Circumspect – wary
The circle wearing specs (circumspect) was very wary of the square that tried to date her.
Circumspect people think carefully before doing or saying anything.
Examples of circumspect in a sentence
Even though he liked the business proposal, the investor was circumspect about investing so much money.
We should be circumspect of those who offer us riches for little in return.
The partners were circumspect in all their business dealings.