Advice needed - Getting closer to mother-in-law

I'll try to make this short. My wife and I have always had a stable relationship, but I sometimes feel the need to talk to someone else about life issues and problems. Here's where the mother-in-law comes in. She isn't very talkative, but she always showed some interest in listening to my stories. Mind you, I never go overboard when telling those, because I don't want to bore her. I also don't necessarily think that she can help solve most of my job and other issues, so I tend to end most conversations pretty quickly. What's interesting to me is that, from time to time, she reaches out (mostly by text) to ask me how I'm doing, and she doesn't do this with my wife. It's almost like she wants me to know that she's there and thinking about me.

Personally, I find her a bit annoying at times but in a cute way. Plus I find her quite attractive physically. She's about 20 years older than I am, but she keeps fit, and I wouldn't mind getting closer and better acquainted with her, if you know what I mean. She lives alone at the moment and doesn't go out of the house too often. My wife almost never visits her and when she does, I usually tag along. Sometimes, my wife asks me to go to her house and help her out with small things. So I've been to her house by myself while she was there, and I don't think she minds it. Quite the contrary, she's usually all smiles and treats me nicely, even though she never explicitly pushed me into staying longer than what was intended. To be honest, I'd really like to spend more time with her and see if we got along ;)

So my questions for you would be: What do you think about this? What would you do if you were me? Would you try to get physically closer to her? How would you approach this (gently, discreetly and as respectfully as possible)? I feel like I could make this happen, but I don't want to screw up right off the bat.

Please help me out. Thanks! (I don't post here as often and I'm very sorry for that)
 
Uh .. you DO KNOW that in most Western countries, dudes get financially destroyed by their wives in Divorce Court, right? Child support, alimony, 50% of the house's equity, your 401(k) plan, etc. I would not risk all that, to get my dick wet in a .. different hole, as long as your wife doesn't reject your advances.
 
Uh .. you DO KNOW that in most Western countries, dudes get financially destroyed by their wives in Divorce Court, right? Child support, alimony, 50% of the house's equity, your 401(k) plan, etc. I would not risk all that, to get my dick wet in a .. different hole, as long as your wife doesn't reject your advances.
Yup, you're definitely right. I think I'm going slightly cuckoo these last few months as business is often keeping my wife and I apart. Gone on a business trip for over a week now... I've been on FO a lot more recently because of this and maybe I've been indulging in my own little fantasies a bit too much. I've gone through a messy divorce once before, so I know better.

Think I'll watch some Darla Crane vids now. My mother-in-law looks somewhat like her and I think Darla's got a few scenes where she treats her "son-in-law" like a king. Damn... she fine...! :p
 
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