If your family and room mates said you're good looking, you are, so stop worrying about that,and put your focus on "hello, my name is..." Then let the future worry about itself. You want to have a coffee with New Romantic Interest, not worry about 20 years in the future whether your lawyer is ripping you off as you stand in divorce court. When you are young like you are is the time to form new relationships, explore them and end them if need be. That need not be earth shattering; it's exploring yourself as much as the other person. Smile at whoever strikes your fancy, say hello and invite the person for coffee, a drink, or a snack. Courage!