circumspect - Dictionary definition and meaning for word circumspect
circum(means circumstance)...spect(means to inspect)...so a kind of person who inspects circumstances before speaking, and such people are generally considered as prudent.
Circum(circular i.e 360 degrees)+spec(spectacles)....when you watch things or circumstances from all angle, it means that you are wary and unwilling to take risks....
circums - sounds like circumference of circle...go round...means who is cautious he ll not take shortcuts...he will go circuspect
Circumspect also means wary or cautious...circum(circumstance)+spect(spectacles)....when you see a circumstance with your spectacles, you are cautious....
One who is cautious will SUSPECT trouble and go around it: CIRCUM SUSPECT.
A clever person suspects around i.e circum+suspect=circumspect