Yes I do, a lot of the time. Sometimes it is sort of like Free Mind was saying though and I just don't have the energy to put into it.
But when I do, sometimes it gets to the point I will keep asking someone to explain something until I get it (rephrasing if necessary). It can sort of depend on what it is. I just like to make sure whatever is being relayed is completely clear so I am not making an assumption about whatever it is they might have actually meant. I want to get it right. If they are explaining how to do something, I want to make sure it gets done the way it is supposed to. Also if I pick up on the fact there might be another aspect to what is being discussed that is also important for me to know about, I will usually ask about that too for clarification.
Mostly I keep pushing for more information/perspectives until it all (it meaning whatever it is I am trying to understand) clicks and makes sense to me. Then as soon as that happens I happily move on.
It bugs me quite a bit and honestly downright annoys me when I feel like I haven't totally understood what someone was trying to tell me. I think that is why I can be long winded with my own explanations sometimes because I want to make sure I don't spare any detail in case it might be needed. Of course in a lot of cases it actually isn't and I just rambled for no reason. But...I can't help it. I feel there is more than just a simple explanation to most things. Not all, but most.