Ask open ended questions to get him engaged in the conversation. Talk about absolutely anything that you’re comfortable with. This will get him talking to you and can show off some of your interests as well. Have a few in mind before you strike up a conversation in case there is any extended silence.  "What did you think about the game last week?" "What are your plans for the weekend?" "What did you think about the end of that new movie?" Pay attention to what they’re saying. Show interest in who they are and what they’re all about. If you bring up something that he likes, it’s likely that he’ll want to talk about it—to you—more. Don’t act as though you like something that you don’t. If you fake it, he’ll likely pick up on it and no guy wants to be faked out. Don’t be afraid to disagree, but stay open-minded to their opinions too. Don’t be a reporter and rattle off question after question. Joke with him and laugh at his jokes. Laughing at his jokes, even if they aren’t hilarious, will get his attention. When you’re happy and laughing, it will be hard for him not to catch on. Don’t swear or speak poorly of people. If he’s talking about something he really likes and cares about, swearing or speaking down on it would be an automatic flag telling him that he shouldn’t be interested in you.
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