I usually go with neither. I always found "my" to be a bit patronising and childlike (my files in my computer on my desk next to my apple that my mum told me to take in for my teacher) and usually find "your" to be superfluous.

I have sometimes used "your" to differentiate between things like private, shared, and global, resources. More often than not this is not needed as there is a better word to use (local, private, shared, …) but sometimes the extra “your” or “by you” does help (for differentiating objects shared by others and those shared by you it can be more concise and clear than listing the name of who shared/owns the resource, for example).