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Mother In Law
I am married with two kids. However, I've always had a thing for my mother in law. She seems to be a pious person and all and her husband is 68 years old whereas she is 50. She shared alot of her past stories with me and likes talking to me. I dont know if she really likes me or she wants to be close with me in that manner. I know for the matter of fact that she has not had sex for many years. I have masturbated many times thinking about her. I dont know what I should do. And I'm not clear if she really likes me in that way or just in the normal way. At the same time I do not want to ruin anything. I'm clueless.
I was in a similar situation. I was stuck. Over the years things are said and things happen and it seems like if only either of you made it a little more clear, But both of you are cautious and unsure. The fantasy is so taboo and so fucking hot! You want it bad and you're pretty sure she wants it bad too but not sure enough to feel safe to bring it up. You don't feel safe enough to feel like even if you did bring it up and she didn't feel the same way, that she would keep it between you two. I know EXACTLY how you feel. I know this isnt your scenario but Let me tell you what happened in my situation.
I kept those thoughts to myself for years. My girlfriend and I broke it off but her mom and I had a connection like how you mentioned. We kept up the texting semi regularly. A year went by since our break up and we aren't friends still or have contact at all so I felt like so what if I bring it up to her mom at this point. So I did. Slowly. Small hints at first. Flirting more openly. She went along with it. It progressed over 3 month or so until we were sexting and trading pictures. 6 months after that we started fucking. We hook up kind of regularly and have been for 2 years now.
I think you should go very very slow. Use innuendo that could be brushed off as her misunderstanding you if she takes it the wrong way. But if she doesn't build it up. If she's into it, it'll be more obvious than it ever was. Play the long game. Good luck
I am very proud of you!
Yes, you are.