BR, i'm not single..so i will just have to live thru you.
first good luck on the date. forget about the wine. buy an assortment. you dont want to look to pompous thinking your really know wine. i like reds with any meal better anyways.
here is my best DATE plan. roast a chicken!! nothing sexy-er than having some hottie show up at your place and the entire joint smells like home cooking. youtube, carving a chicken if your idea of taking one apart starts with yanking off a drumstick.
forget the tomatoes. store bought sucks, and store bought during winter really really sucks. keep it simple, a nice green salad dressed lightly with some good olive oil, and balsamic or lemon..salt/pepper. finish the salad when she is there..she sees you in action, and the salad wont be all wilted. she should be sipping on a nice bubbly glass of prosecco. YUM!
while the oven i hot, you may as well use it for the side dish..potatoes gratin. easy, elegant. i did all this on my first home cooked meal for my wife. i went the distance and cut the potatoe gratin out with a round mold. i set the potatoes on the center of a plate, put a few slices of chicken on top..drizzled a pan sauce..garnished it. she was MINE! we were married a short 8 years later..hahahhah.
(clean sheets on the bed, clean towels in the bathroom)