To me the most nerve racking part of a first date, or even a second or third date, is what to wear.
You never want to over do it, so that its obvious you tried but you do want to look good and impress.

 I thought I would do a Valentine's Day What to Wear series for how to dress cute and flirty without seeming you have put in hours of thought and effort.

 Today, its all about the casual city date. You know what date I mean, the "Let's grab a quick cup of coffee and stroll around town" date.

 You want to keep it simple, warm, comfortable, but above all cute. Make sure you wear comfy shoes you are able to walk in for a few hours (here's hoping). You will also need to stay nice and toasty, so a warm jacket that keeps the heat in but still looks stylish is a must. You dont want to hide your cute outfit underneath a bulky monster of a jacket. I think this look below is perfect.

What do find most stressful about the first few dates? Whats your go to item that you know never fails to make you look super cute on a first date?

Keep it here for more Valentine's Day What to Wear ideas.