[F] Flirting with my daughter’s boyfriend – update 28

It almost happened. Almost.

On Sunday, I was hanging out in peace by myself in the living room, watching some sitcoms, when I received a text from my daughter’s boyfriend. He asked me what I was up to, and if I’d like to hang out with him. I know my daughter was out with her friends, so I had assumed that he was with her too, since their social circle is the same. I asked him “aren’t you with __?” and he told me that she’s in an all-girls outing, and as much as he wants to join them, he can’t. That made me laugh and so when he asked me again if I’d like to spend some time with him, I replied that I was not in the mood to go out but that I would not mind him coming over. He replied “even better” and I quickly changed into shorter shorts.

I was still watching sitcoms when he arrived. We had some small talk and the usual flirty bits. I saw that he noticed my shorts. And he saw that I saw him too. After some more small talk, he asked, “So, how do you feel about watching that movie that I had suggested a while back?”. I had no recollection of what he was talking about but he didn’t believe me. The movie in question is called ‘Milf’. I laughed out loud when he said it and I remembered that he had indeed suggested it earlier. Needless to say, I was in the mood, so I said “Let’s do it, but not on my account”. He was okay with that and we started watching it on his phone, which also meant that we sat really close.

Now this movie is quite something. It literally is what the title says it is, which was somewhat surprising to me. At one point in the movie, there’s a sex scene, that made me go “ooookkaaay, you didn’t tell me this has sex scenes”. He simply said “don’t tell me you’re not enjoying it”. I was speechless. He continued “so, how long are we going to play this game?”. I was very confused although I knew exactly what was happening. I guess the situation itself was confusing, as I was not ready for it. He went on “You know and I know what game I’m talking about. I also know that you’re not going to stop me”. That’s when I finally said “Oh I will stop you” but I could not say it in a serious tone. I heard myself and it sounded flirty.

He said “Let’s see” and put his phone away. He kept his hand on my thigh and moved his fingers around. I was frozen in place. He pushed me on the couch and got on top of me. I was still processing what had happened and what was happening. I was on the couch, and on top of me, one of his legs was on the floor and the other knee on the couch beside my thigh, and he was looking at me, ready to pounce. But he went gently. He leaned in for a kiss, and finally I was composed enough to react. I placed one hand on his chest to stop him and said “See, I can and will stop you”. I somehow just wasn’t ready to kiss him. I did not mind his hands on me though. His hand that was initially on my thighs was now under my butt, and he was gently playing with it, and as far as I remember, I was reacting positively to his touch too. Then, not sure why, but I asked “You’ve cheated on her before, haven’t you”, which seemed to take him by surprise, and he said almost annoyed “No, I have not. But since you asked, she has”, and I simply wasn’t ready for that. He was still playing with my butt.

I tried to get up and away from him, and he was kind enough to let me. I got up but sat down again beside him and said “What did you just say? I thought you cheated on her while on the internship with that girl you kept posting pictures with. Isn’t that why you all had a fight?” and he said “I’m so sorry you have to hear this but we fought because she confessed to cheating on me when she was on her internship. I was attracted to that girl but I never did anything”. I didn’t want to trust him but all of my experience told me he wasn’t lying. I said “Okay, this is too much to take. Why don’t you give me some time to think about…. everything”. He asked “Do you need a hug?” and I said yes. Even in that kind of emotional moment, he could not resist his natural goofy behavior, and once he felt I was sort of back to normal, he let his hands slide along my back to my hips and tickled me, which, honestly, was much needed to diffuse the situation. I am glad he did that because I felt much lighter after that.

He then looked at me and said “You’re so hot”. I blushed and laughed and replied “You have no shame”. We continued watching the movie, and on the next sex scene, he said “What a lucky guy” and we both laughed. He did not try anything after that except suggestive comments about how we should have sex someday. But when my daughter came back and I got up, he gave a soft spank on my butt which made me look back at him with utter surprise, but I knew I was smiling too. Without saying out loud, I gestured with my lips “NO” and opened the door.

I didn’t see him yesterday or today. So, I am not sure how things will be once I see him again, but it looks like I’ll have to gesture “NO” pretty often. The texts that we’ve had since then have mostly been the same as they were before, so I am really unsure about everything.

PS. Sorry I haven’t been replying to DMs of late. Work has been keeping me busy and right now there are 82 unread messages, so every time I look at the number and it goes up, I say to myself “I’m not doing this right now” lol. I’ll get to them though :)

Source: reddit.com/r/gonewildstories/comments/xpw005/f_flirting_with_my_daughters_boyfriend_update_28

8 comments

  1. Absolutely incredible. So close but so far.

    Just out of curiosity, do you remember what the lead female character in that MILF movie was wearing? Maybe that will be a nice, spicy surprise for him if he remembers. 😍😍😍😍

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