I have shared this story on another thread as well, but it is actually probably more appropriate here.
A friend wanted to get some music from me. I had those stored on a USB flash drive. So without thinking, I let my friend borrow the flash drive. I had completely forgotten that on that flash drive were a couple photograph sessions of my gf. I had moved those pictures to be with my larger collection of my girl on a separate flash drive, and when I had done that I believed that I deleted them off that one with the music. I apparently did not.
My friend was appreciative when he gave me back the flash drive.
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