I change regularly, although probably not as often as some. Since switching to NYXLs, I haven't broke a single one. Not sure if this is because of regular changing or the strings themselves, but it's working out fine. That said, I always (ALWAYS) bring a second guitar and have it tuned and ready- most of my guitars are trem guitars, so a string popping will take it out of commission.
I had a guitar for a little while- a G&L Doheny V12- one of the first ones made- that I for some reason just had the worst luck with. I think I broke like 4 strings on that thing in maybe 2 months, with the strings breaking at different points on the string, for different reasons. I genuinely think it wasn't the guitar- it was great- I just somehow kept burning through strings. Once when I was changing strings, once it started sliding and I caught it by a string, which broke, etc.
I don't have that particular guitar any longer, but I have two other custom shop V12s, and they're some of my favorite guitars. It was weird.