The hard part is taking the first step when things look scary and you're not sure of how it will turn out but I will be the first to admit that it's even harder not knowing and wondering "what if".
I challenge you do be like Nike and just do it. Text him first, eat that second or even third slice of cake, apply for the fancy new job, go back to school, take that dance class, jump out of the plane (wearing a parachute of course), go for it. It might be something new and scary and it could turn out to be completely awful but it could be one of the best things that you ever pushed yourself to do too.
Here's to 2017 being a year of new and amazing experiences for you and me both!