Step 1: Be a Candy
Remember, you must be poor but plucky, working a multitude of small-paying part-time jobs and living in cramped rooftop apartment. You must be absolutely wallowing in debt you've inherited, yet still face each coming day with a brave smile and optimistic, can-do attitude. Family's a no-no, unless it's a) your beloved father in a coma he won't wake up from, whose expensive hospital bills you must pay, b) an evil stepsister who devotes her every spare moment to making your life hell, or c) a missing brother you worry about and look for, but who will only conveniently reappear at the end to alleviate any worries about your right to be happy or the potentially incestuous nature of your romance. Do try and have one female friend you will be able to turn to for relationship advice in the future. Her advice will always be terrible, but that won't matter, she's just there to point out that you like your romantic lead before you're willing to admit it yourself. Don't worry if she's better at makeup and fashion than you are. Although you will always complain about being poor and ugly, you will be effortlessly beautiful at all times, your clothes will always be name-brand, and as a bonus, your cell phone will always be the newest model. On the flip side, I hope you like subway.
