and Mike began spending more time at his house, too. Jess felt awkward at first, spending time just with the three of them, especially when she’d show up in her tight tops and short shorts, or sexy sun dresses, but eventually she learned to enjoy it!  About that time her online friend showed up again on the chat site, and soon her mind was being stimulated again. He convinced Andre and Mike to join the chat site, too, and had them connect with Jess. Jay was excited to see that she was VERY interested in flirting with both of them!!! Could he push her to have sex with one—or both—of them and with him at the same time?

That’s when Jay decided it was time to try and push things a little further!  Perhaps Jess could fill the hole left in his life after losing Sandy. He had listened to enough of her conversations with Sandy to know that she had a strong sexual desire burning inside her. She had also revealed enough to him online that he knew he had the upper hand with her. He would start out slow, but if Jess resisted, he was prepared to reveal everything to make her cooperate.

Chapter 3

Jess was now engaged with all three men online on a regular basis without knowing who they were. At the same time her online flirtations with Jay had become a little more sexy. One time their chat turned really sexy. She casually mentioned that her husband was not very well endowed and she always wanted to see how a nice big cock felt in her hands. Jay decided to take a chance and send her a pic of his hard cock to see how she would react. He knew she had already gotten pretty horny, so he was optimistic about how she might react. Still, she surprised him by how excited she got! Her message came back really fast and said “OMG! I would love to play with that!!!” That got a sexy laugh out of Jay, and they continued to banter back and forth about all the different ways she would play with it and how much they would both enjoy that!

Jess told him how turned on she had gotten chatting about it and she sent him a teasing pic that was super sexy without revealing too much. When Jay told her how sexy she was and that she had made him even harder, she practically begged him to send her another pic. He said he would but only after she told him what was the one thing she would want to do most with it if she had the chance. After a brief pause, she came back with a very detailed and erotic description of how she would play with it with her hands and her mouth. Jay could tell how much she had fantasized about this before.

Jay knew he almost had her where he wanted her but he needed one more thing to be sure. So he took another chance and told her that all she had to do now to see another pic of his hard wet cock was to send him a pic of her wet pussy. After another pause, this one longer than before, Jay received a message from Jess with a photo attachment. He excitedly opened it and saw the sweetest looking pussy he had ever seen. Now he had her! He decided it was time that I used what all she had shared to force her to do things for him in real life.

Jay decided it was time to tell Jess who he was and what he really wanted. “Jess, it’s time I told you who I am and how I know your name. You might be upset at first, even shocked. But you need to remember everything you’ve told me and shared with me on this site. I know all of your sexual fantasies and desires, and I have explicit pictures. I’m going to take you on a journey that will bring you more sexual satisfaction than you’ve ever had in your life. At first you will resist. You’ll think there’s no way you could ever do what I ask, but that’s not true. You will do what I ask. You’ll do it because if you don’t, you know I’ll tell Randall that we’ve been having an affair. I’ll also leak the pictures you sent me and post them where all your friends and customers will see them. It will ruin your reputation and kill your business. And you won’t be able to do anything about it, because you sent the pictures to me. No one will know I leaked the pictures unless you tell them. And if you do that, it will only corroborate my story that I tell Randall. So you see, Jess, you’re trapped. You have no choice but to do what I tell you to do. You’re probably in shock right now and scared to death. But I have some good news for you. Soon you will be experiencing the most intense sexual satisfaction in your life.”

Jess was stunned……then angry and so frustrated with Jay, herself AND with Sandy because she assumed Sandy had told Jay all about her secret!!  Jay didn’t realize it yet but Jess’ anger with Sandy was going to work to his advantage in two big ways. First, Jess still had no idea that she was being filmed every time she came over! Second, her misplaced anger at Sandy, and the petty competitive “I’ll show her” attitude it triggers subconsciously in her, will become one of the ways Jess would motivate herself to get past all her guilt and resistance to it all, and even try to outperform Sandy sexually with everything Jay would make her do.

Chapter 4

Everything progressed slowly at first as Jay would let Jess get used to her new role in his life. Jess even felt a bit of compassion for Jay, having lost Sandy so abruptly. Then reality set in, and Jess began to get angry and frustrated, knowing if she refused Jay at any point, she would suffer the consequences!  So, Jess decided to go along with it, telling herself she’ll only face those consequences if he demands too much of her.

It started with plans for a private dinner at Jay’s home while Jess’ husband is out of town. He told her to make sure her kids are ok for the night, because she’ll be spending the night with him. He makes it clear that things will be very sexual between them. He also made it clear how he expected her to dress for the evening. He explained that the more cooperative and “enthusiastic” she is the less he’ll demand of her.  But if she resists too much, it will be a LONG night. The last thing Jay tells her is the time to arrive, and that if she’s not prepared to do what he says then she shouldn’t even show up.

Jess goes through so many emotions, even thinking about calling the police. But every alternative she considers means that she’ll be exposed……and she knows that would be even more devastating!  So, in the end she dresses for her first night of adultery, and even though she can’t admit it to herself, she feels a little shame as she sees how sexy she looks for another man……but it also stimulates her in ways she can’t explain.

Jay was a bit anxious as he made the final preparation‘s for dinner and thought about the night ahead. He kept glancing at the clock, wondering if she would show up on time. If she did, he knew they were off to a good start. The doorbell rang at exactly 7 PM. He smiled and thought “this is going to be a good night.”

He opened the door and saw Jess standing there. Dressed exactly as he had instructed and with a hint of a forced smile……but showing more nervousness than anything. This was starting off even better than he had hoped.  

Jay invites her in and escorts her to the kitchen. As they walk, he tells her that he’s very pleased to see she arrived just as he had instructed. Once in the kitchen, Jay explains that ever since Sandy passed away, he’s felt lost and now Jess was bringing hope back into his life. He dropped a few hints to remind her that he has control of the situation because of the pictures and messages she sent him. He doesn’t have to say much, as he can tell she fully understands the dynamics of the situation.

Jay pours them both a glass of wine. It’s Jess’s...