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You must absolutely escalate on this target ASAP.
Yeah, I also think I must. But there are two "problems".
The first is my "fault". I started this relationship as a respectful guy and father of two sons. So, the image sh makes about me is of someone who is polite and with good and respectful manners. You know the type...

Basically, a AFC.
So, I believe applying now examples like the one bellow Heywood presented, would be schoking.
It would be a 180 degree turn in my behaviour and would seem unnatural.
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Example: "You'll have to jog behind me, It's to HARD for me to run/concentrate if your in front!"
The 2nd "problem" is this one: this girl lives in a small city, and you know how small cities "metality" affects people behaviours and way of thinking.
Obviously, every woman has desires and, secret or not, they all want to get layed. But in this context, the "environment" and what other people think can be a cockblock.
Also, she's a 40 years old woman, divorced, with a daughter so she's very cautious about what kind of situation she's getting in.
So, how would you escalate?
I believe the best way is not to come too strong and too obvious. I think the best is to keep teasing her and conduct the convo to a point on which some degree of "intelectal and emotional intimacy" exist. Then, the escalation can be stronger.
In it's essence, I want to go gradually and keep calibrating my actions.
How do you would do this one?