I've had such a strange relationship with diapers over the last few years. It's been as extreme as being 24/7 for months, to no diapers at all. No matter what, real life always interrupts, which in the specific cases I'm referring to, is fine by me in retrospect. Either way, whether or not they're always on my bottom, they're still always on my mind.
I subscribe to dogboy's method of wearing training pants or similar products. For a while now, I've been legitimately dealing with O.A.B., leaks, and constant dribbles, but through a lot of therapy and urology visits, I've come to find that anxiety was causing all of this. I chose a holistic approach and got a lot more on top of it. Still, I often wear Depend underwear for men, which I recommend. They are very discreet and are even easily explainable to anyone in your life that may find them in a bag etc. They also add that thin layer of warm and fuzzies that we all need from time to time.