When should I wear lingerie?

So

Me and my boyfriend's 4 year anniversary is coming up in December. It'll be the first one we actually get to spend together since we were long distance for most of our relationship. This coming Valentines Day will also be our first that we spend together.

I wanted to make it extra special and wear some lingerie. I feel like wearing them for both would make it less special (I know that's probably weird but that's just me lol) so which one do you think is better to wear it for? I'm kind of leaning towards our anniversary since that's more meaningful to me but I wanna hear opinions.

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