Completely natural Pax. Those of us who have been treated poorly tend to be anxious when things feel good. I bet after a while that will go away. Times Square is interesting and very lit up on a normal night (can't imagine NYE). I find NY to be very, very cold because of the winds whipping down those avenues. If you go, bring warm clothing (scarf, gloves and hat are a must), good shoes for walking (you will do lots of it) and eat at the Black Tap. Great burgers and insane milkshakes. You'll also be right where all the shows are, so if you go, catch a musical or a drama or something (go to the TKTS booth for discounted tickets). I always spend lots of time around Lincoln Center and there are some good restaurants and shopping there. The pizza by the 72nd street subway entrance (there is a Parisian bakery next door) is the best. Something about the crust. Chelsea Market is really awesome, probably too cold for the Highline then, but a walk around Greenwich Village is good too. I think you will have a great time. Take a friend if you can.