I told this milf "your husband or boyfriend is a lucky bastard" but she didn't get my point. From her reaction, I know she did not understand that this is a sexual remarks.
I am just wondering, what did she think I meant? I can't interpret this any other way. I just don't know what she could have possibly thought I meant.

I think she did understand your question but because you've never carried a sexual frame around her, she doesn't see you as being a sexual interest and therefore she answered you in a non sexual way. This is about her playing to your frame. She will generally follow your lead because women like those games and they are pretty good at them. You may have wished she responded in a different way, but your intention (inner game) isn't enough to overcome your outer game.

You've already said that you've never been (even covertly) sexual with her in any way. She might instigate something with you if she thought you'd accept, but from everything you've said about her in these 3 or 4 threads tells me she obviously doesn't see that side of you. Which is why I gave you the advice I did in your last thread.

Also read up about body language and see if she has been giving you any subtle indicators. I'd link to the thread but I'm on my phone.

And why don't you just hang out with her sometime. Go to the store and get some hamburgers and brats and take them all to the park for a cookout. Or just go over and say hey, mind if I hang out for a bit? And just build up some rapport being c&f and tease her when appropriate. Have fun!

Bart - read this and study it.

Dude's right on.

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Women are like ceramic tile.... if you do the prep work, and lay them properly the first time...you can walk all over them for years to come.

So I shouldnt go direct and say something bold?

Its not about what you mean't it is about how she interprets it as you just experienced. And i don't understand what made that remark sexual in anyway.. You could be talking about a number of things or a number of reasons why her husband is lucky. Most women don't think as skin deep as us shallow men do That comment sounds like you wanted to be direct but you sugar coated it just a bit to keep things from getting awkward. Being direct and sexual is about risking creeping, that comment was not risking creepy at all. Its something many men have said ten times over. I usually open married women with " There is no way you're married!? " this gets them all interested and curious like " what do you mean" they will be hanging onto you're every word directly after that comment.

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Ok well not trying to steal his thread and all but I think this question is sort of along these lines:

If you have not been even covertly sexual with a girl that you have known for a long while (say a few years) , how do you turn things sexual? Does it have to be a slow process?

Bart- that would be a high risk/high reward scenario. Are you willing to take that chance? If you are, then I say fuckin go for it all the way! But remember that you still need to have rapport and a sexual frame. If she just sees you as some nerdy gamer with no skills and you just suddenly go direct, she probably will blow you out just because that would be incongruent and it will just freak her out. She won't know what to do so she would more than likely bail. She has to know that you are sexual before you can dive in hard and direct, imo.

Find some threads on the forums that deal with friendzone issues.