Cheers for the reply and sorry you lost your original comment, I hate it when that happens to me!
What happened here? How long were you chatting?
Nothing really, they just never went anywhere. I would usually chat for maybe 2-3 days, and I think the longest chat I’ve had active was for a week. The problem is I’m not really good at chatting (it just feels so fake asking the same old small talk stuff, like you know, how you feel inside when put on a fake smile?), and I don’t know how to organically switch from a random small talk to asking them out.
After a handful of good exchanges I’ll usually ask them out.
Whats your criteria for this? What’s a good number of exchanges, and do you ask your dealbreaker / serious questions during this time, or just keep it all casual, like asking them about their interests etc?