If I asked the guy for the first date is to bold/come across as desperate if I bring up the idea of a 2nd date?
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Not from my view. I can't speak for the young. I've had this happen only a few times. I was embarrassed a bit and it also had my feet above the floor for a while. I think it should be encouraged for some are painfully shy at a younger age and if a she likes a he and in school or work can tell he is shy don't be afraid to ask. I predict 90 % positive response.
do whatever you want. if you like him, ask him out again. no big deal.
I don’t think so, but hopefully at some point he will ask you on a date.