Should I ask him out ?

[CleverOpalPanda]

I met this guy on a first date and we had a great time, even exchanged a kiss at the end.
10 mins after date ended he texted me saying he had a great time and we should meet up soon again ,I said yes we should arrange smth.
We have been texting since and I asked him today what he was upto ,he said he has no specific plans and asked about mine.
I told him I am having a babysitter booked for later ,as I have randomly booked with no plans in mind just for my son to get to know her.
He didn't ask if I want to meet him ,is he expecting me to ask ?I feel confused and don't want to pursue but I fear he might also be thinking since I am free and not asking to meet up I might not be interested or have other plans

I posted on the other thread you started on this to say yes, just ask him out if you want to see him. If he says no you know he’s not keen and move on.

Not sure if me being a guy changes things, but I'd take this as a 'family' day that I wouldn't want to intrude upon.

Booking a babysitter for your son to get to know them isn't directly implying you're free, to me it implies an introduction and a 'testing the water' situation for the new sitter, i.e. you'd need to be close and available in case it didn't work out.

Or did you book a sitter with a partial intent that you'd spend time with him? (he's not a mind reader)

Or this could be 'guy talk'... Often when a guy says he's not doing anything, it's because he's tactically planned to not do anything. I'd simply say you're free if he wants to do something, but if he wants a lazy day, that's fine as you can (insert something simple here like food shopping, clean, etc)

@C1N1C
Thank you for your reply, I really appreciate a guys perspective.
I booked the sitter just to test her not with the intention of going out with him.
I texted him 10 mins ago that we could grab a coffee around my area if he wants while the sitter is with my son and I will see his reaction.