So as I'm packing for my 3 day weekend in NYC, I just got depressed because I have like NO clothes that aren't work clothes (business/ office). I packed the 2 loose casual tank tops that I've been wearing for years and 2 pairs of shorts from American Eagle (kinda like a khaki material but in black & grey). I packed these same items for my last 4 vacations. Like I dunno, all my friends on FB always have these adorable outfits in their pictures and I'm always wearing a ratty Bruins t-shirt or that same striped tank top. I love sundresses but when I'm walking around all day I need sneakers so clearly that doesn't work.
My grandma gave me an early wedding check and I may go try to up my wardrobe to look like an actual 30 year old woman....what do you wear? What brands or types of shirts? If you go out on a dinner date, or just walking around a city?