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You have triggered a weave scene and imagined him kissing you, right? This should have been the very beginning of Act 1. Mind you that the cheeky romance itself does not happen till the middle of Act 2, not unlike other companions who can be romanced at the tiefling party.
Before starting Act 2 (or just at the start), you should have met Elminster. Without spoilers, that's also rather important conversation that you two will have.
After that another important milestone is his comment about you and how nice you look, all battle-weary. In my playthrough this happened right as we entered the shadow-cursed lands, after the very first fight. My party went through the Shar temple and then had the encounter with Harpers and some blights.
And then you just keep on going organically, discovering Last Night Inn and Moonrise Towers. Romance should happen right after your first visit to Moonrise and then returning to camp. Gale's projection should be there and he should invite you to the conversation.
There is also a big bug with him in the beginning of Act 3, but it's a bit of a spoilery area, so just let me know if you want to know more about it or not.
Ouch :/ Then I think this is one of the bugs that are associated with him, sadly. Question is, do you want to sacrifice all played hours to return to the save before Astarion thing? That's probably the only thing that got wrong.
Alternatively, it might be the new bug since in the recent patch notes they mentioned that Gale's romance options were patched and it was easier to stay just friends with him.
I tried but the save file disappeared for some reason :( it seems steam only allows for a certain ammount of save files and just deletes others if you have too many. I think I'll just have to give it another shot in a new playthrough. Thanks for your kind answers in any case~
Ah, yep, the quick-saves are limited to certain amount, sadly.
No problem, happy to help! Good luck!