He's Like a Brother
Years ago when Madison and my marriage was still young, Madison told me about a friend of hers, I'll call him PJ, that had been locked up in prison for 5 years at the time and he still had about 15 years to go. As we talked occasionally about him she told me that somehow he got what's called a burner phone, which is illegal to have in his current situation. She would tell me stories of how they used to hang out with certain friends and things they used to do and would always make sure to let me know that he was like a brother to her.
As I am a man I would like to think I know men pretty well and would always joke with her about what he would do if he was given the chance. Madison always shot this idea down sticking to the "he's like a brother" line. Until one day she told me that he had managed to contact her on Facebook. That's when the idea hit to test my theory to her, I told her that its probably been a while since he has laid eyes on a woman and that she should send him some "teasing" pictures to kind of help him out. Somewhat reluctant to my request she said she would as long as I took the pics and that was to show her that I was one hundred percent OK with this idea.
We spent a couple of days not really talking about it but I could tell that it was on her mind. Especially when we would walk through Walmart and I would bring her attention to a sexy skirt or dress that she normally wouldn't wear. We ended up buying a few things like several types of panties for her a few short skirts and a few somewhat revealing shirts and a few new bras for good measure.
I came home from work about a week after the initial conversation and Madison looked at me in the eyes and asked "Are we going to do this or what?" with a kinda of sexy tone that I had never heard before. Now before I continue it was never my intention for things to go as far as they did but I am also the type of person to push the envelope and see how far I can get. We took some pictures of her in various poses in various stages of undress but never actually showed anything out of the way, everything was very tasteful, soon after our photo shoot she got on Messenger and loaded the pictures to send but just couldn't bring herself to send them.
"You're being a chicken shit" I said with a playful joking tone in my voice. It was then she got a devilish look on her face tapped her screen and showed me her phone. I couldn't believe it she actually sent them, My point was about to be proven all we had to do was wait. For obvious reasons it took a few days to hear back from him and I must say that I was pleasantly surprised at what his response was. I thought that I had nothing to worry about because of his sentencing, what I didn't know is that he was getting out early due to a misjudgment in the court room.
The next day when I came in from work Madison was sitting on the bed in our room and she had been talking to PJ for a good part of the day. She looked quite flustered and hoped that I wasn't upset. I asked what they had talked about and where the conversation had went and that is when she got quiet on me. "I started this baby, I don't have any right to feel mad or any other type of way. You can tell me I promise I won't get mad." All she could do is open the conversation on her phone and before she handed it to me she looked me in the eyes while hers were wide with amazement and whispered "He is huge!" It took a minute for me to compute what she had just said and I wandered how she would have known that outside of all the years ago.
I read through the conversation and at first it started off very innocently with him telling her about his years and thanking her for being there to talk with him and help make his time easier. He was explaining to her that he didn't really have anywhere to go when he got out and he didn't want to disrespect anything she had going but thanked her for the pictures. In the messages she had told him that she would talk to me about helping him out and seeing if I could help him find a job and possibly put him up for a few days until he could get everything sorted out.
That's when the conversation started to go the other direction. He had said that although he would enjoy the help he didn't know if he could be around her alone after the pics she sent him. My eyes continued to glance at the messages and his reasoning was that he hadn't seen a woman in years and after he saw her in those pictures he probably wouldn't be able to keep his hands off of her given the chance he would bend her over and fuck her good. To my amazement there was a picture she sent of her bent over naked in the bathroom with her pussy and ass on full display.
I was shocked to see this but not angry or upset. What I thought of a conservative wife was now on full display for PJ. There was nothing left to the imagination, He continued to tell her how great she looked in the pics and told her he couldn't wait to see her again in the flesh. As if I hadn't seen enough to shock me she then asked him to see what he was working with. I must say I was impressed with what I saw i looked to be about eight or nine inches long and thick. As I handed her the phone back I had a look of pure shock and amazement on my face.
"You're upset with me I knew it" Madison exclaimed with tears in her eyes. " No baby I'm not please believe me. I am not upset with you or me or the situation. Like I said after all I am the one who started it. I know all I have to do is say the word and the entire thing stops" I replied pleadingly. " As long as you know that and as long as you know I am not doing anything without you being OK with it. Most importantly as long as you know my heart is yours." she said with a certain desire in her voice.
As the weeks went on I knew that the time was coming for PJ to get out and we had bought a home and I was working on things fixing it up. While doing this I came up with an Idea, The idea was that I would put monitors in our bedroom and the spare bedroom that linked to my phone. They had full audio and night vision capability and although I hadn't expected things to go this far I was preparing for what my mind knew was going to happen one day. That day was coming sooner than I think me or my plan was ready for.
Madison and I had talked on several occasions about helping PJ out when he got out and I had a feeling of what she wanted to happen and with me saying yes to it I knew what I wanted to happen. I tested the monitors out on multiple occasions under a lot of different circumstances to make sure I could hear and see everything that happened. It was on my mind constantly. I was wondering if I really wanted it or should I stop the whole thing. My curious side got the better of me and I always come up with scenarios and ways to set everything up, from what she would wear to how I would give them the chance or chances.
The day finally came for PJ to get out and of course we were there to pick him up. It was about eight hours from the prison to the house and he walked out of the front gate at around 4:30 that afternoon. before we got back in the car after him and Madison embraced in a hug and a kiss on the cheek he pulled me aside and let me know how thankful he was for agreeing to help him out and made sure to let me know that nothing was going to happen if I wasn't comfortable with it.
This was my chance to hit the brakes on everything and stop it before it happened but instead I looked him in his eye and in a serious tone said "We will see where it goes and if it happens then I'm not going to be upset, I know you and her have developed a lust for each other over the weeks and months leading to this. Just follow her lead and know that I am OK with anything that happens." He nodded in agreement and we all got in the car Madison sat in the front seat while I drove us home. Shortly after sundown she said she we should stop and get something to eat. They wanted McDonalds or something that had a drive thru while I had the idea to go and eat at a nice place with good food.
We finally settled on an Applebees and had a good meal while we all talked and everything stayed about as far away from what everyone knew was going to happen as it could. I talked about helping him get a job with the company I was working for and he talked with me about the skills he had. Madison and him talked about the good old days of hanging out with friends and all the adventures everyone would go on. It was all around a great conversation between the three of us.
Getting ready to get back on the road Madison said that the lights from the dash and oncoming cars messed with her eyes and she was going to sit in the back with PJ. In my mind I thought its starting early. On the way back home we came through a lot of country area with not a lot of traffic and PJ and Madison stayed talking until she said she was getting sleepy. This was odd considering all the years that we had been together I've never known her to sleep in a moving vehicle.