[header] How to keep a conversation going with a guy [title] Ask open-ended questions. [step] This technique is essential regardless of who you're talking to and what your end purpose is. An open-ended question will demand a more elaborate answer, while a yes or no question can be answered with a single word. 
If you want to keep a conversation going, open ended questions are more effective than questions that can be answered using one word. [substeps] Find ways to rephrase yes/no questions into open-ended questions.