Buddy, you are not the only one! Many of us have struggled with things that appear so easy to others, like job interviews or finding a girlfriend. I don't know you well enough, but like somebody else here has said, I think the key may be to continue to develop your social skills. My strategy has been to actively do things that make me uncomfortable. Does starting a conversation with that stranger at a meetup make me feel a little uneasy? That's a clear sign that I should go do it! I think if you follow this path you will find your life improving in many ways, as I have. Feel free to message me if you need any additional guidance or encouragement, email is in profile.

If you are feeling depressed or frequently anxious, which you may be, I would suggest finding a therapist who specializes in cognitive behavioral therapy. They use a scientific approach to help you deal with problems of depression or social anxiety, and they can also act as a coach to keep you motivated as you overcome these issues.