That is some dedication.. why would he even care what you did in your vacation?

And what would he do if you didnt go? You took the time off

Creepy

Very peculiar

Plot twist: it is a family business and OP's partner is their boss.

I agree with this

Is your boss Michael Scott?

Pretty sure that's completely inappropriate...

How did he know where u r going!!!!!

OP probably said something of where they were going in order to get the time off.

Sounds like something my dick lick of a boss would do

Does he do the same when you go to the bathroom?