This usually the result of poor condom use/knowledge, like condom breakage.
If the condom is too big this can happen or you become flaccid(it's a thing to also check to make use that this isn't happening during intercourse), and condoms can break when you don't use lubricant or the incorrect lubricant(e.g. petroleum jelly based lubricant).
Yes the quoted effectiveness is based on the average in practice. Anecdotally what I've seen is the failure of condoms is usually got drunk and didn't use one. In particular substance abuse is highly correlated with unsafe sex and HIV infection. I'm pretty sure it's also correlated with birth control failure.