It's been nearly 20 years since I last dated and so I'm out of touch with what to wear when going out. I always assumed you dressed up when you were going to meet someone new, but Anna (rightly) pointed out that the outfit I wore yesterday was too dressy for Seattle. My date showed up in jeans and a t-shirt...to a nice restaurant. Looking around the restaurant, his attire was more the rule than the exception. Can any of you share pictures/pins of casual date night outfits? Most of my searches are turning up very slinky and/or exposed outfits that would suit a 20 year old and not someone in her mid 40's. I don't feel all that good in most of my jeans outfits, mainly because I feel too sloppy.

Thanks for any help you can give!

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