[F] Flirting with my daughter’s boyfriend – update 29

Since so many of you hinted at the possibility that the recent bold moves by my daughter’s boyfriend could be motivated by him wanting to get back at her for cheating on him, I was more careful last week about the ways in which I responded to his advances. Quite a few things happened but the gist of it all is that while I don’t think his recent actions have been motivated by what she did, they were still affected by it. Let me explain.

After what happened last time, he has been very naughty around the house. Whenever he is walking past me, he lets his hand brush my back or butt. But, I was still uncertain about how I wanted to proceed, especially because I did not know his motivations. I wanted to have a conversation with him first, before letting anything happen. It was difficult to find a good time for this conversation though, because I have been really busy lately.

A couple of days back, I decided that I needed answers. I invited him for dinner and insisted that he stayed over. I ‘went to bed’ early but right before I did, I gave him the look. I made it very obvious that I would be back later. Around midnight, when I was wondering whether I should be going to the living room, he knocked on my door. I opened the door but instead of letting him in, walked him to the living room, in case my daughter got up and found that he was in my room. When we sat down on the couch, I could see that he was expecting something. But I wanted answers. So, I said “We need to talk about something”. The post would be too long if I wrote about the whole conversation, but here are the important bits.

I directly asked him if the fact that my daughter cheated on him had anything to do with whatever was happening between us. He then clarified a lot of things. He first told me how she did not quite cheat but still cheated. It turns out that they had an understanding that if the hormones got too crazy and they got too horny while they were in a long distance relationship during their summer internship, they can look for solutions. However, their deal was to let the other person know before they did anything. My daughter told him after the act. So, that is what he called cheating. I asked him if he did it too, and he said he didn’t, which I don’t know if I trust. I told him that that’s a weird agreement that they had, and he told me that it’s weird but practical. I decided not to pursue that topic further, but maybe just to defend my daughter, I said “but at least she told you, so I hope you’re not too mad at her”. He then smiled and said “She didn’t really have a choice, you know?”, which confused me. He said that they shared pictures every day and he would have seen the marks anyway. That was way too much information for me, and I said “Whatever works for you. Now tell me if that affects this” and I pointed at him and then at myself. He said that it didn’t, and that whether or not my daughter ‘cheated’ would not have affected this, and when he said ‘this’, he placed his hand on my inner thigh and rubbed it. I let his hand be there for a while and gave out a moan but soon composed myself because I had not gotten all the answers.

I then asked him if this cheating (again pointing towards him and then at myself) was as bad as her cheating, and if he knew what that meant, and how she would react if she found out. Surprisingly, he said that she’d probably be more mad at him than at me, which I initially thought he said just to make me feel at ease. But then he explained. He told me that she knows how her ex boyfriends and also some friends have tried to flirt with me, especially after my divorce. He told me that she once joked “I am proud of her that nothing has happened so far”, to which I reminded him that it was a joke. Then he asked me how I felt about it, and I said “As long as it is not cheating in cold blood, as it would be if we discussed this further, I am open to the possibility”. He said “Can I ask a few more questions?” and I smiled naughtily and said “no”.

After that, there was some silence, and I was wondering if I should just grab his t-shirt and pull him towards me. But with the heavy conversation that had happened, I did not feel ready for it. Or maybe I did not feel ready for it because it has been so long that I have gotten into such situations.
When we said good night and I turned back to go towards my room, he grabbed me, pushed himself against me from the back and ran his fingers (mostly nails) along my thighs up towards my butt. I could very clearly feel how hard he was. There was again a moment when I considered taking him to my room but I turned back, rubbing my butt against his thing, and said “It has to be more spontaneous than this”, winked and went back to my room.

I could not sleep, obviously. I tried to write about it on Reddit but could not do that either. It was much too overwhelming. So I was just touching myself and imagining what and when would happen. I don’t fantasize much but that night I did and it was great. But I simply could not sleep. That’s when I heard a spank from the other room and tiptoed to hear what I already knew was going on. I haven’t placed my ear on my daughter’s bedroom door for a while now but that night I did. Those were some of the loudest moans I’ve heard and for a moment I felt bad that he woke her up in the middle of the night, but those moans sounded like coming from someone who didn’t care what time it was in that moment, so I felt alright, and also a sense of anticipation. Then finally, I heard something really weird, that I still don’t know how to process. He called her a ‘cheating slut’ and she whispered “Mm hmm. You like it?”. He did not say anything but her moans got louder, which was answer enough and information enough for me. That capped off a night full of weird discussions and revelations.

He hasn’t stayed over since then but I’ve seen him once. He was sitting on the couch waiting for my daughter to get ready. I sat on him and immediately got up and said “Oops sorry didn’t see you there”. He looked at me and then at the slightly open door of my daughter’s bedroom and shook his head but his eyes looked so ready to pounce.

Source: reddit.com/r/gonewildstories/comments/y01qc5/f_flirting_with_my_daughters_boyfriend_update_29

16 comments

  1. I love the long slow buildup.you two have formed and the impending climaxe (pun intended) will undoubtedly blow your mind and body…

  2. Tension is really getting high. Truly commend you for your patience. Not sure I could be so strong.

  3. Wow just found this tonight and have read your whole story in one setting and I am going to follow you can’t wait to hear about the next story and many many more I hope

  4. I know this is GWS and Reddit

    But having just caught up on the last few updates, it honestly sounds like you need to have an honest conversation with your daughter.

    It might not be want we want to read or what turns anyone on, but if you actually do this with her bf, you’re going to change your relationship with your daughter forever.

    His advances and intentions with you are not okay. And you letting him know this is probably going to happen one day is not okay either.

    Sorry to buzz kill but I think you know this too.

  5. Love these updates, have you thought about hooking uo with a random person you know to get the frustrarion out? Like someone you’ve fantasized about before? I feel like he wants you and like you said, is saying things to get you and could potentially hurt your relationship with your daughter?

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