Q&A for How to Keep a Conversation Going with a Guy

Reduce romantic tension by cutting back on any verbal or non-verbal flirting you might be doing. As you get more comfortable, you can start flirting with them.

Avoid asking everyday questions, such as "What's up?" or "How are you?" since they don't keep the conversation going.

Think about some topics he’s interested in, or something that you both have in common. Piquing his interest is a great way to get a conversation going, and can help you learn even more about him in the process.

Ask some open-ended questions! These are questions that require more than a “yes” or “no” answer, and can really get him talking about his life. You can play it safe with something like “What are your plans for the weekend,” or ask something a little more random and fun, like, “If you could be president for a day, what would you do?”

Well, it depends on whether you like him back. If you do, then compliment him, or flirt and joke with him. You can also subtly touch him by fixing his hair or his shirt. If you don't like him, it's best to be honest and tell him you don't have romantic feelings for him.

Keep a running monologue, if you need to. Talk about your life, ask him questions, tease him, tell jokes.

You could make a joke about the awkwardness, or you could just smile and ride it out.

Compliment him. Tell him what you like about his personality, mention any special talents he has, tell him he's special to you, etc.

Once you know him well, and you are sure that he likes you too, try to get closer to him with small gestures. Sit close, hold hands, lean against him, look into his eyes, etc. Then when it feels right, go ahead and kiss him.

Act like yourself. You can show him your feelings through the things you say, but it's a good thing to keep the distance at a good level.

Just be yourself. Ask him questions like what's his favorite color, tell him what you like, and try to be funny if you can.

Find out his interests, and ask him about them. Text/PM him and ask how his day is going. Find reasons to be places he'll be to run into him.

People almost never think what you think they think, so don't worry too much about what your date is thinking if you do this or say that. If you go too far down this road, you'll get suffocated by thinking of all the possible reactions he might have. Just relax, be yourself, and talk as much or as little as you like. Personally, when I date, I kinda like it when she's into the conversation and puts in the effort to keep things going. Finally, it's also a test to see if he's strong enough to take charge of the conversation, too.

If you like him, smile and keep acting normal. If not, walk ahead of him to point at something and hurry up to that spot, or just remove your hand and keep your hands busy.

Don't worry about who starts the conversation. Just ask them something you think they will find engaging, like their opinion about a recent event, a hobby you know they are interested in, etc. If he enjoys chatting with you, he will be more likely to start the conversation next time.

Just try saying really cool and interesting things so everyone will get hooked in.

Ask him what he's doing, say you have something to tell him that's too long to say in text, and then ask him to call you. Of course, you'll have to actually have a story planned to tell him when he does call.