Geeze, I do it so often now I don't even give it a second thought.
So long as you talk with the other aircraft in the area and follow the basic rules for right of way and separation (ie if you're a 737 following an ATR, maybe slow it up a bit more, or go out to the 10 mile fix, not the 5 mile) then you're fine.
It's when you start playing games like racing each other, or cutting someone off that problems start. In my experience here in arctic Canada everyone is very cognizant of the need to be professional and work together.