I want to make a move on this older woman who is 42 years old but I don't want to freak her out. How exactly do I touch her so she doesn't get creeped out, but knows by that touch I "might" like her? I want to be subtle. She is shy, cultured, and smart. We have hung out as friends once. Only got in a hug so far.

How do I escalate in a safe way? Cause she might be not into me at all. How do I subtly touch her without seeming like I'm trying to hit on her?

The thing that is really bothering me is: what do I do when I'm walking beside her? We will be walking together for thirty minutes soon and I really want to hold her but I cant grab her hand since that looks romantic. But I want some sort of physical connection. How can I can touch her while walking but in a friend way? Can I hold out my arm for her to hang on to?

She short too:5 foot. I'm 5"6. So any tips on physical touches while walking?