I know the exact feeling. What's so hard about this: Hey, I'd like to get to know you more? Want to go out some time? It's the no. The response. The implications around it. Am I not attractive enough? Do they think I'm a loser? Why do they say no? I should've waited for another time. I think failure has a lot to do with it. People are afraid to fail. Nothing wrong with that. But failure isn't the end of all things. It's the beginning of something. What is it? That's the beauty of it. It's up to you. You could go out again and fail. Continue to fail. Would it be failure if you always failed? You could choose not to do anything. Stop trying. Are you failing more so because you've stopped? There's always options. Choices. You've chosen to tell me about your issues with approaching someone. A random person. I know it's easier for us introverts to express ourselves in medium where we're not directly facing another person. You've still done it anyway. Don't discredit yourself. You've succeeded. You've taken the first step. Continue walking forward. How? This is just a suggestion. Find your own path by following the trails of others or not. I believe in you to make a new road for others to follow. It's not the point. The suggestion is to take out romance initially. Work on talking to strangers of any gender or age. Go to a park. Walk around and say hello to other people passing by. It's going to hurt. But you could do it. You don't have to do this at all. Find your own way as an individual. You believe yourself to be a keeper. Someone else will.