DS has been at the nursery for a year and had the same key worker who he adores. He's a really sweet guy and over the year I've got to know him quite well as we've got quite chatty (have some interests in common). Both single.
We've bumped into each other a fair few times outside of nursery drop offs etc, as we go to the same gym, frequent the same cafes etc, so we've chatted and loosely hung out a bit when we've seen each other and swapped numbers. We've messaged a bit but it's always felt very inappropriate as he's DS's main caregiver at nursery. DS is about to move into a new room now as he's now in the older age bracket, so will no longer have this key worker.
I really like him (although he's younger than me!) and I get the feeling he likes me too, I have a feeling some of our casual run ins haven't been as casual as they've been made out to be etc, and I was wondering if it's still inappropriate to ask him if he fancies a drink sometime?
Obviously it will be mortifying if he says no as I'll still see him now and then at the nursery, despite DS going into a different room.
I'm totally gutted at the thought of not seeing him as much, but don't know if I'm being ridiculous. I also don't want to make anything confusing or unsettling for DS.