Yes, all the time. Of course, the idea that you shouldn’t say the thing is another feeling (because how else would you know?), so you must feel in some sense that you should and in another sense that you shouldn’t. In my case, I have strong drives to say things but those drives are borne of extreme aspects of my personality that don’t really help anyone, so that’s the sense in which I feel I should say things. But I also feel that I shouldn’t (for different reasons depending on the circumstance) because of having some higher perspective on the overall dynamic that’s going on (the part of me that realizes it doesn’t really help anyone) and because of past experience with seeing the effects I’ve had on people by saying such things.

One of the things I tend to want to do often is dig into people for being dumb in various ways, or for being basic and liking certain kinds of music, or to speak out harshly against certain practices like wearing makeup or piercings, getting plastic surgery or breast implants, and other things. (In the case plastic surgery and breast implants, I feel so passionately about the subject even now that I hate to say that I ‘shouldn’t’ speak out harshly against it. Well, maybe I should speak out against it but not so scathingly.)

Another thing I tend to want to do often is ‘enlighten’ people. I have strong motivations to let people know about certain higher, ‘metaphysical’ truths, either as universal truths or as unseen layers to the current situation or what they’re doing, etc. The problem is that depending on the intention for and manner of disseminating light, it can be soft and uplifting, or it can be severe and blinding.

Another thing I tend to want to do often is talk about myself, my thoughts, my plans, etc. on a level that actually reveals too much to be beneficial to me, just because I really, really want to be known and recognized. Sometimes revealing something in words actually destroys it, and sometimes it jinxes your plans. But I do it anyway.

Another situation in which I want to say things I shouldn’t is just for the sake of completeness. Say I’m making a list of things, such as my thoughts on a matter, and either it gets to be too many items in the list or some things just shouldn’t be mentioned for other reasons. I just can’t help but be comprehensive.

By the way, my last three paragraphs are starting to remind me of this image:

Of course, your case could be and probably is very different. One thing I want to say is that it could be the opposite in your case, i.e. it could be that you really should say the things you want to say and the feelings or other internal warning flags you have against saying those things could be wrong. We tend to think highly in terms of patterns: we liken one scenario to another and reason about it in a general or abstract sense, when in actuality every scenario is unique, and what’s useful or appropriate in one scenario may not be in another. Also, we may not want to say something just because we’re culturally programmed to perceive that kind of thing as off-limits, inappropriate, or whatever, when in reality they merely cause mild discomfort. And causing discomfort, stirring the waters, rocking the boat, or making people dig inward a little is not always a bad thing.

So, sometimes the desire to say something springs from intuition, a wish from your soul, an impulse from the heart, yet your mind is telling you not to for more calculated reasons, while your heart knows things your mind can’t explain (to echo a popular and true quote).