Another thought, what if 2/14 passes without anything from him. Should I take that as a sign of his lacking interest?
If you're unsure how he feels but want to celebrate Valemtine's Day together, I'd just say something along the lines of, "Do you have any plans that day? Because I'd like to make some with you."
You'd be letting him know you want him and finding out how he feels.
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wait to hear from him
Yeah you should
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