All the time. I do not like to assume it is entirely my own process of thought, but rather that certain individuals are too sensitive or passive to want to absorb my analysis on anything. It does intimidate people to a large extent because by dwelling into issues too much, we begin to "deconstruct" an image or established belief leading to some controversy.
It usually happens during classes and any social gathering or communication with another person, for that matter!
Could there be a certainty, that for iNtuitive's, overanalysis allows the mind to gather and conclude on new concrete details discovered independently. As opposed to the conventional "what you see is what you get" attitude of some Sensors.
In grade school, I would always ask my teachers questions about the problems they had given us, because I was thinking of other factors that could change the outcome. They always told me to just "answer the question."
I am extremely protective of my feelings (really working on that, though, and I've changed a lot) and so it's really hard to just "go with it"....people tell me to do what feels right and made decisions as they come up when it comes to dealing with guys, but that kind of thing scares me so I'd rather plan it all out first (even though sometimes this is not only impossible, but detrimental if you try to do it).
A funny one...in my apartment, one of the things you twist to adjust the angle of the blinds broke off (when the blinds were in the position where someone can still look through if they are above the window), so I bought a dowel and made plans to drill a hole in the dowel, and use some wire to attach it to the hook the original thing was on. I bought the dowel four months ago and it's still leaning on the wall two feet away from me...I've never altered the angle of the blinds. When my mom (ISFP) came up to visit, she asked me why I just didn't get up on a chair and twist the hook with my hands. So I did