As a guy, I'd try to manage/discuss expectations before the date happens, but after the date has been agreed upon. Best if there's some expectations some time before the date rather than just before the date happens - it'll be good not to shock your date lol. Different people have different characters/behaviors so do what feels the most comfortable for you (But not too uncomfortable for the other party). We're both here to enjoy ourselves after all :)
I don't think it should be too detailed or too vague. Just think of yourself from the date's point of view, receiving your own expectations - Is it too vague and they're in the dark or too detailed that its starting to feel like a project manager running a project?
Don't think about MYR100. A good date is about connection and not so much what you do (Although that helps too) PS: Replied a little late - I gotta get used to this application more lol.
True true - I guess time will tell if you're doing it correctly or not. Or you could just ask for feedback lol XD.
I'd reckon it's pre-mature if the date hasn't been agreed upon. IMHO - once it's agreed upon, any time between then and the date is a good time, just not last minute. Or you could bring it up immediately after the date has been agreed upon as it's potentially deciding where to go and what your partner's comfort zone is, etc.
Hmmmm - good question. I think the questions are too much(many) when the questions are too static. Add in some flare, maybe talk about some background story, make it interesting. Take it easy, and please don't read out the questions one by one lol.
When I was first starting out, this helped me quite a lot. You can give it a try - free resource on youtube FTW: https://www.youtube.com/@Charismaoncommand
Lol - If it gets easier, it means we're leveling up one way or another (irrespective whether it's success or failure). Just like sending in a whole bunch of job applications. We just need one to say yes! XD