Montrealmontreal,
I just used to work in a medical field, few years back.
Just put few drops on the condom before, be careful with nails. Don't forget to take out the air. I imagine you could find a video on internet to show you how to put a condom properly, everything is on internet those days.
For your question, how many broken condoms... That's years it did not happen to me.
I understand that you think that natural lubrification is enough. It could, and it could not. Depend of the energy you are putting in your penetration, sometime, it could make it "dry". You know what I mean?
*And for you to know, I don't have "shift" personally. I am always in good mood, whatever the hour.