Cannot Print

So when we are trying to print multiple pictures from Box, which I know you have to print one at a time, after I have printed the first picture and I try to print the second picture, the window to send the picture to the printer does not pop up. In fact once I have selected to print from the ellipses drop down, nothing pops up at all. I have had to physically log out of the program, and log back in, in order to print more than one picture.