stillin - I loaned it to him.
Fair enough. I would have. I'd help anyone within reason
It seems to reveal that not all is well in paradise.
He doesn't mind snooping into other people's personal affairs but he'll make it very clear that his life is none of your business, unless he thinks he sees an opportunity to boast.
The old bugger is hiding something, then.
Gambling habit? Booze problem? Too much pay-per-view porn?