You and I are the same age and I can relate to your post on many levels. I'll ask you this: Based upon your life experiences and how you have connected with people over time, have you ever been completely sure of how the other person would respond to you, or what they would think? What I mean by this is, every time we connect with a person, or make an attempt, we are taking a chance that they may accept or reject us. The important thing to remember is, if this person does reject you, life will go on. Out of the 6 billion people on this earth, there are probably thousands of compatible men out there waiting to meet you. After reading your post, I'm wondering if you feel like there wasn't enough closure after you breakup with your ex. Maybe he's still on your mind because you have things that you want to say to him. Maybe getting this closure will help you move forward. If moving forward isn't something that you want to do and if you want to rekindle the relationship, take the chance when you're ready. Don't beat yourself up if your attempt to reconnect doesn't go as well as you want it to. Let it teach you something. This is how I try to approach things and I hope this helps you.
“Nowadays people know the price of everything and the value of nothing.”- Oscar Wilde, The Picture of Dorian Gray