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Hi Eric
I’m glad your date went well! Stand up with adult jokes sounds wonderful. I’m glad she managed to make time for it.
It doesn’t sound like you made a mistake giving the gift of letters and pictures before Valentine’s Day. It is a very sweet and thoughtful gift. Perhaps her comment could be to do with it’s not Valentine’s Day yet, so she wasn’t expecting a gift? It’s not really a bad thing.
It’s good that you remembered that she isn’t comfortable expressing her feelings around other people. Perhaps this is why her reaction was normal? Your plan to exchange gifts in a private setting sounds like a good one.
I think the bonus of getting the letters and pictures early is that it can take time to read and look through them all. It’s a nice way to set the emotional frame up for Valentine’s Day.