That is bizarre. I must have ~50 of these fittings on various whips, boosters, fill panels and I've had very little issues. If I do I just change the o-ring. My fill panel stays pressurized indefinitely with these fittings.I used the 6537k63 from McMaster (McMaster-Carr) as I was following this when I set up my system. But for some reason I can't get a good seal with the male end (6537K11).
I wonder if there is an issue with your specific male end. Maybe a tolerance or machining issue? Have you tried changing it for another male fitting?