It seems like an appalling crossing of boundaries for a boss to ask something like this, but only for those of us who work more middle class jobs. It's a different world at the bottom. I worked a shit job when I was young, and the managers were appropriately protective of not having any of the young folks get murdered.  I'd rather have a boss do this than many, many other types of boundary-crossings that I witnessed or experienced while working that shit job. It still sucks, but it's common.