It sounds like you are doing everything right. At 14 I think most kids are lacking a bit of common sense and maturity. A double-date or chaperoned date, group even is about all I would allow for my daughter (who happens to be the same age). I don't think I am unreasonably protective but, I do remember the hormones flaring at that age with little sense of consequence.
It isn't a bad idea to start reinforcing the whole if you are going to have sex... ideals. Whatever your personal beliefs are, I am not going to suggest them to you. I am all for the age 37 rule, but I highly doubt I am capable of enforcing that.
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