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We had gotten back from Missouri and had settled into the summer days. As a family, we were preparing for my son leaving for the military, while he continued his relationship with his girlfriend, Lissa. We spent most of our free time sitting by the pool, hanging out with our friend group, and on the boat.
RJ and I discussed what had happened in Missouri, which he had confirmed he was fingering her in the car and that they had messed around a few times during that trip. We had discussed with him that since he would be leaving for the military, the last thing he wanted to happen was to get her pregnant, and that he needed to be careful because protection isn't one-hundred-percent effective. RJ and I had always had that type of relationship where I was transparent and just told him my perspective on everything he asked.
At this point, I knew they were going to do what they wanted, so I moved more to give him guidance than telling him what to do. They had yet to sleep together, but we all knew it was only a matter of time since they were doing everything else.
A detail I forgot to mention in the previous story was that RJ also, like any kid today, has a smartphone. We had gotten this phone when he was around fifteen, and it was with a provider that monitored the content he was looking at, the conversations he was having, and images he looked at. We were hoping this allowed him to create healthy boundaries, unlike most kids these days, and it worked well for that.
His phone monitored things and if something was 'inappropriate', whether that was violence, sex, language or whatever, it would then send me a notification along with a screenshot of what it was, and then we would have a conversation on it, if I deemed it necessary. As he grew older we restricted it less and less so he had pretty much full access, but it still notified me if it was severe enough, even though I had it set at the least sensitive setting.
Since he was leaving in a few short months for close to a year, we all decided once he completed his training and was out on his own, then he would switch to a regular phone provider, but then it didn't make much sense to do that since he was leaving soon. Like I said, we were living life and just like any son who was eighteen, RJ pushed some boundaries-- it was clearly time for him to spread his wings.
My son was working on a farm this summer until he left, my wife stayed home with my daughter and was in the thick of homeschooling, and Lissa was working for a doctor's office and would come over a few times a week to hang out with our family. We always enjoyed it when Lissa came over, and she always said how much she loved our family. My daughter had grown to think of her as a big sister and by then, she was just part of the family. RJ and Lissa were talking about getting married after all of his training and we couldn't have been more thrilled thinking she would officially be a Clark.
As the summer continued, I started receiving more and more alerts from my son's phone about sexual conversations. This was when my evolution took another step.
One day, I was at home getting ready for bed when I got a notification. I opened it up to screenshots of Lissa talking about getting ready to shower, and my son asking her to finger herself and get off, and to let him know how it went while she was in the shower. She was responding how she had never masturbated before, and she preferred if she just let him do it, but she would try if he wanted her to. He went on to ask her to try since he was leaving for basic training soon and he wouldn't be able to do it for her and he wanted to hear how it had gone.
They talked about her fingering herself, and how she could do it if she just pretended it was him. Lissa was clearly not into it, so she showered and said she had tried, but said she just couldn't get off. I doubted she ever really tried, but the poor girl needed some experience and someone to show her how much fun sexting could be, not an inexperienced eighteen-year-old kid who clearly didn't know what he was doing either.
I, once again, was worked up from reading this, so I went to the bathroom, pulled my cock out and stroked it while dreaming about getting into the shower with her.
I would be sliding in behind her, wrapping my arms around her, grabbing the soap and soaping up her body, paying special attention to her tiny breasts and young, tight pussy. How I would be kissing her neck and running my hands all over her tiny body, then taking her hand in mine and sliding them both down to her clit and outside her lips to get herself wet.
She would start moaning and would be getting soaking wet. I would guide her hand over and help her slide one or two of her fingers in and out of her soaking pussy, while I used my free hand to play with her clit to bring her to orgasm.
I came so hard thinking about this, wishing I could just help this girl out-- and this was when my evolution took another step in planning and slowly getting closer to her and showing her how a older man can please her. She just deserved to have an amazing orgasm on occasion, and sadly when my son left for the military, she was going to go without, unless she figured it out or had help learning.
Anyway, time went on and a few weeks later, one night, my son had come home, and came into our master bedroom, asking what it meant when a girl bled after having sex. We explained to him why this had happened, even though I had talked to him about this already, and that it was completely normal.
My son had taken her flower that day, and I couldn't say I wasn't a little jealous, but it still felt good that he knew he could come talk to my wife and me about it.
It was about a month later, when he, again, came into our room and said that Lissa thought she may be pregnant because she was late, and they had been having a lot of sex. We calmed him down, explained more than likely she wouldn't know that quickly, and sure enough, a day or two later, she had started and all was well again.
Like I said in the previous chapter, there was always some type of drama or emotion involved with these two.
It was maybe a few weeks later after that I had gotten more notifications about more sexual talk. When I was reading those, I once again felt so bad for her. She was talking about how she was not getting fulfilled from having sex, but she knew it wasn't because of his size, but from them being inexperienced. My son just blew it off and told her he knew what he was doing, and to basically just figure it out.
Once again, I so wished I could have just invited her over, where I would spend the day exploring how to please herself, and how a man took care of his woman. That the reason she wasn't getting fulfilled wasn't from inexperience, but rather it was because my son was being selfish and only taking care of his needs and not hers.
The summer came and went, and there were other notifications of the two of them talking about sex and different things that made me want to come to her rescue even more. Then, in the blink of an eye, we were having a going-away party and my son was off to Georgia for basic training.
Of course, the day we took him to the airport, Lissa tagged along. RJ was cold and tired from being up all night and you could tell he was scared to death for this next adventure in his life. We all hugged and kissed him goodbye, including Lissa, and I told him I promised that I would take care of her while he was gone!
Little did he know what was going through my mind to do that. When he would come home, she would be an experienced and confident woman who would fuck his brains out, and would know exactly what she was doing-- not the quiet, meek, unsure girl he had left behind.
So, if I could just somehow make that happen, without my wife or Lissa's family finding out, or Lissa getting pregnant. This was going to be fun! P
Stay tuned, Part 3 is coming and will reveal if I know more about Lissa than anyone else, except for maybe my son
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