Perhaps you need to expand upon your pool of knowledge and experience. The more you know about the more you have to converse about. Find what interests you and do some research and exploring of it. Also, make sure you are up to date with current events. This always makes holding conversations much easier. Get out and do things too like arts, cultural, and even sporting events. Hit the museums. In short, arm yourself with a wealth of knowledge and information (I am not joking here, but some of the coolest sources of good conversation is the trivia I have picked upon from bathroom readers. No lie.). I am not saying be an expert but having some trivia and knowledge up your sleeve is always a good thing.

Finally, observe observe observe. How do other people manage to do it? Can you learn anything from them?