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Power blazer, lacy cami, skirt/trousers, and heeled booties!
Off shoulder black sweater, blue jeans + cute heels , or a cute sweater dress, sheer tights +boots
Chief
Good call on the sweater dress. I have some transitional dresses from the fall that I pair with knee high boots but will need something warmer. Thank you!
Skirt and nice top/cardigan or a dress depending on weather and atmosphere. If it's chilly, then I wear jeans and a sweater or nice top. I'm also married so date nights don't have the same pressure as dating someone new, if that's your situation, but I dress the same on date nights as I did when we were first dating.
Chief
Married here as well. I love dresses but it’s getting cold where I am 😩