Do you have a go-to first date outfit?

Maybe one that makes you feel extra confident.. or is stylish but versatile enough for anything? I was thinking about this today and what I want to wear on my Olive Garden first date tonight and I immediately went to my long, fitted sweater and leggings and realized I have chosen this outfit for a few first dates. Now I just need to determine if I'm going to wear my knee high black boots since much like my 2 first dates this year, he's 6'2. Since I'm 5'8 it's not often I can wear them and not feel like an amazon. Then again it is Olive Garden, so maybe I'll take it easy with flat footed slouch ankle boots. Hmm.. decisions decisions.

Anyway what about you all? A favorite first date outfit you seem to find yourself going back to every time or is it just me?



Submitted May 16, 2019 at 08:10PM

Maybe one that makes you feel extra confident.. or is stylish but versatile enough for anything? I was thinking about this today and what I want to wear on my Olive Garden first date tonight and I immediately went to my long, fitted sweater and leggings and realized I have chosen this outfit for a few first dates. Now I just need to determine if I'm going to wear my knee high black boots since much like my 2 first dates this year, he's 6'2. Since I'm 5'8 it's not often I can wear them and not feel like an amazon. Then again it is Olive Garden, so maybe I'll take it easy with flat footed slouch ankle boots. Hmm.. decisions decisions.Anyway what about you all? A favorite first date outfit you seem to find yourself going back to every time or is it just me?
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